Andrew R. Neilson, S. Budy, J. Ballato
Jul 7, 2008
Citations
0
Influential Citations
18
Citations
Journal
Polymer
Abstract
Abstract 4-(Trifluorovinyloxy)benzaldehyde was treated under Wittig conditions with 4-dihexyloxy-2,5-xylenebis(triphenylphosphoniumbromide) to form 1,4-bis(2′-(4-trifluorovinyloxyphenyl)ethenyl)-2,5-dihexyloxybenzene, a novel phenylene vinylene-bistrifluorovinyl ether monomer. Cyclopolymerization afforded an insoluble, non-luminescent material likely due to cross-addition reactions between phenylene vinylene olefin and trifluorovinyl ether (TFVE). However, 1,2-bis(4-formylphenoxy)hexafluorocyclobutane was polymerized with 1,4-dihexyloxy-2,5-xylenebis(triphenylphosphoniumbromide) and 1-methoxy-4-(2-ethylhexyloxy)-2,5-xylenebis(triphenylphosphoniumbromide) under Wittig conditions to yield two novel poly(perfluorocyclobutyl- co -phenylene vinylene) polymers. The polymers are of moderate molecular weight (8600–8700 M n ), show excellent thermal stability ( T d = 390–405 °C), and are readily soluble in common organic solvents. The materials are highly fluorescent in both solution and thin film with solution quantum yields of 68 and 71%.