WO2014112280A1 - Oily composition and thickening or gel-forming agent - Google Patents

Abstract

Provided are: a low-cost oily composition that is easily prepared, and additionally that has the combination of all of high safety with respect to living bodies and the environment, favorable thickening and gel-forming performance, a superior sensation upon use, favorable handling characteristics, and the like; and a thickening or gel-forming agent. The oily composition is characterized by containing an oil phase component and compound (A) (in formula (I), R₁ and R₂ are the same or different, and each indicate an alkenyl group, a branched chain alkyl group, or a straight chain alkyl group (where R₁ and R₂ are not simultaneously a straight chain alkyl group), and Me indicates a methyl group) or the like.

Description

Oily composition and thickening or gel forming agent

The present invention relates to an oily composition and a thickening or gel forming agent. More specifically, a thickening or gel-forming agent that is easy to prepare, yet has high safety against living bodies and the environment, good thickening and gel-forming ability, excellent usability, and has all the good handling characteristics. And an oily composition containing the thickening or gel-forming agent. The present application includes Japanese Patent Application Nos. 2013-006484 and 2013-006485 filed in Japan on January 17, 2013, Japanese Patent Application No. 2013-017068 filed in Japan on January 31, 2013, and Japanese Patent Application No. 2013. Insist on priority of -017069, the contents of which are incorporated herein.

Gel formers that thicken or solidify various oil phase components such as animal and vegetable oils, mineral oils, hydrocarbons, fatty acid esters, etc. are cosmetics, pharmaceuticals, foods, paints, inks, lubricants It is widely used in various fields. The performance generally required for a gel-forming agent and the like includes that the desired oil phase component can be thickened or gel-formed with a small amount of addition, and that the obtained gel and the like are stable over a long period of time. Furthermore, depending on the application, it is required to have high safety to the human body and the environment, to produce a gel having thixotropic properties, and to have a good tactile sensation such as the obtained gel.

Conventionally, as a thickening or gel forming agent, a low molecular thickening or gel forming agent (1,2,3,4-dibenzylidene-D-sorbitol, 12-hydroxystearic acid, amino acid derivatives, etc.), a high molecular weight Thickening or gel forming agents (polyacrylic acid derivatives, dextrin derivatives, etc.) are known. A low molecular thickening or gel forming agent self-assembles in the oil phase component and forms a huge network structure, which makes the oil phase component non-fluidized and thickens or gels. The thickening or gel-forming agents are those that cause the thickening or gel formation of the oil phase components by complex entanglement and formation of a network structure.

On the other hand, a small number of thickening and gel formation of oil phase components by reverse string micelles have been reported (Non-patent Documents 1-6). The reverse string micelle is a kind of self-assembly formed by a surfactant and is known to cause gel formation in order to form a network structure in the oil phase component. The reverse string micelle has a hydrophilic environment inside, so it can contain water-soluble drugs and enzymes, etc. Yes. As a typical system for forming the reverse string micelle, a three-component mixed system of lecithin / water / various oil phase components has been reported (Non-Patent Document 1). Examples of water substitutes include ethylene glycol, formamide, glycerin, bile salts (Non-Patent Document 3), urea (Non-Patent Document 4), sucrose fatty acid ester (Non-Patent Document 5), D-ribose and D -Deoxyribose (Non-Patent Document 6) has been reported. Recently, it has been reported that similar oil thickening occurs in the combination of lecithin and polyglycerin (Patent Document 1). Normally, lecithin forms reverse spherical micelles or reverse elliptical micelles in the oil phase component, but when a small amount of water is added to this, hydrogen bonds to the phosphate groups of lecithin and the interface curvature of the molecular assembly decreases. Therefore, it is believed that reverse string micelles grow.

Furthermore, in addition to the above, as a method for thickening or gel-forming the oil phase component, gel formation of the oil phase component by emulsion has been reported (Patent Document 2). That is, it is a gel emulsion obtained by combining one or more surfactants such as lecithin and sucrose fatty acid ester and adding higher alcohol, glycerin and oil phase components thereto.

JP 2012-20979 A Japanese Patent Laid-Open No. 5-4911

P. L. Luisi et al., Colloid & Polymer Science, vol. 268, p. 356 (1990) Yu. A. Shchipunov, Colloids and Surfaces A, vol.183-185, p. 541 (2001) S. H. Tung et al., Journal of the American Chemical Society, vol. 128, p. 5751 (2006) K. Hashizaki et al., Colloid & Polymer Science, vol. 287, p. 927 (2009) K. Hashizaki et al., Colloid & Polymer Science, vol. 287, p. 1099 (2009) K. Hashizaki et al., Chemistry Letters, vol. 38, p. 1036 (2009)

1,2,3,4-Dibenzylidene-D-sorbitol, a low molecular thickening or gel forming agent, is an excellent compound that can thicken or gel various types of oil phase components. There is a problem with safety in that benzaldehyde is produced, and it has not been put into practical use. 12-hydroxystearic acid is commercially available as a thickening or gel-forming agent for waste tempura oil, but lacks thixotropic properties. In addition, since the thickener or gel former of the amino acid derivative is poorly soluble in the oil phase component, complicated operations such as heating at a high temperature and stirring for a long time are required to dissolve it. Moreover, such an operation also has a problem in that it may cause a change in the quality of other components blended in the gel or the like. On the other hand, dextrin derivatives of polymer thickeners or gel formers need to be added at a high concentration for gel formation or the like, and also have a “stickiness” peculiar to polymers and are not good in use. Polyacrylic acid derivatives show good thickening and gel formation when added in a small amount, but when used on the skin, a “stickiness” peculiar to polymers is produced, and the feeling of use is not good.

Next, as a problem with conventional reverse-like micelles, in reverse-like micelles composed of typical lecithin / water / various oil phase components, water is contained in the components, so that the drug is susceptible to hydrolysis. Etc. cannot be blended. In addition, when using glycerin that is liquid at room temperature as an alternative substance for water, the thickening and gel forming ability is insufficient. Similarly, when ethylene glycol or formamide that is liquid at room temperature is used, the skin, eyes, There is a problem that it cannot be applied to the human body because of its strong irritation to mucous membranes. In addition, when bile salts, urea, sucrose fatty acid esters, D-ribose, etc., which are solid at room temperature, are used, there is a problem that the preparation method becomes complicated compared to the case where liquid is used. Therefore, a thickening or gel-forming agent that is easy to prepare, yet has high safety for the living body and the environment, good thickening and gel-forming ability, excellent usability, and has all the good handling properties has been used so far. Not obtained.

In Patent Document 1, the hydrophilic substance is a liquid, but a further problem is that lecithin is expensive.

Patent Document 2 discloses a gel emulsion in which one or more surfactants such as lecithin and sucrose fatty acid ester are combined and a higher alcohol, glycerin and an oil phase component are added thereto. This gel has low elasticity compared to the above-described thickening or gels composed of gel formers and reverse string micelles, so that it is easy to spill and poor handling, and either higher alcohol or glycerin is not available. If it lacks, there is a problem that the effect cannot be obtained.

Therefore, the object of the present invention is simple preparation, high safety to the living body and environment, good thickening and gel-forming ability, excellent usability, all good handling, etc. The object is to provide a cost-effective oily composition and a thickening or gel-forming agent.

Therefore, as a result of intensive studies by the present inventors to solve the above-mentioned problems, it has been found that a cheaper compound is used in place of natural lecithin (L-α-phosphatidylcholine), which has a very high purification cost. . And even if it was a case where such a compound was used, it discovered that oil thickening could be achieved and completed this invention.

（上記式（Ｉ）中、Ｒ₁及びＲ₂は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₁及びＲ₂が同時に直鎖状アルキル基となることはない）、Ｍｅはメチル基を示す）
　下記式（ＩＩ）で表される化合物、

（上記式（ＩＩ）中、Ｒ₃及びＲ₄は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₃及びＲ₄が同時に直鎖状アルキル基となることはない）、Ｍｅはメチル基を示す）
　下記式（ＩＩＩ）で表される化合物、

（上記式（ＩＩＩ）中、Ｒ₅及びＲ₆は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₅及びＲ₆が同時に直鎖状アルキル基となることはない）、Ｒ₇及びＲ₈は同一又は異なって、炭素数１～４のアルキル基を示す）
　下記式（ＩＶ）で表される化合物、

（上記式（ＩＶ）中、Ｒ₉はアルケニル基又は分岐鎖状アルキル基を示し、Ｒ₁₀及びＲ₁₁は同一又は異なって、炭素数１～４のアルキル基を示し、ｎは０～１４の整数を示す）
　下記式（Ｖ）で表される化合物（光学活性体又はラセミ体）、

（上記式（Ｖ）中、Ｒ₁₂及びＲ₁₃は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示す（但し、Ｒ₁₂及びＲ₁₃が同時に直鎖状アルキル基となることはない））
　及び下記式（ＶＩ）で表される化合物

（上記式（ＶＩ）中、Ｒ₁₄及びＲ₁₅は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示す（但し、Ｒ₁₄及びＲ₁₅が同時に直鎖状アルキル基となることはない））
からなる群から選択される少なくとも１種の化合物（Ａ）、及び油相成分（Ｂ）を含む油性組成物であって、化合物（Ａ）が前記式（Ｉ）～式（ＩＶ）で表される化合物である場合、さらに親水性添加剤（Ｃ）としてポリオール及び／又はヒドロキシポリカルボン酸を含むことを特徴とする油性組成物を提供する。 That is, the present invention relates to a compound (racemate) represented by the following formula (I):

