Patent GB-852399-A (GB)
Title: Various polymers of certain acrylate and methacrylate monoesters of polyglycols and improved acrylonitrile polymer compositions obtainable therewith
IPC: C08F271/02
Filed: 1958-11-11
Abstract: Water soluble polymers having as essential ingredients in the polymer chain monomer units of CH2CZCO(OC2H4)nOC3H6) mX where Z is hydrogen or methyl, X is a halogen of atomic number 17 to 53, an alkoxy or alkyl sulphide radical containing 1 or 2 carbon atoms, n is a number having an average value from 5 to 100 and m is a number having an average value from 0 to 10; copolymers containing as essential ingredients in the polymer chain 10 to 90 mole per cent of the above units and 90 to 10 mole per cent of at least one monomeric sulphonic acid compound of formula:  <FORM:0852399/IV(a)/1> ; <FORM:0852399/IV(a)/2> or <FORM:0852399/IV(a)/3> hydrogen, an aliphatic hydrocarbon radical containing 1 to 4 carbon atoms or an alkali metal ion; Y is hydrogen, chlorine or bromine; R is methyl or ethyl:m is 0 to 2; n is 1 or 2; p is 0 or 1 and r is 1 to 4; and graft polymers wherein 10 to 80% by weight of the above polymers or copolymers have been graft copolymerized on 90 to 20% by weight of a polyvinyl lactam polymer may be prepared by polymerising the monomers, together with the polyvinyl lactam where appropriate, in bulk, solution, emulsion or dispersion in liquid media, e.g. water and dichloroethane, in the presence of catalysts, e.g. azodiisobutyronitrile, hydrogen peroxide, benzoyl peroxide, potassium persulphate or ammonium persulphate, redox systems, and ultraviolet, X-ray and gamma radiations.  Many suitable monomers are listed and specified polyvinyl lactyams include poly-N-vinyl-2-pyrrolidone, poly-N-vinyl caprolactam, poly-N-vinyl5-methyl-2-pyrrolidone and poly-N-vinylpiperidone.  Examples describe the polymerisation of (1 to 4, 16, 19 and 20) methoxy polyglycol methacrylate and (5) polyglycol monochloride methacrylate; the copolymerization of (15) sodium styrene sulphonate and methoxy polyglycol methacrylate; and the graft polymerization on polyvinyl pyrrolidone of (6 to 8) methoxypolyglycol methacrylate, (9 and 10) sodium vinyl benzyl sulphonate and methoxy polyglycol methacrylate, (11 and 12) sodium 2-sulphoethyl methacrylate and methoxy polyglycol methacrylate, and (13 and 14) sodium styrene sulphonate and methoxy polyglycol methacrylate.  Polymerization may be effected in the presence of isopropanol which functions as a chain transfer agent.  The polymers may be incorporated in acrylonitrile polymer compositions to improve the antistatic properties and dye receptivity thereof. They may be added to polyacrylonitrile solutions used in the production of shaped articles, especially fibres; or fibres in the aquagel condition; e.g. salt spun and wet stretched, may be impregnated with dispersions of the polymers of the invention prior to dyeing.  Polyglycol monoesters.  Polyglycol monoacrylates and monoethacrylates of the formula given above may be prepared by reacting alkyl acrylates or methacrylates with polyglycols having one non-reactive end group in the presence of an acid catalyst, e.g. paratoluene sulphonic acid, sulphuric acid and phosphoric acid, an inhibitor, e.g. hydroquinone and copper sulphate, and optionally a solvent, e.g. benzene, toluene, dichloroethane and carbon tetrachloride.  The product may be purified by contacting with an ion exchange resin. In examples methyl methacrylate is reacted with poly-ethylene glycol monomethyl ethers and polyethylene glycol monochloride in the presence of para-toluene sulphonic acid.  Specifications 758,937 and U.S.A.  Specifications 2,265,450, 2,317,804, 2,335,454 and 2,527,300 are referred to.ALSO:Compounds of formula CH2 = CZCO(OC2H4) n(OC3H6)mX where Z is hydrogen or methyl, X is chlorine, bromine, iodine, methoxy, ethoxy, -SCH3 or -SC2H5, n is a number having an average value 5 to 100 and m is a number having an average value 0 to 10, may be prepared by reacting alkyl acrylates or methacrylates with polyglycols having a non-reactive terminal group in the presence of an acid catalyst, e.g. para-toluene sulphonic acid, sulphuric acid or phosphoric acid, a polymerisation inhibitor, e.g. hydroquinone or copper sulphate, and optionally a solvent, e.g. benzene, toluene, ethylene dichloride or carbon tetrachloride.  Examples describe the reaction of methyl methacrylate with (1 and 2) polyethylene glycol monomethyl ether of molecular weight about 600; (5) polyethylene glycol monochloride of molecular weight about 610; and polyethylene glycol monomethyl ethers of molecular weights about (19) 900 and (20) 350.  Specification 758,937 and U.S.A. Specifications 2,265,450, 2,317,804, 2,335,454 and 2,527,300 are referred to.