# US 9,752,025 B2 · Polymerizable compositions and optical articles prepared therefrom > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,752,025 B2 - Document ID: US9752025B2 - Status: Granted - Kind: B2 - Application number: 14/071,849 - Filed: 2013-11-05 - Published: 2014-05-08 - Granted: 2017-09-05 - Earliest claimed: 2012-11-06 - Assignees: PPG Industries Ohio, Inc. - Applicants: Ppg Industries Ohio, Inc. - Inventors: David R. Fenn; Wei Wang; Charles R. Hickenboth; Robert D. Herold - Web page: https://patentgrep.com/patent/US9752025B2 ## CPC - C08L 33/14: of esters containing halogen, nitrogen, sulfur, or oxygen atoms in addition to the carboxy oxygen - C08F 2/02: Polymerisation in bulk - C08F 2/14: Organic medium - G02B 1/041: {Lenses} - C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06) - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS - G02B: OPTICAL ELEMENTS, SYSTEMS OR APPARATUS ## Abstract Provided is a polymerizable non-aqueous dispersion, wherein the non-aqueous dispersion comprises: (a) a polymerizable component; and (b) polymeric microparticles dispersed in a continuous phase, wherein the microparticles comprise a dispersion polymerization reaction product prepared from a reaction mixture comprising an ethylenically unsaturated monomer, and an acrylic polymer stabilizer, and wherein the continuous phase is the same as or different from the polymerizable component (a). Also provided are optical articles prepared from the polymerizable non-aqueous dispersions. ## Claims ### Claim 1 A polymerizable non-aqueous dispersion, wherein the non-aqueous dispersion comprises: (a) a polymerizable component as a continuous phase, wherein the polymerizable component (a) comprises at least one monomer, oligomer, and/or prepolymer having two or more allyl groups, and at least 95 percent by weight of said continuous phase comprises said polymerizable component; and (b) polymeric microparticles dispersed in the continuous phase, wherein the microparticles comprise a dispersion polymerization reaction product prepared from a reaction mixture comprising an ethylenically unsaturated monomer, an acrylic polymer stabilizer, and an aliphatic polyester stabilizer, and wherein said polymeric microparticles have a particle size of less than 500 nm, wherein the polymerizable component (a) further comprises at least one (meth)acrylate functional monomer and diethylene glycol bis(allylcarbonate). ### Claim 2 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the monomer having two or more allyl groups comprises diethylene glycol bis(allylcarbonate). ### Claim 3 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the non-aqueous dispersion further comprises a radical initiator. ### Claim 4 (depends on 3) The polymerizable non-aqueous dispersion of claim 3, wherein the radical initiator comprises a peroxy initiator. ### Claim 5 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the polymerizable component (a) further comprises: (a) at least one first (meth)acrylate functional monomer represented by the following Formula (I), wherein, L1 is selected from, a multivalent optionally substituted hydrocarbyl group optionally interrupted with at least one of —C(O)—, —S—, —O—, and combinations thereof, and a divalent linking group represented by the following Formula (A), wherein Y is O or S, L2 is independently for each n a divalent optionally substituted hydrocarbyl group optionally interrupted with at least one of —O— and —S—, R1 is independently selected for each n from hydrogen and methyl, and n is from 2 to 6; (b) optionally, a polymerization moderator; and (c) optionally, at least one monoethylenically unsaturated monomer. ### Claim 6 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the reaction mixture further comprises an aliphatic polyester stabilized seed polymer. ### Claim 7 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the aliphatic polyester has a carbon to oxygen ratio of 4:1 to 20:1. ### Claim 8 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the aliphatic polyester comprises poly-12-hydroxystearic acid. ### Claim 9 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the polyester has a weight average molecular weight of 10,000 to 30,000. ### Claim 10 (depends on 6) The polymerizable non-aqueous dispersion of claim 6, wherein the aliphatic polyester has a carbon to oxygen ratio of 4:1 to 20:1. ### Claim 11 (depends on 6) The polymerizable non-aqueous dispersion of claim 6, wherein the aliphatic polyester comprises poly-12-hydroxystearic acid. ### Claim 12 (depends on 6) The polymerizable non-aqueous dispersion of claim 6, wherein the polyester has a weight average molecular weight of 10,000 to 30,000. ### Claim 13 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the acrylic polymer stabilizer comprises a nonlinear acrylic polymer. ### Claim 14 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein at least 90 percent of the microparticles have an average particle size of up to 300 nanometers. ### Claim 15 (depends on 14) The polymerizable non-aqueous dispersion of claim 14, wherein at least 90 percent of the microparticles have an average particle size of 180 nm or less. ### Claim 16 (depends on 1) The polymerizable non-aqueous dispersion of claim 1, wherein the continuous phase is essentially free of non-polymerizable volatile organic compounds. ### Claim 17 (depends on 1) An optical article comprising a polymer prepared from the polymerizable non-aqueous dispersion of claim 1. ### Claim 18 (depends on 17) The optical article of claim 17, wherein the optical article is a lens, sheet product, scratch resistant lens, or scratch resistant sheet. ### Claim 19 A polymerizable non-aqueous dispersion, wherein the non-aqueous dispersion comprises: (a) a polymerizable component as a continuous phase, wherein the polymerizable component (a) comprises two or more ethylenic unsaturations; and (b) polymeric microparticles dispersed in the continuous phase, wherein the microparticles comprise a dispersion polymerization reaction product prepared from a reaction mixture comprising an ethylenically unsaturated monomer, and an acrylic polymer stabilizer, and wherein said polymeric microparticles have a particle size of less than 500 nm, wherein the polymerizable component (a) comprises: (a) at least one first (meth)acrylate functional monomer represented by the following Formula (I), wherein, L1 is selected from, a multivalent optionally substituted hydrocarbyl group optionally interrupted with at least one of —C(O)—, —S—, —O—, and combinations thereof, and a divalent linking group represented by the following Formula (A), wherein Y is O or S, L2 is independently for each n a divalent optionally substituted hydrocarbyl group optionally interrupted with at least one of —O— and —S—, R1 is independently selected for each n from hydrogen and methyl, and n is from 2 to 6; (b) optionally, a polymerization moderator; and (c) optionally, at least one monoethylenically unsaturated monomer.