有机化学 ›› 2020, Vol. 40 ›› Issue (8): 2513-2519.DOI: 10.6023/cjoc202001027 上一篇    下一篇

研究简报

基于给体-受体型三苯胺喹喔啉类电致变色材料的合成及性能研究

汪文源a,b, 陈洪进a, 张纲a, 张蕤a,b, 刘建a,b,c   

  1. a 南京林业大学化学工程学院 江苏省生物质绿色燃料与化学品重点实验室 南京 210037;
    b 江苏省林业资源高效加工利用协同创新中心 南京 210037;
    c 江苏省生物质能源与材料重点实验室 南京 210037
  • 收稿日期:2020-01-18 修回日期:2020-05-21 发布日期:2020-06-10
  • 通讯作者: 张蕤, 刘建 E-mail:liu.jian@njfu.edu.cn;zhangrui@njfu.edu.cn
  • 基金资助:
    江苏省生物质能源与材料重点实验室开放基金(No.JSBEM202014)、江苏省自然科学基金(No.BK20191385)和南京林业大学高层次(高学历)人才科研启动基金(No.GXL20180033)资助项目.

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

Wang Wenyuana,b, Chen Hongjina, Zhang Ganga, Zhang Ruia,b, Liu Jiana,b,c   

  1. 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:2020-01-18 Revised:2020-05-21 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).

近年来,基于给体-受体(D-A)型共轭聚合物的电致变色器件表现出响应速率快、颜色可调、良好的循环稳定性等诸多优点,受到广泛关注.设计了一类以三苯胺为电子给体,喹喔啉衍生物为电子受体的新型给体-受体-给体(D-A-D)型化合物5,8-二(4-(二苯基氨基)苯基)-2,3-二甲基喹喔啉(Q1)和6,9-二(4-(二苯基氨基)苯基)-1,2,3,4-四氢吩嗪(Q2),通过电化学聚合制备了D-A型聚合物聚(5,8-二(4-(二苯基氨基)苯基)-2,3-二甲基喹喔啉)(PQ1)和聚(6,9-二(4-(二苯基氨基)苯基)-1,2,3,4-四氢吩嗪)(PQ2).研究表明,该类新型的D-A型聚合物在中性时为浅黄色,且随着电压的增大呈现多种颜色变化.该类电致变色材料具有响应时间快、着色效率较高、循环稳定性良好等优点,且其在780 nm附近的最大光学对比度均超过70%,具有潜在的应用价值.

关键词: 给体-受体(D-A)型, 三苯胺, 喹喔啉, 电化学聚合, 电致变色

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