elements 25 - Evonik Industries
Transcription
elements 25 - Evonik Industries
evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:19 Uhr Seite 1 elements25 SCIENCE NEWSLETTER |22|23|24| |2008 BIOTECHNOLOGY Cosmetic Esters: Sustainability That Gets Under the Skin With Metabolic Pathways to Sustainable Chemistry >>> evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:19 Uhr Seite 2 EDITORIAL 3-Liter Society Dr. Alfred Oberholz Member of the Executive Board of Evonik Industries AG elements25 | 2008 contents Energy efficiency in chemistry is a win-win for everyone: The climate and the environment, because as few raw materials and energies as possible are used; chemical companies, because a minus for energy and raw materials means a plus for profitability; customers and end-users, because the products of chemistry are not only based on energy-efficient processes but also help save energy. When your car uses less gas thanks to lightweight construction materials, low rolling resistance tires, and more powerful lithium-ion batteries for hybrid drives, when structural steelwork lasts longer because of reliable corrosion protection, or when sufficient quantities of the raw material solar silicon are available – naturally produced in an energy-efficient process – it can all be traced back to the chemistry of Evonik Industries. When your house in Düsseldorf-Eller requires almost 90 percent less energy than two years ago, or when, in the future, the people living in Soultz-sous-Forêts, France, obtain their energy from 4,000 meters below ground, the Energy and Real Estate Business Areas of Evonik will have helped make it happen. Chemicals, Real Estate, Energy – with these business areas, we cover a significant portion of daily life, and thus have enormous potential to use energy efficiently and protect the climate. With our Science-toBusiness concept, on the other hand, we have a sustainable method for closely interlinking science and industry, and thereby developing new products quickly. We have now combined the two: At the beginning of October, we launched our third Science-to-Business Center, S2B Eco², where we intend to exploit the synergies generated from our Energy, Real Estate, and Chemicals business areas for the first time on a large scale. The task of the new center is to develop technologies and products to generate, store, and use energy efficiently, and to isolate CO2 from industrial processes for further use. These activities reflect the mood of our society, which becomes clear even if we restrict our gaze to Germany. Whether Germany experiences a power shortage in 2020 or not – and this question is still hotly debated – the ambitious climate goals of the German government will remain: To reduce CO2 emissions by 40 percent by the year 2020, and to increase the share of power generated by combined power and heat to 25 percent, and by renewable sources to 25 to 30 percent by the year 2030. It is in this context we intend to develop solutions that contribute to a safe and sustainable energy supply– solutions that, like the 3-liter car and the 3-liter house, pave the way to the “3-liter society.” We refuse to save energy in only one area: advancing these projects. I hope you enjoy the current issue. NEWS 4 Adhesion on command 5 Evonik is a key supplier for Microsoft Surface™, focusing on the visual interface tabletop BIOTECHNOLOGY 6 Cosmetic esters: Sustainability that gets under the skin NEWS 11 New solar silicon plant opened 11 New oil additives plant in Singapore The cover photo shows Dr. Henrike Gebhardt from the Biotechnology Science-to-Business Center (p. 26) DESIGNING WITH POLYMERS 12 Hyperbranched polymers: Multitalented individualists EUROPEAN SCIENCE-TO-BUSINESS AWARD 2008 18 Biocatalysis for Chiral Amino Diols Dr. Paul Dalby wins € 100.000 NEWS 25 Nanotechnologies in power generation – intensive exchange at symposium BIOTECHNOLOGY 26 With metabolic pathways to sustainable chemistry NEWS 33 Propylene oxide: Successful commissioning of first ever HPPO plant 34 Homogeneous catalysis: Evonik has granted exclusive license to Solvias 34 Hydrogen peroxide production in South Africa to be expanded 34 Capacities expanded for biodiesel catalyst at Mobile site 35 A quantum leap in MMA technology: AVENEER 36 EVENTS AND CREDITS DESIGNING WITH POLYMERS 20 New additive for scratch-resistant polypropylene compounds: Anti-aging properties for cars 2 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 3 news +++ Dr. Klaus Engel to succeed Dr. Werner Müller as Chairman of the Executive Board The Supervisory Board of Evonik Industries approved the request made by Dr. Werner Müller (62), Chairman of the Executive Board, to be released from his contract as of December 31, 2008. At the same time, the Supervisory Board appointed Dr. Klaus Engel, member of the Executive Board of Evonik and Chairman of the Board of Management of Evonik Degussa GmbH, to succeed him as Chairman of the Executive Board of Evonik Industries AG effective January 1, 2009. The Supervisory Board unanimously accepted the proposals put forward by the Executive Committee of the Supervisory Board, which is chaired by Wilhelm Bonse-Geuking. On behalf of the Supervisory Board, Wilhelm Bonse-Geuking thanked Dr. Werner Müller for his outstanding achievements in the transformation of the former RAG Group and the establishment of Evonik Industries AG. He wished Dr. Engel success and entrepreneurial foresight in his new role: “With Klaus Engel at the helm, we know that the Group is in the best of hands.“ Dr. Klaus Engel +++ Energy Efficiency Center established Evonik Industries launched the new Eco2 Science-to-Business Center (S2B Eco2) at the Marl site on October 1. From now to 2013 alone, the Essen-based industrial group will invest an additional sum exceeding € 50 million for this purpose. Together with the budgeted subsidies, the total investment will be in the high double-digit million-euro range. The initial portfolio of the new center comprises 21 attractive research projects focusing on energy efficiency and climate protection. “Evonik has already successfully developed intelligent solutions for resource conservation and climate protection. We have an idea of the future. Our new research center will be a catalyst for translating ideas into market-ready products and services,” said Dr. Alfred Oberholz, member of the Executive Board of Evonik Industries AG. The new research center pools the Group’s energy efficiency and climate protection expertise, initiating development projects that extend across more than one business unit or business area. S2B Eco2 covers five fields: CO2 separation and utilization, energy generation, energy storage, solutions for improving energy efficiency for customers, and pools for increasing energy efficiency in Evonik processes. elements25 EVONIK SCIENCE NEWSLETTER “What we claim to do is translate the latest scientific knowledge rapidly and efficiently into successful products,” said Oberholz, adding that Evonik’s S2B concept satisfies this claim, thanks to the vertical integration of all research and development activities under a single roof. Under this concept, user industries as well as academic institutions are involved in development, and the focus lies more on the product in question, its application, and the underlying market. In the words of Oberholz, “Today, we have to see at the earliest stage of an innovation what business opportunities it will open.” The new research center has created some 50 jobs at Evonik and additional jobs for its partners. Evonik already occupies a leading market position in innovative energy supply and storage and in efficient utilization of energy. In Duisburg (Germany), the industrial group is currently building Europe’s most advanced coal-fired power plant. It is a leader in generating power from biomass and geothermal sources, too, and its Chemicals Business Area offers leading products and technologies. The portfolio includes the latest generation of large-volume lithiumion batteries as well as components for low-rolling-resistance >>> 3 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 4 tires and processes for cost-effectively producing solar silicon for the photovoltaics industry. “With our research center for energy efficiency, we are now going a step further and entering areas such as CO2 separation and utilization,” explained Dr. Stefan Nordhoff, head of the Science-toBusiness Center Eco2. “In close collaboration with the Group’s business and service units, we will press ahead with commercially attractive projects with high potential for reducing CO2 emissions, and bring these to market readiness.” Following an intensive evaluation process, Evonik has selected 21 projects for the initial portfolio from a total of 230 project proposals. This includes projects in the following areas: • CO2 separation: Use of customized absorbents for the partial absorption of CO2 from flue gases, with the CO2 reused as a raw material for chemical products; • Power generation: A cost-effective process that can be used decentrally for enriching methane from biogases and feeding it into the natural gas grid; • Power storage: Regulation systems that take advantage of the strengths of innovative storage technologies such as the lithium-ion battery as much as possible, allowing energy harnessed from the wind or the sun to be used more efficiently; • Solutions for improving energy efficiency for customers: Development of systems for buildings that intelligently combine the functions of insulation and energy generation; and • Increasing energy efficiency in Evonik processes: 700-degree technology for coal-based power generation, with an efficiency exceeding 50 percent. “We will regularly monitor the prospects of success of this project portfolio, add new and attractive project ideas to the pipeline, and terminate projects whose chances of success turn out to be too low,” explained Nordhoff. The introduction of a Group-wide standard for life cycle assessments, which will make it possible to evaluate the CO2 savings potential and resource efficiency of Evonik’s current operations and its research and development projects over their entire lifetime, is also planned. Creavis Technologies & Innovation, in which Evonik pools its strategic research and development efforts, manages the S2B centers. Having launched S2B Eco2, Evonik now operates three S2B centers, all at the Marl site. The Nanotronics S2B Center develops system solutions based on nanomaterials for the electronics industry, while the Biotechnology S2B Center develops new biotechnological products and processes based on renewable raw materials. +++ Adhesion on Command In the near future, electronic devices could be much smaller, lighter, and more powerful than at present. This is possible thanks to a novel high-tech adhesive tape system, the product of a collaborative effort between Lohmann GmbH & Co. KG and Evonik Industries. Duplocoll® RCD (Rapid Curing on Demand) looks like, and is processed in the same way as classic pressure-sensitive adhesive tape, but a downstream curing process allows bond strengths that cannot be achieved by conventional pressure-sensitive tapes. The adhesive force is about 300 percent stronger than that of a conventional high-performance adhesive tape. In the case of a plastic hook glued to the wall, the loadbearing capacity increases from 3 to 5 kilograms with a conventional adhesive to 20–40 kilograms with the new system. MagSilica®, the new adhesive additive recently developed by Evonik, is responsible for this effect. MagSilica® is made of iron oxide crystals embedded in a silicon dioxide matrix and therefore react superparamagnetically. When an adhesive equipped with these particles is exposed to a high-frequency alternating field, it heats up and hardens in seconds. The method results not only in enormous bonding strengths but significantly shorter curing times. Instead of the 30 minutes required before, curing now takes no longer than 60 seconds when the adhesive matrix contains 5 to 15 percent MagSilica®. A further advantage is that heating is restricted to the area of the joint. The rest of the component is heated only moderately, if at all. As a result, even heat-sensitive materials such as plastics can be bonded without being damaged. High-tech, accurately die-cut adhesive tapes are used where liquid adhesives reach their limits – in bonding extremely small parts. With Duplocoll® RCD, many parts can be made even smaller in the future, because less surface area will be required for the adhesive to 4 hold. Cell phones, computers, DVD players, and hearing aids – there are now unimagined new possibilities in function and design. Potential for the automotive industry The automotive industry is another promising field of application for the MagSilica®adhesive system, because bonded joints allow the use of lighter materials. One kilogram of adhesive used in this way reduces the weight of a car by 25 kilograms. Until now, however, the use of adhesion technology in automotive construction has had two serious disadvantages: Adhesives needed very long curing times, and the bonding was not easily reversed – a major drawback in repairs and recycling. For these problems, MagSilica® now offers a solution, because the adhesive additive drastically shortens curing times. It also allows the debonding of joints that have been specifically designed with this possibility in mind. MagSilica® opens up new possibilities not only in large-scale production but also for repairs and recycling, because the various plastic components can be separated out and recycled without much effort. elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 5 news +++ Evonik is a key supplier for Microsoft Surface™, focusing on the visual interface tabletop Under a strategic cooperation agreement with Microsoft Corporation, Evonik Industries will supply the projection tabletop for Microsoft Surface™, Microsoft’s first surface computing device, which enables users to interact with digital content on the tabletop through touch, gestures, and objects placed on Surface. Composed of several PLEXIGLAS®-based optical function layers, including one rear projection film optimized specifically for Surface, the projection hardware allows the tabletop to be used for both viewing and input, opening up a wide range of new possibilities for Surface. For Evonik, the collaboration with Microsoft is another milestone on the way to becoming a complete system supplier, combining functionality and design in an optimal manner. “Microsoft is changing the way people interact with digital information, and the contribution of Evonik is helping to make that a reality,” said Pete Thompson, general manager of Microsoft Surface. “Microsoft is bringing surface computing to life and transforming the way consumers around the world shop, dine, entertain, and live.” Production in Germany To better meet the demands of this new technology, Evonik expands its capacity for production under clean room conditions at its Weiterstadt site in the course of 2008. Production of components for commercial display applications requires the highest degree of cleanliness because demands on optical quality are at the same level as for LCD television monitors. Up to fifteen new jobs will be created at the site, mainly in production and quality