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Synthesis and crosslinking behavior of a soluble, crosslinkable, and high young modulus poly(arylene ether nitriles) with pendant phthalonitriles
Author(s) -
Yang Jian,
Yang Xulin,
Zou Yanke,
Zhan Yingqing,
Zhao Rui,
Liu Xiaobo
Publication year - 2012
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.36890
Subject(s) - arylene , polymer chemistry , glass transition , tetrahydrofuran , differential scanning calorimetry , phthalonitrile , dimethylacetamide , gel permeation chromatography , ether , chemistry , thermal stability , solubility , solvent , materials science , organic chemistry , polymer , alkyl , aryl , physics , phthalocyanine , thermodynamics
Abstract Poly(arylene ether nitriles) (PEN) with pendant phthalonitrile groups (PENCN) were obtained via the Yamazaki‐Higashi phosphorylation route of 4‐(4‐aminophenoxy)phthalonitrile (APN) with acid‐contained PEN (PENCOOH) in the presence of CaCl 2 . The chemical structure and molecular weight of PENCN were characterized by 1 H‐NMR, Fourier transform infrared spectroscopy, and Gel permeation chromatography. The synthesized PENCN had superior solubility in polar organic solvent and can be easily processed into thin films from the solutions of N ‐methylpyrrolidone, dimethylsulfoxide, N , N ′‐dimethylformamide, dimethylacetamide, and tetrahydrofuran. Compared with PENCOOH, PENCN showed higher thermal stability with 5% weight loss temperatures ( T 5% ) up to 430°C. The glass transition temperature of PENCN was improved from 211 to 235°C measured by differential scanning calorimetry (DSC). In addition, it also exhibited excellent mechanical properties that Young's modulus reached to 3.5 GPa. Meanwhile, the effects of different aromatic amines and Lewis acid on the crosslinking behavior of PENCN were investigated by DSC. The results indicated that anhydrous Zinc chloride (ZnCl 2 ) was the best catalyst to lower the curing temperature among 2,6‐bis(4‐diaminobenzoxy) benzonitrile, 4,4‐diaminediphenyl sulfone, APN and ZnCl 2 . © 2012 Wiley Periodicals, Inc. J Appl Polym Sci, 2012