Book of abstracts

Transcription

Book of abstracts

INTERNATIONAL FALL SCHOOL ON ORGANIC ELECTRONICS ‐ 2014 (IFSOE‐2014) Division of Chemistry and Material Science of Russian Academy of Sciences Enikolopov Institute of Synthetic Polymer Materials of Russian Academy of Sciences (ISPM RAS) Lomonosov Moscow State University (MSU) LLC "Laboratory investigations. Technologies. Expertise. Marketing." Russian Foundation for Basic Research Federal Agency of Scientific Organizations Soyuz Hotel Moscow Region 21‐26 September 2014 School Chairs
Prof. Sergey Ponomarenko (Enikolopov Institute of Synthetic Polymer Materials of RAS, Russia) Prof. Dmitry Paraschuk (Lomonosov Moscow State University, Russia) International Advisory Board Prof. Vladimir Agranovich (Institute for Spectroscopy RAS, Russia) Prof. Mikhail Alfimov (Photochemistry Center of RAS, Russia) Prof. Paul Berger (Ohio State University, USA) Prof. Christoph Brabec (University Erlangen‐Nürnberg, Germany) Prof. Sergei Chvalun (National Research Centre “Kurchatov Institute”, Russia) Prof. Vladimir Dyakonov (University of Würzburg, Germany) Prof. Antonio Facchetti (Northwestern University, USA) Prof. Sir Richard Friend (University of Cambridge, UK) Prof. Marcus Halik (University Erlangen‐Nürnberg, Germany) Dr. Stephan Kirchmeyer (Heraeus Precious Metals GmbH, Germany) Prof. Alexei Khokhlov (Lomonosov Moscow State University, Russia) Prof. Guglielmo Lanzani (Politechnico di Milano, Italy) Prof. Dmitrii Perepichka (McGill University, Canada) Prof. Maxim Pshenichnikov (University of Groningen, the Netherlands) Dr. Abderrahim Yassar (Ecole polytechnique, France) Local Organizing Committee
Dr. Aleksandra Bystrova – workshop secretary Dr. Elena Agina Dr. Oleg Borschev Dr. Yuriy Luponosov Alexey Sizov
2
School‐conference program
4
Conference
opening.
H. Baessler
Welcome-party
21:15 – 22:30
Hotel arrival.
Registration
Visit to Moscow
Kremlin and Russian
Diamond Fund
(optional)
/
Registration at ISPM
RAS
16:00 departure to
conference site
20:00 – 21:15
19:00 – 20:00
17:00 – 18:30
16:30 – 17:00
15:00 – 16:30
13:30 – 15:00
12:30 – 13:30
11:30 – 12-30
Sport activities
Dinner
Poster session
Oral talks 1
J. Koster
V. Podzorov
C. Brabec
10:00 – 11:00
11:00 – 11:30
M. Halik
Monday
September 22nd
Sunday
September 21st
9:00 – 10:00
Time
Hotel “Soyuz” (Gazprom)
Time schedule
Lecture by
M. Pshenichnikov
“How to make a
presentation”
Oral talks 3
Coffee-break
Oral talks 2
A. Bakulin
Wednesday
M. Pshenichnikov
T. Takenobu
September 24th
Conference dinner
Poster session
Oral talks 4
Lunch
D. Lidzey
V. Agranovich
Coffee-break
V. Dyakonov
P. Troshin
N. Stingelin
September 23rd
Tuesday
Leisure time
Dinner
Moscow
sightseeing tour
Departure to
Moscow
Oral talks 5
Closing ceremony
S. Chvalun
A. Bagaturyants
September 25th
Thursday
International Fall School on Organic Electronics (IFSOE) - 2014
Friday
Departure to
Moscow
Trip to New
Jerusalem
Monastery
(optional)
September 26th
Sunday, September 21st
11:30 – 16:00 Visit to Moscow Kremlin (optional)
Registration at ISPM RAS. Departure to conference site
19:00 – 20:00 Dinner
20:00 – 20:15 Conference opening
20:15 – 21:15 L‐1. Heinz Baessler. How do charge carriers and excitons move in the rough landscape of disordered organic solids? 21:15 – 22:30 Welcome-party
Monday, September 22nd
8:00 – 9:00 Breakfast
Chair: Heinz Baessler 9:00 – 10:00 L‐2. Marcus Halik. Interface engineering in organic electronics 10:00 – 11:00 L‐3. Cristoph Brabec. Concepts and materials for printed photovoltaics 11:00 – 11:30 Coffee-break
Chair: Vladimir Dyakonov
11:30 – 12:30 L‐4. Vitaly Podzorov. Fundamentals of charge carrier transport, mobility measurements and device physics of highly‐ordered organic semiconductors (single‐
crystal OFETs) 12:30 – 13:30 L‐5. Jan‐Anton Koster. New materials and modelling approaches for organic photovoltaics 13:30 – 15:00 Lunch
Oral Talks 1. Chair: Artem Bakulin
15:00 – 15:15 O‐1. Stelios Choulis. Inverted Organic Photovoltaics: Recent Progress and Stimulating Future Challenges 15:15 – 15:30 O‐2. Elena Agina. Langmuir techniques for self‐assembled monolayer field‐effect transistors 15:30 – 15:45 O‐3. Alexey Sizov. Self‐assembled monolayer field‐effect transistors from organosilicon derivatives of oligothiophenes 15:45 – 16:00 O‐4. Artem Bakirov. Structural analysis of Langmuir films formed by amphiphilic conjugated organic dyes 16:00 – 16:15 O‐5. Ivan Bobrinetskiy. Methods and devices of organic nanoelectronics based on carbon nanotube electrodes 16:15 – 16:30 O‐6. Alexander Bessonov. Manufacturing technologies for organic and printed electronics 16:30 – 17:00 Coffee-break
5
17:00 – 18:30 Poster session 1 (P-1 – P-21)
19:00 – 20:00 Dinner
20:00 – 22:30 Sport activities
Tuesday, September 23rd
Chair: Cristoph Brabec
9:00 – 10:00 L‐6. Natalie Stingelin. The power of materials science tools for gaining insights in organic optoelectronic devices 10:00 – 11:00 L‐7. Pavel Troshin. Some new approaches to the design of electron donor and electron acceptor materials for efficient organic solar cells 11:00 – 11:30 Coffee-break Chair: Maxim Pshenichnikov
11:30 – 12:30 L‐8. Vladimir Dyakonov. Spectroscopy of Charge‐Transfer States in Donor‐Acceptor Bulk‐Heterojunctions 12:30 – 13:30 L‐9. Artem Bakulin. Molecular‐scale charge dynamics in organic‐inorganic hybrid photovoltaic devices 13:30 – 15:00 Lunch
Oral Talks 2. Chair: Marcus Halik
15:00 – 15:15 O‐7. Oleg Borshchev. Nanostructured organosilicon luminophores for organic optoelectronics 15:15 – 15:30 O‐8. Yuriy Luponosov. Novel star‐shaped triphenylamine‐based oligomers as donor materials for high‐performance solution‐processed organic solar cells 15:30 – 15:45 O‐9. Jie Min. Interface design to improve the performance and stability of solution‐
processed small molecule inverted and conventional solar cells 15:45 – 16:00 O‐10. Lidia Leshanskaya. Functionalized indigoids as semiconductor materials for organic field‐effect transistors 16:00 – 16:15 O‐11. Lyubov Frolova. Novel approach to design of photoswitchable organic field‐
effect transistors for organic memory applications 16:15 – 16:30 O‐12. Evgeny Mostovich. Playing with Stable Radicals as Red/Ox Media for Dye‐
Sensitized Solar Cells 16:30 – 17:00 Coffee-break Oral Talks 3. Chair: Vitaly Podzorov
17:00 – 17:15 O‐13. Oleg Kozlov. Ultrafast Charge Dynamics in Photovoltaic Films of Novel Conjugated Star‐Shaped Molecules
6
17:15 – 17:30 O‐14. Lyudmila Kudryashova. Photoluminescenceсe Efficiency and Charge Transport in Crystalline Films of Thiophene‐Phenylene Co‐Oligomers
17:30 – 17:45 O‐15. Artur Mannanov. In‐situ Raman Probing of Polymer Annealing in Organic Photovoltaic Blends
17:45 – 18:00 O‐16. Andrey Sosorev. Interaction between the conjugated polymer and organic acceptor in solution: Insight from the absorption data
18:00 – 18:15 O‐17. Igor Fedorov. Photoelectric response of thiamonomethinecyanine J‐aggregate nanoribbons deposited via dielectrophoresis technique
18:15 – 18:30 O‐18. Mikhail Petrov. Electrochromic properties of Poly (pyridinium triflate) / Poly (styrene sulfonate) interpolymer complex
19:00 – 20:00 Dinner
20:00 – 21:00 Maxim Pshenichnikov. “How to make a presentation” Wednesday, September 24th
8:00 – 9:00 Breakfast Chair: David Lidzey
9:00 – 10:00 L‐10. Taishi Takenobu. Organic light‐emitting devices 10:00 – 11:00 L‐11. Maxim Pshenichnikov. Organic Photovoltaics: Ultrafast Scientist’s Revelation 11:00 – 11:30 Coffee-break Chair: Taishi Takenobu
11:30 – 12:30 L‐12. Vladimir Agranovich. Hybrid resonant organic‐inorganic nanostructures: new physics and new devices 12:30 – 13:30 L‐13. David Lidzey. Strong coupling in organic and hybrid semiconductor microcavities 13:30 – 15:00 Lunch Oral Talks 4. Chair: Jan‐Anton Koster 15:00 – 15:15 O‐19. Ernst Kurmaev. Electronic structure of P3HT/PBCM photovoltaic interfaces: X‐
ray spectra and DFT calculations 15:15 – 15:30 O‐20. Vasily Trukhanov. Field‐dependent charge recombination in organic solar cells leads to fill factor exceeding the Shockley‐Queisser limit 15:30 – 15:45 O‐21. Maxim Khan. Theory of non‐equilibrium charge transport under photo‐CELIV conditions 15:45 – 16:00 O‐22. Nataliya Sannikova. Size dependence of drift mobility in thin organic layers: Monte‐Carlo and analytic modeling 16:00 – 16:15 O‐23. Anna Saunina. Analytic model of I‐V characteristics in single‐layer OLED at high concentration 7
16:15 – 16:30 O‐24. Mikhail Dronov. Photo‐controllable and photo‐induced resistive switching in organic materials 16:30 – 17:00 Coffee-break
17:00 – 18:30 Poster session 2. (P-22 – P-42)
19:00 – 22:00 Conference dinner
Thursday, September 25th
8:00 – 9:00 Breakfast Chair: Natalie Stingelin
9:00 – 10:00 L‐14. Alexander Bagaturyants. Computer simulation and design of functional materials for optical chemical sensors and biosensors 10:00 – 11:00 L‐15. Sergey Chvalun. Structure characterizations of organic semiconductors thin films 11:00 – 11:30 Coffee-break Oral Talks 5. Chair: Sergey Chvalun
11:30 – 11:45 O‐25. Vladimir Bruevich. Growth of molecularly smooth thiophene−phenylene co‐
oligomer single crystals for organic optoelectronics 11:45 – 12:00 O‐26. Alexey Gavrik. Spectral technique for efficiency measurement of emerging solar cells 12:00 – 12:15 O‐27. Anna Zdrok. The experience OLED structure layers coating by printing technique 12:15 – 12:30 O‐28. Alexandra Freidzon. Spectral and Transport Parameters of Electron‐
Transporting Material Bis(10‐hydroxybenzo[h]qinolinato)beryllium (Bebq2) 12:30 – 13:30 Closing ceremony
13:30 – 15:00 Lunch
15:00 – 15:15 Departure to Moscow
15:15 – 19:00 Moscow sightseeing tour
19:00 – 20:00 Dinner
20:00 – 22:30 Leisure time
Friday, September 26th
9:00 – 13:30 Trip to New Jerusalem Monastery (optional)
13:30 – 15:00 Lunch
15:00 – 15:15 Departure to Moscow
8
Poster session 1
Monday, September 21st, 17:00
Anisimov, Daniil
P1 Anokhin, Maxim N.
P2 Bagaturyants,
Alexander
P3 Benvenuti, Emilia
P4 Bobkova, Olga
P5 Multiscale atomistic simulations of the microstructure and charge‐transfer properties of organic layers used in SMOLED stacks Thieno(bis)imide‐based semiconductor as active multifunctional material in single layer ambipolar light emitting transistors Errors of organic solar cell efficiency measurements Bontapalle Jain,
Sujitkumar
Brotsman, Victor A.
P6 Controlling work function of PEDOT:PSS films P7 Burganov, Timur
P8 Drozdov, Fedor V.
P9 Emelianov, Aleksei V.
P10 Feldman, Elizaveta V.
P11 Freidzon,
Alexandra Ya.
P12 Heinrichova, Patricie
P13 Honova, Jana
P14 Ilichev, Vasily A.
P15 Kazantsev, Maxim S.
P16 Khanin, Dmitry
P17 Kharlamov, Andrey A.
P18 Kirikova, Marina N.
P19 Kotova, Maria
P20 Synthesis, electrochemical and photovoltaic properties of soluble double‐caged fullerene derivatives Application of quantum chemistry, Raman and UV/vis spectroscopy toward the rational design of novel 3,4,5‐triaryl‐1‐
R‐1,2‐diphospholes Cyclopentadithiophene‐based copolymers for organic photovoltaics Formation features of flexible transparent conductive thin films based on single‐walled carbon nanotubes and polyaniline Raman Probe of Molecular Order in Different Compositions for Polymer Solar Cells Ab Initio Study of Phosphorescent Emitters Based on Cyclometallated Iridium Complexes for Organic Electroluminescent Devices The Study of Photogeneration Processes of Polymeric Solar Cells by Fluorescence Quenching Experiments New thiophene‐free diketopyrrolopyrrole derivatives for organic photovoltaics NIR luminescent materials based on 2‐mercaptobenzothiazolate lanthanide complexes New Dyes Based on Thieno[3,4‐b]pyrazine for Dye‐Sensitized Solar Cells Novel thieno‐ and benzothiadiazole‐based oligomers for organic photovoltaics Comparative Analysis of Structure and Phase Behaviour of Carbosilane Dendrimers with α,α'‐Dialkylquatrothiophene Fragments Functionalization of polymer substrates by self‐assembled layers of oligomer alkoxysilane via inkjet printing Resistive switching effect in printable organic materials Kubarkov, Aleksei
P21 Electrochromic properties of aniline and 3,4‐
ethylenedioxythiophene copolymers Langmuir‐Blodgett and Langmuir‐Schaefer monolayers of linear dicyanovinyl derivatives of oligothiophenedisiloxanes Dielectric properties of a thin film consisting of quantum dots 9
Poster session 2
Kulik, Leonid V.
Malov, Vladimir V.
Obrezkova, Marina
Obukhov, Alexandr E.
Pakhomov, Georgy L.
Popov, Alexander A.
Popov, Alexandr G.
Porvatkina, Olga V.
Pozin, Sergey I.
Pushkarev, Anatoly P.
Sachkova, Tatiana
Skorotetsky, Maxim
Sobornov, Vladimir V.
Sokol, Ivan A.
Solodukhin,
Aleksandr N.
Sosorev, Andrey Yu.
Strashko, Artem
Susarova, Diana
Toropynina, Victoria
Yu.
Glushkova, Anastasia
Godovsky, Dmitry Yu.
Pisarev, Sergey A.
Wednesday, September 24th, 17:00
