US 4,361,665 AGranted

Heat-stable vinyl halide resin compositions and a process for their production

AssigneeTenneco Chemicals, Inc.

InventorsRobert S. Miller, Samuel Hoch, Mario Q. Ceprini

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Abstract

Heat-stable vinyl halide resin compositions comprise (a) a vinyl halide resin prepared by the polymerization of a vinyl halide-containing monomer component in an aqueous medium in the presence of a free radical generating polymerization initiator and a chain-terminating agent that is an ortho-dihydric phenol and (b) a liquid antimony stabilizer composition.

Claims6

Dependent claims

In the process for the production of heat-stable vinyl halide resin compositions wherein from 0.2% to 5% by weight of a liquid antimony stabilizer that consists essentially of

(A) a liquid antimony compound selected from the group consisting of
(1) antimony mercaptoacid esters having the formula Sb(SRCOOR').sub.3 ;
(2) antimony mercaptides having the formula Sb(SR').sub.3 ;
(3) antimony (mercaptoacid ester) (mercaptides) having the formula (R'S).sub.n Sb(SRCOOR').sub.3-n ;
(4) Bis(antimony di-(mercaptoacid ester)) alkylene glycol dimercaptoacid esters having the formula (R'OOCRS).sub.2 -Sb-S-(CH.sub.2).sub.m -COO-(CH.sub.2).sub.p -OOC-(CH.sub.2).sub.m -S-Sb-(SRCOOR').sub.2 ;
(5) Bis(antimony di-(mercaptide or mercaptoacid ester) sulfides having the formula (R"S).sub.2 -Sb-S-Sb-(SR").sub.2 ;
(6) antimony carboxylates having the formula Sb(OOCR"').sub.3 ;
and
(7) mixtures thereof, and
(B) 1% to 40% by weight of an acidic organic compound selected from the group consisting of mercaptoacid esters of the formula HSRCOOR', mercaptans of the formula HSR', mercaptoacids of the formula HS-(CR.sup.o.sub.2).sub.n -COOH, mercaptoalcohols of the formula HS-(CR.sup.o.sub.2).sub.n -CH.sub.2 OH, monocarboxylic acids of the formula R"'COOH, and mixtures thereof, wherein R represents alkylene, arylene, aralkylene, or alkarylene having 1 to 8 carbon atoms;
R' represents alkyl, aryl, alkaryl, or aralkyl having 2 to 18 carbon atoms;
R" represents --RCOOR' or alkyl, aryl, alkaryl, or aralkyl having 2 to 18 carbon atoms;
R"' represents alkyl having 6 to 11 carbon atoms or phenyl;
R.sup.o represents R' or H;
m is 1, 2, 3, or 4;
n is 1 or 2;
and p is 2, 3, or 4, is incorporated into a vinyl halide resin composition, the improvement wherein the vinyl halide resin in said composition is the product obtained by polymerizing a monomer component selected from the group consisting of vinyl halides and mixtures of a vinyl halide with at least one ethylenically-unsaturated monomer that is copolymerizable therewith in an aqueous medium at a temperature in the range of 40.degree. to 80.degree. C. in the presence of a free radical generating initiator and from 0.01% to 0.10%, based on the weight of the monomer component, of a chain-terminating agent that is a dihydric phenol having the structural formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each represents hydrogen or an alkyl group having 1 to 12 carbon atoms, said chain-terminating agent being added to the polymerization mixture when from 70% to 95% of the monomer component has been converted to polymer.

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Dependencies are inferred from the claim text.

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Abstract

In the process for the production of heat-stable vinyl halide resin compositions wherein from 0.2% to 5% by weight of a liquid antimony stabilizer that consists essentially of

(A) a liquid antimony compound selected from the group consisting of
(1) antimony mercaptoacid esters having the formula Sb(SRCOOR').sub.3 ;
(2) antimony mercaptides having the formula Sb(SR').sub.3 ;
(3) antimony (mercaptoacid ester) (mercaptides) having the formula (R'S).sub.n Sb(SRCOOR').sub.3-n ;
(4) Bis(antimony di-(mercaptoacid ester)) alkylene glycol dimercaptoacid esters having the formula (R'OOCRS).sub.2 -Sb-S-(CH.sub.2).sub.m -COO-(CH.sub.2).sub.p -OOC-(CH.sub.2).sub.m -S-Sb-(SRCOOR').sub.2 ;
(5) Bis(antimony di-(mercaptide or mercaptoacid ester) sulfides having the formula (R"S).sub.2 -Sb-S-Sb-(SR").sub.2 ;
(6) antimony carboxylates having the formula Sb(OOCR"').sub.3 ;
and
(7) mixtures thereof, and
(B) 1% to 40% by weight of an acidic organic compound selected from the group consisting of mercaptoacid esters of the formula HSRCOOR', mercaptans of the formula HSR', mercaptoacids of the formula HS-(CR.sup.o.sub.2).sub.n -COOH, mercaptoalcohols of the formula HS-(CR.sup.o.sub.2).sub.n -CH.sub.2 OH, monocarboxylic acids of the formula R"'COOH, and mixtures thereof, wherein R represents alkylene, arylene, aralkylene, or alkarylene having 1 to 8 carbon atoms;
R' represents alkyl, aryl, alkaryl, or aralkyl having 2 to 18 carbon atoms;
R" represents --RCOOR' or alkyl, aryl, alkaryl, or aralkyl having 2 to 18 carbon atoms;
R"' represents alkyl having 6 to 11 carbon atoms or phenyl;
R.sup.o represents R' or H;
m is 1, 2, 3, or 4;
n is 1 or 2;
and p is 2, 3, or 4, is incorporated into a vinyl halide resin composition, the improvement wherein the vinyl halide resin in said composition is the product obtained by polymerizing a monomer component selected from the group consisting of vinyl halides and mixtures of a vinyl halide with at least one ethylenically-unsaturated monomer that is copolymerizable therewith in an aqueous medium at a temperature in the range of 40.degree. to 80.degree. C. in the presence of a free radical generating initiator and from 0.01% to 0.10%, based on the weight of the monomer component, of a chain-terminating agent that is a dihydric phenol having the structural formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 each represents hydrogen or an alkyl group having 1 to 12 carbon atoms, said chain-terminating agent being added to the polymerization mixture when from 70% to 95% of the monomer component has been converted to polymer.

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