Kao Soap Company, Ltd.

Kao Corporation

Sumitomo Chemical Company, Limited

Yoshiaki Inamoto

Naotake Takaishi

Yoshiaki Fujikura

Kiyoshi Tsuchihashi

Hiroshi Ikeda

Koji Aigami

Motoki Nakajima

Kouichi Urata

Motoyoshi Ohsugi

Yoshiaki Tanaka

Eiji Kashihara

Fumio Tanimoto

Susumu Handa

Hisao Kitano

Hirokazu Nakayama

Atsushi Nishibata

Sadashi Ueda

Takeji Kadono

Motoyoshi Osugi

Hisao Tsutsumi

Junichi Kawano

Masahiro Saito

Hidetsugu Takenaka

Yuji Suzuki

Yasushi Kajihara

Kikuhiko Okamoto

Akio Kimura

Masamoto Matsukane

Koichi Urata

Norioki Miyamoto

Atsushi Nishihata

Shuichi Tsuchiya

Hitoshi Takahashi

.alpha.-mono(methyl-branched alkyl) glyceryl ethers represented by the formula ##STR1## where m is an integer of 2 to 14, n is an integer of 3 to 11, and the total of m+n is 11 to 17, are disclosed along with skin care compositions containing the same as emulsifiers.

.alpha.-Mono (methyl-branched alkyl) glyceryl ether and a skin care

Fragrant cyclohexanol derivatives are produced by condensing 2-ethylidene-5-norbornene with a phenol compound, in the presence of a Friedel-Crafts catalyst; and hydrogenating the condensation product in the presence of a metal catalyst. The compounds so produced have a green-floral odor and are advantageously used in soaps, detergents, shampoos, hair rinse, cosmetics, colognes and perfumes.

Cyclohexanol derivatives and fragrance compositions containing the same

An advantageous process for producing tricyclo[5.2.1.0.sup.2,6 ]decane-2-carboxylic acid which is useful as a perfume composition. According to the invention, tricyclo[5.2.1.0.sup.2,6 ]dec-8-yl formate (II) is contacted with an inorganic strongly acidic catalyst to obtain tricyclo[5.2.1.0.sup.2,6 ]decane-2-carboxylic acid (I). ##STR1##

Process for producing trycyclo[5.2.1.0.sup.2,6 ]decane-2-carboxylic acid

An industrially advantageous process for producing 4-homoisotwistane-3-carboxylic acid. According to the invention, tricyclo[5.2.1.0.sup.2,6 ]dec-8-yl-methylformate (II) is contacted with an inorganic strongly acidic catalyst to obtain 4-homoisotwistane-3-carboxylic acid (I). ##STR1##

Process for producing 4-homoisotwistane-3-carboxylic acid

Disclosed is a polyol ether compound represented by the general formula (I): ##STR1## in which R represents a saturated or unsaturated, straight-chain or branched aliphatic hydrocarbon group having 8 to 24 carbon atoms, and R' represents a saturated or unsaturated, straight-chain or branched hydrocarbon group having 1 to 24 carbon atoms. A preparation process of the compound (I) is also disclosed. Compounds according to the invention show excellent emulsification stability and are suitable to be a cosmetic composition.

Polyol ether compound, preparation process thereof, and cosmetic

Disclosed is 2-exo-hydroxy-endo-tricyclo[6.2.1.0.sup.2,7 ]undecane represented by the following formula (I): ##STR1## The tricycloundecanol of the formula (I) has green, camphor-like and woody odor and is useful as an aroma chemical. Furthermore, owing to the aliphatic polycyclic structure like adamantyl alcohol, it is expected to have antiviral, antimicroviral and plant hormone activities. The tricycloundecanol (I) of the invention is prepared by subjecting endo-tricyclo[6.2.1.0.sup.2,7 ]undecane to hydroxylation at the bridgehead position with a substituted perbenzoic acid.

