Benzocarborano[2,1-b:3,4-b′]dithiophene Containing Conjugated Polymers: Synthesis, Characterization, and Optoelectronic Properties

被引:17
|
作者
Marshall, Jonathan [1 ,2 ]
Schroeder, Bob C. [1 ,2 ]
Bronstein, Hugo [3 ]
Meager, Iain [1 ,2 ]
Rossbauer, Stephan [2 ,4 ]
Yaacobi-Gross, Nir [2 ,4 ]
Buchaca-Domingo, Ester [2 ,5 ]
Anthopoulos, Thomas D. [2 ,4 ]
Stingelin, Natalie [2 ,5 ]
Beavis, Peter [6 ]
Heeney, Martin [1 ,2 ]
机构
[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England
[2] Univ London Imperial Coll Sci Technol & Med, Ctr Plast Elect, London SW7 2AZ, England
[3] UCL, Dept Chem, London WC1H 0AJ, England
[4] Univ London Imperial Coll Sci Technol & Med, Dept Phys, London SW7 2AZ, England
[5] Univ London Imperial Coll Sci Technol & Med, Dept Mat, London SW7 2AZ, England
[6] AWE, Reading RG7 4PR, Berks, England
关键词
HIGH-PERFORMANCE AMBIPOLAR; O-CARBORANE; BENZOCARBORANE; TRANSISTORS; COPOLYMERS; BNCT; HOLE;
D O I
10.1021/ma402273w
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We report the stannylation of a benzocarborano[2,1-b:3,4-b']dithiophene monomer and its polymerization by Stille polycondensation with solubilized cyclopentadithiophene and diketopyrrolopyrrole derivatives. The physical, material, and optoelectronic properties of the resultant conjugated copolymers are reported, demonstrating that benzocarboranodithiophene acts as a mildly electron-withdrawing monomer.
引用
收藏
页码:89 / 96
页数:8
相关论文
共 50 条
  • [31] From π-conjugated macrocycles to heterocycloarenes based on benzo[2,1-b:3,4-b′]dithiophene (BDTh): size- and geometry-dependent host-guest properties
    An, Dongyue
    Zhang, Rong
    Zhu, Jiangyu
    Wang, Teng
    Zhao, Yan
    Lu, Xuefeng
    Liu, Yunqi
    CHEMICAL SCIENCE, 2024, 15 (12) : 4590 - 4601
  • [32] THE CHEMISTRY OF NOVEL C-2 DIAZABIARYL LIGANDS - CYCLOOCTA[2,1-B/3,4-B']DIPYRIDINE, CYCLOOCTA[2,1-B/3,4-B']DIQUINOLINE AND THEIR RELATED-COMPOUNDS
    WANG, XC
    WONG, HNC
    TETRAHEDRON, 1995, 51 (25) : 6941 - 6960
  • [33] Synthesis and characterization of D-A type electrochromic polymers based on planar monomers: Cyclopenta[2,1-b;3,4-b′]dithiophene and tris (thienothiophene) as electron donors, diketopyrrolopyrrole as electron acceptor
    Ma, Yueqiang
    Du, Yuchang
    Li, Chunxia
    Zhang, Yan
    Du, Hongmei
    Zhao, Jinsheng
    Zhang, Junhong
    Xie, Yu
    SYNTHETIC METALS, 2021, 278
  • [34] ELECTRON-IMPACT INDUCED SYNTHESIS OF BENZO[2,1-B-3,4-B']DITHIOPHENE
    STURARO, A
    TRALDI, P
    AUDISIO, G
    DESTRI, S
    CATELLANI, M
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (07) : 1867 - 1871
  • [35] Dibenzo[d,d']benzo[2,1-b:3,4-b']difurans with extended π-conjugated chains: synthetic approaches and properties
    Hirano, Masafumi
    Okada, Harumi
    Hayasaka, Chikara
    Komine, Nobuyuki
    Kiyota, Sayori
    Nakano, Koji
    NEW JOURNAL OF CHEMISTRY, 2022, 46 (03) : 1003 - 1017
  • [36] 4-Benzylidene-3,4-dihydro-1λ4-cyclopenta-[2,1-b:3,4-b′]dithiophene at 120 K
    Howie, RA
    Wardell, JL
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O659 - O661
  • [37] 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
  • [38] Effects of Surface Modification on Dye-Sensitized Solar Cell Based on an Organic Dye 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
    ACS APPLIED MATERIALS & INTERFACES, 2014, 6 (03) : 1926 - 1932
  • [39] Synthesis and Properties of an Electropolymer Obtained from a Dimeric Donor/Acceptor System with a 4,4′-Spirobi[cyclopenta[2,1-b:3,4-b′]dithiophene] Core
    Orlandi, Simonetta
    Pozzi, Gianluca
    Cavazzini, Marco
    Minudri, Daniela
    Gervaldo, Miguel
    Otero, Luis
    Fungo, Fernando
    MACROMOLECULES, 2015, 48 (13) : 4364 - 4372
  • [40] Electron Donor-Acceptor Spirobi[cyclopenta[2,1-b: 3,4-b′]dithiophene] Derivatives as Precursors of Electrodeposited Regioregular Thiophene-based Polymers
    Minudri, Daniela
    Orlandi, Simonetta
    Cavazzini, Marco
    Rossi, Sergio
    Marzari, Gabriela
    Cavallo, Pablo
    Fernandez, Luciana
    Fungo, Fernando
    Pozzi, Gianluca
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 2021 (04) : 671 - 682