A‐DAD‐A Type Pentacyclic Small Molecule Acceptors to Exceed 16.5% Efficiency by Heteroatom Effect at the Outer Side Chain

Author:

Zhu Shaofeng1,Shi Changzhou1,Wei Qingya1,Zhu Can2,Ren Jie3,Li Jianghua1,Meng Lei2,Li Yongfang2,Yuan Jun1,Zou Yingping1

Affiliation:

1. State Key Laboratory of Powder Metallurgy, College of Chemistry and Chemical Engineering Central South University Changsha Hunan 410083 China

2. Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids Institute of Chemistry, Chinese Academy of Sciences Beijing 100190 China

3. MOE Key Laboratory of Macromolecular Synthesis and Functionalization, International Research Center for X Polymers, Department of Polymer Science and Engineering Zhejiang University Hangzhou Zhejiang 310027 China

Abstract

Comprehensive SummaryIn this work, we adopt a “heteroatom side‐chains” modification strategy to modify the thiophene units in A‐DA'D‐A (acceptor‐donor‐acceptor’‐donor‐acceptor) type pentacyclic SMAs (small molecule acceptors), that is, introducing branched alkyl chain at the β‐position of thiophene instead of straight alkyl chain, and then introducing oxygen atom at the third‐position on the basis of branched chain. Two new pentacyclic SMAs (BZ4F‐EH and BZ4F‐OEH) were synthesized, and the influence of the heteroatom side‐chains on photoelectric properties of A‐DA'D‐A type pentacyclic SMAs was systematically studied. Compared with our previously reported BZ4F (Y26), BZ4F‐EH shows slightly blue‐shifted absorption, while BZ4F‐OEH has obvious red‐shifted absorption. As a result, BZ4F‐OEH‐based binary device achieved a high power conversion efficiency (PCE) of 16.56% with a fill factor (FF) of 79.3%, which is the highest efficiency of pentacyclic SMAs to date. The results indicated that the modification of hetero‐atomization on the β‐position of thiophene is a simple and efficient way to improve the PCE of A‐DA'D‐A type SMAs, and this work provides an important guideline for future molecular design.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Hunan Province

Publisher

Wiley

Subject

General Chemistry

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