Tosoh Corporation

Kyoto University

Takanori Miyazaki

Naoki Matsumoto

Masakazu Nishiyama

Shinichi Ishikawa

Hisao Eguchi

Yasushi Hara

Yoshiaki Nakao

Takeshi Kanbara

Ryohei Takahashi

In a cross coupling reaction, in a case where a halogen atom is selected as the leaving group of the raw material compound, a harmful halogen waste forms as a by-product after the reaction, and disposal of the waste liquid is complicated and environmental burden is high. In a carbon-hydrogen activation cross coupling reaction which requires no halogen atom as the leaving group, although no halogen waste forms as a by-product, the reaction substrate is considerably restricted, and the reaction remains a limited molecular construction method. A method for producing an aromatic compound, which comprises subjecting an aromatic nitro compound and a boronic acid compound to a cross coupling reaction in the presence of a metal catalyst.

Method for producing aromatic compound

To provide a novel amine compound which is especially suitable for a hole transport material for organic EL devices, and an organic EL device which employs such an amine compound and is excellent in the driving voltage, luminous efficiency and device lifetime An amine compound represented by the formula (1): (wherein X is a sulfur atom or an oxygen atom, each of Rto Rwhich are independent of one another, is a hydrogen atom, a deuterium atom or a phenyl group, and each of Arand Arwhich are independent of each other, is a Caromatic hydrocarbon group, a dibenzothienyl group or a dibenzofuranyl group, which, each independently, may have a substituent consisting of a methyl group, a methoxy group, a dibenzothienyl group, a dibenzofuranyl group or a 9-carbazolyl group.).

Amine compound and use thereof

A carbazole compound represented by the following formula: 

Carbazole compound and use thereof

A 4-aminocarbazole compound represented by formula (1): wherein Ar-Arrepresent substituted or unsubstituted aryl, thienyl, pyridyl, benzothienyl, dibenzothienyl, dibenzofuranyl, 4-carbazolyl, dibenzothienylphenyl, dibenzofuranylphenyl or 9-carbazolylphenyl group; R-Rrepresent substituted or unsubstituted aryl, heteroaryl or heteroarylphenyl group, or alkyl, alkoxy, cyano group, or hydrogen or halogen atom; n is integer of 0-2; and X represents substituted or unsubstituted (n+1)-valent aromatic hydrocarbon, heteroaromatic or heteroarylphenyl group. The 4-aminocarbazole compound provides an organic EL device exhibiting enhanced emitting efficiency and durability.

4-aminocarbazole compound and use thereof

A novel material having high hole-transporting ability and a high glass transition temperature and having long-lasting durability is obtained. A benzofluorene compound represented by formula (1) is used. (In the formula, M is a substituted or unsubstituted aryl group having 6-40 carbon atoms or a substituted or unsubstituted heteroaryl group having 5-40 carbon atoms; Arto Areach independently is a substituted or unsubstituted aryl group having 6-40 carbon atoms or a substituted or unsubstituted heteroaryl group having 5-40 carbon atoms, provided that at least one of Arto Aris a substituent represented by any of the following formulae (2) to (5); and p is an integer of 0-2.) (In the formulae, Rto Reach independently is a hydrogen atom, a halogen atom, a substituted or unsubstituted amino group, a linear, branched, or cyclic alkyl group, a linear, branched, or cyclic alkoxy group, a substituted or unsubstituted aryl group having 6-40 carbon atoms, or a substituted or unsubstituted aryloxy group having 6-40 carbon atoms, provided that Rand Rmay be bonded to each other to form a ring.)

Benzofluorene compound and use thereof

An amine derivative represented by the following general formula (1) and exhibiting a temperature difference of 30&#xb0; C. or more as defined by the difference of [decomposition temperature (&#xb0; C.) minus sublimation temperature (&#xb0; C.)]: wherein Rand Rindependently represent a substituted or unsubstituted Caryl or Cheteroaryl group; and Rand Rindependently represent a hydrogen atom, a straight-chain, branched or cyclic Calkyl or Calkoxy group, or a substituted or unsubstituted Caryl or Cheteroaryl group, provided that Rand Rmay form together a cyclic hydrocarbon group. The amine derivative is useful as an organic electroluminescent material.

Amine derivative and organic electroluminescent element

To provide a process for preparing an arylamine highly selectively and highly efficiently, which is also industrially superior without a fear of a side reaction when a strong base is employed. An aryl compound having an active group is reacted with an amine compound in the presence of a base by means of a catalyst for producing an arylamine which comprises a palladium compound having a tertiary phosphine group and a phase-transfer catalyst.

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Shunan, Japan

Takanori Miyazaki