The Synthesis of a Multiple D–A Conjugated Macrocycle and Its Application in Organic Photovoltaic

Author:

Liu Wei1,Zhang Huotian2,Liang Songting1,Wang Tong3,He Siqing1,Hu Yunbin1,Zhang Rui2,Ning Haoqing3,Ren Jie4,Bakulin Artem3,Gao Feng2,Yuan Jun1ORCID,Zou Yingping1

Affiliation:

1. College of Chemistry and Chemical Engineering Central South University 410083 Changsha P. R. China

2. Department of Physics Chemistry and Biology Linköping University SE-581 83 Linköping Sweden

3. Department of Chemistry and Centre for Processable Electronics Imperial College London W12 0BZ London United Kingdom

4. MOE Key Laboratory of Macromolecular Synthesis and Functionalization International Research Center for X Pol-ymers Department of Polymer Science and Engineering Zhejiang University 310027 Hangzhou P. R. China

Abstract

AbstractAs a novel class of materials, D–A conjugated macrocycles hold significant promise for chemical science. However, their potential in photovoltaic remains largely untapped due to the complexity of introducing multiple donor and acceptor moieties into the design and synthesis of cyclic π‐conjugated molecules. Here, we report a multiple D–A ring‐like conjugated molecule (RCM) via the coupling of dimer molecule DBTP‐C3 as a template and thiophenes in high yields. RCM exhibits a narrow optical gap (1.33 eV) and excellent thermal stability, and shows a remarkable photoluminescence yield (ΦPL) of 11.1 % in solution, much higher than non‐cyclic analogues. Organic solar cell (OSC) constructed with RCM as electron acceptor shows efficient charge separation at donor‐acceptor band offsets and achieves a power conversion efficiency (PCE) of 14.2 %‐approximately fourfold higher than macrocycle‐based OSCs reported so far. This is partly due to low non‐radiative voltage loss down to 0.20 eV and a high electroluminescence yield (ΦEL) of 4×10−4. Our findings emphasize the potential of D–A cyclic conjugated molecules in advancing organic photovoltaic technology.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Hunan Province

Publisher

Wiley

Subject

General Chemistry,Catalysis

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