Thienoacene dimers based on the thieno[3,2-b] thiophene moiety: synthesis, characterization and electronic properties

被引:66
作者
Niebel, Claude [1 ]
Kim, Yeongin [2 ]
Ruzie, Christian [1 ]
Karpinska, Jolanta [1 ]
Chattopadhyay, Basab [1 ]
Schweicher, Guillaume [1 ]
Richard, Audrey [1 ]
Lemaur, Vincent [4 ]
Olivier, Yoann [4 ]
Cornil, Jerome [4 ]
Kennedy, Alan R. [5 ]
Diao, Ying [3 ]
Lee, Wen-Ya [3 ]
Mannsfeld, Stefan [6 ]
Bao, Zhenan [3 ]
Geerts, Yves H. [1 ]
机构
[1] Univ Libre Bruxelles, Polymer Chem Lab, B-1050 Brussels, Belgium
[2] Stanford Univ, Dept Elect Engn, Stanford, CA 94305 USA
[3] Stanford Univ, Dept Chem Engn, Stanford, CA 94305 USA
[4] Univ Mons, Serv Chim Mat Nouveaux, B-7000 Mons, Belgium
[5] Univ Strathclyde, Dept Pure & Appl Chem, Glasgow G1 1XL, Lanark, Scotland
[6] Tech Univ Dresden, Ctr Adv Elect Dresden, D-01062 Dresden, Germany
关键词
FIELD-EFFECT TRANSISTORS; THIN-FILM TRANSISTORS; SELF-ASSEMBLED MONOLAYERS; ENERGY-LEVEL ALIGNMENT; ORGANIC SEMICONDUCTORS; CHARGE-TRANSPORT; CONTACT RESISTANCE; HIGH-PERFORMANCE; SINGLE-CRYSTALS; LIQUID-CRYSTALS;
D O I
10.1039/c4tc02158d
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Two thienoacene dimers based on the thieno[3,2-b] thiophene moiety were efficiently synthesized, characterized and evaluated as active hole-transporting layers in organic thin-film field-effect transistors. Both compounds behaved as active p-channel organic semi-conductors showing averaged hole mobility of up to 1.33 cm(2) V-1 s(-1).
引用
收藏
页码:674 / 685
页数:12
相关论文
共 81 条
  • [51] Channel formation in single-monolayer pentacene thin film transistors
    Park, B-N
    Seo, Soonjoo
    Evans, Paul G.
    [J]. JOURNAL OF PHYSICS D-APPLIED PHYSICS, 2007, 40 (11) : 3506 - 3511
  • [52] Molecular alignments in sexiphenyl thin films epitaxially grown on muscovite
    Plank, H
    Resel, R
    Sitter, H
    Andreev, A
    Sariciftci, NS
    Hlawacek, G
    Teichert, C
    Thierry, A
    Lotz, B
    [J]. THIN SOLID FILMS, 2003, 443 (1-2) : 108 - 114
  • [53] A comparison of structures and optoelectronic properties of oxygen- and sulfur-containing heterocycles: Conjugated nonylbisoxazole and nonylbithiazole oligomers
    Politis, JK
    Somoza, FB
    Kampf, JW
    Curtis, MD
    [J]. CHEMISTRY OF MATERIALS, 1999, 11 (08) : 2274 - 2284
  • [54] ELECTRICAL-PROPERTIES OF AMORPHOUS-SILICON TRANSISTORS AND MIS-DEVICES - COMPARATIVE-STUDY OF TOP NITRIDE AND BOTTOM NITRIDE CONFIGURATIONS
    ROLLAND, A
    RICHARD, J
    KLEIDER, JP
    MENCARAGLIA, D
    [J]. JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 1993, 140 (12) : 3679 - 3683
  • [55] Synthesis of 1,6-, 2,7-, 3,8-, and 4,9-Isomers of Didodecyl[1]benzothieno[3,2-b][1]benzothiophenes
    Ruzie, Christian
    Karpinska, Jolanta
    Kennedy, Alan R.
    Geerts, Yves H.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (15) : 7741 - 7748
  • [56] One-step synthesis of [1]benzothieno[3,2-b][1]benzothiophene from o-chlorobenzaldehyde
    Saito, Masahiko
    Osaka, Itaru
    Miyazaki, Eigo
    Takimiya, Kazuo
    Kuwabara, Hirokazu
    Ikeda, Masaaki
    [J]. TETRAHEDRON LETTERS, 2011, 52 (02) : 285 - 288
  • [57] What Currently Limits Charge Carrier Mobility in Crystals of Molecular Semiconductors?
    Schweicher, Guillaume
    Olivier, Yoann
    Lemaur, Vincent
    Geerts, Yves Henri
    [J]. ISRAEL JOURNAL OF CHEMISTRY, 2014, 54 (5-6) : 595 - 620
  • [58] A short history of SHELX
    Sheldrick, George M.
    [J]. ACTA CRYSTALLOGRAPHICA A-FOUNDATION AND ADVANCES, 2008, 64 : 112 - 122
  • [59] Synthesis, Properties, Crystal Structures, and Semiconductor Characteristics of Naphtho[1,2-b:5,6-b′]dithiophene and -diselenophene Derivatives
    Shinamura, Shoji
    Miyazaki, Eigo
    Takimiya, Kazuo
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (04) : 1228 - 1234
  • [60] Smilgies DM, 2009, J APPL CRYSTALLOGR, V42, P1030, DOI [10.1107/S0021889809040126, 10.1107/S00218898090401]