Patent GB-1008845-A (GB)
Title: Polymer stabilizer and polymer composition stabilized therewith
IPC: C07F7/22
Filed: 1962-05-17
Abstract: A stabilizer for high molecular weight polymers of ethylenically unsaturated monomers including chlorine-containing monomers comprises at least one of each of the compounds of the general formulae:- <FORM:1008845/C3/1> <FORM:1008845/C3/2> <FORM:1008845/C3/3> in admixture of from 40% to 70% by weight of (I), from 15% to 30% by weight of (II), and from 15% to 30% by weight of (III), wherein R is an aliphatic, aromatic or alicyclic group, SR1 is the residue of a mercapto compound, R2 is a monovalent hydrocarbon radical, each of the groups R3 and R4 is hydrogen or methyl, and R5 is an alkyl, aryl or alicyclic group (see Division C2).  Polymers specified are polyvinyl chloride, copolymers of polyvinyl chloride and vinyl acetate, copolymers of vinyl chloride and vinylidene chloride, rubber hydrochloride and post-chlorinated polyvinyl chloride, polyethylene, polypropylene, ethylene-propylene co-polymers, propylene-butylene co-polymers and all cis-1 : 4-polybutadienes.ALSO:A mixture of compounds of the general formulaae <FORM:1008845/C2/1> <FORM:1008845/C2/2> <FORM:1008845/C2/3> is prepared by reacting in amounts which theoretically would give rise to a mixture of from 40 to 70%, preferably 60%, by weight of a compound or compounds of the general formula (I), from 15 to 30%, preferably 20% by weight of a compound or compounds of the general formula (II), and from 15 to 30%, preferably 20% by weight of a compound or compounds of the general formula (III), one or more diorgano tin oxides, halides or alkoxides with:  (A) one or more mercaptans, mercaptides, mercapto alcohols, mercapto ethers, esters of a mercapto alcohol, esters of a mercapto acid and/or one or more thiolic acids;  (B) one or more monocarboxylic acids, and  (C) one or more monoesters of an unsaturated dicarboxylic acid; wherein R is an aliphatic, aromatic or alicyclic group, SR1 is the residue of a Group (A) compound, R2 is a monovalent hydrocarbon radical, R3 and R4 are each hydrogen or methyl, and R5 is an alkyl, aryl or alicyclic group.  The diorganolin compound is preferably a dihydrocarbon tin compound; the hydrocarbon groups may be a C3 to C12 alkyl group, allyl, benzyl, phenyl, tolyl or cyclohexyl group.  The mercaptan is preferably an aliphatic mercaptan having from 8 to 18 carbon atoms, e.g. decyl or dodecyl mercaptan.  Aromatic mercaptans may also be used in the formation of the group SR1, e.g. thionapthol, thiobenzyl alcohol, phenoxy ethyl mercaptan, and phenoxyethoxyethyl mercaptan.  Suitable mercapto alcohols are monothioethyleneglycol, monothiopropylene glycol, thioglycerol and thiodiethylene glycol, and esters of these alcohols in which the hydroxyl groups are esterified by an aliphatic, aromatic or alicyclic saturated or unsaturated monocarboxylic acid, e.g. thioglycol-2-ethyl hexoic acid ester.  Mercapto acid esters are suitably the esters of thioglycollic acid, and generally the esters of mono- and di-basic aliphatic and aromatic mercapto acids.  The two groups SR1 may together constitute the residue of an ethylene glycol diester of a mercapto acid, e.g. ethylene glycol dimercaptoacetate. A particularly suitable thioic acid is thiobenzoic acid.  The group R2COO- may constitute the residue of a fatty acid, preferably having from 7 to 30, especially 10 to 30, carbon atoms.  This group may also be the residue of an aryl or alkaryl carbonxylic acid.  The group O2CCR3=CR4COOR5 may be constituted by an a ,b -unsaturated carboxylate group, e.g. mono-esters of maleic acid, fumaric acid, mesaconic and citraconic acids.