Synthesis of novel polyxanthenes from poly(arylene ether)s containing benzoyl groups

✍ Scribed by Keiji Konno; Mitsuru Ueda; Paul Youngman; John W. Fitch; Patrick E. Cassidy

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 132 KB
• Volume: 35
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(199708)35:11<2267::aid-pola17>3.0.co;2-c

✦ Synopsis

Poly(arylene ether)s ( 3), (4) containing pendant benzoyl groups as precursors for novel polyxanthenes ( 7), (8) were prepared by nucleophilic substitution reaction of 2,5-difluoro-4-benzoylbenzophenone ( 1) or 2,5-difluoro-4-(4-dodecylbenzoyl)-4dodecylbenzophenone ( 2) with hydroquinone derivatives in the presence of potassium carbonate in N,N-dimethylacetamide. The polycondensation proceeded smoothly at 165ЊC and produced poly(arylene ether)s with inherent viscosities up to 0.80 dL/g. The novel polyxanthenes were synthesized via the reduction of poly(arylene ether)s followed by the Friedel-Crafts cyclization of diol polymers. The structure of the polyxanthenes was characterized by 1 H-NMR and IR spectroscopies. Polyxanthene 8 was quite soluble in chloroform and THF. The 10% weight loss temperature of polyxanthene 7 was 510ЊC in nitrogen and it was 90ЊC higher than the corresponding poly(arylene ether) 3.