A Cyano-Substituted Organoboron Electron-deficient Building Block for D-A Type Conjugated Polymers

Meng-Yu Liu; Xing-Xin Shao; Jun Liu; Li-Xiang Wang

doi:10.1007/s10118-023-2940-4

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A Cyano-Substituted Organoboron Electron-deficient Building Block for D-A Type Conjugated Polymers

RESEARCH ARTICLE | Updated：2023-04-21

- A Cyano-Substituted Organoboron Electron-deficient Building Block for D-A Type Conjugated Polymers
- A Cyano-Substituted Organoboron Electron-deficient Building Block for D-A Type Conjugated Polymers
- 高分子科学（英文版） 2023年41卷第5期页码：832-838
- Affiliations：
  
  a.State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, China
  b.School of Applied Chemistry and Engineering, University of Science and Technology of China, Hefei 230026, China
- Author bio：
  
  liujun@ciac.ac.cn
- Funds：
  
  This work was financially supported by the National Natural Science Foundation of China (Nos. 22135007, 21875244 and 52073281) and Jilin Scientific and Technological Development Program (No. YDZJ202101ZYTS138).;Electronic supplementary information (ESI) is available free of charge in the online version of this article athttp://doi.org/10.1007/s10118-023-2940-4.
- DOI：10.1007/s10118-023-2940-4
  中图分类号：
- 收稿：2022-11-29，
  
  修回：2022-12-22，
  
  录用：2022-12-26，
  
  网络首发：2023-03-02，
  
  纸质出版：2023-05-01
- Accepted：
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Liu, M. Y.; Shao, X. X.; Liu, J.; Wang, L. X. A cyano-substituted organoboron electron-deficient building block for D-A type conjugated polymers.Chinese J. Polym. Sci.2023,41, 832–838

Meng-Yu Liu, Xing-Xin Shao, Jun Liu, et al. A Cyano-Substituted Organoboron Electron-deficient Building Block for D-A Type Conjugated Polymers[J]. Chinese Journal of Polymer Science, 2023, 41(5): 832-838.
Liu, M. Y.; Shao, X. X.; Liu, J.; Wang, L. X. A cyano-substituted organoboron electron-deficient building block for D-A type conjugated polymers.Chinese J. Polym. Sci.2023,41, 832–838 DOI： 10.1007/s10118-023-2940-4.

Meng-Yu Liu, Xing-Xin Shao, Jun Liu, et al. A Cyano-Substituted Organoboron Electron-deficient Building Block for D-A Type Conjugated Polymers[J]. Chinese Journal of Polymer Science, 2023, 41(5): 832-838. DOI： 10.1007/s10118-023-2940-4.

摘要

In this work

a cyano-substituted organoboron unit with low LUMO/HOMO energy levels

near-infrared absorption and fluorescence properties is designed and synthesized. The D-A conjugated polymers based on the newly developed B←N unit with thiophene-based units show narrow optical band gaps of

. 1.3 eV.

Abstract

The development of donor-acceptor (D-A) type conjugated polymers depends largely on the design of novel A building blocks. Herein

we report a novel A building block based on the cyano-substituted organoboron unit (

SBN-3

). Compared with the most common fluorine-substituted B←N unit

SBN-3

displays a significantly downshifted LUMO energy level because of the strong electron-withdrawing ability of cyano groups. In addition

due to the greater impact of cyano substitution on LUMO than on HOMO

SBN-3

exhibits a reduced band gap

near-infrared absorption and fluorescence properties. The D-A type conjugated polymers based on the cyano-substituted B←N unit with thiophene-based units show narrow optical band gaps of

. 1.3 eV as well as distinctive electronic structures

i.e.

delocalized LUMOs and localized HOMOs. This work thus provides not only an effective approach to design strong A units but also a new electron-deficient building block for D-A type conjugated polymers.

关键词

Keywords

references

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