P22 Light‐Induced Charge‐Transfer States in Polymer/Fullerene Composites Studied by Pulse EPR P23 Determination of the optical absorption edge in a polymer bulk heterojunction by constant photocurrent method. P24 Novel oligothiophene‐based donor‐acceptor oligomers with dithienosilole and cyclopentadithiophene central units for organic solar cells P25 The Nonlinear Photophysics and Spectroscopy Properties Investigations with the Quantum Models of the Ground States and Multistage of Nonradiated and Radiations Transitions on the Full Singlets and Triplets Electronic Excited States in the Series Multiatomic is UV‐Dye‐Lasers, OLED, OTET‐Active Molecules P26 Dye‐based photovoltaic tandem cells with Schottky junctions P27 Electron Spin Echo of Light‐Induced Spin Correlated Radical Pairs in PCBM/P3HT Composite P28 Possibility of application of diazaperylene derivatives as an acceptor in organic photovoltaic cells P29 On possibility of realizing metamaterials based on colloidal quantum dots P30 Characterisation and electroluminescence of cyanine dyes J‐
aggregates P31 Judd‐Ofelt analysis of spectroscopic properties of Nd(III) complexes with mono‐ and bidentate ligands P32 CdSe/CdS Dot‐in‐Rod Nanoparticles for Light‐Emitting Devices P33 Novel reaсtive nanostructured organosilicon luminophores and scintillators on their basis P34 Large‐area molecularly‐smooth vapor and solution grown oragnic semiconducting crystals P35 Novel thieno[3,4‐b]pyrazines for small molecule organic photovoltaics P36 A new star‐shaped macromolecule for organic photovoltaics P37 Novel kinetic model of organic solar cell P38 Surface plasmon‐polaritons on metals covered with resonant thin films P39 Efficient standard and inverted photovoltaic cells using novel charge‐selеctive buffer layer materials P40 Carbazole‐based donor‐acceptor oligomers: synthesis and properties P41 Self‐assembled monolayers on silicon dioxide for growth of crystalline organic semiconductors P42 Synthesis and Photovoltaic Properties of New Donor–Acceptor thienofluorantenes Containing Copolymers with quinoid nature of π‐conjugation P43 Density Functional Calculations of the Absorption and
Fluorescence Spectra of Several Olygoarylidene Compounds 10
Tutorial lectures L-1
How do charge carriers and excitons move
in the rough landscape of disordered organic solids?
H. Bässler*
Bayreuth Institute of Macromolecular Research (BIMF), University of Bayreuth,
D-95440 Bayreuth, Germany
*e-mail: [email protected]
The concept of transport of electronic excitations in disordered organic solids will be
briefly discussed.[1] It turns out that stationary as well as time dependent fluorescence and
phosphorescence spectroscopy is a versatile tool to monitor how electronic excitations move
within an inhomogeneously broadened density of states distribution (DOS). The advantage of
such studies as compared to conventional studies of charge transport is that singlet and triplet
excitations fluoresce and phosphoresce. Temperature dependent spectral diffusion studies are
thus able to delineate how they relax within the DOS. Complemented by Monte Carlo
simulation as well as analytic theory such experiments reveal the microscopic motion of
electronic excitations and under which condition quasi-equilibrium is attained.[2,3] They are
profitably used to analyse also the motion of charge carriers. They will also shed light on the
importance of polaron effects versus disorder effects.[4]
The second part of this lecture deals with the problem of how an exciton can dissociate
into a pair of charge carrier. This process can be highly efficient at a donor-acceptor interface
despite the fact that the intermediate geminate pair is Coulomb-bound .Recent experiments on
bilayer diodes with several conjugated polymers as donors and C60 as an electron acceptor
demonstrate that the conjugation length of the polymer and, concomitantly, the effective
exciton mass is a key parameter, because it limits the size of the dissociating electron hole
pair.[5,6] If dipoles exist at the donor-acceptor interface in the dark, they can screen the
coulombic potential and can also increase the dissociation yield. The role of the excess energy
of the exciton/geminate pair will also be discussed.
This work was supported by GRK1640 of the DFG and by the SolTecGoHybridInitiative, State of Bavaria
______________________________________
[1] Charge transport in organic semiconductors
H. Bässler, A. Köhler, Top Curr Chem 312, (2012) 1-66
[2] How do Triplets and Charges Move in Disordered Organic Semiconductors? A Monte Carlo Study
Comprising the Equilibrium and Nonequilibrium Regime
S. T. Hoffmann,S. Athanasopoulos, D. Beljonne, H. Bässler, A. Köhler, J. Phys. Chem. C 116 (2012) 16371–
16383
[3] To Hop or Not to Hop? Understanding the Temperature Dependence of Spectral Diffusion in Organic
Semiconductors
S. Athanasopoulos , S. T. Hoffmann , H. Bässler , A. Köhler and D. Beljonne, J. Phys. Chem. Lett., 4 , (2013)
1694–1700
[4] How Do Disorder, Reorganization, and Localization Influence the Hole Mobility in Conjugated
Copolymers? S. T. Hoffmann, F. Jaiser, A. Hayer, H. Bässler, T. Unger, S. Athanasopoulos, D. Neher, A.
Kohler, J. Am. Chem. Soc.135 (2013) 1772-1782
[5] Does conjugation help exciton dissociation? A study on poly(p-phenylene)s in planar heterojunctions with
C60 or TNF
C. Schwarz, H. Bässler, I. Bauer, J.-M. Koenen, E. Preis, U.Scherf and A. Köhler, Adv.Mater. 24 (2012) 922–
925
[6] Role of the effective mass and interfacial dipoles on exciton dissociation in organic donor-acceptor solar cells
C.Schwarz, S. Tscheuschner, J. Frisch, S. Winkler, N. Koch, H. Bässler, A. Köhler, Phys. Rev. B 87 (2013)
155205
12
L-2
Interface Engineering in Organic Electronics
Marcus Halik
Institute of Polymer Materials University Erlangen-Nürnberg, Germany
e-mail: [email protected]
13
L-3
Concepts and materials for printed photovoltaics
Christoph Brabec1,2
1Institute
of Materials for Electronics and Energy Technology (I-MEET),
Friedrich-Alexander-University Erlangen-Nuremberg, Germany;
2Bavarian
Center for Applied Energy Research (ZAE Bayern).
14
L-4
Fundamentals of charge carrier transport, mobility measurements and device physics of
highly-ordered organic semiconductors (single-crystal OFETs).
Prof. V. Podzorov
Dept. of Physics, Rutgers University, New Jersey, USA
Electronic devices based on organic molecular single crystals have emerged as a
powerful experimental platform for investigating fundamental charge-carrier transport and
optical properties of organic semiconductors. The main benefit of these devices is a
significantly reduced disorder (for example, absence of grain boundaries), which allows
studying the intrinsic, not dominated by static defects, properties of these materials. This
lecture will cover fabrication of various types of single-crystal organic field-effect transistors
(OFETs), with a particular attention paid to the important device concepts and issues. To
illustrate the usefulness of this approach, I will give examples of using single-crystal OFETs
and related devices for investigating fundamental transport and optical properties of organic
semiconductors. In addition, main aspects of energy transport (exciton dynamics) and the
methods to study those will be discussed, showing that in high-purity molecular crystals
singlet-triplet and triplet-singlet conversion processes (fission and fusion) and a long-range (~
μm) exciton diffusion might be the dominant processes important for organic photo-voltaics
and photo-conductivity.
About the instructor: Vitaly Podzorov is an Associate Professor at Rutgers University,
New Jersey, USA. He received his Master degree in Physics from Moscow Institute of
Physics and Technology in 1995. In 1995-1997, he worked as a researcher in Lebedev
Institute in Moscow on optical spectroscopy of inorganic semiconductors. In 2002, he
received his Ph.D. in condensed matter physics at Rutgers University, where he studied
transport properties of strongly-correlated multiferroics. Podzorov’s current research interests
include: (a) fundamental charge carrier transport and photo-physics of organic
semiconductors; (b) electronic devices based on correlated oxides and multi-ferroic materials;
(c) molecular self-assembly; (d) layered inorganic materials and devices; and (e)
fundamentals of hybrid organic-inorganic perovskite materials. For the group news, photos,
papers and updates please visit: http://www.physics.rutgers.edu/~podzorov/index.php
15
L-5
New materials and modelling approaches for organic photovoltaics
S. Torabi,1 F. Jahani,1,2 D. Bartesaghi,1,3 R. W. A. Havenith,1,4 O. Stenzel,5, S.D.
Oosterhout,6 M.M. Wienk,6 M. Turbiez,7 V. Schmidt,5 R.A.J. Janssen,6 R. C. Chiechi,1,2 J.C.
Hummelen,1,2 L.J.A. Koster1*
1 University of Groningen, Zernike Institute for Advanced Materials
2 University of Groningen, Stratingh Institute for Chemistry
3 Dutch Polymer Institute
4 Ghent University, Department of Inorganic and Physical Chemistry
5 Ulm University, Institute for Stochastics
6 Eindhoven University of Technology, Molecular Materials and Nanosystems
7 BASF Schweiz AG
The performance of organic bulk heterojunction solar cells is strongly dependent on the
donor/acceptor morphology. The tremendous complexity of this morphology makes it
difficult to include morphological effects in numerical device models. In this talk, I will show
an extension of 1D approaches to include morphological effects and introduce a fully 3D
drift-diffusion model.
1D drift-diffusion approaches treat the blend of acceptor and donor materials as one effective
medium. This model can describe the current-voltage characteristics in terms of basic physics
and material parameters but is silent on morphology. Inhomogeneities in the film can be
included by sub-dividing the active layer into regions that can be treated in 1D separately. In
this way, the effect of fullerene clusters in a polymer/fullerene blend can be described by
treating the polymer-rich regions and the fullerene clusters separately.
The 3D nanoscale morphology of polymer/zinc oxide solar cells was used as a direct input
into a fully 3D optoelectronic model. This model includes the effects of exciton diffusion and
quenching; space-charge; interfacial charge separation and recombination; and drift and
diffusion of charge carriers. Given the experimental morphologies, the corresponding
differences in performance could be reproduced with a single set of parameters. Several
morphological aspects that determine the efficiency are discussed and compared to other
organic solar cells.
In the second part of this talk, I will focus on our recent efforts to enhance the dielectric
constant of organic semiconductors. Current organic semiconductors for organic photovoltaics
have dielectric constants in the range of 2-4. As a consequence, light absorption yields tightly
bound excitons rather than free charge carriers which limits the power conversion efficiency.
In a simulation study, we predicted that by enhancing the dielectric constant of donor/acceptor
materials up to ~10, efficiencies of 20% can be reached. To this end, we introduce a strategy
for enhancing the dielectric constant of well-known donors and acceptors without breaking
conjugation, degrading charge carrier mobility, introducing trap states or altering the optical
band-gap.
To increase the dielectric constant, we chose to use pendant groups bearing polarities rather
16
than modifying the ʌ-conjugated system, so as not to affect essential properties. The ability of
ethylene glycol (EG) side chains to rapidly reorient their dipoles was proved by density
functional theory (DFT). Therefore, EG side chains were added to donor/acceptors. The donor
polymers showed a doubling of their dielectric constants and the fullerenes presented
enhancements up to 6. Importantly, the applied modifications did not affect the mobility of
electrons and holes and provided excellent solubility in common organic solvents.
17
L-6
The power of materials science tools for gaining insights in organic optoelectronic
devices
Dr. Natalie Stingelin
Department of Materials and Centre for Plastic Electronics
Imperial College London, UK
In the past decade, significant progress has been made in the fabrication of organic
optoelectronic devices, such as organic light-emitting diodes (OLEDs), organic field-effect
transistors (OFETs) or organic photovoltaics (OPVs), predominantly due to important
improvements of existing materials and the creation of a wealth of novel compounds. Many
challenges, however, still exist. In the field of OPVs, real understanding of what structural
and electronic features determine, for instance, the short-circuit current (Jsc), open-circuit
voltage (Voc) and fill factor are still lacking; and the role of charge transfer states and which
charge transfer states are critical for efficient charge generation is still heavily debated. Here
we attempt to obtain further insight of relevant structure/processing/performance
interrelations using classical polymer processing ‘tools’. We present a survey on the
principles of structure development from the liquid phase of this material family with focus
on how to manipulate their phase transformations and solid-state order to tailor and tune the
final ‘morphology’ towards technological and practical applications, and establish
correlations with relevant device characteristics. This will include the interrelation of
intermixed phase with charge transfer absorption, how we can manipulate the charge transfer
energy and what structural features seem to influence Voc. Similar aspects in the OFET field
will also be addressed.
18
