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.
| Original language | English |
|---|---|
| Pages (from-to) | 4513-4521 |
| Number of pages | 9 |
| Journal | Journal of Polymer Science, Part A: Polymer Chemistry |
| Volume | 46 |
| Issue number | 13 |
| DOIs | |
| Publication status | Published - 2008 Jul 1 |
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Keywords
- Carbazole
- Copolymer
- Fluorene
- Photophysical property
- Si-vinylene
ASJC Scopus subject areas
- Polymers and Plastics
- Materials Chemistry
Cite this
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.
In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 46, No. 13, 01.07.2008, p. 4513-4521.Research output: Contribution to journal › Article
}
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 -