3-(4-anilinophenoxy)-2-hydroxypropyl sulfides, ethers and...

C - Chemistry – Metallurgy – 08 – K

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6/115, 400/9115,

C08K 5/18 (2006.01) C08K 5/372 (2006.01)

Patent

CA 1102348

Abstract of the Disclosure Compounds having the following structural formula: AZR wherein A has the following structure: Image wherein R1 and R2 are selected from the group consisting of H, alkyl radicals of 1 to 4 carbons, and alkoxy radicals of 1 to 4 carbons; R3 and R4 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 -CH2(CH2)nCOOR5, wherein R5 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 Image wherein R6 is selected from the group consisting of alkylene radicals (1-6C), cycloalkylene radicals (5-12C) and -R11-R10-(R12)n3 wherein R10 is a cyclo- alkylene (5-12C), R11 and R12 are alkylene radicals (1-6C) and N3 is 0 or 1, R7 is selected from the group consisting of alkyl radicals (1-4C); R8 is selected from the group consisting of alkylene radicals (1-6C); Y is selected from the group consisting of -O-, -S-, 1,4-phenylene, Image when Z is Image or -O-, and Image , wherein R9 is an alkylene radical (2-6C) which may be substituted by the group Image ; n1 is 0 to 4; n2 is 0 or 1 with the proviso that when Y and Z are both Image or both -O- then n2 can be 0-6, and Z is selected from the group consisting of Image , -S-, and -O-, such as 1-(4-anilinophenoxy)-3-dodecanethio-2-propanol, are formed by reaction between an epoxypropoxy-diphenylamino and a thiol, an alcohol or an amine. The compounds produced are useful as antioxidants for natural and synthetic elastomers.

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