L-7
Some new approaches to the design of electron donor and electron acceptor materials for
efficient organic solar cells
A. V. Akkuratov, A. E. Goryachev, I. V. Klimovich, A. V. Mumyatov, I. E. Kuznetsov,
D. K. Susarova, O. A. Mukhacheva and Pavel A. Troshin*
Institute for Problems of Chemical Physics of RAS, Semenov ave. 1, Chernogolovka, Moscow
region, 142432, Russia.
*E-mail: [email protected]
Conjugated polymers represent promising p-type and n-type organic semiconductor materials
for highly efficient organic solar cells, photodetectors, light emitting diodes, sensors, field-effect
transistors, memory elements and other types of electronic devices. Special attention is paid to
optimization of optoelectronic properties of conjugated polymers and improving their stability.
Degradation of conjugated polymers under the action of light, after injection of charge carriers or in
the presence of trace amounts of moisture and oxygen represents one of the severest limitations on
the way towards practical implementation of organic electronics. We have developed highly
sensitive techniques for controlling the quality and investigation of stability of conjugated
polymers. The obtained results on the photostability and device operation stability of a large set of
conjugated polymers designed for photovoltaic applications will be presented and molecular
structures of the most stable materials will be outlined.
A part of this talk will be focused on the design of novel family of alternating copolymers
possessing the structure of (-X-DADAD)n, where D is a donor moiety (e.g. thiophene ring), A is an
acceptor unit (e.g. benzothiadiazole) and X is an electronically neutral block (e.g. fluorene). It was
shown that introduction of additional D and A fragments into the repeating unit of conventional
(-X-DAD)n copolymers (e.g. PCDTBT or F8TBT) results in a significant lowering of the polymer
LUMO energy and decreasing the optical band gap. Such electronic effects are beneficial for solar
cell applications. The organic bulk heterojunction solar cells based on new materials showed power
conversion efficiencies approaching closely 7%. Increase in the device performance up to 10% and
beyond is theoretically feasible in the view of optimal optoelectronic properties of the designed
conjugated polymers. It was shown that new materials do not undergo noticeable photodegradation
in pristine thin films and devices.
Other part of this presentation will be dedicated to the design of novel fullerene-based
acceptor materials for organic solar cells. We will discuss the role of the through-space electronic
interactions in the synthesis of fullerene derivatives with reduced electron affinity providing
enhanced open circuit voltages in organic solar cells. Special attention will be also paid to the
revealed correlations between the molecular structures of fullerene derivatives, their physical
properties (solubility), morphology of their photoactive blends with conjugated polymers and their
photovoltaic performance. These findings might be used as guidelines for rational design of novel
material combinations for fullerene/polymer organic solar cells.
19
L-8
Spectroscopy of Charge-Transfer States in Donor-Acceptor Bulk-Heterojunctions
V. Dyakonov*, S. Väth, H. Kraus, A. Sperlich
Julius-Maximilian University of Würzburg, Würzburg, Germany
Strong binding energy of photo-generated Frenkel excitons in organic semiconductors
requires the donor-acceptor bulk-heterojunction concept to achieve efficient photo-induced
charge transfer (CT) and to generate photocurrent. To increase the power conversion
efficiency of organic solar cells it is essential to improve the conversion of singlet, triplet and
charge transfer states into free charges and to suppress non-radiative recombination pathways,
which are often associated with the charge transfer itself.
To unambiguously probe such states with different spin-multiplicity, we applied cw- and
pulsed electron spin resonance (ESR) as well as optical detection of ESR. This allowed us to
monitor transformations of CT states on a time scale from several hundreds of nanoseconds to
tens of microseconds and the degree of their delocalizationi. We studied the electronic
structure of polarons and CT states in blends of polymers (P3HT, PCDTBT, and PTB7) and
fullerene derivatives (C60-PCBM and C70-PCBM) and found that the positive polaron is
distributed over distances of 40 to 60Å on the polymer chainii. This strong delocalization of
the positive polaron on the polymer chain is an important prerequisite for an efficient charge
separation in bulk-heterojunctions as it reduces recombination.
Similarly, electron delocalization on the - so far less optimized - electron-accepting fullerenes
needs to be considered. One approach is the development of soluble fullerene dimers based on
C60 and C70 fullerenes linked through chemical bridges. We investigated how those two
fullerene molecules were electronically coupled in the dimer, i.e., whether the anion state of
the dimer (after photo-induced CT) is delocalized over the whole dimer or still localized on
one fullerene cage. We show that fullerene molecules in the C60-C70-heterodimer in solid
films are strongly electronically coupled and the spin densities of the anions are delocalized
over the whole molecular dimer. However, in diluted solutions the fullerene cages in
heterodimers are instead weakly coupled and the anion states show the signature of individual
fullerene moleculesiii.
Triplet exciton formation may be considered as a charge carrier loss channel. We found
triplets even in highly-efficient organic photovoltaic systems and propose a scenario how
these triplet excited states are formed, namely via electron back transfer from acceptor
(fullerene) to donor (polymer)iv.
In summary, the fundamental understanding of the transformation processes involving
CT states and triplet excitons and their dependence on nanoscale morphology and energetics
of blends is essential for the optimization of the solar cell performance.
This work was supported by DFG SPP 1355 and 1601 (projects DY 18/6 and DY 18/8-1).
_________________________
i Behrends J., Sperlich A., Schnegg, A. Biskup T., Teutloff C., Lips K., Dyakonov V., Bittl R.
Phys. Rev. B 2012, 85, 125206.
ii Niklas J., Mardis K. L., Banks B. P., Grooms G. M., Sperlich A., Dyakonov V., Beaupre S.,
Leclerc M., Xu T., Yu L., Poluektov O. G. Phys. Chem. Chem. Phys. 2013, 15, 9562.
iii Poluektov O. G., Niklas J., Mardis K. L., Beaupré S., Leclerc M., Villegas C., Erten-Ela S.,
Delgado J. L., Martín N., Sperlich A., Dyakonov V. Adv. Ener. Mater. 2014, 4, 1301517.
iv Liedtke M., Sperlich A., Kraus H., Baumann A., Deibel C., Wirix M., Loos J., Cardona C.,
Dyakonov V. J. Am. Chem. Soc. 2011, 133, 9088.
20
L-9
Molecular-scale charge dynamics in organic-inorganic hybrid photovoltaic devices
A.A. Bakulin*1, S. Neutzner1, H.J. Bakker1, Y. Vaynzof2, R.H. Friend2, Z. Chen3
1FOM
institute AMOLF
Laboratory, University of Cambridge
3CNRS/University Pierre and Marie Curie
2Cavendish
Solution-processed organic-inorganic hybrid materials like organic/metal-oxide bilayer films,
colloidal quantum dots (QD) or methylammonium lead-halide perovskites hold promise for
cost-effective thin-film organic electronic devices. The charge carrier dynamics in such
systems is determined by the molecular phase morphologies, conduction and valence band
structure, distribution of trapping states, and by the pathways for carrier relaxation.
My talk intends to outline how a set of novel ultrafast electro-optical techniques (fig1a),
including Vis-pump – IR-probe, pump-push photocurrent, and 3-pulse transient absorption
spectroscopies, can be used to elucidate the carrier generation, transport, relaxation, and
trapping dynamics in polymer/oxide solar cells, PbS QD photodiodes and hybrid perovskite
films. I will also show how the insights from the spectroscopic experiments can be applied to
control the material properties by optimizing processing conditions, QD ligand-exchange
procedure and organic-inorganic interface passivation.
(a)
(b)
Fig. 1. (a) Energy diagram for an ultrafast optical experiment on the hybrid material. Timeresolved data showing the dynamics of immobile carriers in the quantum-dot (b) and
polymer/oxide hybrid (c) solar cell devices.
Our work demonstrates (fig1b,c) the existence of interfacial bound electron-hole pairs at
polymer/oxide interface and show that those states are associated with surface defect-induced
charge localization.i Similar type of defect states appears to be important for charge trapping
in QD-based electronic devices,ii but not in methylammonium lead-halide perovskite
materials.
We also, show that the carrier relaxation in the studied systems can occur on a variety of
timescales form 200 fs to longer than 10 ps. The particular charge relaxation and
recombination rates strongly depend on the presence of defect states and the strength of
electron-hole coupling. Latter study provides important information for the development and
implementation of hot-electron extraction and carrier multiplication in third-generation
photovoltaic devices.
This work was supported by Dutch organization for fundamental research (NWO) through
Rubicon and Veni fellowships as well as by Dutch-French academy through Van Gogh grant.
i
ii
Vaynzof Y., Bakulin A.A., Gelinas S., Friend R.H., Phys.Rev.Lett. 2012, 108(24), 246605.
Bakulin A.A., Neutzner S., Bakker H.J., Barakel D., Chen Z., ACS Nano 2013, 7(10), 8771.
21
L-10
Organic Light-Emitting Devices
Taishi Takenobu
1
Waseda University, Department of Applied Physics
In this lecture, I will explain about fundamental physics in organic light-emitting devices,
such as organic light-emitting diodes (OLEDs), organic light-emitting transistors (OLETs)
and organic light-emitting electrochemical cells (OLECs). Particularly, I will deeply talk
about OLETs and OLECs because these devices are possible candidate for future organic
laser devices.
The demonstration of the first laser in 1960 led to a revolution in everyday life. Today, lasers
are ubiquitous and can be found in CD/DVD players, printers, supermarket scanners, and
medical equipment. The development of new types of lasers with expanded applications
remains a major research activity worldwide. One class of lasing materials currently attracting
considerable attention is organic semiconductors. They combine the simple manufacturing of
plastics with favorable optoelectronic properties such as high photoluminescence quantum
yield, strong absorption/gain, and broad spectra. Therefore, there is great interest in
developing an electrically-pumped organic semiconductor laser (OSL), as it would provide a
new class of lasers.
Although full-color monitors of OLEDs are already available in the market, electrical
pumping remains a very challenging problem for conventional OLEDs. Particularly, for
electrical excitation of OSLs, extremely high current density more than 1 kA/cm2 is required
[1,2] However, the maximum current density of OLEDs are typically limited to 1-10 A/cm2
due to the effect of exciton quenching and photon loss processes [1,2] and, consequently,
electrical excitation of OSLs has not been realized.
Very recently, to address this limitation, we focus on two unique organic light-emitting
devices, such as single-crystal OLETs and OLECs. These light-emitting devices have p-i-n
homojunction with highly conductive active area owing to electro-static or electro-chemical
carrier doping, which is irrealizable for OLEDs. As the results, we demonstrated the effective
light emission with extremely high current density more than 1 kA/cm2, which is the first
important milestone for future electrically-pumped OSLs [3-7].
References
[1] I. D. W. Samuel, E. B. Namdas and G. A. Turnbull, Nature Photon. 3, 546 (2009).
[2] T. Takenobu, et al., Phys. Rev. Lett. 100, 066601 (2008).
[3] S. Z. Bisri, T. Takenobu, et al., Adv. Funct. Mater. 19, 1728 (2009).
[4] S. Z. Bisri, T. Takenobu, et al., Adv. Mater. 23, 2753 (2011).
[5] K. Sawabe, T. Takenobu, et al., Adv. Mater. 24, 6141 (2012).
[6] S. Z. Bisri, T. Takenobu, et al., Sci. Rep. 2, 985 (2012).
[7] T. Sakanoue, T. Takenobu, et al., Appl. Phys. Lett. 100, 263301 (2012).
22
L-11
Organic Photovoltaics: Ultrafast Scientist’s Revelation
Maxim S. Pshenichnikov
Zernike Institute for Advanced Materials, University of Groningen, the Netherlands
Bulk-heterojunction organic solar cells attract much interest as one of renewable
energy source. To gain insights on how to design more efficient solar cells, fundamental
understanding is required of the crucial first steps in photon-to-voltage conversion. In this
presentation, I will demonstrate how ultrafast spectroscopy can be used to obtain important
information on initial charge generation and separation in organic photovoltaics blends. I will
focus on the following two issues: (i) the interplay between intra- and inter-molecular electron
transfer followed photon absorption, and (ii) the hole transfer process from fullerene
molecules to the polymers. While understanding of the former processes provides important