(In the formula (I), R ₁ and R ₂ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (II):

(In the above formula (II), R ₃ and R ₄ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₃ and R ₄ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (III):

(In the above formula (III), R ₅ and R ₆ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₅ and R ₆ are linear at the same time) R ₇ and R ₈ are the same or different and represent an alkyl group having 1 to 4 carbon atoms)
A compound represented by the following formula (IV):

(In the above formula (IV), R ₉ represents an alkenyl group or a branched alkyl group, R ₁₀ and R ₁₁ are the same or different, each represents an alkyl group having 1 to 4 carbon atoms, and n is 0 to 14) Indicates an integer)
A compound represented by the following formula (V) (optically active or racemic),

(In the formula (V), R ₁₂ and R ₁₃ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₂ and R ₁₃ are linear at the same time) It will not be an alkyl group))
And a compound represented by the following formula (VI)

(In the above formula (VI), R ₁₄ and R ₁₅ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₄ and R ₁₅ are linear at the same time). It will not be an alkyl group))
An oily composition comprising at least one compound (A) selected from the group consisting of: and an oil phase component (B), wherein the compound (A) is represented by the formulas (I) to (IV). In the case of the above-mentioned compound, an oily composition characterized by further containing a polyol and / or hydroxypolycarboxylic acid as the hydrophilic additive (C) is provided.

R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₉ , R ₁₂ , R ₁₃ , R ₁₄ , and R ₁₅ in formulas (I) to (VI) of the oily composition are: It is preferably the same or different and each represents an alkenyl group or a branched alkyl group.

Fatty acids (R ₁ COOH, R ₂ COOH) corresponding to R ₁ and R ₂ in formula (I) of the oily composition, fatty acids (R ₃ COOH, R ₄ ) corresponding to R ₃ and R ₄ in formula (II) COOH), fatty acids corresponding to R ₅ and R ₆ in formula (III) (R ₅ COOH, R ₆ COOH), fatty acids corresponding to R ₉ in formula (IV) (R ₉ COOH), R in formula (V) Fatty acids corresponding to ₁₂ and R ₁₃ (R ₁₂ COOH, R ₁₃ COOH), fatty acids corresponding to R ₁₄ and R ₁₅ in formula (VI) (R ₁₄ COOH, R ₁₅ COOH) are preferably oleic acid, n is preferably an integer of 0 to 10.

The polyol of the oily composition is preferably at least one selected from the group consisting of polyglycerin and D-ribose.

The hydroxypolycarboxylic acid of the oily composition is preferably citric acid.

The compound (A) of the oily composition is a compound (racemate) represented by the formula (I) and a compound represented by the formula (II), or a compound represented by the formula (III). A compound represented by formula (IV), or a compound represented by formula (V) (an optically active substance or a racemate) and a compound represented by formula (VI). It is preferable.

The blending ratio (former / latter (molar ratio)) of the compound represented by formula (I) (racemate) and the compound represented by formula (II) of the oily composition is greater than 0/100 and 50 / Preferably it is less than 50.

Also provided are cosmetics containing the oily composition.

（上記式（Ｉ）中、Ｒ₁及びＲ₂は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₁及びＲ₂が同時に直鎖状アルキル基となることはない）、Ｍｅはメチル基を示す）
　下記式（ＩＩ）で表される化合物、

（上記式（ＩＩ）中、Ｒ₃及びＲ₄は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₃及びＲ₄が同時に直鎖状アルキル基となることはない）、Ｍｅはメチル基を示す）
　下記式（ＩＩＩ）で表される化合物、

（上記式（ＩＩＩ）中、Ｒ₅及びＲ₆は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₅及びＲ₆が同時に直鎖状アルキル基となることはない）、Ｒ₇及びＲ₈は同一又は異なって、炭素数１～４のアルキル基を示す）
　下記式（ＩＶ）で表される化合物、

（上記式（ＩＶ）中、Ｒ₉はアルケニル基又は分岐鎖状アルキル基を示し、Ｒ₁₀及びＲ₁₁は同一又は異なって、炭素数１～４のアルキル基を示し、ｎは０～１４の整数を示す）
　下記式（Ｖ）で表される化合物（光学活性体又はラセミ体）、

（上記式（Ｖ）中、Ｒ₁₂及びＲ₁₃は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示す（但し、Ｒ₁₂及びＲ₁₃が同時に直鎖状アルキル基となることはない））
　及び下記式（ＶＩ）で表される化合物

（上記式（ＶＩ）中、Ｒ₁₄及びＲ₁₅は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示す（但し、Ｒ₁₄及びＲ₁₅が同時に直鎖状アルキル基となることはない））
からなる群から選択される少なくとも１種の化合物（Ａ）を含む増粘又はゲル形成剤であって、化合物（Ａ）が前記式（Ｉ）～式（ＩＶ）で表される化合物である場合、さらに親水性添加剤（Ｃ）としてポリオール及び／又はヒドロキシポリカルボン酸を含むことを特徴とする増粘又はゲル形成剤についても提供する。 Furthermore, in the present invention, a compound (racemate) represented by the following formula (I):

(In the formula (I), R ₁ and R ₂ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (II):

(In the above formula (II), R ₃ and R ₄ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₃ and R ₄ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (III):

(In the above formula (III), R ₅ and R ₆ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₅ and R ₆ are linear at the same time) R ₇ and R ₈ are the same or different and represent an alkyl group having 1 to 4 carbon atoms)
A compound represented by the following formula (IV):

(In the above formula (IV), R ₉ represents an alkenyl group or a branched alkyl group, R ₁₀ and R ₁₁ are the same or different, each represents an alkyl group having 1 to 4 carbon atoms, and n is 0 to 14) Indicates an integer)
A compound represented by the following formula (V) (optically active or racemic),

(In the formula (V), R ₁₂ and R ₁₃ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₂ and R ₁₃ are linear at the same time) It will not be an alkyl group))
And a compound represented by the following formula (VI)

(In the above formula (VI), R ₁₄ and R ₁₅ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₄ and R ₁₅ are linear at the same time). It will not be an alkyl group))
A thickening or gel-forming agent comprising at least one compound (A) selected from the group consisting of: wherein the compound (A) is a compound represented by the above formulas (I) to (IV) Furthermore, the present invention also provides a thickening or gel-forming agent characterized by containing a polyol and / or hydroxypolycarboxylic acid as the hydrophilic additive (C).

The compound (A) in the thickening or gel forming agent is a compound represented by the formula (I) (racemate) and a compound represented by the formula (II), represented by the formula (III). A compound represented by formula (IV), or a compound (optically active or racemic) represented by formula (V) and represented by formula (VI). A compound is preferred.

The compounding ratio (former / latter (molar ratio)) of the compound represented by the formula (I) (racemate) and the compound represented by the formula (II) in the thickening or gel forming agent is from 0/100 Preferably greater than 50/50

（上記式（ＩＶ）中、Ｒ₉はアルケニル基又は分岐鎖状アルキル基を示し、Ｒ₁₀及びＲ₁₁は同一又は異なって、炭素数１～４のアルキル基を示し、ｎは０～１４の整数を示す） Furthermore, the present invention provides a compound represented by the following formula (IV).

(In the above formula (IV), R ₉ represents an alkenyl group or a branched alkyl group, R ₁₀ and R ₁₁ are the same or different, each represents an alkyl group having 1 to 4 carbon atoms, and n is 0 to 14) Indicates an integer)

（上記式（Ｉ）中、Ｒ₁及びＲ₂は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₁及びＲ₂が同時に直鎖状アルキル基となることはない）、Ｍｅはメチル基を示す）

（上記式（ＩＩ）中、Ｒ₃及びＲ₄は同一又は異なって、それぞれアルケニル基、分岐鎖状アルキル基、又は直鎖状アルキル基を示し（但し、Ｒ₃及びＲ₄が同時に直鎖状アルキル基となることはない）、Ｍｅはメチル基を示す） Furthermore, in the present invention, a composition comprising a compound represented by the following formula (I) (racemate) and a compound represented by the following formula (II), the compound represented by the formula (I) (racemate) ) And the compound represented by formula (II) (former / latter (molar ratio)) is also provided in the composition of more than 0/100 and less than 50/50.

