TY - JOUR
T1 - Influence of phenyl perfluorination on charge transport properties of distyryl-oligothiophenes in organic field-effect transistors
AU - Videlot-Ackermann, C.
AU - Brisset, H.
AU - Zhang, Jian
AU - Ackermann, J.
AU - Nénon, S.
AU - Fages, F.
AU - Marsal, P.
AU - Tanisawa, T.
AU - Yoshimoto, N.
PY - 2009/1/29
Y1 - 2009/1/29
N2 - In this study, solution and solid-state properties, as well as the organic thin film transistor (OTFT) behavior, of two perfluoroarene-containing analogues of distyryl-oligothiophenes (DFS T, n ) 2, 4) are presented. High-vacuum evaporated thin films were implemented as semiconducting layers into organic thin film transistors (OTFT ). The results aim at understanding the influence of perfluorination on the arene moieties on the distyryloligothiophene skeleton (DS T). Surprisingly, OTFT measurements performed in air and under moderate vacuum for DFS T films show that these compounds behave as p-type semiconductors. Furthermore, detailed shelf-life tests of hole mobility (μ) and threshold voltage (V ) under atmospheric conditions (air, temperature) of OTFTs based on DFS4T are shown to underscore the air-operating performance of p-type DFS T compounds. A theoretical study using density functional theory (DFT) and spin density distribution provides a better understanding of the effects of perfluorination on the arene moieties occurring in the intramolecular electronic properties. The combined analyses, theory and experimental, stress that modifications of p-type distyryl-oligothiophene cores with electronegative substituents lower the lowest unoccupied molecular orbital (LUMO) energy but not sufficiently, as compared to literature compounds, to facilitating electron injection and switch from p- to n-charge transport in OTFT devices.
AB - In this study, solution and solid-state properties, as well as the organic thin film transistor (OTFT) behavior, of two perfluoroarene-containing analogues of distyryl-oligothiophenes (DFS T, n ) 2, 4) are presented. High-vacuum evaporated thin films were implemented as semiconducting layers into organic thin film transistors (OTFT ). The results aim at understanding the influence of perfluorination on the arene moieties on the distyryloligothiophene skeleton (DS T). Surprisingly, OTFT measurements performed in air and under moderate vacuum for DFS T films show that these compounds behave as p-type semiconductors. Furthermore, detailed shelf-life tests of hole mobility (μ) and threshold voltage (V ) under atmospheric conditions (air, temperature) of OTFTs based on DFS4T are shown to underscore the air-operating performance of p-type DFS T compounds. A theoretical study using density functional theory (DFT) and spin density distribution provides a better understanding of the effects of perfluorination on the arene moieties occurring in the intramolecular electronic properties. The combined analyses, theory and experimental, stress that modifications of p-type distyryl-oligothiophene cores with electronegative substituents lower the lowest unoccupied molecular orbital (LUMO) energy but not sufficiently, as compared to literature compounds, to facilitating electron injection and switch from p- to n-charge transport in OTFT devices.
UR - http://www.scopus.com/inward/record.url?scp=65249144578&partnerID=8YFLogxK
U2 - 10.1021/jp8049262
DO - 10.1021/jp8049262
M3 - Article
AN - SCOPUS:65249144578
SN - 1932-7447
VL - 113
SP - 1567
EP - 1574
JO - Journal of Physical Chemistry C: Nanomaterials and interfaces
JF - Journal of Physical Chemistry C: Nanomaterials and interfaces
IS - 4
ER -