Synthesis and thermal properties of high temperature phthalonitrile resins cured with self-catalytic amino-contanining phthalonitrle compounds. (December 2017)

• Record Type: Journal Article
• Authors: Chen, Xinggang; Liu, Jiayu; Xi, Zhenjie; Shan, Shuyan; Ding, Huili; Qu, Xiongwei; Zhang, Qingxin
• Is Part Of: High performance polymers. Volume 29:Number 10(2017)
• Page Start: 1209
• Page End: 1221
• Publication Date: 2017-12
• Subjects: Self-catalytic -- phthalonitrile resin -- high temperature -- thermal stability; Polymerization -- Periodicals; Polymers -- Periodicals; 547.7
• DOI: 10.1177/0954008316673419
• Languages: English
• ISSNs: 0954-0083

Abstract

A series of self-catalytic phthalonitrile compounds with o -, m -, and p - amino groups, namely, 4-(2-aminophenoxy)phthalonitrile (2-NH2 -CN), 4-(3-aminophenoxy)phthalonitrile (3-NH2 -CN), and 4-(4-aminophenoxy)phthalonitrile (4-NH2 -CN), were synthesized via a facile nucleophilic displacement of a nitro-substituent with 4-nitrophthalonitrile. The phthalonitrile resins were prepared by curing 2-NH2 -CN, 3-NH2 -CN, and 4-NH2 -CN with 1, 3-bis(3, 4-dicyanophenoxy) benzene ( m -BDB). The structures of these compounds were characterized by Fourier transform infrared spectroscopy, proton nuclear magnetic resonance, and wide-angle X-ray diffraction. Curing behaviors of 2-NH2 -CN, 3-NH2 -CN, and 4-NH2 -CN with m -BDB were recorded by differential scanning calorimetry. The results show that the processabilities of m -BDB with 4-NH2 -CN are superior to those with 2-NH2 -CN and 3-NH2 -CN due to higher self-catalytic efficiency and broader processing windows. Thermal stabilities were evaluated by thermogravimetric analysis, and the polymers with all these self-catalytic compounds exhibit excellent thermal and thermal-oxidative stabilities. Dynamic mechanical analysis reveals that these polymers have high storage modulus and high glass transition temperatures. The polymers of 4-NH2 -CN show more outstanding processability, thermal stability, and dynamic mechanical properties than those of 2-NH2 -CN and 3-NH2 -CN and can be considered as a good candidate as a self-catalytic curing agent for high-temperature phthalonitrile polymers.