TY - JOUR
T1 - Thermal stability, solubility, and fluorescence property of poly(arylene vinylene ketone)s bearing 1,1′-binaphthylene units
AU - Tsukamoto, Tadashi
AU - Maeyama, Katsuya
AU - Higashibayashi, Shuhei
AU - Sakurai, Hidehiro
N1 - Funding Information:
This study was partly supported by a Grant-in-Aid for Scientific Research (C) (No. 26410218 ) from the Ministry of Education, Culture, Sports, Science and Technology, Japan, and the Joint Studies Programs (2013–2014) of the Institute for Molecular Science.
Publisher Copyright:
© 2016 Elsevier B.V. All rights reserved.
PY - 2016/3
Y1 - 2016/3
N2 - 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.
AB - 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.
KW - Fluorescence property
KW - Mizoroki-Heck coupling polymerization
KW - Poly(arylene vinylene ketone)
KW - Solvatochromism
KW - Thermal stability
UR - http://www.scopus.com/inward/record.url?scp=84955570291&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84955570291&partnerID=8YFLogxK
U2 - 10.1016/j.reactfunctpolym.2016.01.014
DO - 10.1016/j.reactfunctpolym.2016.01.014
M3 - Article
AN - SCOPUS:84955570291
VL - 100
SP - 123
EP - 129
JO - Reactive and Functional Polymers
JF - Reactive and Functional Polymers
SN - 1381-5148
ER -