feedback to chemical synthesis, the latter allows for morphology characterization “on-the-fly”
in functional devices.
23
L-12
Hybrid Resonant Organic-Inorganic Nanostructures: New Physics and New Devices
V.M. Agranovich
Institute of Spectroscopy RAS
*E-mail: [email protected]
We discuss properties of electronic excitations in hybrid resonant nanostructures based
on combination of organic materials and inorganic semiconductors, having respectively
Frenkel excitons and Wannier-Mott excitons with nearly equal energies. The coupling
between Frenkel and Wannier-Mott excitons in quantum wells (or quantum wires or dots)
may lead to striking novel effects: (i) strong enhancement of the resonant all-optical
nonlinearity in the strong coupling regime and (ii) fast energy transfer from inorganic
quantum well excitations to excitations of organic material in the weak coupling regime. The
latter effect may be especially important for applications: the optical or electrical pumping of
excitations in the semiconductor quantum well can be used to efficiently turn on the organic
material luminescence. We propose a new concept for light emitting devices and also discuss
analogous processes in a microcavity configuration where predicted and observed giant
polariton Rabi splitting drastically changes kinetics of luminescence and conditions of the
polariton condensation. We demonstrate(see also [1,2]) the most typical published
experimental results that confirm that combining organic and inorganic semiconductors leads
to novel nanoscale design for light-emitting, photovoltaic and sensor applications.
The integration of resonant organic and inorganic semiconductors in a single
nanostructure may take advantage of the good properties of both classes of materials.
[1] V. M. Agranovich, Yu. N. Gartstein, M. Litinskaya, Chemical Reviews, 111 (2011) 51795213;
[2] V. M. Agranovich, Excitations in Organic Solids, Oxford: Oxford University Press, 2009.
24
L-13
Strong coupling in organic and hybrid semiconductor microcavities
D.G. Lidzey
Department of Physics and Astronomoy, University of Sheffield, Hicks Building, Hounsield
Road, Sheffield S3 7RH, United Kingdom
In this Tutorial Lecture, I will overview the phenomena of strong exciton-photon coupling in
organic semiconductor microcavities and structures that contain different excitonic materials
(so-called hybrid-semiconductor microcavities). I introduce a simple description of classical
strong coupling through the use of a coupled oscillator model, and discuss the formation and
properties of the resultant cavity polariton states. A brief history of the field of organic
polaritonics in microcavities will be given, starting at the first reported observation and
covering the early experimental studies involving commonly used materials including Jaggregates, porphyrins, small organic molecules and molecular crystals. I then discuss more
recent investigations aimed at determining the dynamics of polariton populations. Here, a
combination of steady state and ultrafast pump-probe experiments have allowed researchers
to resolve the processes that lead from excited molecular states to observable polariton
populations. An account of hybrid organic-inorganic polariton states (exciton hybridization)
in microcavities is then given, followed by the recent observation of polariton mediated
energy transfer between hybridized organic excitons. Finally, I describe recent milestones in
the field of organic polaritons, specifically room-temperature organic polariton lasing and
Bose-Einstein condensation. Finally, I highlight and discuss challenges and opportunities for
organic polaritonics.
25
L-14
Computer simulation and design of functional materials for optical chemical sensors
and biosensors
M.V. Alfimov1, A.A. Bagaturyants1,2*
1 Photochemistry
2
Center, RAS
Moscow Engineering Physics Institute (MEPhI)
A multiscale approach is described for predictive simulations of functional materials for
optical chemical sensors.i The functionality of such materials is provided so-called indicator
molecules (IMs) changing their optical response (mostly, luminescence) upon interaction with
a target molecule (detected or analyte molecule, AM). In accordance with the biomimetic
principle, an IM (organic dye) is fixed on the surface of a nanostructured amorphous host
material (silica gel or polymer matrix). With its nearest environment, it forms a
supramolecular receptor center (SRC). The structure, stability, and spectral response of a
particular SRC are determined based on molecular simulation methods, while the ultimate
goal of simulation is to predict the optical properties of the entire structure (sensing material)
and its response to various AMs.
The hierarchical architecture of the material, in which the key element is an SRC, determines
the multiscale simulation strategy. The properties of functional molecules strongly depend on
their local supramolecular environment, that is, on the microstructure of the functional
amorphous material. Therefore, a multiscale atomistic approach involves molecular dynamics
to describe the microstructure of the material and quantum chemical methods to calculate and
refine the geometry, relative stability, required spectral properties of the SRC, and its spectral
(absorption or fluorescence) response to interaction with analyte molecules considering real
structures in the material. The free energy of formation for supramolecular complexes
SRC+AM can be further determined using molecular dynamics.
Fig. 1. Hierarchical levels and scheme of multiscale atomistic simulation of a functional
material for optical chemical sensors
Commonly, a statistical treatment is required to obtain the distribution of wanted molecular
properties or their averaged values in the real amorphous material. Problems arising at each
step of modeling are analyzed, and current approaches to their solution are discussed. The
possibilities of modern atomistic simulation methods are considered using specific examples.
This work was supported by the Russian Ministry of Science and Education (State contract ʋ
16.523.11.3004) and by RFBR (project ʋ 12-03-01103ɚ).
i
A. Bagaturyants, M. Alfimov, in Chemical Sensors: Simulation and Modeling Vol. 4:
Optical Sensors, Ed. G. Korotcenkov, Momentum Press, 2013, pp. 1–38.
26
L-15
Structure characterizations of organic semiconductors thin films
Sergei N. Chvalun
National Research Centre “Kurchatov Institute”
Short review on X-ray reflectivity (XRR) and Grazing incidence X-ray diffraction (GIXD) moderns techniques for studying the detailed surface properties of materials will be presented.
As XRR x-rays are used to probe the electron density perpendicular to the surface and thereby
obtain information about the surface roughness, thin film thickness and density. The GIXD
mode can be used to determine the lateral organization at the interface. In particular, if the top
layer is organized, then two-dimensional Bragg reflections can be observed. In GIXD
experiments the incident beam is kept below the critical angle creating an evanescent wave
with finite penetration depth into the bulk of the sample thus enhancing signals from the
surface. An ordered 2D system gives rise to rod like Bragg reflections that contain
information on the electron density along the z-axis of the ordered objects. The total cross
section for scattering from a 2D system is in general very small and X-ray flux from
synchrotron sources is required. GIXD allows fine inspection of structural properties of thin
films as a function of film thickness. Besides the amorphous scattering, several non-sharp
diffraction peaks associated with crystalline ordering within the film can be obserrved. In-situ
monitoring of structural changes will help better understanding of initial stages of
nanocrystalline ordering, as well as their growth and orientation. Complementary 2D
mappings will be employed to reveal lots of structural information depending on nature of
growth, orientation and modification of crystalline domains in thin films.
27
Oral talks O-1
i!i"i#""
$
%!
&'
&
'
(
&
)('
*"
+)
&),'-(
*
),
.%/"+
- *0
1
2
-
.3/"+ ( * &+)2 (
' (&)!'2'.4/"+
(
&,' + ),
.5/"6
(
( * ), .7/" 8 *- .4/
.5/
),-
*.7/"
!"
#! " $ % #& '
()*+*,-./01.2324.256
%
"9""0"
0:"0"8"
";"<*
8""=">?&3@@A'3447%B 34473@"
3
"
"8"
"
0";"<*8""="?3&3@@>'
4
8"C":
":
:" "8")
3@%4,"%5&%%'"4%34 4%4@
5
8" $" 0
" =" " ,
" D
" : ;"
C"""<";"<*"8"
8""4&3@%3'4?% 4?>
7
8""8
8
=3@%4,"%@3&34'""3444@%"
29
O-2
Langmuir techniques for SAMFETs
Agina E.V.1, Sizov A.S.1, Anisimov D.S.2, Chvalun S.N.1, Ponomarenko S.A.1
1
2
Enikolopov Institute of Synthetic Polymeric Materials RAS, Moscow, Russia
Faculty of Physics and International Laser Center, M. V. Lomonosov Moscow State
University, Moscow 119192, Russia
Nowadays development of self-assembled monolayer OFETs (SAMFETs) is a
challenge of organic electronics. SAMFETs could provide a significant reduction of a
consumption of expensive organic semiconducting materials and, therefore, decrease of the
target devices cost without performance degradation. The known technique for SAMFET
fabrication is a self-assembly from a solution [1] that requires functional semiconducting
molecules, protected atmosphere for a fabrication process, takes at least ten hours and could
not be applied in industry.
Herein, we report an approach to fast easy-processable SAMFETs fabrication using
Langmuir, Langmuir-Blodgett (LB) and Langmuir-Schaefer (LS) methods. Langmuir method
is a process of rapid self-assembling of amphiphilic molecules on a water-air interface,
allowing a following transfer of the formed self-assembled monolayer (SAM) to a solid
substrate using Langmuir-Blodgett (LB) and Langmuir-Schaefer (LS) techniques. It was
shown that LB method can be successfully applied to organic field effect transistors (OFETs)
fabrication, where the monolayers of various organosilicon derivatives of oligothiophenes
play a role of an active semiconducting layers [2]. The efficient SAMFETs with charge carrier
mobilities up to 10-2 cm2/Vs and on/off ratio up to 106 based on silane and siloxane
derivatives of oligothiophene have been fabricated by LB technique (Fig.1) and their
functionality in integrated circuits under normal air conditions has been demonstrated. The
performance of oligothiophene LB monolayer OFETs is close to those of the SAMFETs
prepared by self-assembly from a solution. It is necessary to emphasize that the presence of
covalent bonds between a semiconducting monolayer and a substrate is not crucial for device
performance.
b)
a)
Fig. 1. Langmuir-Blodgett SAMFET. The scheme of LB transfer (a) and device structure of a
discrete LB OFET (b).
This work was supported by RFBR (grant 14-03-00873a), the President of Russian Federation (grant
MK-6878.2013.3 and Russian Academy of Sciences (program OKh-3)
30
O-3
!"#$#!
%
&'()
*#
+ ,- - - '
./01 - - 2 2 2 - '2 3 45# '- ',
- '2- - - #0
- /0
'#02 - - # '
2-2-- 45
#63.1- # !-'6 - .!61 3 '2- ' 2#
/0475#
33
"''% '80' 3 9 /.'% ':0';91 !6'- '-3#6' !6 2 --#0/02 <=- '
2 >#> ?$ 4:5# 0 - - - - - /0# 0 22-#
!""##$%&'&($)*+,*++-.,/& %0(# 1*2/
45
;#0#@ ;#A#0#;#"2#B 0#;-3$).47C:#
45
#"###D#A#,##
;#0#"#0#DB##
;# # # " ;# A# E - /# E) # # B #
B##)
##6# 6#E##6 F## !3$)44G8C#
475
#$#-##%
/#$#6
A#E-###2#
$#6
#D-##+#"
##5 -CHC#
4:5
##)
#$#-#D) $#$#6
/#$#6
F#@#
F# # ! # # ## % 5$$ +,
>:77>#
31
O-4
!
"
#
$
%
&'(
)*+%*
,%
%%%
-
--
%.-
-
*
/#
)
-
-
-%
%%%
/')-
*
0
--
/
)
-
'%
)
'0*
!%
*
-
-)
%
)#
-
)
-
-
)
0*
1
2-
)
-
3
-4
/
/*
-
/
-
)
-
)
)
-*
/
/
%
)
-
%
/
-
-
%
2-''
4*
3
-#
%-
-
/#
-
%
-
5
)
2!%
4*
-
-)
/
%
%
-
%
%
*
-#
)
-
%.
%)%
-''-
-
/')'/
-/
*
6
-
-)
/
/
0
/'
%
-
,1"'
*
-
%
-
%#
-
%
%
#
-
)*
!" # #" " $$% & ' "" (% )"% )* +$, -.
/0012
32
O-5
!
"
"#
"
"
""#
#
##
# $
"
$
% $
#
$
#
#
"
"
"#
$
$
"##
&
#
!$
'
$""#
#
&
"#
$$
#"
" ! #
$
( #
"
#
$
)
$
"
#
*
"
'"
$
"
#$$
"
#
#
+%,%
$$
-- .
#'
% % # " $& #
# + #$$
"/ 0 - 1
#0%+
"
"
##
%"*#
"
!0
.!
#
2
"#$
'
""
#
#
"#
#"
$
.
$ "
#
$
##
"#
" 2
#
" # #
" $
$
#
%
(
"
$
""
"# ! &$
%
"
" "
.!32+ %
" 4 0 % -5 "
" -65 &
#- -7/38 #
""
$$$+
!"#$%&'()(&*+
9999999999999999999999999999999999999999999
-
#,: ,
-/55;''-5/- <
, !
!,
!-'/556'-5'==6 4
<
, .!!'/5-/'-4'-6>4 /
33
O-6
! "
" " #
$
% " " " !
# &
"
'()
*(+ , " - "
'(-
# ."
/ " " # 34
O-7
!"#
!
"#$%
&'
(
"
' #'
%
)
'
%"
%
%
*
'
%%
+
,
*
'
#"
%(
*
%#
'
*#'
'
'
%
#
*
*
%
#'
*
'
%(
*
*
%
#
(
*
"
-'
"*
.
%
%
/
'
((
*
*
'
*
%
001
2
%
031
%
'
"
"
%
'
*
'
*#'
*
%
'
405
635
(
*
%
%"
*
%%
%
#
%
##
'
*'
*
)7&
*
'
%
*
'
' '
+)7&,
8(
'(
*
'
#
*
'
%
%%
%
#
"
"
$%%!&'()&!*
(
+,-./-./-0&-.
/-.102)&!*"&!*!()&!+3
!45607/--2&
"&#*!(
&#*
+"8#".12
)9
8#(
(
(
8:(
#(
9
&(
99
#(
:#(
8#!
(
55;(
(
363
<
7%#(
(
(
)9
8#(
(
:#(
9#!
550(
(
==;
)9
8#(
<
7%#(
>(
(
(
:#(9#(
55(
(
;?
#
&<
#(
9
#(
.#(
9
8#(
)9
8#(
8#(
9
&#(
@
>#(
<
7%#(
(
9
#(
(
A#B#(
<
<"#(
(
5(
(
=54 =56
35
O-8
!"# $%&'()"("
!"#$
%
&'
"
(
#
"
)
&
*
+,*
"-*.
)
"
$
*
/ / *$ / *
0
$".*12$*
"$
/ " *
*
"
.3 *
"
$
"*$
*
*
/
0
"
*1$
/2".
/ "
1&2 *
$ / &45 /
*
(.467 / 12
867.
..
*
)
* *
#& # %" + &# + ,
-&# .%# /01
2324$$5&#
# +6&#&+#,
-&#.
7$'$4488
9.#. :*
" .#.
0 .. 0
"(;(
;8<%8.
=.9.#.:*
"....
">.5.?@
#.:..
0
&.=.5$9%6#
;%A.
=. 9.#. :*
" . B .. 0 .. " .C. >0
"
.C. 50
" .. $ .#. &" . B
#. '5 ..
0
