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Photoconductive Polysilanes Bearing Charge‐photogenerating Groups Based on Carbazole. 2 Synthesis via the Chemical Modification of Poly(alkylphenylsilane)s
Author(s) -
Lemmer Marc,
Bebin Philippe,
Sepulchre Maurice,
Marc Nathalie,
Moisan JeanYves
Publication year - 1997
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/(sici)1099-1581(199703)8:3<125::aid-pat644>3.0.co;2-b
Subject(s) - carbazole , materials science , arylene , photoconductivity , polysilane , polymer chemistry , conjugated system , polymer , photochemistry , organic chemistry , alkyl , chemistry , aryl , optoelectronics , composite material
The chemical modification of poly(alkylphenylsilane)s via the partial dearylation by reaction with triflic acid followed by the nucleophilic substitution of triflate groups by carbazolyllithium and 4‐(9‐carbazolyl)phenyllithium was applied to poly(methylphenylsilane)s and poly(ethylphenylsilane)s prepared under various experimental conditions in order to obtain polysilanes exhibiting photoconductive properties combining the high charge‐photogenerating quantum yield of poly(vinylcarbazole) and the high charge‐carrier mobility of polysilanes. Polymers containing 7–20% of the desired unit bearing the potential charge photogenerating site were synthesized by this way. The strong degradation of the Si chain induced by triflic acid limits the molecular weight and, in some cases, the amount of isolated derivatized polysilanes. When the charge‐photogenerating sites are conjugated with the Si chain, the corresponding polysilanes doped with 2,4,7‐trinitro‐9‐fluorenone (TNF) may exhibit improved photoconductive properties compared with those observed for the poly(vinylcarbazole)/TNF system. © 1997 John Wiley & Sons, Ltd.