Synthesis of aromatic polyamide-phthalimidines from chloroformylphthalides and aromatic diamines

✍ Scribed by Imai, Yoshio ;Takahashi, Takeyoshi ;Ueda, Mitsuru

• Publisher: John Wiley and Sons
• Year: 1982
• Weight: 357 KB
• Volume: 20
• Category: Article
• ISSN: 0360-6376
• DOI: 10.1002/pol.1982.170200611

✦ Synopsis

Abstract

New polymer‐forming monomers, 3‐benzylidene‐5‐chloroformylphthalide and 3‐benzylidene‐6‐chloroformylphthalide, were synthesized by the Perkin reaction of trimellitic anhydride with phenylacetic acid, followed by chlorination. The polycondensation of these monomers with aromatic diamines in N‐methyl‐2‐pyrrolidone at 200°C afforded aromatic polyamide‐phthalimidines having inherent viscosities of 0.2‐0.5 dL/g. All the polymers were readily soluble in m‐cresol, pyridine, dimethylformamide, and dimethyl sulfoxide. Glass transition temperatures of some of the polymers were in the range of 255–282°C. The polyamide‐phthalimidines began to lose weight at around 300°C in both air and nitrogen atmospheres, with 10% weight losses being recorded at 435–475°C in nitrogen by thermogravimetry.