.&.=.5$&6% #;(182%;%(.
"
=. 9.#.:*
">.5.#.&"..$.C.50
".C.
>0
" .. " #. '5 .. 0
. &. =.
5$#("*.
36
O-9
!
"#$%&
!"#
$
%
&
'(
!
)!
'#
*
+,"
-'
.!.!
'#
/
.!0&!
1'#
2
3.
&&)435
6!75891155
! &! &
! !
'-'. &
1 (. :;<
&&
&
!" 1 !
&
! "% =
3>85?@
!&1&&A
1 1
%
55 . 5.
B
!&
"
1 &
!
B&
&&
&
!
5
! " 1 !!
"5-
1
!&
!"
!!
&4-4-
&"
=
&
(*>
,5
?$@
4- 1 (*> !&
&
&
!"5-
",
" '-'. 5 > 1
!
!
!"!
',
11
%
!
5&
&
! '" 1 ! &
-'.
1
.C
&
5?*@!&
!&
!
" !& "
" &
1
&
!&&1
&"
&
"'-'.5
%
"%&'
!"#$$
55
"
($
0. *7(.D3!5
37
' ' #( (%
% )& *##% " ++#,
# "%+ "
%+ -"". # (# /
0(#
# %## -# 123435. ( /
# %% (
6(
%#-717!55&&.
)7
?@E5'5,.5..45)5>
85F
E5E>5(54
,550
F5
,E5E%/5$G***2H5
?$@85>545'"E5 5,&
5+'55(
!%
5!
5'5.5853"#"$G*(*GH*5
?*@85E5 5,&
45F54'55(
!%
5!E
,.585
3"(6#$G/&5
38
O-10
!"#$
!!"#
$ % &
'()
(*) +
# (,) #
$ - &
$
+ ./0-$ / $
1. # ./0-$
##./0-
$
/ 2$
39
O-11
f
!"#$ % !"# & & & &
&
'$ # %%
(
&
!"# & %
)&&
%
*+,
-
&) %
%
%
% .
%
/%%%
%
%
% %
% %
& %
) %
0() (
& & # % %
& !"# %
%
(&%
1223*1, %4-# !"#&%
%
& 0 & *4, -
&) %
&%
&
%&
%%
# % &
/*1)4,
- & %
& %%
%
& !"#&
%&)&%
& & & & %
%
&
&
&&
$ & ( ' # 5
+2+2222
#%)
%%$6
)&
%
&%%
# % %$
%
%
& !"#&%&
&
%
&
%%
& & & &
%) % %
!"# #
)%
%
)
$
+ #/)#7
/
)89)-:/);):#/)#/)
# /) # <
#
!0 )41=>+?+=@+?+3
1 A ) 7 ) B) B &) C D
E )++4)+2F2G@+2F+1
4 7B)-9)ACD
))11)H1=+@H1=?
40
O-12
!
"
#$%&'%
($
)% %%
%)**
%
%+
)%*) ,-
%
%./$
(0 * % ) + *
* ( % %) *)
%%)
))12
3 ,
%
%)
)
%
)12
)
2))%
% *% **% 4$14$ 45 6 %
2) ) % )12 *
% 3
%3 *
"1 %
*
%%3
%%!*
%%%%%
63*
%
)
**
)**%
%
2)
)12
(0
!
" !#$!% & '
((
77/
//7/
///
//
89/
//5:/
///5/
/5:8
89/
//:/
///:
/
(
77
//79
//.79
/8.8
(%)
598
/4.
//.45
/7595
+
() ))%*)%
%
%
*
) **
)) %
%*)*
*
!" # $%&$&&&% '() *
* !
# +,-. /' *
0
1
0;,-
%<0*+*:4:=:5/>..?
6%)
%,@A%@;B
62' 78.8=774>//?,0,
!
C<%CB
%D;
<@2'3:89=:8.4>/?
4EEBF<!<E!))<,-
%!//9,-45
5A
+G6G<!FG!GAG)6
2)2'4//*.
575=578A
+A!!FA;)612'
5617+,
/::=9/>/?
41
O-13
!"#
"#$%&'(#"#
!"
#
$%
" &
'
&"
(
)
&*)+,-&
.
/0&1,23,
4 5 67"
8 *
& &
6"
8 %&
%&0*
7"
! %!
9:;,"
0*
7"
&*
%&7"
! *
"
< * 00* %* !0= & ,
)! *
7"
% % % *
>&**!,
! &* %
% *
*
0
%"
?:4
%6
8, @ 5 &
& * 0#
% 6& @@ #@ %8, &
*
% *
% 68 %
% 6,*8 ! * 69AA: &8
%&% * * ' %* 60# B&8, C ! *
! ?:4 &* ! 60 & 8 ! &
#:: #: %
% 6 *8, *
! %
%
! #0:%
%
&%
6,*8,@ 0& 69
8 %
1%68! &<&& &DE:;! &
0
%&
%&
&
7"
,
,8
&
#@1?:4*
! 1%
6*! 8,6*8%
&
%F&*%
! 6%%8! 6!8?:4%,68
" 0 ?:4
,
)#**!+,-.%-/0"!1&$2$34+5$)*+'+
+6!7#8+"!90"!
G,!"-:###AE,
H,!,+8'!:( 6A8#:#(
42
O-14
Photoluminescenceсe Efficiency and Charge Transport in Crystalline Films
of Thiophene-Phenylene Co-Oligomers
L.G. Kudryashova1*, V.A. Postnikov2, V.V. Bruevich1, O.V. Borshchev3,
Yu.N. Luponosov3, S.A. Ponomarenko3, D.U. Paraschuk1
1
Faculty of Physics and International Laser Center,
Lomonosov Moscow State University, Russia
2
Physics and Material Science Department, DNA CEA, Ukr.
3
Institute of Synthetic Polymer Materials RAS, Russia
Single crystals of thiophene-phenylene co-oligomers (TPCO) have shown their high
potential for organic optoelectronics as they can combine high charge carriers mobility and
excellent photoluminescence (PL) efficiency. For TPCO single crystals, charge carriers
mobilities in the range 0.1–1.0 cm2/(V·s) were reported [1,2], and the PL external quantum
yield (QY) up to 35% was found [3]. In this work, we report on very high PL QY and charge
transport properties in novel TPCOs single crystals with identical conjugated core (5,5’diphenyl-2,2’-bithiophene, PTTP) and different terminal substituents, fluorine (F),
trimethylsilyl (TMS) or thrifluoromethyl (CF3). We compare the data for solution-grown [4]
and vapor-grown TPCO crystals.
Evaluation of PL QY in TPCO crystals is a complicated experimental problem
because of reflection of smooth surfaces, non-uniform distribution of scattered and emitted
light, wave-guided effects and strong optical anisotropy. To avoid these complications, we
used method of integrating sphere.
For all the TPCOs studied, the external PL QY in the crystalline phase (30–60%)
significantly exceeds that in solutions (below 20%). The highest QY (60%) was obtained in
TMS-PTTP-TMS crystals, that is considerably higher that reported for the other TPCOs. To
minimize PL self-absorption in large-size single-crystalline films, they were grinded into
powder with a particle size of about 100 um. Interestingly, powdering of F-PTTP-F and CF3PTTP-CF3 crystals increased the PL QY and decreased it for TMS-PTTP-TMS crystals. As a
result, the external PL QY was increased up to 80% in CF3-PTTP-CF3. The PL QY in
solution- and vapor-grown crystals will be compared. Contribution of self-absorption and
internal QY will be discussed.
Charge transport properties of the TPCO crystals were studied in top-contact bottomgated organic field-effect transistors (OFET) fabricated on Si/SiO2 substrates. The TPCO end
groups showed a strong effect on the type of the OFET conductivity; specifically, TMSPTTP-TMS OFETs showed the hole transport, whereas F-PTTP-F and CF3-PTTP-CF3 ones
demonstrated the electron transport. The typical hole mobility in PTTP-TMS OFETs was ~0.1
cm2/Vs.
Thus the TPCO crystals investigated combine high charge mobility and very high PL
QY yield making them promising for various organic optoelectronic applications.
This work was supported by RFBR grants 13-02-01313 and 13-03-12472-ofi-m2.
1.
2.
3.
4.
Hotta S. et al. Journal of Materials Chemistry C. 2014, 2(6), 965-980.
Hotta S., Yamao T. J. Mater. Chem., 2011, 21(5), 1295-1304.
Yomogida Y. et al. Appl. Phys. Lett., 2010, 97, 173301.
Postnikov V. A. et al. Crystal Growth & Design, 2014, 14(4), 1726-1737.
43
O-15
!!
"# $"% # # & ! '
( ) " ( # *+,-(#
(
!
" . (# " # ! ( (# #
!'
((" &)(
&
/&0
$/1'%(
(
)(2334& 3+)(
$5% ! (/1'65)(
&
#
#(
#
)(
5
! ( )( !#! # 7 ( (# /1' ( 8 ). 9
#!
' 8())
))
##(
# # ) # # ! :
)#
/1'
()(5+!
. (
( 7 )# (# ( ") (##! ((##
(( ( # ( ( ) ;
(7 !
( 7& ( # ( (# #! <
(
$
0
(%(( "!= 5 (
( (
&)(!>
(
/1'
(#( (
#
!
' (
( ( ( ( #
/1'6"!#+
)#
(
(# ( (/1'65( (# ! '
(
(7)(
8 /1'&)("!' (7
"((!
!
#!+!
)
/1'65(/1'6$?,%5"( (!
+
!"""##$%#&'$%&#
44
O-16
!"#$$
%#
&
'
##$(
##
##&
&$$)
&
# *+$ , &# & -
. &
.
- $$ & & &#
&& #
*
&#+
&.##$
&&
#/01 2233 '&
*4
(56+ #*/ 7#+ */8(+ /9 & & .
&
&&
#!
$0:#
#
#
$;.&
#7*(+#
& & $$# &#$
8#
&#&&#
& #
&
.&$
!
#.& ( &#& #
!
& -
(
.
& # & #7
. $ & -
&#&
.
.&.*5<+#7
$$(
&
7/$(5<
.#. &&
&
#7=& # & & .
#$ 8 & - ( &
#7
####
.&$&
&
##.&
#
##
&&#
$
; - & # .& #
)
& # #> 7 0 * 77+ 4 #?
*<8 @+ & /8( #! # 4 (56 &
- #! # &
' *%5A6+ &
2233 '&
*(56+$ #
.# #
.&
&
/8(!4 (56 &
#
B
-#
(
&
.&
&$&
&#&
..
#.
&
###
(#7 &
#
#
$(
&
& & 5< #7
/ #& .&
&("#
&
.&.
#
#7&""$,&(.&
&5<
&.
#
&&
&
#
-
&
&
#
$
&.
&
###7
&&#$,&
&
&
& ## & # .& ##
&&#
$
!"#$"$%%%
45
O-17
!
"#$##%&'(
%%()()))**
+% ( ' %* ))
)) #%% ()( (( ) % ( ,-*, *)*'',+)#.%.
(.) )%'
/*()0##.%)%%%(
1.0#%%2'
,%3%0#((%)(%.%
1%)%)*-4*)%((%(
( (( .% . (.5' )() (
)) % ))) 0# ((
3%%)%%%)%'
''1%)!0#'6*7*!*-8))*
!9!#(*6 #))*#!0#-4((*)'
: %% 1 %) ;( % 0# ))))%)%('(+.
%( .% 0# (( %)% ( %)
;(' .% #.% !
((')3%(6 %#
))%'
6 ) ) ( . ( %( (( 0# . %' .% %( % +% ((%1 %($ + )%
<'2''
=============================================
916'9''!">>2*#*<8?'
1@''!
>2**??>'
2
AA''#$% &>*2*5>B#5>'
5
7C'''&&(& >><*<*2?282?D'
46
O-18
!
"
#"
#$
#
#%##&
'%"%#
& % (#&)$
(%
)(!*+$)&%"# ,
&##
#
#
%
#
#"
#
+ %# & ("
# ) (#% ) - -$
& #" # ## % - % +
## " # -$ % %
+
#
-
#-$
%## % # .% #%
""
#% *"
#%
#"%
-
#-$ %#%
#
#
#
"
#
"##&
!
! %
#/ 0"'&1 0
+
(2
)
(#%
)!
'
-%334
345
67896
47
O-19
!""#$"#
%$ !"
"
#
$$
%&'
%(
)*)
+)
)*)
,)
"!"-
(
+)
.
%)
'
&
"/$$/
01)
%)2
3
4
$
.
(
"///"
01)
%)2
!
.
.
)
#
-/-
5
)
& "" ' "( '
( )*+&, " "
"' -.(
""
)$- ,-.(/"0
)$"-,
-.(0
"0)-,'
)1&, 0 )$23456, 0
" 1&7$23456 '" 0"
&- "0"6
84
9 !-
"0 " : /
$
9 - "
"
) " /
", 0' ! 0 ' 1 - ;"0/ #444
"0)<;$.(" ", =00 /( $34> " " 9
"0(
"9
'"'
9'9
0
"6"
9
-
- "
"'
/
" /
$ " - ! 0/ 0 ""
"0(1%%.<%90"
'
)1&,
0)$23456,
0
" 1&7$23456 '" 0 ! "" ' "
"
'''
"'
0("
1&7$6
'"""""
&"!""00/(?""
+
'6"?")@.48.488,
48
O-20
!
"
#
$
%&' (
!) %)' $
( *
%' +,# - ( $ %./'
01 %.'( $%/&'
%'#2 /& +3,
%$#
'#!
&
4$)
(1
$&#
$##%
'5
$
/&)+3,&
6
(
((
$4(
&
+78,#%1'
./
1
&%'
(
*%1!'.
/&
1
$
#
$ (
*
%1
' & $ ( +9,# $# 1 ./ 1
& % ' ( (
(:%7;-:<'1+9,
($=387>3?
4 )# - $# 1 ./ ( *
. /& 1
& 6
)#
5($ 4$ ) $# 1 $ )
%'
&(
#
-(1
$4&(
*
$
4
$)#
@ ! 4$ ) ( 1
$ ( 1
&# @
1
1$
4( 1
!
(%
'&A
1
)%$#
#'B(
1
$ ) %
6
$# #'# @ $ $
:1
$
1
*1$&#
!"#$%&'%()'(*
#@#!
;#.#)+,>C9=#
3##D#2-,%-
.,>EE3C9#
7#F#2
,#/
#3=7G39
8#.#@
$
,# 0
#3==83>9#
9#/#D#-!
/#/#<
5#H#
!3= 3=97G#
49
O-21
!
"#
$
%&&'
(
'
'
#
) *
(
( (
+, , ' - ( ' +,
.%/- ' (# 0
+
- , ' ''
' +
+, - ' '' $12 ' %
'# '
- $12 ((,
' , '# 1
' ' "(
'
' , ' " ' (
,
(034 .5/# 6
- ' '
"(
,
( ' (
,- ((,
' +, (
(# ' +, ( ' '
(
#
7''
+'
8
,
+,(
(
,
'(
(.9/#:
' ( (
8 (
,
# (
' ' (
+, , '
'' ''
' (
034
#
.%/6#);
%<<9--%=
.5/#>
, #
!5&&?- -=9?@=9A
.9/4## -6#4B
-6#);
"#
5&&C-!-%9D5%&
50
O-22
!
!
"
#$!%&!
'(
)
!
#
!!
(
*+ # *++ ( ,
!
,
! % - !!
!
-*( )
'
, .
!
!
! !
! #
/, /#
/, !
# 0(1
,!
!
$!
- !, # !
!,
!
,,!
(1
!
,
! ( !
!
,
2*3(
4(*(!
!
!
,!
5!
# (
(
6 5 ! !
! # %
!
!
,
* + 5
! !
! 4(* #%
2*3 7(8 9(
!!
!,
#
/,
(:.
!!
4(* ! ! !
!
, /#
/,
!( :.
!
!
, ,
! !
!
#
!!
(
*
6;
6( !"#$%*<<7*8(
0
=
(>(%
%?(((?(&'
('"0+**07+
51
O-23
!
!
"
#$!%&!
'(
)
!
*
!
#
!!
+,(-
..
!
!()
!
(/0
! ! ( ! !
. .
!
.
$ *#1
(
% !
(
( .
! ! !
#2
#
+,
1(3(
1(3('
*
-#2
(/0!
!#2
(
2
4!.56(37
28!
53(98.
5:;2#3#3<
=536(
)
!
!
.
! . '
! .
*
'
!
! ! .
.
! .
> ! *( 1( 3 !
.
!
!!
'
(/0
'
#
!
!.
!
!(
(/0
'
.()
!
.
#2
(
?(1(
( !"(;6@@63;66A
B( ( (C..
!#;7A;6A;63;
2((%
%((-%$$% (6D:D67;637
52
O-24
!"
"#$%"
&'(
#)$
$* + " % "* % %
,,"
"+,%#,"%%,
% - " .* $ +" +/ %
, " + ," $
,% " $ ,
$ 0 + "$ %% ,+$$
1 "* "2 % ,
$ -"%% ,
" ,,
3. , -$ ,* ""
$
,"+%.,+%
"""%%,
'""%%
$
!* +" + $ $4 , % $%%%,
",
$$"
+"-,,".%+$
",,
"
"*""
,+%%$
'""
$%"
%%%
$$"
,,$$+
+
$
,
$
,"+5 56%"%%"""
7%*
%%,""%$"
"
,
"2 %% " "%% " $ -
,* , . 3 + 5 " 655 8 """%%-79*$*:.
7
,+2,%
%%+"'",","%
%%7
%"+,+$$%,"
", " , /" $ % % "$ "%$
0 , % $
'"" $ "," " "" "
" % $'$ " $* +$$ ; " + ,+ $ 2, %
++%%7
""""
%
$ " +$ + 2, % "%% % " """"%%""%%
"
!,,%*
%%%,
'""
$""
, % $ +" " $
' %* ,
',$+
<*#*0$
* ! " #$ 5** ='>5
?:*03#*#55=**>6'>@ % &&''#()(*'+,
-./.
0123
53
O-25
Growth of molecularly smooth thiophene−phenylene co-oligomer single crystals for
organic optoelectronics
V.V. Bruevich1*, V.A. Postnikov2, V.V. Sobornov1, Yu. N. Luponosov3, O.V. Borshchev3, S.A.
Ponomarenko3, D.Yu. Paraschuk1
1
Faculty of Physics and International Laser Center, Moscow State University, Russia
2
Physics and Material Science Department DNA CEA, Ukraine
3
Enikolopov Institute of Synthetic Polymeric Materials RAS, Russia
Crystals of thiophene−phenelyne co-oligomers (TPCOs) have great potential for organic
optoelectronics. These materials were shown to combine efficient charge transport properties
along with very high luminescence quantum efficiency1. However conventional vacuum and
solvent processing techniques for creating thin films based on TPCOs result in polycrystalline
films with very high surface roughness. The surface roughness of organic semiconducting
films is very important for making efficient device such as organic field effect transistor
(OFET) or organic light emitting diode (OLED).
Here we report on growth of large-area thin single-crystalline films of TPCOs with high
surface quality from solvent and by using physical vapor transport (PVT) technique. Solvent
growth methods include gas−liquid interface growth by using solvent−antisolvent
crystallization (SAC), isothermal slow solvent evaporation, and isochoric cooling2. Crystals
were investigated by atomic force microscopy (AFM). We show that both solution and vapor
phase grown crystals can have molecularly flat surface on the scale of more than tens of
microns. Fig.1 shows AFM profile and 2d topology of a TMS−PTTP−TMS2 solution-grown
crystal near its edge (edge is around 10 um further from top left corner of Fig.1b map). The
profile shows a monomolecular step corresponding to the length of TMS−PTTP−TMS
molecule.2 We were able to experimentally measure AFM roughness (RMS) less than 0.05
nm on the flat area of our crystal showing a great potential for making OFET.
Fig.1. AFM profile (a) and topography image (b) of the top surface of TMS−PTTP−TMS
crystal grown by the SAC recorded near its edge. Inset shows TMS−PTTP−TMS molecule.
Crystals grown using different growth techniques including solvent and vapor phase were
compared. We have found that molecularly flat crystal can be obtained using both approaches
but only vapor grown crystal can exhibit flat surface on both sides of a crystal. Problems of
growing crystals on a substrate and using these crystals for light emitting transistors and
organic semiconducting lasers are discussed.
This work was supported by RFFI grant 13-02-01313 and M. V. Lomonosov, Moscow State
University Program of Development.
1
S. Hotta et.al., J. Mater. Chem. C, 2014, 2(6), p.965.
2
V.A. Postnikov et.al., Cryst. Growth Des., 2014, 14, p.1726.
54
O-26
!"#$%
&' (
!
)*+
,-..
-
--
'#
'' . /
' -
#
'
-
'
'.
-#
'''-
'
0 '
' -#
''.0
#
'
'''.
1
#-
-
0'
''
'
. -
0 2%3 -
-
-
#
-
.
-
0 # # -
*'
2 41* 56" *
76"3 2$$3 # 28*79:3. '''%#
-
;<*=>0.
?#-
0''
''''
41* 56"$$.'
* 76"0
''.
%##--'0'
#''
-
-
-
. ? # # 0 '<*=0.
? - '' '' ' ' -
-
.$-- '-
-
-#
''.
55
O-27
!
"
" !
# $% &
'
(
$)
"#%*
#
! #
