Gelling agents, methods for gelling oily components, gel-like compositions, cosmetics, and topical preparations.

A gelling agent formed from a reaction of rosins and optically active diamines effectively addresses the poor gelling of oily components by natural agents, providing superior gelling for hydrocarbon oils and animal/vegetable oils, suitable for cosmetic applications.

JP2026060917APending Publication Date: 2026-04-08ARAKAWA CHEM IND LTD
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-09-18
Publication Date
2026-04-08

AI Technical Summary

Technical Problem

Conventional gelling agents derived from natural sources exhibit inadequate gelling ability for oily components such as hydrocarbon oils and animal/vegetable oils, particularly for nonpolar solvents like hydrocarbons.

Method used

A gelling agent composed of a reaction product of specific rosins and optically active diamines, specifically diamines with asymmetric carbon bonding or cyclic structures, is used to enhance gelling ability for oily components.

Benefits of technology

The gelling agent demonstrates excellent gelling properties for hydrocarbon oils and animal/vegetable oils, suitable for applications where natural materials are preferred, such as in cosmetics.

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Abstract

To provide a novel gelling agent that uses naturally derived raw materials and exhibits excellent gelling ability for oily components. [Solution] A gelling agent comprising a reaction product of rosins (A) and an optically active diamine (B), wherein the optically active diamine (B) is a diamine (B1) in which an amino group is bonded to a chiral carbon, or a diamine (B2) in which an amino group is bonded to a cyclic structure having a chiral axis.
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Description

Technical Field

[0001] The present invention relates to a gelling agent, a method for gelling an oily component, a gel composition, a cosmetic, and an external preparation.

Background Art

[0002] In the fields of cosmetics, pharmaceuticals, etc., various polymers, inorganic compounds, surfactants, etc. are used as gelling agents for improving handling properties and maintaining dosage forms. For example, as polymers, natural polymers such as polysaccharides and casein, synthetic polymers such as polyoxyethylene and acrylic acid polymers, as inorganic compounds, various clay minerals including montmorillonite and silica, and further, as surfactants, anionic, cationic, amphoteric, and nonionic surfactants are appropriately selected and used according to the purpose and effect of the gelling agent.

[0003] In recent years, the trend of natural preference has been increasing, and particularly in the cosmetic field, it is desired to use materials derived from natural sources from the viewpoint of safety. As gelling agents using such materials derived from natural sources, for example, those using polysaccharides (xanthan gum, guar gum, sucrose) or casein as raw materials have been proposed (see Patent Document 1).

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Summary of the Invention

Problems to be Solved by the Invention

[0005] However, conventional gelling agents using raw materials derived from natural sources are excellent in the gelling ability with respect to water and polar solvents, but tend to be inferior in the gelling ability with respect to oily components such as hydrocarbon oils and animal and vegetable oils, and particularly many are not sufficient in the gelling ability with respect to nonpolar solvents such as hydrocarbons.

[0006] The object of the present invention is to provide a novel gelling agent that uses naturally derived raw materials and exhibits excellent gelling ability for oily components. [Means for solving the problem]

[0007] As a result of diligent research, the inventors have found that the above problem can be solved by a gelling agent containing a reaction product of a specific rosin and a specific optically active diamine.

[0008] This disclosure provides the following items:

[0009] (Item 1) A gelling agent comprising a reaction product of rosins (A) and optically active diamines (B), The optically active diamine (B) is a diamine (B1) in which the amino group is bonded to an asymmetric carbon, or It is a diamine (B2) in which the amino group is bonded to a cyclic structure having an asymmetric axis. Gelling agent.

[0010] (Item 2) (A) The gelling agent according to item 1 above, wherein component (A) comprises at least one selected from the group consisting of hydrogenated rosin, disproportionated rosin, tetrahydroabietic acid, dehydroabietic acid, and dihydroabietic acid.

[0011] (Item 3) The gelling agent described in item 1 above, wherein component (B1) is a diamine in which an amino group is bonded to an alicyclic structure and the stereochemistry of the two amino groups is trans.

[0012] (Item 4) A method for gelling an oily component, comprising mixing the gelling agent described in any one of items 1 to 3 above with the oily component to gel the oily component.

[0013] (Item 5) A gel-like composition comprising a gelling agent described in any one of items 1 to 3 above, and an oily component.

[0014] (Item 6) A cosmetic containing the gel-like composition described in item 5 above.

[0015] (Item 7) A cosmetic product containing a gelling agent and an oily component as described in any one of items 1 to 3 above.

[0016] (Item 8) A topical preparation comprising the gel-like composition described in item 5 above.

[0017] (Item 9) A topical preparation comprising a gelling agent and an oily component as described in any one of items 1 to 3 above.

[0018] In this disclosure, one or more of the features described above may be provided in combinations other than those explicitly stated. [Effects of the Invention]

[0019] The gelling agents provided in this disclosure exhibit excellent gelling ability for oily components such as hydrocarbon oils and animal and vegetable oils. Furthermore, because the gelling agents provided in this disclosure use rosin, a naturally derived material, as a raw material, they are suitable for applications where natural materials are preferred, such as cosmetic applications. [Best Mode for Carrying Out the Invention]

[0020] Throughout this disclosure, the ranges of numerical values ​​such as physical properties and content may be set as appropriate (for example, by selecting from the values ​​listed in each item below). Specifically, if the examples of numerical value α are A3, A2, and A1 (A3 > A2 > A1), the range of numerical value α may include, for example, A3 or less, A2 or less, less than A3, less than A2, A1 or greater, A2 or greater, greater than A1, greater than A2, A1 to A2 (A1 or greater and A2 or less), A1 to A3, A2 to A3, A1 or greater and less than A3, A1 or greater and less than A2, A2 or greater and less than A3, greater than A1 and less than A3, greater than A1 and less than A2, greater than A2 and less than A3, greater than A1 and A3 or less, greater than A1 and A2 or less, greater than A2 and A3 or less. In this disclosure, "~" is used to mean that the numerical values ​​listed before and after it are included as the lower and upper limits. The components and manufacturing methods of this disclosure will be described in detail below.

[0021] As long as the problems of the present invention are solved, the components, conditions, numerical values, etc., are not particularly limited.

[0022] "Non-volatile content" refers to the total mass of components other than organic solvents and water. In one embodiment, "non-volatile content of A" refers to the total mass of components remaining when 1 g of A is heated at 105°C and a constant weight is reached.

[0023] "(meth)acrylic" means "acrylic and / or methacrylic". "(meth)acrylate" means "acrylate and / or methacrylate". "(meth)acryloyl" means "acryloyl and / or methacryloyl". "(meth)allyl" means "allyl and / or methallyl".

[0024] "Poly(meth)acrylate" refers to a compound having two or more (meth)acryloyl groups.

[0025] [Gelling agent] This disclosure relates to a gelling agent comprising a reaction product (hereinafter simply referred to as the reaction product) of rosins (A) (hereinafter also referred to as component (A)) and an optically active diamine (B) (hereinafter also referred to as component (B)).

[0026] <Rosins (A)> (A) Component is not particularly limited as long as it is a rosin or rosin derivative having a carboxyl group. (A) Component may be used alone or two or more may be used in combination.

[0027] (A) Examples of components include natural rosin, refined rosin (hereinafter, natural rosin and refined rosin will be collectively referred to as unmodified rosin), hydrogenated rosin, disproportionated rosin, polymerized rosin, α,β-unsaturated carboxylic acid-modified rosin, α,β-unsaturated carboxylic acid-modified rosin ester, diterpene resin acid, etc.

[0028] (Natural Rosin) The natural rosin mentioned above includes, for example, natural rosin (gum rosin, tall oil rosin, wood rosin) derived from species such as Pinus massoniana, Pinus elliottii, Pinus yunnanensis, Pinus merkusii, Pinus caribaea, Pinus tropicalis, Pinus kesiya, Pinus taeda, Pinus palustris, Pinus sylvestris var. mongolica, Pinus resinosa, Pinus strobus, and Pinus halepensis.

[0029] (Refined rosin) The purified rosin described above can be obtained using various known methods. Specifically, purified rosin can be obtained using various known purification methods such as distillation, extraction, recrystallization, and adsorption. Distillation methods include, for example, distilling the natural rosin at a temperature of approximately 200-300°C and under reduced pressure of approximately 0.01-3 kPa. Extraction methods include, for example, making an alkaline aqueous solution of the natural rosin, extracting the insoluble unsaponifiable matter with various organic solvents, and then neutralizing the aqueous layer. Recrystallization methods include, for example, dissolving the natural rosin in an organic solvent as a good solvent, then distilling off the solvent to obtain a concentrated solution, and then adding an organic solvent as a poor solvent. Good solvents include, for example, aromatic hydrocarbon solvents such as benzene, toluene, and xylene; chlorinated hydrocarbon solvents such as chloroform; lower alcohols; ketones such as acetone; and acetic acid esters such as ethyl acetate. Poor solvents include, for example, n-hexane, n-heptane, cyclohexane, and isooctane. Adsorption methods include, for example, contacting a porous adsorbent with the above-mentioned natural rosin in a molten state or in a solution form dissolved in an organic solvent. Examples of porous adsorbents include activated carbon, metal oxides such as alumina, zirconia, silica, molecular sieves, zeolites, and porous clay with micropores.

[0030] In one embodiment, the purified rosin may be obtained by further performing the disproportionation and hydrogenation operations described later on the obtained purified rosin, either individually or in combination of two or more.

[0031] (Disproportionated rosin) The above-mentioned disproportionated rosin can be obtained by various known means. Specifically, disproportionated rosin can be obtained, for example, by heating the above-mentioned unmodified rosin in the presence of a disproportionation catalyst (disproportionation). As the disproportionation catalyst, various known supported catalysts such as palladium-carbon, rhodium-carbon, and platinum-carbon; metal powders such as nickel and platinum; and various known iodides such as iodine and iron iodide can be used. In one embodiment, the amount of catalyst used is usually about 0.01 to 5 parts by mass, preferably about 0.01 to 1 part by mass, per 100 parts by mass of unmodified rosin. In one embodiment, the reaction temperature is about 100 to 300°C, preferably about 150 to 290°C.

