Takasago International Corporation

Takasago Koryo Kogyo Kabushiki Kaisha (takasago International

Japan Science and Technology Agency

Yoji Hori

Toshimitsu Hagiwara

Akio Yamaguchi

Yoshiki Okeda

Hisanori Itoh

Shinya Yamada

Hironori Maeda

Hideyuki Hongo

Tohru Kobayashi

Susumu Akutagawa

Ken Suzuki

Tsutomu Hashimoto

Yoko Takahashi

Takenobu Nishikawa

Yoshiharu Gonda

Takashi Imai

Takashi Miura

Hidenori Kumobayashi

Yoshiharu Kimura

Yukiharu Iwaya

Hisao Iwai

Junji Nakamura

Takeshi Iwata

Mitsuhiko Fujiwhara

Hiroyuki Kenmochi

Takao Nishishita

Tomoya Sawaki

Shigeru Tanaka

Yoshimasa Matsushima

Takaji Matsumoto

Yuji Nakayama

Minoru Hanada

Tomoharu Sato

Takerou Ishizaki

Masashi Otsuka

Yasuo Fujiwara

Makoto Tokunaga

Seiichi Abe

Yasushi Tsuji

Motoki Suzuki

Yasushi Obora

Hiroshi Aoyama

Shigetaka Numasawa

Mitsuhiko Fujiwara

The purpose of the present invention is to provide a cooling agent composition containing a novel methyl menthol derivative having no undesirable feeling of stimulation, malodor, bitterness, or the like, it being possible to use the cooling agent composition as a cooling agent or sensory stimulation agent having exceptional persistence of a sense of coolness and refreshing feeling. The present invention pertains to a cooling agent composition containing a methyl menthol derivative represented by general formula (1A) or general formula (1B). 

Methyl menthol derivative and cooling agent composition containing same

An object of the present invention is to provide a method for manufacturing an optically active menthol having fewer steps, which generates less environmentally polluting waste because a catalytic reaction is involved in all of the steps, and is capable of saving a production cost. The present invention relates to a method for manufacturing an optically active menthol, including the following steps: A-1) asymmetrically hydrogenating at least one of geranial and neral to thereby obtain an optically active citronellal, B-1) conducting a ring-closure reaction of the optically active citronellal in the presence of an acid catalyst to thereby obtain an optically active isopulegol, and C-1) hydrogenating the optically active isopulegol to thereby obtain an optically active menthol.

Method for manufacturing optically active menthol

The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an &#x3b1;, &#x3b2;-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an &#x3b1;, &#x3b2;-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active cyclic nitrogen-containing compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

Catalyst for asymmetric hydrogenation and method for manufacturing optically active carbonyl compound using the same

The present invention provides a catalyst used for manufacturing an optically active carbonyl compound by selective asymmetric hydrogenation of an &#x3b1;,&#x3b2;-unsaturated carbonyl compound, which is insoluble in a reaction mixture, and a method for manufacturing the corresponding optically active carbonyl compound. Particularly, the invention provides a catalyst for obtaining an optically active citronellal useful as a flavor or fragrance, by selective asymmetric hydrogenation of citral, geranial or neral. The invention relates to a catalyst for asymmetric hydrogenation of an &#x3b1;,&#x3b2;-unsaturated carbonyl compound, which comprises: a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which the at least one metal is supported on a support; an optically active peptide compound; and an acid, and also relates to a method for manufacturing an optically active carbonyl compound using the same.

To provide a process for increasing the proportion of an optical isomer of not only a compound having a closed ring but also a compound not having a closed ring when an optical isomer mixture of a compound having both a formyl group and a double bond capable of causing a carbonyl-ene ring closing reaction in the same molecule is subjected to a ring closing reaction. A process for increasing the proportion of an optical isomer characterized by subjecting an optical isomer mixture of a compound having both a formyl group and a double bond capable of causing a carbonyl-ene ring closing reaction in the same molecule to a ring closing reaction in the presence of a predetermined aluminum complex represented by the general formula: [Al(L)(L)].

Aluminium complexes and use thereof as a catalyst in intramolecular ring closure reactions

Provided is a process in which cyclization of a compound having, in a molecule, a formyl group and a double bond which allow carbonyl-ene cyclization, the compound existing as a mixture of optical isomers thereof, increases the ratio of a particular optical isomer not only in a cyclized compound, but also in an unreacted compound. The process comprises performing, in the presence of a specified aluminum complex represented by the general formula: [Al(L)(L)], cyclization of a compound having, in a molecule, a formyl group and a double bond which allow carbonyl-ene cyclization, the compound existing as a mixture of optical isomers thereof, to increase the ratio of a particular optical isomer.

Aluminum complex and use thereof

A catalyst for obtaining isopulegol of high diastereoselectivity by highly selective cyclization reaction of citronellal is provided. The present invention relates to an organoaluminum compound obtained by reacting at least one organoaluminumoxy compound selected from the group consisting of chain aluminoxanes, cyclic aluminoxanes and bis(dialkylaluminumoxy)alkylboranes, with at least one hydroxy compound selected from the group consisting of diarylphenols, bis(diarylphenol) compounds, biaryldiols, dimethanols and silanols.

