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High Performance Polymers
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Polyimides Containing Trans-1,4-cyclohexane Unit (II). Low-K and Low-CTE Semi- and Wholly Cycloaliphatic Polyimides

Masatoshi Hasegawa

Department of Chemistry, Faculty of Science, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan, mhasegaw{at}chem.sci.toho-u.ac.jp

Masahito Horiuchi

Department of Chemistry, Faculty of Science, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan

Yuriko Wada

Department of Chemistry, Faculty of Science, Toho University, Miyama 2-2-1, Funabashi, Chiba 274-8510, Japan

Polyimide precursors were successfully polymerized from trans-1,4-cyclohexanediamine (CHDA) with pyromellitic dianhydride (PMDA) and 1,2,3,4-cyclobutanetetracarboxylic dianhydride (CBDA) under very limited conditions: at controlled extents of silylation for CHDA in a mixed solvent containing hexamethylphosphoramide (HMPA). Flexible and transparent polyimide films were obtained upon thermal imidization of the precursor films on a substrate after residual solvent extraction from the precursor films by using adequate alcohols. Semi-aromatic PMDA/CHDA polyimide film displayed a considerably lower linear coefficient of thermal expansion (CTE = 9.6 ppm K—1) and a relatively low dielectric constant (2.92). On the other hand, wholly cycloaliphatic CBDA/CHDA film attained a low CTE (26 ppm K—1) and a considerably lower dielectric constant (2.66), simultaneously. Factors influencing the imidization-induced in-plane orientation, namely, effect of the steric structures of cycloaliphatic units are discussed in comparison with polyimides from hydrogenated PMDA (1,2,4,5-cyclohexanetetracarboxylic dianhydride).

Key Words: Transparent cycloaliphatic polyimides • dielectric constant • linear coefficient of thermal expansion (CTE) • trans-1,4-cyclohexanediamine (CHDA) • hydrogenated pyromellitic dianhydride

This version was published on April 1, 2007

High Performance Polymers, Vol. 19, No. 2, 175-193 (2007)
DOI: 10.1177/0954008306073178
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