Trilene EPDM Coating Technology

Transcription

Trilene EPDM Coating Technology
Innovative Coatings
Based on
Trilene® Liquid
EPDM Elastomers
Todd Cottrell
Director – Coatings, Adhesives and Sealants
+1.913.244.2244
[email protected]
Lion Copolymer Geismar, LLC
DBA Lion Elastomers
Confidential
Agenda
Collaboration
Introduction
- Available Data
- Development support
- Lion Copolymer, LLC
- EPDM polymer chemistry
01
02
03
Application
- TRILENE® EPDM
- Value for Coatings
Manufacturer
* Our objective is to introduce TRILENE® EPDM polymers to coatings manufacturers
and assist, if needed, in developing new coatings with TRILENE® EPDM polymers
* Lion is a producer of EPDM polymer only and not a coatings manufacturer
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DBA Lion Elastomers
Confidential
Lion Copolymer Company Profile
• Headquarters and manufacturing
in Geismar, LA; near New Orleans
• Fourth largest producer of EPDM
Geismar,
Louisiana
Rubber in North America
• Supplies ~25% of NA capacity and
~10% of global capacity
• Privately Held
• Serving automotive, plastics,
lubricants, adhesives, construction
and infrastructure related industries
• Two product lines: Royalene® EPDM
and Trilene ® Liquid EPDM
Trilene®
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Royalene®
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Key End Markets and Applications
EPDM
Polymer
Modification
Applications
Automotive






Door/window seals
Hoses, belts, brake
components and
gaskets
Body side moldings
and bumpers
Airbag systems,
instrument and door
panels and steering
wheel
Covers and sleeves
Tires
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
EP/EPDM Elastomers
used in thermoplastic
olefins (TPOs and TPVs)
- TPOs and TPV s are
used in a variety of
automotive, roofing
and consumer goods
applications
Construction





Single-ply roofing
membranes
Geomembranes
In-window seals
Drainage + tunnel seals
Pond liners
Confidential
Mech. Rubber
Goods
Wire & Cable
Increased use for wire
and cable insulation
 Cable jacketing lead-in
wire for residential and
commercial buildings,
building wire, mine
cable, nuclear plant
wire, automobile
ignition wire, control
and signal wire, power
cable and medium
voltage insulation, low
voltage insulation,
connectors and cable
filler

Used in appliance parts
such as hoses, agitator
boots and gaskets that
come in contact with
detergents and hot
water
 Also used for
household appliances
(dryers, dishwashers,
refrigerators, vacuum
cleaners, coffee
makers, blenders and
juicers).
 Belts and conveyors

EPDM - A Synthetic Rubber Elastomer
Ethylene Propylene Diene M*
EPDM is a manufactured by reacting Ethylene and Propylene with
one of several Dienes. The rubbery properties, saturated backbone
and reactive sites of EPDM give it desirable properties in coatings
applications.
* In ASTM Nomenclature system, M designates a saturated polymer backbone. In contrast, R designates polymers
that contain unsaturated backbone, e.g. NR, SBR.
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EPDM Properties for Coating Applications
Oxidation, UV and Ozone
Resistant
Hydrophobic and low
surface energy
Very Low Moisture
Permeability
Flexibility, especially at low
temperature
High filler and plasticizer
loading
Excellent electrical
properties
Ability to increase or
decrease cure speed
Good to excellent
adhesion to most
substrates and primers
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Why was EPDM Not Used in Coatings Before?
Lower molecular weight
TRILENE® Liquid EPDM is
now available
Traditional EPDM has high
molecular weight and
produces very high
viscosity or low solids/high
VOC coatings
Not acceptable for
modern coatings
formulations
- Additional
production capacity
- Production cost
efficiencies
.
High historical cost
No research into
coatings formulations
TRILENE®
Liquid EPDM
A dedicated Lion
technical support
team including a PhD
coating chemist is
now available
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$17-$21/Gallon
starting formulations
are now available
Example Starting Formulation
Material
Function
Supplier
Peroxide F.
UV F.
