Thermal stability, solubility, and fluorescence property of poly(arylene vinylene ketone)s bearing 1,1 '-binaphthylene units

摘要

Mizoroki-Heck coupling polymerization of diiodonated 1,1'-binaphthyls (BINTLI/BINTL2) with 1,4-divinylbenzenes (DVB-H/DVB-Me/DVB-OMe) proceeded to afford poly(arylene vinylene ketone)s (PAVK1-6). Upon photoexcitation, PAVKs in solutions exhibit fluorescence behavior with large Stokes shifts, and the maximum emission wavelength (lambda(em)) depends on the nature of the solvent. PAVK1 analogs, in which the ketone carbonyl units of PAVK1 are replaced by sulfone, methylene, and ketal ones, were synthesized. Fluorescence spectra of PAVK1 analogs clearly exhibit a blue shift from that of original PAVK1. The difference in behavior between PAVKs and PAVK1 analogs suggests that the fluorescence of PAVKs originates from donor-acceptor interaction between 1,4-distryrylbenzene skeletons and ketone carbonyl units, respectively. (C) 2016 Elsevier B.V. All rights reserved.