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Donor-Acceptor Oligomers and Polymers Composed of Benzothiadiazole and 3-Hexylthiophene： Effect of Chain Length and regioregularity

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Chinese Journal of Chemistry 2013年第11期31卷 1367-1379页

作者： Jintu Wang Huaiying Ye Hongjiao Li Chongyu Mei Jun Ling Weishi Li Zhiquan Shen Laboratory of Organic Functional Materials and Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 China Department of Polymer Science and Engineering Zhejiang University Hangzhou Zhejiang 310027 China

A series of donor-acceptor oligomer OBTThn （n = 1- 7） and polymer PBTThl and PBTTh2 composed of al- ternative 2,1,3-benzothiadiazole and 3-hexylthiophene have been designed and synthesized for the purpose of in- vestigation on the effect of chain length and side-chain regioregularity on their basic properties and photovoltaic performance. In the OBTThn oligomers and PBTThl polymer, all the hexyl side chains on thienyl units orient to- ward the same direction. Upon elongation of the chain length, the intramolecular charge transfer （ICT） absorption band in solution gradually redshifts from 398 nm for OBTThl to 505 nm for OBTThT, then to 512 nm for PBTThl polymer. Meanwhile, the HOMO energy level increases from -5.45 eV （OBTTh0 to -5.08 eV （OBTThT） and -5.09 eV （PBTThl）, and the LUMO energy level decreases from -3.11 eV （OBTTh0 to -3.30 eV （OBTThT） and -3.33 eV （PBTThl）, thus giving a smaller and smaller energy bandgap for higher oligomers and polymers. Theo- retical calculation suggests straight line-like backbone geometry for this series of oligomers and polymer. On the other hand, polymer PBTTh2 possesses a different side-chain regioregularity, in which every two neighbor hexyl side chains are arranged in different orienting direction. It is theoretically suggested to have curved line-like back- bone geometry. In solution, it shows similar photophysical and electrochemical properties as PBTThl. However in film state, it displays a less redshift in the ICT band as refer to that in solution than PBTThl. In combination with [6,6]-phenyl-C61-butyric acid methyl ester （PC61BM）, these oligomers and polymers were used as donor material to fabricate organic bulk heterojunction solar cells. Again, chain length-dependent device photovoltaic performance was observed. The device based on OBTTh4 showed a power conversion efficiency of 0.16%, while it increased to 0.36% and 0.49% for the devices based on OBTTh6 and PBTThb respectively. However, the side-chain regio- regularity ha

关键词： conjugated polymers organic solar cells regioregularity donor-acceptor oligomers

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Regioregular Asymmetric Diketopyrrolopyrrole Copolymers with Good Molecular Ordered Assembly Ability for High-performance Polymer Transistors

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Chinese Journal of Polymer Science 2023年第8期41卷 1215-1222,I0006页

作者： Qing-Qing Liu Jia-Xin Yang Man Zhao Can Gao Bo Guan Huan-Li Dong Beijing National Laboratory for Molecular Sciences Key Laboratory of Organic SolidsInstitute of ChemistryChinese Academy of SciencesBeijing 100190China School of Chemical Sciences University of Chinese Academy of SciencesBeijing 100049China

Introduction of asymmetric units into conjugated polymers is an important strategy to regulate the photophysical and electronic properties of polymers,as asymmetric units can not only regulate solubility and energy levels,but also molecular stacking and orientation,thus giving much higher optoelectronic ***,very few studies have been reported in this *** semiconducting properties of conjugated polymers could be regulated through regioregularity ***,we took the asymmetric thiophene/pyridine side group DPP as core and developed the regioregular monomer T-Py-DPP through three steps:alkyl chain introduction,tin monomer coupling and NBS double *** T-Py-DPP monomer was polymerized into reg-PPy TDPP-2FBT with a head-to-head *** regioregularity of T-Py-DPP unit endowed reg-PPy TDPP-2FBT with backbone planarity,self-assembly orientation,network-like morphology and high crystallinity in films,thus the superior bipolar transport *** highest hole and electron mobilities of reg-PPy TDPP-2FBT were 0.93 and 0.57 cm^(2)·V^(-1)·s^(-1),respectively,with 40%improvement relative to the regiorandom polymer.