[0032] In one embodiment, the disproportionated rosin may be obtained by further performing the purification, disproportionation, and hydrogenation operations described later on the obtained disproportionated rosin, either individually or in combination of two or more.

[0033] (Hydrogenated rosin) The above-mentioned hydrogenated rosin can be obtained using various known means. Specifically, hydrogenated rosin can be obtained, for example, by hydrogenating the above-mentioned unmodified rosin using known hydrogenation conditions. Examples of hydrogenation conditions include heating the above-mentioned unmodified rosin to about 100 to 300°C at a hydrogen pressure of about 2 to 20 MPa in the presence of a hydrogenation catalyst. In one embodiment, the hydrogen pressure is preferably about 5 to 20 MPa. In one embodiment, the reaction temperature is preferably about 150 to 300°C. Various known hydrogenation catalysts can be used, such as supported catalysts and metal powders. Examples of supported catalysts include palladium-carbon, rhodium-carbon, ruthenium-carbon, and platinum-carbon. Examples of metal powders include nickel and platinum. In one embodiment, the metal powder is preferably a palladium, rhodium, ruthenium, and platinum-based catalyst. In one embodiment, by using these as metal powders, the hydrogenation rate of the above-mentioned unmodified rosin is increased and the hydrogenation time is shortened. In one embodiment, the amount of hydrogenation catalyst used is typically about 0.01 to 5 parts by mass, preferably about 0.01 to 2 parts by mass, per 100 parts by mass of the unmodified rosin.

[0034] In one embodiment, the hydrogenation may be carried out with the unmodified rosin dissolved in a solvent, if necessary. The solvent used is not particularly limited. In one embodiment, the solvent is preferably one that is inert to the reaction and in which the raw materials and products are easily dissolved. Specifically, the solvent can be one or more of the following: cyclohexane, n-hexane, n-heptane, decalin, tetrahydrofuran, dioxane, etc. In one embodiment, the amount of solvent used is usually such that the non-volatile content is 10% by mass or more relative to the unmodified rosin, and preferably such that the non-volatile content is about 10 to 70% by mass.

[0035] In one embodiment, the hydrogenated rosin may be obtained by further performing the purification, hydrogenation, and disproportionation operations on the obtained hydrogenated rosin, either individually or in combination of two or more.

[0036] In one embodiment, to improve the color tone, the purified rosin, hydrogenated rosin, and disproportionated rosin may be further dehydrogenated. The dehydrogenation treatment is not particularly limited and can be carried out under ordinary conditions. In one embodiment, the dehydrogenation treatment is carried out in a sealed container in the presence of a dehydrogenation catalyst, with an initial hydrogen pressure of less than 10 kg / cm2, preferably less than 5 kg / cm2, and a reaction temperature of about 100 to 300°C, preferably with a lower limit of 200°C and an upper limit of 280°C. In one embodiment, the dehydrogenation catalyst is preferably a palladium-based, rhodium-based, or platinum-based catalyst, and is usually used supported on a carrier such as silica or carbon. In one embodiment, the amount of the catalyst used is usually 0.01 to 5% by mass relative to the purified rosin, hydrogenated rosin, or disproportionated rosin, preferably with a lower limit of 0.05% by mass and an upper limit of 3% by mass.

[0037] (Polymerized rosin) The polymerized rosin described above can be obtained by various known means. Specifically, polymerized rosin can be obtained, for example, by reacting the above unmodified rosin as a raw material in a solvent such as toluene or xylene containing a catalyst such as sulfuric acid, hydrogen fluoride, aluminum chloride, or titanium tetrachloride, at a reaction temperature of about 40 to 160°C for about 1 to 5 hours.

[0038] Specific examples of the polymerized rosins mentioned above include gum polymerized rosins using gum rosin as a raw material (for example, product name "Polymerized Rosin CP-140," manufactured by Xinzhou (Wuping) Forestry Co., Ltd.), tall oil polymerized rosins using tall oil rosin (for example, product name "Silvatac 140," manufactured by Arizona Chemical Co., Ltd.), and wood polymerized rosins using wood rosin (for example, product name "Dymarex," manufactured by Eastman Chemical Co., Ltd.).

[0039] In one embodiment, the polymerized rosin may be obtained by subjecting the polymerized rosin to the above-mentioned purification, hydrogenation, disproportionation, and various treatments such as α,β-unsaturated carboxylic acid modification, including acrylication, maleation, and fumaration, as described later. Furthermore, these various treatments may be performed individually or in combination of two or more.

[0040] (α,β-unsaturated carboxylic acid-modified rosin) The above-mentioned α,β-unsaturated carboxylic acid-modified rosin is obtained by adding an α,β-unsaturated carboxylic acid to the above-mentioned unmodified rosin.

[0041] The above α,β-unsaturated carboxylic acid is not particularly limited, and various known ones can be used. Specifically, examples of α,β-unsaturated carboxylic acids include acrylic acid, methacrylic acid, maleic acid, fumaric acid, itaconic acid, citraconic acid, muconic acid, maleic anhydride, itaconic anhydride, citraconic anhydride, muconic anhydride, maleic acid half ester, fumaric acid half ester, itaconic acid half ester, and so on. In one embodiment, the above α,β-unsaturated carboxylic acid is preferably acrylic acid, maleic acid, maleic anhydride, or fumaric acid. In one embodiment, the amount of α,β-unsaturated carboxylic acid used is usually about 1 to 20 parts by mass, preferably about 1 to 3 parts by mass, per 100 parts by mass of the above unmodified rosin, from the viewpoint of excellent fluidity when melted and excellent moldability.

[0042] The above α,β-unsaturated carboxylic acid-modified rosin can be obtained by various known means. Specifically, the α,β-unsaturated carboxylic acid-modified rosin can be obtained, for example, by adding the above α,β-unsaturated carboxylic acid to the above unmodified rosin melted under heating, and reacting it at a temperature of about 180 to 240°C for about 1 to 9 hours. In one embodiment, the above reaction may be carried out while blowing an inert gas such as nitrogen into a sealed reaction system. In one embodiment, the above reaction may be carried out using a known catalyst such as a Lewis acid such as zinc chloride, iron chloride, or tin chloride, or a Brønsted acid such as p-toluenesulfonic acid or methanesulfonic acid. In one embodiment, the amount of these catalysts used is usually about 0.01 to 10% by mass relative to the above unmodified rosin.

[0043] In one embodiment, the α,β-unsaturated carboxylic acid-modified rosin may be obtained by further subjecting the α,β-unsaturated carboxylic acid-modified rosin to the above-mentioned purification, hydrogenation, disproportionation, and other treatments. Furthermore, these treatments may be performed individually or in combination of two or more.

[0044] (α,β-unsaturated carboxylic acid modified rosin ester) The above-mentioned α,β-unsaturated carboxylic acid-modified rosin ester is a reaction product of the above-mentioned α,β-unsaturated carboxylic acid-modified rosin and alcohol.

[0045] The above alcohols are not particularly limited and various known alcohols can be used. Examples of the above alcohols include monohydric alcohols such as methanol, ethanol, n-propanol, isopropanol, n-butanol, sec-butanol, tert-butyl alcohol, n-octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, cyclohexanol, benzyl alcohol, borneol, etc.; ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, neopentyl glycol, trimethylene glycol, etc. Examples include dihydric alcohols such as chlorohexanedimethanol, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, 4,4'-isopropylidenedicyclohexanol, and 4,8-bis(hydroxymethyl)tricyclo[5.2.1.02,6]decane; trihydric alcohols such as glycerin, trimethylolethane, and trimethylolpropane; tetrahydric alcohols such as pentaerythritol, diglycerin, and di(trimethylolpropane); pentahydric alcohols such as triglycerin; and hexahydric alcohols such as dipentaerythritol. Note that glycidyl ethers or glycidol, which react with carboxylic acids to form esters, may also be used. The above alcohols may be used individually or in combination of two or more.

[0046] In one embodiment, the alcohol is preferably a 3- to 6-hydric alcohol, and more preferably glycerin, pentaerythritol, diglycerin, or dipentaerythritol.

[0047] The above-mentioned α,β-unsaturated carboxylic acid-modified rosin ester can be obtained by various known means. Specifically, the above-mentioned α,β-unsaturated carboxylic acid-modified rosin ester can be obtained, for example, by reacting the above-mentioned α,β-unsaturated carboxylic acid-modified rosin with the above-mentioned alcohol at a temperature of about 150 to 300°C for about 1 to 24 hours. The amounts of the above-mentioned α,β-unsaturated carboxylic acid-modified rosin and alcohol used are not particularly limited. In one embodiment, the amounts of the above-mentioned α,β-unsaturated carboxylic acid-modified rosin and alcohol used are usually determined so that the ratio of OH groups of alcohol to COOH groups of α,β-unsaturated carboxylic acid-modified rosin (equivalent ratio) is in the range of about 0.8 to 8, preferably about 1.1 to 1.3.

[0048] In one embodiment, in the method for producing the α,β-unsaturated carboxylic acid-modified rosin ester described above, the esterification reaction may be carried out in the presence of a catalyst in order to shorten the reaction time. Examples of catalysts include acid catalysts such as p-toluenesulfonic acid, acetic acid, methanesulfonic acid, hypophosphorous acid, and sulfuric acid; metal hydroxides such as calcium hydroxide and magnesium hydroxide; metal oxides such as calcium oxide and magnesium oxide; and metal salts such as iron chloride and calcium formate. One type of catalyst may be used alone, or two or more types may be used in combination. Also, water is produced as a result of the esterification reaction. Therefore, the reaction can be carried out while removing the produced water from the system. In one embodiment, considering the color tone of the obtained α,β-unsaturated carboxylic acid-modified rosin ester, it is preferable to carry out the reaction under an inert gas stream. In one embodiment, the reaction may be carried out under pressure if necessary.

