Structures and properties of the soluble polyanilines, N-alkylated emeraldine bases

被引:69
作者
Hwang, GW [1 ]
Wu, KY [1 ]
Hua, MY [1 ]
Lee, HT [1 ]
Chen, SA [1 ]
机构
[1] Natl Tsing Hua Univ, Dept Chem Engn, Hsinchu 30043, Taiwan
关键词
polyaniline and derivatives; alkylation;
D O I
10.1016/S0379-6779(98)80020-9
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The N-alkylated emeraldine bases (N-butyl, N-hexyl, N-octyl, N-decyl, N-dodecyl, and N-hexadecyl) are synthesized by incorporation of flexible alkyl chains onto the polyaniline (PAn) through an N-alkylation method with the emeraldine base. The solubility of PAn in common organic solvents is improved remarkably with the alkylation and the oxidation level is maintained at 40-50 mol% (close to that of the original emeraldine base, 50%) allowing for an adequate acid doping. When carbon number of the alkyl side chain is six or more, the polymers can be dissolved in common organic solvents (such as tetrahydrofuran, dichloromethane, and chloroform) even in the presence of a protonic organic acid as dopant, such as dodecylbenzene sulfonic acid (DDBSA) and camphor sulfonic acid (CSA), and free-standing films can be obtained by casting from the solutions. When the carbon number is 12, the polymer film is flexible. DDBSA-doped N-alkylated emeraldine salt films cast from polymer solutions in dichloromethane in the presence of the acid dopant have maximum conductivities in the range 10(-2) - 10(-4) S/cm, being two to three orders of magnitude higher than those of the reported HClO4-doped poly(N-alkylaniline)s. (C) 1998 Elsevier Science S.A.
引用
收藏
页码:39 / 46
页数:8
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共 43 条
  • [11] POLYANILINE DOPED BY THE NEW CLASS OF DOPANT, IONIC SALT - STRUCTURE AND PROPERTIES
    CHEN, SA
    LIN, LC
    [J]. MACROMOLECULES, 1995, 28 (04) : 1239 - 1245
  • [12] SYNTHESIS, CHARACTERIZATION, AND PROPERTIES OF POLY(N-ALKYLANILINES)
    CHEVALIER, JW
    BERGERON, JY
    DAO, LH
    [J]. MACROMOLECULES, 1992, 25 (13) : 3325 - 3331
  • [13] POLYANILINE - PROTONIC ACID DOPING OF THE EMERALDINE FORM TO THE METALLIC REGIME
    CHIANG, JC
    MACDIARMID, AG
    [J]. SYNTHETIC METALS, 1986, 13 (1-3) : 193 - 205
  • [14] INSULATOR-TO-METAL TRANSITION IN POLYANILINE
    EPSTEIN, AJ
    GINDER, JM
    ZUO, F
    BIGELOW, RW
    WOO, HS
    TANNER, DB
    RICHTER, AF
    HUANG, WS
    MACDIARMID, AG
    [J]. SYNTHETIC METALS, 1987, 18 (1-3) : 303 - 309
  • [15] VIBRATIONAL-SPECTRA AND STRUCTURE OF POLYANILINE
    FURUKAWA, Y
    UEDA, F
    HYODO, Y
    HARADA, I
    NAKAJIMA, T
    KAWAGOE, T
    [J]. MACROMOLECULES, 1988, 21 (05) : 1297 - 1305
  • [16] POLYANILINE, A NOVEL CONDUCTING POLYMER - MORPHOLOGY AND CHEMISTRY OF ITS OXIDATION AND REDUCTION IN AQUEOUS-ELECTROLYTES
    HUANG, WS
    HUMPHREY, BD
    MACDIARMID, AG
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS I, 1986, 82 : 2385 - &
  • [17] X-RAY STRUCTURE OF THE POLYANILINE DERIVATIVE POLY(ORTHO-TOLUIDINE) - THE STRUCTURAL ORIGIN OF CHARGE LOCALIZATION
    JOZEFOWICZ, ME
    EPSTEIN, AJ
    POUGET, JP
    MASTERS, JG
    RAY, A
    MACDIARMID, AG
    [J]. MACROMOLECULES, 1991, 24 (21) : 5863 - 5866
  • [18] STRUCTURAL DETERMINATION OF POLYANILINE BY X-RAY PHOTOELECTRON-SPECTROSCOPY
    KANG, ET
    NEOH, KG
    KHOR, SH
    TAN, KL
    TAN, BTG
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (11) : 695 - 697
  • [19] CHARGE-TRANSFER INTERACTIONS AND REDOX STATES IN POLY(N-METHYLANILINE) AND ITS COMPLEXES
    KANG, ET
    NEOH, KG
    TAN, KL
    WONG, HK
    [J]. SYNTHETIC METALS, 1992, 48 (02) : 231 - 240
  • [20] SYNTHESIS AND CHARACTERIZATION OF POLY(ALKYLANILINES)
    LECLERC, M
    GUAY, J
    DAO, LH
    [J]. MACROMOLECULES, 1989, 22 (02) : 649 - 653