首页|Synthesis of Long-Chain Oligomeric Donor and Acceptors via Direct Arylation for Organic Solar Cells

Synthesis of Long-Chain Oligomeric Donor and Acceptors via Direct Arylation for Organic Solar Cells

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The rapid synthesis of structurally complicated electron donors & acceptors still remains a major challenge in organic solar cells(OSC).In this work,we developed a highly efficient strategy to access long-chain oligomeric donor and acceptors for OSC applica-tions.A series of cyclopentadithiophene(CPDT)and benzothiadiazole(BT)-based π-conjugated oligomers,i.e.,three oligomeric ac-ceptors(BTDT)n-IC(n=1-3)and one long-chain oligomeric donor(BTDT)4-RD,are facilely synthesized by an atom-and step-eco-nomical,and labor-saving direct C—H arylation(DACH)reaction(i.e.,C—H/C—Br cross coupling).Note that(BTDT)4-RD involving five CPDT,four BT and two rhodamine(RD)building blocks is the longest oligomeric donor in the fullerene-free OSC devices ever report-ed.The dependence of the structure-property-performance correlation of(BTDT)n-IC(n=1-3)and(BTDT)4-RD on the π-conjugation lengths is thoroughly investigated by opto-electrochemical measurements,bulk heterojunction(BHJ)OSC devices and microscopies.The(BTDT)1-IC∶PBDB-T and(BTDT)4-RD∶Y6 BHJs achieve power conversion efficiencies of 9.14％and 4.51％,respectively.Our findings demonstrate that DACH reaction is a powerful tool to tune the opto-electronic properties and device performances by regulating the lengths of π-conjugated oligomers with varied numbers of repeating units.

Long-chain π-conjugated oligomerOrganic solar cellsDirect arylationAtom-economical synthesisCyclopentadithiopheneBenzothiadiazoleC—H activationConjugationOligomers

Yu Wu、Xin-Yu He、Xu-Min Huang、Ling-Jun Yang、Peng Liu、Na Chen、Chang-Zhi Li、Shi-Yong Liu

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Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry,College of Materials,Metallurgical and Chemistry,Jiangxi University of Science and Technology,Ganzhou,Jiangxi 341000,China

Department of Polymer Science and Engineering,Zhejiang University,Hangzhou,Zhejiang 310027,China

国家自然科学基金江西省自然科学基金Jiangxi Provincial Key Laboratory of Functional Molecular Materials Chemistry

2216900920212ACB20400720212BCD42018

2024

10.1002/cjoc.202300521

中国化学(英文版)
中国化学会 上海有机化学研究所

中国化学(英文版)

CSTPCD
影响因子：0.848
ISSN：1001-604X
年,卷(期)：2024.42(5)
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