[0049] In one embodiment, the method for producing the α,β-unsaturated carboxylic acid-modified rosin esters described above may involve reacting the α,β-unsaturated carboxylic acid-modified rosin with an organic solvent that is nonreactive to the alcohol. Examples of such organic solvents include hexane, cyclohexane, toluene, and xylene. When an organic solvent is used, the organic solvent or unreacted raw materials may be removed by vacuum distillation as needed.

[0050] In one embodiment, the method for producing the α,β-unsaturated carboxylic acid-modified rosin ester described above may involve further treatment of the obtained α,β-unsaturated carboxylic acid-modified rosin ester, such as purification, hydrogenation, disproportionation, and α,β-unsaturated carboxylic acid modification. Furthermore, these treatments may be performed individually or in combination of two or more.

[0051] In one embodiment, the method for producing the α,β-unsaturated carboxylic acid-modified rosin ester may be a method of carrying out a modification reaction with an α,β-unsaturated carboxylic acid on the reaction product of the unmodified rosin and the alcohol.

[0052] (Diterpene resin acid) The above-mentioned diterpene resin acids are major components of the above-mentioned natural rosin, the above-mentioned purified rosin, the above-mentioned hydrogenated rosin, and the above-mentioned disproportionated rosin, and can be isolated from said rosin.

[0053] Examples of the above-mentioned diterpene resin acids include abietane-type diterpene resin acid, pimalan-type diterpene resin acid, and labdan-type diterpene resin acid.

[0054] Examples of the above abietane-type diterpene resin acids include abietic acid, neoabietic acid, paraslitric acid, levopimaric acid, dihydroabietic acid, dehydroabietic acid, and tetrahydroabietic acid. Examples of the above pimaran-type diterpene resin acids include pimaric acid, isopimaric acid, sandaracopimalic acid, dihydropimalic acid, dihydroisopimalic acid, tetrahydropimalic acid, and tetrahydroisopimalic acid. Examples of the above labdan-type diterpene resin acids include comunic acid, agatic acid, dihydroagatic acid, anti-daenic acid, anticoparic acid, lambertianic acid, acetylisocupric acid, acetylbricataloic acid, and imbricataloic acid.

[0055] Tetrahydroabietic acid can be obtained, for example, by the methods described in J. Org. Chem. 31, 4128 (1966) and J. Org. Chem. 34, 1550 (1969). Dihydroabietic acid can be obtained, for example, by the method described in Japanese Patent Publication No. 51-149256.

[0056] In one embodiment, component (A) preferably includes at least one selected from the group consisting of hydrogenated rosin, disproportionated rosin, tetrahydroabietic acid, dehydroabietic acid, and dihydroabietic acid, from the viewpoint of excellent gelling ability for the oily component of the gelling agent, and similarly, it is more preferable to include at least one selected from the group consisting of hydrogenated rosin, tetrahydroabietic acid, and dihydroabietic acid.

[0057] In one embodiment, component (A) may optionally include various known additives, provided that they do not impair the effects of the present disclosure. Examples of additives include dehydrating agents, weathering agents, antioxidants, ultraviolet absorbers, heat stabilizers, and light stabilizers. These additives may be used individually or in combination of two or more.

[0058] Examples of the above-mentioned antioxidants include phenol sulfides, thiophosphites, phosphorus compounds, hindered phenols, and xanthones.

[0059] The content of the above additive is not particularly limited. Examples of the content of the above additive include 10 parts by mass, 9 parts by mass, 8 parts by mass, 7 parts by mass, 6 parts by mass, 5 parts by mass, 4 parts by mass, 3 parts by mass, 2 parts by mass, 1 part by mass, 0.9 parts by mass, 0.8 parts by mass, 0.7 parts by mass, 0.6 parts by mass, 0.5 parts by mass, 0.4 parts by mass, 0.3 parts by mass, 0.2 parts by mass, 0.1 parts by mass, etc., per 100 parts by mass of component (A). In one embodiment, the content of the above additive is preferably 0.1 to 10 parts by mass, more preferably 0.5 to 10 parts by mass, per 100 parts by mass of component (A).

[0060] (Physical properties of rosin (A)) (A) The physical properties of component (A) are not particularly limited. The acid values ​​of component (A) are, for example, 350 mg KOH / g, 345 mg KOH / g, 340 mg KOH / g, 335 mg KOH / g, 330 mg KOH / g, 325 mg KOH / g, 320 mg KOH / g, 315 mg KOH / g, 310 mg KOH / g, 305 mg KOH / g, 300 mg KOH / g, 295 mg KOH / g, 290 mg gKOH / g, 285mgKOH / g, 280mgKOH / g, 275mgKOH / g, 270mgKOH / g, 265mgKOH / g, 260mgKOH / g, 25 5mgKOH / g, 250mgKOH / g, 245mgKOH / g, 240mgKOH / g, 235mgKOH / g, 230mgKOH / g, 225mgKOH / g, 2 Examples include 20mgKOH / g, 215mgKOH / g, 210mgKOH / g, 205mgKOH / g, 200mgKOH / g, 195mgKOH / g, 190mgKOH / g, 185mgKOH / g, 180mgKOH / g, 175mgKOH / g, 170mgKOH / g, 165mgKOH / g, 160mgKOH / g, 155mgKOH / g, 150mgKOH / g, 145mgKOH / g, 140mgKOH / g, 135mgKOH / g, 130mgKOH / g, 125mgKOH / g, 120mgKOH / g, 115mgKOH / g, 110mgKOH / g, 105mgKOH / g, 100mgKOH / g, 95mgKOH / g, 90mgKOH / g, etc. In one embodiment, the acid value of the rosin-based resin is preferably about 90 to 350 mg KOH / g, given its ability to react with component (B). In this specification, the acid value is the value measured according to JIS K0070.

[0061] <Optically active diamine (B)> Component (B) is an optically active diamine, and is not particularly limited as long as it is a diamine in which the amino group is bonded to a chiral carbon (B1) (hereinafter referred to as component (B1)) or a diamine in which the amino group is bonded to a cyclic structure having a chiral axis (B2) (hereinafter referred to as component (B2)). Component (B) may be used alone or in combination of two or more.

[0062] <Diamine (B1) in which an amino group is bonded to an asymmetric carbon> (Component (B1) is not particularly limited as long as it has two amino groups in the molecule and the two amino groups are bonded to different asymmetric carbons, and various known ones can be used. Component (B1) may be used alone or in combination of two or more.)

[0063] (Examples of component (B1) include compounds represented by the following general formula (1).)

[0064] [Chemical formula] (In formula (1), R 1 ~R 8 each independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, or an aryl group. The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, and aryl group may have substituents. Either one of R 1 and R 2 and either one of R 3 and R 4 and either one of R 5 and R 6 and either one of R 7 and R 8 may combine to form a ring. A represents a single bond, an alkylene group, a cycloalkylene group, an arylene group, or a heterocycle. The alkylene group, cycloalkylene group, and arylene group may have substituents, and the alkylene group may have an ether group. Also, when A is a single bond or an alkylene group, either one of R 1 and R 2 and either one of R 5 and R 6 may combine to form a ring. However, R 1 and R 2 are different from each other, and R 5 and R 6 are different from each other. * indicates an asymmetric carbon atom.)

[0065] The alkyl group described above is not particularly limited. Examples of the alkyl group include linear alkyl groups and branched alkyl groups. Examples of linear alkyl groups include C1-C20 linear alkyl groups. Examples of branched alkyl groups include C1-C20 branched alkyl groups.

[0066] In this disclosure, "C..." means "having C...". For example, "C1-6 alkyl group" means an alkyl group having 1 to 6 carbon atoms. "C6 alkyl group" means an alkyl group having 6 carbon atoms.

[0067] In this disclosure, "branched alkyl group" and "branched alkenyl group" mean a group that does not have a cyclic structure, in which at least one hydrogen atom of a linear alkyl group or linear alkenyl group is substituted by an alkyl group.

[0068] Examples of the linear alkyl groups mentioned above include methyl group, ethyl group, n-propyl group, n-butyl group, n-pentyl group, n-hexyl group, n-heptyl group, n-octyl group, n-nonyl group, and n-decyl group.

[0069] Examples of the branched alkyl groups mentioned above include iso-propyl group, sec-butyl group, iso-butyl group, tert-butyl group, 2-ethylhexyl group, diethylpentyl group, trimethylbutyl group, trimethylpentyl group, and trimethylhexyl group.

[0070] The above alkenyl group is not particularly limited. Examples of the above alkenyl group include a linear alkenyl group and a branched alkenyl group. Examples of the above linear alkenyl group include a C2-C20 linear alkenyl group. Examples of the above branched alkenyl group include a C2-C20 branched alkenyl group.

[0071] Examples of the linear alkenyl groups mentioned above include vinyl group, allyl group, n-butenyl group, 1,3-butadienyl group, n-pentenyl group, n-hexenyl group, n-heptenyl group, n-octenyl group, n-nonenyl group, and n-decamethenyl group.

[0072] Examples of the branched alkenyl groups mentioned above include 1-methylvinyl group, 1-methylallyl group, sec-butenyl group, iso-butenyl group, and t-butenyl group.

[0073] The above-mentioned cycloalkyl group is not particularly limited. Examples of the above-mentioned cycloalkyl group include monocyclic cycloalkyl groups, crosslinked ring cycloalkyl groups, fused ring cycloalkyl groups, and so on. Examples of the above-mentioned monocyclic cycloalkyl group include C3-C10 cycloalkyl groups.

