Synthesis and electrochemical properties of a new benzimidazole derivative as the acceptor unit in donor-acceptor-donor type polymers

被引：32
|
作者：
Ozelcaglayan, Ali Can [1 ]
Sendur, Merve [1 ]
Akbasoglu, Naime [1 ]
Apaydin, Dogukan Hazar [2 ]
Cirpan, Ali [1 ,2 ,4 ]
Toppare, Levent [1 ,2 ,3 ,4 ]
机构：
[1] Middle E Tech Univ, Dept Chem, TR-06800 Ankara, Turkey
[2] Middle E Tech Univ, Dept Polymer Sci & Technol, TR-06800 Ankara, Turkey
[3] Middle E Tech Univ, Dept Biotechnol, TR-06800 Ankara, Turkey
[4] Middle E Tech Univ, Ctr Solar Energy Res & Applicat GUNAM, TR-06800 Ankara, Turkey
来源：
ELECTROCHIMICA ACTA | 2012年 / 67卷
关键词：
Benzimidazole; Electrochromism; Multichromic; Conjugated polymers; Donor effect; CONJUGATED POLYMERS; ELECTROCHROMIC POLYMERS; NEUTRAL STATE; BAND-GAP; GREEN; ELECTRON;
D O I：
10.1016/j.electacta.2012.02.047
中图分类号：
O646 [电化学、电解、磁化学];
学科分类号：
081704 ;
摘要：
A new benzimidazole unit, 4'-(tert-butyl)spiro[benzo[d]imidazole-2,1'-cyclohexane] was synthesized and coupled with different donor units like 3-hexylthiophene and 3,4-ethylenedioxythiophene (EDOT) via Stille coupling. The donor-acceptor-donor (D-A-D) type monomers, 4'-(tert-butyl)-4,7-bis(4-hexylthiophen-2-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIHT) and 4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIED) were electrochemically polymerized, their electrochemical and optical properties were investigated by cyclic voltammetry, UV-vis-NIR spectroscopy techniques. Effect of donor groups on the optical and electronic properties of polymer was studied. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：224 / 229
页数：6
相关论文
共 50 条
  • [1] Donor-acceptor-donor type conjugated polymers for electrochromic applications: benzimidazole as the acceptor unit
    Akpinar, Hava
    Balan, Abidin
    Baran, Derya
    Unver, Elif Kose
    Toppare, Levent
    [J]. POLYMER, 2010, 51 (26) : 6123 - 6131
  • [2] Chemical Insight Into Benzimidazole Containing Donor-Acceptor-Donor Type Π-Conjugated Polymers: Benzimidazole As An Acceptor
    Cansu-Ergun, Emine Gul
    [J]. POLYMER REVIEWS, 2018, 58 (01) : 42 - 62
  • [3] Effect of ring size on benzimidazole unit on electro-optical properties of donor-acceptor-donor type monomers and their polymers
    Al-Ogaidi, Saad
    Karabay, Bads
    Karabay, Lutfiye Canan
    Cihaner, Atilla
    [J]. JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2016, 768 : 1 - 10
  • [4] Donor-acceptor-donor tetrazines containing a ferrocene unit: Synthesis, electrochemical and spectroscopic properties
    Janowska, Izabela
    Miomandre, Fabien
    Clavier, Gilles
    Audebert, Pierre
    Zakrzewski, Janusz
    Thi, Khuyen Hoang
    Ledoux-Rak, Isabelle
    [J]. JOURNAL OF PHYSICAL CHEMISTRY A, 2006, 110 (47): : 12971 - 12975
  • [5] Structure-property relations in donor-acceptor-donor type benzimidazole containing conjugated polymers
    Zaifoglu, Buket
    Hacioglu, Serife O.
    Unlu, Naime A.
    Cirpan, Ali
    Toppare, Levent
    [J]. JOURNAL OF MATERIALS SCIENCE, 2014, 49 (01) : 225 - 231
  • [6] Effect of the acceptor moiety on the electrochemical and electrochromic properties of Donor-Acceptor-Donor polymer films
    Triantou, D.
    Soulis, S.
    Asaftei, C. S.
    Janietz, S.
    [J]. INTERNATIONAL JOURNAL OF ELECTROCHEMICAL SCIENCE, 2015, 10 (04): : 3458 - 3477
  • [7] Benzothiadiazole-Dithienopyrrole Donor-Acceptor-Donor and Acceptor-Donor-Acceptor Triads: Synthesis and Optical, Electrochemical, and Charge-Transport Properties
    Polander, Lauren E.
    Pandey, Laxman
    Barlow, Stephen
    Tiwari, Prakash
    Risko, Chad
    Kippelen, Bernard
    Bredas, Jean-Luc
    Marder, Seth R.
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2011, 115 (46): : 23149 - 23163
  • [8] Combination of donor characters in a donor-acceptor-donor (DAD) type polymer containing benzothiadiazole as the acceptor unit
    Sendur, Merve
    Balan, Abidin
    Baran, Derya
    Karabay, Baris
    Toppare, Levent
    [J]. ORGANIC ELECTRONICS, 2010, 11 (12) : 1877 - 1885
  • [9] Design, Synthesis, and Properties of Donor-Acceptor-Donor' Asymmetric Structured Electrochromic Polymers Based on Fluorenone as Acceptor Units
    Liu, Junlei
    Li, Lin
    Xu, Ruoteng
    Zhang, Kaili
    Ouyang, Mi
    Li, Weijun
    Lv, Xiaojing
    Zhang, Cheng
    [J]. ACS APPLIED POLYMER MATERIALS, 2019, 1 (05) : 1081 - 1087
  • [10] New donor-acceptor-donor molecules based on quinoline acceptor unit with Schiff base bridge: synthesis and characterization
    Kotowicz, Sonia
    Siwy, Mariola
    Filapek, Michal
    Malecki, Jan G.
    Smolarek, Karolina
    Grzelak, Justyna
    Mackowski, Sebastian
    Slodek, Aneta
    Schab-Balcerzak, Ewa
    [J]. JOURNAL OF LUMINESCENCE, 2017, 183 : 458 - 469
12345