(In the formula (I), R ₁ and R ₂ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)

(In the above formula (II), R ₃ and R ₄ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₃ and R ₄ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)

That is, the present invention relates to the following.
(1) Compound (racemate) represented by formula (I), compound represented by formula (II), compound represented by formula (III), compound represented by formula (IV) , At least one compound (A) selected from the group consisting of the compound represented by formula (V) (optically active form or racemic form), and the compound represented by formula (VI), and an oil phase In the case where the oily composition contains the component (B) and the compound (A) is a compound represented by the formula (I) to the formula (IV), a polyol and / or a hydrophilic additive (C) An oily composition comprising a hydroxypolycarboxylic acid.
(2) R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₉ , R ₁₂ , R ₁₃ , R ₁₄ , and R in the formulas (I) to (VI) of the oily composition The oily composition according to (1), wherein ₁₅ are the same or different and each is an alkenyl group or a branched alkyl group.
(3) Fatty acids (R ₁ COOH, R ₂ COOH) corresponding to R ₁ and R ₂ in formula (I) of the oily composition, fatty acids (R ₃ COOH) corresponding to R ₃ and R ₄ in formula (II) , R ₄ COOH), fatty acids corresponding to R ₅ and R ₆ in formula (III) (R ₅ COOH, R ₆ COOH), fatty acids corresponding to R ₉ in formula (IV) (R ₉ COOH), formula (V ) Fatty acids corresponding to R ₁₂ and R ₁₃ (R ₁₂ COOH, R ₁₃ COOH) in formula (VI), fatty acids corresponding to R ₁₄ and R ₁₅ in formula (VI) (R ₁₄ COOH, R ₁₅ COOH) are oleic acid, The oily composition according to (1) or (2), wherein n is an integer of 0 to 10.
(4) The oily composition according to any one of (1) to (3), wherein the polyol is at least one selected from the group consisting of a polyhydric alcohol polymer and a monosaccharide.
(5) The oily composition according to any one of (1) to (4), wherein the polyol is at least one selected from the group consisting of polyglycerol and D-ribose.
(6) The oily composition according to any one of (1) to (5), wherein the hydroxypolycarboxylic acid is citric acid.
(7) The oily composition according to any one of (1) to (6), wherein the oil phase component (B) is an oil phase component mainly composed of polar oil and / or nonpolar oil.
(8) The compound (A) is a compound represented by the formula (I) (racemate) and a compound represented by the formula (II) (1) to (7) The oily composition as described.
(9) The oily composition according to any one of (1) to (7), wherein the compound (A) is a compound represented by the formula (III).
(10) The oily composition according to any one of (1) to (7), wherein the compound (A) is a compound represented by the formula (IV).
(11) Any of (1) to (7), wherein the compound (A) is a compound represented by the formula (V) (an optically active substance or a racemate) and a compound represented by the formula (VI) The oily composition as described in any one.
(12) The compounding ratio (the former / the latter (molar ratio)) of the compound represented by the above formula (I) (racemate) and the compound represented by the above formula (II) is greater than 0/100 and 50/50 The oil-based composition as described in (8) which is less than.
(13) The compounding ratio (former / latter (molar ratio)) of the compound represented by the formula (V) (optical isomer or racemate) and the compound represented by the formula (VI) is 0/100. The oily composition according to (11), which is greater than 99/1.
(14) The total amount of the compound (A) and the hydrophilic additive (C) is 1 to 40% by weight with respect to the total amount (100% by weight) of the oily composition. The oil-based composition as described in any one.
(15) The oily composition according to any one of (1) to (14), wherein the content of the compound (A) is 1 to 30% by weight relative to the total amount (100% by weight) of the oily composition object.
(16) The content of the oil phase component (B) is 70 to 99% by weight with respect to the total amount (100% by weight) of the oily composition, as described in any one of (1) to (15) Oily composition.
(17) Any one of (1) to (16), wherein the content of the hydrophilic additive (C) is 0.1 to 15% by weight relative to the total amount (100% by weight) of the oily composition. Oily composition as described in one.
(18) The oily composition according to any one of (1) to (17), wherein the content of the polyol is 0.1 to 15% by weight relative to the total amount (100% by weight) of the oily composition. object.
(19) In any one of (4) to (18), the content of the polyhydric alcohol polymer is 0.1 to 10% by weight relative to the total amount (100% by weight) of the oily composition. The oily composition as described.
(20) The oil property according to any one of (4) to (19), wherein the content of the monosaccharide is 0.1 to 5% by weight relative to the total amount (100% by weight) of the oily composition. Composition.
(21) The content of the hydroxypolycarboxylic acid is any one of (1) to (20), which is 0.1 to 10% by weight with respect to the total amount (100% by weight) of the oily composition. Oily composition.
(22) In the oil composition, the total amount of the optional components other than the compound (A), the oil phase component (B), and the hydrophilic additive (C) is based on the total amount (100% by weight) of the oil composition. The oily composition according to any one of (1) to (21), which is 29% by weight or less.
(23) A cosmetic comprising the oily composition according to any one of (1) to (22).
(23) Compound represented by formula (I) (racemate), compound represented by formula (II), compound represented by formula (III), compound represented by formula (IV) A thickener comprising at least one compound (A) selected from the group consisting of a compound represented by formula (V) (an optically active form or a racemic form) and a compound represented by formula (VI) Or when the compound (A) is a compound represented by the above formulas (I) to (IV), a polyol and / or hydroxypolycarboxylic acid is further added as the hydrophilic additive (C). A thickening or gel-forming agent characterized by containing.
(24) R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₉ , R ₁₂ , R ₁₃ , R _{14 in} formulas (I) to (VI) of the thickening or gel forming agent. And R ₁₅ are the same or different and each is an alkenyl group or a branched alkyl group, (23) The thickening or gel-forming agent.
(25) Fatty acids (R ₁ COOH, R ₂ COOH) corresponding to R ₁ and R ₂ in formula (I) of the oily composition, fatty acids (R ₃ COOH) corresponding to R ₃ and R ₄ in formula (II) , R ₄ COOH), fatty acids corresponding to R ₅ and R ₆ in formula (III) (R ₅ COOH, R ₆ COOH), fatty acids corresponding to R ₉ in formula (IV) (R ₉ COOH), formula (V ) Fatty acids corresponding to R ₁₂ and R ₁₃ (R ₁₂ COOH, R ₁₃ COOH) in formula (VI), fatty acids corresponding to R ₁₄ and R ₁₅ in formula (VI) (R ₁₄ COOH, R ₁₅ COOH) are oleic acid, The thickening or gel forming agent according to (23) or (24), wherein n is an integer of 0 to 10.
(26) The thickening or gel forming agent according to any one of (23) to (25), wherein the polyol is at least one selected from the group consisting of a polyhydric alcohol polymer and a monosaccharide.
(27) The thickening or gel-forming agent according to any one of (23) to (26), wherein the polyol is at least one selected from the group consisting of polyglycerol and D-ribose.
(28) The thickening or gel-forming agent according to any one of (23) to (27), wherein the hydroxypolycarboxylic acid of the oily composition is citric acid.
(29) The compound (A) in the thickening or gel forming agent is a compound represented by the formula (I) (racemate) and a compound represented by the formula (II) (23) to (28) ) Or thickener or gel former.
(30) The thickening or gel forming agent according to any one of (23) to (28), wherein the compound (A) in the thickening or gel forming agent is a compound represented by the formula (III) .
(31) The thickening or gel forming agent according to any one of (23) to (28), wherein the compound (A) in the thickening or gel forming agent is a compound represented by the formula (IV) .
(32) The compound (A) in the thickening or gel forming agent is a compound represented by the formula (V) (an optically active substance or a racemate) and a compound represented by the formula (VI) (23 ) To (28) The thickening or gel forming agent according to any one of the above.
(33) The compounding ratio (former / latter (molar ratio)) of the compound represented by the formula (I) (racemate) and the compound represented by the formula (II) is greater than 0/100 and 50/50 The thickening or gel forming agent according to (29), which is less than
(34) The compounding ratio (former / latter (molar ratio)) of the compound represented by the formula (V) (optical isomer or racemate) and the compound represented by the formula (VI) is 0/100. The thickening or gel forming agent according to (32), which is greater than 99/1.
(35) The thickening according to any one of (23) to (34), wherein the content of the hydrophilic additive (C) is 0 to 100 parts by weight with respect to 100 parts by weight of the compound (A). Or a gel formation agent.
(36) The content of the optional component other than the compound (A) and the hydrophilic additive (C) is 20% by weight or less based on the total amount (100% by weight) of the thickening or gel forming agent. (23) The thickening or gel forming agent according to any one of (35).
(37) A compound represented by the formula (IV).
(38) A composition comprising a compound represented by the formula (I) (racemate) and a compound represented by the following formula (II), wherein the compound (racemate) represented by the formula (I): A composition having a compounding ratio (former / latter (molar ratio)) with a compound represented by formula (II) of greater than 0/100 and less than 50/50.

Since the oily composition and the thickening or gel-forming agent of the present invention have the above-described configuration, they can be produced at a lower cost than using natural lecithin (L-α-phosphatidylcholine). Therefore, it is easy to prepare, yet has high safety for living organisms and the environment, good thickening and gel-forming ability, excellent usability, good handling, etc. It is possible to obtain the effect that the process can be realized.

[1. Compound (A)]
The compound (A) used in the present invention may be at least one compound selected from the group consisting of the compounds represented by the formulas (I) to (VI), either alone or in combination of two or more. Can be used. The compound represented by the formula (I) is a racemate, and the compound represented by the formula (V) is an optically active substance or a racemate.

Phosphatidylcholine means an ester obtained by reacting glycerol (glycerin) with at least one unsaturated fatty acid and phosphoric acid, and the proton of the phosphoric acid is substituted with choline as an amine functional group. In the present invention, phosphatidylcholine in which an unsaturated bond is hydrogenated is also included in “phosphatidylcholine”.

