Abstract
A new self-polymerizable AB2 monomer, 2,3-bis(4-phenoxyphenyl)quinoxaline-6-carboxylic acid, was synthesized from the double condensation reaction of 4,4‘-diphenoxybenzil and 3,4-diaminobenzoic acid. It was polymerized to afford the corresponding hyperbranched poly(phenylquinoxaline) (PPQ) via a diaryl ketone formation from the Friedel−Crafts reaction of the carboxylic acid group (A) and the phenoxy ring (B) in polyphosphoric acid (PPA)/P2O5 medium. The polymerization was conducted at (i) 130 and 160 °C and (ii) with and without additional amounts of P2O5 and monitored by analyzing the polymerization mixture sampled at certain reaction temperature and time intervals with Fourier transform infrared (FT-IR) spectroscopy and gel-permeation chromatography (GPC). Both FT-IR and GPC results corroborated our previously established optimal conditions: (i) PPA:P2O5 ratio of 4:1 and (ii) efficient polymerization temperature ∼130 °C. Furthermore, the series of 10 aliquots taken from the mixture prepared under the o...
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