[0074] In this disclosure, "mono-ring" means a cyclic structure formed by covalent bonds of carbon atoms that does not have an internal bridging structure. "Fused ring" means a cyclic structure in which two or more mono-rings share two atoms (i.e., each ring shares (condenses) only one edge with the others). "Bridging ring" means a cyclic structure in which two or more mono-rings share three or more atoms.

[0075] Examples of the monocyclic cycloalkyl groups mentioned above include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, cyclodecyl, and 3,5,5-trimethylcyclohexyl groups.

[0076] Examples of the above-mentioned crosslinked ring cycloalkyl groups include tricyclodecyl groups, adamantyl groups, norbornyl groups, and the like.

[0077] The cycloalkenyl group described above is not particularly limited. Examples of the cycloalkenyl group include monocyclic cycloalkenyl groups, bridged ring cycloalkenyl groups, and fused ring cycloalkenyl groups. Examples of the monocyclic cycloalkenyl group include C3-C10 cycloalkenyl groups.

[0078] Examples of the monocyclic cycloalkenyl groups mentioned above include cyclopentenyl, cyclohexenyl, cycloheptenyl, cyclooctenyl, and cyclodecenyl groups.

[0079] Examples of the above-mentioned crosslinked ring cycloalkenyl group include the norborneyl group.

[0080] Examples of the condensed ring cycloalkenyl group mentioned above include a bicyclodecenyl group.

[0081] The aryl group mentioned above is not particularly limited. Examples of such aryl groups include monocyclic aryl groups, fused ring aryl groups, and arylalkyl groups.

[0082] Examples of the monocyclic aryl groups mentioned above include phenyl groups, tolyl groups, and mesityl groups.

[0083] Examples of the fused ring aryl group mentioned above include 1-naphthyl group, 2-naphthyl group, and the like.

[0084] Examples of the arylalkyl groups mentioned above include benzyl group, α-methylbenzyl group, α,α-dimethylbenzyl group, and α-ethylbenzyl group.

[0085] The alkylene group described above is not particularly limited. Examples of the alkylene group include a linear alkylene group and a branched alkylene group. Examples of the linear alkylene group include a C1-C20 linear alkylene group. Examples of the branched alkylene group include a C1-C20 branched alkylene group.

[0086] Examples of the linear alkylene groups mentioned above include methylene, ethylene, propylene, n-butylene, n-pentylene, n-hexylene, n-heptylene, n-octylene, n-nonylene, and n-decamethylene groups.

[0087] Examples of the branched alkylene groups mentioned above include diethylpentylene group, trimethylbutylene group, trimethylpentylene group, and trimethylhexylene group.

[0088] The above-mentioned cycloalkylene group is not particularly limited. Examples of the above-mentioned cycloalkylene group include monocyclic cycloalkylene groups, bridged ring cycloalkylene groups, and fused ring cycloalkylene groups. Examples of the above-mentioned monocyclic cycloalkylene group include C3-C10 cycloalkylene groups.

[0089] Examples of the monocyclic cycloalkylene groups mentioned above include cyclopentylene, cyclohexylene, cycloheptylene, cyclooctylene, cyclodecylene, and 3,5,5-trimethylcyclohexylene.

[0090] Examples of the above-mentioned crosslinked ring cycloalkylene group include a tricyclodecylene group, an adamantylene group, and a norbornylene group.

[0091] Examples of the condensed ring cycloalkylene group mentioned above include a bicyclodecylene group.

[0092] The above-mentioned arylene group is not particularly limited. Examples of the above-mentioned arylene group include monocyclic arylene groups and fused-ring arylene groups.

[0093] Examples of the monocyclic arylene groups mentioned above include phenylene groups and trilene groups.

[0094] Examples of the condensed ring arylene group mentioned above include naphthylene groups.

[0095] The substituents in the above general formula (1) are not particularly limited. Examples of substituents include halogen atoms such as fluorine, chlorine, bromine, and iodine, hydroxyl groups, substituted or unsubstituted amino groups, alkyl groups, alkenyl groups, cycloalkyl groups, cycloalkenyl groups, aryl groups, C1-C20 alkoxy groups such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, and t-butoxy groups, acyloxy groups, acyl groups, and heterocyclic groups.

[0096] The compound represented by the above general formula (1) is, for example, 2,2-diphenylethylenediamine, 1-methyl-2,2-diphenylethylenediamine, 1-isobutyl-2,2-diphenylethylenediamine, 1-isopropyl-2,2-diphenylethylenediamine, 1-methyl-2,2-di(p-methoxyphenyl)ethylenediamine, 1-isobutyl-2,2-di(p-methoxyphenyl)ethylenediamine, 1-isopropyl-2,2-di(p-methoxyphenyl)ethylenediamine, 1-benzyl-2,2-di(p-methoxyphenyl)ethylenediamine, 1-methyl-2,2-dinaphthylethylenediamine, 1-isobutyl-2,2-dinaphthylethylenediamine, 1-isopropyl-2,2-dinaphthylethylenediamine, 1,3-diamino-1,3-diphenylpropane, 1,4 Examples of optically active diamine compounds include -diamino-1,4-diphenylbutane, 2,3-butanediamine, 2,3-dimethyl-2,3-butanediamine, 1,4-diamino-1,4-diphenylbutane, 2,4-pentanediamine, 2,5-hexanediamine, bis(2-aminopropyl) ether, bis(2-amino-2-phenylethyl) ether, 1,2-cyclobutanediamine, 1,2-cyclopentanediamine, 1,3-cyclopentanediamine, 1,2-cyclohexanediamine, 1,3-cyclohexanediamine, 1,2-cycloheptanediamine, 1,3-cycloheptanediamine, 1,4-cycloheptanediamine, 1,5-cycloheptanediamine, 1,2-cyclooctanediamine, 1,3-cyclooctanediamine, and 1,4-cyclooctanediamine. Furthermore, in these diamine compounds, one or more hydrogen atoms on the carbon atom may be substituted with the alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, and / or aryl group. In addition, these diamine compounds may be N,N'-dialkyl or N,N,N',N'-tetraalkyl compounds.

[0097] In one embodiment, component (B1) is preferably a diamine in which an amino group is bonded to an alicyclic structure, as it exhibits excellent gelling ability with respect to the oily component of the gelling agent. Examples of such diamines include compounds represented by the following general formula (2).

[0098] [ka] (In formula (2), R 1 ~R 4 , R 7 ~R 10 and R 13 ~R 14 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, or an acyl group. 5 ~R 6 , R 11 ~R 12 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, or an aryl group. Alkyl groups, alkenyl groups, cycloalkyl groups, cycloalkenyl groups, and aryl groups may have substituents. n is an integer from 0 to 6. The two amino groups are each bonded to separate carbon atoms that constitute the alicyclic structure, and these carbon atoms are chiral carbon atoms. Furthermore, the carbon atoms to which the amino groups are bonded may have substituents (R 1 ~R 4 , R 7 ~R 10 and R 13 ~R 14 ) It has only one.

[0099] The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group and substituent in the above general formula (2) are not particularly limited, and examples include the alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group and substituent in the above general formula (1).

[0100] Examples of halogen atoms in the above general formula (2) include fluorine, chlorine, bromine, iodine, and the like.

[0101] Examples of the alkoxy group in the above general formula (2) include C1-C20 alkoxy groups such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, and t-butoxy groups.

[0102] Examples of the compounds represented by the above general formula (2) include optically active diamine compounds such as 1,2-cyclobutanediamine, 1,2-cyclopentanediamine, 1,3-cyclopentanediamine, 1,2-cyclohexanediamine, 1,3-cyclohexanediamine, 1,2-cycloheptanediamine, 1,3-cycloheptanediamine, 1,4-cycloheptanediamine, 1,5-cycloheptanediamine, 1,2-cyclooctanediamine, 1,3-cyclooctanediamine, and 1,4-cyclooctanediamine. Furthermore, in these diamine compounds, one or more hydrogen atoms on the carbon atom may be substituted by the above substituents. In addition, these diamine compounds may be N,N'-dialkyl or N,N,N',N'-tetraalkyl compounds.

[0103] In one embodiment, n in the above general formula (2) is preferably 1 or 2, given its excellent gelling ability with respect to the oily component of the gelling agent.

[0104] In one embodiment, component (B1) is preferably a diamine in which the amino group is bonded to an alicyclic structure and the stereochemistry of the two amino groups is trans, as it exhibits excellent gelling ability for the oily component of the gelling agent. Examples of such diamines include compounds represented by the following general formula (3).

[0105] [ka] (In formula (3), R 1 ~R 14n and n are the same as in formula (2) above. The two amino groups are bonded to separate carbon atoms that make up the alicyclic structure, and these carbon atoms are chiral carbon atoms, and the stereochemistry of the two amino groups is trans. In addition, the carbon atoms to which the amino groups are bonded are substituents (R 1 ~R 4 , R 7 ~R 10 and R 13 ~R 14 ) It has only one.

[0106] The compounds represented by the above general formula (3) include, for example, (1S,2S)-trans-1,2-cyclobutanediamine, (1S,2S)-trans-1,2-cyclopentanediamine, (1S,3S)-trans-1,3-cyclopentanediamine, (1S,2S)-trans-1,2-cyclohexanediamine, (1S,3S)-trans-1,3-cyclohexanediamine, and (1S,2S)-trans-1 ,2-cycloheptanediamine, (1S,3S)-trans-1,3-cycloheptanediamine, (1S,4S)-trans-1,4-cycloheptanediamine, (1S,5S)-trans-1,5-cycloheptanediamine, (1S,2S)-trans-1,2-cyclooctanediamine, (1S,3S)-trans-1,3-cyclooctanediamine, (1S,4S)-trans-1,4-cyclo Ctanediamine, (1R,2R)-trans-1,2-cyclobutanediamine, (1R,2R)-trans-1,2-cyclopentanediamine, (1R,3R)-trans-1,3-cyclopentanediamine, (1R,2R)-trans-1,2-cyclohexanediamine, (1R,3R)-trans-1,3-cyclohexanediamine, (1R,2R)-trans-1,2-cycloheptanediamine, Examples include (1R,3R)-trans-1,3-cycloheptanediamine, (1R,4R)-trans-1,4-cycloheptanediamine, (1R,5R)-trans-1,5-cycloheptanediamine, (1R,2R)-trans-1,2-cyclooctanediamine, (1R,3R)-trans-1,3-cyclooctanediamine, and (1R,4R)-trans-1,4-cyclooctanediamine. Furthermore, in these diamine compounds, one or more hydrogen atoms on the carbon atom may be substituted by the above substituents. In addition, these diamine compounds may be N,N'-dialkyl or N,N,N',N'-tetraalkyl compounds.

