Synthesis and characterization of new polyamides containing p-phenylenediacryloyl moieties in the main chain

✍ Scribed by Khalil Faghihi; Howra Naghavi

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 246 KB
• Volume: 108
• Category: Article
• ISSN: 0021-8995
• DOI: 10.1002/app.27702

✦ Synopsis

Abstract

Six new polyamides 8a–f containing p‐phenylenediacryloyl moieties in the main chain were prepared by the direct polycondensation reaction of bis(p‐amidobenzoic acid)‐p‐phenylene diacrylic acid 6 with 1,4‐diphenylene diamine 7a, 1,3‐diamino toluene 7b, 1,5‐diamino naphthalene 7c, 4,4′‐diamino diphenyl ether 7d, 4,4′‐diamino diphenyl sulfone 7e, and 3,3′‐diamino diphenylsulfone 7f by using thionyl chloride, N‐methyl‐2‐pyrolidone, and pyridine as condensing agents. These new polymers 8a–f were obtained in high yield and inherent viscosity between 0.35–0.65 dL/g. The resulting polyamides were characterized by elemental analysis, viscosity measurements, thermal gravimetric analysis (TGA and DTG), solubility test, FTIR and UV–vis spectroscopy. Diacid acid 6 as a new monomer containing p‐phenylenediacryloyl moiety was synthesized by using a three‐step reaction. First, p‐phenylenediacrylic acid 3 was prepared by reaction of terephthal aldehyde 1 with malonic acid 2 in the presence of pyridine, then diacid 3 was converted to p‐phenylenediacryloyl chloride 4 by reaction with thionyl chloride. Finally, bis(p‐amidobenzoic acid)‐p‐phenylene diacrylic acid 6 was prepared by the condensation reaction of phenylenediacryloyl chloride 4 with p‐aminobenzoic acid 5. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci, 2008