Colorless polyimides derived from 1S,2S,4R,5R-cyclohexanetetracarboxylic dianhydride, self-orientation behavior during solution casting, and their optoelectronic applications

Abstract

A novel cycloaliphatic monomer for polyimides (PI), 1S,2S,4R,5R-cyclohexanetetracarboxylic dianhydride (H′-PMDA) is proposed in this work. H′-PMDA shows high polymerizability with various diamines in contrast to its isomer, i.e., conventional hydrogenated pyromellitic dianhydride (H-PMDA) and leads to highly flexible and colorless PI films with very high Tg's. In particular, the combinations with rigid structures of diamines give rise to PIs with significantly decreased coefficients of thermal expansion (CTE) owing to high extents of in-plane chain orientation induced by thermal imidization, whereas the H-PMDA-based counterparts do not. The decreased CTE reflects structural rigidity/linearity of the H′-PMDA-based diimide units as supported by liquid crystallinity observed in the corresponding model compound. Solution casting of a chemically imidized PI derived from H′-PMDA and 2,2′-bis(trifluoromethyl)benzidine (TFMB) results in a lower CTE than that of the thermally imidized counterpart, suggesting the presence of a self-orientation phenomenon during solvent evaporation. The mechanism is proposed in this work. H′-PMDA/TFMB and its copolymer systems can be useful as plastic substrates in image display devices and/or novel coating-type optical compensation films.