New antidegradants based on fatty acids or derivatives functionalized with phenylenediamines

An antidegradant product made by a process comprising:

• i. hydroformylating one or more of:
• 1. a fatty acid or fatty acid derivative comprising one or more of a straight chain fatty acid having one or more carbon to carbon double bonds and from 10 to 20 carbon atoms, or an amide or thioester or thiocarboxylic acid thereof, or a mono-, di-, or triglyceride thereof, or an alkyl ester or an aryl ester or an alkylaryl ester thereof wherein the alkyl or aryl or alkylaryl group has from one to twelve carbon atoms, or
• 2. a fatty alcohol comprising one or more of a straight chain fatty alcohol having one or more carbon-to-carbon double bonds and from 10 to 20 carbon atoms,
• by reaction with carbon monoxide and hydrogen gases to obtain a hydroformylated intermediate;
• and
• ii. functionalizing the hydroformylated intermediate by reaction with a substituted or unsubstituted para-phenylene diamine having formula VII:
• wherein q is 0 or 1,
• each R2 is a group independently selected from —H, -alkyl, -aryl, -alkylaryl, -arylalkyl, and a group having formula III:
• wherein each R3 is a group independently selected from —OH, —O-alkyl, —O-aryl, —O-(alkylaryl),
• -NH2, —NH(alkyl), —N(alkyl)2, —NH(aryl), —N(aryl)2, —NH(alkylaryl), —N(alkylaryl)2, —SH, —S-alkyl, —S-aryl, and —S-(alkylaryl),
• each L2 is a group independently selected from —(C═O)— and —(CH2)—, and
• each R4 is independently selected from C5-26 alkenyl,
• to obtain the antidegradant product.