Benzodithiophene (BDT) was symmetrically bisubstituted in the terminal positions with five different alkynes C C-(CnH2n+1) with n = 4, 6, 8 10, 12 The materials were characterized as potential materials for field-effect transistor applications Electrochemical measurements in solution and photophysical measurements in solution and in the solid state, together with UV photoelectron spectroscopy in air and quantum-chemical calculations, elucidate the nature of the frontier orbitals and of the excited states as well as their deactivation pathways Structural information on the molecular assembly in the solid state, both at room temperature and at elevated temperatures, is obtained by a combination of DSC, polarized optical microscopy and 2D-WAXS which point to the crystallinity of the compounds in all phases and reveal pi-stacking arrangements independently of the length of the alkyl side chains
Electronic properties and supramolecular organization of terminal bis(alkylethynyl)-substituted benzodithiophenes / M.A.M. Leenen, F. Cucinotta, L. Viani, A. Mavrinskiy, W. Pisula, J. Gierschner, J. Cornil, A. Prodi-Schwab, H. Thiem, K. Mullen, L. De Cola. - In: JOURNAL OF PHYSICAL CHEMISTRY. B, CONDENSED MATTER, MATERIALS, SURFACES, INTERFACES & BIOPHYSICAL. - ISSN 1520-6106. - 114:45(2010), pp. 14614-14620. [10.1021/jp102360v]
Electronic properties and supramolecular organization of terminal bis(alkylethynyl)-substituted benzodithiophenes
F. Cucinotta;L. De Cola
2010
Abstract
Benzodithiophene (BDT) was symmetrically bisubstituted in the terminal positions with five different alkynes C C-(CnH2n+1) with n = 4, 6, 8 10, 12 The materials were characterized as potential materials for field-effect transistor applications Electrochemical measurements in solution and photophysical measurements in solution and in the solid state, together with UV photoelectron spectroscopy in air and quantum-chemical calculations, elucidate the nature of the frontier orbitals and of the excited states as well as their deactivation pathways Structural information on the molecular assembly in the solid state, both at room temperature and at elevated temperatures, is obtained by a combination of DSC, polarized optical microscopy and 2D-WAXS which point to the crystallinity of the compounds in all phases and reveal pi-stacking arrangements independently of the length of the alkyl side chainsFile | Dimensione | Formato | |
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