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US 4,072,654 AGranted
3-(4-Anilinophenoxy)-2-hydroxypropyl sulfides, ethers and amines as antioxidants
AssigneeThe Goodyear Tire & Rubber Company
InventorRichard H. Kline
Life of this patent
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Abstract
Compounds such as 1-(4-anilinophenoxy)-3-dodecanethio-2-propanol are formed by reaction between an epoxypropoxydiphenylamine and a thiol, an alcohol or an amine. The compounds produced are useful as antioxidants for natural and synthetic elastomers.
Claims17
A compound having the following structural formula:
- AZR
- wherein A has the following structure:
- ##STR8## wherein R.sup.1 and R.sup.2 are selected from the group consisting of H, alkyl radicals of 1 to 4 carbons, and alkoxy radicals of 1 to 4 carbons;
- R.sup.3 and R.sup.4 are selected from the group consisting of H and alkyl radicals of 1 to 4 carbons (1-4C);
- R is selected from the group consisting of alkyl radicals (1-20C), phenyl or alkyl-substituted phenyl radicals, aralkyl radicals (7-12C);
- an acyloxyalkyl of the structure --CH.sub.2 (CH.sub.2).sub.n COOR.sup.5, wherein R.sup.5 is an alkyl (1-4C) and n is 0 or 1, the group A, and the group XA wherein X is a moiety of the structure ##STR9## wherein R.sup.6 is selected from the group consisting of alkylene radicals (1-6C), cycloalkylene radicals (5-12C) and --R.sup.11 --R.sup.10 --(R.sup.12).sub.n 3 wherein R.sup.10 is a cycloalkylene (5-12C), R.sup.11 and R.sup.12 are alkylene radicals (1-6C) and n.sup.3 is 0 or 1, R.sup.7 is selected from the group consistng of alkyl radicals (1-4C);
- R.sup.8 is selected from the group consisting of alkylene radicals (1-6C);
- Y is selected from the group consisting of --O--, 13 S--, 1,4-phenylene, ##STR10## wherein R.sup.9 is an alkylene radical (2-6C) which may be substituted by the group ##STR11## n.sup.1 is 0 to 4;
- n.sup.2 is 0 or 1 with the proviso that when Y and Z are both ##STR12## or both --O-- then n.sup.2 can be 0-6, and Z is selected from the group consisting of ##STR13##
6 more elements
Dependencies are inferred from the claim text.