1,3-Dicarbonyl compounds and polyvinyl halide resin compositions containing the same
AssigneePhoenix Chemical
InventorsWilliam E. Leistner, Motonobu Minagawa, Kouji Tsuruga, Masashi Harada
Life of this patent
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Abstract
1,3-Dicarbonyl compounds are provided having the formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are defined in the description as well as metal and organotin enolate salts thereof. The compounds are effective in enhancing the resistance to deterioration by heat and light of polyvinyl halide resins.
Claims48
A polyvinyl halide resin composition having improved resistance to deterioration by light and/or when heated at 350.degree. F., comprising a polyvinyl halide resin formed at least in part of the recurring group:
- ##STR77## and having a halogen content in excess of 40%, where X.sub.1 is halogen and X.sub.2 is either hydrogen or halogen, and a 1,3-dicarbonyl compound having the formula:
- ##STR78## wherein:
- R.sub.1 is selected from the group consisting of hydrogen, alkyl groups having from one to about eighteen carbon atoms;
- cycloalkyl, cycloalkylalkylene, and alkylcycloalkyl groups having from five to about eighteen carbon atoms;
- and aryl, aralkyl and alkaryl groups having from six to about eighteen carbon atoms;
- and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, and alkoxy having from one to about eighteen carbon atoms;
- R.sub.2 is selected from the group consisting of alkyl groups having from one to about eighteen carbon atoms;
- cycloalkyl, cycloalkylalkylene, and alkylcycloalkyl groups having from five to about eighteen carbon atoms;
- and aryl, aralkyl and alkaryl groups having from six to about eighteen carbon atoms;
- and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, ester COOR.sub.1, alkyl and alkoxycarbonyl alkyl having one to about eighteen carbon atoms;
- and
- R.sub.3 is selected from the group consisting of hydrogen, alkyl groups having from one to about eighteen carbon atoms;
- cycloalkyl, cycloalkylalkylene, and alkylcycloalkyl groups having from five to about eighteen carbon atoms;
- and aryl, aralkyl and alkaryl groups having from six to about eighteen carbon atoms;
- and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1 and ester COOR.sub.1, having from one to about eighteen carbon atoms or the corresponding metal enolate salt thereof.
A stabilizer composition capable of enhancing the resistance to deterioration by heat and/or light of polyvinyl halide resins, comprising a 1,3-dicarbonyl compound having the formula ##STR79## wherein:
- R.sub.1 is selected from the group consisting of hydrogen, alkyl groups having from one to about eighteen carbon atoms;
- cycloalkyl, cycloalkylalkylene, and alkylcycloalkyl groups having from five to about eighteen carbon atoms;
- and aryl, aralkyl and alkaryl groups, having from six to about eighteen carbon atoms;
- and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, and alkoxy OR.sub.1 having from one to about eighteen carbon atoms;
- R.sub.2 is selected from the group consisting of alkyl groups having from one to about eighteen carbon atoms;
- cycloalkyl, cycloalkylalkylene, and alkylcycloalkyl groups having from five to about eighteen carbon atoms;
- and aryl, aralkyl and alkaryl groups having from six to about eighteen carbon atoms;
- and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, ester COOR.sub.1, alkyl and alkoxycarbonyl alkyl having from one to about eighteen carbon atoms;
- and
- R.sub.3 is selected from the group consisting of hydrogen, alkyl groups having from one to about eighteen carbon atoms;
- cycloalkyl, cycloalkylalkylene, and alkylcycloalkyl groups having from five to about eighteen carbon atoms;
- and aryl, aralkyl and alkaryl groups having from six to about eighteen carbon atoms;
- and such groups substituted with one or more groups selected from the group consisting of halogen, hydroxy, alkoxy OR.sub.1, and ester COOR.sub.1, having from one to about eighteen carbon atoms or the corresponding metal enolate salt thereof;
- and additional polyvinyl halide resin heat stabilizer.
Dependencies are inferred from the claim text.