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Semiconducting Copolymers with Naphthalene Imide/Amide pi-Conjugated Units: Synthesis, Crystallography, and Systematic Structure-Property-Mobility Correlations

文献类型：期刊论文

作者Chen, Yao2,3,4; Wu, Jianglin2,3; Lu, Shirong4; Facchetti, Antonio1,2,3; Marks, Tobin J.2,3
刊名ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
出版日期2022-08-19
页码10
关键词Charge Transport Crystallinity Naphthalene Imide Amide Organic Electronics Organic Semiconductors
ISSN号1433-7851
DOI10.1002/anie.202208201
通讯作者Lu, Shirong(lushirong@cigit.ac.cn) ; Facchetti, Antonio(a-facchetti@northwestern.edu) ; Marks, Tobin J.(t-marks@northwestern.edu)
英文摘要In a series of n-type semiconducting naphthalene tetracarboxydiimide (NDI)-dithiophene (T2) copolymers, structural and electronic properties trends are systematically evaluated as the number of NDI carbonyl groups is reduced from 4 in NDI to 3 in NBL (1-amino-4,5-8-naphthalene-tricarboxylic acid-1,8-lactam-4,5-imide) to 2 in NBA (naphthalene-bis(4,8-diamino-1,5-dicarboxyl)-amide). As the NDI-T2 backbone torsional angle falls the LUMO energy rises. However, the thienyl attachment regiochemistry also plays an important role in less symmetric NBL and NBA. Electron mobility is greatest for N2200 (0.17 cm(2) V-1 s(-1)) followed by PNBL-3,8-T2 and PNBA-2,6-T2 (0.11 cm(2) V-1 s(-1)), 0.02 cm(2) V-1 s(-1) in PNBL-4,8-T2, and negligible in PNBA-3,7-T2. Charge transport reflects a delicate balance between electronic backbone communication (optimum for N2200 and PNBL-4,8-T2), backbone planarity (optimum for PNBA-2,6-T2 and PNBL-3,8-T2), LUMO energy (optimum for N2200), pi-pi stacking distance (optimum for PNBA-2,6-T2), and film crystallinity (optimum for PNBA-2,6-T2 and N2200). These results offer generalizable insight into semiconducting copolymer design.
资助项目Northwestern University MRSEC[DMR-1720139] ; AFOSR[FA9550-18-1-0320] ; U.S. Department of Commerce[70NANB14H012] ; National Institute of Standards and Technology, Center for Hierarchical Materials Design ; Flexterra Inc. ; Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource[NSF ECCS-1542205] ; Department of Energy[DE-AC02-05CH11231] ; DOE Office of Science by Argonne National Laboratory[DE-AC02-06CH11357] ; Science Fund for Distinguished Young Scholars of Chongqing[cstc2020jcyj-jqX0018] ; National Natural Science Foundation of China[62074149]
WOS研究方向Chemistry
语种英语
WOS记录号WOS:000841804000001
出版者WILEY-V C H VERLAG GMBH
源URL[http://119.78.100.138/handle/2HOD01W0/16438]  
专题中国科学院重庆绿色智能技术研究院
通讯作者Lu, Shirong; Facchetti, Antonio; Marks, Tobin J.
作者单位1.Flexterra Corp, Skokie, IL 60077 USA
2.Northwestern Univ, Mat Res Ctr, Evanston, IL 60208 USA
3.Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
4.Chinese Acad Sci, Chongqing Inst Green & Intelligent Technol, Chongqing 400714, Peoples R China
推荐引用方式
GB/T 7714		 Chen, Yao,Wu, Jianglin,Lu, Shirong,et al. Semiconducting Copolymers with Naphthalene Imide/Amide pi-Conjugated Units: Synthesis, Crystallography, and Systematic Structure-Property-Mobility Correlations[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,2022:10.
APA Chen, Yao,Wu, Jianglin,Lu, Shirong,Facchetti, Antonio,&Marks, Tobin J..(2022).Semiconducting Copolymers with Naphthalene Imide/Amide pi-Conjugated Units: Synthesis, Crystallography, and Systematic Structure-Property-Mobility Correlations.ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,10.
MLA Chen, Yao,et al."Semiconducting Copolymers with Naphthalene Imide/Amide pi-Conjugated Units: Synthesis, Crystallography, and Systematic Structure-Property-Mobility Correlations".ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2022):10.

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来源：重庆绿色智能技术研究院

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