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 language | English |
|---|---|
| Pages (from-to) | 123-129 |
| Number of pages | 7 |
| Journal | Reactive and Functional Polymers |
| Volume | 100 |
| DOIs | |
| Publication status | Published - 2016 Mar 1 |
| Externally published | Yes |
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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 journal › Article
}
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
PY - 2016/3/1
Y1 - 2016/3/1
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 -