In the formulas (I) to (VI), R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₉ , R ₁₂ , R ₁₃ , R ₁₄ , and R ₁₅ are the same or different. Each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ ; R ₃ and R ₄ ; R ₅ and R ₆ ; R ₁₂ and R ₁₃ ; R ₁₄ and R ₁₅ Do not simultaneously become a linear alkyl group), preferably an alkenyl group or a branched alkyl group. The carbon number of R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₉ , R ₁₂ , R ₁₃ , R ₁₄ , and R ₁₅ is not particularly limited. In view of the above, it is preferably 7 to 23, more preferably 7 to 20, and still more preferably 7 to 17.

In one embodiment of the present invention, fatty acids corresponding to R ₁ and R ₂ in formula (I) (R ₁ COOH, R ₂ COOH), fatty acids corresponding to R ₃ and R ₄ in formula (II) (R ₃ COOH, R ₄ COOH), fatty acids corresponding to R ₅ and R ₆ in formula (III) (R ₅ COOH, R ₆ COOH), fatty acids corresponding to R ₉ in formula (IV) (R ₉ COOH), formula Fatty acids corresponding to R ₁₂ and R ₁₃ in (V) (R ₁₂ COOH, R ₁₃ COOH), fatty acids corresponding to R ₁₄ and R ₁₅ in formula (VI) (R ₁₄ COOH, R ₁₅ COOH) are thickened. From the viewpoint of gelation ability, for example, butyric acid, caproic acid, caprylic acid, capric acid, 2-ethylhexanoic acid, caproleic acid, lauric acid, lauroleic acid, myristic acid, myristoleic acid, palmitic acid, Lumitoleic acid, stearic acid, oleic acid, linoleic acid, linolenic acid, arachidic acid, isostearic acid, dihydroxtearic acid, ricinoleic acid, etc., but selected from oleic acid, 2-ethylhexanoic acid, isostearic acid, etc. It is preferably selected, and more preferably selected from oleic acid, 2-ethylhexanoic acid and the like.

In the formulas (III) and (IV), R ₇ , R ₈ , R ₁₀ , and R ₁₁ are the same or different and may be any alkyl group having 1 to 4 carbon atoms, and are not particularly limited. From the viewpoint of gelation ability, for example, methyl, ethyl, propyl, isopropyl, butyl, s-butyl, t-butyl group and the like can be mentioned, and methyl group is more preferable.

In the formula (IV), n is not particularly limited, but is preferably an integer of 0 to 14, more preferably an integer of 0 to 10, and further preferably 0 to 8 from the viewpoint of raw material availability and gelling ability. It is preferable that it is an integer.

When two or more compounds (A) are used, for example, a compound (racemate) represented by formula (I) and a compound represented by formula (II) can be used in combination as compound (A). Further, the compound (optical isomer or racemate) represented by the formula (V) and the formula (VI) can be used in combination as the compound (A). In addition, these may be called a composition. Moreover, what is described in the term of the following thickening or gel formation agent, or oil-based composition can be used for the compounding ratio of a composition.

[2. Oil phase component (B)]
The oil phase component used in the present invention is mainly composed of polar oil alone, a mixture of polar oil and nonpolar oil, or nonpolar oil. Nonpolar oils include hydrocarbons such as squalane, petrolatum, liquid paraffin, n-decane, cyclohexane, chain or cyclic silicone oils, etc. Examples of polar oils include fats and oils such as olive oil, Waxes such as lanolin, esters such as isopropyl myristate, decyl oleate, glycerin tri-2-ethylhexanoate [esters of fatty acids and alcohols having 8 or more carbon atoms (preferably 8 to 25 carbon atoms)] Higher fatty acids such as oleic acid and lauric acid [fatty acids having 12 or more carbon atoms (preferably, 12 to 25 carbon atoms)], higher alcohols solid at room temperature such as cetanol [12 or more carbon atoms (preferably, And alcohols having 12 to 25 carbon atoms]. The hydrocarbons are not particularly limited, but are preferably liquid hydrocarbon oils having an average molecular weight of 100 to 4000, more preferably the average molecular weight is 100 to 2000, and the average molecular weight. Is more preferably 100 to 1,000. The oil phase components can be used alone or in combination.

[3. Hydrophilic additive (C)]
Examples of the hydrophilic additive used in the present invention include polyol and hydroxypolycarboxylic acid, and these can be used alone or in admixture of two or more.

(3-1. Polyol)
The polyol is not particularly limited, but from the viewpoint of safety, for example, a polyhydric alcohol polymer, a monosaccharide, a lower alcohol, a polyhydric alcohol, a dihydric alcohol alkyl ether, a dihydric alcohol alkyl ether, 2 One or more selected from monohydric alcohol ether esters, glycerin monoalkyl ethers, sugar alcohols, oligosaccharides, polysaccharides, and derivatives thereof, selected from polyhydric alcohol polymers, monosaccharides, and derivatives thereof It is preferable that it is 1 type or 2 types or more. The weight average molecular weight of the polyol is not particularly limited, but is, for example, about 70 to 4000, and preferably 80 to 2000.

(Polyhydric alcohol polymer)
The polyhydric alcohol polymer is not particularly limited, but from the viewpoint of safety, for example, polyglycerin, polyglycerin fatty acid ester, diethylene glycol, dipropylene glycol-triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin-triglycerin. Tetraglycerin and the like, polyglycerin, polyglycerin fatty acid ester, polyethylene glycol and the like are preferable, and polyglycerin, polyglycerin fatty acid ester and the like are more preferable. The weight average molecular weight of the polyhydric alcohol polymer is not particularly limited, but is, for example, about 500 to 4000, preferably 600 to 2000.

Polyglycerin is manufactured using various methods. For example, (1) a method of addition polymerization of glycidol to glycerin, (2) an operation of addition polymerization of epichlorohydrin to glycerol, dehydrochlorination under alkaline conditions, and then ring opening with dilute sulfuric acid to the desired degree of polymerization (3) A method in which glycerin with a hydroxyl group protected is added to glycerin, followed by depolymerization and then deprotection, and this is repeated until an arbitrary degree of polymerization is obtained. (4) A method in which glycerin is thermally condensed in the presence of an alkali. (5) An allyl halide is added to glycerin, epoxidized, then ring-opened with water, and this is repeated until an arbitrary degree of polymerization is achieved. Among these, the most preferable production method is the method (1), which can be suitably used for the thickening or gel forming agent of the oily composition.

The polymerization degree of the glycerin unit of the polyglycerol is preferably 3 to 20, and more preferably 3 to 10. When the degree of polymerization is less than 3, it becomes difficult to obtain a stable gel, and when it is greater than 20, it becomes an emulsified composition, making it difficult to obtain a transparent gel, and also making it difficult to obtain the gel itself. Polyglycerin can be used alone or in combination of a plurality of polymerization degrees.

In these polyglycerins, the IOB calculated from the organic conceptual diagram is not particularly limited, but is preferably 2 or more, more preferably 2 to 3. When the IOB calculated in the organic conceptual diagram is 2 or more, the gel composition can be obtained more easily. When the IOB calculated in the organic conceptual diagram is 2 to 3, it can be more reliably prevented from becoming an emulsified composition, and it becomes easier to obtain a gel composition. The IOB calculated from the organic conceptual diagram is a value obtained by the following formula (A). Note that HLB is a value obtained by the following equation (B).
IOB = Σinorganic / Σorganic (A)
HLB = Σinorganic / Σorganic × 10 (B)
(Reference: Nippon Emulsion Co., Ltd. “Emulsion formulation design based on organic concept”)

(Monosaccharide)
The monosaccharide is not particularly limited, but from the viewpoint of safety, for example, a tricarbon sugar (for example, D-glyceryl aldehyde, dihydroxyacetone, etc.); a tetracarbon sugar (for example, D-erythrose, D-erythritol) Pentose (eg, L-arabinose, D-xylos, L-lyxose, D-arabinose, D-ribose, D-ribulo) Hexose (eg, D-glucose, D-talose, D-bucikose, D-galactose, D-fruct) -Carbon, L-galactose, L-mannose, D-tagatose, etc.); heptose sugar (for example, aldoheptose, heproose, etc.); octose sugar (for example, octulose, etc.) Deoxy sugars (eg 2-deoxy-D-ribose, 6-deoxy; Amino sugar (eg, D-glucosamine, D-galactosamine, sialic acid, aminouronic acid, muramic acid, etc.); uronic acid (eg, D-glucoseamine, 6-deoxy-L-mannose, etc.); Glucuronic acid, D-mannuronic acid, L-guluronic acid, D-galacturonic acid, L-iduronic acid, etc.) and the like are preferred, pentose sugars etc. being preferred, pentose sugars (among others, D-ribose, arabinose) D-ribose and the like are more preferable among xylose, lyxose, xylulose, ribulose and the like.

D-ribose is a kind of aldopentose and is a constituent sugar such as ribonucleic acid (RNA) and many nucleotides. It is also recognized as a food additive and is used as a sweetener. Furthermore, since it is also a biological component, its toxicity to the human body is very low, safety is high, and it is industrially inexpensive and easy to obtain.

(3-2. Hydroxypolycarboxylic acid)
The hydroxypolycarboxylic acid is not particularly limited, but from the viewpoint of safety, for example, one or more selected from the group consisting of citric acid, malic acid, tartaric acid, and hydroxymalonic acid may be mentioned, It is preferably one or more selected from the group consisting of citric acid, malic acid and tartaric acid, more preferably one or more selected from the group consisting of citric acid and malic acid. .

