ELECTROCHEMICAL PREPARATION OF POLY(3-PROPANOYLPYRROLE) AND POLY(3-PHENYLPYRROLE)

被引:9
作者
MASUDA, H
KAERIYAMA, K
机构
[1] RES INST POLYMERS & TEXTILES,HIGASHI 1-1-4,TSUKUBA,IBARAKI 305,JAPAN
[2] IND RES INST,KANAZAWA KU,YOKOHAMA 236,JAPAN
关键词
D O I
10.1016/0379-6779(90)90090-8
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
Two pyrrole derivatives, 3-propanoylpyrrole (PRNPY) and 3-phenylpyrrole (PHPY) have been prepared. Electrochemical polymerization of these compounds yields a film on the anodic surface. Conductivities of poly-PRNPY (PPRNPY) and poly-PHPY (PPHPY) are 0.3 and 1 S/cm, respectively. The oxidation potential of PPRNPY is remarkably higher than that of polypyrrole, because of the lowering of the valence band energy by the electron-withdrawing acyl group. However, the bandgap is smaller. The addition of the phenyl group to pyrrole rings does not reduce the interband transition energy, indicating that the steric effect is dominant in PPHPY. These results show that the oxidation potential and the absorption edge of polypyrrole can be adjusted over a wide range by the addition of various substituents to the polymer backbone. © 1990.
引用
收藏
页码:371 / 379
页数:9
相关论文
共 15 条
[1]   SOLUBLE, CONDUCTING POLYMERS FROM 3-SUBSTITUTED THIOPHENES AND PYRROLES [J].
BRYCE, MR ;
CHISSEL, A ;
KATHIRGAMANATHAN, P ;
PARKER, D ;
SMITH, NRM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (06) :466-467
[2]   ELECTROCHEMICAL AND OPTOELECTROCHEMICAL PROPERTIES OF POLY(ISOTHIANAPHTHENE) [J].
COLANERI, N ;
KOBAYASHI, M ;
HEEGER, AJ ;
WUDL, F .
SYNTHETIC METALS, 1986, 14 (1-2) :45-52
[3]   CONTROL OF THE LIPOPHILICITY OF POLYPYRROLE BY 3-ALKYL SUBSTITUTION [J].
DELABOUGLISE, D ;
RONCALI, J ;
LEMAIRE, M ;
GARNIER, F .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (08) :475-477
[4]   THE ELECTRONIC AND ELECTROCHEMICAL PROPERTIES OF POLY(PHENYLENE VINYLENES) AND POLY(THIENYLENE VINYLENES) - AN EXPERIMENTAL AND THEORETICAL-STUDY [J].
ECKHARDT, H ;
SHACKLETTE, LW ;
JEN, KY ;
ELSENBAUMER, RL .
JOURNAL OF CHEMICAL PHYSICS, 1989, 91 (02) :1303-1315
[5]   SELF-DOPED WATER-SOLUBLE CONDUCTING POLYMERS [J].
HAVINGA, EE ;
VANHORSSEN, LW ;
TENHOEVE, W ;
WYNBERG, H ;
MEIJER, EW .
POLYMER BULLETIN, 1987, 18 (03) :277-281
[6]   THERMOCHROMIC AND SOLVATOCHROMIC EFFECTS IN POLY(3-HEXYLTHIOPHENE) [J].
INGANAS, O ;
SALANECK, WR ;
OSTERHOLM, JE ;
LAAKSO, J .
SYNTHETIC METALS, 1988, 22 (04) :395-406
[7]  
KAERIYAMA K, 1989, SYNTHETIC MET, V28, pC611, DOI 10.1016/0379-6779(89)90581-X
[8]   AN IMPROVED SYNTHESIS OF 3-METHYLPYRROLE [J].
LANCASTER, RE ;
VANDERWERF, CA .
JOURNAL OF ORGANIC CHEMISTRY, 1958, 23 (08) :1208-1209
[9]   PREPARATION OF POLY(3-OCTYLPYRROLE) BY OXIDATIVE COUPLING [J].
MASUDA, H ;
TANAKA, S ;
KAERIYAMA, K .
SYNTHETIC METALS, 1989, 33 (03) :365-372
[10]   SOLUBLE CONDUCTING POLYPYRROLE - POLY(3-OCTYLPYRROLE) [J].
MASUDA, H ;
TANAKA, S ;
KAERIYAMA, K .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (11) :725-726