#
# #
# " ! # + , # #
# -./0
" ' 1&2&&
3 # #
#
#!
4#
+! #
"
3 #
)/0-)./5&-6)5)(&78
)
4#+
3 )#
"
+ ! # "
#
9
"
+
$)/0-)./5&-6
)5)(&78%
8:
,:
/ $ )4;7 " &' ( :
)
"#)&<=>?%
:
0
$)''()&<=>?%
+:
,:
$(@)01)7/,A(@)A&%
+:
+
!! " # # $
%
&!'
()*+))),,-.//)),0012# !!"$%3$)+4,.45)+/,
+B
A))#
ACD.A)1
A'1.#A'D*D( )+AE8:+$,;%
,
@ F A ' 1A F' 0
#
A /@ A ( A /@ )A G
@A1&@A@(A&(C
HA0'&#A(5G)
CA,+7A5:;AI7A 8::8E
56
O-28
!"
#$"%#
!"
#$%&'($
$')( *
+ #$ # *
+ ,
- , *
'
$')
$
*
*
*
.!
$')
/ 01234)5. **
*
6
$')
* 4 *
$
**
$')
4
,,#*
.)
**
$')
4 - 7
' , ,
+ *
'*
*
8+3(
**
!
" ! # $ %
57
O-29
!"
#$
%
&
#
'
(
!"
#$
)* +,
,
-
#
. , / '
01( #
# '
'
,
-
2 01(3 24"3 .
#
.
'#
'
#.#5#
'
#'#
6 01(, 01( #
. #
-#5
62/7/83' $9#:$;<.1,23
=#
%%'<9> =
*' 2(?(3@A,BC,
1B-'5$
'5
#:$;<
#
'.1,23,
'
,
' 23 '
= 2$3 2D3 $E - '
=#
'##@,A'%9F,>
#
' 01( . 9$E 2;
3 $E9 2;
%3
6 . #'-
- '
, >
;
% ;
,
1,,23
4"- 01(.# -#5
6G2#3
.
G23
5 5
#:$;<
/7/8
! " " #$
$
%&' ( ) "*
+,-.+-. /
$ % '
0$ 1 ' 2
3$ ' (
)"*+++++4*
",7H#
,
,1,1I8,&
5,F,/
J,
''
,
/
>,/
0,"**%A%KE,
&',/
/,,8,8##J,(,5*!*
*%%2E3E@-E%,
&',/
/,,>D,5,&'L,8,8##J,(,(
1*
6
*%A%2M3@%BE-@%E,
5&,L',L'8,/
',L','L,
&,&'/,5*6
*%EM23-E,
58
Poster presentations P-1
!"#"$%!! &!'
'(!!)!"
'(**+
%!!!#"!! "'! +'(+
$,$$"" $!# !(!!
#! ! #! !,#!!!!
!!$! !-.
!$#$ #/, #
!(!/!# (# (!##!#$
#/, $ "0'1! $,!!/2 $!!021$
/#01!3
%!((!!2!$,# " $!
# $##!!!0451#,!(! " " #
!$! "-.
6(!$" #/, "# $"" 3!!$ 7!(!/
!#$!! "$!!#! 2$# $ !,!!
8(!!!!$$! #!, # !
(!/!#$,!#$4/,!!2$!3
5!!$!!$# ,"
9%:9%:$' ($!
$ # 2$# 8
#$!! ""! # #!
! !!, $,
#,!$!(!/!#,"
!$$!#,"!3,!!
(!!"! !"$$!01
8
$!!/# "
$,$! "'45
/
" & !/, !/$' !($6/
#4 & ;'! <=0, $
<
<=4%><
<<?
<=<=@1
4 !/,$ "# $/##!!!$,"/2 $!!
!3
! "
!!
<=<@==<0<=1
5((!$,"+2+0!@/<=/<<AB=$=/<=/@B1!$!#
+$!0!'C/DABA
<=
=$+$"#04C/D1
60
P-2
! " #$%&"
" '
" (
) $% )
"* )
"
+
,
-
"
"
#."(
&$%
*
)
"
/"
")
01
$%
)"
*
"" ) ) "
") ) ) ) ""
#23%& $% )
)"
"
)
23%
"
! " 4 ,
"
" )
'
" .
*
" " "
5
"
,"
!""
*
)6
)
"
"5
."(
$%
!
"#$%&'((()&***)+
""4-6
..,, -.))/#
,
01
23/789
4-446
-'-(-
"
"
-4,56
/78:#&
61
P-3
!"#$ % &
'
()*!"#$ + % (! , )$ -."/, 01$(-)$2/3-/ & -#)"/, 45* -#"/,4
+
6%
,"
76
7
%
'%4
8,*,9
- .:
:3/:;45*84
-3<5
1,!</-,=
>/
;01$83 9 ,*,>?
:;
(-)$2/3-/84
-3
:@,A5
?
/-/
-(((/;
)$8>,>=,>==
-1* 1 /
;(!8(
?
-
?
/
!"#$) , 5 -$76$$7/
5
' & & 7 )$
+
, ,'
- 6
/,
-.!)!"B)!
:
/, -
:
/, ?
$76$$7
& ,'
, :
!"#$%&&''()
()C!"#$-()
D)
)
!
"
#
$
/
& +'
? # B
7
, 66'''
*6
62
P-4
!"!!#$%
!"#$%
&$'(
)*+
!"
$
,-.
-.)/
!"#$%
('
!"#$%
-001$02323
24
)+ 0 0 3 3
0 ) 222 $
20
3 1$ 1 0 0 #-&('%
) 56+ ' 0
2 )) 0 0 0 22)
20$+
$#!
!$2% #.7"'% $ 20 0 $ $0 -&('+5 6 83)
0 0 22 )2$$20
2
0120
2220-.('+5,6
90000
$
0$$
03 0)3 22
310-&('0+
$
3 00 2 ) )) ,
0$00# # :
:$%#:$:85 ,6$
;%
'
%)0-'.0'#-'.'%
-&('+5
:6
< 0 2 ,0 0 0 ) $ 3 0
0
00+
,0
$00 $ 22 &=- $ ) 3
) 0 >?> 1 1 02 300$$0
0+
8
3 ))3 ) 0 0$2'20020
$ 00 0 3 0
2 0 0 + 3
03020'-&('02)$3
20-&('.7"'$0#%5:6+
%
%
%2'0+%0231
-&(''+
63
56
+@A0
<+@'22
+&$'
+ ;
:7+
5 63
++@A
B+@
+@"
'+C+A+@<13
"+8+@
++@
.
+8+@
8+(#
+ D 7+
5,6"
E+@&1
C+-.(22'@')*+,
D@,!+
56
+@E0
+@.)
&+@
+@E
9+@
+@
+@
'
+@'22
+@
+$+ D
7+
5:6+
.)&+
E0+
B+
+
E9+
+
&++
B9.+
"+
+
'+
A0<+
'22+
+
+$+ ,
:
;;7+
64
P-5
Errors of organic solar cell efficiency measurements
Olga Bobkova*, Alexey Gavrik, Vladimir Bruevich, Dmitry Paraschuk
Lomonosov Moscow State University, Faculty of Physics and International Laser Center
In recent years there has been a considerable progress in the field of organic
photovoltaic. Nowadays the record value of organic solar cell efficiency has reached 12%[1].
However at this stage of development of this field even small performance improvements
about 1% are typically viewed as breakthroughs. Therefore there is an important task to
determine efficiency of solar cell correctly.
There is a long list of sources of popular measurement errors, such as nonconformity
of solar simulator spectra with sun light spectra and incorrect determination of cell's active
area. We discuss various factors that must be accounted for correct efficiency measurement of
organic solar cells. In this work we present analysis of standard organic solar cell efficiency
measurement technique errors.
To prevent these errors recently a new measurement technique called spectral
technique was proposed. This technique is suitable for all kinds of organic solar cells and
doesn't require an advanced solar simulator. We show that the accuracy of the spectral
technique is no more than 4%.
65
P-6
Controlling work function of PEDOT:PSS films
Sujitkumar Bontapalle Jain, Susy Varughese*
Department of Chemical Engineering,
Indian Institute of Technology Madras, Chennai, Tamilnadu, India
Thin conductive polymer films from an aqueous dispersion are used in a wide range of
optoelectronic applications, such as organic light emitting diodes (OLED), organic photovoltaic
(OPV) cells, memories, sensors and as active material for electrochromic devices, field effect
transistors, and circuits in general. The device structure and material of construction plays an
important role in all the applications. In multilayer device structure of an optoelectronic device
all the individual layers has equal importance with their functionality. However, for devices like
OLED/OPV cells, the hole injection/extraction layer is more important in controlling the
performance of the device. It is well known that the work function of hole transport layer and
hole injection (anode) materials has a significant influence on the hole injecting/extraction
barrier. The frequently used hole injecting layer in optoelectronics devices is Poly (3, 4ethylenedioxythiophene) PEDOT: Poly (Styrene sulfonate) PSS layer. Therefore the control of
the work function of PEDOT:PSS film is important in order to achieve enhanced transport or
block characteristics in organic devices.
The modifications of work function of PEDOT:PSS has been experimented by many different
methods such as annealing in high vacuum [1], modification in content of PSS:PEDOT at the
surfaces formed by solution technique [2], use of polar solvents viz. sorbital [3,4], addition of
transition metal oxides such as MoO3 in PEDOT:PSS resulting in composite film [5], UV
treatment [6, 7] etc..
PEDOT is an insoluble conjugated polymer with high electrical conductivity, good transparency
and low work function, whereas PSS with high work function is used as a charge balancing
dopant, providing an easy way to use PEDOT via a low-cost technique. The film formation of
PEDOT:PSS is by solution techniques. It is observed from earlier studies that a thin layer of PSS
forms on the surface of PEDOT:PSS film due to a vertical phase separation during the film
formation [8]. The PEDOT:PSS film shows little higher work function than that of pure PEDOT.
The work function of PEDOT;PSS can be increased higher by forming a thick PSS layer on the
top of PEDOT:PSS film. The disadvantage behind this will give to enlargement of device series
resistance. The resistance can also be reduced by controlling the morphology to get controlled
roughness of the surface which will enhance the conductivity of the film. The present work aims
at achieving higher work function for PEDOT:PSS by controlling various processing parameters
and morphology of the final film during deposition.
References:
[1] Koch N, Vollmer A and Elschner A Appl. Phys. Lett, 2007,90, 043512.
[2] Lee T W and Chung Y Adv. Funct. Mater. 2008, 18, 2246.
[3] Na S I, Wang G, Kim S S, Kim T W, Oh S H, Yu B K, Lee T and Kim D Y J. Mater. Chem.
2009,19, 9045.
[4] Nardes A M, Kemerink M, de Kok M M, Vinken E, Maturova K and Janssen R A J Org.
Electron.2008, 9, 727.
66
274="
B=B%)%="*F#
$ 5@303@;/
294%BFBH)B
ABF%B
5@@:
@E535:
2:4FIBHJKCKC"
5@30 #/&@/;7@0
2;4 )"F?H=?$
5@@9!/;:
67
P-7
!"#$%&
!"#$%&'
() ) ) $
)
' * $"
) + ,$ $ )
'
* " $ +
)
-'.",
$"
)+) '("
$ $ $"
) /012" /312" , /014312
+5
$$)$5)
)*
5$)"( * - 67 " 67 8*9
*:;' <
$"
) + ' =
$ $"
) )
'
+ $"
) 81 * ; 5
)$
$
) "
8')' $ "
$5,
-1)4;' $+">
) " $ ,
' 5 ) $ ) ) $ ) ,
'
?)$)$)
),.000
@"
01 31 ) + $"
)
$)$+">
'
+ 5 $"
) "+ /0129 A
'9+">
$ $"
) /012" /312 $ -*?$
'?$
)
$"
)
/0129 ' =, ' B ,
+
$"
)'?
$
'
''(( )&*+*,(-"./0120234056
C('
CD'+6+'9E'((,('E+='
+ <) ' 6+ )C' F C =' + ? C' ) C C'
6)$+ 6' G5 $ $) $"
) H
'781-I1J"I1K'
68
P-8
! !" #
!
!"#$%&
' !( )) ) ) )#)*
!
+! , )) - !( ) )) , !) !
) .
/!!))
!) ) 010,
! , )) )) ))!!(
!
2(
'(
,#3)))
45657!!/!!/58!))"
)),/!!))5
2) ) )) 9 :.;.
))<
) ) , (
)
9)
) ) ) ! 5 ,
, ) ) !); )) ),)5,
,!)
))/!!/58!))/=!>5!
*=-?5!@85!@>8!?=?8',2!
2 ) /58!))5
)))+45)
) 6% ) = >4 >4 "!') 5,
)/!!))5
!##$$%&%'$()*+,-./-..01.+,-./-/+203456
69
P-9
Cyclopentadithiophene-based copolymers for organic photovoltaics
F. Drozdov1, N. Surin1, V. Trukhanov2, D. Paraschuk2, S.Ponomarenko1
1
2
Institute of Synthetic Polymer Materials RAS, Moscow, Russia
Faculty of Physics & International Laser Center, Lomonosov Moscow State University,
Russia
During the last decade, many efforts of scientists in polymer organic photovoltaics
were focused on low bandgap copolymers as a donor material in organic solar cells (OSC).
These copolymers must combine a number of important characteristics: good solubility, high
hole mobility and wide light absorption spectrum. All these characteristics can be preciously
tuned up by selecting suitable combination of donor and acceptor units within the polymer
chain. One of the most widely used donor unit in this case is cyclopentadithiophene (CPDT),
which can also work as acceptor by inserting electron withdrawing groups in its skeleton. In
the view of a variety of synthetic capacity, the CPDT moiety is one of the most attracting
monomer units for efficient light harvesting copolymers.
In this work, we synthesized CPDT-based D-A copolymers with different acceptor
parts, such as benzothiadiazole (BT), dithienobenzothiadiazole (DTBT), pyrrolo[3,2b]pyrrole-2,5-dione (DPP) or 4,4-difluoroCPDT (DFCPDT) with long and branched alkyl side
chains (3,7-dimethyloctyl) in order to render both good solubility and high ordering in the
bulk. In view of the fact that longer polymer chair increase the holes mobility and decrease the
band gap, we made efforts to synthesize copolymers with high molecular weights, using direct
arylation protocol as a prospective method for the copolymer synthesis. As a result, Mn of
some of the copolymers synthesized was reasonably high (i.e., 21500 for CPDT-DPP, 40400
for CPDT-BT). Unfortunately our attempts to use direct arylation method for other two
copolymers synthesis were unsuccessful. That is why for their synthesis we have used Suzuki
polycondensation (SPC). The copolymers obtained by SPC possessed moderate average
molecular weights (Mn = 10200 for CPDT-DFCPDT and 11000 for CPDT-DTBT).
UV-vis spectroscopy showed that all the copolymers efficiently absorb in the range of
400-850 nm. CVA data proved that the copolymers possess rather low bandgap (Eg = 1.7 –
1.75 eV). OSCs fabricated based on BT- and DFCPDT-containing polymers blended with
PCBM[60] had a broad external quantum efficiency (EQE) spectra (from UV to 900 nm for
BT and to 750 nm DFCPDT) with the maximum EQE over 20%. We discuss the effects of
70
- / - .1'-$
- /-1'.
71
P-10
Formation features of flexible transparent conductive thin films based on single-walled
carbon nanotubes and polyaniline
A.V. Emelianov*, K.F. Akhmadishina, A.V. Romashkin, I.I. Bobrinetskiy
National Research University of Electronic Technology
Flexible transparent conductive films based on carbon nanotubes (CNT) in the long term can
be a good substitute to ITO films, with comparable conductivity and transparency to use as
anode layer in photovoltaics and organic electronics. To improve performance we need to
consider the impact of the environment on the electronic properties of CNTs. In this work we
investigate the influence of the solvent and the polymer when we create a composite on
conductivity and transparency of the films.
We used polyethylene naphthalate (PEN) as a flexible substrate. We deposited functionalized
single-walled CNTs (SWCNT) network or CNT/polyaniline (PANI) composite by using spincoating on PEN. They were deposited from two solvents: N-Methyl-2-pyrrolidone (NMP) and
dimethylacetamide (DMA). Effect of PANI was investigated in two states: conductive
(emeraldine salt) and non-conductive (emeraldine base). PANI in composite was deposited in
emeraldine base form, and then it passed into the conductive form in the presence of HCl
vapors. Resistance and transparency of structures were measured before and after protonation,
also we measured the mechanical properties of the obtained films. Before the measurements
we made 100 nm Pd electrodes on the two edges of the substrate to average the resistance.
As a result of the deposition of SWCNTs and a composite based on SWCNT/PANI on a
substrate was formed a percolated network, and the smaller the conglomerates was formed in
solution, the higher was the impact of the polymer on film resistance. At the same time, the
transition from one form of PANI to another did not change transparency at all. Also in case
of depositing SWCNTs we saw a significant effect of solvent on the film properties. For the
two studied solvents we observed twofold difference. A change in mechanical properties