Trilene® T65
Function
Lion Copolymer
32.92
28.37
Ricon® 156
Co-agent
Cray Valley
2.74
2.36
SR-350
Co-sgent
Sartomer
0.69
Mineral Spirit
Solvent
Lard Oil
20.67
16.55
SIH6115.0
Exempted Solvent
Gelest
10.00
21.28
Disper BYK® 118
Dispersant
BYK
1.10
0.70
Ti-Pure® R-706
White Pigment
Dupont
8.23
9.46
Coupsil® 6508
Reinforcing Filler
Evonik
Ultrex® 96
Reinforcing Filler
Kaolin
Irgacure® 819
Photo Initiator
BASF
12% Co Ten-Cem
Catalyst
OMG
0.27
18% Zn Ten-Cem
Catalyst
OMG
0.27
Toluene
Co-solvent
Multi
Peroxan® PPIN
Curative
Pergan
1.65
Mineral Spirit
Solvent
Lard Oil
5.00
Part A
9.46
16.46
2.36
9.46
Part B
Total
100
100
64.3%
52.7%
243
247
Brookfield Viscosity (cP)
4600
5400
Specific Gravity
0.946
0.955
Solid Content (w/w%)
VOC (g/L)
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Typical Performance of Trilene® Based Coatings
Item
UV/Sunshine Cured
Peroxide Cured
Standard
Up to 80 wt%
Up to 80 wt%
ASTM D2369
<250 g/L
<250 g/L
ASTM D3960
Specific Gravity
~0.94
~0.94
ASTM D1475
Viscosity (25oC)
4000-9000 cP
3000-9000 cP
ASTM D2196
Tensile Strength
800-1200 psi
1200-1600 psi
ASTM D412
Elongation at Break
120-140 %
80-100 %
ASTM D412
Paint Dry Time
(to tacky free, 75oF)
30-60 min
3-4 hours
8 hours
16 hours
> 4 hours
> 1 hour
Solid Content
VOC
Paint Dry Time
(Walk-able, 75oF)
Paint Pot Life (75oF)
Adhesion to substrates
OK with aged EPDM, wood, metal, concrete, and typical acrylic
or epoxy primers
Moisture Permeability
< 0.2 perm
< 0.2 perm
Paint Shelf Life (70oF)
3 years
1 year
EXAMPLE TECHNICAL DATA
SHEET AVAILABLE
LINK
LINK
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ASTM D903
ASTM E96
Case Study: Protective Coating Application
Before Coating
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After Coating
Confidential
Case Study: Protective Coating Application 2
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Case Study:
Architectural Coating
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Case Study: Roof Coating – 8 Years Old
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Lion Technology Center Roof
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Lion Technology Center Roof
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Lion Technology Center Roof
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Lion Technology Center Roof
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Lion Technology Center Roof
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Field Application with Airless Spray
• Airless Spray Video 1
• Airless Spray Video 2
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Color Options
Color samples from peroxide formulations
on cold-rolled steel
White sample from UV formulation on aged
EPDM roofing sheet (no cleaning or pretreatment)
All colors can be manufactured with the 2K peroxide formulation, but only white is
available for 1K UV cure formulation.
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Potential Coating Applications
Roof and Water
/Chemical
Barrier Coatings
Anticorrosion
Coatings
Industrial Protective
Coatings: Pipes and
Containers
Exterior
Decorative
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Electrical
Coatings
Anti-fouling
Coatings
EPDM is a Possible Solution for Marine Biofouling
A market opportunity exists for systems with a lower cost than silicone and are non-toxic
Trilene® raw material cost is lower than silicone
Trilene® may eliminate the need for a tie layer
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Indication of Fouling Release Performance
EPDM Coating shows no barnacle
growth
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A leading commercial silicone based
coating shows barnacle growth after the
same period of exposure
Confidential
Comparison of Trilene® Based Coating Performance vs.
