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π-共轭二噻吩并[3,2-b:2',3'-d]吡咯(DTP)低聚物的电子性质的合成及其链长依赖性

Synthesis and Chain-Length Dependence of the Electronic Properties of π-Conjugated Dithieno[3,2-b:2',3'-d]pyrrole (DTP) Oligomers.

作者信息

Yassin Ali, Leriche Philippe, Roncali Jean

机构信息

Group Linear Conjugated Systems, CNRS, MOLTECH, University of Angers, 2 Bd Lavoisier 49045 Angers, France.

出版信息

Macromol Rapid Commun. 2010 Aug 17;31(16):1467-72. doi: 10.1002/marc.201000174. Epub 2010 Jun 22.

DOI:10.1002/marc.201000174
PMID:21567553
Abstract

N-(2-ethylhexyl)dithieno[3,2-b:2',3'-d]pyrrole has been prepared and its dimer and trimer have been synthesized by Stille coupling. The electrochemical and optical properties of these compounds have been investigated by cyclic voltammetry, UV-Vis, and fluorescence emission spectroscopies. The obtained results show that these strongly luminescent compounds can be oxidized into stable cation radical and dication state. The analysis of the chain length dependence of the electronic properties indicates that the predicted bandgap of an ideal polymer chain should be considerably smaller than the experimental results reported until now. This difference is discussed in terms of reactivity of the dithieno[3,2-b:2',3'-d]pyrrole (DTP) unit.

摘要

已制备出N-(2-乙基己基)二噻吩并[3,2-b:2',3'-d]吡咯,并通过施蒂勒偶联反应合成了其二聚体和三聚体。通过循环伏安法、紫外可见光谱和荧光发射光谱对这些化合物的电化学和光学性质进行了研究。所得结果表明,这些强发光化合物可被氧化为稳定的阳离子自由基和双阳离子状态。对电子性质的链长依赖性分析表明,理想聚合物链的预测带隙应比迄今报道的实验结果小得多。根据二噻吩并[3,2-b:2',3'-d]吡咯(DTP)单元的反应性对这种差异进行了讨论。

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