assurance. From personal computing to surface computing Surface computing breaks down the traditional barriers between people and technology, providing effortless interaction with digital content. With Surface it is possible for multiple users to interact directly and simultaneously with the computer by touching the tabletop, without the use of a mouse or keyboard. Surface also features object recognition and will respond to objects placed on the tabletop, triggering different types of digital responses. The size and shape of Surface make it possible for multiple users to interact with Surface at the same time, transforming the individual workstation of the PC into a collaborative experience. Surface is currently available in the US only and being developed in retail, hospitality, and entertainment environments where customers can access and interact with digital content directly on the tabletop. More information on Microsoft Surface can be found at www.surface.com. Microsoft Press Photo Microsoft Press Photo Production of the displays in Weiterstadt (Germany): PLEXIGLAS® sheets and films are bonded in a special clean room to avoid any contamination elements25 EVONIK SCIENCE NEWSLETTER Microsoft Surface is a 30-inch display in a table-like form factor that’s easy for individuals or small groups to interact with. The system recognizes more than 50 simultaneous touches or objects. With Microsoft Surface, you can, for example, browse through pictures by stretching, zooming, and dragging the images with your fingers. The first Surface units have already been set up at select stores of the U.S. company AT&T, and at Harrah‘s Las Vegas Casino 5 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 6 COSMETIC ESTERS Sustainability That Gets Under the S DR. OLIVER THUM Evonik Industries is the only company worldwide that offers biotechnologically produced emollient esters for the cosmetics industry. Compared to the chemical production process, the biotechnological variant boasts extraordinarily good selectivity, mild reaction conditions, and high product purity. It is also sustainable: For the first time, researchers at Evonik have used a life cycle assessment to quantitatively record and evaluate the advantages of biocatalysis on the example of myristyl myristate production. W ith a surface area of as much as two square meters and a weight of about ten kilograms, the skin is the largest human organ. It is also the body’s control center for a number of sensory perceptions, a key element in the regulation of body temperature, and the protective covering for the body. Care of the skin is a high priority in our society. According to one ongoing study, begun in the early 90s by the German Cosmetic, Toiletry, Perfumery, and Detergent Association in cooperation with various universities and institutes, over 90 percent of women and nearly half of all men in Germany alone regularly use facial creams and body lotions. But how does the user like his skin to feel? Should the feeling be relaxing, soft, light and silky, or rich and heavy? The decisive factor here is the oil phase, which increasingly consists of “emollient esters.” Emollient esters are produced through esterification of a fatty acid with a long-chained alcohol. As the oil phase of an oil-in-water (O/W) or water-in-oil (W/O) formulation, emollient esters, along with emulsifiers and other additives, represent valuable starting products for skin care cosmetics such as creams and body lotions. A trailblazer in biocatalysis About 50 different emollient esters are now available on the market for creating creams and lotions for optimal skin feel, depending on preference and application. Evonik currently has about 20 of these esters in its portfolio, and is the sole supplier worldwide which produces four esters in a biotechnological pro6 cess using custom-tailored enzymes: myristyl myristate, decyl cocoate, cetyl ricinoleate and isocetyl palmitate. With a production volume of several hundred metric tons per year, myristyl myristate is the most important of these. The biggest advantage of the enzyme catalysts is their mild reaction conditions. The chemical process for the esterification of long-chain fatty acids and fatty alcohols requires temperatures as high as about 240 °C (464 °F), which can generate raw products that are dark-colored and do not meet the required quality criteria for cosmetic products in terms of purity, color, and smell. For this reason, they undergo a host of reprocessing steps in which they are steamed, bleached, and filtered to remove the undesired color and smells caused by the impurities. The biocatalytic process, on the other hand, runs at 60 °C (140 °F) under nearly physiological reaction conditions, and supplies highly selective ultra-pure, colorless products that obviate the need for expensive, time-consuming reprocessing and cleaning. The only problem: Because the enzyme is extremely expensive, a sufficient number of campaigns must be carried out each time the enzyme is loaded to make the process cost-effective compared to the chemical variant. Because the enzyme is by nature highly sensitive, it cannot be used in its natural state. To find an economically sensible solution, Evonik is using immobilized enzymes, a variant in which the enzyme is bonded to small spheres that act as a carrier material. Immobilization allows the enzymes to be integrated into a fixed-bed reactor with a circulation loop, through which the reaction charge is pumped long enough to reach the intended yield. With this technique, the biocatalyst remains stable longer, and can be separated more elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 7 BIOTECHNOLOGY he Skin Powerful quartet – the emollient esters produced in an enzymatic process at Evonik • • • • Myristyl myristate: Ester of myristic acid with myristyl alcohol. White, wax-like substance. Used as an easily spreadable oil component in O/W emulsions, especially in lotions, and to improve the consistency of W/O emulsions Decyl cocoate: Ester of coconut fatty acid with decyl alcohol. Primarily used in face care products and in O/W-type sunscreen formulations Cetyl ricinoleate: Ester of ricinoleic acid with cetyl alcohol. Uses include, for example, skin care products, decorative cosmetics and lipsticks Isocetyl palmitate: Ester of palmitic acid with isocetyl alcohol. Used, for example, as a substitute for mineral oil in skin care products, especially for dry skin easily from the reaction mixture – a technological advancement Biotechnologically produced emollient esters meet this dethat explains why Evonik is now the only company that offers mand. This is also clear from the fact that, when given a choice enzymatically manufactured emollient esters. between an emollient ester produced in the conventional way and one produced enzymatically, more and more cosmetic companies are choosing the latter. Disproportionate growth in the market for natural cosmetics Bioproducts are on the rise, and not only in the food industry. In Europe, the market for natural cosmetics is recording doubledigit growth rates. Even though bioproducts are still a niche market, L’Oréal, the world’s largest cosmetics corporation, recently acquired the natural cosmetics chain The Body Shop, and even discount chains are attaching great importance to environmental products. The reason is the consumer’s growing desire for natural products, which are also often labeled as such. elements25 EVONIK SCIENCE NEWSLETTER Life cycle assessment confirms sustainability of biocatalysis The life cycle assessment shows that what the consumer wants is also good for the environment. In collaboration with the Danish company Novozymes A/S, the Consumer Specialties Business Unit of Evonik conducted the first environmental life cycle assessment (LCA) of an emollient ester for cosmetic applications. The researchers selected production of the emollient >>> 7 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 8 O Figure 1. Using the production of myristyl myristate as their model, Novozymes and Evonik are the first companies to conduct an environmental life cycle assessment for both the enzymatic and chemical manufacture of an emollient ester for cosmetics O Conventional Enzymatic Raw materials Reaction Volatile compounds Aqeous waste Catalyst recycled Catalyst Deodorization Steam Bleaching Bleach Raw materials Reaction Drying Aqeous waste Applied temperature Solid waste Filtration > 180 °C Filter aid 140 °C 100 °C 60 °C Packaging Figure 2. Flow chart of the enzymatic and chemical processes that Evonik compared. Process steps omitted from the LCA are shown in dashed squares 20 °C Packaging Enzymatic process Waste water treatment Enzyme production (NZ 435) Waste water NZ 435 Ester formation Enzyme catalysis 60 °C Packaging Induced processes Coconut production Fatty acid/alcohol production Fatty acid ester Displaced processes Elemental tin Ester formation Tin catalysis >180 °C Deodorization >140 °C Bleaching 100 °C Drying 100 °C Filtration 100 °C Packaging Sodium formiate Sn oxalate production Steam production Ca(OH)2 Energy production NaOCl production Filter aid production Solid waste Waste water H2SO4 Liquid N production Energy Waste water Waste water treatment Waste water Water Solid waste Treatment of solid waste Solid waste Conventional process 8 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 9 BIOTECHNOLOGY ester myristyl myristate as their model process, but the results can be easily transferred to similar cosmetic fatty acids (Fig. 1). In their assessment, the scientists used immobilized lipase B from the organism Candida antarctica to examine the industrial enzymatic process used at Evonik to produce the ester, including recovery of the enzyme, all the way to its deactivation. They then compared this process with the conventional chemical production process, which is carried out at 240 °C (464 °F) and uses tin oxalate as catalyst. Other parameters for this variant included the use of nitrogen as inert gas, and a refinement process consisting of bleaching with sodium chlorite, three hours of steam stripping, and filtration. Scientists made out an inventory for both processes, calculating how much electricity was needed for stirrers and pumps, how much energy is needed to heat the vessel, what raw materials in what quantities go into the process, and what kinds of waste are produced. In those few cases in which the parameters in the detailed analysis are based on assumptions or are difficult to calculate, the most conservative variant was used to avoid giving the advantage to the enzymatic process. For example, the life cycle assessment did not consider all waste treatment, although the enzymatic process would have a clear advantage here owing to the significantly lower amounts of waste it generates. The higher yields of the enzymatic process were, therefore, completely disregarded in the life cycle assessment (Fig. 2). The result of this inventory was an inventory table that lists the raw materials and energies used, and the wastes generated from all the process steps. They then integrated the existing life cycle assessments contained in databases for the raw materials used. This was the only way they could ensure that the life cycle assessment factored the energy and raw material consumption of myristyl myristate production as well as the production of the feed materials (Fig. 3). If no life cycle assessment was available for a starting material, the researchers traced the product lines based on the starting material until data was available. They had to rely on this method in the case of tin(II) oxalate, the catalyst for the chemical process, because there is no life cycle assessment for it. Instead of tin(II) oxalate, they used elemental tin, sodium formiate, calcium hydroxide, and sulfuric acid as starting materials, and produced calcium sulfate as the waste product. Energy consumption for the production of tin(II) oxalate was completely disregarded – a conservative assumption to avoid giving the advantage to biotechnology. The scientists were also unable to find a life cycle assessment for sodium chlorite, so they got around the problem by substituting sodium hypochlorite. Using the individual life cycle assessments of all the starting materials, the scientists evaluated both processes based on five standardized environmental categories: energy consumption, influence on global warming using greenhouse gas emissions, acidification of soil through noxious gases such as SO2, the eutrophication of soil and water through the immission of nutrients such as phosphorous and nitrogen, as well as smog formation through volatile organic compounds. The results speak loud and clear: Despite conservative assumptions, the biocatalytic manufacturing process for the emollient ester myristyl myristate can, on balance, save more >>> elements25 EVONIK SCIENCE NEWSLETTER Emollient esters are also used in lipstick, among other applications Evonik uses lipase B as a biocatalyst in the enzymatic process for manufacturing the cosmetic ester Figure 3. First, the researchers listed the used raw materials, energies, and wastes generated from all the process steps in the comparison in an initial inventory table (upper table). To make a total assessment, their next step was to integrate the individual life cycle assessments of the raw materials and prepare a second inventory table (lower table) Conventional Enzymatic Electricity (primary energy) GJ 0.63 2.38 Heating energy (from electricity) GJ 6.34 0.76 Gaseous nitrogen Litres Tin(II)oxalate kg Novozyme 435 kg Filter aid (Tonsil) kg Bleach NaOCl2 kg 20 Water for steam kg 105 Cooling water kg 570 Waste water kg 445 Tin-containing waste kg 70 Enzyme waste kg Conventional Enzymatic Total energy from electricity GJ 6.97 3.14 Liquid nitrogen kg 5 Tin from mining kg 14 Sodium formiate kg 17 H2SO4, 96 % kg 18.2 Ca(OH)2, solid kg 9.3 Novozyme 435 kg NaOCl, 15 % kg 133 Waste CaSO4 kg 17 Tin-containing waste kg 70 Enzyme waste kg 3,200 25 0.27 25 180 0.5 0.27 0.5 9 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Figure 4. The results of the life cycle assessment show that the enzymatic process is considerably more eco-friendly Figure 5. In the chemical process the use of tin and the energy necessary for heating the reaction vessel have the biggest impact on the environment Seite 10 Results of the life cycle assessment 5 ton scale Conventional Enzymatic Savings % 22.5 8.63 62 kg CO2 eq. 1,518 582 62 Acidification kg SO2 eq. 10.58 1.31 88 Nutrient enrichment kg PO4 eq. 0.86 0.24 74 Smog formation kg C2H4 eq. 0.49 0.12 76 Energy GJ Global warming Main contributors to environmental impact Fossil energy % Global warming % Acidification Tin 15 15 70 55 45 Heating energy 70 70 20 35 40 5 5 5 5 5 <1 <1 <1 <1 1 2 <1 <1 5 1 NaOCl Sodium formiate Filter aid than 60 percent energy while reducing the formation of environmentally damaging impurities by as much as 88 percent (Fig. 4). All these facts clearly support the sustainability of the biocatalytic process. Finally, in their quest for improvement potential, the scientists analyzed which process steps and which feed materials have the biggest environmental impact in chemical synthesis (Fig. 5). They determined that the leading energy consumer is the heating of the reaction vessel, which also makes the chief contribution to the greenhouse