非对称稠环光伏电子受体(英文)_司文钦.pdf
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1、Chem.J.Chinese Universities,2023,44(7),2023014920230149(1/12)CHEMICAL JOURNAL OF CHINESE UNIVERSITIES高 等 学 校 化 学 学 报综合评述非对称稠环光伏电子受体司文钦1,2,李腾飞1,林禹泽1,2(1.中国科学院化学研究所有机固体实验室,北京分子科学国家研究中心,北京 100190;2.中国科学院大学,北京 100049)摘要 近几年,受益于稠环电子受体材料的蓬勃发展,有机太阳能电池的能量转换效率从富勒烯时代的12%迅速提高到非富勒烯时代的20%.其中,非对称结构的分子设计策略发挥了重要作用.
2、本文按照稠环骨架、末端基团和侧链3种非对称分子设计策略,综合评述了非对称稠环电子受体的研究进展,并讨论了其中的结构-性能关系;最后,对非对称稠环电子受体的未来发展进行了展望.关键词 非对称分子结构;稠环电子受体;非富勒烯受体;有机太阳能电池中图分类号 O633.5;TM914.4 文献标志码 A doi:10.7503/cjcu20230149Asymmetric Fused-ring Photovoltaic Electron AcceptorsSI Wenqin1,2,LI Tengfei1*,LIN Yuze1,2*(1.Beijing National Laboratory for M
3、olecular Sciences,CAS Key Laboratory of Organic Solids,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190,China;2.University of Chinese Academy of Sciences,Beijing 100049,China)Abstract Benefiting from the development of fused-ring electron acceptors(FREAs),power conversion efficienci
4、es of organic solar cells have rapidly increased from 12%for the fullerene era to 20%for the non-fullerene era.The asymmetric molecular design strategy plays an important role in the enhancement of photovoltaic performance.In this paper,we review the research progress of asymmetric FREAs according t
5、o the following three kinds of molecular design strategies:the asymmetric fused-ring backbone,asymmetric end groups and asymmetric side chains,discuss the structure-property relationship,and finally provide an outlook on the future development of asymmetric FREAs.Keywords Asymmetric structure;Fused-
6、ring electron acceptor;Non-fullerene acceptor;Organic solar cell1 IntroductionSolution-processable organic solar cells(OSCs)have drawn significant interest due to their benefits such as mechanical flexibility,low weight,and semitransparency16.High-performance OSCs are typically constructed with a bu
7、lk heterojunction(BHJ)structure involving the nanoscale phase separation of donor and acceptor materials79.In the initial stage of OSCs research,fullerene acceptors(FAs),and its derivatives were widely used as acceptor materials due to their three-dimensional(3D)structure,high electron mobility,and
8、suitable electron affinity10.However,FAs have drawbacks such as weak visible absorption,high 收稿日期:2023-03-30.网络首发日期:2023-04-25.联系人简介:林禹泽,男,博士,研究员,主要从事有机光伏半导体及应用方面的研究.Email:李腾飞,男,博士,主要从事近红外有机光伏半导体材料及器件方面的研究.Email:基金项目:国家自然科学基金(批准号:22105208,52173189)和中国博士后科学基金(批准号:2021M703263)资助.Supported by the Natio
9、nal Natural Science Foundation of China(Nos.22105208,52173189)and the China Postdoctoral Science Foundation(No.2021M703263).CHEMICAL JOURNAL OF CHINESE UNIVERSITIES高 等 学 校 化 学 学 报综合评述Chem.J.Chinese Universities,2023,44(7),2023014920230149(2/12)synthesis cost,and poor morphological stability.The dema
10、nd for replacing fullerenes in OSCs has led to the rapid development of non-fullerene acceptors,which have tunable structure and energy levels,broad and strong absorption,and easy synthesis and purification11,12.In particular,the power conversion efficiencies(PCEs)of 18%20%have been achieved in OSCs
11、 with the emergence of fused-ring electron acceptors(FREAs)represented by ITIC and Y61316.Generally,FREA materials are composed of three components:central electron-donating core unit(D),outstretched side chain,and terminal accepting unit(A)2,which can be classified into symmetric and asymmetric FRE
12、As according to the molecular symmetry.By introducing asymmetric elements into the above three parts,the chemical structures can be more diversified and the photoelectrical properties will be finely adjusted relative to their symmetric counterparts.The asymmetric FREA materials began to emerge in 20
