Preparation of poly(diphenylamine-4,4′-diyl) and related random copolymers by organometallic polycondensation.: Electrical, electrochemical, and optical properties

被引:35
作者
Kim, SB [1 ]
Harada, K [1 ]
Yamamoto, T [1 ]
机构
[1] Tokyo Inst Technol, Resources Utilizat Res Lab, Midori Ku, Yokohama, Kanagawa 226, Japan
关键词
D O I
10.1021/ma971244f
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Preparation and properties of poly(arylamine)s prepared by organometallic polycondensation are described. Dehalogenative polycondensation of 4,4'-dibromodiphenylamine, Br-PhNHPh-Br, with a zerovalent nickel complex affords soluble poly(diphenylamine-4,4'-diyl), P(DPA) (nBr-PhNHPh-Br + nNi((0))Lm --> P(DPA)), with M-n and M-w values of 6.4 x 10(3) and 2.0 x 10(4) and an [eta] value of 0.66 dL g(-1) in high yield. P(DPA) has a well-regulated structure and been characterized by IR, NMR, and UV-visible spectroscopy, as well as by cyclic voltammetry. The polymer shows a pi-pi* absorption band and photoluminescence band at 379 and 417 nm, respectively, in NMP. P(DPA) shows two reversible and stable redox cycles at E degrees = 0.20 and 0.60 V vs Ag/Ag+. Dehalogenative copolymerization of Br-PhNHPh-Br with 3,5-dibromotoluene, TolBr(2), with the zerovalent nickel complex gives random copolymers, P(DPA-ran-Tol), and they behave analogously in the electrochemical measurement. Films of P(DPA) and P(DPA-ran-Tol) exhibit electrochromism during their electrochemical oxidation, and the P(DPA) film reversibly changes its color stepwise from light brown to purple through red. P(DPA) shows electrical conductivity of 5 S cm(-1) when treated with iodine.
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页码:988 / 993
页数:6
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