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170295 New-Epoxy-Resins Nonpricing Web.Pdf 170_New Epoxy Resins_NonPricing_Epoxy Resins.4 1/27/17 12:43 PM Page 1 170_New Epoxy Resins_NonPricing_Epoxy Resins.4 1/27/17 12:43 PM Page 2 Gelest, Inc. Telephone: General 215-547-1015 Order Entry 888-734-8344 FAX: 215-547-2484 Internet: www.gelest.com e-mail: [email protected] Correspondence: 11 East Steel Rd. Morrisville, PA 19067 For further information consult our web site at: www.gelest.com In Europe: In South-East Asia: Gelest Inc. For commercial and research quantities contact: Stroofstrasse 27 Geb.2901 Gulf Chemical 65933 Frankfurt am Main, 39 Jalan Pemimpin Germany Tai Lee Industrial Building #04-03 Tel: +49-(0)-69-3800-2150 Singapore 577182 Fax: +49-(0)-69-3800-2300 Tel: 65-6358-3185 e-mail: [email protected] Fax: 65-6353-2542 Internet: www.gelestde.com e-mail: [email protected] In Japan: In India: For commercial and For commercial and research quantities contact: research quantities contact: Gautavik International AZmax Co. Ltd. Tokyo Office 301, A Wing Chandan Co-op Hsg Soc. TEKKO KAIKAN 5F Dadabhai Cross Road North 3-2-10 Kayabacho Nihonbashi Vile Parle West, Mumbai 400056 Chuo-ku, Tokyo 103-0025 India Tel: 81-3-6661-1090 Tel: 91-22-26703175 e-mail: [email protected] Fax: 91-96-19190510 on-line catalog: www.azmax.co.jp e-mail: [email protected] In Taiwan: For commercial and research quantities contact: Kelly Chemical Corporation 9F, No.155, Sec.1, Keelung Rd, Taipei. Taiwan Tel: +886-2-27621985 Fax: +886-2-27532400 website: http://www.kellychemical.com e-mail: [email protected] Sales of all products listed are subject to the Commercial Status - produced on a regular published terms and conditions of Gelest, Inc. basis for inventory Developmental Status - available to support development and commercialization © Copyright 2017 Gelest, Inc. 170_New Epoxy Resins_NonPricing_Epoxy Resins.4 1/27/17 12:43 PM Page 1 Gelest, Inc. Silanes & Silicones for Epoxy Resins The outstanding properties of epoxy resins- • Silicone Resin Modifiers-Monofunctional toughness, rigidity, elevated temperature performance, Silicones (p.12). Siloxane and silicone diluents can chemical resistance and adhesive properties have reduce viscosity of epoxy systems as well as lower enabled their acceptance in a wide range of critical surface tension allowing ease of handling, facilitating electronic, optical and aerospace applications. Silicon- higher filler loading and infiltration of prepregs and based materials play key roles in extending the range of fine structural components. physical properties of conventional epoxy resin systems • Cycloaliphatic Silanes and Silicones (p.13). These enabling acceptance in applications with challenging materials, characterized by a combination of requirements such as ULSI encapsulation, die-attach cycloaliphatic and siloxane structures, have outstanding adhesives, optical component mounting, aerospace weathering characteristics, controlled release and coeffi- nanocomposites, UV-cure controlled release and cient of friction along with excellent electrical proper- controlled coefficient of friction coatings. ties. They can be cured either by cationic UV photoini- The main categories of silicon-based materials tiators or conventional epoxy hardeners. used in conjunction with epoxy resins are: • Silane Coupling Agents (p.1). These find applica- • Silane and Silicone Hardeners (p.14). These