Synthesis and characterization of novel poly(arylenevinylene) derivative

Abstract

The new poly(arylenevinylene) derivative composed naphthalene phenylene vinylene backbone was developed. The theoretical calculation showed that the model compound of the obtained polymer was highly distorted between the stryl and naphthalene units as well as between the backbone and fluorene side units. The polymer was synthesized by the palladium catalyzed Suzuki coupling reaction with 2,6-(1,2-ethylborate)-1,5-dihexyloxynaphtalene and 1,2-bis(4-bromophenyl)-1-(9,9-dihexyl-3-fluorenyl)ethene. The structure of the polymer was confirmed by 1H NMR, IR, and elemental analysis. The weight-average molecular weight of the polymer is 29,800 with the polydispersity index of 1.87. The new polymer showed good thermal stability with high Tg of 195°C. The bright blue fluorescence (max = 475 nm) was observed both in solution and film of new polymer with naphthalene phenylene vinylene backbone. Double layer LED devices with the configuration of ITO/PEDOT/polymer/LiF/Ca/Al showed a turn-on voltage at around 4.5 V, the maximum luminance of 150 cd/m2, and the maximum efficiency of 0.1 cd/A.