1207732-10-2Relevant articles and documents
Novel Compound, Method of Producing the Compound, Organic Semiconductor Material and Organic Semiconductor Device
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Page/Page column 17, (2011/10/04)
There are provided a novel compound having a good field mobility, a method of producing of the compound, an organic semiconductor material containing the novel compound, and an organic semiconductor device. The novel compound which is represented by the following general formula (1), (2), (3) or (4) (where Z represents a sulfur atom or a selenium atom, and R represents a hydrogen atom, an alkyl group or a phenyl group in general formulae) has a structure having two benzene rings of naphthalene bonded with a thiophene ring and a selenophene ring, respectively. These compounds have a conjugate system in molecules due to an interaction between it orbitals, and show a strong molecular interaction through a sulfur atom or a selenium atom contained in a thiophene ring or a selenophene ring in each molecule, thereby having a good field mobility.
Synthesis, properties, crystal structures, and semiconductor characteristics of naphtho[1,2-b:5,6-b′]dithiophene and -diselenophene derivatives
Shinamura, Shoji,Miyazaki, Eigo,Takimiya, Kazuo
experimental part, p. 1228 - 1234 (2010/05/01)
(Chemical Equation Presented) In this paper we present the synthesis, structures, characterization, and applications to field-effect transistors (FETs) of naphtho[1,2-b:5,6-b′]dithiophene (NDT) and -diselenophene (NDS) derivatives. Treatment of 1,5-dichloro-2,6-diethynylnaphthalenes, easily derived from commercially available 2,6-dihydroxynaphthalene, with sodium chalcogenide afforded a straightforward access toNDTsand NDSsincluding the parent and dioctyl and diphenyl derivatives. Physicochemical evaluations ofNDT and NDS derivatives showed that these heteroarenes have a similar electronic structure with isomeric [1]benzothieno[2,3-b][1]benzothiophene (BTBT) and [1] benzoselenopheneno[2,3-b][1]benzoselenophene (BSBS) derivatives, respectively. Although attempts to fabricate solution-processed field-effect transistors (FETs) with soluble dioctyl-NDT (C8-NDT) and -NDS (C8-NDS) failed, diphenyl derivatives (DPh-NDTand DPh-NDS) afforded vapor-processed FETs showing field-effect mobility as high as 0.7 cm2 V-1 s-1. These results indicated that NDT and NDS are new potential heteroarene core structures for organic semiconducting materials. 2010 American Chemical Society.