Syntheses, characterizations and electrochromic applications of polymers derived from carbazole containing thiophene rings in side chain with electrochemical and FeCl3 methods

被引:18
作者
Aydin, Aysel [1 ]
Kaya, Ismet [1 ]
机构
[1] Canakkale Onsekiz Mart Univ, Fac Sci & Arts, Dept Chem, Polymer Anal Lab, TR-17020 Canakkale, Turkey
关键词
Electrochromism; Spectroelectrochemistry; Thermal stability; Oxidative polymerization; ELECTRICAL-CONDUCTIVITY; THERMAL-DEGRADATION; CONJUGATED POLYMERS; COPOLYMERS; ELECTROPOLYMERIZATION; BENZOTHIADIAZOLE; PERFORMANCE; DERIVATIVES; DEVICE; BLUE;
D O I
10.1016/j.orgel.2012.12.023
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
1,8-Bis(3,6-di(thiophen-3-yl)-9H-carbazol-9-yl)octane (BDTCO) was synthesized via Ullmann and Suzuki couplings. Additionally, its homopolymer and copolymers with 3,4-ethylenedioxythiophene (EDOT), pyrrole (Py) and thiophene (Th) were synthesized and coated onto an ITO-glass surface via electrochemical oxidative polymerization. The spectroelectrochemical and electrochromic properties of the polymers were also investigated. The switching ability of these polymers was measured as the percent transmittance (T%) at their point of maximum contrast. Moreover, the polymer of BDTCO (P-BDTCO) was successfully synthesized through FeCl3 oxidative polymerization. The compounds were characterized by FT-IR, NMR and X-ray Photoelectron Spectroscopy (XPS), and their thermal stabilities were determined via TG measurements. The solid state conductivities of the polymeric films coated onto the ITO-glass surface were measured via the four point probe technique using an electrometer. In addition, the surface morphological properties were investigated by Scanning Electron Microscopy (SEM) for different magnifications. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:730 / 743
页数:14
相关论文
共 39 条
  • [1] Influence of dopant ions on properties of conducting polypyrrole and its electrocatalytic activity towards methanol oxidation
    Adhikari, Arindam
    Radhakrishnan, S.
    Patil, Rahul
    [J]. SYNTHETIC METALS, 2009, 159 (15-16) : 1682 - 1688
  • [2] REGIOSELECTIVE POLYMERIZATION OF 3-(4-OCTYLPHENYL)THIOPHENE WITH FECL3
    ANDERSSON, MR
    SELSE, D
    BERGGREN, M
    JARVINEN, H
    HJERTBERG, T
    INGANAS, O
    WENNERSTROM, O
    OSTERHOLM, JE
    [J]. MACROMOLECULES, 1994, 27 (22) : 6503 - 6506
  • [3] Electropolymerization Studies on a Series of Thiophene-Substituted 1,3-Dithiole-2-ones: Solid-State Preparation of a Novel TTF-Derivatized Polythiophene
    Anjos, Tania
    Charlton, Adam
    Coles, Simon J.
    Croft, Anna K.
    Hursthouse, Michael B.
    Kalaji, Maher
    Murphy, Patrick J.
    Roberts-Bleming, Susan J.
    [J]. MACROMOLECULES, 2009, 42 (07) : 2505 - 2515
  • [4] Synthesis and characterization of yellow and green light emitting novel polymers containing carbazole and electroactive moieties
    Aydin, Aysel
    Kaya, Ismet
    [J]. ELECTROCHIMICA ACTA, 2012, 65 : 104 - 114
  • [5] Poly(bisthiophene-carbazole-fullerene) Double-Cable Polymer As New Donor-acceptor Material: Preparation and Electrochemical and Spectroscopic Characterization
    Berton, Nicolas
    Fabre-Francke, Isabelle
    Bourrat, David
    Chandezon, Frederic
    Sadki, Said
    [J]. JOURNAL OF PHYSICAL CHEMISTRY B, 2009, 113 (43) : 14087 - 14093
  • [6] Synthesis and electrochromic properties of conducting copolymers of dioxocino- and dithiocino-quinoxalines with bithiophene
    Beyazyidirim, S
    Camurlu, P
    Yilmaz, D
    Gullu, M
    Toppare, L
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2006, 587 (02) : 235 - 246
  • [7] Low bandgap polymers synthesized by FeCol3 oxidative polymerization
    Cai, Tianqi
    Zhou, Yi
    Wang, Ergang
    Hellstrom, Stefan
    Zhang, Fengling
    Xu, Shiai
    Inganas, Olle
    Andersson, Mats R.
    [J]. SOLAR ENERGY MATERIALS AND SOLAR CELLS, 2010, 94 (07) : 1275 - 1281
  • [8] High triplet energy polymer as host for electrophosphorescence with high efficiency
    Chen, Yen-Chun
    Huang, Guo-Sheng
    Hsiao, Chung-Chin
    Chen, Show-An
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (26) : 8549 - 8558
  • [9] Synthesis, characterization and electrical properties of polyimines derived from selenophene
    Diaz, FR
    Moreno, J
    Tagle, LH
    East, GA
    Radic, D
    [J]. SYNTHETIC METALS, 1999, 100 (02) : 187 - 193
  • [10] Multichromic copolymers based on 3,6-bis(2-(3,4-ethylenedioxythiophene))-N-alkylcarbazole derivatives
    Gaupp, CL
    Reynolds, JR
    [J]. MACROMOLECULES, 2003, 36 (17) : 6305 - 6315