a Commercial Silicone Based Fouling Release Coating
Trilene® based Coating
(Typical)
Silicone Coating
(Typical)
Solvent Based
Solvent Based
VOC
<250 g/L
<250 g/L
Tensile Strength
> 3.0 MPa
1.0-1.5 MPa
100 – 150 %
100 – 200 %
Contact Angle
95 – 100 degree
110 degree
Surface Energy
22 – 24 dyne
20 – 22 dyne
> 500 gram
300 - 400 gram
Strong adhesion to metal and epoxy
Hard to adhere to anything –
need a tie coat
Epoxy + Epoxy + EPDM Coating
Epoxy + Epoxy + Tie Coat + Top Coat
$50-100 /gallon,
DO NOT NEED TIE COAT
> $150 /gallon for top coat
> $150 /gallon for tie coat
NOT TESTED
Claimed 10 years, usually > 5year
Feature
Basic System
Elongation at break
Scratch Resistance (ASTM D7027)
Adhesion to substrates
System
Price Level
Life Durability in Ocean
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Potential Applications as Fouling Release Coating
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Trilene® in Protective / Anticorrosion Applications
Low moisture permeability results in strong corrosion resistance
Rubber elasticity and high impact strength
Flexibility at low temperature
Excellent protection in coastal and marine environments
Single application, thick coating (2-5mm) achievable in 2K formulation
“Direct to Metal” applications
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Trilene® in Barrier and Decorative Applications
Inherently hydrophobic and low surface energy
Such hydrophobicity not achievable with current latex paints
Very high moisture resistance (especially compared to silicone)
Soft touch and feel combined with high mechanical strength
Fast UV / EB curing formulations achievable
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Trilene® in Electrical Applications
Naturally high dielectric strength and electrical resistance OR can be
formulated with high levels of carbon black to be conductive
Low moisture permeability allows for low electrical leakage
Good performance in hot and humid environments
Good performance at low temperature
Good UV resistance and weatherability
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Typical Properties of EPDM Latex
EPDM Polymer
Royalene®, Trilene®
Mw
5,000 and up
Solid Content
> 30%
Surfactant type
Non-Iononic
Surfactant Content (w/w)
5 – 50%
Brookfield Viscosity (25oC, cP)
100 – 10,000
pH value
6.8 – 7.0
Density (g/mL)
0.90 – 0.95
Average Particle Size
< 2 µm
Provisional US Patent Application: 1751.040A “METHOD FOR MAKING A CROSSLINKED ETHYLENE PROPYLENE DIENE TERPOLYMER LATEX”
Provisional US Patent Application: 1751.043A “SOLVENT-FREE METHOD FOR
MAKING ETHYLENE PROPYLENE DIENE TERPOLYMER LATEX”
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Miscibility of EPDM Latex with Acrylic Latex
DSC curve for mixture of 20% EPDM latex in acrylic latex
Viscosity change for mixture of EPDM latex in acrylic
latex
Disappearance of Tg peak of EPDM and reduction of viscosity showed good
miscibility of EPDM latex in acrylic latex.
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Potential Applications of EPDM Latex
A STAND-ALONE
1
AQUEOUS EPDM COATING
 Achieve same
performance as solvent
based coating but in
aqueous formulation
 Further research to
develop a curing package
still needed
AN ADDITIVE TO ACRYLIC
2
LATEX COATINGS
01
03
ADHESIVE, SEALANT
3
AND TACKIFIER
 Naturally tacky
 May support lower VOC formulations in
high performance
outdoor applications
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02
 Improve water
repellence
 Improve low
temperature flexibility
 Improve durability in
exterior applications
Conclusion: EPDM Coating Means Business Opportunity
Coatings based EPDM
Trilene® polymer
successfully
developed and are
sold in the market
today
Performance
compared to many
traditional resins
is superior
Wide range of
formulation
options enabled
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EPDM aqueous
latex is being
developed for
further
applications
EPDM Coatings offer potentials
in various coating applications
including: roofing, marine,
protective, electrical, barrier,
force cure and exterior
decorative coatings
Confidential
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Geismar, LLC DBA Lion
Confidential
Appendix
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Typical properties of EPDM and EPDM Compounds
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Low MW EPDM from Lion: Trilene® Series
Grades
Wt. % Diene
E/P Ratio
Mv*
Trilene® 65
10.5 DCPD
50/50
7,000
Trilene® 66
4.5 ENB
45/55
8,000
Trilene® 67
9.5 ENB
45/55
7,200
Trilene® 76
4.0 ENB
75/25
7,500
Trilene® 77
10.5 ENB
75/25
7,500
Lion Copolymer Geismar, LLC* Molecular weight derived from kinetic viscosity measurements.