gas effect. Tin was found to have the most environmentally damaging impurities. Portfolio of enzymatically manufactured products will continue to grow Evonik is encouraged by the positive response of cosmetics manufacturers to products manufactured with enzymes, and plans to market more high-quality enzymatically manufactured products for the cosmetics industry. In cooperation with the marketing department of the Personal Care Business Line, % Nutrient Smog enrichment formation % % researchers are identifying new target compounds, and studying their production and technical application properties. Because of the intrinsic advantage of biocatalysis – high selectivity and mild reaction conditions – and the opportunity to exploit both the environmental and economic improvement potentials in the pursuit of sustainability, researchers in the Consumer Specialties Business Unit are also working on the enzymatic synthesis of products for other fields of application. Even though enzymes currently reach their limits when it comes to certain substrates – for example, in the case of emollient esters from branched carboxylic acids, which enable the production of ultra-light creams – they keep their promises to consumers and chemists. They produce high-purity substances, protect the environment, and open the door to new products – all good reasons for the Evonik researchers who work in this area to press on with their work, and continue expanding the company’s range of biotechnologically manufactured products. They laid the foundation for this work years ago, having built a broad enzymatic technology platform with numerous patents that open up access to new substance classes. ● DR. OLIVER THUM Born in 1974 Oliver Thum is head of biotechnological research in the Consumer Specialties Business Unit of Evonik. After studying chemistry at the University of Bonn, where he finished his thesis under the direction of Prof. Wilhelm Boland of the Max Planck Institute for Chemical Ecology in Jena, and subsequently earned his doctorate, he began his professional career in 2002 as a scientific assistant at Noxxon Pharma AG in Berlin. One year later he moved to Evonik Industries as group leader in research and development in the Consumer Specialties Business Unit. Thum has held his current position since 2006. +49 201 173-1658, [email protected] 10 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 11 news +++ New solar silicon plant opened Evonik Industries and SolarWorld have officially opened their new solar silicon plant in Rheinfelden (Baden, Germany). As part of the joint venture Joint Solar Silicon (JSSI), the two companies are using an innovative process in the new plant that enables energy savings of up to 90 percent compared to conventional solar silicon production. “With the opening of the plant, Evonik Industries is answering the worldwide demand to further increase the share of alternative energies, such as solar energy, in power generation,” says Dr. Alfred Oberholz, member of Evonik’s Executive Board. The investment volume for the integrated production network will be in the double-digit million euro range. JSSI is a joint venture of Evonik Industries AG, Essen (51 percent), and SolarWorld AG, Bonn. “With JSSI, we are consistently expanding our activities in raw materials supply,” says certified engineer Frank H. Asbeck, SolarWorld’s chairman of the board, stressing the importance of the new plant for his company. “We manufacture ultra-thin wafers from solar silicon, and process them into solar cells and modules.” For Asbeck, one thing is certain: “In a few years, solar power from your rooftop will be cheaper than power from an electrical outlet.” Michael Müller, Parliamentary State Secretary in the Federal Environment Ministry, welcomes the companies’ investment in Rheinfelden. “It’s good that photovoltaics are taking us out of the niche and into comprehensive industrial added value.” The integrated production network includes an Evonik monosilane plant. In the second plant in the network, JSSI takes the monosilane and uses it to manufacture solar silicon. The Rheinfelden facility will start with an annual production capacity of 850 metric tons of solar silicon. Based on the steady international demand for solar power products, both joint venture partners see a substantial market for the new technology. The process was developed by JSSI in cooperation with leading universities. Currently, the growth of the solar industry is still limited by low raw material capacities. With the new plant, JSSI has come considerably closer to satisfying this demand bottleneck and being able to supply the solar industry with high-quality and inexpensive solar silicon. Photovoltaics and construction of this plant supports one of the fields of concentration identified by Evonik: “Today, energy efficiency is one of the worldwide megatrends. With top technological products, Evonik will contribute to safeguarding the energy supply while protecting the environment and climate,” says Oberholz. Evonik is allocating up to two billion euros for this purpose from 2008 to the end of 2010 alone. In the Chemicals Business Area, which includes the site in Baden, Evonik already offers numerous intelligent solutions that are helping to conserve resources and reduce emissions. The new solar silicon plant in Rheinfelden +++ New oil additives plant in Singapore Evonik subsidiary RohMax has begun operating its oil additives manufacturing facility on Jurong Island in Singapore. This new stateof-the-art facility manufactures the company’s high-performance VISCOPLEX® lubricant additives for the global market, in particular, the regions Asia-Pacific, Middle East, and Africa. VISCOPLEX® additives form a key component in finished lubricants used in automotive and other industrial applications and help improve the performance of engines and transmissions. They thus play a role in achieving better fuel efficiency. The facility also includes a technology center, where new applications for oil additive products are tested and developed. The plant represents an investment of more than € 10 million and, together with RohMax’s other four production facilities in Europe and North America, will strengthen the company’s global supply chain capabilities for its worldwide customers. elements25 EVONIK SCIENCE NEWSLETTER Asia is the fastest-growing region for the industrial lubricants market. This region accounts for more than one-third of the global lubricant demand. “This plant is designed to support the growing demand for our VISCOPLEX® products in the Asia-Pacific region over the next ten years,” explained Dr. Dirk Reese, managing director of Evonik RohMax Additives GmbH. “We opened our technical center in Shanghai just a few years ago in 2005, so now this new production site will allow us to broaden our presence in the Asia-Pacific region even more and extend our leadership position in high-performance lubricant additives.” RohMax Oil Additives is a leading global supplier of high-performance VISCOPLEX® lubricant additives and VISCOBASE® synthetic base fluids for use in automotive and industrial lubricants. The company also produces dewaxing aids used in refinery processing and cold flow improvers for biodiesel. 11 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 12 HYPERBRANCHED POLYMERS Multitalented Individualists Polymer molecules with tree-like branches are setting new standards. Just a small quantity of these molecules is enough to equip coating systems and molded bodies with novel properties. Because they branch just like a tree, their natural model, hyperbranched polymers have a high number of functional end groups. These end groups can be used to generate individual molecular properties that impart interesting functionalities to materials. This is why “tree-like molecules” are such a high priority in the evaluation of innovative application ideas at Evonik. Their fields of application are just as versatile as the molecules themselves. In addition to paints and coatings, these fields include molded bodies, antiicing fluids, cosmetic actives, drug delivery systems, and the separation of multi-component mixtures in process engineering. 12 H yperbranched polymers are globular macromolecules with a branched, tree-like architecture. They lack the perfect radial symmetry of dendrimers, which also belong to the class of dendritic polymers (from dendron, the Greek word for “tree”). While dendrimers have to be synthesized in time-consuming, multi-stage syntheses, and are therefore extremely expensive, hyperbranched polymers can be easily produced via one-step reactions from multifunctional monomers and therefore represent economically promising products also for large-scale applications. A young product for a variety of applications “The variety of applications for hyperbranched polymers is fascinating. From performance additives in the coatings and dispersions segment, through the controlled release of active ingredients, all the way to anti-icing agents for aircraft surfaces, a host of applications have been developed to market maturity in the last few years. Often, the key to the success of these endeavors was the development of a detailed understanding of the relevant structure-property relationships, as well as the solv ing of challenges in the field of thermodynamics and chemical engineering,” says Dr. Matthias Seiler, head of the “Bringing Technology to Market” group in the Process Technology & Engineering Service Unit. Hyperbranched polymers carry a wide variety of functional groups, allowing scientists to tune molecular properties selectively. By chemically converting the functional end groups, they can furnish polymer molecules with either hydrophilic or hydrophobic properties, for example. By varying the polarity of the end groups, developers can set the glass transition temperature to between –20 °C and +300 °C. Even very low melt viscosities and/or thermal stabilities of up to 500 °C are possible, which makes hyperbranched polymers especially attractive for use under extreme conditions. Their globular, highly branched molecular structure also means that hyperbranched polymers do not form intermolecular entanglements. For this reason, they display significantly lower melt and solution viscosities compared to linear polymers. This is a great advantage for polymer processing, because far less energy is required, and the solvent can even be eliminated altogether. Generally speaking, three aspects of the structure-property relationships of hyperbranched polymers have proven critical: the branched, tree-like structure, the variety of functional groups, and the comparatively low molecular weights. These are the features researchers adjust to create custom-made properties. >>> elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 13 DESIGNING WITH POLYMERS Adhesive (rheology, adhesion,dying, compatibilization) Performance additive for flexible polyurethane foams Paper coatings Fuel additive Moisture retention in cosmetics Oil field chemical Sensor materials Controlled release agent Textile chemical Personal care additive Dispersion agent Dyes Plastics additive Molecular imprinting Entrainer, extraction solvent, scrubbing agent Catalysis, micelles Processing aid Additive/resin for waterborne applications Dental composites Elastomer crosslinker Globular templates Dye transfer inhibitor Lubricant Membranes Anchor for catalysts, proteins etc. (D)emulsifier Photosensitive materials Rheology modifier Oligomer precursor for UV-curing applications Hydrogel components for tissue-growth active hydrogels Detergent Wetting agent (Anti)foam agent Potential applications for hyperbranched polymers. Hyperbranched polymers typically possess a highly branched structure, several functional groups, and relatively low molecular weights. These three features allow chemists to control properties and to adjust them to the target application elements25 EVONIK SCIENCE NEWSLETTER 13 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 14 Unique color effects and custom-made properties “Thanks to their branched structure, custom-made hyperbranched polymers can be used for the dispersion and stabilization of pigments in paints and coatings,” explains Dr. Pedro Cavaleiro, R&D manager in the Coatings & Additives Business Unit at Evonik. Hyperbranched deflocculating agents use their arms to hold pigments at a uniform distance, and they also bring them to the surface of coating systems. This allows the creation of exceptionally strong, intense colors. “With this development, Coatings & Additives was able to build on the groundwork of several other business units at Evonik,” says Cavaleiro. “The results we have obtained so far are quite promising. The first end users from the packaging print report excellent performance as a dispersion additive, for which two percent of these hyperbranched structures display the same effect as seven percent of the best comparable conventional product. Following successful production of dispersion additives based on hyperbranched structures, we are now ready for a broad-based market launch of this chemical technology.” “Because of their tree-like molecular shape, hyperbranched polymers offer limitless opportunities for realizing defined architectures in materials. In the area of coatings chemistry, these building blocks can be used to fine-tune properties such as hardness, flexibility, and UV protection. This is why our customers also find these polymers and their properties so attractive,” says Dr. Markus Schwarz, group leader for Innovation Management of the Coatings & Additives Business Unit. The scratch resistance of paints can be strengthened considerably, for example, by redispersing inorganic nanoparticles into the paint matrix. Since nanoparticles have a strong tendency to agglomerate, the process of redispersion consumes a high amount of energy. A newly developed method eliminates this energy-intensive step, and allows the nanoparticles to be developed right in the matrix. With the help of this “in-situ nucleation”, scientists at Evonik have succeeded in generating tiny, hard, hyperbranched spheres inside the paint matrix. The spheres are evenly distributed in the polymer matrix, where the large number of functional groups ensures strong inter- and intramolecular cross- As an adhesion promoter in multi-layer tubing made of various plastics – for example, for fuel lines in cars – hyperbranched polymers improve compatibility 14 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 15 DESIGNING WITH POLYMERS linking. When the nanodispersion is cured, transparent paint films with outstanding mechanical properties are obtained. Self-cleaning and antimicrobial surfaces can also be produced with hyperbranched polymers that tend to accumulate on the surface of the coating material. These kinds of performance additives reduce the surface energy of the material, which means that surfaces can be equipped with dirt- and bacteria-repellant functions. Supported by their many functional groups, hyperbranched polymers can also take on the job of improving the compatibility of various plastic components. In the area of high-performance plastics, for example, Evonik uses these molecules successfully as adhesion promoters in multi-layer tubing made of polyamide 12 and poly(butylene terephthalate). “Hyperbranched polymers