Synthesis and thermal properties of aryl‐substituted rod‐like polyimides

Abstract

This article describes the synthesis and thermal characterization of novel aryl‐substituted rod‐like homopolyimides. Synthetic aspects of monomer syntheses and one‐step polymer synthesis in m‐cresol are presented. Polyimides with rod‐like chain structure are based on monophenylated pyromellitic dianhydride (MPPMDA), diphenylated pyromellitic dianhydride (DPPMDA), and as rod‐like diamine units on phenylated para‐phenylene diamine and 1,1′‐binaphthyl‐4,4′‐diamine. As partial flexible units, which have the possibility to be converted into an extended chain conformation, commercially available 3,3′,4,4′‐biphenyltetracarboxylic dianhydride (BPDA) and 3,4′‐oxydianiline (3,4′‐ODA) were used. The polyimides were investigated with respect to solution properties and thermal behavior. © 1993 John Wiley & Sons, Inc.

Synthesis and Characterization of Novel Aromatic Polyimides from 1,4-Bis(4-aminophenyl)-2,3-diphenylnaphthalene and Aromatic Tetracarboxylic Dianhydrides

“…Several attempts have been made to improve the solubility of polyimides while maintaining the excellent thermal and mechanical properties. 1 - 9 One attractive method to improve solubility is the introduction of bulky pendant phenyl group into the polyimide backbone, and a number of organic soluble polyimides having high Tgs have been successfully prepared by using aromatic diamines containing tetraphenylthiophene, 1 0 · 11 tetraphenylfuran, 12 tetraphenylpyrrole, 13 triphenylamine, 14 triphenylbenzene, 15 and tetraphenylquinquephenyl. 16 Recently, we synthesized organic soluble polyamides having high thermal stability from 1,4-bis-(4-aminophenyl)-2,3-diphenylnaphthalene and various aromatic acid dicarboxylic acid chlorides.…”

Aromatic polyamides and polyimides derived from 3,3?-diaminobiphenyl: Synthesis, characterization, and molecular simulation study

“…28 Interestingly, the polyimide from BPDA and 2,5-diaminobiphenyl, an isomer of 3,3Ј-DABP with para-oriented substitution, has a T g of 341°C, 29 so that, the T g decrease must be attributed again to the conformational freedom imposed by the 3,3Ј-DABP diamine to the macromolecular chain.…”

Synthesis and characterization of poly(aryl amide imide)s derived from diphenyltrimellitic anhydride

“…It has been reported that polyimides based on phenyl-substituted pyromellitic dianhydride (PMDA) have much better solubility than rigid poly(aryl pyromellitimide)s. 11,12 We further described a series of soluble high-T g polyimides derived from a dianhydride structurally analogous to phenylated PMDA. 13 It was found that the pendant phenyl groups can impart solubility to the polyimides without sacrificing their thermal stability.…”