[0107] In one embodiment, component (B1) is more preferably a compound represented by the following general formula (4) or general formula (5) because it exhibits excellent gelling ability with respect to the oily component of the gelling agent.

[0108] [ka] (In formula (4), R 1 ~R 3 , R 6 ~R 8 and R 11 ~R 12 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, or an acyl group. 4 ~R 5 , R 9 ~R 10 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, or an aryl group. Alkyl groups, alkenyl groups, cycloalkyl groups, cycloalkenyl groups, and aryl groups may have substituents. n is an integer from 0 to 6. The stereochemistry of the two amino groups is trans. * indicates a chiral carbon atom.

[0109] [ka] (In formula (5), R 1 ~R 12 n and n are the same as in formula (4) above. The stereochemistry of the two amino groups is trans. * indicates a chiral carbon atom.

[0110] The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, and substituent in the above general formulas (4) and (5) are not particularly limited, and examples include the alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, and substituent in the above general formula (1). The halogen atom and alkoxy group in the above general formulas (4) and (5) are not particularly limited, and examples include the halogen atom and alkoxy group in the above general formula (2).

[0111] Examples of compounds represented by the above general formulas (4) and (5) include (1S,2S)-trans-1,2-cyclobutanediamine, (1S,2S)-trans-1,2-cyclopentanediamine, (1S,2S)-trans-1,2-cyclohexanediamine, (1S,2S)-trans-1,2-cycloheptanediamine, (1S,2S)-trans-1,2-cyclooctanediamine, (1R,2R)-trans-1,2-cyclobutanediamine, (1R,2R)-trans-1,2-cyclopentanediamine, (1R,2R)-trans-1,2-cyclohexanediamine, (1R,2R)-trans-1,2-cycloheptanediamine, and (1R,2R)-trans-1,2-cyclooctanediamine. Furthermore, in these diamine compounds, one or more hydrogen atoms on the carbon atom may be substituted by the above substituents. Furthermore, these diamine compounds may also be N,N′-dialkyl or N,N,N′,N′-tetraalkyl compounds.

[0112] In one embodiment, component (B1) is more preferably a compound represented by the above general formula (5) in terms of its excellent gelling ability for the oily component of the gelling agent, and even more preferably at least one selected from the group consisting of (1S,2S)-trans-1,2-cyclobutanediamine, (1S,2S)-trans-1,2-cyclopentanediamine, (1S,2S)-trans-1,2-cyclohexanediamine, (1S,2S)-trans-1,2-cycloheptanediamine and (1S,2S)-trans-1,2-cyclooctanediamine, with (1S,2S)-trans-1,2-cyclohexanediamine being particularly preferred.

[0113] <Diamine (B2) in which the amino group is bonded to a cyclic structure having an asymmetric axis> Component (B2) is not particularly limited as long as it is a compound having two amino groups in its molecule, and the two amino groups are bonded to a cyclic structure having an asymmetric axis; various known compounds can be used. Component (B2) may be used alone or two or more may be used in combination.

[0114] (B2) Component may include, for example, a compound represented by the following general formula (6).

[0115] [ka] (In formula (6), R 1 , R 5 , R 6 and R 10 Each of these independently represents an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, and an acyl group. 2 ~R 4 and R 7 ~R 9 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, or an acyl group. 11 ~R 14 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, and an aryl group. Also, R 3 , R 4 and R 5 Two of these may form an alkylene group, an alkylenedioxy group, or an aryl group, R 6 , R 7 and R 8 Two of these may form an alkylene group, an alkylenedioxy group, or an aryl group. Alkyl groups, alkenyl groups, cycloalkyl groups, cycloalkenyl groups, aryl groups, alkylene groups, and alkylenedioxy groups may have substituents. * represents a chiral axis. The two amino groups are each bonded to carbon atoms constituting a ring structure having a chiral axis. In addition, carbon atoms to which amino groups are bonded may have substituents (R 1 ~R 10 ) does not have.

[0116] The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group and substituent in the above general formula (6) are not particularly limited, and examples include the alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group and substituent in the above general formula (1). The halogen atom and alkoxy group in the above general formula (6) are not particularly limited, and examples include the halogen atom and alkoxy group in the above general formula (2).

[0117] In one embodiment, component (B2) is preferably a compound represented by the following general formula (7) because it exhibits excellent gelling ability with respect to the oily component of the gelling agent.

[0118] [ka] (In formula (7), R 1 ~R 3 and R 6 ~R 8 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, or an acyl group. 4 and R 5 Each of these independently represents an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, and an acyl group. 9 ~R 12 Each of these independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, and an aryl group. Also, R 2 , R 3 and R 4 Two of these may form an alkylene group, an alkylenedioxy group, or an aryl group, R 5 , R 6 and R 7Two of these may form an alkylene group, an alkylenedioxy group, or an aryl group. Alkyl groups, alkenyl groups, cycloalkyl groups, cycloalkenyl groups, aryl groups, alkylene groups, and alkylenedioxy groups may have substituents. (* represents a chiral axis.)

[0119] The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group, alkylenedioxy group, halogen atom, alkoxy group, and substituent in the above general formula (7) are not particularly limited, and examples include the alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group, alkylenedioxy group, halogen atom, alkoxy group, and substituent in the above general formula (6).

[0120] Examples of compounds represented by the above general formula (7) include (R)-2,2′-diamino-1,1′-binaphthyl, (R)-6,6′-dimethyl-2,2′-diamino-1,1′-biphenyl, (S)-2,2′-diamino-1,1′-binaphthyl, (S)-6,6′-dimethyl-2,2′-diamino-1,1′-biphenyl, (1S)-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-binaphthalene]-2,2′-diamine, and (1R)-5,5′,6,6′,7,7′,8,8′-octahydro-[1,1′-binaphthalene]-2,2′-diamine. Furthermore, in these diamine compounds, one or more hydrogen atoms bonded to the aryl group (phenyl group, naphthyl group) may be substituted by the above substituents. Furthermore, these diamine compounds may also be N,N′-dialkyl or N,N,N′,N′-tetraalkyl compounds.

[0121] In one embodiment, component (B2) is more preferably a compound represented by the following general formula (8) because it exhibits excellent gelling ability with respect to the oily component of the gelling agent.

[0122] [ka] (In formula (8), R1 ~R 10 each independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, an aryl group, a halogen atom, a hydroxyl group, an alkoxy group, an acyloxy group, or an acyl group. R 11 ~R 14 each independently represents a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group, a cycloalkenyl group, or an aryl group. The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group, and alkylenedioxy group may have substituents. * represents an asymmetric axis.)

[0123] The alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group, alkylenedioxy group, halogen atom, alkoxy group, and substituent in the general formula (8) are not particularly limited, and examples thereof include the alkyl group, alkenyl group, cycloalkyl group, cycloalkenyl group, aryl group, alkylene group, alkylenedioxy group, halogen atom, alkoxy group, and substituent in the general formula (6).

[0124] Examples of the compound represented by the general formula (8) include (R)-2,2′-diamino-1,1′-binaphthyl, (S)-2,2′-diamino-1,1′-binaphthyl, and the like. Further, one or more hydrogen atoms bonded to the naphthyl group of these diamine compounds may be substituted with the above substituents. Furthermore, these diamine compounds may be N,N′-dialkyl compounds or N,N,N′,N′-tetraalkyl compounds.

[0125] In one embodiment, the component (B2) is more preferably (S)-2,2′-diamino-1,1′-binaphthyl because of its excellent gelling ability with respect to the oily component of the gelling agent.

[0126] <Reactant> The above-mentioned reaction product is not particularly limited as long as it is obtained by reacting component (A) and component (B). In the gelling agent of this disclosure, one of the above-mentioned reaction products may be used alone, or two or more may be used in combination.

[0127] In addition, in the production of the above-mentioned reaction product, a racemic mixture of component (B) and its enantiomer (hereinafter also referred to as the racemic mixture) may be used instead of component (B). When component (A) and the racemic mixture are reacted, the reaction product contains the reactants of component (A) and component (B), and therefore, the gelling agent containing the reactants of component (A) and the racemic mixture also exhibits excellent gelling ability for oily components.

[0128] Furthermore, if component (B1) is a diamine in which the amino group is bonded to an alicyclic structure and the stereochemistry of the two amino groups is trans, it is not preferable to use an equimolar mixture of the diamine and its cis isomer (50% by mass of the trans isomer, 50% by mass of the cis isomer) instead of component (B1) in the production of the above reaction product. When such a mixture is reacted with component (A), for reasons unknown, the resulting gelling agent containing the reaction product tends to have poor gelling ability with respect to oily components. Specifically, for example, if component (B1) is trans-1,2-cyclohexanediamine, a diamine mixture of it and cis-1,2-cyclohexanediamine (50% by mass of the trans isomer, 50% by mass of the cis isomer) can be used in the reaction with component (A).

[0129] Examples of the reaction products include the neutralized salt of component (A) and component (B) (hereinafter also simply referred to as the neutralized salt), and the amidated product of component (A) and component (B) (hereinafter also simply referred to as the amidated product).

