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π-扩展聚(苯并咪唑并蒽二异喹啉二酮)梯形共轭聚合物

π-Extended Poly(benzimidazoanthradiisoquinolinedione) Ladder-type Conjugated Polymer.

作者信息

He Qiang, Dexter Tam Teck Lip, Lin Tingting, Chien Sheau Wei, Lin Ming, Meng Hong, Huang Wei, Xu Jianwei

机构信息

Frontiers Science Center for Flexible Electronics (FSCFE), Institute of Flexible Electronics (IFE), Northwestern Polytechnical University (NPU), 127 West Youyi Road, Xi'an 710072, P. R. China.

Institute of Materials Research and Engineering (IMRE), Agency of Science, Technology and Research (A*STAR), 2 Fusionopolis Way, Innovis, Singapore 138634, Singapore.

出版信息

ACS Macro Lett. 2022 Sep 20;11(9):1136-1141. doi: 10.1021/acsmacrolett.2c00438. Epub 2022 Sep 1.

Abstract

Since the 1960s, poly(benzobisimidazobenzophenathrolinedione) (BBL) has been the only n-type ladder-type conjugated polymer (LCP) that is utilized in thin film electronic devices. Its high electrochemical and thermal stabilities make it a promising candidate for organic electrochemical transistors (OECTs) and thermoelectrics (OTEs) applications. Here we report the synthesis and characterization of a new π-extended poly(benzimidazoanthradiisoquinolinedione) (BAL). The tetrachlorinated BAL (Cl4-BAL) is fully soluble in methanesulfonic acid (MSA) and can be spin-coated into good quality thin films, enabling the fabrication and characterization of OTEs. Doping of Cl4-BAL films using our in-house benzyl viologen radical cation (BV) n-dopant shows better electrical air-stability as compared to BBL due to its very low LUMO value (-4.83 eV), making it a promising material toward air-stable n-doped conducting polymers.

摘要

自20世纪60年代以来,聚(苯并双咪唑并苯并菲咯啉二酮)(BBL)一直是唯一用于薄膜电子器件的n型梯形共轭聚合物(LCP)。其高电化学稳定性和热稳定性使其成为有机电化学晶体管(OECT)和热电器件(OTE)应用的有前途的候选材料。在此,我们报告了一种新型π-扩展聚(苯并咪唑并蒽二异喹啉二酮)(BAL)的合成与表征。四氯化BAL(Cl4-BAL)完全可溶于甲磺酸(MSA),并可旋涂成高质量薄膜,从而能够制备和表征OTE。使用我们内部的苄基紫精自由基阳离子(BV)n型掺杂剂对Cl4-BAL薄膜进行掺杂,由于其极低的最低未占分子轨道值(-4.83 eV),与BBL相比显示出更好的电空气稳定性,使其成为一种有前途的用于空气稳定n型掺杂导电聚合物的材料。

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