N-alkyldinaphthocarbazoles, azaheptacenes, for solution-processed organic field-effect transistors.
Substituted N-alkyldinaphthocarbazoles were synthesized using a key double Diels-Alder reaction. The angular nature of the dinaphthocarbazole system allows for increased stability of the conjugated system relative to linear analogues. The N-alkyldinaphthocarbazoles were characterized by UV-vis absorption and fluorescence spectroscopy as well as cyclic voltammetry. X-ray structure analysis based on synchrotron X-ray powder diffraction revealed that the N-dodecyl-substituted compound was oriented in an intimate herringbone packing motif, which allowed for p-type mobilities of 0.055 cm(2) V(-1) s(-1) from solution-processed organic field-effect transistors.
Department of Chemistry and Biochemistry, University of California, Santa Barbara, California 93106, USA.
Toan V
TV
Pho
Jonathan D
JD
Yuen
Joshua A
JA
Kurzman
Braden G
BG
Smith
Maosheng
M
Miao
Wesley T
WT
Walker
Ram
R
Seshadri
Fred
F
Wudl