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Viscosity of Trilene®
Low viscosity enables formulation into a coating. A drum
heater might be needed to handle Trilene® in industrial
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manufacture.
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Solubility of Trilene® in Solvents
Solvent
VM&P Naphtha
Mineral Spirit
80 Trilene® 65 / 20 Solvent
557,000
502,000
60 Trilene® 65 / 40 Solvent
22,000
21,000
40 Trilene® 65 / 60 Solvent
1,200
1,000
* Brookfield viscosty at 25oC. (cP)
Trilene® has good solubility in typical hydrocarbon solvents like mineral
spirits and naphtha, which are typical solvents for many commercial
Lionsolvent-based
Copolymer Geismar, LLC
coating products.
Confidential
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Curing of Trilene® Polymer: Peroxide Curing
Curing of EPDM relies on a free radical crosslinking chemistry. The
peroxide generates polymer free radicals either by adding to a double
bond or through the abstraction of Hydrogen atoms, often adjacent to
double
bond
Lionthe
Copolymer
Geismar,
LLC (α-H).
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Approaches to Achieve Curing at ROOM TEMP
• Choice of peroxide: A highly reactive peroxide is required,
especially considering the low MW of Trilene®. However, a fast
curing rate has to be balanced with sufficient operation time and
safety handling during manufacture and storage. A retarder might
be needed to protect peroxide before application.
• Choice of metal catalyst: In order to enhance the curing speed, a
Cobalt catalyst is needed. Due to the color of Cobalt catalyst, Zinc
catalyst is usually used in combination.
• Co-agents: Acrylate (category 1) and butadiene (category2) are also
used to enhance curing speed at room temperature. Co-agents
provides more unsaturation but may cause miscibility issues or
affect the long term aging performance.
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Room Temperature Drying with Peroxide
Development of mechanical strength 2 days after drying
Immersion to water 20 minutes after coating
Decent curing speed is achieved with proper formulation. Typical
dry to touch time is 3-4 hours and coating can contact or immerse
to water as quick as 20 minutes after coating. Full strength was
developed 2 days after coating.
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Elastomers
PPO:Lion
t-butyl
2-ethylperoxyhexanoate PPIN: t-Butyl peroxy-3,5,5-trimethylhexanoate TBPB: t-Butyl Peroxybenzoate
Curing of Trilene® Polymer: Photo / UV Curing
BAPO: Bis-Acyl-Phosphine Oxide, IRGACURE® 819, Peak adsorption 371, 400 nm, CAS# 162881-26-7
Curing through photo / UV follows the same free radical crosslinking
chemistry. The only difference is the source of free radicals. Irgacure® 819
(BAPO) has the best absorption and allows a curing with sunlight.
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Curing of Trilene® Polymer: Pigment
Choice of pigment is the key to allow for a sunshine curing. TiO2 generally
gives a window at 400nm so that Irgacure® 819 can access sufficient light
energy.
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Approaches to Achieve Curing at ROOM TEMP
• Choice of the photo initiator: The Irgacure® 819 (BAPO) was found
to be the most efficient and allows for the white coating to dry-totouch in as quick as 15-20 minutes;
• Surface cure vs. through cure: The oxygen has some inhibition
effect and surface cure is usually slower than through cure.
However, additional photo initiator (like Irgacure® 184 ) was found
unnecessary for formulation;
• Choice of pigment: A white TiO2 has been proved to work well in
combination with Irgacure® 819 (BAPO). Other inorganic pigments
do not work, especially when the coating is relatively thick;
• Co-agents: Some photo curable co-agents like Acrylate (category 1)
can be used to enhance the curing speed, but is not necessary for
the formulation;
• Catalyst: Generally not required.
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UV Curing of Trilene® Polymer
A starting UV formulation with Irgacure® 819 and
white TiO2 pigment after 2 days in sunshine.
Development of curing in sunshine and shaded area.