are outstanding performance additives that have proven successful for us, especially in applications such as plastic piping,” says Dr. Harald Häger, department head for process and product development in the Performance Polymers Business Unit. Magic: first tough, then liquid The development of a new performance additive for anti-icing fluids based on hyperbranched polymers has met with strong interest among airport operators. Because ice that accumulates on the surface of an aircraft when it is parked in cold weather poses a safety risk, it is usually removed with an anti-icing fluid, made from propylene glycol/water mixtures. “As a liquid additive, hyperbranched polymers with their large number of end groups are perfect for fine-tuning the rheological properties in aircraft anti-icing fluids, for example,” says Dr. Stefan Bernhardt, whose responsibilities in the ‘Bringing Technology to Market’ group include coordination of the activities related to polymer chemistry. Hyperbranched polymers added to anti-icing fluids act as thickening agents to ensure that the fluid has a high enough viscosity to adhere to the wings when it is sprayed, and thereby offer significantly longer protection against freezing. When exposed to shearing forces during take-off, however, the hyperbranched polymers reduce the viscosity of the anti-icing >>> Hyperbranched polymers as dispersing additives for paint and coating pigments. The results are ultra-intense colors required for applications such as packaging print. elements25 EVONIK SCIENCE NEWSLETTER 15 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 16 “We are developing formulations that can be used to protect fluid – in other words, they improve its shear-thinning behavior so it can flow off the wings. The use of hyperbranched polymers cosmetic active ingredients and release them selectively on the also offers economic and environmental advantages because skin,” says Dr. Peter Lersch, head of the R&D department for Care Ingredients/Biotechnology in the Consumer Specialties they are biodegradable and help conserve other components. Business Unit. “Hyperbranched polymers open up highly attractive possibilities for manufacturing multi-functional cosmetics Formulation and selective release of active ingredients systems. Together with our Process Technology colleagues we Hyperbranched polymer substrates take on entirely different are developing new products in this area.” To cite one example, tasks for the cosmetics and pharmaceutical industries, where Evonik is working on systems that can selectively release active they are used not only to stabilize and protect active ingredients ingredients through enzymatic degradation of a hyperbranched but to control their release at the target location over a defined polymer substrate. “For the pharmaceutical industry, the multi-functional hyperiod of time. The cosmetics industry offers enormous market potential perbranched polymers can also be used to develop active infor this function. Anti-aging is just one example. Consumers gredient formulations that are able to enter cells,” explains turn to these products to hide signs of aging, and advanced cos- Dr. Norbert Windhab, responsible for strategic projects in the metics research proves them right to do so. While cosmetic ac- Pharma Polymers Business Line. “Through skillful selection of tive ingredients such as vitamins, fruit acids, and plant extracts functional groups, we at Evonik have succeeded in producing cannot stop the aging process of the skin, they can slow it down hyperbranched polymer substrates that transport both hydroby nurturing and protecting the skin, and soften wrinkles by philic and hydrophobic active ingredients and additives. These helping the skin to regenerate. But many cosmetic ingredients kinds of trimodular aggregates could then be absorbed by cells are susceptible to environmental influences and become in- in the human intestinal tract and release the active ingredient effective when exposed to ultraviolet radiation or oxygen, for there. To prevent the body’s immune system from rendering them example, or when processed at high temperatures. So the active ingredients must be formulated in such a way that they become inert, researchers have equipped the surfaces of these nanotransactive only when they come in contact with the skin. The mar- porters with “signal peptides.” When the signal peptides adhere ket for these kinds of technologies has already exceeded € 100 to the appropriate receptors of intestinal cells, the path to the interior of the cell is free for the particles containing the pharmaceumillion. tical active ingredient. Jets are not allowed to take off when frost, snow, or ice has accumulated on the surface of the aircraft, particularly the wings, because it changes the aerodynamics. This is why critical surfaces on the aircraft must be deiced in winter and protected against further ice formation with anti-icing fluids. Hyperbranched polymers can be used to adjust the rheology of these fluids Aerodynamics of aircraft wings Unimpeded aerodynamics on the wing of an airplane (shown as a cross-section) Lift Drag Lift Drag Airflow Ice, snow, and frost roughen the surface of the wings. This causes turbulence, which reduces lift Airflow When the angles of attack are larger, as they are when an airplane starts, powerful turbulent forces could cause the plane to stall. It would then be in danger of crashing Drag Lift Airflow 16 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 17 DESIGNING WITH POLYMERS Material separation Hyperbranched polymers are providing valuable assistance in the area of separating chemical, multi-component mixtures. With their wide range of functional groups, hyperbranched molecules can separate systems by selectively interacting with specific components. This can be used to separate azeotropic systems through extractive distillation or liquid-liquid extraction, or to separate gases through absorption. In this regard, low-viscosity, hydrolysis-stable hyperbranched polymers possess enormous potential. The key to success: crossing disciplines and the mindset of an engineer The pioneering research and development in hyperbranched polymers is a great example of the way interdisciplinary teamwork can accelerate the innovation process. Using hyperbranched polymers as an additive for anti-icing fluids, for example, requires expertise in the areas of fluid hydraulics, thermodynamics, rheology, polymer chemistry, and polymer process engineering – knowledge that cannot be found in just one discipline. “Interdisciplinarity and close cooperation with the business units are vital for the newly established ‘Bringing Technology to Market’ group in the Process Technology & Engineering Ser vice Unit to live up to its name,” stresses Dr. Axel Kobus, director of the fluid processing department. “Our approach is to eval- uate new business ideas with the mindset of an engineer and implement them together with the business units to also promote the development of topics such as hyperbranched polymers in the future.” Bundling competencies and creating synergies is also the goal of all six Areas of Competence at Evonik – cross-unit competence fields that represent over 80 percent of the markets in the Chemicals Business Area, and combine expertise in futureoriented technologies. This structure allows Evonik systematic control over the interplay of various skills in the innovation process, and opens up additional growth potential. “Cross-project, interdisciplinary exchange among colleagues is essential to the discussion and evaluation of new, innovative ideas,” says Dr. Manfred Stickler of the Innovation Management Chemicals unit. “Evonik’s competence field days make a very important contribution in this regard. At Evonik, hyperbranched polymers are handled within the ‘Designing with Polymers’ Area of Competence, and are a splendid example of how multiple applications can arise from a single idea within just a few years.” ● ANSPRECHPARTNER DR. MATTHIAS SEILER Evonik Industries Process Technology & Engineering Service Unit, Head of “Bringing Technology to Market” +49 6181 59-3049 [email protected] The influence of different concentrations of various hyperbranched additives on the viscosity of a standard anti-icing formulation (blank). Additive 3, for example, increases viscosity significantly at concentrations as low as 0.01 percent by weight. This allows aircraft to stand at the gate for considerably longer periods of time before their surfaces ice up – an invaluable competitive advantage in an age of increased air travel and inevitable airport delays during winter Experimental results ◆ Additive 1 ■ Additive 2 ▲ Additive 3 ● Additive 4 Viscosity [mPa · s] 2.5 · 104 ▲ 2.0 · 104 1.5 · 104 ● 1.0 · 104 ◆ ▲ ▲ ■ ● ◆ ■ Blank 0.5 · 104 ■ 0 0.01 ● 0.02 0.03 0.04 0.05 0.06 Additive concentration [wt %] elements25 EVONIK SCIENCE NEWSLETTER 17 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:42 Uhr Seite 18 Biocatalysis for Chiral Amino Diols Dr. Paul Dalby wins € 100.000 D r. Paul Dalby of University College London is the winner of the 2008 Evonik European Science-toBusiness Award, having impressed the international jury with a new biocatalytic route for the asymmetrical synthesis of amino diols. Dalby accepted the award on November 12 in Berlin, at a ceremony attended by more than 150 guests from goverment, business, and science. Three other scientists made it to the final round: Dr. Thorsten Eggert and Dr. Thomas Drepper for the development of marker proteins that emit light in the absence of oxygen, and Dr. Thore Rohwerder, whose research could make acrylic glass from sugar a reality. Intended for young scientists who conduct their research in Europe, the European Science-to-Business Award of Evonik Industries aims to promote the conversion of scientific discoveries into marketable products. The €100,000 in prize money ranks among the highest endowments of any research award. In addition, the winner receives management coaching at the University of St. Gallen in Switzerland. The theme of this year's award, which Evonik presented in cooperation with the University of St. Gallen and the Financial Times Germany, is “white biotechnology.” Dr. Arend Oetker, president of the Donor’s Association for the Promotion of Sciences and Humanities in Germany, sponsored the award. “We’re proud that young European researchers have taken part in the competition and are delighted about the innovative, practical projects,“ said Dr. Alfred Oberholz, member of the Executive Board of Evonik Industries AG. “This exciting work shows the immense future potential of white biotechnology.“ Oberholz commented on one further important aspect, adding, ”The projects are all on the threshold of marketability or have already taken this step. They therefore meet an essential condition of the Evonik Innovation Award: converting scientific innovations into salable products – ‘science to business,’ just as the name says.“ 18 Dr. Paul Dalby Biocatalysis for chiral amino diols With the biocatalytic process developed by Dr. Paul Dalby enzymes can be combined and customized for new tasks. This makes biotechnology a more attractive approach to producing chemicals, and it can open up access to new medicines with the help of eco-friendly and energy-efficient processes. The new method allows certain enzyme properties to be identified and customized through genetic engineering for special tasks. A number of substrates can be converted into chiral amino diols – a substance group particularly well-suited to further synthesis into pharmaceuticals, agricultural chemicals, and even fine chemicals. The different variations are then screened for the desired properties in an automated process. Because of the focused approach, only 400 variations needed to be examined instead of up to 10,000. The project has resulted not only in innovative enzymes but in stable and scalable biocatalytic processes. The integrated approach opens up, for example, new opportunities for time-critical syntheses in medication development (pre-clinical phase). Potential users include the pharmaceutical, agricultural, and fine chemicals industries. The methodology can also be used to improve processes in the microbiological rehabilitation of soil, in wastewater treatment, food production, and in medical diagnostics. About 10 percent of chiral compound production today is based on biocatalysis. For existing technologies, the entire market for 2009 is estimated to be about € 1 billion. With the new process, biocatalysis could surpass the 10-percent mark and capture another percentage point of the market. This would mean additional sales of as much as € 30 million annually. The biotechnological process also makes chemical production more attractive, and can be used to manufacture not only low-cost but entirely new medicines and substance groups. It is also a gentle, eco-friendly, and energy-efficient process. elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 19 The winner of the European Science-to-Business Award 2008 has been chosen Nominated: Dr.Thorsten Eggert, Dr.Thomas Drepper Marker Proteins as Fluorescent Reporters Nominated: Dr. Thore Rohwerder Acrylic glass from sugar Dr. Thorsten Eggert (left), Evocatal GmbH, and Dr. Thomas Drepper, Heinrich Heine University of Düsseldorf have developed new anaerobic fluorescent proteins that make it possible to analyze cellular processes, even in the absence of oxygen. For the first time, these fluorescent reporters, as it were, have opened the door to observing oxygen-free processes more closely and can be used as probes to develop novel tumor agents or investigate oxygen-limited environmental processes. In research and diagnostics, fluorescent proteins are used as highlighters in living cells. The ability to visualize these marker proteins provides an insight into the complex dynamic processes at the cellular and molecular level in vivo. Until now, molecular oxygen was absolutely essential for the fluorescence to occur, so conventional fluorescent markers could not be used in anaerobic (oxygen-free) systems. Eggert and Drepper have now developed proteins that also fluoresce in the absence of oxygen. In bioindustry, for example, production and fermentation processes can thereby be monitored and optimized. In the environmental sector, these fluorescent reporters can be used as biosensors, for example, for labeling and localizing anaerobic bacteria that are able to break down pollutants. In biomedicine, it is possible to use the fluorescent markers to develop anaerobic microorganisms that can selectively attack cancer cells inside of human tumors. Potential users include food and food additive companies or consumer care companies, for example, in the oral and body hygiene segments. The pharmaceutical and biotechnology industry can use the fluorescent probes in research and development, too. The fluorescent proteins available under the trademark evoglow® are forming a new market segment. Conservative estimates place the annual market value in Germany at € 250,000 to € 500,000. Other relevant markets include other European countries, as well as Asia and the United States. Dr. Thore Rohwerder, University of Duisburg-Essen, has discovered an enzyme that can help convert a branched-chain petrochemical-based C4 body into a linear one. Built