when we bent the structures to radius 3.5 mm led to a change in the resistance within 5% for
the case of SWCNTs and 3% in the case of the composite with a radius of curvature about 3
mm during 2000 bending cycles at 90º in both directions.
Thus the use of SWCNT/PANI composites provides more stable mechanical properties of
transparent and conductive films for organic electronics technology.
17 layers
22 layers
35 layers
T=97 %
T=91.2 %
T=80.1 %
Fig. 2. Influence of protonation on the
resistance of the SWCNT/PANI films
deposited from DMA. (■) – before
protonation, (●) – after protonation in the
presence of HCl vapors.
Fig. 1. Transmittance vs Sheet Resistance
at 550 nm for SWCNT films deposited
from DMA (■) and NMP (●).
72
P-11
!"#
$!%!%
& ' () * %# %' # %% # # ! & +
' ' % ' ' *
,! - ## .% %
*' #' %
# * /
#%'
'!/
%%
'"%'
#
%
01(02&)
%##,!
/
%# #%' ' # # % #
'
##*
%3
%
#.%
!4#
.%
%
#''
#
%
#'%
'!
-
%#
%#
#%*#
,'%* '
!&
' %
# % * ! &
## .% %# # % ' # % #
# ' * ! - %##
#1
.%
%02&*
#
%#
'
!
4'!!'%
#02&*##%#
!"#$$% &!'()*()+,--.
73
P-12
!
"
! "
#
"
$
"
%&'($)*#
"
+ , , -
.
$! "
/&0$1
/012
&0$
.
! 0 , " !
" ,
&0$ 3 456
$ ,
&0$ . $ !33
,3 !
,! " " " $ ! , , "
!"
# ! ! " $% & !
'%
7.3 "()8 )9:
(4;(&44"<<8!!
):
&
=&0 "()88 :98>
74
P-13
!""
#
$%
&
'()
*+%+#
, $
$
-., -/. 0
1
, $'
234 4 2 , 2 % " , 5" $
,+ $$$
%
, 1
,$'
,
,
,
,
)$
$,
+
6++7
,
),
8
1
,$'
,
(
+
$
$
$
,'
1
, $'
, $ '
9 6 + 1
, $'
%% , ) ,+ /) ,
$'
8 , '
+ / $
,
$ ,+ $ ,
,
,%
,
$,
+
8
/
'$
$
)
)%
+
,
0
,'$,
'%
$
$
+
6
0
8
,
, % '
'
, $
$'
8 +/)$
'
8
,%
',
0
+
/8,
,
,'0
$
+
:'
)$
'
8
#
,' $'
%
,
,8 %
'
+/)$
'
8
,,:
4'
,
',
+:
,
0
)$
'
,9
$ 1 8
,
,
' ) , ,0
,
, ,
,/+
8
,%'
,
!+
!!"#
#$ # !$
%&
'! "
!()*+,"#-.#$
%&
'! "/!(012,31456
;
<4+<=
+%
#*!">?>9?@+
!=,A+B+<
A+,:'
7+2+=+7
#%
%!"!
75
!!?@?9!?@?5+
P-14
!
"#
$#
%$
&'()*+')
$#
!
"#
,
+-./0#0 12$
#
"
2
2 0"
$"
2$
"# "
" $ "$0
3
""
#
$
"
$
$
$
$
$"2
0
" 2 " $ $
""
$
$ $
$
2
"
+""
")4'0
5 "
$ $ 2
$
$ " $"
#
$
""
$
$ $ ""
2"$
$06
#
2
#
$
$$
$
$2#
$
$
2#0
%$
$ 2
$ " ""
2 "
" #"
7
2
""$$"
0
8
" ""
2
$
#
$ $ $
0%
""
2
"
"
$
$
$0 " 2 "
$ 2 "
-
$-
" $
" "+" 0!
$2#
$
$2
"
0 %$
$ 2
$ #
2
2 $ "0
!!"##$%& &'$"(&" $#' )*( +#"%(
#,(-./$%&01(&' )*( +#"%(#,(-234256
7 8 9 ( # $ : ;"$$ %& 7 )&
"(#&
09
<$;"(:));):
%0<=&>0
9&$81=:;0
)
?0@
9&$81=(;0
4
%0<=&>0
9&$81=A)B:;(0
'
>0CD
EF
>0 =<)=4(;4()0
%0
#
$.4A(B:;)4
76
P-15
!"#$%&"%%'
"
%" % "
( ( ' !" %"% )* " &
" ' + ,&%-"%""%"
.'#$( & - ( - % "
/ " 0 - "
% %%" ' 10 " ' "
%"
#/$"%"
2%' " " &% '
"
"-/%&3(.'"-&"
"
-""#!4/$'%'"
&
567" 867 3#'$6 " .'#'$6 %
#+ $/ "
'- 3#$ " .'#$ !4/ 755 9 %' - " !6:;!2:"%#7<9$
+'%%3".'2%'
-!4/%%&3#'$6&'
"% 5,7 36: - - % " /
#$%&'
'' 85;2 = >1?#?@5;2(<;2(A;2(;2$
"&%"B"'85;2 =>+5;2A67B"#'$6".'#'$6
- %" .'#$
%" % & % '% )10*C'
%&-''
%B"
"""#!3,$
! "#
$%&'(&)*'++,
10C,D(E"FD(C,(%0-04-./
.0AA<(
(5A<25A<6
9((G0(1/..
112/
.AA<((2H667>
77
P-16
!"#$
%!
& " "" '%( & )
"
" " "" & "* + )" + ","
&
)%
&-&.,
""
% & "
" & "!&
&
+ " )
/
+ "* +
)" + & " &/
0 & " /
"!&%
""
&'%(&)
'0(
1!"2%!1!0&&
))
&&
""
)
* & %+23 * )
"
" %!1!0 & 42+5!6)!+2!&," & & ))"
&!
&"""
7842+5!6)!+2!&,"&&
&!
)&%&
%&
&
&&2!.2!"
"
&
&&
""
'29:.(+)
&
)& )
) & *& ;<=5 >0.+ )
"
<9?@ +/"" 77<9A2+)&)* B<9955C8&
&)*&"
"
&&
&
&&
"
&
&"
"
*
2!
)
8.%."
"
!" #$"
%&'()
D-EFG
"H0*!==++I2I!I59
3"&
0+"F+J+K"JEL
3++,99+ !+?A=A!
???2
2
H0+7HK-+G"L+%+,"99=+"5I5!5==
78
P-17
!"#$
% %&'( !"#$
%
&'
"
()*+,
-
. .
.$
" $ / " .
, 0
,/
*/
1 2 / $3
3
3
" $
. / " $ / 3 3 ,
,,
" / 3 "
. ..
. $ '4" *
.
/ /" , . .
. / " $ "
"!55.
.,
) ) " '# " * + " + , -" .*" /01
23
24
$$5
,&,6,,7%,,889:,
;,<,#,0.
",,,,
"=,7,
>?#,0,,
*
&,;,7$6*(7("(8% 9,
<,#,0.
";,=,,',#,,5,=*
",#,&",
,,
"&,;,7$,,
*
+ "(+7*#
8:$,
79
P-18
Comparative Analysis of Structure and Phase Behaviour of Carbosilane Dendrimers
with ,'-Dialkylquatrothiophene Fragments
A.A. Kharlamov1,2, M.A. Shcherbina1, A.V. Bakirov1, O.V. Borshchev1, Yu.N. Luponosov1,
S.A. Ponomarenko1, S.N. Chvalun3
1
2
Enikolopov Institute of Synthetic Polymer Materials RAS
Moscow State University of Fine Chemical Technologies
3
NRC Kurchatov Insitute
Development of organic electronics allows obtaining new materials for wide range of flexible,
compact, durable, relatively cheap devices such as solar panels, information displays, lasers,
sensors, field effect transistors, scintillators etc. In last decade, semiconducting polymers and
oligomers have got significant interest due to their unique properties. Oligothiophens and
their derivatives are promising materials due to their high charge mobility, stability, resistance
to oxidation and other environmental factors. The ability of such compounds to the formation
of self-assembled monolayers allowed to simplify greatly the task of the creation of thin
semiconducting films on the dielectric surface such as spin-coating, drop-casting, LangmuirBlodgett films.
Wide- and angle small angle X-ray scattering, differential scanning calorimetry , polarizing
optical microscopy and molecular modelling methods were used to carry out a comparative
analisys of the stucture and phase behavior of carbosilane dendrimers of different generations
on the basis of ,'-dialkylquatrothiophene (number of end groups n = 4 (G0), 8 (G1), 32
(G3), 60 or 115 (G5)). It was revealed that most of the studied compounds are characterized
by the smectic molecular packing in which oligotiophene fragments form highly ordered
crystal sublattice similar to that in the polythiophene. Its quality determines performance of
devices based on such materials. In the third generation dendrimers smectic-smectic phase
transition was detected due to the transformation of the “chevron” type to fully stretched
molecules.
This work was supported by Russian Foundation for Basic Research FBR
(project № 12-03-00671)
80
P-19
!"#$#
%
&%%'!(%
%&
) # *& % % + &&" %
)
%
) %
) ) #) %% %
#*
&
)
%
&) % , ) +
& ) %
&%#%%%%&&&%
% % & &# &) %) %
)
%
%
&
%!%
&# -+) &
%
) + %% && &%
#
.& &&
& % %
&/
&&
%
#)
+ % % &
&
)%+&
!
%
& 0,!) !) !
1) +
&&
&#
%
% &% %
% %) + %#
& + % & %
, + &&% % &+ &
#
&!
% 2 & / + &&% %& !% &
!% ,
+ &#.
3
%+4
%
#&
% % !&% & % %% !
& # + + 05!
&&&1, 01
&% % & % & )
&&
''6%7%8#++
%
%
2 & &!% &) &&
&
%
,%
#
81
P-20
!
"
#
$%$
&'
()
*++
, - .- '
+ / -0 !1+!
!-
-'
-+,-
-
--
+
,-
2/34
2/##4 + 2/##4 . 2/34 5+
6
-+
+
- - ( 7-
+8
! + 9 -
! 7- . (
+
-
)+:
2/34 - ;' ; )<= )
2/##4
- ' "; != - 0#-+1+ '< 2/34 2/##4
'
#)
+
9
)-)'>
!?
-
'
+
#-++
3
!"#$#%&'()
@
+++!+8-)+!+*'+"
;A;+
@+ +9
-B+C
-D+
+',;;'5+
82
P-21
!
"! #$%
"&
' #()*+' " #(,-.'
!!
!
"
"
!
"
!
"
""
!
&
"
*&" " (,-. " ()*+ "
! ! /)*+ !
!
! ! " "!
"
.
")*+
0
"
0
& "! &
.,-./)*+
!
"& "! "
)
"
",-./)*+
0
"
"!
"
+
! &" (,-. " &
&()*+)
!
"
(
"
123
"
+
!
45
!
""
"
"
%67
!"#!$%&'()*+,*,(,,-.
83
P-22
! "#$#%&' # (')* +
(,&-
*(',!.* / + / 0
/ / 1
2 &+/ &
')3',.! $1
/& 4 /
1
/ ')',.!1
5 5
(55* /& /
',.!3') ! 1 / +/
16,71+/ 89!
& (5:* 5' ')3',.! / (* + ( ; ,9 * &+/ &
')3',.! /&+/ &
') ',.!
5:5' ! + -
7 1 55 1
&
2 4
+ -
( #9 *
7<9=9 1 + + ')3',.! 5: 5' 4
&+ -
( # * 7<96=9 1
+",%!
55-
+ -
')3',.! / 1+
4 + -
+ / / / &
')3',.!
).>1' $?
/+ 1 ') ',.! /
+ / @
/ 1 1 /&/ /& 1&/
+
''!! 'A9)
!""##$!%&'()(*$+
,-,,-./%&'*01!#%01
(+-22.3%'04#1%#%!!%0!%5
B$ $// '#(!)797$ !$7679#
0+ +)C$DE$*(!#79,$""$FA&9#
84
P-23
!"#$%
&'
("
"
")*
%" * + % %
+ , -./0
%%**%"+%
++*% * " 1 "# % "*
% * * '% + +
, ./0 %
+ %
%% %" %% " 2
**%+%%*3%
" " 4%#
+%%%
%# %
4%
+% ++*% % * + % -5 % % %" "
%
-5$3.3# 3.6 + %
-56. * ./0 3 4* ,* %
56. %" + * %"
%
* *"+*#+3.656.%
* %" * ./0 ./0# %%" +%
+5 +
3 %
%%"++%*5
+
*+*%***"
%%**./0
! " # $% % &'% ( )*+,*
+,-.
7#80//09:##99';
85
P-24
!"#$%"
&'()&*+"
!"#$
%
&'
"
(
#
"
)
&
*
+,
$-.
"/0
) " $ *
1 1 *$ 1 *
. $ "0 *
" $ *
2*
0
1"
1$.
3
2*
*
1*$ *1$
*0 4
$
1
*
"
*
*0
*
*
$
"
*
*0)
2
"
*
1
*
*
* 1 "0 1 1 ** *
"
"0
*$
"
$1"
*
*
"
0
5 *
"
" *$ *
1
"
*6070
00
*$
**
*
*
0 * **"
*
"
*
*0
)',
,$ '#-$-.+$ -"++/01
2
80#09*
":00;0<.
"0#0&"0&0:04$00
.
0)
9=($0
86
P-25
The Nonlinear Photophysics and Spectroscopy Properties Investigations with the
Quantum Models of the Ground States and Multistage of Nonradiated and
Radiations Transitions on the Full Spectra Singlets and Triplets Electronic
Excited States in the Series Multiatomic is UV-Dye-Lasers, OLED, OTET-Active
Molecules
A.E. Obukhov
Civil Defence Academy of EMERCOM of Russia
[email protected]
In this paper the results of measurements of the spectral-fluorescence parameters of the
ground singlet states (GrSt) of the fine-structure of the spectrums is X-Ray, of NMR 1H and
13
C, and infrared absorption (IR-), a Raman-scattering (RR-), ans of the full spectra singlets
and triplets electronic excited states UV-electronic absorption, the fluorescence and
phosphorescence (295 K, 77 K and 4 K), Jet-spectroscopy (2,6 K), were calculated by the
quantum-chemical LCAO-MO SCF expended-CI INDO/S methods, and theoretical analysis
of the kinetics three- and five-levels models of balance populations was carried out under
formation wise spectral parameters of the UV-Dye-lasers, OLEDs, OTETs-device (Fig. 1 a).
(a)
(b)
Fig. 1. (а) The five-levels model of the balance populations between GrSt and ElExSt, and
(b) the new quantum-chemical models of the full spectrum STElExSt of calculations by the
INDO/S methods. The circuit of the sequence singlet of multistage non-optical transitions of
the multiatomic molecules for the electron-oscillatory excitation and at the triplet-triplets of
transitions T1->T1,…,j (the mechanisms of multistage photoionization) are originally raised the
electron-oscillatory of singlet-singlet transitions S*1->S*1,…,i. Here ρμν, pμν and rμν and Δρμν,
Δpμν and Δrμν is total electronics density, of matrix the order, and length of bonding.
A. E. Obukhov, “Spectroscopy of Ground and Excited States of the Multiatomic Molecules in
Aggregative State” (“Sputnik+”, Russia, Moscow, 2010).
87
P-26
!"#$%"&%"'
( % !! %# ## #
" ' )* % %# ## "%# %#"+%#*),!
% ## % " ## %' " )##!
) % "## ,* ) ) )
, ##' -* ## % %##./#!0*)##
% #%#./#!0*#!* "##
"%#))
#!1''2)"%#" )%%#*#"##
)#
"3*)%##"%#
#'
2
)##
"##%#)
##'###!#
.%# 0 "# %
" ## # # "% " # ! 1' ' 2 "%# ) "
"
% 4* # # ) ##
"'
1''"
"%###),'
#"#"%"
% + "# #/ % # ##' 2
* "" * ) # ." ##"0"##
3"%"#"# '
-)* %
" ## " #) ## ' 2
# ) " ## %%# .!"#
*%#0'1%%"
##5
"%"
%
'
!" #$%&&&'(
"6''*23'3'*'7'#')*+,+8**9!9:'
"6''*23'3'*5'7'*;'-
.
*"'
88
P-27
!"#
$%
&'(
) *++,- + .!/0 .120.1)30' '4
' ( 4-
4(#
''45 (
-' - !/613) 4 '(
4
!/ 13) 4
7" . 7 7 770( ) 4 ' 4 81 4'( )4- 5 6---
4 772(
'77'42 3 ( 9 -' !/613)77'54
- (
9'((2- 77'.0 .'0(:'+6 1'
4;<<("'-5(<<1(
4 ' 2 4 2 2' (
#'' 4
2 / (
) ' 2' !/613) 4
' '277'()'' 2' 4 2 /3=( ) 4
4 25<(8/3=(
!"#$%&$%%&'("!)*)*
! >(?#(?''("( '
2 ( <!"8<+(
89
P-28
!"##$!%
&!
! ! % ' % (
)
)
#*%+
)
, % - ) &(. ! /!
%)
0 )! &(.%
1# 0 ) 0% 2!
! 34,
5 )
% ' ) ! !%
60 !
%'!
+&7&897&
0 )
%'4.8:1;.
<41=#.8:1;4.
<41=>.8:1:>.
)
%
7
! ) ! % ' ) 0 % ' 0 !
%
?
)
!
3?(25% @
,
))! ;;= ) %
! ?(2 )! ) %
-! ! !
) ! ?(2 !1 )%
&
&
&
&
(%%1#,0 1#
,
0 1#
,0 %
90
P-29
!"
#$
%#
##
!
&&
'(
%
(&
'
'%%'$
'
'(
$)
*#
&
((
'
( ' #
%
' #
$
'
& %###
&
%%##'%%
#'
$
! (
'
##
% ( % '
+',
#
'
'(-$.
%
'
%%
'&
&
(
%
'
#
'#!
+
%
*(%
'%
'
'$.
%
'
%%
#
#
'
'%
'
'(
% '%%
(
#
'$ & % *#
% #
' #
& &
' /
#& %
(
&
''+'$0
'
##
%
(%
###12$
!"
#$%
&'()))*'+++*,
3(!
$4('
5$#(
- !
$6787889:889;$
!$ $.
!0$0$/$$<!$$1%
'
%%
#
-.678=,#-$
>?(
4@
)
1%
'
%%
(
'
'
(
%'&#
'/!677A7;6B79$
91
P-30
!"#
$ % & ' (
)
*+ ) ,
-
*.
*/
/$*0"
& , ' 1
(
(, ( 2
)
&/$*/$34
(-
/$*& (( /$3. -(& (
. ' 5 ,
*66 *6 7 /$8 (
/$" (')
) 5 (
-, 5& 5 )
. 1 ' ) 5 & ' ) (, ) )
, & 5 '
9:$)
8
8
'
94(
/$" , ( & ( (
'4
(
((,
)
4)
-& %& ( .& '
!"#!#$%""&"
92
P-31
!"#$%
&
'" $ $ $$ "(
$)*$'"$+,-,.*
$ $(( /'01'2,
(/3'01'2,
/4256/2
5 6" * 4 ( $
$("
,*
4($$
678"
9 4 $5 /.:;2<$ /2 /992<$ /2/:2*'"*
(
:/2/(2:=($
/2
:,($$(*
($ ( 9, ($
* " ($
( /2 * ( / : 2 , /5$2 ($ ( * ( 5$ $ /2 * 9 ! 5 * +,-,. $ >?@>> /2, /-2, /.2>>@(A> 5 : +,-,.
$*5!/B2(C$5$
+ $ /.DBEB"B 2 /DF;EB"B 2 * * *,+-,.$
0*
/+-,.GD.-,D;H
+-,.GB.,H$
2
9, I 5 * +,-,. $ >?@(>> /2, /-2,
/.2
>>@A>5:,
-:<J5/-B
K2
<K2
*9$5(
"
$$
!
"#$%&$%&&&'()$%&%'(&**+
L%
L,,
-.-B-,,;<";<D
MN,,
B,"/2,;H";<
M9,,-.F.D,#$,---"---
93
P-32
!
"
!
#$
%
&
'
()
&
)
*
')
& + *&
)
) * )
)
)
)
,-&
. $$ / 0 * ) / 1230 4
5 $ * * )$
*,-&'
)$/6 7820
)/6 7920
$ /6 82 0 ) . & : 4
/;<0 8= )
/ 6 7 30 5
)& 5 5
) 5 ' * & : ) * ..>
)
5&12&
?* )$) ) *
@ /AB0 5 & AB ** AB & +' ) @C2D2&6 73
& * >E
$*') )
) 5
&
**')
913
*)"22.&
!
"!
5
/)0
ABF )$)/*
'0&
$=) && & ;
)
*& 221/90G8"$GG7&
*H&
&
$
*
.
*
)
&
22G9CF72&
94
P-33
!
"
#
#
"
"
"
$
"
"#
%%
#
"#
&
%
'
(
"
)*
"
&
&
"
"
%
$
+,
-. "
%
&
(
&
"
%
($
%
"
"
"
%
$
&
&"
%
%"
#
&
"
$
"
%
)/01*2#
&
$
3
&
"
%"
"
#
"
"
%
(
)
"
4
56* &
%
$
#
&
"
%
&%
%
%
"
" "
&
7%
"
&
""
$
"
&
&
%%"
%
&
/01
$""
%
(
% 8
#
&
7"
$
/01
&
"
%
!
$
&
(
&
"
$7"7
"
"
&
3
"
+9: !
%
/01
($
%
&%
;,
;6,
)$*#
;<,=,,
)%*#
9<,
9+,
)&*
=;,
>
=<,
)"* ?
/01
"
%
%
%
"
""
%
#
&"
$
%(
$
&"
% !
&
""
$
'@
!
%
"
"
&
"
&
%
%
3 !"#
!
$%&'(&'(&)
&'(&'*+),#!
#
$%'*+,
A&
#
B&
#
C
.#
D
E#
?%
@#
!
D#
F
?
)+G+*
/
"
"
2G9,,9,<
2 #
/#
B
0@#
1
H/#
IH#
("
#
B
#
E
J#
@/#
E
#
J
0!#
.
J@#
EK
#
0#
7
)2,;*
$"
6 1
H/#
#
/#
B
0@#
#
7
)2,,+*
. 2;;<;99
95
P-34
!"
#
!$%"
&%
'&()*+!
%
")
&() , % ! ,
+" - % .
%.
&()" ) &()
#
%%
,
#.!.
.
'/)*"&
- .
% &() % .
% !" ,
+- , . 0 /)%
, % % ! .. %
')&* .
% % !" )
! 0- , ." 1 , #
/) %
, )& !"
,
%
. % 232
4".
-5
.#,.&()%"/)
%
,
)&
."
%"
.