[4. Other optional components (D)]
In order to enhance the effect as a cosmetic for skin, ingredients such as vitamin B, vitamin E and various fragrances can be added as optional components to the oily composition of the present invention. The same applies to the thickening or gel forming agent of the present invention. As the optional component, ascorbic acid is particularly effective. The pH value of ascorbic acid is about 2, and when this is added, the pH value of the cosmetic is lowered, the keratolytic action is exhibited, and the old keratin is removed. In order to blend ascorbic acid more stably, an ascorbic acid derivative such as ascorbyl palmitate can be used. In addition, by adding a component having antibacterial action such as hinokitiol, fucoidan, salicylic acid, etc., it is possible to cope with fungi and bacteria present in the keratin. Furthermore, when a plant anti-inflammatory / moisturizing component such as glycyrrhizic acid is added, a sedative / moisturizing effect can be expected in a state where the cured keratin is lacerated and inflamed. Moreover, in order to prevent stickiness, powders, such as a silica, a silicon powder, an alkyl acrylate copolymer, can also be added.

In the oil-based composition of the present invention, as the optional component, components used in ordinary general cosmetics can be blended. Examples include fragrances, pigments, preservatives, antioxidants, anti-inflammatory agents, ultraviolet absorbers, ultraviolet reflectors, pH adjusters, and various other medicinal ingredients such as hyaluronic acid, allantoin, and the like. Vitamins, amino acids, placenta extract, and the like, which can be used alone or in combination. The same applies to the thickening or gel forming agent of the present invention.

[5. Thickening or gel forming agent]
The thickening or gel forming agent of the present invention is a compound represented by the formula (I) to the formula (VI) (provided that the compound represented by the formula (I) is a racemate, The compound represented by () may contain at least one compound (A) selected from the group consisting of an optically active form or a racemic form. In the case of a compound represented by the formula (IV), it is sufficient that it further contains a polyol and / or hydroxypolycarboxylic acid as a hydrophilic additive, and is not particularly limited in other respects.

When the thickening or gel forming agent of the present invention contains a hydrophilic additive (C), the content of the hydrophilic additive (C) (blending amount; if two or more types are included, the total amount thereof) is particularly Although not limited, it is preferably 0 to 100 parts by weight, more preferably 1 to 80 parts by weight, still more preferably 10 to 60 parts by weight with respect to 100 parts by weight of the compound (A) from the viewpoint of increasing transparency and improving the appearance. Part.

When the compound (A) in the thickening or gel forming agent of the present invention contains a compound represented by the formula (I) (racemate) and a compound represented by the formula (II), the compound represented by the formula (I) The compounding ratio (former / latter (molar ratio)) of the compound represented by formula (II) and the compound represented by formula (II) is not particularly limited, but may be greater than 0/100 and less than 99/1. More preferably, it is more than 5/95 and less than 95/5, more preferably more than 10/90 and less than 90/10. Further, it is preferable that the compound represented by the formula (II) is more than the compound represented by the formula (I) (racemate), and when the hydrophilic additive (C) is a polyol, the compound is greater than 0/100 and 50 Less than 50/50, more preferably greater than 20/80 and less than 40/60. When the hydrophilic additive (C) is a hydroxypolycarboxylic acid, it is preferably greater than 0/100 and less than 50/50, more preferably. Is greater than 20/80 and less than 40/60.

When the compound (A) in the thickening or gel-forming agent of the present invention contains a compound represented by formula (V) (optical isomer or racemate) and a compound represented by formula (VI), The compounding ratio (former / latter (molar ratio)) of the compound represented by V) (optical isomer or racemate) and the compound represented by formula (VI) is not particularly limited, but is greater than 0/100 It is preferably less than 99/1, more preferably greater than 5/95 and less than 95/5, and even more preferably greater than 10/90 and less than 90/10. The compound represented by formula (VI) is preferably more than the compound represented by formula (V) (racemate). For example, the blending ratio is greater than 0/100 and less than 50/50. More preferably, it is greater than 5/95 and less than 45/55, more preferably greater than 10/90 and less than 40/60.

Although content of the said arbitrary components other than a compound (A) and a hydrophilic additive (C) in the thickening or gel formation agent of this invention is not specifically limited, From a viewpoint of thickening and a gelling ability, it is thickened. Alternatively, it is preferably 20% by weight or less (for example, 0 to 20% by weight), more preferably 10% by weight or less (for example, 0 to 10% by weight), further preferably, based on the total amount of the gel forming agent (100% by weight). Is 5% by weight or less (for example, 0 to 5% by weight).

[6. Oily composition]
The oily composition of the present invention comprises a compound represented by the formula (I) to the formula (VI) (provided that the compound represented by the formula (I) is a racemate and represented by the formula (V). The compound to be obtained may contain at least one compound (A) selected from the group consisting of an optically active substance or a racemate) and an oil phase component (B). In the case of the compound represented by (IV), it is sufficient that it further contains a polyol and / or hydroxypolycarboxylic acid as a hydrophilic additive, and is not particularly limited in other respects.

When the oily composition of the present invention contains the hydrophilic additive (C), the total amount of the compound (A) and the hydrophilic additive (C) is not particularly limited, but is the total amount (100% by weight) of the oily composition. The content is preferably 1 to 40% by weight, more preferably 2 to 30% by weight, still more preferably 3 to 25% by weight. If the total amount (thickening or gel forming agent content) of the compound (A) and the hydrophilic additive (C) with respect to the whole oily composition is small, thickening and gel formation will be poor, and a stable oily composition will be obtained. It becomes difficult. Also, if the content of the thickening or gel forming agent in the whole oily composition is large, there is no merit of using a large amount because the thickening and gel forming ability and the moisturizing / moisturizing effect reach a peak, which is advantageous from the economical viewpoint. Not. Therefore, it is preferable to contain in the said range.

The content of the compound (A) in the oily composition of the present invention (blending amount; if two or more kinds are included, the total amount thereof) is not particularly limited, but is based on the total amount (100% by weight) of the oily composition It is preferably 1 to 30% by weight, more preferably 5 to 20% by weight. The above range is determined from the viewpoint of thickening and the balance between gelling ability and economy.

When the compound (A) in the oily composition of the present invention contains a compound (racemate) represented by formula (I) and a compound represented by formula (II), the compound represented by formula (I) The compounding ratio (the former / the latter (molar ratio)) between the (racemate) and the compound represented by formula (II) is not particularly limited, but is preferably greater than 0/100 and less than 99/1. Preferably it is greater than 5/95 and less than 95/5, more preferably greater than 10/90 and less than 90/10. Further, it is preferable that the compound represented by the formula (II) is more than the compound represented by the formula (I) (racemate), and when the hydrophilic additive (C) is a polyol, the compound is greater than 0/100 and 50 Less than 50/50, more preferably greater than 20/80 and less than 40/60. When the hydrophilic additive (C) is a hydroxypolycarboxylic acid, it is preferably greater than 0/100 and less than 50/50, more preferably. Is greater than 20/80 and less than 40/60. Since the mixture in the above range can be produced at low cost, it is advantageous from the viewpoint of economy.

When the compound (A) in the oily composition of the present invention contains a compound represented by formula (V) (an optical isomer or a racemate) and a compound represented by formula (VI), The compounding ratio (the former / the latter (molar ratio)) of the compound represented by the formula (VI) and the compound represented by the formula (VI) is not particularly limited, but greater than 0/100 and 99/1. It is preferably less than, more preferably more than 5/95 and less than 95/5, still more preferably more than 10/90 and less than 90/10. The compound represented by formula (VI) is preferably more than the compound represented by formula (V) (racemate). For example, the blending ratio is greater than 0/100 and less than 50/50. More preferably, it is greater than 5/95 and less than 45/55, more preferably greater than 10/90 and less than 40/60.

The content of the oil phase component (B) in the oily composition of the present invention (blending amount; if two or more kinds are included, the total amount thereof) is not particularly limited, but is the total amount (100% by weight) of the oily composition. On the other hand, it is preferably 70 to 99% by weight, more preferably 75 to 97% by weight, still more preferably 80 to 95% by weight. When the content of the oil phase component is lower than 70% by weight, the amount of the gel forming agent is excessively large, and when it exceeds 99% by weight, the stability of the gel is deteriorated. .

The content of the oil phase component (B) in the oil-based composition of the present invention (blending amount; if two or more types are included, the total amount thereof) is not particularly limited, but with respect to 100 parts by weight of the compound (A), The amount is preferably 500 to 1500 parts by weight, more preferably 600 to 1400 parts by weight, and still more preferably 700 to 1300 parts by weight. The above range is determined from the viewpoint of thickening and the balance between gelling ability and economy.