into a sugar metabolism, this enzyme can generate a precursor to MMA (methyl methacrylate – monomer for acrylic glass). Up to now, this precursor – 2-hydroxyisobutyrate (2-HIB) – could be produced only in a purely chemical process based on petrochemical raw materials. With the new environmentally safer and more efficient biosynthesis, the vision of manufacturing acrylic glass from sugar could become a reality. In collaboration with Dr. Roland H. Müller from the Helmholtz Center for Environmental Research, Leipzig (Germany), Dr. Rohwerder has discovered, in a bacterial strain, an enzyme that serves as the basis for the biosynthesis of 2-HIB. With the help of this enzyme, a biotechnological production process can be developed that can synthesize 2-HIB for use as a precursor for MMA. This would make it feasible, for the first time, to produce acrylic glass in a biotechnological process on the commercial scale – and, compared to the purely chemical process, under gentler conditions and with minimal environmental impact in terms of waste and water consumption. Conceivably, up to 10 percent of the current MMA demand could be met through biotechnological processes over the medium to long term. Because the world market currently hovers at over 3 million metric tons or € 4 billion, sales of € 150 million are possible in approximately ten years, and € 400 million thereafter. It takes about four years to design a suitable bacterial system and a functioning laboratory process. The objective is to have a pilot plant for the manufacture of several metric tons up and running in five years. The new process will allow acrylic glass to be manufactured not only from fossil but from renewable raw materials in the future. For industry, this means increased flexibility, since it can fall back on sugar or alcohol or similar raw materials for production. elements25 EVONIK SCIENCE NEWSLETTER 19 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 20 NEW ADDITIVE FOR SCRATCH-RESISTANT POLYPROPYLENE COMPOUNDS Anti-Aging Properties f KATHRIN LEHMANN, ANGELA NAWRACALA The surfaces inside a vehicle should look just as good after years of use as they did when they were new. With TEGOMER® AntiScratch 100, experts from Evonik have developed an additive that imparts superior and long-lasting scratch resistance to grained components made from polypropylene. 20 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 21 DESIGNING WITH POLYMERS s for Cars N owadays, anyone who buys a car expects the interior of it to look new even after years of use. A car with an instrument panel or center console that shows ugly scratches even when slightly bumped fails to meet this expectation. With each scratch, resale value and customer satisfaction drops. Today’s driver also wants high-end appeal. Consequently, surfaces of plastic components should not be sticky. Only a grained surface looks matte, top-quality, and is inviting to touch. The desire for dark, grained surfaces is nearly universal, no matter what model, manufacturer, price, or country: Car buyers in India and Russia also like interiors with a first-class look and feel. Today, plastics make up 15 to 20 percent of a vehicle’s weight. From the broad range of polymers available, polyamide (PA), acrylonitrile butadiene styrene copolymers (ABS), polycarbonate (PC), thermoplastic polyurethane (TPU), and polypropylene (PP) are the materials of choice. Several methods can be used to make the surfaces of these materials scratch-resistant. One involves the use of high-quality plastics, such as polyamide or ABS, which are relatively expensive. Another method is to apply a coating on the surface of the plastic part, but this is cost effective only for premium models. When it comes to mid-range and small cars, every penny in savings counts. This is why producers of these classes use low-cost polypropylene, which achieves the necessary strength with the addition of 12 to 20 percent talc as a filler (PP talc compounds). Worldwide, 2.5 million metric tons of such compounds are processed annually and their importance is on the rise. On the downside, talc-filled PP materials have a poor scratch resistance which is not just a purely optical criterion, but also helps to determine the performance characteristics of a vehicle. Excellent scratch resistance is also an important parameter in manufacturing: When components are assembled, the surfaces are often subject to greater mechanical stress than in day-to-day use. Wanted: a durable and cost effective scratch-resistant polypropylene Finding such a material has been a challenge for producers of plastic parts for vehicle interiors and exteriors. Door handles, instrument panels, bumpers, door trims, and center consoles must be not only light, mechanically stable, and cost effective, but grained and as scratch-resistant as possible. At first glance, ‘grained and scratch-resistant’ seems to be a contradiction in itself. Indeed, the one serious drawback of graining is that fingernails, pens, or the sharp ends of car keys catch on the small structures of the grain more easily than on smooth surfaces. This is why components with >>> The pilot plant of the Consumer Specialties Business Unit has all the equipment necessary to conduct practice-oriented and reproducible tests for thermoplastic materials. In addition to the twin-screw extruder, pictured here, the equipment includes a single screw extrusion line, an injection molding machine, a two-roll mill, and various devices for measuring scratch resistance and mechanical properties of compounds elements25 EVONIK SCIENCE NEWSLETTER 21 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 22 Developers at Evonik use injectionmolded flow spirals to determine the influence of additives on the flow properties of compounds. This method is a suitable tool for convincing customers that highly structured plastic parts are producible and the high throughput does not create surface defects; particularly important in the manufacture of door handles In the Erichsen test for determining scratch resistance, a steel needle cuts a fine checked pattern into the surface of the plastic at a defined force of between 5 and 30 N (above) In the five-finger scratch test, five steel needles cut the surface of the plastic with varying force. This helps to determine how much force is required to visibly damage the surface (right) As little as 2 to 3 percent TEGOMER® AntiScratch 100 (above right) is enough to make polypropylene scratch-resistant. Talc particles can be clearly seen on the surface of the sample without additive (below left); the sample compounded with silicone oil (middle plate) shows an inhomogeneous surface caused by the migration of the oil to the surface 22 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 23 DESIGNING WITH POLYMERS grained surfaces are easier to scratch. Additives are often used to reduce this effect so that pointed objects slide more easily over these structures. To make talc-filled PP materials scratch resistant, additives such as amides, silicone oils, and grafted polymers based on polyolefins grafted with maleic anhydride are added. However, many of these additives are not permanent solutions. Long-term tests show that the substances have a relatively strong tendency to fog. Sooner or later, the component will lose its scratch resistance. Moreover, many of the additives are not odorless, which can prove a source of irritation for the vehicle’s passengers. Migration is a problem for silicone oils and amides, which will form unattractive specks or shiny spots on the polymer surface. Grafted polymers and additive combinations migrate less, but as they can cost as much as € 5–15/kg, they are quite expensive. They also adversely affect the flow property of the compound when it is injection molded. A new additive from the Consumer Specialties Business Unit at Evonik promises a solution to the problem. TEGOMER® AntiScratch 100 is a cost-effective, organically modified siloxane that displays none of the drawbacks of conventional additives. It has proven its capability in a series of comprehensive tests in the pilot plant of the business unit, which contains all the equipment necessary to conduct practice-oriented and reproducible tests of PP materials: twin and single screw extruder, injection molding machine, roller mill, and various equipment for measuring scratch resistance and mechanical properties. While there are no DIN standards to determine scratch resistance, there is a series of tests now routinely used by automobile manufacturers and compounders. One of the most important of these is the Erichsen test, in which a steel needle with a 1-mm tip cuts a fine checked pattern into the plastic surface at a speed of 1,000 mm per minute. The needle pressure can be set between 5 N and 30 N, depending on the polymer. For the tests in the pilot plant, Evonik researchers varied the forces (5 N, 10 N), the fineness of the graining (K31, K09), the talc content (12 to 20 percent), the particle size of the talc (1.5 to 20 μm), and the quantity of antiscratch additive (two to four percent) used. The filler plays an important role in all scratch tests: Each scratched line of the checked pattern makes small quantities of the talc visible – the scratches appear white. The deeper the scratches and the lower the scratch resistance, the greater the difference in brightness between an unscratched, dark surface and the talc exposed after scratching. This difference is measured as the Delta L value. The depth of the line is recorded microscopically by CLSM (confocal laser scanning microscopy), which clearly reveals that PP materials with a high talc content (as much as 40 percent) are particularly sensitive to scratching. Even the slightest scratch is obvious. A variety of requirements for additives New additives must meet a number of requirements. One of these is ensuring the short-term scratch resistance of the material, so the component is not damaged when it is handled by the robots during production. To this end, scratch resistance is measured 24 hours after the sample has been injection molded. But scratch resistance must also be guaranteed after years of use. For long-term testing, the component is exposed to temperatures of 70 to 80 °C in a climate chamber for seven days. Additives should also have a slip effect that gives the grain somewhat more surface slip. Not least, it should also display these properties in very different polymers or compounds. With TEGOMER® AntiScratch 100, the results on all these points have been extremely encouraging. Thanks to the favorable interaction between PP and siloxane, the siloxane additive does not migrate. During injection molding, the molecule orients itself on the surface of the component but remains firmly anchored in the polymer matrix by side chains. This is why components with TEGOMER® AntiScratch 100 are odorless and the scratch resistance is likely to last the entire lifetime of a component. Odor and migration are becoming more and more important as quality criteria. No customer wants to get into a car with a chemical smell. High scratch resistance with as little as three percent of the new additive Analyses have shown that the PP compound with three percent anti-scratch additive has a particularly small Delta L value in both the short- and long-term test. A significant improvement over conventional additives is apparent even at a concentration of just two percent. The organic modified siloxane ensures a very good scratch resistance. The use of the additive is not limited to PP only: It will also display its full effect in materials made from PA, PET, and ABS. Just as important as effective and durable scratch resistance, easy handling of the additive is important for the customer, too. Liquid additives are hard to dose for compounders. Organically modified siloxanes are often liquid. Therefore, Evonik developers had to find a way to convert them to a solid. The solution is a newly developed process that can be used to increase the concentration of siloxane in PP compounds. The result is TEGOMER® AntiScratch 100, a product that can be dosed >>> Because TEGOMER® AntiScratch 100 is firmly anchored in the polymer matrix of a component such as an instrument panel, it ensures long-lasting scratch resistance Siloxane backbone TEGOMER® AntiScratch 100 Anchorage groups Polymer matrix (dashboard) elements25 EVONIK SCIENCE NEWSLETTER 23 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 24 Scratch resistance of polypropylene, depending on the talc content and additive technology used (Surface K 31, Erichsen 5 N and 10 N) The scratch resistance of polypropylene with different additive technologies (Surface K 31, Erichsen 10 N) ■■ 12% Talc, dL/10 N ■■ 20% Talc, dL/10 N ■■ dL/5 N ■■ Without additive ■■ 3% TEGOMER® AntiScratch 100 ■■ 3% Grafted polymer ■■ 2% Silicon oil masterbatch ■■ 0.5% Fatty amide Without additive 3% TEGOMER® AntiScratch 100 Delta L 8.0 3% Grafted polymer 2% Silicon oil masterbatch 6.0 Without additive 4.0 3% TEGOMER® AntiScratch 100 3% Grafted polymer 2% Silicon oil masterbatch 0.0 2.0 4.0 6.0 8.0 10.0 Delta L Scratch resistance depending on talc used (Surface K 31, Erichsen 10N); d50 stands for the average particle diameter 2.0 0.0 Delta L after 24 hours Delta L 1 week at 80 °C Scratch depth and Delta L value of a sample without an additive (above) and a sample with TEGOMER® AntiScratch 100 ■■ Without additive ■■ 3% TEGOMER® AntiScratch 100 ■■ 2% Silicon oil masterbatch ■■ 3% Grafted polymer 14 μm Delta L 6.0 60% PP/40% Talc, without additive Scratch depth = 14 μm Delta L = 7.0 4.0 7 μm 2.0 0.0 d50 3.0 μm 5.0 μm 2.0 μm 3.6 μm 1.4 μm 2.4 μm 2.0 μm Supplier 1 Supplier 1 Supplier 1 Supplier 2 Supplier 2 Supplier 2 Supplier 3 easily and precisely. Due to its high siloxane content – up to 70 percent siloxane in PP – a compounder only needs to dose a small amount to achieve sufficient scratch resistance. TEGOMER® AntiScratch 100 was introduced at the K 2007, the international trade fair for plastics and rubber, in Düsseldorf. The market interest is strong because the additive shows better results than conventional systems and at the same time – compared with silicone oil or grafted polyolefins – it does not create additional costs. Not least, the development of the new additive is an example of the change in our understanding of innovation. Today innovation means far more than just chemically modifying a molecule or changing a formulation. It calls for insight along the entire value-added chain. The development team at Evonik managed by focusing on the central practical concerns of plastics manufacturers to develop an attractive and workable solution: How do we get a solid, easy-to-handle product from a liquid additive? What price will the market accept? What other technically important polymers can benefit from the knowledge? Highly promising market potential The newly developed method which converts liquid siloxanes into a solid, easy-to-dose additive is also attractive for other applications. These include products with an especially high per24 60% PP/40% Talc, 2 percent by weight TEGOMER® AntiScratch 100 Scratch depth = 7 μm Delta L = 3.1 centage of fillers, such as water pipes with excellent mechanical properties and white agricultural films. The low percentage of polymer in the formulations means that additives have