Chemical oxidative polymerization of pyrrole in the presence of m-hydroxybenzoic acid and m-hydroxycinnamic acid-related compounds

被引:39
作者
Calvo, PA [1 ]
Rodríguez, J [1 ]
Grande, H [1 ]
Mecerreyes, D [1 ]
Pomposo, JA [1 ]
机构
[1] Ctr Electrochem Res & Dev, CIDETEC, E-20009 San Sebastian, Spain
关键词
chemical polymerization; polypyrrole; conductivity; stability; additives;
D O I
10.1016/S0379-6779(01)00560-4
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Chemical oxidative polymerization of pyrrole was performed in the presence of two families of aromatic compounds with electron-withdrawing substituents. The first one includes 3-hydroxybenzoic acid (HBA) and two HBA-related compounds, such as 6-hydroxypicolinic acid (HPA) and citrazinic acid (CA). The second one includes trans-3-hydroxycinnamic acid (HCA) and two HCA-related compounds, such as trans-4-hydroxy-3-methoxycinnamic acid (HMA) and urocanic acid (UA). It was found that HBA, HPA and HCA enhance both the conductivity and stability of the resulting PPy. UA improves only the PPy stability whereas CA and HMA lead to low conducting PPy. Maximum PPy conductivity values of 81, 74 and 123 S/cm were obtained by using [HBA] = 0.25 M, [HPA] = 0.025 M and [HCA] = 0.025 M, respectively. Elemental analysis data and FTIR results showed no incorporation of the additives to the obtained PPy, except for HMA. The formation of additive-iron(III) charge-transfer complexes was identified by means of UV spectroscopy of the starting solutions containing the organic additive and FeCl(3)(.)6H(2)O. The redox potential of these solutions was affected by the presence of the HBA- and HCA-related compounds. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:111 / 116
页数:6
相关论文
共 12 条
[1]  
CHANDRASEKHAR P, 1999, CONDUCTING POLYM FUN, P381
[2]   X-RAY PHOTOELECTRON SPECTROSCOPIC STUDIES OF POLYPYRROLE SYNTHESIZED WITH OXIDATIVE FE(III) SALTS [J].
KANG, ET ;
NEOH, KG ;
ONG, YK ;
TAN, KL ;
TAN, BTG .
MACROMOLECULES, 1991, 24 (10) :2822-2828
[3]   Enhanced electrical conductivity of polypyrrole prepared by chemical oxidative polymerization: effect of the preparation technique and polymer additive [J].
Kang, HC ;
Geckeler, KE .
POLYMER, 2000, 41 (18) :6931-6934
[4]   CHEMICAL SYNTHESIS OF HIGHLY ELECTRICALLY CONDUCTIVE POLYPYRROLE [J].
MACHIDA, S ;
MIYATA, S ;
TECHAGUMPUCH, A .
SYNTHETIC METALS, 1989, 31 (03) :311-318
[6]  
MARCH J, 1992, ADV ORG CHEM, P72
[7]  
MEYERS RE, 1986, J ELECT MAT, V15, P61
[8]   Polypyrrole-based conducting hot melt adhesives for EMI shielding applications [J].
Pomposo, JA ;
Rodríguez, J ;
Grande, H .
SYNTHETIC METALS, 1999, 104 (02) :107-111
[9]   CONDUCTING POLYPYRROLE BY CHEMICAL SYNTHESIS IN WATER [J].
RAPI, S ;
BOCCHI, V ;
GARDINI, GP .
SYNTHETIC METALS, 1988, 24 (03) :217-221
[10]  
RUPRECHT L, 1999, CONDUCTIVE POLYM PLA, P69