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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 8: 2513 - 2519

DOI: https://doi.org/10.6023/cjoc202001027

Synthesis and Properties of Donor-Acceptor Type Electrochromic Materials Based on Triphenylamine and Quinoxaline

  • Wang Wenyuan ,
  • Chen Hongjin ,
  • Zhang Gang ,
  • Zhang Rui ,
  • Liu Jian
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  • a College of Chemical Engineering, Jiangsu Key Laboratory of Biomass-Based Green Fuels and Chemicals, Nanjing Forestry University, Nanjing 210037;
    b Jiangsu Co-innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing 210037;
    c Jiangsu Key Laboratory of Biomass Energy and Materials, Nanjing 210037

Received date: 2020-01-18

  Revised date: 2020-05-21

  Online published: 2020-06-10

Supported by

Project supported by the Open Funding of Jiangsu Key Laboratory of Biomass Energy and Materials (No. JSBEM202014), the Natural Science Foundation of Jiangsu Province (No. BK20191385) and the High Level Talent Project of Nanjing Forestry University (No. GXL2018003).

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Abstract

Recently, electrochromic devices based on donor-acceptor (D-A) type conjugated polymers have received great attention, owing to their fast response rate, tunable color, good cycle stability, and so on. Two novel donor-acceptor-donor (D-A-D) type monomers N-(4-(5-(4-(diphenylamino)phenyl)-2,3-dimethylquinoxalin-8-yl)phenyl)-N-phenylbenzenamine (Q1) and N-(4-(6-(4-(diphenylamino)phenyl)-1,2,3,4-tetrahydrophenazin-9-yl)phenyl)-N-phenylbenzenamine (Q2) using triphenylamine as electron donor and quinoxaline-based moiety as electron acceptors were designed, which were further electrochemical polymerized to prepare D-A type electrochromic polymers poly(N-(4-(5-(4-(diphenylamino)phenyl)-2,3-dimethyl-quinoxalin-8-yl)phenyl)-N-phenylbenzenamine) (PQ1) and poly(N-(4-(6-(4-(diphenylamino)phenyl)-1,2,3,4-tetrahydrophe-nazin-9-yl)phenyl)-N-phenylbenzenamine) (PQ2), respectively. The as-prepared D-A type polymers exhibited pale yellow in the neutral state, and multicolor change with the increase of the applied potentials. These novel electrochromic materials showed fast switch rate, good cycle stability as well as good coloration efficiency. Moreover, the highest contrast ratio of both exceeded 70% around 780 nm, which guaranteed their potential practical applications.

Key words： donor-acceptor (D-A) type; triphenylamine; quinoxaline; electrochemical polymerization; electrochromic

Cite this article

Wang Wenyuan , Chen Hongjin , Zhang Gang , Zhang Rui , Liu Jian . Synthesis and Properties of Donor-Acceptor Type Electrochromic Materials Based on Triphenylamine and Quinoxaline[J]. Chinese Journal of Organic Chemistry, 2020 , 40(8) : 2513 -2519 . DOI: 10.6023/cjoc202001027

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