Polymeric Organosilicon Systems. 26. Synthesis and Photochemical and Conducting Properties of Poly[(tetraethyldisilanylene)oligo(2,5-thienylenes)]

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• 作者：Atsutaka Kunai ; Takafumi Ueda ; Katsuhiro Horata ; Eiji Toyoda ; Ikuko Nagamoto ; Joji Ohshita ; Mitsuo Ishikawa ; and Kazuyoshi Tanaka
• 刊名：Organometallics
• 出版年：1996
• 出版时间：April 16, 1996
• 年：1996
• 卷：15
• 期：8
• 页码：2000 - 2008
• 全文大小：269K
• 年卷期：v.15,no.8(April 16, 1996)
• ISSN：1520-6041

文摘

A series ofpoly[(tetraethyldisilanylene)(2,5-thienylenes)_n](1-5) with n = 1-5weresynthesized. The NiCl₂(dppe)-catalyzed Grignardcoupling of 1,2-bis(5-bromothien-2-yl)tetraethyldisilane (6) and1,2-bis(5'-bromo-2,2'-bithien-5-yl)tetraethyldisilane(7) with 1 equivof Mg afforded polymer 2 (M_w =53 000, 75% yield) and 4 (M_w =29 500, 97% yield),respectively, while similar reaction of the di-Grignard reagentobtained from 6 and 7 with1 equiv of 2,5-dibromothiophene afforded the respective polymers3 (M_w = 47 000, 77%yield)and 5 (M_w = 17 000, 78% yield).The sodium condensation of2,5-bis(chlorodiethylsilyl)thiophene afforded polymer 1 (M_w =20 000, 32% yield). Irradiation of polymers1-5 witha low-pressure mercury lamp resulted in cleavage of thesilicon-silicon bonds, but thereactivity decreased with an increase in the number of thienyl units.When the films ofpolymers 2-5 were doped with FeCl₃vapor, conductivities of doped films were determinedto be 10^-5-10^-3 Scm^-1 (in vacuo).