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

Tadashi Tsukamoto, Katsuya Maeyama, Shuhei Higashibayashi, Hidehiro Sakurai

Research output: Contribution to journalArticle

2 Citations (Scopus)

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 PAVK1 analogs suggests that the fluorescence of PAVKs originates from donor-acceptor interaction between 1,4-distryrylbenzene skeletons and ketone carbonyl units, respectively.

Original languageEnglish
Pages (from-to)123-129
Number of pages7
JournalReactive and Functional Polymers
Volume100
DOIs
Publication statusPublished - 2016 Mar 1
Externally publishedYes

Fingerprint

Bearings (structural)
ketone
Ketones
Solubility
divinyl benzene
solubility
Thermodynamic stability
fluorescence
Hot Temperature
Fluorescence
Sulfones
Photoexcitation
Skeleton
polymerization
Polymerization
skeleton
wavelength
Wavelength

Keywords

  • Fluorescence property
  • Mizoroki-Heck coupling polymerization
  • Poly(arylene vinylene ketone)
  • Solvatochromism
  • Thermal stability

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Chemistry(all)
  • Chemical Engineering(all)
  • Environmental Chemistry
  • Biochemistry

Cite this

Thermal stability, solubility, and fluorescence property of poly(arylene vinylene ketone)s bearing 1,1′-binaphthylene units. / Tsukamoto, Tadashi; Maeyama, Katsuya; Higashibayashi, Shuhei; Sakurai, Hidehiro.

In: Reactive and Functional Polymers, Vol. 100, 01.03.2016, p. 123-129.

Research output: Contribution to journalArticle

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