The Irgacure® 819 enables a fast curing under natural sunshine. The curing
after 2 days achieves sufficient mechanical strength. Curing in shaded area
is also sufficiently fast.
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Effect of Pigments in UV formulation
TiO2 formulation after
600 hours of QUV
Tensile strength of coatings after sunshine
Color Change after QUV exposure
ZnS formulation after
600 hours of QUV
ZnS has much less UV absorption than TiO2, leading to higher
curing and better mechanical strength, but the color stability
under UV is very weak and cannot be used in formulation.
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Typical Ingredients of Trilene® Based Coatings
Solvent
Optional:
Accelerators,
Exempted
Solvents, UV
stabilizer, Fire
retardants etc.
Curing Coagent
(acrylate or
PBD etc.)
(Mineral
Spirits,
Naphtha,
Toluene etc.)
Curatives
(Photo Initiator
or peroxide)
Trilene®
Polymer
(T65, T66, T67)
Pigment
(White TiO2)
Reinforcing
Fillers
(surface
treated silica,
Kaolin etc.
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raw materials cost: Confidential
Estimated at US$17-21 / Gallon.
Lab Demonstration to Make a 1-Gallon
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Study of Formulation: Different Trilene®Resin Types
E/P Ratio
Diene Type
Diene %
Mv (deltons)
T65
54/46
DCPD
9.75
6411
T66
45/55
ENB
4.5
8000
T67
45/55
ENB
9.5
7700
T76
75/25
ENB
4.0
7500
T77
75/25
ENB
10.5
7500
Solid%
55.9%
55.9%
55.9%
45.4%
45.4%
Estimated VOC g/L
236
236
236
379
379
Viscosity (cP, #64, 50%)
3260
4420
6440
5760
4280
Curing speed in 30 Minutes
OK
OK
OK
OK
OK
Tensile (psi, 5 days)
1086
327
592
411
524
Elongation at break (%)
114
43
100
44
86
Modulus (psi, 50%)
794
126
426
na
432
The functionality and molecular weight dominate the final coating
performance. Trilene® T65 shows the best results, probably due to
the more reactive and high content of DCPD.
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Effect of Trilene® with Lower Mw
Mv*
%diene
Trilene 65 Standard
6852
9.75
Trilene GE3E1005008
2848
10.89
Trilene GE3E1005011
2265
10.50
* Molecular weight derived from kinetic viscosity
measurements.
Effect of using lower Mw Trilene® polymer as
binding resin in a peroxide formulation.
Lower the Mw of Trilene® could reduce the viscosity, but might
induce lower mechanical strength.
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Effect of Curing Co-agents
Effect of using PBD (Ricon® 156) as coagent in a peroxide formulation after 48 hours of curing.
Existence of co-agents helps curing by providing extra unsaturation.
However, too much co-agent could weaken the coating due to the
lower Mw.
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Study of Formulation: Fillers
Effect of filler type and filler load on the properties of the peroxide coatings.
Both filler type and filler loading could have a deep effct on the
final mechanical strength of coating.
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Effect of Plasticizers
Effect of using a mineral oil as plasticizer in a starting UV formulation
after 2 days of sunshine.
Plasticizer can be used to reduce the paint viscosity but reduces
the curing and mechanical strength.
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Effect of Light Stabilizers for UV Formulation
Effect of using an HALS light stabilizer in a starting UV formulation (2 days curing).
Light stabilizers could potentially compete the UV source necessary for
the UV curing thus the application of light stabilizer should be carefully
selected.
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Study of Formulation: Dual Cure – Use Peroxide with
Photo Initiator to Enhance Curing
Addition of peroxide into a typical UV formulation. Cured in a typical summer sunshine for 7 days.
The addition of peroxide into a typical UV formulation does not
enhance the curing, indicating the dominance of photo initiator in
formulation. However, the addition of peroxide may help the
Lion Copolymer
LLC area or under cloudy conditions.
curingGeismar,
in shade
Confidential
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Summary of Formulating a Trilene® Paint
• Components and ingredients can be adjusted to meet
various application requirements;
• Among all factors, choice of curatives and pigments are
probably the most important to achieve a reasonable curing
rate.
