Literature DB >> 25675941

Developing conjugated polymers with high electron affinity by replacing a C-C unit with a B←N unit.

Chuandong Dou1, Zicheng Ding, Zijian Zhang, Zhiyuan Xie, Jun Liu, Lixiang Wang.   

Abstract

The key parameters of conjugated polymers are lowest unoccupied molecular orbital (LUMO) and highest occupied molecular orbital (HOMO) energy levels. Few approaches can simultaneously lower LUMO and HOMO energy levels of conjugated polymers to a large extent (>0.5 eV). Disclosed herein is a novel strategy to decrease both LUMO and HOMO energy levels of conjugated polymers by about 0.6 eV through replacement of a C-C unit by a B←N unit. The replacement makes the resulting polymer transform from an electron donor into an electron acceptor, and is proven by fluorescence quenching experiments and the photovoltaic response. This work not only provides an effective approach to tune the LUMO/HOMO energy levels of conjugated polymers, but also uses organic boron chemistry as a new toolbox to develop conjugated polymers with high electron affinity for polymer optoelectronic devices.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  boron; conjugation; electron transport; fluorescence; polymers

Year:  2015        PMID: 25675941     DOI: 10.1002/anie.201411973

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 in total

1.  Enhancing electron affinity and tuning band gap in donor-acceptor organic semiconductors by benzothiadiazole directed C-H borylation.

Authors:  D L Crossley; I A Cade; E R Clark; A Escande; M J Humphries; S M King; I Vitorica-Yrezabal; M J Ingleson; M L Turner
Journal:  Chem Sci       Date:  2015-06-12       Impact factor: 9.825

2.  A simple multi-responsive system based on aldehyde functionalized amino-boranes.

Authors:  Yong-Gang Shi; Jun-Wei Wang; Haijun Li; Guo-Fei Hu; Xue Li; Soren K Mellerup; Nan Wang; Tai Peng; Suning Wang
Journal:  Chem Sci       Date:  2018-01-04       Impact factor: 9.825

Review 3.  BN Embedded Polycyclic π-Conjugated Systems: Synthesis, Optoelectronic Properties, and Photovoltaic Applications.

Authors:  Jianhua Huang; Yuqing Li
Journal:  Front Chem       Date:  2018-08-07       Impact factor: 5.221

4.  Pyridalthiadiazole acceptor-functionalized triarylboranes with multi-responsive optoelectronic characteristics.

Authors:  Xiaodong Yin; Kanglei Liu; Yi Ren; Roger A Lalancette; Yueh-Lin Loo; Frieder Jäkle
Journal:  Chem Sci       Date:  2017-06-07       Impact factor: 9.825

5.  Efficient and thermally stable organic solar cells based on small molecule donor and polymer acceptor.

Authors:  Zijian Zhang; Junhui Miao; Zicheng Ding; Bin Kan; Baojun Lin; Xiangjian Wan; Wei Ma; Yongsheng Chen; Xiaojing Long; Chuandong Dou; Jidong Zhang; Jun Liu; Lixiang Wang
Journal:  Nat Commun       Date:  2019-07-22       Impact factor: 14.919

6.  Synthesis of Conjugated Polymers Containing B←N Bonds with Strong Electron Affinity and Extended Absorption.

Authors:  Bo Pang; Zhonghai Tang; Yongchun Li; Huifeng Meng; Ying Xiang; Yuqing Li; Jianhua Huang
Journal:  Polymers (Basel)       Date:  2019-10-09       Impact factor: 4.329

7.  Facile Arylation of Four-Coordinate Boron Halides by Borenium Cation Mediated Boro-desilylation and -destannylation.

Authors:  Daniel L Crossley; Jessica Cid; Liam D Curless; Michael L Turner; Michael J Ingleson
Journal:  Organometallics       Date:  2015-12-08       Impact factor: 3.876

Review 8.  Recent Advances in π-Conjugated N^C-Chelate Organoboron Materials.

Authors:  Ashanul Haque; Rayya A Al-Balushi; Paul R Raithby; Muhammad S Khan
Journal:  Molecules       Date:  2020-06-06       Impact factor: 4.411

9.  A polymer acceptor with an optimal LUMO energy level for all-polymer solar cells.

Authors:  Zicheng Ding; Xiaojing Long; Chuandong Dou; Jun Liu; Lixiang Wang
Journal:  Chem Sci       Date:  2016-06-14       Impact factor: 9.825

10.  Adjusting Aggregation Modes and Photophysical and Photovoltaic Properties of Diketopyrrolopyrrole-Based Small Molecules by Introducing B←N Bonds.

Authors:  Shuting Pang; Miriam Más-Montoya; Manjun Xiao; Chunhui Duan; Zhenfeng Wang; Xi Liu; René A J Janssen; Gang Yu; Fei Huang; Yong Cao
Journal:  Chemistry       Date:  2018-12-10       Impact factor: 5.236

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