Patent GB-1080178-A (GB)
Title: Boron-containing organo tin compounds and stabilized resin compositions comprising them
IPC: C07F7/22
Filed: 1965-03-24
Abstract: Vinyl chloride polymer compositions are stabilized with a minor proportion of a boron-containing organotin compound of formula <FORM:1080178/C3/1> wherein each R is alkyl, alkenyl, aralkyl, alkaryl or aryl; X1 is a residue of a mono- or polymercapto compound containing at least one free -SH group; and X2 and X3 are hydroxyl, X1, residues of mercapto compounds containing no free -SH groups or residues of carboxylic acids.  The polymer may be polyvinyl chloride, copolymers of vinyl chloride, e.g. with vinyl acetate or vinylidene chloride, and mixtures of such polymers with other polymers, e.g. chlorinated polyethylene and styrene/acrylonitrile copolymers.  Many suitable stabilizers and precursors thereof are listed and examples describe compositions comprising (1-10) polyvinyl chloride, (15) a vinyl chloride/vinyl acetate copolymer, (17) a vinyl chloride/vinylidene chloride copolymer, and mixtures of polyvinyl chloride with (19) a styrene/acrylonitrile copolymer and (21) chlorinated polyethylene, stabilizers in which (1) R is butyl and X is -SCH2COOCHCH3CH2OOCCH2SH; (2) R is methyl, X1 and X2 are -SCH2COOCH2CH2OOCCH2SH and X3 is -OOCCH=CHCOOC16H33; (3) R is octyl, X1 is -SCH2COOCH2CH2OOCCH2 SH, X2 is -SC12H25 and X3 is -OOCC11 H23; (4) R is butyl, X1 is -OOCCH2SH, X2 is -SCH2COOCHCH3CH2OOCCH2SH and X3 is -SCH2COOC4H9; (5) R is butyl, X1 is -OOCCH2CH2SH, X2 is -OOCC7H15 and X3 is -OOCCH2SH; (6) R is phenyl, X1 is -OOCCH=CHCOOCH2CH2SH and X2 and X3 are -OOCCH=CHCOO-; (7) R is phenyl, X1 is -OOCCH2CH2SH and X2 and X3 ar -SCH2CH2COO-; (8) R is butyl and X is -OOCCH2CH2SH; (9) R is butyl and X is -OOCCH=CHCOOCH2CH2SH; (10) R is butyl, X1 is -SCH2COOCH2CH2OOCCH2SH and X2 and X3 are -OOCCH2S-; (15) R is butyl, X1 and X2 are -SCH2CH2OOCCH=CHCOOCH2CH2SH and X3 is -OOCC11H23; (17) R is octyl, X1 is -SCH2OOOCH2CH2OOCCH2SH and X2 and X3 are -SC12H25; (19) R is methyl, X1 is -SCH2COOCHCH3CH2OOCCH2SH, X2 is -OOCC11H23 and X3 is -OOCCH=CHCOOCH2C6H5; and (21) R is phenyl, X1 is -OOCCH2SH and X2 and X3 are -OOCCH=CHCOO-.ALSO:Boron-containing organotin compounds of formula <FORM:1080178/C2/1> wherein each R is an alkyl, alkenyl, aralkyl, alkaryl or aryl group; X1 is a residue of a monomercapto or polymercapto compound the residue containing at least one free sulphydryl group; X2 and X3 are hydroxyl, X1, residues of monocarboxylic acids or maleic acid or acid esters, or residues of mercapto compounds containing no free sulphydryl groups, and any two X's may be joined to form a cyclic structure provided that if X1 is so joined a free sulphydryl group is retained; may be prepared by reacting a mole of boric acid and 3 moles of a dihydrocarbon tin oxide with 1 mole each of compounds corresponding to the residues X1, X2 and X3.  An extensive list of compounds from which the X residues may be derived is given and examples describe compounds derived from 1 mole of boric acid and in molar proportions (1) 3 dibutyl tin oxide and 3 propylene glycol dithioglycollate, (15) 3 dibutyl tin oxide, 2 dimercaptoethyl maleate and 1 lauric acid; (17) 3 dioctyl tin oxide, 1 ethylene glycol dithioglycollate and 2 lauryl mercaptan; (19) 3 dimethyl tin oxide, 1 propylene glycol dithioglycollate, 1 monobenzyl maleate and 1 lauric acid; and (21) 3 diphenyl tin oxide, 1 thioglycollic acid and 1 maleic acid. Other compounds disclosed are those of formula <FORM:1080178/C2/2> <FORM:1080178/C2/3> <FORM:1080178/C2/4> <FORM:1080178/C2/5> <FORM:1080178/C2/6> <FORM:1080178/C2/7> <FORM:1080178/C2/8> <FORM:1080178/C2/9> <FORM:1080178/C2/100> <FORM:1080178/C2/111> <FORM:1080178/C2/122> <FORM:1080178/C2/133>