US2010068539A1PendingUtilityA1

Optical coating composition

62
Individually held — no corporate assignee on recordPriority: Jul 25, 2005Filed: Mar 16, 2009Published: Mar 18, 2010
Est. expiryJul 25, 2025(expired)· nominal 20-yr term from priority
Inventors:Gerald D. Treadway
C09D 163/00C08K 5/5435Y10T428/31507C08G 59/306C08G 59/3254C08K 3/36Y10T428/31663C09D 183/06
62
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Claims

Abstract

Coating compositions yielding cured coatings that exhibit excellent abrasion-resistance and hardness for use on polymeric substrates such as the front side of optical lenses, in a manner that meets or exceeds the stringent requirements for such use. The compositions include the hydrolysis product of an epoxy functional alkoxy silane, a viscosity-reducing amount up to 50% by weight, solids basis, of a monomeric (silanol free) epoxy functional epoxy silane, and colloidal silica present in an amount sufficient to improve abrasion resistance as compared to a composition lacking the colloidal silica.

Claims

exact text as granted — not AI-modified
1 . A coating composition for forming a transparent, abrasion-resistant coating upon a substrate, the composition comprising:
 a. the hydrolysis product of an epoxy functional alkoxy silane,   b. a curing agent comprising a cationic photoinitiator for polymerizing epoxy compounds,   c. a viscosity-reducing amount up to 50% by weight, solids basis, of a monomeric (silanol free) epoxy functional epoxy silane, and   d. colloidal silica present in an amount sufficient to improve abrasion resistance as compared to a composition lacking the colloidal silica.   
   
   
       2 . A composition according to  claim 1  further comprising one or more polymerizable monomers. 
   
   
       3 . A composition according to  claim 2  wherein the monomers are selected from the group consisting of ethylenically unsaturated monomers, non-silane epoxies, oxetanes, alkylalkoxysilanes or tetraalkoxysilanes, vinyl ethers, and non-silane cycloaliphatic epoxies. 
   
   
       4 . A composition according to  claim 1  further comprising a silane coupling agent. 
   
   
       5 . A composition according to  claim 4 , wherein the agent comprises methyltrimethoxysilane (MTMS). 
   
   
       6 . A composition according to  claim 1  further comprising one or more polymerizable monomers and a silane coupling agent. 
   
   
       7 . A composition according to  claim 1  wherein the composition can be cured to provide a coating that exhibit an improved combination of abrasion-resistance and hardness as compared to a coating lacking the colloidal silica. 
   
   
       8 . A composition according to  claim 7  wherein the composition is prepared by providing and blending together parts A, C and D, followed by distillation to remove solvents, after which a cationic initiator B is incorporated and the composition can be photocured. 
   
   
       9 . A composition according to  claim 1  wherein the composition further comprises a polymerizable monomer and a silane coupling agent. 
   
