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基于噻吩并[2,3-b]吲哚的小分子推-拉发色团:合成、结构和电子性质。

Thieno[2,3-b]indole-Based Small Push-Pull Chromophores: Synthesis, Structure, and Electronic Properties.

机构信息

MOLTECH-Anjou, CNRS UMR 6200, University of Angers , Linear Conjugated Systems Group, 2 Bd Lavoisier, 49045 Angers, France.

出版信息

Org Lett. 2016 Apr 1;18(7):1582-5. doi: 10.1021/acs.orglett.6b00438. Epub 2016 Mar 22.

DOI:10.1021/acs.orglett.6b00438
PMID:27003243
Abstract

Small push-pull molecules were synthesized in high yields by connecting a N-methyl or N-phenyl substituted thieno[2,3-b]indole electron-donating block directly to a 2,2-dicyanovinyl or (1-(dicyanomethylene)-3-oxo-1-inden-2-ylidene)methyl electron-withdrawing group. The effects of the N-substitution on thieno[2,3-b]indole and the nature of the electron-accepting group on the electrochemical, optical, and charge-transport properties were investigated by cyclic voltammetry, UV-vis spectroscopy, and the space-charge-limited current method, respectively. These results, together with the 1% power conversion efficiency of a bilayer solar cell prepared with the smallest compound of the series, show the potential of thieno[2,3-b]indole for organic electronics.

摘要

通过将 N-甲基或 N-苯基取代的噻吩并[2,3-b]吲哚供电子块直接连接到 2,2-二氰基乙烯基或(1-(二氰基亚甲基)-3-氧代-1-茚满-2-亚基)甲基吸电子基团,以高产率合成了小分子推拉分子。通过循环伏安法、紫外可见光谱法和空间电荷限制电流法分别研究了噻吩并[2,3-b]吲哚上的 N-取代基和电子接受基团的性质对电化学、光学和电荷输运性质的影响。这些结果,以及用该系列最小化合物制备的双层太阳能电池的 1%功率转换效率,表明噻吩并[2,3-b]吲哚在有机电子学方面具有潜力。

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