When the oil-based composition of the present invention contains a hydrophilic additive (C), the content of the hydrophilic additive (C) (mixing amount; if two or more types are included, the total amount thereof) is not particularly limited. The content is preferably 0.1 to 15% by weight, more preferably 0.3 to 10% by weight, based on the total amount (100% by weight) of the oily composition.
When the hydrophilic additive (C) is a polyol, the content of the polyol is not particularly limited, but is preferably 0.1 to 15% by weight, more preferably based on the total amount (100% by weight) of the oily composition. Is 0.3 to 10% by weight.
In particular, when the hydrophilic additive (C) is a polyhydric alcohol polymer such as polyglycerin, the content of the polyhydric alcohol polymer is not particularly limited, but is based on the total amount (100% by weight) of the oily composition. The content is preferably 0.1 to 10% by weight, more preferably 0.5 to 8% by weight.
Further, when the hydrophilic additive (C) is a monosaccharide such as D-ribose, the content of the monosaccharide is not particularly limited, but is 0.1 to 0.1% with respect to the total amount (100% by weight) of the oily composition. It is preferably 5% by weight, more preferably 0.3-2% by weight.
When the hydrophilic additive (C) is a hydroxypolycarboxylic acid, the content of the hydroxypolycarboxylic acid is not particularly limited, but is 0.1 to 10% by weight with respect to the total amount (100% by weight) of the oily composition. % Is preferable, and more preferably 0.5 to 5% by weight. As described above, the above range is determined from the viewpoint of the balance between thickening and gelling ability and economy. If the amount of the hydrophilic additive (C) is too small, the gelling ability is lowered. On the other hand, if the amount of the hydrophilic additive (C) is too large, problems such as white turbidity may occur.

In the oily composition of the present invention, the total amount of the optional components other than the compound (A), the oil phase component (B), and the hydrophilic additive (C) is based on the total amount (100% by weight) of the oily composition. Usually, it is 29% by weight or less (for example, 0 to 29% by weight), preferably 20% by weight or less (for example, 0 to 20% by weight), and more preferably 10% by weight or less (for example, 0 to 10% by weight). .

The oily composition of the present invention is stable over a long period of, for example, 3 months or longer. Further, since it was confirmed that the rheology measurement has an appropriate elasticity, it is judged that the liquid is difficult to drip and the handling property is good. Furthermore, since it has thixotropic properties, it has good elongation when applied to, for example, skin.

The zero shear viscosity obtained from the viscosity curve obtained by the rheological measurement of the oily composition of the present invention is defined as follows. That is, in the region where the shear rate is as close to zero as possible, there is a region that can be approximated to a Newtonian fluid even if it is a non-Newtonian fluid, and the viscosity in that region does not vary and shows a certain value. The viscosity η at this time is defined as a zero shear viscosity obtained from a viscosity curve obtained by rheology measurement. The zero shear viscosity is not particularly limited, but is preferably 50 Pa · s or more, particularly preferably 100 Pa · s or more, from the viewpoint of gel stability, feel of the gel, feeling of use, handleability, and the like. The upper limit of the zero shear viscosity is not particularly limited and varies depending on the application, but is, for example, 2000 Pa · s, preferably 1000 Pa · s.

Hereinafter, the present invention will be described in more detail based on examples, but the present invention is not limited to these examples. Moreover, unless otherwise indicated, the ratio of the compound indicates a weight ratio. In Tables 8, 9, 11, and 12, “-” means that the component was not blended.

<Production example>
According to the conditions described in non-patent literature (Tetrahedron Letters 2005, 61 (15), 3659., Tetrahedron Letters 2005, 46 (10), 1601., Journal of Medicinal Chemistry 1988, 31 (9), 1793.), Compound 2, Compound 3 and compounds 4a and 4b, which are regioisomer mixtures of compound 2, were synthesized in 6 steps from glycidol as shown in the following reaction formula.

(Production Example 1)
Dioleoylglycerophosphatidylcholine (compound 5; 5a: 5b = 50: 50) represented by the following formula was obtained by the method described below.

Phosphorus oxychloride (1.69 g, 11.0 mmol) was dissolved in chloroform (20 mL), and pyridine (5.06 g, 64.0 mmol) was added and stirred at 0 ° C. After 15 minutes, a solution of compound 4 (6.22 g, 10.0 mmol) in chloroform (60 mL) was added dropwise over 1 hour and stirred at room temperature. After 1 hour, a solution of choline chloride (2.79 g, 20.0 mmol) in pyridine (100 mL) was added, and the mixture was warmed to room temperature and stirred overnight. Ion exchange water (100 mL) was added to the resulting reaction mixture to stop the reaction, and the two phases were separated. The organic phase was washed successively with saturated aqueous sodium hydrogen carbonate (100 mL) and saturated brine (100 mL), and dried over anhydrous sodium sulfate. The solid was filtered and the solvent was distilled off under reduced pressure. The resulting crude product was isolated and purified by column chromatography (SiO ₂ g, chloroform / methanol / ion-exchanged water = 80/20/4), and compound 5 (4.89 g, 62%) was obtained as a yellow viscous liquid. Obtained. When the abundance ratio of positional isomers contained in Compound 5 was confirmed by ¹ H NMR (500 MHz, CDCl ₃ ), it was 5a: 5b = 50: 50. The reason why the compound of 5a: 5b = 50: 50 was obtained even though the raw material of 4a: 4b = 80: 20 was used is considered to be due to isomerization during the reaction.

(Production Example 2)
Compound 4 in Production Example 1 was replaced with Compound 2 and treated in the same manner as in Production Example 1 to obtain the corresponding 1,2-dioleoylglycerophosphatidylcholine (Compound 6) as shown below.

(Production Example 3)
Compound 4 in Production Example 1 was changed to Compound 3 and treated in the same manner as in Production Example 1 to obtain the corresponding 1,2-di (2-ethylhexanoyl) glycerophosphatidylcholine (Compound 7) as shown below. .

The molecular structures of the compounds 5 to 7 were analyzed by ¹ H NMR. Table 1 below shows the analysis results of the spectral data.

(Production Example 4)
A dioleoylglycerophosphatidylcholine crude product (compound 8, 5a: 5b = 36: 64) and a dioleoylglycerophosphatidylcholine purified product (compound 9, 5a: 5b = 30: 70) were obtained by the method described below.

Under conditions of 2 ° C., phosphorus oxychloride (3.5 ml, 37.5 mmol) and pyridine (3.4 ml, 41.3 mmol) were sequentially added to heptane (26 g) and stirred. Ten minutes later, a solution of glycerol dioleate (25.4 g, 37.3 mmol) in toluene (64.7 g) was added dropwise, and the mixture was warmed to room temperature and stirred. After 24 hours, the mixture was cooled to 2 ° C., a solution of choline tosylate (11.5 g, 41.8 mmol) in pyridine (91.5 g) was added dropwise, and after completion of the addition, the mixture was warmed to room temperature and stirred. After 19 hours, ion-exchanged water (150 mL) was added to the resulting reaction mixture to stop the reaction, and the mixture was concentrated under reduced pressure. The concentrate was extracted with chloroform / methanol (300 ml, chloroform: methanol = 2: 1 (volume ratio)), and the organic phase was dried over anhydrous magnesium sulfate. After filtering the solid, 36.0 g of a crude product (orange oil) was obtained by concentration under reduced pressure. This crude product is designated as Compound 8. The composition of this crude product was confirmed by ¹ H NMR (500 MHz, CDCl ₃ ), and it was found that triolein was 22% by weight and 5a / 5b mixture (5a: 5b = 36: 64) was 78% by weight. Triolein was removed from the obtained crude product by silica gel chromatography to obtain 13.8 g (5a: 5b = 30: 70) of the purified product. This purified product is referred to as Compound 9.

(Production Example 5)
By the method described below, Compound 10 represented by the following formula was obtained using Compound 4a.

To a solution of compound 4a (15.0 g, 24.2 mmol) in pyridine (200 mL), N, N′-carbonyldiimidazole (4.7 g, 29.0 mmol) was added and stirred at 25 ° C. After 5 hours, the reaction mixture was concentrated under reduced pressure, and the resulting residue was washed with 5% aqueous sodium dihydrogen phosphate solution (100 mL) and dried over anhydrous sodium sulfate. The residue obtained by filtering the solid and then concentrating under reduced pressure was dissolved in N, N′-dimethylformamide (150 mL). N, N′-dimethylethylenediamine (4.3 g, 48.4 mmol) was added at room temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure, and dichloromethane (50 mL) was added to the resulting residue, which was washed with ion-exchanged water (100 mL * 2) and dried over anhydrous sodium sulfate. The solid was filtered, concentrated under reduced pressure, and then isolated and purified by silica gel column chromatography (dichloromethane / methanol = 100/1) to obtain Compound 10 (10.0 g, 56%) as a yellow viscous liquid.

The molecular structure of Compound 10 was analyzed by ¹ H NMR. Table 2 below shows the analysis results of the spectrum data.

(Production Example 6)
Compounds 11 and 12 represented by the following formulas were obtained by the method described below.

To a solution of 1,3-propanediol (10.5 g, 138 mmol) and triethylamine (5.3 mL) in chloroform (100 mL) was added oleoyl chloride (13.2 g, 43.9 mmol) in chloroform (100 mL) at 0 ° C. ) The solution was added dropwise over 30 minutes and stirred at room temperature. Two hours later, ion-exchanged water (100 mL) was added to stop the reaction, and the mixture was concentrated under reduced pressure. Ethyl acetate (100 mL) was added to the obtained residue for liquid separation, and the organic phase was washed with saturated brine (100 mL) and then dried over anhydrous sodium sulfate. The solid was filtered and concentrated under reduced pressure. The resulting crude product was isolated and purified by silica gel column chromatography (hexane / ethyl acetate = 8/1 to 4/1) to obtain the following compound 11 (8.53 g, 57%) as a yellow liquid.

