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The synthesis of aromatic divinylogs and aromatic halogenated vinylogs

 

作者: K. C. Frisch,  

 

期刊: Journal of Polymer Science  (WILEY Available online 1959)
卷期: Volume 41, issue 138  

页码: 359-367

 

ISSN:0022-3832

 

年代: 1959

 

DOI:10.1002/pol.1959.1204113829

 

出版商: Interscience Publishers, Inc.

 

数据来源: WILEY

 

摘要:

AbstractTwo new higher homologues ofp‐divinylbenzene,p‐allylstyrene (p‐allylvinylbenzene) andp‐1‐propenylstyrene (p‐1‐propenylvinylbenzene) were synthesized and characterized. Intermediates for the synthesis of difunctional aromatic vinylogs,p‐chloro‐allylbenzene was prepared for the first time andp‐bromostyrene was made by methods different from those reported previously for this material. The usefulness of anhydrous cobaltous chloride for the activation of vinyl bromide in the reaction with aromatic Grignard compounds was demonstrated in the synthesis ofp‐allyl‐ andp‐bromostyrene. Rearrangement of the allyl to the 1‐propenyl group on treatment with activated alumina at 300° was shown in the synthesis ofp‐1‐propenylstyrene and 1‐propenylbenzene. Peroxide‐initiated bulk polymerization ofp‐divinylbenzene,p‐1‐propenylstyrene, andp‐allylstyrene established the following order of reactivity: vinyl>1‐propenyl>allyl. Preliminary polymerization of 1‐propenylstyrene and copolymerization with styrene in bulk and in solution showed the former to be an efficient though slower crosslinking agent thanp‐divinylbenzene. Molding of solid copolymers of styrene andp‐1‐propenyl‐styrene was carried out, resulting in

 

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