n-type building blocks for organic electronics: A homologous family of fluorocarbon-substituted thiophene oligomers with high carrier mobility

被引:303
作者
Facchetti, A
Mushrush, M
Katz, HE
Marks, TJ
机构
[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA
[2] Northwestern Univ, Ctr Mat Res, Evanston, IL 60208 USA
[3] Bell Labs, Lucent Technol, Murray Hill, NJ 07974 USA
关键词
D O I
10.1002/adma.200390003
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A substantial enhancement of thermal stability, volatility, and electron affinity, switching the semiconducting behavior from p- to n-type, is achieved by fluoroalkyl substitution of thiophene oligomers (see Figure). When this novel series is compared with the fluorine-free analogues, trends in molecular packing, optical absorption, HOMO-LUMO gap, and pi-pi interactions are found to be strikingly similar.
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页码:33 / +
页数:7
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共 52 条
  • [1] FIELD-EFFECT TRANSISTORS USING ALKYL SUBSTITUTED OLIGOTHIOPHENES
    AKIMICHI, H
    WARAGAI, K
    HOTTA, S
    KANO, H
    SAKAKI, H
    [J]. APPLIED PHYSICS LETTERS, 1991, 58 (14) : 1500 - 1502
  • [2] [Anonymous], 1997, Handbook of Organic Conductive Molecules and Polymers
  • [3] [Anonymous], 1998, ELECT MAT OLIGOMER A
  • [4] Soluble and processable regioregular poly(3-hexylthiophene) for thin film field-effect transistor applications with high mobility
    Bao, Z
    Dodabalapur, A
    Lovinger, AJ
    [J]. APPLIED PHYSICS LETTERS, 1996, 69 (26) : 4108 - 4110
  • [5] New air-stable n-channel organic thin film transistors
    Bao, ZA
    Lovinger, AJ
    Brown, J
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (01) : 207 - 208
  • [6] Oligothiophene S,S-dioxides.: Synthesis and electronic properties in relation to the parent oligothiophenes
    Barbarella, G
    Favaretto, L
    Sotgiu, G
    Zambianchi, M
    Antolini, L
    Pudova, O
    Bongini, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (16) : 5497 - 5506
  • [7] Solid-state conformation, molecular packing, and electrical and optical properties of processable β-methylated sexithiophenes
    Barbarella, G
    Zambianchi, M
    Antolini, L
    Ostoja, P
    Maccagnani, P
    Bongini, A
    Marseglia, EA
    Tedesco, E
    Gigli, G
    Cingolani, R
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (38) : 8920 - 8926
  • [8] Bard A.J., 1983, Surface Technology, V20, P91, DOI DOI 10.1016/0376-4583(83)90080-8
  • [9] BAUERLE P, 1999, SYNTHESIS OLIGOTHIOP
  • [10] ORGANIC N-TYPE FIELD-EFFECT TRANSISTOR
    BROWN, AR
    DELEEUW, DM
    LOUS, EJ
    HAVINGA, EE
    [J]. SYNTHETIC METALS, 1994, 66 (03) : 257 - 261