Synthesis and properties of fluorene or carbazole-based alternating copolymers containing Si and vinylene units in the main chain

Naofumi Naga, Nanae Tagaya, Hiroyuki Noda, Takahiro Imai, Haruhiko Tomoda

研究成果: Article

22 引用 (Scopus)

抄録

Alternating copolymerization of 9,9-dihexyl-2,7-dibromofluorene (HFl), N-hexyl-2,7-dibromocarbazole (2,7-HCz) or N-hexyl-3,6-dibromocarbazole (3,6-HCz) with Si-containing divinyl or diallyl compounds, divinyldimethylsilane, divinyldiphenylsilane, 1,3-divinyltetramethyldisiloxane, 1,4- bis(dimethylvinylsilyl)benznene, diallyldimethylsilane, or diallyldiphenylsilane has been investigated using Mizoroki-Heck reaction with a Pd catalyst. The corresponding alternating copolymers were obtained in good yield. The alternating copolymers from HFl or 2,7-HCz showed good solubility in typical organic solvents. On the other hand, the copolymer with 3,6-HCz became insoluble due to the crosslinking. Photophysical properties of the resulting copolymers were investigated with UV-vis absorption and photoluminescence spectroscopy. All the copolymers showed absorption peak derived from π-π* transition at around 340 nm, which was blue shifted in comparison with that of the corresponding homopolymer. Whereas emission peaks of the copolymers of the cast film were red shifted in comparison with that of the homopolymers. Multiple broad absorption peaks, which would be derived from intramolecular charge transfer through σ-π moiety, were also detected in the range from 390 to 450 nm in the spectra of the copolymers containing Si-vinylene unit.

元の言語English
ページ(範囲)4513-4521
ページ数9
ジャーナルJournal of Polymer Science, Part A: Polymer Chemistry
46
発行部数13
DOI
出版物ステータスPublished - 2008 7 1

Fingerprint

Copolymers
Homopolymerization
Photoluminescence spectroscopy
fluorene
carbazole
Ultraviolet spectroscopy
Absorption spectroscopy
Crosslinking
Organic solvents
Copolymerization
Charge transfer
Solubility
Catalysts

ASJC Scopus subject areas

  • Polymers and Plastics
  • Materials Chemistry

これを引用

Synthesis and properties of fluorene or carbazole-based alternating copolymers containing Si and vinylene units in the main chain. / Naga, Naofumi; Tagaya, Nanae; Noda, Hiroyuki; Imai, Takahiro; Tomoda, Haruhiko.

:: Journal of Polymer Science, Part A: Polymer Chemistry, 巻 46, 番号 13, 01.07.2008, p. 4513-4521.

研究成果: Article

@article{6d8504f2874743e186434e5e23f22d28,
title = "Synthesis and properties of fluorene or carbazole-based alternating copolymers containing Si and vinylene units in the main chain",
abstract = "Alternating copolymerization of 9,9-dihexyl-2,7-dibromofluorene (HFl), N-hexyl-2,7-dibromocarbazole (2,7-HCz) or N-hexyl-3,6-dibromocarbazole (3,6-HCz) with Si-containing divinyl or diallyl compounds, divinyldimethylsilane, divinyldiphenylsilane, 1,3-divinyltetramethyldisiloxane, 1,4- bis(dimethylvinylsilyl)benznene, diallyldimethylsilane, or diallyldiphenylsilane has been investigated using Mizoroki-Heck reaction with a Pd catalyst. The corresponding alternating copolymers were obtained in good yield. The alternating copolymers from HFl or 2,7-HCz showed good solubility in typical organic solvents. On the other hand, the copolymer with 3,6-HCz became insoluble due to the crosslinking. Photophysical properties of the resulting copolymers were investigated with UV-vis absorption and photoluminescence spectroscopy. All the copolymers showed absorption peak derived from π-π* transition at around 340 nm, which was blue shifted in comparison with that of the corresponding homopolymer. Whereas emission peaks of the copolymers of the cast film were red shifted in comparison with that of the homopolymers. Multiple broad absorption peaks, which would be derived from intramolecular charge transfer through σ-π moiety, were also detected in the range from 390 to 450 nm in the spectra of the copolymers containing Si-vinylene unit.",
keywords = "Carbazole, Copolymer, Fluorene, Photophysical property, Si-vinylene",
author = "Naofumi Naga and Nanae Tagaya and Hiroyuki Noda and Takahiro Imai and Haruhiko Tomoda",
year = "2008",
month = "7",
day = "1",
doi = "10.1002/pola.22788",
language = "English",
volume = "46",
pages = "4513--4521",
journal = "Journal of Polymer Science, Part A: Polymer Chemistry",
issn = "0887-624X",
publisher = "John Wiley and Sons Inc.",
number = "13",

