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Thermal latency and structure–activity relationship of aminimides in the polymerization of epoxide

✍ Scribed by Sang-Do Lee; Fumio Sanda; Takeshi Endo

Publisher
John Wiley and Sons
Year
1997
Tongue
English
Weight
171 KB
Volume
35
Category
Article
ISSN
0887-624X

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✦ Synopsis

1,1-Dimethyl-1-(2-hydroxypropyl)amine p-substituted benzimide (''aminimide'') derivatives were prepared by the reaction of p-substituted methyl benzoates with equimolar amounts of 1,1-dimethylhydrazine and propylene oxide. These ylide compounds are shown to be useful as thermally latent initiators for the polymerization of glycidyl phenyl ether (GPE). Bulk polymerization of GPE with 3 mol % of these aminimides was carried out at 40-150ЊC for 8 h, showing ¢ 100ЊC was required for an effective rate. No consumption of the monomer could be observed at temperatures lower than 80ЊC. p-Methoxy substituted 1 showed the largest thermal latency among four aminimides tested. The activities of the aminimides increased with an increase of electron-donating ability of the substituents on the benzene ring, according to the following order: 1(p-MeO) ú 2(p-Me) ú 3(H) ú 4(p-NO 2 ).

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