tions as adhesion promoters for composites, coatings materials, include siloxane and silicone with diamine, and adhesives. polyamine and dianhydride functionalities. • Difunctional and Multifunctional Epoxy • Organosilane Modified Silica Nanoparticles (p.16). Terminated Silicones (p.10). These include lower A range of silica structures from 20 nm to 1 micron have molecular weight siloxanes with discrete structures and been modified with silanes to reduce hydroxyl content higher molecular weight silicones with either pendant allowing improved dispersion. Other versions have or terminal epoxy functionalization. Depending on spe- monolayers with isolated amine functionality, providing cific structures and formulations they selectively impart controlled interactions with resins. a wide range of properties associated with silicones- With proper selection, formulators can achieve a bal- low-stress, low temperature properties, dielectric ance of performance properties, thereby taking advan- properties, release, and optical stability. tage of the unique properties of epoxies and silicones. General Comparison of Silicone & Bisphenol Based Epoxies Silicone Epoxies Bisphenol Epoxies Electrical Properties Dielectric Constant 2.4-3.0 3.5-5.0 Chloride, Ionic Impurities <25ppm 30-1000ppm Optical Color, Gardner <1 >1 Refractive Index 1.40-1.47 1.57-1.60 Thermal Low Temp. (Tg) <-60°C ~60°C Thermal Stress Relaxation (piezo) -2 to -3 -6 to -7 Silane Coupling Agents Silane Coupling Agents find applications as are blended with the epoxy resin. Amine functional adhesion promoters for composites and coatings. silanes can likewise be used to pretreat the filler or Silanes have the ability to form covalent bonds with blended with the hardener component of two-part inorganic substrates and epoxy resins. systems. Treatment of fillers in epoxy adhesives Most commonly, epoxycyclohexyl and glyci- improves dispersibility, increases mechanical properties doxy functional silanes are used to pretreat fillers or and improves humidity resistance. Epoxy Coupling Reactions General Reaction Specific Example O OH HO Si Substrate Polymer R’ R(CH) Si OH H2NCH2CH2NHCH2CH2CH2 Si 2 n O Surface OH HO Si + O CH OH CH O 3 3 O CH O H2C CH CH2 O CH2 2 CHOCH 2 CH2 O CH2 CH CH2 CH3 CH3 OH O Polymer ’ RR (CH2)n Si OSi Substrate OH O Surface OH HO Si CH3 CH O OCH CH CH NCH CH NCH CH CH Si O 2 CH2 2 2 2 2 2 2 2 H CH3 (215) 547-1015 www.gelest.com [email protected] 1 170_New Epoxy Resins_NonPricing_Epoxy Resins.4 1/27/17 12:43 PM Page 2 Gelest, Inc. Humidity Resistance vs. Flexural Strength of Epoxy Molding Compounds SIG5840.0 SIE4670.0 SIG5832.0 SIA0610.0 control Flexural Flexural strength (Relative value %) Hours at 85°C, 85% RH Single-component liquid cure epoxy adhe- substrate surfaces or from humidity. Deblocking sives and coatings employ dimethylbutylidene begins in minutes and is generally complete within blocked amino silanes. These materials show excel- two hours in sections with a diffusional thickness of lent storage stability in resin systems, but are acti- less than 1mm. vated by moisture provided by water adsorbed on Storage Stability of Epoxy Coating Solutions with blocked and unblocked aminosilanes OC2H5 10 Amino Silane - SIA0610.0 H2NCH2CH2CH2Si OC2H5 8 OC2H5 6 Blocked Aminosilane - SID4068.0 H3CCH3 4 CH Control CH2 OC2H5 2 C NCH2CH2CH2Si OC2H5 Viscosity Viscosity (cSt) CH3 OC2H5 0 3 5 Days 7 14 Epoxy Resin Solution: 50 