Polymeric alkylbenzenoid hydroquinoid antioxidants
AssigneeThe Standard Oil Company
InventorCarl Serres, Jr.
Life of this patent
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Abstract
Compositions of oxidizable organic materials having stabilizing amounts of polymeric alkylbenzenoid hydroquinoid antioxidants of from about 500 to about 50,000 molecular weight, and polymers which are the reaction products of a hydroquinone compound and a polymeric monohydroxy alkylbenzenoid compound.
Claims23
A composition comprising a polymer of a polymeric alkylaromatic hydroquinoid compound and an oxidizable organic material normally subject to adverse effects by oxygen, selected from the group consisting of lipids including animal and vegetable fats and oils, polymers, mineral oils and gasoline, wherein the oxidizable organic material is stabilized against oxidative degradation by a stabilizing amount of the polymer, said polymer having the structure ##STR11## (a) P is selected from the group consisting of (i) ##STR12## where R is selected from the group consisting of hydrogen and an alkyl group of 1 to 26 carbon atoms, Ar is substituted and unsubstituted and is selected from the group consisting of benzenoid ring moieties of 6 to 24 carbon atoms, said substituents being one or more alkyl groups of 1 to 26 carbon atoms, and (ii) substituted and unsubstituted aromatic moieties comprising phenyl moieties, substituents of said substituted aromatic moieties comprising one or more alkyl groups of 1 to 26 carbon atoms;
- (b) Y is selected from the group consisting of --CH.sub.2 --, --O--, --S--, --CH(CH.sub.3)--, --C(CH.sub.3).sub.2 --and phenyl moieties;
- (c) R' is selected from the group consisting of an alkyl group of 1 to 26 carbon atoms, and an aromatic moiety selected from the group consisting of a benzenoid group of 6 to 24 carbon atoms, the said aromatic moiety being substituted and unsubstituted, said substituents being one or more alkyl groups of 1 to 26 carbon atoms;
- (d) R" and R"' are independently selected from the group consisting of hydrogen and an alkyl group of 1 to 26 carbon atoms.
- (e) n is an integer from 2 to 200.
An alkyl aromatic hydroquinoid compound of the formula ##STR13## wherein (a) P is selected from the group consisting of (i) ##STR14## wherein R is selected from the group consisting of hydrogen and an alkyl group of 1 to 26 carbon atoms, Ar is substituted and unsubstituted and is selected from the group consisting of benzenoid ring moieties of 6 to 24 carbon atoms, said substituents being one or more alkyl groups of 1 to 26 carbon atoms, and (ii) substituted and unsubstituted aromatic moieties comprising phenyl moieties, substituents of said substituted aromatic moieties comprising one or more alkyl groups of 1 to 26 carbon atoms;
- (b) Y is selected from the group consisting of --CH.sub.2 --,--O--,--S--,--CH(CH.sub.3)--,--C(CH.sub.3).sub.2 -- and phenyl moieties;
- (c) R' is selected from the group consisting of an alkyl group of 1 to 26 carbon atoms, and an aromatic moiety selected from the group consisting of a benzenoid moiety of 6 to 24 carbon atoms, the said aromatic moiety being substituted and unsubstituted, said substituents being one or more alkyl groups of 1 to 26 carbon atoms;
- (d) R" and R"' are independently selected from the group consisting of hydrogen and an alkyl group of 1 to 26 carbon atoms.
- (e) n is an integer from 2 to 200 and the molecular weight of said compound is within the range of from about 500 to 50,000.
Dependencies are inferred from the claim text.