The molecular structure of Compound 11 was analyzed by ¹ H NMR. Table 3 below shows the analysis results of the spectrum data.

N, N′-dicarbonyldiimidazole (4.28 g, 26.4 mmol) was added to a pyridine (11 mL) solution of compound 11 (7.53 g, 22.1 mmol) at 0 ° C., and the mixture was stirred at room temperature. Two hours later, toluene was added to the reaction mixture, and the mixture was concentrated under reduced pressure to remove pyridine. The obtained residue was dissolved in dichloromethane (100 mL), washed with 5% aqueous sodium dihydrogen phosphate (100 mL), and dried over anhydrous sodium sulfate. The solid was filtered and concentrated under reduced pressure to obtain a yellow liquid. This was dissolved in N, N′-dimethylformamide (11 mL), and N, N′-dimethylethylenediamine (3.0 mL) was added and stirred at room temperature. After 30 minutes, the reaction mixture was dissolved in ethyl acetate (100 mL), washed successively with ion-exchanged water (200 mL * 2) and saturated brine (100 mL * 2), and then dried over anhydrous sodium sulfate. The solid was filtered, concentrated under reduced pressure, and then isolated and purified by column chromatography (SiO ₂ ; 173 g, chloroform / methanol = 12/1 to 9/1), whereby the following compound 12 (9.75 g, 97%) was obtained. Was obtained as a yellow liquid.

The molecular structure of Compound 12 was analyzed by ¹ H NMR. Table 4 below shows the analysis results of the spectrum data.

(Production Example 7)
Compound 13 represented by the following formula was obtained by the method described below.

1,4-Butanediol (15.1 g, 168 mmol) and triethylamine (16 ml) were placed in a 500 ml four-necked flask, and dichloromethane (250 ml) was added to obtain a homogeneous solution. A solution of oleoyl chloride (15.0 g, 49.9 mmol) in dichloromethane (80 ml) was added dropwise at 0 ° C. over 30 minutes, and then the mixture was warmed to room temperature over 30 minutes and further stirred for 1 hour. Ion exchange water (200 ml) was added to the reaction mixture to stop the reaction, and the dichloromethane was distilled off by concentration under reduced pressure. Ethyl acetate (100 ml) was added to the residue and the phases were separated, and the organic phase was washed with saturated brine (100 ml). After anhydrous magnesium sulfate was added to the organic phase and dried, the solid was removed by filtration. The filtrate was concentrated under reduced pressure to recover a crude product (11.8 g).

The obtained crude product (11.8 g) was dissolved in pyridine (11 ml), and N, N-carbonyldiimidazole (3.98 g, 33.3 mmol) was added and stirred at room temperature. After 2 hours, ion-exchanged water (100 ml) was added to the reaction mixture to stop the reaction, and pyridine was removed by concentration under reduced pressure. The residue was dissolved in dichloromethane (100 ml), which was washed successively with 5% sodium dihydrogen phosphate (100 ml) and saturated brine (100 ml), and dried over anhydrous magnesium sulfate. The solid was removed by filtration, and the filtrate was concentrated under reduced pressure to recover a crude product (16.3 g).

The obtained crude product (16.3 g) was dissolved in N, N-dimethylformamide (10 ml), and N, N-dimethylethylenediamine (3.6 ml, 33.1 mmol) was added and stirred at room temperature. After 1 hour, ion-exchanged water (100 ml) was added to the reaction mixture to stop the reaction, and ethyl acetate (50 ml) was added to separate the layers. The organic phase was washed twice with saturated brine (100 ml) and dried over anhydrous magnesium sulfate. The solid was removed by filtration, and the filtrate was concentrated under reduced pressure. The obtained crude product was purified by column chromatography (SiO ₂ ; 200 g, chloroform: methanol = 12: 1 to 9: 1) to obtain the following compound 13 (9.9 g, 42%) as a yellow liquid.

The molecular structure of Compound 13 was analyzed by ¹ H NMR. Table 5 below shows the analysis results of the spectrum data.

(Production Example 8)
Compound 14 represented by the following formula was obtained by the method described below.

The following compound 14 was obtained by changing 1,3 propanediol of Production Example 6 to 1,2 ethylene glycol and treating in the same manner as Production Example 6.

(Production Example 9)
Compound 15 represented by the following formula was obtained by the method described below.

The following compound 15 was obtained by changing 1,3 propanediol of Production Example 6 to 1,6 hexanediol and treating in the same manner as Production Example 6.

(Production Example 10)
Compound 16 represented by the following formula was obtained by the method described below.

The following compound 16 was obtained by changing 1,3 propanediol of Production Example 6 to 1,8 octanediol and treating in the same manner as Production Example 6.

(Production Example 11)
Compound 17 represented by the following formula was obtained by the method described below.

The following compound 17 was obtained by treating 1,3 propanediol of Production Example 6 with 1,10 decanediol and treating in the same manner as in Production Example 6.

(Examples 1 to 7)
Compound 6 obtained in Production Example 1, D-ribose (manufactured by Wako Pure Chemical Industries, Ltd.) or polyglycerin (manufactured by Daicel Corporation), and n-decane (manufactured by Wako Pure Chemical Industries, Ltd.) as an oil component are listed in Table 6 and An oily composition was prepared by mixing at a ratio shown in Table 7. While evaluating the gelatinization ability of the obtained oil-based composition, the transparency (appearance) of each composition was evaluated. The results are shown in Tables 6 and 7. The numerical values in the table represent the blending ratio (% by weight) of each component. Preparation methods and evaluation methods are shown below.

<Preparation method (Examples 1 to 7)>
When D-ribose was used, a required amount of compound 5 and D-ribose were dissolved in methanol to obtain a uniform solution. Next, drying under reduced pressure was performed to completely remove methanol, and then n-decane was added thereto, followed by stirring using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.
When polyglycerin was used, the required amount of compound 5, polyglycerin and n-decane were sealed in a bottle and stirred using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.

(Examples 8 to 13)
Compound 8 or 9 obtained in Production Example 4, D-ribose or citric acid (manufactured by Wako Pure Chemical Industries, Ltd.), and n-decane as an oil component are mixed at a ratio shown in Table 8 and Table 9 to obtain an oily property. A composition was prepared. The gelation ability of the obtained oily composition was evaluated. The results are shown in Tables 8 and 9. The numerical values in the table represent the blending ratio (% by weight) of each component. Preparation methods and evaluation methods are shown below.

<Preparation method (Examples 8 to 13)>
When D-ribose was used, the required amount of compound 8 or 9 and D-ribose were dissolved in methanol to obtain a uniform solution. Next, drying under reduced pressure was performed to completely remove methanol, and then n-decane was added thereto, followed by stirring using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.
When citric acid was used, the required amount of compound 8 or 9 and citric acid were dissolved in methanol to obtain a uniform solution. Next, drying under reduced pressure was performed to completely remove methanol, and then n-decane was added thereto, followed by stirring using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.

(Examples 14 to 16)
An oily composition was prepared by mixing the compound 10 obtained in Production Example 5, citric acid, and n-decane as an oily component at a ratio shown in Table 10. While evaluating the gelatinization ability of the obtained oil-based composition, the transparency (appearance) of each composition was evaluated. The results are shown in Table 10. The numerical values in the table represent the blending ratio (% by weight) of each component. Preparation methods and evaluation methods are shown below.

<Preparation method (Examples 14 to 16)>
The required amount of compound 10 and citric acid were dissolved in methanol to obtain a uniform solution. Next, drying under reduced pressure was performed to completely remove methanol, and then n-decane was added thereto, followed by stirring using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.

(Examples 17 to 25)
Compounds 12 to 17 obtained in Production Examples 6 to 11, citric acid, and n-decane as an oil phase component were mixed at a ratio shown in Tables 11 and 12 to prepare an oily composition. The gelation ability of the obtained oily composition was evaluated. The results are shown in Tables 11 and 12. The numerical values in the table represent the blending ratio (% by weight) of each component. Preparation methods and evaluation methods are shown below.

<Preparation method (Examples 17 to 25)>
Necessary amounts of compounds 12 to 17 and citric acid were dissolved in methanol to obtain a uniform solution. Next, drying under reduced pressure was performed to completely remove methanol, and then n-decane was added thereto, followed by stirring using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.

(Examples 26 to 35)
The ratio shown in Table 13 and Table 14 for compound 18 (manufactured by H holstein, LIPOID S PE, purified phosphatidylethanolamine), polyglycerin, and n-decane or cyclohexane (manufactured by Wako Pure Chemical Industries, Ltd.) as the oil phase component To prepare an oily composition. The gelation ability of the obtained oily composition was evaluated. The results are shown in Tables 13 and 14. The numerical values in the table represent the blending ratio (% by weight) of each component.

<Preparation method (Examples 26 to 35)>
The required amount of compound 18, polyglycerin, and n-decane or cyclohexane were sealed in a bottle and stirred using a magnetic stirrer. Thereafter, the sample was allowed to stand for several days in a constant temperature bath at 25 ° C. to reach equilibrium, thereby preparing a sample.