13、17 and developed rapidly in the last several years17,18.Enormous efforts have been dedicated to the design and synthesis of high-performance asymmetric FREAs and PCEs approaching 19%have been realized19.Generally,the asymmetric FREAs exhibit a larger dipole moment and stronger intermolecular interac
14、tion relative to their symmetric counterparts,leading to better molecular packing and enhanced electron mobility.Meanwhile,the introduction of asymmetric elements can subtly tune the absorption,energy levels,molecular configuration,miscibility,and crystallinity,which is beneficial to finely optimize
15、 the photovoltaic properties of FREAs.In addition,some studies also demonstrated that positive effect of enhancing dielectric constant,suppressing non-radiative recombination,and others can be made by using asymmetric strategies,which will promote the exciton dissociation and reduce the energy loss
16、and hence acquire a higher performance.This review will focus on reviewing recent research advances in three types of asymmetric FREAs(Fig.1),which are based on the engineering of asymmetric molecular designs incorporating core backbone,terminal groups and side chains.The structure-property relation
17、ships of these asymmetric FREAs will be discussed in detail and their future development will be prospected.2 Asymmetric FREA MaterialsIn 2015,Zhan et al.13 invented the star molecule ITIC,which has a centrosymmetric fused core of indacenodithieno 3,2-b thiophene as the donor unit with four hexylphe
18、nyl side chains and 1,1-dicyanomethylene-3-indanone(IC)as the terminal group on both sides.The device based on ITIC exhibited PCEs up to 6.8%,which was a new record for fullerene-free OSCs at that time.Since then,the OSC field was transformed from the fullerene era to non-fullerene era.In 2019,anoth
19、er star molecule Y6 was designed and synthesized,the authors employed an axisymmetric ladder-type electron-deficient-core-based central Fig.1Illustration of three types of asymmetric FREAs along with the example molecules and their key synthetic routes(1)and(2)represent VilsmeierHaack reaction and K
20、noevenagel condensation.CHEMICAL JOURNAL OF CHINESE UNIVERSITIES高 等 学 校 化 学 学 报综合评述Chem.J.Chinese Universities,2023,44(7),2023014920230149(3/12)fused ring(dithienothiophen3,2-b-pyrrolobenzothiadiazole)with a benzothiadiazole core14.The OSCs made from Y6 showed a high efficiency of 15.7%,which furthe
21、r boosts the development of OSC field.In the last several years,significant efforts have been devoted to developing high-performance asymmetric FREAs based on ITIC and Y6.2.1FREAs with Asymmetric Fused-ring CoresAsymmetric strategies on the fused-ring core can subtly adjust the absorption region and
22、 energy levels via regulating the intensity of intramolecular charge transfer.More importantly,the dipole moment of the molecule can be enhanced obviously and the molecular packing and crystallinity will be further tuned,which is beneficial to improve the charge transport property and acquire a high
23、 short-circuit current density(JSC)and fill factor(FF)of the device.Sun et al.20 reported a novel planar and asymmetric acceptor TPTT-IC(Fig.2),which was derived from the symmetric acceptor ITIC by replacing one of the thieno3,2-b thiophene units with a thiophene unit.This modification resulted in a
24、 slight blueshift of the film absorption from 703 nm for ITIC to 692 nm for TPTT-IC.Compared with the PBT1-C(Fig.3)ITIC device,the PBT1-C TPTT-IC device showed enhanced and more balanced charge transport properties.The superior charge mobilities of the PBT1-C TPTT-IC blend contributed to the higher
25、Jsc and FF values,leading to an outstanding PCE of 10.3%(Table 12028),a little higher than that of the ITIC-based devices(10.0%)under the same conditions.Following the same strategy of introducing asymmetry into the ladder-type core,Yang et al.21 reported a novel acceptor MeIC1.Compared to the symme
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