Effects of perfluorination on thiophene and pyrrole oligomers
Journal of Physical Chemistry A
5397 - 5405
Item Usage Stats
The effect of perfluorination on thiophene and pyrrole oligomers in neutral, cationic, and anionic states was investigated with density functional theory at the (TD)B3P86-30%/6-31G* level. For the title compounds fluorination leads to planarization. For pyrroles a band gap reduction of 0.58 eV results, as unsubstituted pyrroles are nonplanar and disordered in the solid state. For thiophene the band gap is slightly increased as long thiophene oligomers are almost planar. Ionization energies and electron affinities increase upon fluorination by 0.65 and 0.60 eV for polythiophene and by 0.45 and 0.90 eV for polypyrrole. Conduction band widths increase by 0.5 for polythiophene and by 0.7 eV for polypyrrole. Spectra of charged (doped) forms are almost identical to those of the parent systems. Like parent systems, fluorinated oligomers with chain lengths of more than six rings develop a third UV absorption that increases in strength and decreases in energy upon chain length increase.
Band gap reduction
Density functional theory
Published Version (Please cite this version)http://dx.doi.org/10.1021/jp1005633
Showing items related by title, author, creator and subject.
Investigation of charge carriers in doped thiophene oligomers through theoretical modeling of their UV/Vis spectra Salzner, U. (2008)The nature of the charge carriers in conducting organic polymers (COPs) is a long standing problem. Polythiophene is one of the prototypes of COPs and intensively studied. Because doping leads to changes in UV/vis spectra ...
Idris, M.; Bazzar, M.; Guzelturk, B.; Demir, Hilmi Volkan; Tuncel, D. (Royal Society of Chemistry, 2016)Here we investigate the effect of cucurbituril (CB7) on the thermal and optical properties of fluorene-thiophene based conjugated polyelectrolytes. For this purpose, poly(9,9′-bis(6′′-(N,N,N-trimethylammonium)hexyl)fl ...
Theoretical modeling of the doping process in polypyrrole by calculating UV/Vis absorption spectra of neutral and charged oligomers Okur, S.; Salzner, U. (2008)Changes in absorption spectra during doping of oligopyrroles were investigated with time-dependent density functional theory on optimized structures of neutral, singly, and doubly charged pyrrole oligomers with up to 24 ...