to be effective at very small doses and so must be dosable at high concentrations. Clearly, TEGOMER® AntiScratch 100 opens up an array of highly promising markets in the entire area of thermoplastic polymers. The potential for the new product in the area of PP talc compounds alone is about 1,000 metric tons per year across Europe. Hinting strongly at future demand, vehicles whose grained surfaces are equipped with TEGOMER® AntiScratch 100 will be entered in the market as early as this year. About 2,000 metric tons of PP compound can be produced from the tonnage – or enough to manufacture at least 250,000 permanently scratchresistant instrument panels. ● KATHRIN LEHMANN Born in 1967 Kathrin Lehmann studied synthetic chemistry at the Humboldt University of Berlin. After working for a pigment manufacturer for five years, she moved to Degussa in 1999, where she was responsible for the development of wetting and dispersing additives until April 2005. Today, she is head of technical service and development for additives in plastics and polymer applications in the Consumer Specialties Business Unit at Evonik. +49 201 173-2824 [email protected] elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 25 news +++ Nanotechnologies in power generation – intensive exchange at symposium “Nano and material technologies for the power generation of the future” were the focus of a symposium at the Hanau Wolfgang Industrial Park in September. Organized by the Hessen Nanotech Initiative of the Hessen Ministry of Economics, this was the second conference on the topic of NanoEnergy since a launch event was held in June 2007. According to event organizers, it was time to take a look at what had been accomplished in research and development one year on. Hessen Economic Minister Dr. Alois Rhiel clearly recognizes the importance of nanotechnologies: “As key and interdisciplinary technologies, they have the unique potential to pave the way for decisive technological breakthroughs in the energy sector,” said the minister during his welcome address to the roughly 170 participants from industry, science, and politics. The symposium that followed covered a broad spectrum of topics, ranging from overarching issues dealing with energy policy, all the way to concrete problem-solving strategies based on nano and material technologies. Prof. Christian Schönwiese stressed that the energy sector is demanding innovative and, above all, fast solutions. Backed by facts and figures, the expert asserted that climate change is far more likely to be caused by humans than natural forces, and concluded that carbonaceous energy sources must be replaced and energy efficiency significantly increased. And not just for environmental, but for economic reasons: “Each metric ton of CO2 that is added to the atmosphere by human activity causes eighty-five U.S. dollars worth of damage,” said Schönwiese, citing former World Bank Chief Economist Nicolas Stern. Practical solutions for greater energy efficiency Dr. Wolfgang Luther of the VDI Technology Center explained how nanotechnologies can hold the key to efficient solutions. Nanotechnology-based innovations can be used in all parts of the value-added chain in the energy sector, from the opening up of primary energy sources, through energy conversion, distribution, and storage, to energy consumption. A number of solutions came from Evonik Industries, which helped organize the event, along with Evonik subsidiary Industriepark Wolfgang GmbH (IPW). For a long time, Evonik has worked not only to continuously boost energy efficiency in its own processes but to manufacture products that help customers increase their own energy efficiency. One of the company’s goals is to make solar energy more cost-effective and, therefore, competitive. Dr. Claudius Neumann presented the plastic materials research for photovoltaics from the current Functional Films & Surfaces Project House, directed by Dr. Jochen Ackermann. “Our vision is a solar module that can be manufactured in a roll-to-roll process with the help of our film systems. In practice, then, it would be really easy to unwind a roll and flexibly mount it.” Another field in which Evonik is active is energy storage. Dr. Martin Schuster, employee in the Lithium-Ion Technology unit at Creavis, presented the development status of new, powerful lithium-ion batteries used in hybrid and all-electric vehicles. These batteries are currently produced on a commercial scale by Li-Tec Battery GmbH, in which Evonik has a stake. For these applications, Evonik developed the SEPARION® ceramic separator, which significantly increases the safety of large-format lithium-ion batteries, and owes many of its outstanding properties to nanoscale oxide materials. Dr. Alois Rhiel, Economic Minister of Hessen elements25 EVONIK SCIENCE NEWSLETTER 25 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:20 Uhr Seite 26 WITH METABOLIC… … Pathways to Sustainable Che m DR. HENRIKE GEBHARDT, DR. THOMAS HAAS, DR. ACHIM MARX, DR. STEFFEN SCHAFFER, DIPL. ING. ALEXANDER SCHRAVEN, DR. THOMAS TACKE They develop synthetic metabolic pathways for new products, expand the product range of bacteria by changing fermentation conditions, use raw materials such as methanol instead of sugar to feed cells, develop bioprocesses, and transfer them to the commercial scale. For nearly two years, the roughly 40 researchers of the Biotechnology Science-to-Business Center at Evonik Industries hve been working in close cooperation with the business and service units and a large number of external partners to expand the company’s product portfolio and ensure greater flexibility in the supply of raw materials. These activities are already starting to bear fruit. B io is a high priority at Evonik Industries. In the Consumer Specialties and Health & Nutrition Business Units, biotechnology already accounts for part of the existing business. Amino acids, emollient esters, and cosmetic active ingredients such as phytosphingosine are just a few of the substances they produce biotechnologically. For the production of feed additives, the company is backed by a tradition of more than 20 years. A recent highlight was a change in the raw materials basis for pharmaceutical amino acids. Chemical hydrolytic processes based on animal raw materials are increasingly falling from favor with customers, and are being replaced by biotechnological production processes based on renewable raw materials, especially sugar. In the case of the amino acids proline and valine, for instance, the conversion has taken less than three years. This shows that biotechnological processes can be developed extremely quickly under certain conditions and has strengthened the company’s trust in biotechnology as a key technology. The Biotechnology Science-to-Business Center develops new biotechnological production processes in close cooperation with the business units: The researchers design new biological product syntheses and conduct feasibility studies. Four of their projects provide a good illustration of the results they have already achieved: the biological synthesis of 3-hydroxyisobutyric acid, a precursor of polymers; the synthesis of dihydroxyacetone, originally a by-product that became a valuable key product through optimization of fermentation conditions; methanol as a carbon source for the purple-colored bacterium Methylobacterium extorquens, whose biomass concentrations are similar to those of the established sugar-based production processes; and a bioprocess for the production of the pharmaceutical product α-ketoglutarate. A biological path to 3-hydroxyisobutyric acid as a building block for polymers Evonik is a leading producer of polymers. To maintain its longterm competitiveness, Evonik is constantly researching improved and even groundbreaking new processes for the production of polymers. To this end, the company’s chemists identified a possible class of precursors for polymer synthesis that also caught the imagination of biotechnologists: hydroxyisobutyric acid. This molecule can also be synthesized in various ways biologically and then converted to polymers chemically – just the same as 3-hydroxypropionate, which has long been discussed in literature as a building block for a wide variety of applications in chemistry.1 With raw material prices on the rise and concerns over sustainability, other chemical companies have also recently begun considering manufacturing polymers from renewable raw materials. Some of them have already turned their plans into reality. The Cargill company in the Midwestern United States, 26 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 27 BIOTECHNOLOGY he mistry for example, biotechnologically produces 140,000 metric tons of polylactic acid per year from sugar. Since 2007, DuPont has operated a sugar-based bioprocess with a capacity of 50,000 metric tons per year for the production of 1,3-propandiol, a starting material for a line of high-performance polymers. Hydroxyisobutyric acid occurs in nature in two isomers: 2- and 3-hydroxyisobutyric acid. In nature, hydroxyisobutyric acid is formed in the degradation of alcohols and amino acids, but it is not synthesized from sugar, which is the preferred starting material for industrial bioprocesses because of its availabil- elements25 EVONIK SCIENCE NEWSLETTER ity and raw material costs. The first step for Evonik researchers was to hit their drafting tables and design synthetic – that is, made from various building blocks – metabolic pathways for the production of both compounds from sugar. They then analyzed these pathways for their suitability in a biotechnological process and for potential difficulties in practical implementation. The biotechnologists tested a number of different biological syntheses for 3-hydroxyisobutyric acid.2 At first, one of these existed only on paper – a kind of “dream reaction.” It involved conversion of methylmalonic acid, formed naturally from >>> 27 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 28 bacteria through selective hydrogenation of one of the two acid groups to 3-hydroxyisobutyric acid – an extremely expensive reaction by the chemical route, and one for which no enzyme has yet been found. The key to success: selective activation of a dicarboxylic acid They got the inspiration from their cooperation partner Prof. Georg Fuchs of the University of Freiburg. Part of Prof. Fuchs’ work involves bacteria that come from hot sources (Fig. 1). In one of his rare bacteria – Sulfolobus tokodaii – he found activated malonic acid using an extremely sensitive measuring method as an intermediate step. The advantage is that malonic acid is selectively activated by the enzyme malonyl-coenzyme A synthetase only on a carboxyl group as a thioester, and in a second step, further converted by a reductase to the aldehyde. This reaction sequence is part of a new bacterial metabolic pathway for carbon dioxide fixation discovered by Fuchs.3 This also explains the 100 percent selectivity of the malonyl-coenzyme A reductase: Nature requires the activation of only a single carboxyl group to manage the carbon dioxide fixation newly discovered by Fuchs. To obtain 3-hydroxyisobutyric acid from aldehyde, the aldehyde group must then be reduced to the alcohol by an alcohol dehydrogenase. This is easy and requires no further activation, since the reaction is exergonic, meaning that it runs voluntarily in the direction of alcohol formation. Obviously, then, biology offers a possibility for the selective hydrogenation and reduction of activated malonic acid to aldehyde, and the subsequent conversion of the aldehyde to the alcohol. Encouraged by the results of the Fuchs working group, the interdisciplinary Evonik team composed of biologists, chemists, and engineers addressed the question of whether a similar method could be applied to use the reductase to convert methylmalonic acid, which differs from malonic acid by just one methyl group. The answer was yes. The reaction works, and the Evonik Figure 1. Thermophilic bacteria like Sulfolobus tokodaii are found in hot springs, such as those in the Yellowstone National Park in Wyoming team has applied for a patent on the topic of synthetic metabolic pathways.4 The method, however, is still not achieving the kind of conversion rates typically required of a commercially viable bioprocess. The researchers at the Science-to-Business Center are convinced, however, that this is only a matter of time. Indeed, the working group of Dr. Ulrich Ermler at the renowned Max Planck Institute for Biophysics in Frankfurt – directed by Nobel Prize winner Prof. Hartmut Michel – has now described the structure of the enzyme with a resolution of about two Ångström and met a key requirement for clarifying the non-specific conversion of methylmalonic acid in place of malonic acid. The structure-function analysis, described here with reductase as an example, is an important tool for metabolic engineering. This method is just one of many, however, needed to estab- Figure 2. Synthetic metabolic pathways are made up of a number of biocatalysts . These biocatalysts (here, shown as Enzymes A, B, and C) and, therefore, the reactions catalyzed by them, do not occur in natural systems such as bacteria, yeast, or other cells – hence the term “synthetic.” The genetic information for these biocatalysts (shown here as Genes A, B, and C), is extracted from various sources, combined in a test tube, and inserted into bacterial or yeast cells. These then form the corresponding biocatalysts and can convert the raw material (here, corn, from which glucose, the usual raw material for biotechnological processes, is obtained) to the desired product. In addition to natural enzymes, enzymes whose properties (such as stability, activity, pH optimum, etc.) are selectively improved beforehand in a test tube are also used – a process called directed evolution. In addition to realizing the synthetic metabolic pathway, scientists usually have to suppress the native reactions of the host cell (as depicted in the illustration of the host cell) in order to prevent the formation of undesired by-products, (here, labeled E and F). They may also have to remove negative feedback mechanisms, if needed (shown by the example of the inhibition of the formation of the intermediate B through high concentrations of C), or increase the export of the desired product out of the cell 28 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 29 BIOTECHNOLOGY lish synthetic metabolic pathways successfully. Increasing the availability of the substrate of the reductase reaction within the cell is also critical. In cooperation with Dr. Lothar Eggeling of the Jülich Research Center and Prof. Rolf Müller of the University of Saarland in Saarbrücken, the researchers of the Biotechnology Science-to-Business Center examined such questions as whether the concentration of the activated methylmalonic acid in Corynebacterium glutamicum can be increased within the cell. They demonstrated that this can be done by feeding the cell with propionic acid as a supplement and selecting an intelligent process control. Figure 2 summarizes the subdisciplines of metabolic engineering that are used to design synthetic metabolic pathways. Downstream processing affects the cost efficiency of the entire process ducts without the formation of unwanted by-products such as inorganic