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

May 22, 2018

Title

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

Author

Tadashi Tsukamoto, Katsuya Maeyama, Shuhei Higashibayashi, Hidehiro Sakurai

Year

2016

Journal

Reactive and Functional Polymers

Abstract

Mizoroki–Heck coupling polymerization of diiodonated 1,1′-binaphthyls (BINTL1/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 (λem) 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 PAVK1analogs suggests that the fluorescence of PAVKs originates from donor–acceptor interaction between 1,4-distryrylbenzene skeletons and ketone carbonyl units, respectively.

Instrument

FP-6500

Keywords

Fluorescence, Quantum yield, Solid state, Polymers, Chemical stability