Hydrophilic Organofunctional Silicone Copolymers

Abstract

Hydrophilic silicone copolymers are the addition polymerization product of an unsaturated silicone macromer, and unsaturated polyoxyalkylene polyether, and optionally further unsaturated addition polymerizable monomers.

1 .- 17 . (canceled) 
     
     
         18 . A hydrophilic organofunctional silicone copolymer prepared by a process comprising free radical polymerizing, neat or in solution, a) one or more silicone macromers having at least one unsaturated group, b) one or more polyethers having at least one unsaturated group, and optionally, c) one or more ethylenically unsaturated monomers different from a) and b). 
     
     
         19 . A hydrophilic organofunctional silicone copolymer of  claim 18 , wherein the silicone macromers comprise linear, branched, cyclic, and/or three-dimensionally crosslinked polysiloxanes having at least 5 repeating siloxane units and having at least one functional group capable of free radical polymerization. 
     
     
         20 . A hydrophilic organofunctional silicone copolymer of  claim 18 , wherein the silicone macromers comprise silicones having the general formula R 1   a R 3-a SiO(SiR 2 O) n SiR 3-a R 1   a  in which R is identical or different and are monovalent, optionally substituted alkyl or alkoxy radicals having 1 to 18 C atoms, R 1  is a polymerizable group, a is 0 or 1, at least one a being 1, and n is from 5 to 10,000. 
     
     
         21 . A hydrophilic organofunctional silicone copolymer of  claim 18 , wherein the silicone macromers used are one or more selected from the group consisting of α,ω-divinylpolydimethylsiloxanes, α,ω-di(3-acryloyloxypropyl)polydimethylsiloxanes, α,ω-di(3-methacryloyloxypropyl)polydimethylsiloxanes, α,ω-di(acryloyloxymethyl)polydimethylsiloxanes, α,ω-di(methacryloyloxymethyl)polydimethylsiloxanes, α-monovinylpolydimethylsiloxanes, α-mono(3-acryloyloxypropyl)polydimethylsiloxanes, α-mono(acryloyloxymethyl)polydimethylsiloxanes, and α-mono(3-methacryloyloxypropyl)polydimethylsiloxanes. 
     
     
         22 . A hydrophilic organofunctional silicone copolymer of  claim 18 , wherein polyoxyalkylene polymers which have at least 3 repeating units and bear one or more alkenyl groups suitable for addition polymerization are used as polyethers having at least one unsaturated group. 
     
     
         23 . A hydrophilic organofunctional silicone copolymer of  claim 22 , wherein one or more polyethers selected from the group consisting of polyoxyethylene glycol divinyl ether, polyoxyethylene glycol diallyl ether, polyoxypropylene glycol divinyl ether, polyoxypropylene glycol diallyl ether, polyoxyethylene glycol di(meth)acrylate, polyoxypropylene glycol di(meth)acrylate, polyoxyethylene glycol monovinyl ether, polyoxyethylene glycol monoallyl ether, polyoxyethylene glycol monoacrylate, polyoxyethylene glycol monomethacrylate, polyoxypropylene glycol monoacrylate, polyoxypropylene glycol monomethacrylate, polyoxyethylenepolyoxypropylene glycol monovinyl ether, polyoxyethylenepolyoxypropylene glycol monoallyl ether, polyoxyethylenepolyoxypropylene glycol monoacrylate, and polyoxyethylenepolyoxypropylene glycol monomethacrylate are used as polyethers having at least one unsaturated group. 
     
     
         24 . A hydrophilic organofunctional silicone copolymer of  claim 18 , wherein the ethylenically unsaturated monomers comprise one or more monomers selected from the group consisting of vinyl esters of straight chain or branched alkylcarboxylic acids having 1 to 15 C atoms, (meth)acrylates of alcohols having 1 to 15 C atoms, (meth)acrylamides, vinylaromatics, olefins, dienes, vinyl halides, vinyl ketones, vinyl ethers, polymerizable silanes, unsaturated mono- and dicarboxylic acids and salts thereof, ethylenically unsaturated carboxamides and carbonitriles, mono- and diesters of fumaric and maleic acid, ethylenically unsaturated sulfonic acids and salts thereof, ethylenically unsaturated phosphorus-containing monomers, and cationic monomers. 
     
     
         25 . A hydrophilic organofunctional silicone copolymer of  claim 18 , wherein a) from 5 to 60% by weight of silicone macromer, b) from 30 to 90% by weight of polyether having at least one unsaturated group, and c) optionally from 5 to 50% by weight of ethylenically unsaturated monomer are copolymerized, the data in % by weight being based on the total weight of the monomers a), b) and c) and totaling 100% by weight. 
     
     
         26 . A process for the preparation of hydrophilic organofunctional silicone copolymers of  claim 18 , comprising free radical polymerizing, net or in solution, a) one or more silicone macromers having at least one unsaturated group, b) one or more polyethers having at least one unsaturated group, and c) optionally one or more ethylenically unsaturated monomers. 
     
     
         27 . In a composition wherein a dispersant or emulsifier is employed, the improvement comprising selecting as at least one dispersant or emulsifier, a hydrophilic organofunctional silicone copolymer of  claim 18 . 
     
     
         28 . A cosmetic composition comprising at least one hydrophilic organofunctional silicone copolymer of  claim 18 . 
     
     
         29 . A release agent or coating comprising at least one hydrophilic organofunctional silicone copolymer of  claim 18 . 
     
     
         30 . A building material composition optionally containing cement, a structure protecting composition, an antifoam formulation, a hydrophilizing agent, a water repellent agent, a textile softant, an anti-wrinkling agent, or a paper treatment agent, comprising at least one copolymer of  claim 18 .