Δ4,4′-dicyclopenta[2,1-b:3,4-b′]dithiophene.: A conjugated bridging unit for low band gap conducting polymers

被引:21
|
作者
Loganathan, K [1 ]
Cammisa, EG [1 ]
Myron, BD [1 ]
Pickup, PG [1 ]
机构
[1] Mem Univ Newfoundland, Dept Chem, St Johns, NF A1B 3X7, Canada
关键词
D O I
10.1021/cm0218110
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Delta(4,4 ')-Dicyclopenta[2,1-b:3,4-b'ldithiophene has been prepared from cyclopenta[2,1-b:3,4blbithiophen-4-one and its electrochemical and spectroscopic properties have been characterized. Its low HOMO-LUMO gap and facile electrochemical polymerization make it an attractive building block for low band gap conducting polymers. Films of poly-(Delta(4,4')- dicyclopenta[2,1-b:3,4-b']dithiophene) on electrodes have been characterized by cyclic voltammetry, electronic absorption spectroscopy, IR spectroscopy, and in situ conductivity measurements. The spectroscopic and electrochemical results confirm the formation of a polymeric material with long conjugation length and low band gap (ca. 0.5 eV). The intrinsic conductivity is consistent with this band gap.
引用
收藏
页码:1918 / 1923
页数:6
相关论文
共 50 条
  • [31] Dithieno[2,3-d:2′,3′-d′]naphtho[2,1-b:3,4-b′]dithiophene based medium bandgap conjugated polymers for photovoltaic applications
    Yang, Chunyan
    Li, Huijuan
    Tong, Junfeng
    Li, Jianfeng
    Zhang, Peng
    Xia, Yangjun
    JOURNAL OF APPLIED POLYMER SCIENCE, 2016, 133 (15)
  • [32] Three new conjugated polymers based on benzo[2,1-b:3,4-b′]dithiophene: synthesis, characterization, photoinduced charge transfer and theoretical calculation studies
    Chen, Shaojie
    Zhang, Qiuyu
    Zhang, Hepeng
    Gu, Junwei
    Ma, Mingliang
    Xin, Tiejun
    Zhou, Yanyang
    Zhou, Jian
    Liu, Qing
    POLYMER CHEMISTRY, 2012, 3 (08) : 2244 - 2253
  • [33] Synthesis and charge-transport properties of novel π-conjugated polymers incorporating core-extended naphtho[2,1-b:3,4-b′]dithiophene diimides
    Zhao, Lingli
    Cao, Yanyan
    Qin, Hanwen
    He, Xi
    Zhao, Zhiyuan
    Guo, Yunlong
    Chen, Huajie
    POLYMER CHEMISTRY, 2024, 15 (02) : 59 - 70
  • [34] Dye-sensitized solar cells based on organic dyes with naphtho[2,1-b:3,4-b′]dithiophene as the conjugated linker
    Wang, Xiaoxu
    Guo, Lei
    Xia, Ping Fang
    Zheng, Fan
    Wong, Man Shing
    Zhu, Zhengtao
    JOURNAL OF MATERIALS CHEMISTRY A, 2013, 1 (42) : 13328 - 13336
  • [35] NARROW BANDGAP POLYMERS - POLY-4-DICYANOMETHYLENE-4H-CYCLOPENTA[2,1-B-3,4-B']DITHIOPHENE (PCDM)
    FERRARIS, JP
    LAMBERT, TL
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (18) : 1268 - 1270
  • [36] Photovoltaic performance of narrow bandgap copolymer derivatives based on 4H-Cyclopenta[2,1-b;3,4-b′]dithiophene units
    Vanderzande, Dirk J. M.
    Van Mierloo, Sarah
    Marin, Lidia
    Maes, Wouter
    Lutsen, Laurence
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [37] Theoretical studies on 4H-cyclopenta[2,1-b:3,4-b′]dithiophene-based Windmill-shaped nanogrids with low reorganization energies
    Yang, Lei
    Mao, Jie
    Yin, Cheng-Zhu
    Wu, Xiang-Ping
    Liu, Yu-Yu
    Xie, Ling-Hai
    Ran, Xue-Qin
    Huang, Wei
    CHEMICAL PHYSICS, 2019, 516 : 191 - 198
  • [38] Synthesis of Poly(4,4-dialkyl-cyclopenta[2,1-b:3,4-b′]dithiophene-alt-2,1,3-benzothiadiazole) (PCPDTBT) in a Direct Arylation Scheme
    Kowalski, Sebastian
    Allard, Sybille
    Scherf, Ullrich
    ACS MACRO LETTERS, 2012, 1 (04): : 465 - 468
  • [39] NOVEL NARROW BANDGAP POLYMERS FROM SP(3) CARBON-BRIDGED BITHIENYLS - POLY(4,4-ETHYLENEDIOXY-4H-CYCLOPENTA[2,1-B3,4-B']DITHIOPHENE)
    BRISSET, H
    THOBIEGAUTIER, C
    GORGUES, A
    JUBAULT, M
    RONCALI, J
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1994, (11) : 1305 - 1306
  • [40] Phase diagrams of perhydrotriphenylene and aromatic compounds .1. Trans stylbene and 4H-cyclopenta[2,1-b:3,4-b'] dithiophene
    DiSilvestro, G
    Yuan, CM
    Terragni, A
    Brenna, E
    Gilberti, M
    JOURNAL OF THERMAL ANALYSIS, 1996, 47 (01): : 273 - 280