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Fung Fuh Wong,Chun Min Lin,Kun-Lung Chen,Yun-Hwei Shen,Jiann-Jyh Huang 한국고분자학회 2010 Macromolecular Research Vol.18 No.4
Novel amphiphatic imidazole compounds were evaluated as thermal latent catalysts for the polymerization of diglycidyl ether of bisphenol A (DGEBA). Amphiphatic compounds 5-9, two commercially available catalysts 1 and 2, and compounds 3 and 4 were used to cure epoxy resin systems for an investigation of their thermal latency and storage stability. The results from the cure activation energy and viscosity-storage time of the catalysts, the order of thermally latent activity was 3-phenylpropanoic acid (4) > 2-amino-3-phenylpropinoic acid (5) > 2-amino-3-(imidazole-4-yl)-propionic acid (H-His-OH, 8) > N-tert-butoxycarbonyl-histidine (9) > imidazole-4-acrylic acid (6) >3-(imidazole-4-yl)propionic acid (7) > 1-cyanoethyl-2-ethyl-4-methyl-imidazole (2) > 2-ethyl-4-methylimidazole (1) > histamine (3). From the results, the amphiphatic imidazole catalysts 5-9 showed better thermal latency than commercialized catalysts 1 and 2, basic catalyst 3 and acidic catalyst 4. Concerning the glass transition temperature (Tg), the use of amphiphatic imidazole catalysts 5-9 provided complete or near complete curing systems at temperatures ranging from 152-163 oC, which were similar to two commercially available catalysts (151-152 oC, 1 and 2)and histamine (159 oC, 3). On the other hand, the Tg for compounds 4 and 5 could not be detected at 30-300 oC from the temperature scans because of their weak nucleophilicity and low cross-linking reactivity.
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