[0130] ((A) component and (B) component neutralized salt) The above neutralized salt is obtained by reacting (neutralizing) component (A) and component (B).

[0131] In the above neutralization salt, the method for reacting component (A) and component (B) is not particularly limited, and various known methods can be used. Specifically, for example, a method can be used in which component (A) and component (B) (or the above racemic mixture) are reacted in the presence or absence of a solvent. The reaction temperature is not particularly limited. The reaction temperature is usually in the range from room temperature to the boiling point of the solvent. The reaction time varies depending on the reaction temperature. The reaction time is usually about 10 minutes to 24 hours. After the reaction is complete, the solvent may be removed by distillation.

[0132] Examples of the solvents mentioned above include water; alcohol-based solvents such as methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, ethylene glycol, and propylene glycol; ether alcohol-based solvents such as diethylene glycol, triethylene glycol, and 2-methoxyethanol; aromatic hydrocarbon-based solvents such as toluene and xylene; ester-based solvents such as ethyl acetate and butyl acetate; and ketone-based solvents such as methyl ethyl ketone and methyl isobutyl ketone. In one embodiment, the solvent is preferably water.

[0133] The molar ratio ((A) / (B)) of component (A) to component (B) is not particularly limited. Examples of molar ratios ((A) / (B)) of component (A) to component (B) include 1 / 0.1, 1 / 0.2, 1 / 0.3, 1 / 0.4, 1 / 0.5, 1 / 0.6, 1 / 0.7, 1 / 0.8, 1 / 0.9, 1 / 1, 1 / 2, 1 / 3, 1 / 4, 1 / 5, 1 / 6, 1 / 7, 1 / 8, 1 / 9, 1 / 10, etc. In one embodiment, the molar ratio ((A) / (B)) of component (A) to component (B) is preferably about 1 / 0.1 to 1 / 10, and more preferably 1 / 0.3 to 1 / 2, from the viewpoint of excellent gelling ability of the gelling agent with respect to the oily component.

[0134] (Amidate of component (A) and component (B)) The above amidated product is obtained by reacting (amidating) component (A) with component (B).

[0135] In the above amidated product, the method for reacting component (A) and component (B) is not particularly limited, and various known methods can be used. Specifically, for example, component (A) is converted to an acid chloride by the thionyl chloride method, and this is reacted with component (B) (or the above racemic mixture) in the presence or absence of an organic solvent (amidate).

[0136] The organic solvent used is one that is inert to the reaction components. In one embodiment, the organic solvent is preferably benzene, toluene, xylene, dimethyl ether, diisobutyl ether, tetrahydrofuran, acetone, methyl ethyl ketone, methyl isobutyl ketone, and the like.

[0137] In one embodiment, the above reaction (amidation) may use a basic substance or a tertiary amine as a catalyst, if necessary. Examples of basic substances include sodium hydroxide, potassium hydroxide, sodium bicarbonate, and sodium carbonate. Examples of tertiary amines include trimethylamine, triethylamine, tributylamine, and pyridine.

[0138] The reaction temperature in the above reaction (amidation) is not particularly limited. Normally, the reaction proceeds at room temperature due to the high reaction rate, but if the reaction rate is low, it may be carried out at the reflux temperature of the organic solvent. Furthermore, if the reaction rate is excessive, the reaction may be carried out below freezing point to remove the exothermic reaction. The reaction time in the above reaction (amidation) is not particularly limited. The reaction time in the above reaction (amidation) should be appropriately determined considering the reaction temperature and reaction rate.

[0139] The molar ratio ((A) / (B)) of component (A) to component (B) is not particularly limited. Examples of molar ratios ((A) / (B)) of component (A) to component (B) include 1 / 0.1, 1 / 0.2, 1 / 0.3, 1 / 0.4, 1 / 0.5, 1 / 0.6, 1 / 0.7, 1 / 0.8, 1 / 0.9, 1 / 1, 1 / 2, 1 / 3, 1 / 4, 1 / 5, 1 / 6, 1 / 7, 1 / 8, 1 / 9, 1 / 10, etc. In one embodiment, the molar ratio ((A) / (B)) of component (A) to component (B) is preferably about 1 / 0.1 to 1 / 10, and more preferably 1 / 0.3 to 1 / 2, from the viewpoint of excellent gelling ability of the gelling agent with respect to the oily component.

[0140] In one embodiment, the reaction product may optionally include various known additives, provided that they do not impair the effects of the present disclosure. Examples of additives include dehydrating agents, weathering agents, antioxidants, ultraviolet absorbers, heat stabilizers, and light stabilizers. These additives may be used individually or in combination of two or more.

[0141] (Physical properties of reactants) The physical properties of the above reactants are not particularly limited.

[0142] (Additives) In one embodiment, the gelling agent may optionally include various known additives, as long as they do not impair the effects of the present disclosure. These additives may include, for example, defoaming agents, viscosity modifiers, fillers, water-resistant agents, film-forming aids, preservatives, pH adjusters such as ammonia water or sodium bicarbonate, surfactants, antioxidants, UV absorbers, antioxidants, heat stabilizers, and light stabilizers. These additives may be used individually or in combination of two or more.

[0143] (Content of each component) The content of the reactants in the gelling agent is not particularly limited. Examples of the content of the reactants in the gelling agent include 100 parts by mass, 95 parts by mass, 90 parts by mass, 85 parts by mass, 80 parts by mass, 75 parts by mass, 70 parts by mass, 65 parts by mass, 60 parts by mass, 55 parts by mass, 50 parts by mass, 45 parts by mass, 40 parts by mass, 35 parts by mass, 30 parts by mass, 25 parts by mass, 20 parts by mass, 15 parts by mass, 10 parts by mass, 5 parts by mass, etc., per 100 parts by mass of the gelling agent. In one embodiment, the content of the reactant in the gelling agent is preferably about 5 to 100 parts by mass per 100 parts by mass of the gelling agent, more preferably about 50 to 100 parts by mass, more preferably more than 50 to 100 parts by mass, more preferably more than 50 to 100 parts by mass or less, more preferably about 60 to 100 parts by mass, and most preferably about 80 to 100 parts by mass.

[0144] (Method of manufacturing gelling agent) The method for producing the above-mentioned gelling agent is not particularly limited. The gelling agent may be obtained by using the above-mentioned reaction product as is, or by mixing the above-mentioned reaction product with the above-mentioned additive as needed, and the method of mixing them is also not particularly limited.

[0145] (Physical properties and uses of gelling agents) The physical properties of the gelling agent described above are not particularly limited.

[0146] In this disclosure, "gelling agent" means a substance that has the function of increasing the viscosity of an oily component, thereby thickening or gelling it. In this disclosure, "gelling ability" means the function of thickening or gelling a target substance.

[0147] Here, the technical effects of "thickening" and "gelling" on oily components are continuous phenomena, and therefore, it is not always possible to clearly distinguish between the two. Generally, "thickening" refers to an increase in the viscosity of an oily component that is liquid at room temperature, and "gelling" refers to the phenomenon in which, after further thickening, the oily component loses almost all of its fluidity and exhibits a gel-like, semi-solid, or flexible solid state, passing through a viscous fluid state such as syrup, cream, or paste. The gelling agent of this disclosure can be suitably used as both a thickening agent and a gelling agent for oily components by selecting the amount used. For example, if a small amount of the gelling agent of this disclosure is added to an oily component, it functions as a thickening agent, and if a large amount is added, it can gel the oily component.

[0148] The reason why the above gelling agent thickens or gels the oily component is not entirely clear, but the following inferences can be made. The reactants self-associate through the reaction of components (A) and (B) to form a salt structure, or through electrostatic interactions or hydrogen bonding of amide groups. Here, since components (A) and (B) are optically active substances, the reactants have a symmetry-lacking structure, making them prone to forming asymmetrical two-dimensional (fibrous) aggregates through self-association. It is inferred that these fibrous aggregates become entangled within the oily component, causing it to thicken or gel.

[0149] In the above gelling agent, when a carboxylic acid other than component (A) (e.g., a higher fatty acid) is used instead of component (A), the gelling ability for oily components tends to be inferior. The reason for this is unclear, but it is thought to be related to the affinity of the carboxylic acid other than component (A) for oily components, and the carboxylic acid itself. It is presumed that this is because, depending on the degree of optical activity, it does not exhibit sufficient gelling ability for oily components.

[0150] In the above-mentioned gelling agent, when an optically active monoamine or a non-optically active diamine (excluding the above-mentioned racemic mixture) is used instead of component (B), the gelling ability for oily components tends to be inferior. The reason for this is not clear, but it is presumed that the reaction products with such amines do not readily form two-dimensional (fibrous) aggregates during self-association, and therefore do not exhibit sufficient gelling ability for oily components.

[0151] In the above-mentioned gelling agent, when component (B1) is a diamine in which the amino group is bonded to an alicyclic structure (for example, a compound represented by the above general formulas (2) to (5)), the gelling ability for oily components tends to be superior. The reason for this is not clear, but it is presumed that the reaction product with such a diamine is more likely to form a two-dimensional (fibrous) aggregate through self-association due to the alicyclic structure, thereby improving the gelling ability for oily components.

[0152] In the above-mentioned gelling agent, when component (B1) is a diamine (for example, a compound represented by the general formulas (3) to (5) above) in which the amino group is bonded to an alicyclic structure and the stereochemistry of the two amino groups is trans, the gelling ability for oily components tends to be superior. The reason for this is not clear, but it is presumed that the reaction product with such a diamine is more likely to form a two-dimensional (fibrous) aggregate during self-association due to the trans stereochemistry of the two diamino groups, thereby improving the gelling ability for oily components.

