HETEROCYCLIC HYDRAZINES, AMIDES AND LACTAMS AND THEIR USE IN THE ENHANCEMENT OF RESISTANCE OF OLEFIN POLYMERS TO COPPER-CATALYZED OXIDATIVE DEGRADATION

摘要

1,274,759. Heterocyclic amides; lactam and acid hydrazides. ARGUS CHEMICAL CORP. 20 May, 1969 [30 May, 1968], No. 25579/69. Heading C2C. [Also in Division C3] Heterocyclic hydrazines, amides and lactams of the general formula in which the group represents a pyrrolidine, pyrrole 1,2,4-triazole, benzimidazole, benzothiazole, thiazole, or pyrazole ring and Z is selected from (1) in which R 1 is hydrogen, aryl or where R 2 is -R 4 SH, or a group of the formulµ where R 3 is C 1-18 alkyl, R 4 is C 1-6 alkylene, a, b and d or 0, 1 or 2 and c is 0 or 1, X is oxygen or sulphur, (2) where R 5 is a ring or -N = CHR 6 , where R 6 is hydroxyaryl, or (3) groups of the formulµ a ring of the formula or a fused ring of the formula where R 7 is hydrogen and R 8 alkoxy, are prepared (1) by condensing the heterocyclic acid with hydrazine or an aryl hydrazine and reacting the resulting acid hydrazides, if required, with, e.g., carbon disulphide, a thiodialkanoic acid, thioglycolic acid, an acetoacetate or an alkylene - bis - thioglycolate, (2) reacting the heterocyclic carboxylic esters with a heterocyclic amine to obtain the amides or condensing the acid hydrazides with hydroxyarylaldehydes, and (3) heating diesters of heterocyclic-2- succinates with hydrazine to obtain the acyclic or cyclic hydrazides of the succinates or subjecting the heterocyclic acids to intermolecular condensation in the presence of POCl 3 . Examples A-V relate to the preparation of specific compounds which are used in the stabilizaton of polyolefins (see Division C3).