694-87-1Relevant articles and documents
Guthbertson,MacNicol
, p. 1893 (1975)
Aalbersberg,W.G.L. et al.
, p. 5600 - 5602 (1975)
Jensen,Maciel
, p. 640 (1960)
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ter Borg,Bickel
, p. 283 (1958)
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Brewer et al.
, p. 4573 (1977)
Rodlike Tetracene Derivatives
Roth, Michael,Ahles, Marcus,Gawrisch, Christian,Schwalm, Thorsten,Schmechel, Roland,Melzer, Christian,von Seggern, Heinz,Rehahn, Matthias
, p. 13445 - 1345 (2017/09/14)
Efficient and versatile synthetic access to rodlike tetracene derivatives was developed by means of Diels–Alder cycloaddition, halogenation, halogen–metal exchange, and transition metal mediated coupling reactions. Herein, the synthesis and structural, electrical, and charge-transport properties of three of the resulting materials, namely, 2-(tetracen-2-yl)tetracene, 1,4-bis(2-tetracenyl)benzene, and 2,5-bis(2-tetracenyl)thiophene, are presented. Good crystallization behavior on SiO2 substrates, narrowing of the bandgap by 0.2 eV, and a decrease of the ionization potential of more than 0.5 eV compared to tetracene were observed. Charge-carrier field-effect mobilities on the order of 10?1 cm2 V?1 s?1, on/off ratios of 105, and threshold voltages Vth15 V were found in thin-film organic field-effect transistors prepared by standard high-vacuum deposition techniques.
Oligo-Tetracenes, Production and Use Thereof
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Page/Page column 2-3, (2008/12/08)
Described are oligotetracenes of formula I which may either be unsubstituted or carry one or more substituents R and R′ which are selected from the group comprising halogen,CN,alkyl or alkoxy radicals containing 1 to 18 carbon atoms,aryl radicals containing up to 10 carbon atoms which may also contain one or moreheteroatoms, and/orfluorinated or perfluorinated alkyl or alkoxy radicals containing 1 to 18 carbon atoms, where n is an integer from 1 to 20, preferably 1 to 6, very particularly preferably 1 or 2, and X stands for a single bond, an alklyene group containing 1 to 6 carbon atoms, a hydrocarbon chain having one or more conjugated double bonds, an aryl group, or a system composed of one or more condensed aromatic rings. In the oligotetracenes according to the invention, one or more of the condensed aromatic six-atom rings may be substituted by a five-atom ring which may also contain a heteroatom. Also described is a method for preparing the referenced oligotetracenes, and use thereof as semiconductors in organic field-effect transistors (OFET's), organic light-emitting diodes (OLED's), sensors, and organic solar cells.