[0153] The oily component thickened or gelled by the above-mentioned gelling agent is not particularly limited. Examples of the above-mentioned oily component include liquid oils and fats, solid oils and fats, waxes, hydrocarbon oils, higher fatty acids, higher alcohols, synthetic ester oils, essential oils, silicone oils, and the like.

[0154] Examples of the above liquid oils include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, sunflower oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, peach oil, wheat germ oil, sasanqua oil, castor oil, linseed oil, safflower oil, grapeseed oil, cottonseed oil, elm oil, soybean oil, peanut oil, tea seed oil, kaya oil, rice bran oil, cinnamon oil, Japanese tung oil, jojoba oil, wheat germ oil, evening primrose oil, triglycerin, glyceryl trioctanoate, glyceryl triisopalmitate, and the like.

[0155] Examples of the solid fats and oils mentioned above include cocoa butter, coconut oil, horse fat, hydrogenated coconut oil, palm oil, beef tallow, sheep fat, hydrogenated beef tallow, palm kernel oil, pork fat, beef bone fat, Japanese wax kernel oil, hydrogenated oil, beef foot tallow, Japanese wax, and hydrogenated castor oil.

[0156] Examples of the above waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, privet wax, whale wax, montan wax, rice bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol, and POE hydrogenated lanolin alcohol ether.

[0157] Examples of the above-mentioned hydrocarbon oils include liquid paraffin, isododecane, dodecane, isohexadecane, undecane, polyisobutylene, hydrogenated polyisobutene, (C13-15) alkanes, isoparaffin, ozokerite, squalane, pristane, paraffin, ceresin, squalene, mineral oil, petrolatum, microcrystalline wax, paraffin wax, α-olefin oligomers, and the like.

[0158] Examples of the above-mentioned higher fatty acids include lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, hydroxystearic acid, behenic acid, oleic acid, undecylenic acid, tallic acid, isostearic acid, linoleic acid, linolenic acid, arachidonic acid, eicosapentaenoic acid (EPA), and docosahexaenoic acid (DHA).

[0159] Examples of the above-mentioned higher alcohols include straight-chain alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, and cetostearyl alcohol; and branched-chain alcohols such as monostearyl glycerol ether (batyl alcohol), 2-decyltetradecinol, lanolin alcohol, cholesterol, phytosterol, hexyldodecanol, isostearyl alcohol, and octyldodecanol.

[0160] Examples of the synthetic ester oils mentioned above include esters of fatty acids having 1 to 20 carbon atoms and alcohols having 1 to 20 carbon atoms, and include polyesters such as monoesters, diesters, and triesters.The above synthetic ester oils include, for example, isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, cetyl ethylhexanoate, isocetyl stearate, isocetyl isostearate, and 12-hydroxystearic acid. Cholesteryl, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, glycerin di-2-heptylundecanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra-2-ethylhexanoate, glycerin tri-2-ethylhexanoate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2-ethylhexyl palmitate, glycerin trimyristate, glyceride tri-2-heptylundecanoate, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, adipic acid Examples include diisobutyl, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, di-2-heptylundecyl adipate, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, ethyl acetate, butyl acetate, triethyl citrate, glyceryl trioctanoate, glyceryl triisopalmitate, diglyceryl isostearate, diglyceryl diisostearate, diglyceryl triisostearate, (isostearate / sebacate) ditrimethylolpropane oligoester, ditrimethylolpropane triethylhexanoate, erythrityl triethylhexanoate, pentaerythrityl tetraisostearate, etc.

[0161] The above essential oils include, for example, turpentine oil, neem oil, ylang-ylang oil, fennel oil, orange oil, cassia oil, chamomile oil, grapefruit oil, clove oil, cinnamon oil, perilla oil, cedar oil, cedarwood oil, citronella oil, cinnamon oil, cinnamon leaf oil, German chamomile oil, jasmine oil, spearmint oil, sage oil, geranium oil, thyme white oil, clove oil, tea tree oil, turpentine oil, rosehip oil, pine oil, basil oil, patchouli oil, peppermint oil, cypress oil, pimento oil, Examples include sandalwood oil, fennel oil, vetiver oil, penny royal oil, peppermint oil, bergamot oil, eucalyptus oil, lime oil, lavandin oil, lavender oil, rue oil, lemon oil, lemongrass oil, lemon eucalyptus oil, rose oil, rosehip oil, rosemary oil, Roman chamomile oil, monoterpenes such as α-pinene, sesquiterpenes such as caryophyllene, diterpenes such as retinal, triterpenes such as squalene, tetraterpenes such as carotene, and their hydrides. Examples of such hydrides include squalane.

[0162] Examples of the above-mentioned silicone oils include linear polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, and methylhydrogenpolysiloxane; cyclic polysiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, and tetrahydrotetramethylcyclotetrasiloxane; and polyoxyethylene polyalkylsiloxanes.

[0163] In one embodiment, the oily component thickened or gelled by the gelling agent is preferably a liquid oil, solid oil, wax, hydrocarbon oil, synthetic ester oil, or essential oil, due to its excellent gelling ability, and more preferably a liquid oil, hydrocarbon oil, or synthetic ester oil.

[0164] The uses of the above-mentioned gelling agent are not particularly limited. Examples of uses of the above-mentioned gelling agent include cosmetics, topical preparations, quasi-drugs, pharmaceuticals, daily necessities, animal feed, general merchandise, pesticides, and industrial products.

[0165] The above-mentioned cosmetics include, for example, lip cosmetics such as lipstick, lip gloss, and lip balm; foundations such as oil-based foundation, water-in-oil and oil-in-water emulsion liquid foundations; makeup cosmetics such as eye color, eyeliner, eye cream, and mascara; nail care products such as nail polish and nail coat; hair care products such as shampoo, rinse, conditioner, and hair pack; hair styling products such as hair wax, hair liquid, hair oil, and hair cream; skincare cosmetics such as cleansing cream, cleansing gel, facial foam, lotion, cream, serum, pre-serum, introductory serum, beauty oil, and pack; sunscreen, moisturizer, antiperspirant, whitening agent, anti-aging agent, anti-wrinkle agent, whitening lotion, face mask (face pack, sheet mask, pack cream), etc.

[0166] Examples of the above-mentioned topical preparations include suppositories, water-in-oil and oil-in-water emulsion-type topical skin preparations, lipid preparations, liposome preparations, and the like.

[0167] Examples of the above-mentioned industrial products include paints, inks, coatings, adhesives, repair materials, sealants, lubricants, and sealing materials.

[0168] In one embodiment, the gelling agent is preferably used in cosmetics or topical preparations.

[0169] [Method for gelling oily components] This disclosure relates to a method for gelling an oily component (hereinafter also simply referred to as the gelling method) which involves mixing the above-mentioned gelling agent with an oily component to gel the oily component.

[0170] In this disclosure, "to gel an oily component" means to increase the viscosity of an oily component or to gel an oily component.

[0171] In the above gelation method, the oily component is not particularly limited. In the above gelation method, the oily component is, for example, those mentioned above in connection with the disclosure of the gelling agent. In the above gelation method, the gelling agent may be used alone or in combination of two or more. In the above gelation method, the oily component may be used alone or in combination of two or more.

[0172] In the above gelation method, the method of mixing the gelling agent and the oily component is not particularly limited, and various known methods can be used. Specifically, for example, a method of mixing the gelling agent and the oily component at room temperature (25°C) or under heating at 50-100°C for 10 minutes to 5 hours can be used. In the above gelation method, when mixing under heating, thickening or gelation occurs upon cooling after mixing.

[0173] In the above gelling method, the amount of gelling agent used is not particularly limited. The amount of gelling agent used is appropriately determined according to the type of oily component and the application in which the oily component is used, and the desired degree of thickening and gelling. For example, the amount of gelling agent used per 100 parts by mass of the oily component may be 30 parts by mass, 29 parts by mass, 28 parts by mass, 27 parts by mass, 26 parts by mass, 25 parts by mass, 24 parts by mass, 23 parts by mass, 22 parts by mass, 21 parts by mass, 20 parts by mass, 19 parts by mass, 18 parts by mass, 17 parts by mass, 16 parts by mass, 15 parts by mass, 14 parts by mass, 13 parts by mass, 12 parts by mass, 11 parts by mass, 10 parts by mass, 9 parts by mass, 8 parts by mass, 7 parts by mass, Examples of the amount of gelling agent include 6 parts by mass, 5 parts by mass, 4 parts by mass, 3 parts by mass, 2 parts by mass, 1 part by mass, 0.9 parts by mass, 0.8 parts by mass, 0.7 parts by mass, 0.6 parts by mass, 0.5 parts by mass, 0.4 parts by mass, 0.3 parts by mass, 0.2 parts by mass, 0.1 parts by mass, 0.09 parts by mass, 0.08 parts by mass, 0.07 parts by mass, 0.06 parts by mass, 0.05 parts by mass, 0.04 parts by mass, 0.03 parts by mass, 0.02 parts by mass, 0.01 parts by mass, etc. In one embodiment, the amount of gelling agent used is preferably about 0.01 to 30 parts by mass, and more preferably about 0.1 to 10 parts by mass, per 100 parts by mass of the oily component, in order to have excellent gelling ability for the oily component.

[0174] In one embodiment, the oily component in the above gelling method is preferably liquid oils and fats, solid oils and fats, waxes, hydrocarbon oils, synthetic ester oils, essential oils, etc., due to its excellent gelling ability, and more preferably liquid oils and fats, hydrocarbon oils, and synthetic ester oils.

[0175] [Gel-like composition] This disclosure relates to a gel-like composition comprising the above-mentioned gelling agent and oily component.

[0176] In this disclosure, "gel-like composition" means a composition obtained by thickening or gelling an oily component with the above-mentioned gelling agent.