2-Exo-hydroxy-endo-tricyclo[6.2.1.0.sup.2,7 ]undecane

Disclosed herein is a novel 2,3-dialkoxypropyl glyceryl ether and the preparation process for it. The above diglycerin dialkyl ether is readily prepared with high yield and purity by reacting its corresponding glycidyl ether with a protected glycerin to form a 1,3-dioxolan compound, followed by etherifying the thus formed 1,3-dioxolan compound into a dialkyl ether dioxolan compound, and then hydrolyzing the resultant dialkyl ether dioxolan compound. This diglycerin dialkyl ether is useful as an emulsifier, cleaner etc., and is preferably used as a component of cosmetic compositions. A cosmetic composition comprising the above 2,3-dialkoxypropyl glyceryl ether is also disclosed.

2,3-Dialkoxypropyl glyceryl ether and its preparation process as well as

Some 4-(2'-hydroxy-3'-alkoxy)propoxymethyl-1,3-dioxolanes are prepared by reacting alkylglycidyl ethers with acetal or ketal derivatives of glycerol in the presence of an acidic or basic catalyst. Also disclosed is a process for preparing certain 2-hydroxy-3-alkoxy-propylglyceryl ethers, which process comprises subjecting the 4-(2'-hydroxy-3'-alkoxy)propoxymethyl-1,3-dioxolanes to hydrolysis. The above processes can afford intended reaction products with good yield without need for any special post-reaction treatment.

Preparation process of 2-hydroxy-3-alkoxypropylglyceryl ether

The specification describes a process for the production of a 4-alkoxymethyl-1,3-dioxolan in good yield, in high purity and in a simple manner by reacting an alkyl glycidyl ether with a carbonyl compound in the presence of an acid catalyst. The 4-alkoxymethyl-1,3-dioxolan is useful as an intermediate for the production of an .alpha.-monoalkyl glyceryl ether by hydrolysis.

Process for the production of glyceryl ethers

Tricyclic carboxylic acid esters having the formula: ##STR1## wherein R is an alkyl group of 2 or 3 carbon atoms. These compounds have a woody fragrance and are useful as components of perfume compositions.

Fragrant tricyclic carboxylates

Use of the compound methyl tricyclo[5.2.1.0.sup.2,6 ]decane-2-carboxylate in a perfume composition provides a herbal note or essence to the composition.

Perfume composition

A branched fatty acid cholesterol ester represented by the formula (I): ##STR1## where, R is a saturated aliphatic hydrocarbon group having a total of 11 to 23 carbon atoms and including at least one alkyl substituent group attached on the main chain inbetween the carboxyl-bonding position and the center of the main chain; and cosmetic compositions containing the same are disclosed.

Branched fatty acid cholesterol ester and a cosmetic composition

Compounds having the formula ##STR1## wherein a is 0 or 1, R.sub.1 is hydrogen or lower alkyl, A is lower alkylene or lower alkylidene, and R.sub.2 and R.sub.3, which can be the same or different, are hydrogen, lower alkyl, cycloalkyl, benzyl or substituted benzyl, or ##STR2## is a saturated heterocyclic ring, and acid addition salts thereof, possess anti-viral activity and reduced activity on the central nervous system.

4-Homoisotwistane-aminoacid amides

A compound having the formula ##STR1## wherein a is 0 or 1, R.sub.1 is hydrogen or lower alkyl, A is lower alkylene or lower alkylidene, and R.sub.2 and R.sub.3, which can be the same or different, are hydrogen, lower alkyl, cycloalkyl, benzyl or substituted benzyl, or ##STR2## form a saturated heterocyclic ring, and pharmacologically acceptable acid addition salt thereof, exhibits anti-viral activity and is free from significant effect on the central nervous system.

Novel tricycloundecane aminoacid amide

Compounds having the formula ##STR1## in which R is lower alkyl, and acid addition salts of said compounds. The compounds possess anti-RNA-viral activity and also an antiviral activity against herpes virus.

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Wakayama, Japan

Yoshiaki Inamoto