Mitsubishi Gas Chemical Company, Inc.

Takeshi Kawai

Toshio Hidaka

Norio Fushimi

Katsumi Higuchi

Takafumi Yoshimura

Mitsuharu Kitamura

Kenji Inamasa

Wataru Ueno

Ryuuji Fujiura

A method for producing adamantane by performing an isomerization reaction in two stages using endo-tetrahydrodicyclopentadiene and/or exo-tetrahydrodicyclopentadiene as a starting material, wherein in a first-stage isomerization reaction from endo-tetrahydrodicyclopentadiene (tricyclo[5.2.1.0]decane) to exo-tetrahydrodicyclopentadiene (tricyclo[5.2.1.0]decane), an HF catalyst alone or two catalysts of an HF catalyst and a BFcatalyst are used in the absence of a solvent; and in a second-stage isomerization reaction from exo-tetrahydrodicyclopentadiene (tricyclo[5.2.1.0]decane) to adamantane (tricyclo[3.3.1.1]decane), an HF catalyst and a BFcatalyst are used in the absence of a solvent.

Process for producing adamantane

A process is provided for producing an alkyl aromatic compound having substituents at the 3- and 5-positions by alkylating an aromatic compound having two substituents in the meta positions with an olefin having 2 to 4 carbon atoms in the presence of a Broensted acid, followed by addition of a Lewis acid and isomerization in the copresence of the Broensted acid and the Lewis acid. According to the present invention, 3,5-dimethylethylbenzene, 3,5-dimethylcumene, etc. may be produced in a stable manner with high yield and high selectivity under mild and simple reaction conditions. The alkyl aromatic compounds having substituents at the 3- and 5-positions are useful as intermediates for functional chemicals for use in pharmaceutical, agricultural and electronic materials. With the method of the present invention, the catalyst used can be recovered and recycled. Thus, desired alkyl aromatic compounds may be obtained economically in an industrially advantageous manner while reducing the load on the environment.

Process for producing alkyl aromatic compound

The process for producing a (fluoroalkyl)benzene derivative according to the present invention comprises a step of reducing the total content of group 3 to group 12 transition metals in an alkylbenzene derivative to 500 ppm or less in terms of metal atoms; a step of halogenating the branched alkyl group of the purified alkylbenzene derivative by a photohalogenation to obtain a (haloalkyl)benzene derivative; and a step of subjecting the (haloalkyl)benzene derivative to a halogen-fluorine exchange using HF in an amount of 10 mol or higher per one mole of the (haloalkyl)benzene derivative. The (fluoroalkyl)benzene derivative produced by the process is reduced in the content of impurities such as residual halogens and residual metals, and is useful as intermediates for functional chemical products for use in applications such as medicines and electronic materials.

High-purity (fluoroalkyl)benzene derivative and process for producing the same

A fluorine compound represented by Formula (1) is provided. The above fluorine compound is effective for introducing a fluorine atom into a compound having an active group such as an oxygen-containing functional group, and it can be used for uses of surface treatment, cleaning and coating. Further, after the fluorination reaction, the above compound is recovered and can be reused as a starting material for producing the above fluorine compound, and it is useful for various fluorination processes. (wherein X represents a nitrogen or phosphorus atom; R, R, and Rrepresent hydrogen, an alkyl group or aryl group which may have a substituent, and they each may be the same or different; and R, R, and Rmay be combined with each other to form a ring).

Fluorine compound and fluorinating agent comprising the compound

A fluorine compound represented by Formula (1) is provided. The above fluorine compound is effective for introducing a fluorine atom into a compound having an active group such as an oxygen-containing functional group, and it can be used for uses of surface treatment, cleaning and coating. Further, after the fluorination reaction, the above compound is recovered and can be reused as a starting material for producing the above fluorine compound, and it is useful for various fluorination processes.(wherein X represents a nitrogen or phosphorus atom; R, R, and Rrepresent hydrogen, an alkyl group or aryl group which may have a substituent, and they each may be the same or different; and R, R, and Rmay be combined with each other to form a ring).

Catalysts useful for producing methylamines and having practical catalyst life and large selectivity for dimethylamine comprise crystalline silicoaluminophosphate molecular sieves which have a molar ratio of silicon atom to aluminum atom in the range of 0.01-0.30.

Catalysts for producing methylamines and method for manufacturing the same

A process for producing adamantane (tricyclodecane&lsqb;3.3.1.1 &rsqb;) by isomerization reaction of tetrahydrodicyclopentadiene (tricyclodecane&lsqb;5.2.1.0 &rsqb;) with a HF.BF catalyst, wherein the reaction is carried out in the presence of at least one metal selected from the group consisting of the group 8 metals, the group 9 metals and the group 10 metals of the periodic table and hydrogen, which process can give an intended adamantane at a high selection rate.

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Ibaraki, Japan

Takeshi Kawai