ISSN:
0887-624X
Keywords:
benzocyclobutene
;
o-quinodimethane
;
radical polymerization
;
Diels-Alder reaction
;
Chemistry
;
Polymer and Materials Science
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
4-Vinylbenzocyclobutene (1) was prepared by the nickel-catalyzed coupling reaction of 4-bromobenzocyclobutene with vinylbromide in 70% yield. Radical homopolymerization of 1 at 60°C for 24 h afforded poly(4 vinylbenzocyclobutene) [poly(1)] in 89% yield and radical copolymerizations of 1 with styrene (St) or methyl methacrylate (MMA) were carried out to obtain the corresponding copolymers. The Q = 1.07, e = 0.046. As a model reaction of the polymer reaction of the polymer reaction of poly(1) and poly(4-vinylbenzocyclobutene-co-styrene) [copoly(1-St)] with dienophiles, the Diels-Alder reaction of benzocyclobutene with N-phenylmaleimide (MI) or maleic anhydride (MANH) was carried out to determine the optimum reaction conditions. Under the optimum condition, the Diels-Alder reaction of poly(1) and copoly(1-St) with MI and MANH in the presence of 4-tert-butyl-catechol as an inhibitor were carried out to yield the corresponding polymers in good yields. The properties (solubilities, Tg, and temperature of 10% weight loss) of the products obtained from the polymer reaction were different from these of poly(1). © 1995 John Wiley & Sons, Inc.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/pola.1995.080330412
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