%.%
.
%
,#
!
"
96
P-35
!
"#$
!"
%&
'(#)#*+#
,- ./(!0*1,23 & #
(&
!& & ! ## ## ! 4
! *# ! !!. - ./(
!0*(! *# 5
& !* 1* 67 3 ! #
*
#8(*
9,
#
- ./(!0*#
& & *
## ## - ./(!0* :2
**#
193 ,
# ,;;9, <=2 >( ?' ##
! ,2
!
*!
!##!*#1(@3
!&
!
5*
# !
## ! ,2 ! &
#
##
!##,2&
!&!*
*
&
*
#!*
1A(/3 %. <%: ## ! *! ! ( 7 . # 2"->60% <%: 9
. # *# 2B;:,)2C:%:##1(@3&
C:%:##
&
!
(@/
(/D&!
,
CE#.=8,282"->60%!&!#167/3&
6F
""#$##%!$&'(#)*+,
.".%###!.%B.&!.<.<."-./0
6.1
#!.E2.&!.<.?##.,2.."-12/06..>
97
3./7D(/D A G> AA
P-36
A new star-shaped donor-acceptor molecule for organic photovoltaics
A.N. Solodukhin1*, Y.N. Luponosov1, J. Min2, E.A. Svidchenko1, T. Ameri2, N. Kausсh-Busies3,
C.J. Brabec2, S.A. Ponomarenko1
1
Institute of Synthetic Polymeric Materials RAS
Institute of Materials for Electronics and Energy Technology, Friedrich-AlexanderUniversity Erlangen-Nuremberg
3
Heraeus Precious Metals GmbH & Co. KG, Conductive Polymers Division (Clevios)
2
Thiophene-based organic semiconductors possessing molecular architectures ranging from
linear to hyperbranched have been widely investigated as promising materials for organic
electronics. Star-shaped macromolecules are one of the most promising candidates among
themi,ii,iii,iv. In this work a new star-shaped oligomer (see Figure 1) with tris(2methoxyphenyl)amine core and bithiophene arms having dicyanovinyl substitutes was
synthesized and characterized.
NC
CN
CN
S
S
NC
S
O
S
N
O
O
S
S
NC
NC
Fig. 1. Schematic structure of the star-shaped molecule
This novel star-shaped molecule was synthesized using recently developed synthetic
approach for similar star-shaped molecules and based on the Knövenagel condensation of
the ketone precursor with malononitrile under a microwave irradiation. The electrochemical,
thermal and optical properties of this molecule were investigated by cyclic voltammetry,
differential scanning calorimetry, thermogravimetric analysis and UV-Vis spectroscopy.
Organic bulk heterojunction solar cell based on this star-shaped macromolecule as a donor
and PCBM[70] as an acceptor showed the open-circuit voltage of 0.88V, the short-circuit
current density of 9.15mA/cm2, the fill factor of 54.4% and promising power conversion
efficiency of 4.38%.
This work was supported by the Program of President of Russian Federation (grant МК6716.2013.3) and the Ministry of Education and Science of the Russian Federation
(11.G34.31.0055)
i
J. Min, Y. N. Luponosov, T. Ameri, A. Elschner, S.M. Peregudova, D. Baran, T. Heumüller,
N. Li, F. Machui, S. Ponomarenko, C. J. Brabec. Organic Electronics, 2013, 14, 219–229.
ii
Y.N. Luponosov, A.N. Solodukhin, S.A. Ponomarenko. Polymer Science, Ser. C, 2014,
56(1), pp. 105–135.
iii
J. Min, Y.N. Luponosov, A. Gerl, M.S. Polinskaya, S.M. Peregudova, P.V. Dmitryakov,
A.V. Bakirov, M.A. Shcherbina, S.N. Chvalun, S. Grigorian, N. Kausch-Busies, S.A.
Ponomarenko, T. Ameri, C.J. Brabec. 2014, Adv. Energy Mater., 4(5), 1301234.
iv
J. Min, Yu.N. Luponosov, A.N. Solodukhin, N. Kausch-Busies, S.A. Ponomarenko, T.
Ameri, C.J. Brabec. J. Mater. Chem. C, 2014,2, 7614-7620.
98
P-37
!
"
#
$%
&
'#
("#
##
"
#
""
" ##
" )*
"
"
#
+ ) #
#
# " #
##
"
#
"
"
#
""
##
#
" #
) ,
##
" # - ) ##
#
.))#
)
/
" 0 .))#
/
"
)
,
)
#
""#
#
""
1,##
#"",
"
#
- ) # /# " "
"/
2-32"3-#-
))
45 # - " )) ("/
6 4 5 7 " 28
93
"7"#
)
)
/1"
#
-
7#"4:5
;
""
#
"
" )
" ) " /
#
- # "1
" " "#
#
)
"
*
#
##
"#
; # )"# ")"#2</ 3
#
"")
,/= # # #
#
"1
" ;
#
"
#
#
#
#
"
)
:
$%
$
>>:2:3?#<>>/@A
6B>CD2>3?#D<E/D@
%% AD2 C3?#D<AE/D<D
99
P-38
Surface plasmon-polaritons on metals
covered with resonant thin films.
A.A.Strashko1,2*, V.M. Agranovich2
1
Moscow Institute of Physics and technology, Department of Problems of Physics and
Energetics
2
Institute for Spectroscopy RAS
The experimental investigations of plasmon-polaritons propagating along the metal surface
can be found in numerous published papers12. In this work, the theory of the dispersion of the
surface plasmon-polaritons propagating along the surface of metals covered with dielectric
resonant thin films (see Fig.1), developed in345, has been made more precise and complete.
Fig.1. Considered system
The calculations presented in this work enable now to evaluate not only the qualitative
dependence of the surface plasmon-polaritons splitting value upon the layer thickness l and
resonant wavelength , but also to determine the numerical value of the gap (see. Fig.2) .
Fig.2. Plasmon-polariton dispersion curves
(red – without resonant film, blue – with resonant film)
Yakovlev V. A., Nazin V. G., Zhizhin G. N., Optics Communications, 1975, 15 (2),
293–295.
2
Schwartz T., Hutchison J. A., Genet C., Ebbesen T. W., Physical Review Letters, 2011, 106,
196405.
3
Agranovich V. M., Malshukov A. G., Optics Communications, 1974, 11(2), 169-171.
4
Agranovich V. M., Soviet Physics Uspekhi, 1975, 18(2), 99-117.
5
V. M. Agranovich, S. A. Darmanyan, A. G. Mal’chukov, Optics Communications, 1980
33(3), 234-236.
1
100
P-39
Efficient standard and inverted photovoltaic cells using novel charge-selеctive buffer layer
materials
D. K. Susarova, O. A. Mukhacheva, L. A. Frolova, D. V. Novikov, R. A. Levin and P. A.Troshin
Institute for Problems of Chemical Physics of Russian Academy of Sciences
[email protected]
To achieve efficient and stable performance of organic photovoltaic cells it is necessary to
apply appropriately selected charge-selective buffer layers at the interfaces between the
photoactive layer and cathode or anode. Intensive research has been performed in that direction
which resulted in the development of many promising buffer layer materials. Nevertheless, most
of the existing materials failed to provide simultaneously high efficiency and long-term
operation stability in the devices.
Semitransparent indium- (ITO) and fluorine- (FTO) doped tin oxide electrodes exhibit
greater selectivity towards positive charge carriers due to their high work functions (4.7-5.2 eV).
We have developed a simple method for increasing the ITO and FTO work functions which
make them highly selective towards negative charge carriers (electrons). These electrodes were
shown to be suitable for designing highly efficient and stable inverted organic solar cells.
Standard bulk heterojunction solar cells comprising ITO/PEDOT:PSS anodes require also
n-type buffer layers at the cathode/active layer interface. We will present a family of
multifunctional [60]fullerene derivatives which behave as superior hole-blocking electrontransport materials improving the efficiency of organic solar cells by 20-35%. A mechanism of
the operation of the fullerene-based cathode buffer layers has been revealed for the first time and
will be particularly discussed.
101
P-40
!
"#
$%#&"
#
!"#$
%
&'
"
(
#
"
)
&
*
+,"-
*.-
) *
"
* *
/
/*
$ "- 0)&1 $ *
021 *
01 *
" *
/ "
" 34 " 5 4 - 6
/" *
* $
/ $
$ $ "
- *
)&$
" " *
/ / */*
"
*
*
-
7 *
"
" $8
$ *
/
"
*0-1-
--
***"*
"
*
*
-
''#(% #)
&#
*&*
(
+,#&-(%5%351-
102
P-41
Self-assembled monolayers on silicon dioxide for growth of crystalline organic
semiconductors.
A.V. Glushkova1*, O.V. Borschev2, V.A. Postnikov3, V.V. Sobornov1, V.V. Bruevich1, S.A.
Ponomarenko2, D.Yu. Paraschuk1.
1
Moscow State University, Department of Physics & International Laser Centre
2
Institute of Synthetic Polymer Materials RAS
3
Donbas National Academy of Engineering and Architecture
Self-assembled monolayers (SAM) are widely used for modification of oxide and metal surface
properties. For the purposes of organic electronics SAM are usually applied on silicon dioxide
surface, including usage as a gate dielectric and even active layer or organic field effect
transistors. In the current work the method of creating self-assembled monolayers of a novel
functional oligomer (dimethyl){11-[4-(trifluoromethyl)phenyl]undecyl}chlorsilane (Cl-Si-UndPh-CF3) was developed. The obtained monolayers were used for growth of crystalline films of
oligophenylenethiophenes (OPT) by physical vapor deposition.
We show that the Cl-Si-Und-Ph-CF3 oligomer can form a partly-filled amorphous self-assembled
monolayer on a hydroxyl-containing SiO2 surface. Herewith, self-assembly occurs during 24 h
in Cl-Si-Und-Ph-CF3 solution in toluene. The SAM properties were studied using
spectroellipsometry, atomic force microscopy and contact angle measurement.
It was shown that OPT crystals can grow on the Cl-Si-Und-Ph-CF3 monolayers, as well as on
monolayers of commercially available compounds octadecyltrichlorsilane (OTS) and
hexamethyldisilasane (HMDS). As a result, the SiO2 surface with the SAM is filled with a
polycrystalline OPT layer, while it did not grow on the unmodified SiO2 surface. We discuss
how the structure of the OPT and SAM end groups could stimulate the OPT growth on the SAM.
The further work is expected to improve the quality of the OPT crystalline layers to obtain a
highly-ordered SAM-OPT interface, which could be used for efficient field-effect organic
electronics devices.
This work was supported by Russian Foundation for Basic Research (Grant 13-03-12472).
103
P-42
Synthesis and Photovoltaic Properties of New Donor–Acceptor thienofluorantenes
Containing Copolymers with quinoid nature of π-conjugation.
D.Yu.Godovskya , M.L.Keshtova, Y.Zoub, Fang-Chung Chenc, A.R.Khokhlova
a
FGUP Institute of Elementoorganic Compounds n.a. A.N.Nesmeyanov, Moscow, Vavilova str.,
28, 119991 Russia
b
Central South University, Changsha, China
c
National Chiao Tung University, 1000 University Road, Hsinchu, Taipei, 30010, Taiwan
corresponding author e-mail: [email protected]
Abstract. A simple two-step process of the preparation of o-diketones by cyclization of the latter
in the reaction conditions of Lawesson was proposed. New tienofluorantens as novel derivatives
of
8,10-bis
(5-bromotiofen-2-il)-3-dodecyl-7
,11-di-(thiophen-2-yl)
fluoranthene
[8,9-c]
thiophene , 8,10-bis(5-bromothiophene-2-il)-3-dodecyl-7,11-di(thiophene-2-il)fluorontene[8,9c]thiophen,
8,10-bis(5-bromotiophenen-2-yl)-3-dodecyl-7,11-di-(thiophen-2-yl)fluorateno[8,9-
c]thiophen, which in the future as effective donor structures with quinoid nature of piconjugation will be used in the development of donor-acceptor polymers with narrow gap for
photovoltaic applications. Six new donor acceptor hienofluorantene-containig copolymers with
quinoid character of π-conjugation were synthesized. Photovoltaic cells on their basis, containing
bulk heterojunction were made and fully characterized
Acknowledgements. This work was supported by the Division of Chemistry and Material
Science of the Russian Academy of Sciences (Basic Research Programs OKh-3 “Design and
Study of Macromolecules and Macro-molecular Structures of New Generations”, OKh-2
“Design of New Metallic, Ceramic, Glass, Polymeric, and Composite Materials” and P-8
“Multifunctional materials for molecular electronics”) and by the Russian Foundation for Basic
Research, NSC No 13-03-91166 NSC_a 14-03-92003).
104
P-43
Density Functional Calculations of the Absorption and Fluorescence Spectra of Several
Olygoarylidene Compounds.
S.A. Pisarev1,2*, S.A. Ponomarenko1
1
2
Institute of Synthetic Polymer Materials RAS
Institute of Physiologically Active Compounds RAS
*email: [email protected]
TDDFT Spectrum (PBE0 / TZVP; TDA)
PBP
Organic luminophores constitute an important class of the organic electronic materials, and
the task of their design according to the photochemical properties is becoming even more
actual nowadays due to the search of new effective and selective materials for the purposes of
radiative energy conversion. The olygoarylidene molecules, both linear and branched, are
shown to constitute a group of very promising structures.
The design of luminophore olygoarylidene compounds requires the proper evaluation of both
absorption and fluorescence spectral properties of the potential luminophore molecules prior
to their synthesis. Among the most promising methods of the theoretical evaluation of
properties of the excited states of the sized organic and elementorganic molecules of the
moderate size, the time-depended density functional theory (TD DFT) methods should be
mentioned as extremely valuable.
The results of the computational studies of several potential olygoarylidene luminophore
molecules are to be presented. Spectral calculations using fairly well known approximations
including B3LYP and PBE0 hybrid exchange-correlation functionals of the electron density
and the Ahlrichs triple-zeta valence polarized (TZVP) basis set show rather good accordance
of the calculated estimates with the experimental data available. The analysis of the forntier
electron level energies of the calculated structures allows for the considerations concerinig the
possible structural modification to alter their spectral properties in a controllable way.
The work was supported by RFBR (project №13-03-12451).
105

Book of abstracts

Transcription

Similar documents

Harvest-Conference-Program--Final

good for your family and your school

PAÑPURI ORGANIC EXPRESS TREATMENTS PAÑPURI Organic

Correcting Concealer

Waldkauz organic

The ins and outs of selling to retail chains

pdf work sample

Save today at these vendors.

Agritourism Development: The LAC Experience and Beyond

Kristi Miller, Blue Sphere Corp.