Fluorescent Poly(Arylene Ether)s with a 3,5‐Dipyridyl‐1,2,4‐triazole Pendent Group Joined by a N‐N Linkage

Abstract

The synthesis and characterization of novel biphenol monomer 3,8-bis(4-hydroxyphenyl)-1,2(naphthalimido)-4(N-3,5-dipyridyl-1,2,4-tria-zole) and homopolymers and copolymers containing this novel monomer moiety are described. The new bisphenol with a pendent 3,5-dipyridyl-1,2,4-triazole was prepared by an imidization reaction of an anhydride bisphenol with 4-amino-3,5-dipyridyl-1,2,4-triazole. Polymerization with activated difluoro compounds gave poly(aryl ether)s with a pendent 1,2,4-triazole moiety. These polymers had high glass transition temperatures (Tg's), from 245 to 3158C. The polymers formed clear, transparent, flexible, and tough films from a CHCl 3 solution. Using 4,4'-isopropylidenediphenol (BPA) as comonomer, high molecular weight polymers were obtained in a shorter reaction time. The copolymers showed regular increases in glass transition temperatures as the content of the novel biphenol increased. All the polymers containing the novel biphenol moiety showed strong blue fluorescence in solution under UV irradiation.