ANTIHARDENERS FOR CONJUGATED DIENE POLYMERS

摘要

1508413 Unsaturated amides GOODYEAR TIRE & RUBBER CO 28 Sept 1976 [1 Oct 1975] 40206/76 Heading C2C [Also in Division C3] Amides of the formula wherein x is 1 or 2, and wherein, when x is 1, R is selected from aryl (C 6-13 ), alkyl (C 4-18 ), cycloalkyl (C 5-12 ) and aralkyl (C 7-13 ) and wherein when x is 2, R is selected from arylene (C 6-13 ), alkylene (C 4-18 ), cycloalkylene (C 5-12 ), aralkene (C 7-13 ) and alkylene diaryl radicals having the structure -C 6 H 3 R5-R4-C 6 H 3 R6- wherein each C 6 H 3 is a trident radical derived from benzene by the removal of 3 H atoms; R1 is H or alkyl (C 1-12 ); R2 is H, alkyl (C 1-4 ), aryl (C 6-12 ), aralkyl (C 7-13 ), cycloalkyl (C 5-12 ) and carboxymethyl; R3 is H, alkyl (C 1-4 ), phenyl, substituted phenyl, cyclohexyl, carboxyl and carbalkoxy radicals (C 2-5 ); R4 is alkylene (C 1-4 ); and R5 and R6 are methyl or ethyl are prepared by reacting an amine of the formula RNHR1 or R1NHRNHR1 with an acid halide of the formula wherein R,R1, R2 and R3 are as defined above and X is Cl or Br, in the presence of an inorganic salt, e.g. sodium carbonate or an organic tertiary amine, e.g. triethylamine. In Examples 1 and 2 octadecylamine and p-phenylenediamine are reacted with methacylol chloride to produce N-octadeoylmethacrylamide and 1,4-dimethacrylamidobenzene. In Example 3 an alternative method is described for producing compounds of the above formula where aniline is reacted with methyl methacrylate to produce N-phenyl-2-methylpropenamide.