}

TY - JOUR

T1 - Synthesis and properties of fluorene or carbazole-based alternating copolymers containing Si and vinylene units in the main chain

AU - Naga, Naofumi

AU - Tagaya, Nanae

AU - Noda, Hiroyuki

AU - Imai, Takahiro

AU - Tomoda, Haruhiko

PY - 2008/7/1

Y1 - 2008/7/1

N2 - Alternating copolymerization of 9,9-dihexyl-2,7-dibromofluorene (HFl), N-hexyl-2,7-dibromocarbazole (2,7-HCz) or N-hexyl-3,6-dibromocarbazole (3,6-HCz) with Si-containing divinyl or diallyl compounds, divinyldimethylsilane, divinyldiphenylsilane, 1,3-divinyltetramethyldisiloxane, 1,4- bis(dimethylvinylsilyl)benznene, diallyldimethylsilane, or diallyldiphenylsilane has been investigated using Mizoroki-Heck reaction with a Pd catalyst. The corresponding alternating copolymers were obtained in good yield. The alternating copolymers from HFl or 2,7-HCz showed good solubility in typical organic solvents. On the other hand, the copolymer with 3,6-HCz became insoluble due to the crosslinking. Photophysical properties of the resulting copolymers were investigated with UV-vis absorption and photoluminescence spectroscopy. All the copolymers showed absorption peak derived from π-π* transition at around 340 nm, which was blue shifted in comparison with that of the corresponding homopolymer. Whereas emission peaks of the copolymers of the cast film were red shifted in comparison with that of the homopolymers. Multiple broad absorption peaks, which would be derived from intramolecular charge transfer through σ-π moiety, were also detected in the range from 390 to 450 nm in the spectra of the copolymers containing Si-vinylene unit.

AB - Alternating copolymerization of 9,9-dihexyl-2,7-dibromofluorene (HFl), N-hexyl-2,7-dibromocarbazole (2,7-HCz) or N-hexyl-3,6-dibromocarbazole (3,6-HCz) with Si-containing divinyl or diallyl compounds, divinyldimethylsilane, divinyldiphenylsilane, 1,3-divinyltetramethyldisiloxane, 1,4- bis(dimethylvinylsilyl)benznene, diallyldimethylsilane, or diallyldiphenylsilane has been investigated using Mizoroki-Heck reaction with a Pd catalyst. The corresponding alternating copolymers were obtained in good yield. The alternating copolymers from HFl or 2,7-HCz showed good solubility in typical organic solvents. On the other hand, the copolymer with 3,6-HCz became insoluble due to the crosslinking. Photophysical properties of the resulting copolymers were investigated with UV-vis absorption and photoluminescence spectroscopy. All the copolymers showed absorption peak derived from π-π* transition at around 340 nm, which was blue shifted in comparison with that of the corresponding homopolymer. Whereas emission peaks of the copolymers of the cast film were red shifted in comparison with that of the homopolymers. Multiple broad absorption peaks, which would be derived from intramolecular charge transfer through σ-π moiety, were also detected in the range from 390 to 450 nm in the spectra of the copolymers containing Si-vinylene unit.

KW - Carbazole

KW - Copolymer

KW - Fluorene

KW - Photophysical property

KW - Si-vinylene

UR - http://www.scopus.com/inward/record.url?scp=46749131463&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=46749131463&partnerID=8YFLogxK

U2 - 10.1002/pola.22788

DO - 10.1002/pola.22788

M3 - Article

AN - SCOPUS:46749131463

VL - 46

SP - 4513

EP - 4521

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

SN - 0887-624X

IS - 13

ER -