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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