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

被引：5
|
作者：
Tutuncu, Esra [1 ]
Varlik, Bengisu [2 ]
Kesimal, Busra [2 ]
Cihaner, Atilla [2 ]
Ozkut, Merve Icli [1 ]
机构：
[1] Van Yuzuncu Yil Univ, Fac Engn & Architecture, Dept Chem Engn, TR-65080 Van, Turkey
[2] Atilim Univ, Atilim Optoelect Mat & Solar Energy Lab ATOMSEL, Dept Chem Engn & Appl Chem, TR-06836 Ankara, Turkey
来源：
SYNTHETIC METALS | 2020年 / 265卷
关键词：
Cyclopentadithiophene; Silylenebithiophene; 3,4-Propylenedioxythiophene; Hybrid conjugated polymer; Structural design; CONJUGATED POLYMERS; LOW-BANDGAP; COPOLYMERS; GAP;
D O I：
10.1016/j.synthmet.2020.116370
中图分类号：
T [工业技术];
学科分类号：
08 ;
摘要：
An electrochromic polymer, namely "poly(2,6-(3,3-didecyl-3,4-dihydro-2H-thieno [3,4-b] [1,4]dioxepin-6-yl)-4,4-dioctyl-4H-cyclopenta[2,1-b;3,4-b']dithiophene)" (P1), was electrochemically synthesized successfully, and its electrochemical and optical properties were investigated. The band gap of the polymer P1 was calculated as 1.77 eV with -5.45 eV Highest Occupied Molecular Orbital (HOMO) and -3.68 eV Lowest Unoccupied Molecular Orbital (LUMO) energy levels. The polymer P1 is bluish purple when neutralized and highly transparent greenish purple when oxidized. This color change was observed around 1.4 s between its redox states and optical contrast ratio was found to be as 49 % and 53 % with 234 cm(2)/C and 239 cm(2)/C coloration efficiencies at 590 nm and 634 nm, respectively. Moreover, the properties of this polymer were compared to its analogues and also during this comparison the effect of alteration of a single atom in the pendant unit was tried to be understood.
引用
收藏
页数：5
相关论文
共 50 条
  • [31] The effect of electron-donating moiety structure on the electrochemical and photophysical properties of dithiophene- and naphtho[2,1-b:3,4-b']dithiophene-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles
    Uliankin, Evgenii B.
    Kostyuchenko, Anastasia S.
    Fisyuk, Alexander S.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2023, 59 (1-2) : 88 - 95
  • [32] The revival of 4H-cyclopenta[2,1-b:3,4-b′]dithiophene () driven by low-cost and high-performance nonfused-ring electron acceptors
    Gu, Xiaobin
    Zhang, Xin
    Huang, Hui
    JOURNAL OF MATERIALS CHEMISTRY A, 2024, 12 (29) : 17973 - 17991
  • [33] 4H-Cyclopenta[2,1-b:3,4-b′]Dithiophen-4-One (CPDTO) Homopolymer with Side Chains on Every Other CPDTO
    Sun, Jianyuan
    Venkatesan, Swaminathan
    Dubey, Ashish
    Qiao, Qiquan
    Zhang, Cheng
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2017, 55 (06) : 1077 - 1085
  • [34] Electronic and Optical Properties of 4H-Cyclopenta[2,1-b•3,4-b′]bithiophene Derivatives and Their 4-Heteroatom-Substituted Analogues: A Joint Theoretical and Experimental Comparison
    Barlow, Stephen
    Odom, Susan A.
    Lancaster, Kelly
    Getmanenko, Yulia A.
    Mason, Richard
    Coropceanu, Veaceslav
    Bredas, Jean-Luc
    Marder, Seth R.
    JOURNAL OF PHYSICAL CHEMISTRY B, 2010, 114 (45) : 14397 - 14407
  • [35] Dithieno[2,3-d;2′,3′-d]benzo[2,1-b;3,4-b′]dithiophene: a novel building-block for a planar copolymer
    Keerthi, Ashok
    An, Cunbin
    Li, Mengmeng
    Marszalek, Tomasz
    Ricciardulli, Antonio Gaetano
    Radha, Boya
    Alsewailem, Fares D.
    Muellen, Klaus
    Baumgarten, Martin
    POLYMER CHEMISTRY, 2016, 7 (08) : 1545 - 1548
  • [36] Using Cyclopenta[2,1-b:3,4-c′]dithiophene-4-one as a Building Block for Low-Bandgap Conjugated Copolymers Applied in Solar Cells
    Zhang, Wei
    Cao, Jiamin
    Liu, Ying
    Xiao, Zuo
    Zhu, Weiguo
    Zuo, Qiqun
    Ding, Liming
    MACROMOLECULAR RAPID COMMUNICATIONS, 2012, 33 (18) : 1574 - 1579
  • [37] Fluorination as an effective tool to increase the open-circuit voltage and charge carrier mobility of organic solar cells based on poly(cyclopenta[2,1-b:3,4-b′]dithiophene-alt-quinoxaline) copolymers
    Verstappen, Pieter
    Kesters, Jurgen
    Vanormelingen, Wouter
    Heintges, Gael H. L.
    Drijkoningen, Jeroen
    Vangerven, Tim
    Marin, Lidia
    Koudjina, Simplice
    Champagne, Benoit
    Manca, Jean
    Lutsen, Laurence
    Vanderzande, Dirk
    Maes, Wouter
    JOURNAL OF MATERIALS CHEMISTRY A, 2015, 3 (06) : 2960 - 2970
  • [38] Conjugated Polymers Based on Benzo[2,1-b:3,4-b′]dithiophene with Low-Lying Highest Occupied Molecular Orbital Energy Levels for Organic Photovoltaics
    Xiao, Shengqiang
    Stuart, Andrew C.
    Liu, Shubin
    You, Wei
    ACS APPLIED MATERIALS & INTERFACES, 2009, 1 (07) : 1613 - 1621
  • [39] Near Infrared Absorbing Soluble Poly(cyclopenta[2,1-b:3,4-b′]dithiophen-4-one)vinylene Polymers Exhibiting High Hole and Electron Mobilities in Ambient Air
    Fei, Zhuping
    Gao, Xiang
    Smith, Jeremy
    Pattanasattayavong, Pichaya
    Domingo, Ester Buchaca
    Stingelin, Natalie
    Watkins, Scott E.
    Anthopoulos, Thomas D.
    Kline, R. Joseph
    Heeney, Martin
    CHEMISTRY OF MATERIALS, 2013, 25 (01) : 59 - 68
  • [40] 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
12345