Mitsubishi Gas Chemical Company, Inc.

Minoru Kakuda

Mutsuhiko Takeda

Masafumi Shimpo

Kikuo Furukawa

Kiyoshi Yoshida

Yasuhisa Kuriyama

Takashi Onozawa

Hiroshi Kurata

Takehiko Isobe

Yoshio Nishimura

Junichiro Sugano

Takanobu Okamoto

Shoichi Nitoh

Toshiaki Yamada

Yoshihisa Arai

Ryuji Sotoaka

Fukusaburo Ishihara

Takuro Ishibashi

Tadashi Yoshii

Kouzo Ishibashi

Masumi Ogasawara

Emi Higashiizumi

Toshie Takahashi

Hiroshi Shin

Mitsuharu Suzuki

Kichiro Iwamoto

Tokuzo Tsuiki

The adamantane derivatives of the present invention which are represented by the general formula (1): wherein X is a hydrogen atom, alkyl, halogen-containing alkyl, halogen, or hydroxyl-, halogen-, nitrile- or ether-containing hydrocarbyl, and a plurality of X groups, if any, may be the same or different from each other; nis an integer of 1 to 14; Rto Rmay be the same or different from each other and are independently alkyl or halogen-containing alkyl; and Yand Ymay be the same or different from each other and are independently a hydrogen atom or a group represented by the general formula (2): wherein Rto Rmay be the same or different from each other and are independently a hydrogen atom, alkyl, halogen or halogen-containing alkyl, are excellent in optical properties, heat resistance and acid-dissociating property, and useful as crosslinking-type resins, optical materials such as optical fibers, light wave guides, optical disk substrates and photoresists as well as raw materials thereof, intermediate products of medicines or agricultural chemicals, and various other industrial products.

Adamantane derivatives and resin compositions using the same as raw material

In the present invention, an adamantyl acrylate compound is produced by a process comprising a first step and a second step without using acid halide. In the first step, a 2-adamantanone compound is reacted with a hydrocarbyl halide in the presence of lithium metal to form an adamantanolate intermediate that is then reacted with an acrylic ester compound in the second step to produce the aimed adamantyl acrylate compound.

Production method of adamantyl acrylate compounds

The bleaching compositions of discolored teeth comprise titanium dioxide initiating photocatalyst action with light irradiation, chemical compounds generating hydrogen peroxide in an aqueous solution and thickening agents. Further the bleaching methods of discolored teeth comprising applying the bleaching composition onto the surface area of the teeth and then initiating photocatalyst action by irradiating the applied surfaces area with light. Therefore, the present invention shows remarkable bleaching results due to easy application of the compositions onto discolored teeth and keeping the original activity of the photocatalyst without its deterioration.

Tooth bleaching compositions and methods of bleaching discolored tooth

Adamantanediols are produced by the hydroxylation of adamantane compounds in a water/organic solvent two-phase system in the presence of a ruthenium compound and a hypochlorite. Throughout the hydroxylation, the hypochlorite concentration in the water phase is regulated within a narrow limited range, for example, by monitoring the pH of the reaction system. With such a control of the hypochlorite concentration, the adamantanediols are produced in a high selectivity and a high yield.

Production of adamantanediols

Production of 2-hydrocarbyl-2-adamantyl acrylate compounds

A process for efficiently separating and recovering a ruthenium compound used as the catalyst in the production of adamantanols. The adamantanols are produced by hydroxylating an adamantane compound in the presence of a ruthenium compound and a salt of hypochlorous acid in a water/organic solvent two-phase system. The hydroxylation product liquid is added with an oxidizing agent to allow the ruthenium compound to be extracted into the organic phase. The ruthenium compound is separated and recovered from the organic phase. Alternatively, the ruthenium compound is back-extracted into the aqueous phase by adding an aqueous alkali solution to the organic phase. Then, the ruthenium compound is separated and recovered from the aqueous phase.

Process for producing adamantanols

Adamantanols are produced in high selectivity and high yields by hydroxylation of adamantane compounds in a specific two-phase solvent system of water and an organic solvent in the presence of a ruthenium compound and hypochlorous acid or its salt. Adamantanediols transfer into the organic phase by adding a specific alcohol to a reaction liquid containing the adamantanols, thereby facilitating extraction of the adamantanediols. The ruthenium compound transfers into the water phase by treating the reaction liquid with alkali prior to the addition of the alcohol and precipitates therein, thereby facilitating the recovery of the ruthenium compound.

Process of producing adamantanols

An insect-proofing agent comprising 1,3,5-trioxane as an active ingredient is disclosed. This insect-proofing agent has a high insect-proofing action and gives no irritating odor, and the insect-proofing agent is not toxic to human bodies and has a high safety. Furthermore, this insect-proofing agent causes no discoloration in metallic substance such as silver thread, gold threads and spangles used for clothing decoration. This insect-proofing agent is effectively applied in the form of a solid preparation, an aqueous solution or an organic solvent solution.

Moth-proofing method using trioxane as sole active

By incorporating a liquid or solid silicone or paraffin into 1,3,5-trioxane, agglomeration of trioxane particles and adhesion of the trioxane to a machine wall or the like can be prevented. The silicone or paraffin is used in an amount of 0.003 to 1% by weight.

Trioxane composition and insect-proofing agent

Disclosed is a composition comprising trioxane and an assistant aiding in the insect-proofing action of trioxane or controlling its vapor pressure.

Disclosed is a hygroscopic insect-proofing composition, and more particularly a trioxane-containing composition which is useful in insect-proofing and damp proofing of clothing.

Hygroscopic insect-proofing composition

Disclosed is a composition comprising 1,3,5-trioxane, and more particularly a stability-improved trioxane composition.

Stability-improved trioxane composition

A process for producing olefin oxides comprising epoxidizing olefins with hydrogen peroxide in the presence of an inorganic or organic antimony compound or organotin compound as a catalyst is disclosed.

Process for producing olefin oxides

A process for preparing a ketazine useful as an intermediate for the synthesis of hydrazine is disclosed. The process comprises reacting an aliphatic or aromatic ketone with ammonia and hydrogen peroxide in the presence of a catalyst of an arsenic compound to produce a corresponding ketazine.

Preparation of ketozines using organoarsenic compounds

A working solution comprising anthraquinone and its derivatives, used for the production of hydrogen peroxide on becoming degraded by formation of non-effective anthraquinone is generated by an auto-oxidation process employing anthraquinone, which comprises:

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Chiba, Japan

Minoru Kakuda