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Reactions of Stabilizer Compounds. II. Formation and Thermal Decomposition of Peroxycyclohexa-2,5-dienones from Some Phenolic Antioxidants and Light Stabilizers

 

作者: DarylK. C. Hodgeman,  

 

期刊: Journal of Macromolecular Science: Part A - Chemistry  (Taylor Available online 1980)
卷期: Volume 14, issue 2  

页码: 173-183

 

ISSN:0022-233X

 

年代: 1980

 

DOI:10.1080/00222338008066630

 

出版商: Taylor & Francis Group

 

数据来源: Taylor

 

摘要:

In this paper a preliminary report is presented on studies of the reaction of several commercially important hydroxyphenyl-benzotriazole light stabilizers during AIBN initiated oxidation of cumene in chlorobenzene at 65°C. Each of the compounds studied reacted readily, the rate of reaction depending on the substitution pattern of the phenolic ring. In the case of 5-chloro-2-(3′-tert-butyl-2′-hydroxy-5′-methyl)phenylbenzotriazole, the major product was characterized as the corresponding cumyl-peroxycyclohexa-2,5-dienone. Thermal decomposition of tert-butylperoxycyclohexa-2,5-dienones derived from 2,6-di-tert-butyl-4-methylphenol, 2,4,6-tri-tert-butylphenol, and several hydroxyphenylbenzotriazole light stabilizers is reported. Decomposition by both O-O and C-O bond scission is observed, the CO bond scission mechanism being the major pathway for thermal decomposition of the benzotriazolyl substituted tert-butylperoxycyclohexa-2,5-dienones.

 

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