Organoaluminum compound

This invention aims at providing a catalyst for producing an optically active aldehyde or an optically active ketone, which is an optically active carbonyl compound, by carrying out selective asymmetric hydrogenation of an &#x3b1;,&#x3b2;-unsaturated carbonyl compound, particularly a catalyst which is insoluble in a reaction mixture for obtaining optically active citronellal which is useful as a flavor or fragrance, by carrying out selective asymmetric hydrogenation of citral, geranial or neral; and a method for producing a corresponding optically active carbonyl compound. The invention relates to a catalyst for asymmetric hydrogenation of an &#x3b1;,&#x3b2;-unsaturated carbonyl compound, which comprises a powder of at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table, or a metal-supported substance in which at least one metal selected from metals belonging to Group 8 to Group 10 of the Periodic Table is supported on a support, an optically active cyclic nitrogen-containing compound and an acid.

Catalyst for asymmetric hydrogenation

A process for producing an optically active compound based on the hydrolysis of an alkenyl ester compound or the cleavage of an alkenyl ether compound. The process uses neither an acidic compound nor a basic compound, and reactants can be reacted in a high concentration. It does not necessitate a buffer, nutrient, etc. unlike enzymatic reactions or reactions using a microorganism. It is a simple process which attains a satisfactory production efficiency. The process, which is for producing an optically active carboxylic acid or optically active alcohol represented by the general formula (VI): (wherein R, R, and Rare different groups; and A represents methylene, carbonyl, or a single bond), is characterized by causing water to act on an alkenyl ester or alkenyl ether represented by the general formula (I): (wherein R, R, and Reach represents hydrogen, alkyl, etc.) in the presence of a specific transition metal complex having an optically active ligand.

Process for producing optically active compound

A novel multicomponent oxidation catalyst that can be effectively used in, for example, an epoxidation reaction of olefins, etc., being inexpensive and high in versatility and that exhibits high catalytic activity; and a process for producing an epoxy compound through hydrogen peroxide oxidation of an olefin with the use of the multicomponent oxidation catalyst. There is provided a multicomponent oxidation catalyst comprising a tungsten compound, a quaternary ammonium salt, any of phosphoric acids and/or boric acids and a hydrogen sulfate salt. Further, there is provided a process for producing an epoxy compound, characterized in that an olefin is oxidized with hydrogen peroxide in the presence of the above multicomponent oxidation catalyst. The epoxy compound obtained by this process is useful as an intermediate of agricultural chemicals, medicines or the like, a raw material of various polymers, etc.

Multicomponent oxidation catalyst and process for producing epoxy compound therewith

Provision of a novel platinum complex which is useful as a material for a light-emitting device of good light emission characteristic and light emission efficiency, and a novel light-emitting material that may be utilized in various fields. A platinum complex represented by the following general formula (1): (in which two rings of ring A, ring B, ring C, and ring D represent nitrogen-containing heterocyclic rings which may have a substituent and the remaining two rings of them represent aryl rings or hetero aryl rings which may have a substituent, the ring A and the ring B, the ring A and the ring C or/and the ring B and the rind D may form condensed rings. Two of X, X, X, and Xrepresent nitrogen atoms coordination bonded to a platinum atom and the remaining two of them represent carbon atoms or nitrogen atoms. Q, Q, and Qeach represents a bond, oxygen atom, sulfur atom or bivalent group, two of Z, Z, Z, and Zrepresent coordination bonds, and the remaining two of them represent covalent bonds, oxygen atoms or sulfur atoms), and a light-emitting device containing the platinum complex.

Platinum complex and light emitting device

Palladum-phosphine complexes obtained by reacting a 5 compound of formula (1) below with a palladium compound: F(I) (wherein Ris a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; Rand Rare each, the same or different, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; Rand Rare each, the same or different, a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R, R, Rand Rare each, the same or different, an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, an alkoxyl group, a dialkylamino group, a halogen atom, a phenyl group, a benzyl group, a naphthyl group or a halogenated alkyl group; Rand R, Rand Rmay be combined to form, each, a fused ring, a trimethylene group, a tetramethylene group or a 20 methylenedioxy group; p, q, r and s are each an integer of 0 to 5; and p+q, and r+s are each in the range of 0 to 5.), which is a novel and efficient catalyst for manufacturing various useful compounds 

Phosphine compound, its intermediate, its complex with palladium and a manufacturing method of unsaturated compounds by using the palladium complex

An object of the present invention is to provide a novel monomer compound having a lactone structure which gives polymers having more excellent feature as resist material, etc. The present invention relates to a compound represented by the following formula [1]: wherein Rand Rare an alkyl group; Rand Rare each independently hydrogen atom or an alkyl group; Ris hydrogen atom, acryloyl group or methacryloyl group; and X is a methylene group which may have an alkyl group or an ethylene group which may have an alkyl group. The present invention provides a compound having a lactone structure which gives a polymer having more excellent feature particularly as a resist material and also provides a hydroxy lactone being useful as a material, etc. therefor.

Lactone compounds

A novel monomer compound having a lactone moiety of the present invention can be converted into polymers usable as resist materials with excellent properties, etc., and an alcohol compound having a lactone moiety of the invention is useful as a material for the monomer compound. The compounds are represented by the following general formula [1]:wherein one of Rand Rrepresents a hydrogen atom, an acryloyl group, or a methacryloyl group, and the other represents an alkyl group; Rand Rindependently represent a hydrogen atom or an alkyl group; Rand Rboth represent a hydrogen atom or are combined to form a methylene chain that may have an alkyl group; and Rand Rindependently represent a hydrogen atom or a methyl group.

Lactone compound

Process for producing isopulegol

Growing community of inventors

Kanagawa, Japan

Yoji Hori