Photoconductive Polysilanes Bearing Charge-photogenerating Groups Based on Carbazole. 1 Synthesis via the Reductive Coupling of Diorganodichlorosilanes with Sodium

✍ Scribed by Marc Lemmer; Maurice Sepulchre; Nathalie Marc; Jean-Yves Moisan

• Publisher: John Wiley and Sons
• Year: 1997
• Tongue: English
• Weight: 415 KB
• Volume: 8
• Category: Article
• ISSN: 1042-7147
• DOI: 10.1002/(sici)1099-1581(199703)8:3<116::aid-pat643>3.0.co;2-c

✦ Synopsis

In order to prepare photoconductive organic materials with high charge-photogenerating quantum yield and high charge-carrier mobility, it was attempted to synthesize (9-carbazolyl)methyldichlorosilane, 1a, methyl-3-(9-carbazolyl)propyldichlorosilane, 1b, and methyl-4-(9-carbazolyl)phenyldichlorosilane, 1c and to homo-and copolymerize them with classical diorganodichlorosilanes in a Wurtz-type polymerization with sodium in the presence of polar additives. 1b did not homo-or copolymerize in these conditions. Low molecular weight homopolymers and copolymers with dimethyldichlorosilane and methylphenyldichlorosilane were easily obtained with 1c. Side reactions involving the ringopening of tetrahydrofuran (THF) and occurring in the reaction of the Grignard derivative of 9-(4-bromophenyl)carbazole and methyltrichlorosilane in THF did not allow the isolation of 1c in a pure form.