<Evaluation (Examples 1 to 35)>
Each composition obtained was evaluated by the following method.
(1) Rheology measurement Viscosity and viscoelasticity measuring device (RheoStress600, HAAKE) equipped with a cone plate sensor (cone angle of 1mm, cone angle of 1 °, cone angle of 1 °, 2 °, 4 ° using diameter of 35mm) and Peltier temperature controller. Made by the company). All measurements were carried out in a steady flow viscosity measurement mode at 25 ° C., and the viscosity was measured by changing the shear rate from 0.001 to 10 (s ⁻¹ ) in a logarithmic manner to obtain a viscosity curve. In addition, the values at the time when the fluctuation of the torque value of the apparatus was within the 5% range and the data was stabilized were adopted for each plot.
(2) Evaluation of gelation ability The rheology of the obtained oily composition was measured, and the _zero shear viscosity η ₀ of each composition was determined from the viscosity curve obtained by the rheology measurement. As described above, even in the region where the shear rate is as close to zero as possible, there is a region that can be approximated to a Newtonian fluid even if it is a non-Newtonian fluid, and the constant viscosity η shown in that region is defined as _zero shear viscosity η ₀ . Here, the viscosity becomes a constant value when the shear rate is 0.1 (s ⁻¹ ) or less, and the value is defined as _zero shear viscosity η ₀ .
Evaluation of thickening gel formation (thickening gelation) was determined as follows based on this _zero shear viscosity η ₀ (Pa · s).
◎: Zero shear viscosity η ₀ is 100 Pa · s or more ○: Zero shear viscosity η ₀ is 50 Pa · s or more and less than 100 Pa · s ×: Zero shear viscosity η ₀ is less than 50 Pa · s

(3) Evaluation of transparency (appearance) About the obtained oil-based composition, transparency was determined visually as follows.
○: Transparent △: Translucent □: Two-phase separation ×: Cloudy

The oily composition and the thickening or gel-forming agent of the present invention are easy to prepare, yet have high safety to living bodies and the environment, good thickening and gel-forming ability, excellent use feeling, good handling properties, etc. Since these are all low-cost, they can be used as cosmetics, pharmaceuticals, foods, detergents, deodorants, bathing agents, fragrances, deodorants, etc., as various products that exhibit a gel state at room temperature. Especially suitable for cosmetics and pharmaceutical applications. Examples of cosmetics include creams, emulsions, lotions, cleansing agents, bath cosmetics, moisturizing cosmetics, blood circulation promoting / massaging agents, pack cosmetics, hair cosmetics, and the like. Examples of pharmaceuticals include ointments, molded cataplasms, sustained-release preparation bases, transdermal absorption preparations, drug delivery system carriers, electrophoresis gels, and the like. Moreover, since it shows characteristic viscoelastic behavior, it can be used for industrial oils such as thickeners and viscosity modifiers.

Claims (19)

A compound represented by the following formula (I) (racemate),

(In the formula (I), R ₁ and R ₂ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (II):

(In the above formula (II), R ₃ and R ₄ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₃ and R ₄ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (III):

(In the above formula (III), R ₅ and R ₆ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₅ and R ₆ are linear at the same time) R ₇ and R ₈ are the same or different and represent an alkyl group having 1 to 4 carbon atoms)
A compound represented by the following formula (IV):

(In the above formula (IV), R ₉ represents an alkenyl group or a branched alkyl group, R ₁₀ and R ₁₁ are the same or different, each represents an alkyl group having 1 to 4 carbon atoms, and n is 0 to 14) Indicates an integer)
A compound represented by the following formula (V) (optically active or racemic),

(In the formula (V), R ₁₂ and R ₁₃ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₂ and R ₁₃ are linear at the same time) It will not be an alkyl group))
And a compound represented by the following formula (VI)

(In the above formula (VI), R ₁₄ and R ₁₅ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₄ and R ₁₅ are linear at the same time). It will not be an alkyl group))
An oily composition comprising at least one compound (A) selected from the group consisting of: and an oil phase component (B), wherein the compound (A) is represented by the formulas (I) to (IV). In the case of the compound, an oily composition further comprising a polyol and / or hydroxypolycarboxylic acid as the hydrophilic additive (C). R ₁ , R ₂ , R ₃ , R ₄ , R ₅ , R ₆ , R ₉ , R ₁₂ , R ₁₃ , R ₁₄ , and R _{15 in} formula (I) to formula (VI) are the same or different, The oily composition according to claim 1, which represents an alkenyl group or a branched alkyl group. Fatty acids (R ₁ COOH, R ₂ COOH) corresponding to R ₁ and R ₂ in formula (I), fatty acids (R ₃ COOH, R ₄ COOH) corresponding to R ₃ and R ₄ in formula (II), III) fatty acids corresponding to R ₅ and R ₆ (R ₅ COOH, R ₆ COOH), fatty acids corresponding to R ₉ in formula (IV) (R ₉ COOH), R ₁₂ and R ₁₃ in formula (V) The corresponding fatty acid (R ₁₂ COOH, R ₁₃ COOH), the fatty acid (R ₁₄ COOH, R ₁₅ COOH) corresponding to R ₁₄ and R ₁₅ in formula (VI) is oleic acid, and n is an integer of 0-10 The oily composition according to claim 1 or 2. The oily composition according to any one of claims 1 to 3, wherein the polyol is at least one selected from the group consisting of polyglycerin and D-ribose. The oily composition according to any one of claims 1 to 4, wherein the hydroxypolycarboxylic acid is citric acid. The oily composition according to any one of claims 1 to 5, wherein the compound (A) is a compound (racemate) represented by the formula (I) and a compound represented by the formula (II). The oily composition according to any one of claims 1 to 5, wherein the compound (A) is a compound represented by the formula (III). The oily composition according to any one of claims 1 to 5, wherein the compound (A) is a compound represented by the formula (IV). 6. The compound (A) according to any one of claims 1 to 5, wherein the compound (A) is a compound represented by the formula (V) (an optically active substance or a racemate) and a compound represented by the formula (VI). Oily composition. The compounding ratio (former / latter (molar ratio)) of the compound represented by formula (I) (racemate) and the compound represented by formula (II) is greater than 0/100 and less than 50/50. 6. The oily composition according to 6. Cosmetics comprising the oily composition according to any one of claims 1 to 10. A compound represented by the following formula (I) (racemate),

(In the formula (I), R ₁ and R ₂ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (II):

(In the above formula (II), R ₃ and R ₄ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₃ and R ₄ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)
A compound represented by the following formula (III):

(In the above formula (III), R ₅ and R ₆ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₅ and R ₆ are linear at the same time) R ₇ and R ₈ are the same or different and represent an alkyl group having 1 to 4 carbon atoms)
A compound represented by the following formula (IV):

(In the above formula (IV), R ₉ represents an alkenyl group or a branched alkyl group, R ₁₀ and R ₁₁ are the same or different, each represents an alkyl group having 1 to 4 carbon atoms, and n is 0 to 14) Indicates an integer)
A compound represented by the following formula (V) (optically active or racemic),

(In the formula (V), R ₁₂ and R ₁₃ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₂ and R ₁₃ are linear at the same time) It will not be an alkyl group))
And a compound represented by the following formula (VI)

(In the above formula (VI), R ₁₄ and R ₁₅ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁₄ and R ₁₅ are linear at the same time). It will not be an alkyl group))
A thickening or gel-forming agent comprising at least one compound (A) selected from the group consisting of: wherein the compound (A) is a compound represented by the above formulas (I) to (IV) Further, a thickening or gel-forming agent comprising a polyol and / or hydroxypolycarboxylic acid as the hydrophilic additive (C). 13. The thickening or gel forming agent according to claim 12, wherein the compound (A) is a compound (racemate) represented by the formula (I) and a compound represented by the formula (II). 13. The thickening or gel forming agent according to claim 12, wherein the compound (A) is a compound represented by the formula (III). 13. The thickening or gel forming agent according to claim 12, wherein the compound (A) is a compound represented by the formula (IV). The thickening or gel forming agent according to claim 12, wherein the compound (A) is a compound (optically active substance or racemic body) represented by the formula (V) and a compound represented by the formula (VI). The compounding ratio (former / latter (molar ratio)) of the compound represented by formula (I) (racemate) and the compound represented by formula (II) is greater than 0/100 and less than 50/50. 13. The thickening or gel forming agent according to 13. A compound represented by the following formula (IV).

(In the above formula (IV), R ₉ represents an alkenyl group or a branched alkyl group, R ₁₀ and R ₁₁ are the same or different, each represents an alkyl group having 1 to 4 carbon atoms, and n is 0 to 14) Indicates an integer) A composition comprising a compound (racemate) represented by the following formula (I) and a compound represented by the following formula (II), wherein the compound (racemate) represented by the formula (I) and the formula (II) ) The compounding ratio (the former / the latter (molar ratio)) with the compound represented by is greater than 0/100 and less than 50/50.

(In the formula (I), R ₁ and R ₂ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₁ and R ₂ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)

(In the above formula (II), R ₃ and R ₄ are the same or different and each represents an alkenyl group, a branched alkyl group, or a linear alkyl group (provided that R ₃ and R ₄ are linear at the same time) (It cannot be an alkyl group), Me represents a methyl group)