parts bisphenol A epoxide, 5 parts SID4068.0 or SIA0610.0, 50 parts toluene Primer coatings for metal substrates utilize non-functional dipodal silanes in conjunction with dipodal silanes to improve wet adhesion. Compara- epoxysilanes. Functional dipodal silanes such as tive results for the addition of a non-functional dipo- SIB1833.0 bis(triethoxysilylpropyl)amine are used dalsilane (SIB1817.0bis(triethoxysilyl)ethane) in an with aminosilanes. EVA system are shown below. Epoxy systems use Effect of dipodal -SiCH2CH2Si- on the bond strength of a crosslinkable ethylene-vinyl acetate primer formulation Wet adhesion to metals (N/cm)* Primer on metal 10% in i-PrOH Titanium Cold-rolled steel No silane Nil Nil Methacryloxypropylsilane 0.25 7.0 Methacryloxypropylsilane + 10% dipodal 10.75 28.0 (cohesive failure) *90º peel strength after 2 h in 80ºC water. P. Pape et al, in Silanes and Other Coupling Agents, ed. K. Mittal, 1992, VSP, p105 (215) 547-1015 www.gelest.com [email protected] 2 170_New Epoxy Resins_NonPricing_Epoxy Resins.4 1/27/17 12:43 PM Page 3 Gelest, Inc. In low moisture conditions, stable mixtures ane/silsesquioxane-epoxy materials. Examples of cyclic azasilanes and compounds or polymers con- include a moisture-cure epoxy system with bisphe- taining epoxy groups can be formed. When nol A and N-n-butyl-aza-2,2-dimethoxysilacyclopen- exposed to moisture, there is a high speed ring- tane (SIB1932.4) [left]. Moisture-initiated chain opening of the cyclic azasilane, which deprotects extension was demonstrated with a difunctional amine functionality. The amine functionality can epoxy siloxane (DMS-E09) and N-methyl-aza-2,2,4- react with epoxy functionality, forming hybrid silox- trimethylsilacyclopentane (SIM6501.4) [right]. Cyclic Azasilane Moisture-Cure Epoxies Cyclic Azasilane Moisture-Initiated Reaction with Epoxides: Chain Extension Fast- H2O diffusion limited (time scale: minutes) Slow- hydrolysis/condensation limited (time scale: hours) Silane Coupling Agents for Epoxy Resins Selection Chart Resin Type Coupling Agent Class Suggestions for Primary Screening Epoxy Amine SIA0591.0 SIT8398.0 (linear aliphatic or Anhydride SIT8192.6 bisphenol A) Blocked Amine SID4068.0 Epoxy SIG5840.0 SIG5832.0 Epoxy, UV Cure Amine SIA0591.0 SIT8398.0 (cycloaliphatic) Epoxy SIE4668.0 SIE4670.0 Epoxidized Rubber Sulfur/Mercapto SIM6476.0 SIM6474.0 Amino Functional Silanes 20 20 name MW bp/mm (mp) D4 nD Activated and Enhanced Silanes SIA0610.A1 SIVATE™ A610 Activated Amine Functional Silane 0.97 flashpoint: 90°C (194°F) viscosity: 3.5 cSt. High speed reactivity. Does not require moisture activation for deposition. Improves adhesion and mechanical bond strength compared to conventional coupling agents [919-30-2] TSCA HMIS: 3-2-1-X 25g 100g 2.0kg 16kg SIA0610.E1 SIVATE™ E610 Enhanced Amine Functional Silane 0.95 flashpoint: 91°C (196°F) viscosity: 2.5 cSt. Imparts composites and primers with long-term durability in wide range of environments. Improves corrosion resistance of metal substrates TSCA HMIS: 3-2-1-X 25g 100g 2.0kg 16kg Monoamine Functional Silanes - Trialkoxy SIA0610.0 3-AMINOPROPYLTRIETHOXYSILANE 221.37 122-3°/30 0.951 1.4225 C9H23NO3Si AMEO, GAPS TOXICITY- oral rat, LD50: 1780mg/kg OC2H5 flashpoint: 104°C (220°F) primary irritation index: 6.50 ΔHvap: 11.8 kcal/mole γc of treated surface: 37.5 dynes/cm H2NCH2CH2CH2Si OC2H5 viscosity: 1.6 cSt.
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