Optically active electrochromic polymer films from cyclopenta [2,1-b;3,4-b′]ditiophene prepared in chiral liquid crystal with molecular asymmetry imprinting polymerization

被引:4
|
作者
Otaki, Masashi [1 ]
Goto, Hiromasa [1 ]
机构
[1] Univ Tsukuba, Fac Pure & Appl Sci, Dept Mat Sci, Tsukuba, Ibaraki 3058573, Japan
基金
日本学术振兴会;
关键词
Cyclopentadithiophene; Electrochromism; Chirality; Cholesteric liquid crystal; CONJUGATED POLYMER; ELECTROCHEMICAL POLYMERIZATION; GAP POLYMERS; BAND-GAP; CYCLOPENTADITHIOPHENE; COPOLYMERS; CELLS; POLYTHIOPHENE; PERFORMANCE; DESIGN;
D O I
10.1016/j.electacta.2023.142407
中图分类号
O646 [电化学、电解、磁化学];
学科分类号
081704 ;
摘要
Cyclopenta[2,1-b;3,4-b ']dithiophene (CPDT) based chiral electrochromic (EC) polymer films were synthesized by electrochemical polymerization (EP) in cholesteric liquid crystals (CLCs). We prepared several types of monomers to investigate effects of their planarity and compatibility with host liquid crystals (LCs) on the per-formance of these polymer films. EP in CLCs had succeeded in imparting chirality transfer to the resultant EC polymer films. Especially, the CPDT-based polymer with methyl group (dMCPDT) showed a large red-shift in the absorption wavelength due to the pi-pi * transition, and clear circular dichroism (CD). This is because dMCPDT had improved compatibility with the host LCs while maintaining high planarity derived from CPDT backbone. In addition, CPDT with 3,4-ethylenedioxythiophene (EDOT) introduced at both ends resulted polychromaticity by voltage scanning. Furthermore, the CPDT-based polymer has excellent electrochromic properties, fast response time and high cycle stability were observed. Imparting functionality to CPDT-based polymers with high planarity and high charge mobility is preferred for practical electronic device fabrication.
引用
收藏
页数:11
相关论文
共 37 条
  • [1] An electrochromic polymer based on cyclopenta[2,1-b;3,4-b′]dithiophene: Effect of a single atom alteration on the electrochemical and optical properties of the polymer backbone
    Tutuncu, Esra
    Varlik, Bengisu
    Kesimal, Busra
    Cihaner, Atilla
    Ozkut, Merve Icli
    SYNTHETIC METALS, 2020, 265
  • [2] Synthetic Routes toward Asymmetrically Substituted (Functionalized) 4H-Cyclopenta[2,1-b:3,4-b′]dithiophenes
    Vanormelingen, Wouter
    Verstappen, Pieter
    Maes, Veronique
    Bevk, David
    Lutsen, Laurence
    Vanderzande, Dirk
    Maes, Wouter
    SYNLETT, 2013, 24 (18) : 2389 - 2392
  • [3] The Use of Cyclopenta[2,1-b;3,4-b′]dithiophene Analogues for the Development of Low-Bandgap Materials
    Willot, Pieter
    De Cremer, Lieven
    Koeckelberghs, Guy
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2012, 213 (12) : 1216 - 1224
  • [4] Electrochemical Synthesis and Characterization of a Novel Electrochromic Copolymer of 4H-cyclopenta[2,1-b:3,4-b′]Dithiophene with Pyrene
    Yang, Wei
    Zhao, Jinsheng
    Kong, Ying
    Kong, Tianyu
    Cui, Chuansheng
    INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE, 2012, 7 (04): : 2764 - 2780
  • [5] A Three-Step Synthetic Approach to Asymmetrically Functionalized 4H-Cyclopenta[2,1-b:3,4-b′]dithiophenes
    Van Mierloo, Sarah
    Adriaensens, Peter J.
    Maes, Wouter
    Lutsen, Laurence
    Cleij, Thomas J.
    Botek, Edith
    Champagne, Benoit
    Vanderzande, Dirk J.
    JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (21) : 7202 - 7209
  • [6] A Polymer with a Benzo[2,1-b;3,4-b′]dithiophene Moiety for Photovoltaic Applications
    Liu, Miaoyin
    Rieger, Ralph
    Li, Chen
    Menges, Hansjoerg
    Kastler, Marcel
    Baumgarten, Martin
    Muellen, Klaus
    CHEMSUSCHEM, 2010, 3 (01) : 106 - 111
  • [7] Reaction of 4H-cyclopenta[2,1-b:3,4-b′]dthiophenes with NBS-a route toward 2H-cyclopenta[2,1-b:3,4-b′]dithiophene-2,6(4H)-diones
    Marin, Lidia
    Van Mierloo, Sarah
    Zhang, Yuexing
    Robeyns, Koen
    Champagne, Benoit
    Adriaensens, Peter
    Lutsen, Laurence
    Vanderzande, Dirk
    Maes, Wouter
    TETRAHEDRON, 2013, 69 (10) : 2260 - 2267
  • [8] Synthesis and characterization of poly(3,5-didodecyl-cyclopenta[2,1-b;3,4-b′]dithiophen-4-one)
    Zhang, Cheng
    Sun, Jianyuan
    Sun, Sam-Shajing
    SYNTHETIC METALS, 2016, 221 : 275 - 283
  • [9] Synthesis and characterization of a series of low-bandgap copolymers based on cyclopenta[2,1-b:3,4-b′]dithiophene and thienopyrroledione for photovoltaic applications
    Hong, Young-Rae
    Ng, Joo Yee
    Wong, Hoi Ka
    Moh, Lionel C. H.
    Yip, Yong Jie
    Chen, Zhi-Kuan
    Norsten, Tyler B.
    SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2012, 102 : 58 - 65
  • [10] Trivalent organophosphorus reagent induced pinacol rearrangement of 4H-cyclopenta[2,1-b:3,4-b′]dithiophen-4-one
    Marin, Lidia
    Zhang, Yuexing
    Robeyns, Koen
    Champagne, Benoit
    Adriaensens, Peter
    Lutsen, Laurence
    Vanderzande, Dirk
    Bevk, David
    Maes, Wouter
    TETRAHEDRON LETTERS, 2013, 54 (06) : 526 - 529