关键词： Asymmetric copolymers regioregularity Good orientation Organic field-effect transistor Enhanced performance

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Regioregular Non-Fused Polymerized Small Molecular Acceptors Enabling Efficient All-Polymer Solar Cells

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Chinese Journal of Chemistry 2023年第7期41卷 790-796页

作者： Baoqi Wu Youle Li Shizeng Tian Yue Zhang Langheng Pan Kangzhe Liu Mingqun Yang Fei Huang Yong Cao Chunhui Duan Institute of Polymer Optoelectronic Materials and Devices State Key Laboratory of Luminescent Materials and DevicesSouth China University of TechnologyGuangzhouGuangdong510640 China

Comprehensive Summary The regioregularity induced by the isomers of the end-groups has been widely recognized as a key factor that determines the photovoltaic properties of polymerized small molecular acceptors(PSMAs)in all-polymer solar cells(all-PSCs).However,the influence of regioregularity on the photovoltaic properties of non-fused PSMAs has not been explored *** this contribution,two regioregular non-fused PSMAs,PFBTz-T-γand PFBTz-T-δ,were synthesized for the first time by using the monomers with isomeric pure *** with PFBTz-T-δ,PFBTz-T-γhas more compact and more ordered packing in solid state,which results in a more red-shifted optical absorption and a higher electron *** remarkably,PFBTz-T-γand PFBTz-T-δexhibited huge difference in photovoltaic performance in all-PSCs,which offered the power conversion efficiencies(PCEs)of 9.72%and 0.52%,*** studies have unveiled that the higher PCE of PFBTz-T-γis due to more efficient exciton dissociation,higher and more balanced electron/hole mobility,and less charge recombination as a result of favorable morphology of the blend *** work demonstrates that the development of regioregular non-fused PSMAs by tuning the polymerization sites is an effective strategy for obtaining high-efficiency all-PSCs.

关键词： All-polymer solar cells Non-fused framework Polymer acceptors regioregularity Morphology regulation

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Polymerizing small molecular acceptors for efficient all-polymer solar cells

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InfoMat 2022年第3期4卷 1-8页

作者： Yuxin Kong Yuxiang Li Jianyu Yuan Liming Ding School of Materials Science and Engineering Xi'an University of Science and TechnologyXi'anChina Institute of Functional Nano&Soft Materials Jiangsu Key Laboratory for Carbon-Based Functional Materials&DevicesSoochow UniversitySuzhouChina Center for Excellence in Nanoscience(CAS) Key Laboratory of Nanosystem and Hierarchical Fabrication(CAS)National Center for Nanoscience and TechnologyBeijingChina

All-polymer solar cells(all-PSCs)have received attention due to their morphological stability under thermal and mechanical ***,the highest reported power conversion efficiency of all-PSCs is over 17%,achieved by utilizing polymerized small molecular acceptors(PSMAs).However,the need for higher regiospecificity to avoid forming isomers during polymerization of SMAs still challenges the further applications of *** this perspective,we focus on some recent studies and highlight the importance of controlling the regioregularity of *** particular,integrating PSMAs with regioregularity endows the polymer acceptors with good absorption,superior backbone ordering,and optimal blend morphology compared with those obtained from regiorandom ***,the distinctive features that are derived from these regioregular PSMAs,such as the possibility of repeatable synthesis and reproducible device performance,herald a brighter future for scaling-up and commercializing *** expect this integrated strategy will inspire researchers to devote more efforts to further narrow the efficiency gap between the PSCs based on SMAs and ***,we discuss the existing challenges and future prospects of PSMAs as new platform for further advancing all-PSCs.

关键词： all-polymer solar cells narrow bandgap polymerized small molecular acceptors power conversion efficiency regioregularity

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“Click”Polymerization

“Click”Polymerization

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2009年全国高分子学术论文报告会

作者： Anjun Qin and Ben Zhong Tang Department of Chemistry,The Hong Kong University of Science & Technology,Clear Water Bay, Kowloon,Hong Kong,China,and Key Laboratory of Macromolecular Synthesis and Functionalization of the Ministry of Education,Department of Polymer Science and Engineering, Zhejiang University,Hangzhou 310027,China

＜正＞Alkyne-azide"click"reaction is a powerful synthetic tool and has been found wide spread applications in the areas of chemical,biological and materials *** reaction has also been employed by polymer scientists but the efforts have been mainly in polymer reactions for the modifications of preformed *** this work,we aim at developing the click reaction into a

关键词： Polymer Synthesis regioregularity Functional Polymers Polytriazoles Hyperbranched Polymers

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Click Polymerization

Click Polymerization

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2010年全国高分子材料科学与工程研讨会

作者： Cathy K.W.Jim Department of Polymer Science and Engineering Zhejiang University

＜正＞Cu（I）-catalyzed alkyne-azide cycloaddition,coined as"click chemistry"by Sharpless et al.,is a powerful synthetic tool and enjoys the features of high efficiency,regioselectivity,and functionality tolerance as well as mild reaction conditions,fast reaction rates,and simple product isolation *** reaction has found widespread applications in various research areas,for

关键词： Polymer Synthesis regioregularity Functional Polymers Polytriazoles Hyperbranched Polymers

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