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isothianaphthene diimide: an air-stable n-type semiconductor

Science China Chemistry 2019年第10期62卷 1360-1364页

作者： Xiaolong Chen Yaowu He Muhammad Umair Ali Yu He Yanan Zhu Aiyuan Li Changbin Zhao Igor FPerepichka Hong Meng School of Advanced Materials Peking University Shenzhen Graduated SchoolShenzhen 518055China Department of Materials Science and Engineering College of EngineeringPeking UniversityBeijing 100871China Shaanxi Institute of Flexible Electronics Northwestern Polytechnical UniversityXi’an 710072China

Herein,we propose a new strategy to develop air-stable n-type organic semiconductors with non-classical thiophene aromatic diimide derivatives by replacing aromatic naphthalene with a heteroaromatic isothianaphthene *** designed and successfully synthesized the isothianaphthene core based diimide material,N,N′-bis(n-hexyl)isothianaphthene-2,3,6,7-tetracarboxylic acid diimide(BTDI-C6)as an n-type *** to N,N′-bis(n-hexyl)naphthalene-1,4,5,8-tetracarboxylic acid diimide(NDI-C6),BTDI-C6 possesses a deeper LUMO energy level of-4.21 eV,which is 0.32 eV lower than that of *** molecular modelling and experimental results elucidated that organic thin film transistors(OTFTs)based on both of these materials exhibit comparable mobilities;however,the threshold voltage of BTDI-C6 based device(+7.5 V)is significantly lower than that of NDI-C6 based counterpart(+34V).Moreover,the low-lying LUMO energy level of BTDI-C6 ensures excellent air-stability which is further validated by the device *** addition,BTDI-C6 shows high luminescence while NDI-C6 is not luminescent at all in solution,which reveals the potential application of our newly synthesized material in n-type light-emitting transistors.

关键词： isothianaphthene non-classical imide n-type

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Bromination of isothianaphthene Derivatives towards the Application in Organic Electronics

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Chinese Journal of Chemistry 2013年第11期31卷 1391-1396页

作者： Guankui Long Xiangjian Wan Peng Yun Jiaoyan Zhou Yongsheng Liu Miaomiao Li Mingtao Zhang Yongsheng Chen Key Laboratory for Functional Polymer Materials and Center for Nanoscale Science and Technology Institute of Polymer Chemistry Nankai University Tianjin 300071 China Computational Center for Molecular Science College of Chemistry Nankai University Tianjin 300071 China

Different approaches to brominate dialkyl isothianaphthene-5,6-dicarboxylate were tried and single crystals of target molecule and side product were obtained. A planar copolymer with the trans-ethene has been prepared... 详细信息

关键词： bromination isothianaphthene planar copolymer

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Chiral-Electroactive Low-Bandgap Polymer Composite

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Journal of Materials Science and Chemical Engineering 2017年第2期5卷 1-10页

作者： Naoto Eguchi Kohsuke Kawabata Hiromasa Goto Faculty of Pure and Applied Sciences Division of Material Sciences University of Tsukuba Tsukuba Japan

Electrochemical polymerization of an isothianaphthene based monomer for low-bandgap polymer was carried out in a polymer lyotropic liquid crystal. We prepared hydroxypropyl cellulose/N,N-dimethylformamide (HPC/DMF) lyotropic liquid crystal system as an electrolyte solution to perform electrochemical polymerization of a hydrophobic monomer, although water was commonly employed as a solvent for HPC. Resultant polymer prepared in HPC/DMF shows both electro-activity and optical activity. Fourier transform infrared absorption spectroscopy measurement reveals that the resultant material is composite of HPC and polyisothianaphthene based.

关键词： Electrochemical Polymerization Conjugated Polymer isothianaphthene Hydroxypropyl Cellulose Composite

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