salts which are currently still state-of-the-art in commercial processes. For the greatest possible flexibility with regard to raw materials, processes that also allow biotechnologically produced intermediates to be integrated into existing or future chemical processes are also very desirable. In addition to high product yield, or in other words efficiency in raw material utilization, energy efficiency is also a highpriority for a state-of-the-art and sustainable overall process. This is the reason why one of our goals is the development of energy-efficient processes that exclude the expensive vaporization of the water to isolate the products from biotechnological processes. Evonik has already applied for a patent for such a process. Bioglycerol: for greater independence in the supply of raw materials In addition to the biotechnological synthesis of products such as 3-hydroxyisobutyric acid, the purification of this intermediate and the further processing to the target product also play an important role in the total process efficiency. Downstream processing (DSP) is responsible for supplying intermediates and end products in a defined purity (Fig. 3). Physico-chemical unit operations such as filtration (separation of biomasses), extraction (isolation of the target products from aqueous fermentation solutions), and distillation (isolation of the target products in high purity) are utilized to supply the target product, if necessary, in a skillfull combination with other chemo-catalytic conversions. Only a seamless interaction between biology, chemistry, and process engineering can guarantee the production of the desired product in a cost-effective and sustainable overall process. Innovative downstream processing steps close the gaps between biology and chemistry. As a consequence, special requirements have to be taken into account with regard to downstream processing. The Biotechnology Science-to-Business Center, for example, is working on highly efficient processes that produce the target pro- Figure 3. The figure shows an example of a bioprocess. Similar to a chemical process, downstream processing also has a big impact on the sustainability and cost efficiency of the process Another task of the Biotechnology Science-to-Business Center is ensuring the availability of raw materials. Glycerol, for example, flooded the market at the beginning of the biodiesel boom because it occurs as a by-product of biodiesel production. As a result, at prices below € 200 per metric ton, depending on the quality, glycerol was comparatively inexpensive, and the chemical industry developed a number of processes with glycerol as the raw material. Evonik, for instance, has constructed a glycerol-based biotechnological process for α-ketoglutarate (see also p. 31). But to avoid dependence on biodiesel production, the company is developing an alternative manufacturing process. Because glycerol can be easily produced through the chemical hydrogenation of dihydroxyacetone, researchers from the Science-to-Business Center looked for a bioprocess for dihydroxyacetone. Since Evonik has spent more than 20 years developing bioprocesses for the production of amino acids, they first looked in their own backyard and identified dihydroxyacetone in low concentrations as a by-product of biotechnological L-lysine production with the bacterium Corynebacterium glutamicum. >>> Biomass Fermentation broth Purification Crystallization Water and low boiling by-products Ultrafiltration Residual mother liquid Evaporation Product Water elements25 EVONIK SCIENCE NEWSLETTER 29 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 30 To boost the concentration of dihydroxyacetone, the scientists had to reduce the delivery of certain nutrients. If the bacteria “feel” a nutrient deficiency, but great quantities of sugar are still flowing into the cell, it is likely that carbon skeletons are being discharged as an overflow. Under these conditions, C. glutamicum forms high concentrations of dihydroxyacetone from sugar. All key parameters of the fermentation were varied to increase the performance data. This is part of the standard repertoire of the fermentation experts in the Biotechnology Scienceto-Business Center. When the researchers changed the pH value of the fermentation medium with Base A from X to Y, the concentration of dihydroxyacetone increased by a factor of ten to over 10 g per liter. When Base A was exchanged for Base B in the case of pH Y, product formation improved to over 20 g per liter (Fig. 4). These results, now patent-pending, are impressive proof of how the concentration of a fermentation product can be increased through process optimization alone. With the bioprocess for glycerol, Evonik can reduce dependence on biodiesel production and arm itself against a potential rise in glycerol prices. Similar strategies will be used in the future to manufacture other products of synthetic metabolic pathways in high concentrations – instead of speculating on shortterm raw material opportunities, work will focus on an overall raw material portfolio. Methanol as an alternative carbon source Like the synthesis of 3-hydroxyisobutyric acid recently developed by Evonik, almost all biotechnological processes are currently based on sugar as the carbon source. To have an alternative process on hand in the event of a rise in sugar prices, researchers at the Biotechnology Science-to-Business Center looked for bacteria that can utilize methanol. Only bacteria that Figure 4. Fermentation of Corynebacterium glutamicum for the production of dihydroxyacetone. By replacing Base A with Base B to set the pH value – which withholds the cell nutrients – and changing the pH value from X to Y, scientists were able to increase the concentration of dihyroxyacetone significantly are genetically accessible and can be optimized made it to the short list. Since the idea is to build synthetic metabolic pathways into bacteria, all the genetic information, including the genome, must be present, and genetic tools such as plasmides must be in place. Ultimately, Evonik selected the methylotrophic (that is, it utilizes methanol) purple-colored bacterium Methylobacterium extorquens. Methylobacterium types can be found all over leaf surfaces (Fig. 5). Because of their special metabolism, these microorganisms can use methanol produced by the plant and generated by pectin metabolism, and thereby live in competition with various microorganisms for carbon and energy sources. The working group of Prof. Georg Fuchs of the University of Freiburg contributed to the research by characterizing the entire enzymology of the bacterium.5 Moreover, the work ing group of Prof. Julia Vorholt at ETH Zurich studied this bacterium with the most advanced metabolome analyses – a method that supplies valuable information about the concentration of the most important chemical intermediates in the cell, and also about the existing metabolic pathways and enzymes.6 While the engineering of synthetic metabolic pathways into M. extorquens is still in its infancy, researchers were still able to achieve a breakthrough with the fermentation. The working group of Dr. Jens Schrader of the Karl Winnacker Institute of DECHEMA in Frankfurt, in close cooperation with Evonik researchers, improved a bioprocess to such an extent by optimizing the fermentation conditions that the cell dry mass concentration of M. extorquens reached values of up to 60 g per liter (Fig. 6). This roughly corresponds to a cell wet mass concentration of 300 g per liter, which is similar to the consistency of lightly diluted apple sauce. The contents of the bioreactor have a vivid purple color. This work has laid a solid foundation for the development of biotechnological processes with this bacterium. As a result, Figure 5. In nature, Methylobacterium extorquens, which utilizes methanol, is isolated by shamrocks, for example (courtesy of Dr. Jens Schrader and Prof. Julia Vorholt) ■■ pH Y, Base B ■■ pH Y, Base A ■■ pH X, Base B ■■ pH X, Base A Dihydroxyacetone concentration [g/l] 20 10 0 0 5 10 20 Fermentation time [h] 30 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 31 BIOTECHNOLOGY Evonik has cleared the first hurdle on the way to increased raw material flexibility – for the company as well as for the customer. Chief among the company’s next steps is optimizing the product yield on the methanol substrate – a task it will take on as soon as a relevant synthetic metabolic pathway is selected for insertion into M. extorquens. The researchers at the Biotechnology Science-to-Business Center are confident they will be able to make significant advances in this area through directed and non-directed metabolic engineering. FOR FURTHER READING 1 Werpy T., Petersen G., 2004. Top Value-Added Chemicals From Biomass, Vol. I, www.nrel.gov/docs/fy04osti/35523.pdf, accession 07.10.2008. 2 WO 2007/141208, Marx A., Pötter M. et al., 2007. Microbial production of 3-hydroxyisobutyric acid. 3 Alber B., Olinger M., Rieder A., Kockelkorn D., Jobst B., Hügler M., Fuchs G., 2006. Malonyl-coenzyme A reductase in the modified 3-hydroxypropionate cycle for autotrophic carbon fixation in archaeal Metallosphaera and Sulfolobus spp.. J. Bacteriol. 188: 8551–8559. 4 DE 10 2006 025 821. Fuchs G., Alber B., Marx A., 2007. Ein Enzym zur Herstellung von Methylmalonatsemialdehyd oder Malonatsemialdehyd. Glycerol as raw material for the pharmaceutical product α-ketoglutarate 5 Erb T.J., Berg I.A., Brecht V., Müller M., Fuchs G., Alber B. E., 2007. Synthesis of C5-dicarboxylic acids from C2-units involving crotonyl-CoA carboxylase/reductase: the ethylmalonyl-CoA pathway. Proc. Natl. Acad. Sci. USA 104: 10631–10636. In another project, the researchers at the Biotechnology Science-to-Business Center optimized a bioprocess for the production of α-ketoglutarate and adapted it to industrial production conditions. The keto acid α-ketoglutarate is an important component of physiological infusion solutions. Currently, Evonik manufactures α-ketoglutarate chemically. Since researchers at the Biotechnology Science-to-Business Center already converted the production of some amino acids into biotechnological processes successfully, they were encouraged to check whether α-ketoglutarate, just like the amino acids, could be manufactured more cost effectively in a biotechnological process. First, they searched for an organism that produces the product in large quantities, since this is crucial for the success of a biotechnological process. They found such an organism in the working group of Dr. Roland A. Müller at the Helmholtz Centre for Environmental Research in Leipzig, where scientists have worked for decades with the yeast Yarrowia lipolytica, which can be isolated from certain types of cheese (Fig. 7). The last part of the name “lipolytica” (fat dissolving) indicates that this yeast consumes fats quite readily. Y. lipolytica can also utilize a lot of other >>> 6 Kiefer P., Portais J.C., Vorholt J.A., 2008. Quantitative metabolome analysis using liquid chromatography-high-resolution mass spectrometry. Anal. Biochem. 382: 94–100. 7 DD267999 Weißbrodt E., Barth G. et al., 1989. Verfahren zur Herstellung von 2-Oxoglutarsäure durch Hefen. THE AUTHORS All of the authors are employees in the Biotechnology Scienceto-Business Center at Evonik Industries, which is managed by the strategic research unit Creavis Technologies & Innovation, and headed by Dr. Thomas Haas. Dr. Henrike Gebhardt, biotechnologist, works primarily on the development of new bioprocesses and evaluates potential applications of bioproducts. The work of Dipl. Ing. Alexander Schraven is focused on the development of intelligent downstream processing for bio-based processes. Microbiologist Dr. Achim Marx is responsible for the Fermentation Area of Competence. Dr. Steffen Schaffer, biologist, is responsible for the Synthetic Metabolic Pathways Area of Competence. Dr. Thomas Tacke, chemist, is responsible for the Bio Product & Process Development Area of Competence. Figure 6.The purple-colored Methylobacterium extorquens achieved biomass concentrations of 60 g cell dry mass and 300 g cell wet mass per liter – values similar to those of established sugar-based production processes. In the future, scientists will be able to engineer synthetic metabolic pathways into this host organism (courtesy of Dr. Jens Schrader ) Bio dry mass concentration [g/l] 70 60 50 40 30 20 10 0 0 20 40 60 80 100 Fermentation time [h] elements25 EVONIK SCIENCE NEWSLETTER 31 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 32 Figure 7. The yeast Yarrowia lipolytica, which among other organic acids produces α-ketoglutarate, can be isolated from Camembert cheese. The last part of the name lipolytica, which means “fat dissolving,” indicates that this yeast consumes fat quite readily (courtesy of Prof. Gerold Barth) Figure 8. Through continuous optimization of fermentation conditions, the researchers at the Science-to-Business Center were able to increase the final concentration of α-ketoglutarate (AKG) in fermentation broth by a factor of ten within one year. The concentration in percentage is based on the maximum value obtained ■■ January 2008 ■■ January 2007 AKG concentration [%] 100 50 0 45 90 Fermentation time [h] carbon sources and naturally forms large quantities of organic acids, including α-ketoglutarate. The working group of R.A. Müller has demonstrated that the biotechnological production of α-ketoglutarate is generally possible with this yeast7, but the corresponding fermentation process is based on alkanes obtained from crude oil. Evonik looked for a more cost-effective carbon source and chose glycerol, which is formed as a by-product in the production of biodiesel. With this carbon source, the yeast first produced only small concentrations of α-ketoglutarate. Together with the Helmholtz Centre, the Evonik researchers varied the composition of the fermentation medium and the cultivation conditions in the bioreactor until they identified ideal conditions for the yeast cells to produce α-ketoglutarate. Within one year, they had increased the final concentration of α-ketoglutarate in the fermentation medium by a factor of ten (Fig. 8). They also shortened the process time and reduced the percentage of by-products. Finally, the fermentation team at the Biotechnology Science-to-Business Center adapted the optimized fermentation to commercial production conditions, which the collaboration partner then tested in its pilot plant. Thus, by close collaboration between the Science-toBusiness Center and the Helmholtz Centre, the process for biotechnological α-ketoglutarate production which had initially been tested in the R.A. Müller working group was optimized in terms of product formation and transferred to the industrial environment at Evonik. The result was a new biotechnologically manufactured product to expand the Evonik portfolio. From these few examples – which are designed for the medium and long term, as are nearly all developments of the Biotechnology Science-to-Business Center – the potential that biotechnology offers Evonik is clear. It helps expand the product portfolio, allows the manufacture of products that cannot be made with fossil raw materials and/or chemical catalysis, and increases raw material flexibility, not only for the company but for customers. With the Biotechnology