• The choice of fillers, co-agents, plasticizers, light stabilizers,
dispersing agents, fire retardants etc. all help to enhance
some of the properties.
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Mechanical Strength – Tensile Test ASTM-D2370
Trilene Peroxide Cured
Trilene UV Cured
A commercial acrylic interior paint
A commercial silicone roof coating
A commercial acrylic roof coating
* Comparison was based on commercial products dried 7 days.
Trilene® based membrane showed better mechanical
strength than competing coatings.
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Hydrophobicity – Contact Angle Test ASTM-D7490
Hydrophobic
LINK TO A VIDEO
Hydrophilic
Trilene® based membranes are more hydrophobic than acrylic
and PU paints, and water is easier to exclude from the surface.
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Hydrophobicity – Ponding Water Resistance ASTM D7281
EPDM Coating
A Commercial
Acrylic Roof Coating
A Commercial
Silicone Roof Coating
* Water was let sitting on coatings at 40oC for 30 days.
Trilene® based membranes showed good dimension stability as
silicone rubber, while acrylic coatings showed significant swelling.
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Hydrophobicity – Instant Water Immersion
* EPDM coating was immersed into water 2 and 4 hours after being coated.
Immersion time was 24 hours. This is to simulate raining right after coating. After
immersion, coating was taken out and it cured normally. No blistering or loss of
adhesion was observed. (Slight rust was from the bare metal on the other side)
Trilene® based coating obtained hydrophobicity 2 hours after
being coated, indicating a fast curing and crosslinking.
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Water Moisture Vapor Resistance – ASTM-D1653, E96
Trilene® based membranes have very low water moisture
vapor transmission rate compared with other materials
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Adhesion to Substrates and Primers ASTM-D4541
Peroxide
UV
UV and Peroxide formulations after adhesion test.
Samples were allowed to cure 14 days before
testing.
Coatings showed good adhesion to various substrates and primers.
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DBA Lion Elastomers
Confidential
Adhesion to Substrates and Primers ASTM-D4541
Substrate
Aged EPDM Sheet
(pre-cleaned with NaOH)
Aged EPDM Sheet
(No Pretreatment)
New TPO Sheet
Aluminum Panel (Q Panel)
Cold Rolled Steel
Wood Panel
Concrete Panel
Master Chem KILZ2
Master Chem KILZ Complete
Behr 436
Roman Rx35
Glidden Gripper
Zinsser B.I.N.
Zinsser 1.2.3
ASTM D4541
Pulling Test (psi)
Results
2300
OK
2150
1350
1420
2200
1900
1600 (?)
2100
2300
2250
2450
2000
2240
2260
OK
OK
OK (?)
OK
OK
OK
OK
OK
OK
OK
OK
OK
OK
Peroxide coatings showed good adhesion to various substrates and
primers. UV samples are still being tested.
Lion Copolymer Geismar, LLC
DBA Lion Elastomers
Confidential
Weather-ability – QUV Aging Test ASTM-D4587
No cracking, blistering, oil
bleeding, delamination or
other defects
* Based on an exemplary Trilene® peroxide formulation coated to 15mil DFT. QUV lamp peaks at
340nm with output of 0.89 w/m2. Color was compared to a reference sample not exposed to QUV.
Trilene® based membrane showed good stability for 4000
hours under QUV accelerated aging
Lion Copolymer Geismar, LLC
DBA Lion Elastomers
Confidential
Aging Test: Direct Exposure to Sunshine
Fresh UV Cured Film
6 months field roof exposure
Trilene® based membrane showed good color and dimension
stability when exposed on roof for 6 months. No blistering, cracking
or delamination.
Lion Copolymer Geismar, LLC
DBA Lion Elastomers
Confidential
Cool Roof Qualification – Solar Reflectance ASTM-E903
Trilene® based roof membranes qualify with California Cool Roof
Code and Energy Star standard.
Lion Copolymer Geismar, LLC
Confidential
DBA Lion
Data Source:
OakElastomers
Ridge National Laboratory, Lawrence Berkeley National Laboratory, Cool Roof Rating Council (CRRC)