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双稠合四硫富瓦烯衍生物的合成及电化学性质

Synthesis and electrochemical behavior of several kinds of bi-fused tetrathiafulvalen derivatives

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【作者】 陈庆; 仲剑初; 丁一; 杜世海;

【Author】 CHEN Qing,ZHONG Jian-chu*,DING Yi,DU Shi-hai (State Key Laboratory of Fine Chemical,Dalian University of Technology,Dalian 116012,China),

【机构】 大连理工大学精细化工国家重点实验室; 大连理工大学精细化工国家重点实验室 辽宁大连116012; 辽宁大连116012;

【摘要】 以二硫化碳、二甲基甲酰胺等为起始原料,合成了3种新的非对称双稠合四硫富瓦烯(TTF)衍生物:2-(4′,5′-二烷硫基-1′,3′-二硫代环戊烯-2′-叉)-5-(4′,5′-二腈乙硫基-1′,3′-二硫代环戊烯-2′-叉)-1,3,4,6-四硫并环戊烯。通过元素分析、IR1、HNMR对产物结构进行了鉴定。系统地研究了这类非对称双稠合四硫富瓦烯衍生物的导电性能和电化学性质,结果表明除乙基和丙基取代的衍生物呈现半导体性质外,其他取代基的衍生物均为绝缘体。循环伏安研究显示所有化合物的电荷迁移分两步进行,但不是严格的电化学可逆。

【Abstract】 Three new unsymmetrical bi-fused tetrathiafulvalene(TTF) derivatives,2-(4′,5′-bis(alkylthio-1′,3′-dithiole-2′-ylidene)5-(4′,5′-bis(cyanoethyl-sulfanyl)-1′,3′-dithiole-2′-ylidene)-1,3,4,6-tetrathiapentalene were synthesized by employing carbon bisulfide and N,N-dimethylformamide as raw materials.The products were characterized by IR,1HNMR,and elementary analysis.The conductivities and electrochemical properties of these compounds were measured.The results indicated that all these compounds,except ethyl and propyl substituted derivatives,which exhibited semiconductive behavior,were insulators.Cyclic voltammetry showed that the charge transfers of these compounds occurred in the form of two stages and were irreversible.

【关键词】 四硫富瓦烯; 电导率; 循环伏安图; 衍生物;
【Key words】 TTF; conductivity; cyclic voltammetry; derivative;
【基金】 辽宁省自然科学基金委博士启动基金资助项目(20031077)
  • 【分类号】O621.3
  • 【被引频次】2
  • 【下载频次】151
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