   
       10 . A composition according to  claim 9  wherein
 a) the epoxy functional alkoxy silanes of parts A and D are independently prepared from the group consisting of glycidoxymethyl-trimethoxysilane, glycidoxymethyltriethoxysilane, glycidoxymethyl-tripropoxysilane, glycidoxymethyl-tributoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxysilane, β-glycidoxyethyl-tripropoxysilane, β-glycidoxyethyl-tributoxysilane, β-glycidoxyethyltrimethoxysilane, α-glycidoxyethyl-triethoxysilane, α-glycidoxyethyl-tripropoxysilane, α-glycidoxyethyltributoxysilane, γ-glycidoxypropyl-trimethoxysilane, γ-glycidoxypropyl-triethoxysilane, γ-glycidoxypropyl-tripropoxysilane, γ-glycidoxypropyltributoxysilane, β-glycidoxypropyl-trimethoxysilane, β-glycidoxypropyl-triethoxysilane, β-glycidoxypropyl-tripropoxysilane, β-glycidoxypropyltributoxysilane, α-glycidoxypropyl-trimethoxysilane, α-glycidoxypropyl-triethoxysilane, α-glycidoxypropyl-tripropoxysilane, α-glycidoxypropyltributoxysilane, γ-glycidoxybutyl-trimethoxysilane, δ-glycidoxybutyl-triethoxysilane, δ-glycidoxybutyl-tripropoxysilane, δ-glycidoxybutyl-tributoxysilane, δ-glycidoxybutyl-trimethoxysilane, γ-glycidoxybutyl-triethoxysilane, γ-glycidoxybutyl-tripropoxysilane, γ-propoxybutyl-tributoxysilane, δ-glycidoxybutyl-trimethoxysilane, δ-glycidoxybutyl-triethoxysilane, δ-glycidoxybutyl-tripropoxysilane, α-glycidoxybutyl-trimethoxysilane, α-glycidoxybutyl-triethoxysilane, α-glycidoxybutyl-tripropoxysilane, α-glycidoxybutyl-tributoxysilane, (3,4-epoxycyclohexyl)-methyl-trimethoxysilane, (3,4-epoxycyclohexyl)methyl-triethoxysilane, (3,4-epoxycyclohexyl)methyl-tripropoxysilane, (3,4-epoxycyclohexyl)-methyl-tributoxysilane, (3,4-epoxycyclohexyl)ethyl-trimethoxysilane, (3,4-epoxycyclohexyl)ethyl-triethoxysilane, (3,4-epoxycyclohexyl)ethyl-tripropoxysilane, (3,4-epoxycyclohexyl)-ethyl-tributoxysilane, (3,4-epoxycyclohexyl)propyl-trimethoxysilane, (3,4-epoxycyclohexyl)propyl-triethoxysilane, (3,4-epoxycyclohexyl)propyl-tripropoxysilane, (3,4-epoxycyclohexyl)propyl-tributoxysilane, (3,4-epoxycyclohexyl)butyl-trimethoxysilane, (3,4-epoxycyclohexyl) butyl-triethoxysilane, (3,4-epoxycyclohexyl)-butyl-tripropoxysilane, and (3,4-epoxycyclohexyl)butyl-tributoxysilane.   
   
   
       11 . A composition according to  claim 10  wherein the composition, when cured upon a polymeric substrate, provides improved abrasion resistance as compared to a composition lacking the colloidal silica. 
   
   
       12 . A composition according to  claim 1  wherein the composition is adapted to be cured on a polymeric surface to provide abrasion resistance (delta haze) of less than about 10%, when determined by Taber resistance, at 1000 cycles with a 500 g load. 
   
   
       13 . A composition according to  claim 12  wherein the abrasion resistance is less than about 5%. 
   
   
       14 . A composition according to  claim 13  wherein the abrasion resistance is less than about 2%. 
   
   
       15 . A composition according to  claim 1  wherein the ethylenically unsaturated monomer comprises an acrylic monomer. 
   
   
       16 . A composition according to  claim 16  wherein the acrylic monomer has an acrylic functionality not greater than two. 
   
   
       17 . A composition according to  claim 1  wherein the composition is provided in cured form upon a polymeric surface. 
   
   
       18 . A composition according to  claim 17  wherein the composition provides abrasion resistance (delta haze) of less than about 10%, when determined by Taber resistance, at 1000 cycles with a 500 g load. 
   
   
       19 . A composition according to  claim 18  wherein the abrasion resistance is less than about 5%. 
   
   
       20 . A composition according to  claim 19  wherein the abrasion resistance is less than about 2%. 
   
   
       21 . A method of providing an abrasion resistant coating to a polymeric substrate, the method comprising the steps of providing a coating composition according to  claim 1 , and curing the composition on the surface. 
   
   
       22 . A method according to  claim 21  wherein the substrate comprises an optical lens. 
   
   
       23 . A polymeric substrate coated according to the method of  claim 21 . 
   
   
       24 . An optical lens coated according to the method of  claim 22 .

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