Patent GB-1048915-A (GB)
Title: Silane modified olefin copolymers
IPC: C08K9/08
Filed: 1965-04-30
Abstract: Copolymers, including graft polymers, containing a major proportion of units of one or more C2-C10 alpha-olefines, including stepene, and units containing pendant carboxylic acid, acyl halide or hydroxyl groups are reacted with silanes of the formula Y-Q-T-Z, where Y is <FORM:1048915/C3/1> or -NHR, in which R is H or a C1-C22 radical, Q is a C1-C22 divalent radical bonded through carbon atoms to both T and Y, T is a silicon-containing radical:  <FORM:1048915/C3/2> where n is 1-28, Z is a hydrolysable radical, and V is R or Z, the Y group being selected so as to react with the chosen hydroxyl, acyl halide or carboxyl group present in the olefine copolymer.  The reaction is preferably carried out in solution in a hydrocarbon or chlorinated hydrocarbon solvent.  The olefine copolymers so modified undergo cross-linking through Si-O-Si linkages when hydrolysed, and cross-linked coatings may be formed on various substrates using this reaction.  The modified copolymers may also undergo further reaction with suitable reactants, e.g. acids, acid halides, phosphates and mercaptans.  The examples describe reacting: (a) gamma-aminopropyltriethoxysilane, delta-aminobutyl-methyldiethoxysilane, p-aminophenyltriethoxysilane, phenylaminomethyl(methyl)diisopropoxysilane, di - (4 - hydroxymethylphenyl)-diethoxysilane, di - (4 - hydroxymethylphenyl)-diphenoxysilane, 2 - hydroxyphenylmethyl-ideneaminopropylmethyldiethoxysilane, methyl-N[(2 - methyl - 5 - thienyl)methyl] - amino-propylmethyldiethoxysilane, gamma-(N-2-carboxyethyl)aminopropyltriethoxysilane, delta-(N-2 - cyanoethyl)aminobutyl - diethoxysilane, gamma - aminopropylheptaethoxytriethoxysilane, 2 - hydroxyphenylmethylideneamino-propylpentaethoxydisiloxane, 2,4-dihydroxybenzophenone - 4 - sulphonamidopropyltriethoxysilane and bis(triethoxysilylpropyl)-amine with copolymers of ethylene and acrylyl, methacrylyl, fumaryl, itaconyl and maleyl chlorides, copolymers of ethylene and methacrylyl bromide and fluoride, terpolymers of ethylene, methacrylyl chloride and vinyl acetate, ethyl acrylate or nedrexene, a terpolymer of ethylene, vinyl acetate and monomethyl maleate chloride, a copolymer of styrene and methacrylyl chloride and graft copolymers of polyethylene and polyethylene containing grafted methacrylyl chloride, (b) glycidoxypropyltrimethoxysilane with a hydrolysed ethylene-vinyl acetate copolymer, and (c) glycidoxypropyltrimethoxysilane and 3,4-epoxycyclohexylethyltrimethoxysilane with an ethylene-methacrylic acid and an ethylene-vinyl acetate - methacrylic copolymer.  The examples describe also (d) the further reaction of certain of the silane-modified copolymers with acetyl chloride and bromide, potassium dihydrogen phosphate, ethyl mercaptan and n-propylamine, and (e) the preparation of the olefine-acid halide copolymers by the reaction of olefine-carboxylic acid copolymers with phosphorus halides.ALSO:Surfaces of paper, wood, metal and glass are coated with polymeric materials which are the reaction products of copolymers containing a major proportion of units of one or more C2-C10 alpha-olefins and units containing pendant carboxylic, acryl halide or hydroxyl groups with silanes containing groups reactive with the pendant copolymer groups and also containing hydrolyzable groups (see Division C3).  The examples describe: (2) coating glass slides and copper wire by dipping them in a carbon tetrachloride solution of the reaction product of gammaaminopropitriethoxysilane and an ethylene-methacrylyl bromide copolymer, (30) coating mild steel with a tetrachloroethylene solution of the reaction product of gamma-aminopropylytriethoxysilane and an ethylene-methacrylyl cloride copolymer, and (40) melt pressing on to a sheet of aluminium the reaction product of 3, 4-epoxycyclohexyl-trimethoxysilane and an ethylene-methacrylic acid copolymer.