TY - JOUR
T1 - Spectroelectrochemistry of poly(ethylenedithiathiophene)-the sulfur analogue of poly(ethylenedioxythiophene)
AU - Cravino, Antonio
AU - Neugebauer, Helmut
AU - Petr, Andreas
AU - Skabara, Peter J.
AU - Spencer, Howard J.
AU - McDouall, Joseph J W
AU - Dunsch, Lothar
AU - Sariciftci, N. Serdar
N1 - CAN 144:312789 36-5 Physical Properties of Synthetic High Polymers Journal 1520-6106 written in English. 126213-51-2 (Polyethylenedioxythiophene) Role: MSC (Miscellaneous), PRP (Properties) (model compd.; spectroelectrochem. of polyethylenedithiathiophene); 195602-17-6; 675202-11-6; 857252-69-8; 879324-73-9 Role: PRP (Properties) (model compd.; spectroelectrochem. of polyethylenedithiathiophene); 158962-93-7P (Poly(3,4-ethylenedithiathiophene) Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (spectroelectrochem. of polyethylenedithiathiophene)
PY - 2006/2/16
Y1 - 2006/2/16
N2 - Poly(3,4-ethylenedithiathiophene) (PEDTT) is a polythiophene-like conjugated polymer in which each thiophene ring is functionalized with an ethylenedithia bridge. As such, PEDTT is the sulfur analogue of the well-known poly(3,4-ethylenedioxythiophene) (PEDOT). Substituent effects, namely the presence of sulfur atoms in PEDTT replacing the oxygen atoms of PEDOT, do not provide a simple explanation for the different electronic properties of the two polymers in the neutral state. This paper reports the spectroscopic properties of PEDTT, studied by in situ techniques such as IR-, Vis-, and electron spin resonance (ESR) spectroelectrochemistry. The differences observed upon electrochemical oxidation of PEDTT and PEDOT (e.g., the different infrared active vibrational band patterns in IR spectroelectrochemistry as well as the different nature of the charged states) are even more marked than those observed in the neutral state. These results, with AM1 calculations, indicate conformational effects as a possible explanation for the different electronic and spectroscopic properties of PEDTT and PEDOT. © 2006 American Chemical Society.
AB - Poly(3,4-ethylenedithiathiophene) (PEDTT) is a polythiophene-like conjugated polymer in which each thiophene ring is functionalized with an ethylenedithia bridge. As such, PEDTT is the sulfur analogue of the well-known poly(3,4-ethylenedioxythiophene) (PEDOT). Substituent effects, namely the presence of sulfur atoms in PEDTT replacing the oxygen atoms of PEDOT, do not provide a simple explanation for the different electronic properties of the two polymers in the neutral state. This paper reports the spectroscopic properties of PEDTT, studied by in situ techniques such as IR-, Vis-, and electron spin resonance (ESR) spectroelectrochemistry. The differences observed upon electrochemical oxidation of PEDTT and PEDOT (e.g., the different infrared active vibrational band patterns in IR spectroelectrochemistry as well as the different nature of the charged states) are even more marked than those observed in the neutral state. These results, with AM1 calculations, indicate conformational effects as a possible explanation for the different electronic and spectroscopic properties of PEDTT and PEDOT. © 2006 American Chemical Society.
KW - Polymers Role: PRP (Properties), SPN (Synthetic preparation), PREP (Preparation) (conjugated
KW - spectroelectrochem. of polyethylenedithiathiophene)
KW - Polymerization (electrochem.
KW - Spectroscopy (spectroelectrochem. anal.
KW - Absorption spectra
KW - Conformation
KW - Cyclic voltammetry
KW - ESR
KW - IR spectra
KW - Potential energy
KW - Vibrational energy (spectroelectrochem. of polyethylenedithiathiophene)
KW - Electrochemical analysis (spectroelectrochem.
KW - spectroelectrochem polyethylenedithiathiophene sulfur analog polyethylenedioxythiophene
U2 - 10.1021/jp0562173
DO - 10.1021/jp0562173
M3 - Article
SN - 1520-6106
VL - 110
SP - 2662
EP - 2667
JO - Journal of Physical Chemistry B
JF - Journal of Physical Chemistry B
IS - 6
ER -