Patent GB-803081-A (GB)
Title: Stabilisation of halogen-containing synthetic resins with organic phosphites
IPC: C08K5/524
Filed: 1955-01-10
Abstract: The invention comprises heat-resistant resin compositions containing as a major constituent halogen-containing synthetic resins, and as stabilizing agent organic phosphites obtained by the reaction between trialkyl or triaryl phosphites with unsaturated or epoxidated monohydric alcohols in insufficient amounts to replace all the alkyl or aryl groups of the phosphite or with dihydric or polyhydric alcohols.  Some of these phosphites are polymeric.  The compositions may contain as additional stabilizers organic metal salts, and/or organo-tin compounds and/or epoxy compounds.  The invention also comprises such resin compositions in which the organic phosphite stabilizing agents have the formula P(OR)x(OR1)y(OR2) 3-(x + y), wherein x and y are 0-2 and x + y = 1 or 2, R is alkyl or aryl, R2 is alkylene or an epoxidated aliphatic or aromatic radical, and R1 = R or R2. Examples describe the following compositions: (1) vinyl chloride resin, dioctyl phthalate, barium-cadmium laurate and phenyl dioleyl, ethyl dioleyl, allyl bis-octylphenyl, oleyl ditolyl, ethyl oleyl nonylphenyl, dibutyl oleyl or 3-cyclohexen-1-ylmethyl di-o-tolyl phosphite; comparative experiments with triethyl, trioctyl and triphenyl phosphites are described; (2) vinyl chloride-vinyl acetate copolymer resin, octyl diphenyl phosphate, dioctyl phthalate, calcium laurate, zinc 2-ethylhexoate and ethyl or phenyl di-9 : 10-epoxystearyl phosphite; (3) a dispersion type vinyl chloride resin, dioctyl phthalate, barium ricinoleate, cadmium 2-ethylhexoate, and a polymeric phosphite prepared by ester interchange between 2 mols. of triethyl or triphenyl phosphite and 1 mol. of glycerol, or between 1 mol. of triphenyl phosphite and 0.9 mol. of glycerol; (4) vinyl chloride-vinylidene chloride copolymer, dioctyl phthalate, barium-cadmium caprate, phenyl dioleyl phosphite and an epoxidated soya oil; (5) polyvinyl chloride resin, lead stearate, ethyl nonylphenyl oleyl phosphite and dioctyl phthalate; (6) polyvinyl chloride resin, dibutyl tin methoxide methyl maleate, phenyl dioleyl phosphite and dioctyl phthalate.  Films may be made from these compositions. Specification 711,145 is referred to.ALSO:The invention comprises a method for preparing mixed organic esters of phosphorous acid by the reaction between a trialkyl or triaryl phosphite and an unsaturated or epoxidated monohydric alcohol in an amount insufficient to replace all three ester groups, or with a dihydric or polyhydric alcohol; and the mixed esters prepared according to the method, some of which have the general formula: <FORM:0803081/IV (b)/1> where x and y are 0-2, x + y = 1 or 2, R is alkyl or aryl, R2 is alkylene or an epoxidated radical and R1 = R or R2 (when unsaturated or epoxyalcohols are used); in the case of glycols the monomeric products may have the formula: <FORM:0803081/IV (b)/2> in which R2 is a divalent alkylene radical derived from the glycol, or more generally, formul  of polymeric forms in which the unit of glycol or triol combined with phosphorus is polymerized.  In examples the products phenyl dioleyl, ethyl dioleyl, allyl bis(octylphenyl), 3-cyclohexen-1-yl-methyl diorthotolyl and ethyl di-9 : 10-epoxystearyl phosphites, a phenyl glyceryl phosphite, an ethyl glyceryl phosphite, and other similar compounds, prepared by the methods described, are used in synthetic resin compositions (see Group IV (a)).  Examples of the preparation of diphenyl oleyl phosphite from triphenyl phosphite and oleyl alcohol and of diethyl 9 : 10-epoxystearyl phosphite) from triethyl phosphite and 9 : 10-epoxystearyl alcohol, are also given.  Other dihydric and polyhydric alcohols specified for reacting with the phosphites include ethylene and propylene glycol, polyethylene and polypropylene glycols, glycerol, trimethylol propane, pentaerythritol and other sugar alcohols. Specification 711,145 is referred to.