Preparation and properties of aromatic polyamides from 2, 2'-bis (p-carboxyphenoxy) biphenyl or 2, 2'-bis(p-carboxyphenoxy)-1, 1'-binaphthyl and aromatic diamines
Journal
Journal of Polymer Science, Part A: Polymer Chemistry
Journal Volume
31
Journal Issue
13
Pages
3265-3272
Date Issued
1993
Author(s)
Abstract
Abstract New aromatic dicarboxylic acids having kink and crank structures, 2,2′‐bis( p ‐carboxyphenoxy) biphenyl and 2,2′‐bis( p ‐carboxyphenoxy)‐1,1′‐binaphthyl, were synthesized by the reaction of p ‐fluorobenzonitrile with biphenyl‐2,2′‐diol and 2,2′‐dihydroxy‐1,1′‐binaphthyl, respectively, followed by hydrolysis. Biphenyl‐2,2′‐diyl‐and 1,1′‐binaphthyl‐2,2′‐diyl‐containing aromatic polyamides having inherent viscosities of 0.58–1.46 dL/g and 0.63–1.30 dL/g, respectively, were obtained by the low‐temperature solution polycondensation of the corresponding diacid chlorides with aromatic diamines. These polymers were readily soluble in a variety of organic solvents including N,N ‐dimethylacetamide (DMAc), N ‐methyl‐2‐pyrrolidone (NMP), dimethyl sulfoxide, m ‐cresol, and pyridine. Transparent, pale yellow, and flexible films of these polymers could be cast from the DMAc or NMP solutions. These aromatic polyamides containing biphenyl and binaphthyl units had glass transition temperatures in the range of 210–272 and 260–315°C, respectively. They began to lose weight around 380°C, with 10% weight loss being recorded at about 450°C in air. © 1993 John Wiley & Sons, Inc.
SDGs
Type
journal article