Third generation of conducting polymers: Spectroelectrochemical investigations on viologen functionalized poly (3‐alkylthiophenes)

Results of in situ electron spin resonance, optical absorption, and Fourier transform infrared spectroscopic studies during electrochemical doping and undoping processes of viologen functionalized poly (3‐alkylthiophenes) are reported. Effects of the functional group on the electronic properties of the polythiophene backbone in its conducting state are observed resulting in localization of the charge carriers. Radicals on the viologen side group show hyperfine structured electron spin resonance signals indicating a rapid motional averaging of anisotropic electron‐nuclear couplings. Experimental results are discussed by comparison with other substituted polythiophenes in terms of conformational effects of the acceptor group on the conducting polymer backbone. A structural model with counterion complexation between polythiophene backbone and the viologen functional unit is presented.

[1]  N. S. Sariciftci,et al.  Motional dynamics in polythiophenes: a solid-state proton NMR study , 1991 .

[2]  N. S. Sariciftci,et al.  Evidence for counterion complexation in the conducting state of viologen-functionalized poly (3-alkylthiophenes) , 1991 .

[3]  N. S. Sariciftci,et al.  In situ FTIR studies on the structural mechanism of zwitter - viologen system during electrochemical charge - transfer reactions , 1991 .

[4]  P. Bäuerle,et al.  New functionalized polythiophenes , 1991 .

[5]  P. Bäuerle,et al.  Synthesis and properties of viologen functionalized poly(3‐alkylthienylenes) , 1990 .

[6]  G. Zerbi,et al.  Lattice dynamics and vibrational spectra of pristine and doped polypyrrole: effective conjugation coordinate , 1990 .

[7]  A. Deronzier,et al.  Functionalized polypyrroles. New molecular materials for electrocatalysis and related applications , 1989 .

[8]  F. Garnier.  Functionalized Conducting Polymers—Towards Intelligent Materials , 1989 .

[9]  K. Yoshino,et al.  Electrical and optical properties of poly(3-alkylthiophene) , 1989 .

[10]  W. R. Salaneck,et al.  Thermochromism in thin films of poly(3-alkylthiophenes) , 1989 .

[11]  H. S. Lee,et al.  Chemically modified polypyrrole , 1989 .

[12]  J. Roncali,et al.  A molecular approach of poly(thiophene) functionalization , 1989 .

[13]  G. Gustafsson,et al.  Chromism in the Poly(3-alkylthiophenes) , 1989 .

[14]  C. Shu,et al.  Synthesis and Charge Transport Properties of Polymers Derived from Oxidation of 1-H-1'(6-pyrrol-1-yl)-hexyl-4,4'-bipyridinium Bis-hexafluorophosphate and Demonstration of a pH Sensitive Microelectrochemical Transistor Derived from the Redox Properties of a Conventional Redox Center. , 1988 .

[15]  Sariciftci,et al.  Evidence for two separate doping mechanisms in the polyaniline system. , 1988, Physical review letters.

[16]  Jouanin,et al.  Polaron and bipolaron excitations in doped polythiophene. , 1987, Physical review. B, Condensed matter.

[17]  K. Müller,et al.  ESR of BF−4-Doped Poly(3-methylthiophene) , 1987 .

[18]  S. Hünig,et al.  Single and double bridged viologenes and intramolecular pimerization of their cation radicals , 1986 .

[19]  R. L. Elsenbaumer,et al.  Handbook of conducting polymers , 1986 .

[20]  M. Stamm,et al.  AsF5-Doped Polyparaphenylene: Evidence for Polaron and Bipolaron Formation , 1983 .

[21]  R. Silbey,et al.  Comparative theoretical study of the doping of conjugated polymers: Polarons in polyacetylene and polyparaphenylene , 1982 .

[22]  A. Heeger,et al.  Opto-electrochemical spectroscopy oftrans-(CH)x , 1982 .

[23]  J. Cotter,et al.  Stable Free Radicals. II. The Reduction of 1-Methyl-4-cyanopyridinium Ion to Methylviologen Cation Radical , 1964 .