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茚并[1,2-b]噻吩封端的苝二亚胺:1,6-区域异构体是否应被系统地视为副产物?

Indeno[1,2-b]thiophene End-capped Perylene Diimide: Should the 1,6-Regioisomers be systematically considered as a byproduct?

作者信息

Simón Marqués Pablo, Tintori Francesco, Andrés Castán José María, Josse Pierre, Dalinot Clément, Allain Magali, Welch Gregory, Blanchard Philippe, Cabanetos Clément

机构信息

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

Department of Chemistry, University of Calgary, 2500 University Drive N.W., Calgary, Alberta, T2N 1N4, Canada.

出版信息

Sci Rep. 2020 Feb 24;10(1):3262. doi: 10.1038/s41598-020-60012-7.

Abstract

Usually considered as a byproduct, the 1,6-dibrominated PDI has rarely been functionalized for the preparation of electro-active conjugated molecules, particularly in the field of organic photovoltaics. In light of the literature, one can ask oneself: Does a 1,7-isomer based functional molecule systematically perform better than its 1,6-analogue? To answer this question, we report herein the synthesis and direct comparison of two indeno[1,2-b]thiophene (IDT) end-capped perylene diimide regioisomers (PDI) (1,6 and 1,7) used as non-fullerene acceptors in organic solar cells. It turned out that in our case, ie, when blended with the well-known PTB7-Th donor polymer, higher performance was reached for devices made with the 1,6-analogue.

摘要

通常被视为副产物的1,6-二溴化苝二酰亚胺很少被官能化用于制备电活性共轭分子,尤其是在有机光伏领域。根据文献,人们可能会问自己:基于1,7-异构体的功能分子是否系统地比其1,6-类似物表现更好?为了回答这个问题,我们在此报告了两种用作有机太阳能电池中非富勒烯受体的茚并[1,2-b]噻吩(IDT)封端的苝二酰亚胺区域异构体(PDI)(1,6和1,7)的合成及直接比较。结果表明,在我们的案例中,即与著名的PTB7-Th供体聚合物混合时,用1,6-类似物制成的器件性能更高。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ab4f/7039957/2d3619b9bee7/41598_2020_60012_Fig1_HTML.jpg

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