Science-to-Business Center, Evonik has accepted the challenge and intends to consistently leverage the opportunities generated by biotechnology. The work of the Biotechnology Science-to-Business Center is financially supported by the German Federal Ministry of Education and Research and the Federal Ministry of Food, Agriculture and Consumer Protection. Funding is also provided by the state of North Rhine-Westphalia and is co-financed by the European Union. ● CONTACT DR. ACHIM MARX +49 2365 49-2427 [email protected] 32 elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 33 news +++ Propylene oxide: successful commissioning of first ever HPPO plant The Korean company SKC of Seoul has started up in Ulsan the world’s first ever commercial-scale plant for production of propylene oxide by the HPPO process. The plant has an annual capacity of 100,000 metric tons. Evonik Industries, Essen (Germany), and Uhde, Dortmund (Germany), who jointly developed the HPPO process, have licensed it to SKC. Using a catalyst developed by Evonik, the process produces propylene oxide from propylene and hydrogen peroxide (H2O2). The joint venture Evonik Headwaters supplies the H2O2 in Ulsan directly “over the fence” to the HPPO plant. New market for hydrogen peroxide The commissioning brings Evonik a big step closer to its strategic goal of providing hydrogen peroxide in large quantities for chemical processes such as the HPPO process. The company expects this first commercial-scale application of hydrogen peroxide in the chemical synthesis of propylene oxide to result in annual growth of the H2O2 market by 200,000 metric tons over the next ten years. Dr. Klaus Engel, member of the Executive Board of Evonik responsible for the Chemicals Business Area, and Helmut Knauthe, member of the Executive Board of Uhde, are agreed that the production facility in Korea is now a reference point for the construction of further plants using the HPPO process. With an annual capacity exceeding 600,000 metric tons, Evonik is the world’s second largest producer of hydrogen peroxide, which has so far been used mainly in paper and pulp bleaching. The annual worldwide requirement for these classical applications exceeds three million metric tons. Propylene oxide for Asia SKC supplies propylene oxide produced by the HPPO process to the markets of Korea and its neighboring countries. The Asian market, with a volume of about two million metric tons, is currently growing at about seven percent per year. Propylene oxide is a chemical with above average sales growth of five percent worldwide; the annual requirement exceeds six million metric tons. Propylene oxide is used mainly for production of polyurethane precursors. Polyurethanes themselves are processed into, for example, cushioning for car seats and upholstered furniture. The advantages of the HPPO process lie in a significantly lower investment volume, resulting in higher profitability than with the conventional production process for propylene oxide. Moreover, the process is extremely environmentally friendly: The yield is high and, apart from water, no by-products are formed in any appreciable quantity. “With environmental regulations becoming increasingly more stringent, the by-product-free HPPO process is the process of the future,” says Helmut Knauthe. Engel adds: “We at Evonik believe that, with our excellent technological position and our HPPO process expertise, we will benefit most strongly from the growth of the hydrogen peroxide market.” SKC’s HPPO plant in Ulsan (Korea) elements25 EVONIK SCIENCE NEWSLETTER 33 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 34 +++ Homogeneous catalysis: Evonik has granted exclusive license to Solvias Evonik Degussa GmbH, Essen (Germany), has granted an exclusive license to Solvias AG, Basel (Switzerland), to develop, manufacture, and market the catASium® and cataCXium® ligand product lines. Evonik, a leading supplier of catalytic system solutions, remains active in homogenous catalysis as manufacturer and vendor of catMETium® catalysts for metathesis reactions. Solvias is one of the most capable excellence centers for homogeneous catalysis and High Throughput Screening (HTS). “We developed catASium® and cataCXium® in record time and successfully introduced it to the market,” said Dr. Jürgen Krauter, the head of marketing in the Catalysts Business Line of Evonik. “We are pleased to pass on these activities to a highly competent partner such as Solvias, who will further advance these technologies.” catASium® is a product line of chiral ligands for asymmetric hydrogenations that consists of highly variable chiral ligands and their associated Rh complexes. cataCXium® is a line of CX coupling ligands with proven success in solving industrial CX coupling problems. +++ Hydrogen peroxide production in South Africa to be expanded Evonik Industries is significantly expanding the capacity of the hydrogen peroxide plant at its Umbogintwini site in South Africa. “In the first half of 2009, we expect a 50 percent capacity increase to 15,000 metric tons,” announced Thomas Rieche, head of Evonik’s Active Oxygens Business Line. The expansion is intended to secure market leadership in South Africa and meet the steadily increasing demand for hydrogen peroxide (H2O2). Evonik is investing about € 3 million in the expansion of the production facilities. Evonik Industries has been active in South Africa for over thirty years, and producing H2O2 during the last eight years for the African market in Umbogintwini, near Durban. The pulp and paper industry in particular, which is the company’s largest customer in South Africa, has announced that its requirements are increasing. Hydrogen peroxide is used here as an eco-friendly bleaching agent for pulp. Other customers include the chemical companies and the textile industry. With an annual capacity exceeding 600,000 metric tons, Evonik’s Industrial Chemicals Business Unit is the world’s second-largest producer of the eco-friendly bleaching and oxidizing agent hydrogen peroxide. This is used mainly in paper and pulp bleaching, and some producers have recently begun using it in the synthesis of propylene oxide. Evonik produces H2O2 in Germany, Belgium, Italy, Austria, the U.S., Canada, Brazil, Korea, New Zealand, and South Africa. +++ Capacities expanded for biodiesel catalyst at Mobile site Evonik Industries is building a plant to manufacture sodium methylate at its site in Mobile (Alabama, USA). The groundbreaking took place at the end of July. Designed for a capacity of 60,000 metric tons, the new alkoxide plant is scheduled to commence operation in early 2009, and will serve customers in the entire NAFTA region. Alkoxides are required as catalysts in biodiesel production. The Chemicals Business Area of Evonik is already the world market leader in specialty catalysts for this application. With this new facility, Evonik is continuing its strategy of consolidating its activities in markets in which the company already holds leading positions and expects long-term growth. Against the backdrop of the intense debate over climate protection, the biodiesel market is predicted to experience significant double-digit growth. This is particularly true of the United States, but also of the South American market. To meet this demand, Evonik is planning to commence operation of another production plant for alkoxides in Brazil in 2010 that will supply the entire South American continent. “For biodiesel, Brazil is the most attractive market in South America, and is therefore an obvious site for the production of biodiesel,” explains Dr. Thomas Haeberle, head of the Industrial Chemicals Business Unit at Evonik Industries. Biodiesel is produced from natural oils such as rapeseed or soy. The Evonik catalyst, which is a ready-for-use mixture of sodium methylate and methanol, is used to produce fatty acid methyl esters, or biodiesel, through the transesterification of these oils. The advantages of the Evonik catalyst are its high yields and the purity of the by-product 34 glycerol, which is highly marketable in the pharmaceuticals, cosmetics, and food industries. Biodiesel is part of a closed circuit. Each kilogram of CO2 emitted into the atmosphere during combustion was previously removed from the air by the plant through photosynthesis. One metric ton of biodiesel compensates for approximately 2.5 metric tons of CO2. With biofuels, hydrocarbon emissions are 20 to 40 percent lower than with normal diesel. The lubricating properties of biodiesel are also superior to those of fossil diesel, which requires additives. Biodiesel comes naturally equipped with these properties, and is sulfurfree. Biodiesel from Jatropha Production of biodiesel from these first-generation raw materials, however, has come under fire because rapeseed and sunflowers are also food products. The fear is that the use of oil-bearing seeds for biodiesel applications will drive up food prices. But science has already found an answer to this problem: a new, second generation of raw materials such as jatropha curcas, also known as physic nut. This plant is a member of the Spurge family of flowering plants and was once used for such applications as laxatives. It is not a food, and will even grow under desert-like conditions – outstanding properties that could make use of land in certain hot climates that would otherwise lie uncultivated. It also does not compete with food crops. elements25 EVONIK SCIENCE NEWSLETTER evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 35 news Jatropha: a next-generation raw material for biodiesel Future scenario: biodiesel from algae oil To uncover more alternatives for the production of biodiesel, scientists are also studying the manufacture of biodiesel from algae oil. If science can find a suitable process for extracting sufficient oil from algae, it will pose a solution to some of our current problems. The advantage of algae is that it is relatively simple to cultivate in large quantities. There are already large algae farms all over the world that primarily serve the cosmetics and food industries. In order to grow, algae needs light and – most interestingly – CO2, which it converts by photosynthesis into biomass such as algae oil and oxygen. Several research teams worldwide are currently searching for suitable processes for obtaining algae oil efficiently. One possible scenario is coupling the cultivation of algae with the flue gas systems of power plants that emit CO2. It is hard to predict how long it will take before research finds an efficient process. It is clear, however, that the discovery of jatropha has already created great potential for the efficient, environmentally compatible, and socially responsible production of biodiesel. +++ A quantum leap in MMA technology: AVENEER Under the name AVENEER, Evonik Industries has developed a new, pioneering manufacturing process for methyl methacrylate (MMA). The industrial company thus provides an answer to the question of how future methyl methacrylate monomers and polymers can remain competitive. “AVENEER represents a quantum leap in MMA technology. With this process, we are further expanding our position as an innovative trendsetter in methyl methacrylate chemistry. We can thereby ensure supplies for our customers in this high-demand market,” states Gregor Hetzke, head of the Performance Polymers Business Unit. In addition to the site currently under construction in Shanghai with significantly further developed C4 MMA technology, a significant technological advance could also be achieved now in the classic ACH sulfur process. Thanks to significantly improved efficiency in the use of raw materials and energy with regard to all established MMA processes, Evonik views itself as a future cost leader with the new process in this field. elements25 EVONIK SCIENCE NEWSLETTER Like the traditional ACH sulfur process, AVENEER is based on the starting materials ammonia, methane, acetone, and methanol – without the additional use of sulfuric acid. The omission of the reprocessing of sulfuric acid, which has now become unnecessary, both saves costs and conserves resources. “We use fewer raw materials for manufacturing, and can thus offer our customers the security of continuing to drive competitive MMA prices in the future,” explains Hetzke. In addition, the new technology is distinguished by its regional and technological flexibility: On the one hand, it can be conducted in general at typical chemical plants around the world; on the other, it allows existing Evonik plants to be reequipped. “This option presents interesting strategic possibilities to us with the opening of our first world-scale plant,” adds Hetzke. Evonik has already proven the feasibility of the new process in test production. In addition to further optimizations, the planning of the first large-scale technical plant will begin in the next few months. It could be commissioned in 2012, according to the current state of planning. 35 evo_ele25_e.qxd:evo_ele25_e 13.11.2008 14:21 Uhr Seite 36 events DECEMBER 08 12/04 – 12/05/2008 2nd Aachen-Dresden International Textile Conference DRESDEN (GERMANY) www.aachen-dresden-itc.de 12/08 – 12/09/2008 5th Status Seminar Chemical Biology FRANKFURT/MAIN (GERMANY) events.dechema.de/en/ chembio08.html 12/08 –12/12/2008 4th International Meeting on Molecular Electronics GRENOBLE (FRANCE) www.elecmol.com J A N UA RY 0 9 F E B RUA RY 0 9 MARCH 09 01/28 – 01/30/2009 4th International Symposium on Separation and Characterization of Natural and Synthetic Macromolecules AMSTERDAM (THE NETHERLANDS) www.ordibo.be/scm 02/15 – 02/17/2009 Materials of the Future, Science of Today: Radical Polymerization – the Next Stage MELBOURNE (AUSTRALIA) www.csiro.au/events/RAFT.html 03/11– 03/13/2009 42nd Annual Meeting of German Catalysis Experts WEIMAR (GERMANY) www.processnet.org/ katalytiker09 APRIL 09 M AY 0 9 04 /27– 04/30/2009 Additives 2009: Fuels and Lubricants for Energy-Efficient and Sustainable Transport YORK (UNITED KINGDOM) www.rsc.org/Additives2009 05/11– 05/15/2009 ACHEMA FRANKFURT/MAIN (GERMANY) www.achema.de JUNE 09 03/31– 04/02/2009 European Coatings Show NUREMBERG (GERMANY) www.european-coatingsshow.com/de J U LY 0 9 06/08 –06/10/2009 Annual Reaction Engineering Meeting WÜRZBURG (GERMANY) www.processnet.org/reakt09 06/14 – 06/17/2009 2nd International Congress on Green Process Engineering VENICE (ITALY) www.gpe-epic2009.org 07/05 – 07/09/2009 13th IUPAC Conference on Polymers and Organic Chemistry (POC‘09) MONTREAL (CANADA) www.poc09.com Credits Evonik Industries AG Rellinghauser Strasse 1–11 45128 Essen Germany www.evonik.com Published by Evonik Degussa GmbH Innovation Management Chemicals Rellinghauser Strasse 1–11 45128 Essen Germany Scientific Advisory Board Dr. Norbert Finke Evonik Degussa GmbH Innovation Management Chemicals [email protected] Editor in Chief Dr. Karin Assmann Evonik Services GmbH Editorial Department [email protected] Contribution Editors Dr. Angelika Fallert-Müller Christa Friedl Dr. Rolf Froböse Dr. Ute Heinemann Walter Klöters Design Michael Stahl, Munich (Germany) Photos Evonik Industries Dirk Bannert Karsten Bootmann Dieter Debo Dr. Bernd Hannebauer (AQura GmbH) Stefan Wildhirt Corbis (p. 6) Digitalstock (p. 28) Getty Images (p. 35) Printed by Mediahaus Biering GmbH Munich (Germany) Reproduction only with permission of the editorial office