[0177] In the above gel-like composition, the oily component is not particularly limited. In the above gel-like composition, the oily component is, for example, those described above in relation to the disclosure of the gelling agent. In the above gel-like composition, the gelling agent may be used alone or in combination of two or more. In the above gel-like composition, the oily component may be used alone or in combination of two or more.

[0178] In one embodiment, the oily component in the gel-like composition is preferably a liquid oil, solid oil, wax, hydrocarbon oil, synthetic ester oil, or essential oil, as it exhibits excellent gelling ability, and more preferably a liquid oil, hydrocarbon oil, or synthetic ester oil.

[0179] (Additives) In one embodiment, the gel-like composition may optionally contain various known additives, provided that they do not impair the effects of the present disclosure. Examples of additives include the various additives used in cosmetics, as described later. Additives may be used individually or in combination of two or more.

[0180] The content of the gelling agent in the above gel-like composition is not particularly limited. The content of the gelling agent is appropriately determined according to the type of oily component and the intended use of the gel-like composition, and the desired degree of thickening and gelation. For example, the content of the gelling agent may be 30 parts by mass, 29 parts by mass, 28 parts by mass, 27 parts by mass, 26 parts by mass, 25 parts by mass, 24 parts by mass, 23 parts by mass, 22 parts by mass, 21 parts by mass, 20 parts by mass, 19 parts by mass, 18 parts by mass, 17 parts by mass, 16 parts by mass, 15 parts by mass, 14 parts by mass, 13 parts by mass, 12 parts by mass, 11 parts by mass, 10 parts by mass, 9 parts by mass, 8 parts by mass, 7 parts by mass, per 100 parts by mass of the oily component. Examples of the amount include 6 parts by mass, 5 parts by mass, 4 parts by mass, 3 parts by mass, 2 parts by mass, 1 part by mass, 0.9 parts by mass, 0.8 parts by mass, 0.7 parts by mass, 0.6 parts by mass, 0.5 parts by mass, 0.4 parts by mass, 0.3 parts by mass, 0.2 parts by mass, 0.1 parts by mass, 0.09 parts by mass, 0.08 parts by mass, 0.07 parts by mass, 0.06 parts by mass, 0.05 parts by mass, 0.04 parts by mass, 0.03 parts by mass, 0.02 parts by mass, 0.01 parts by mass, etc. In one embodiment, the content of the gelling agent is preferably about 0.01 to 30 parts by mass, and more preferably about 0.1 to 10 parts by mass, per 100 parts by mass of the oily component, in order to have excellent gelling ability for the oily component.

[0181] (Method for manufacturing gel-like compositions) The method for producing the above-mentioned gel-like composition is not particularly limited as long as it involves mixing the above-mentioned gelling agent, the above-mentioned oily component, and the above-mentioned additive as needed, and various known methods can be employed. Specifically, for example, one method is to mix the above-mentioned gelling agent, the above-mentioned oily component, and the above-mentioned additive as needed at room temperature (25°C) or under heating at 50 to 100°C for 10 minutes to 5 hours. In the method for producing the above-mentioned gel-like composition, when the mixture is mixed under heating, the oily component thickens or gels upon cooling after mixing.

[0182] Furthermore, the method for producing the gel-like composition may also involve pre-mixing the oily component and the additive to prepare a composition containing the oily component and the additive, and then mixing the gelling agent into the composition. The method for mixing the composition and the gelling agent is not particularly limited, and various known methods can be employed. Specifically, examples include the mixing conditions described above.

[0183] The uses of the above-described gel-like composition are not particularly limited. Examples of uses of the above-described gelling agent include those described above in relation to the disclosure of the above-described gelling agent.

[0184] In one embodiment, the gel-like composition is preferably used in cosmetics or topical preparations.

[0185] [Cosmetics] This disclosure relates to a cosmetic composition containing the above-mentioned gelling agent and oily component.

[0186] In the above cosmetic composition, the oily component is not particularly limited. In the above cosmetic composition, the oily component is, for example, the one described above in connection with the disclosure of the gelling agent. In the above cosmetic composition, the gelling agent may be used alone or in combination of two or more types. In the above cosmetic composition, the oily component may be used alone or in combination of two or more types.

[0187] In one embodiment, the oily component in the above cosmetic composition is preferably a liquid oil, solid oil, wax, hydrocarbon oil, synthetic ester oil, or essential oil, due to its excellent gelling ability, and more preferably a liquid oil, hydrocarbon oil, or synthetic ester oil.

[0188] (Additives) In one embodiment, the cosmetic composition may optionally contain various known additives, provided that the effects of the present disclosure are not impaired. The additives are not particularly limited to any various components or additives commonly used in cosmetic compositions, and various known additives may be used. One additive may be used alone, or two or more may be used in combination.

[0189] Examples of the above-mentioned additives include humectants, preservatives, antioxidants, UV absorbers, aqueous gelling agents, oily gelling agents other than those mentioned above, surfactants, powders, pigments, dyes, alcohols, pharmaceuticals, solvents, fragrances, pH adjusters, chelating agents, cooling agents, anti-inflammatory agents, skin beautifying ingredients, vitamins, amino acids, and the like.

[0190] Examples of the above-mentioned humectants include polyethylene glycol, propylene glycol, glycerin, 1,3-butylene glycol, xylitol, sorbitol, maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, carotenoid acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, urea, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO)PO adduct, rose extract, yarrow extract, sweet clover extract, and the like.

[0191] Examples of the above-mentioned preservatives include ethylparaben, butylparaben, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, and phenoxyethanol.

[0192] Examples of the above antioxidants include carotenoids, ascorbic acid and its salts, ascorbyl stearate, tocopherol acetate, tocopherol, pt-butylphenol, butylhydroxyanisole, dibutylhydroxytoluene, phytic acid, ferulic acid, thiotaurine, hypotaurine, sulfites, erythorbic acid and its salts, chlorogenic acid, epicatechin, epigallocatechin, epigallocatechin gallate, apigenin, campherol, myricetin, quercetin, and the like.

[0193] The above UV absorbers include, for example, benzoic acid-based UV absorbers such as para-aminobenzoic acid (hereinafter abbreviated as PABA), PABA monoglycerol ester, N,N-dipropoxy PABA ethyl ester, N,N-diethoxy PABA ethyl ester, N,N-dimethyl PABA ethyl ester, N,N-dimethyl PABA butyl ester, N,N-dimethyl PABA ethyl ester, anthranilic acid-based UV absorbers such as homomenthyl-N-acetylanthranilate, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, and benzyl salicylate. Salicylic acid-based UV absorbers such as silates, p-isopropanolphenyl salicylate, octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p-methoxy cinnamate, isopropyl-p-methoxy cinnamate, isoamyl-p-methoxy cinnamate, octyl-p-methoxy cinnamate (2-ethylhexyl-p-methoxy cinnamate), 2- Cinnamic acid-based UV absorbers such as ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl-α-cyano-β-phenylcinnamate, glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate, 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone Benzophenone-based UV absorbers such as non, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenylbenzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone, 3-(4'-methylbenzylidene)-d,l-camphor, 3-benzylidene-d,Examples include l-camphor, urocanic acid, ethyl urocanic acid, 2-phenyl-5-methylbenzoxazole, 2,2'-hydroxy-5-methylphenylbenzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, dibenzarazine, dianisioylmethane, 4-methoxy-4'-t-butyldibenzoylmethane, 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one, and 2,4,6-trianilino-p-(carbo-2'-ethylhexyl-1'-oxy)1,3,5-triazine.

[0194] Examples of the aqueous gelling agents mentioned above include natural water-soluble polymers, semi-synthetic water-soluble polymers, synthetic water-soluble polymers, and inorganic compounds.

[0195] Examples of the above-mentioned natural water-soluble polymers include plant-derived polymers such as Arabia gum, Tragacanth gum, Galactan, Guar gum, Carob gum, Karaya gum, Carrageenan, Locust bean gum, Tamarind gum, Pectin, Agar, Quince seed (Quince), Algae colloid (Quince extract), and Starch (Rice, Corn, Potato, Wheat); microbial polymers such as Xanthan gum, Dextran, Succinoglucan, and Pullulan; and animal-derived polymers such as Collagen, Casein, Albumin, and Gelatin.

[0196] Examples of the above-mentioned semi-synthesized water-soluble polymers include starch-based polymers such as carboxymethyl starch and methylhydroxypropyl starch; cellulosic polymers such as methylcellulose, nitrocellulose, methylhydroxypropylcellulose, sodium cellulose sulfate, hydroxypropylcellulose, carboxymethylcellulose, sodium carboxymethylcellulose, crystalline cellulose, and cellulose powder; and alginic acid-based polymers such as sodium alginate and propylene glycol alginate ester.

[0197] Examples of water-soluble polymers synthesized as described above include vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone, and carboxyvinyl polymer (Carbopol); polyoxyethylene polymers such as polyethylene glycol 20000, 40000, and 60000; acrylic polymers such as polyoxyethylene polyoxypropylene copolymer polymers, sodium polyacrylate, polyethyl acrylate, and polyacrylamide; polyethyleneimines; and cationic polymers.

[0198] Examples of the inorganic compounds mentioned above include bentonite, aluminum magnesium silicate (bee gum), laponite, hectorite, and anhydrous silicic acid.

[0199] Examples of the above-mentioned oily gelling agents include metal soaps such as organically modified bentonite, aluminum stearate, magnesium stearate, and zinc myristate; amino acid derivatives such as N-lauroyl-L-glutamic acid and α,γ-di-n-butylamine; dextrin fatty acid esters such as dextrin palmitate, dextrin stearate, and dextrin 2-ethylhexanoate palmitate; sucrose fatty acid esters such as sucrose palmitate and sucrose stearate; fructooligosaccharide fatty acid esters such as fructooligosaccharide stearate and fructooligosaccharide 2-ethylhexanoate; and benzylidene derivatives of sorbitol such as monobenzylidene sorbitol and dibenzylidene sorbitol.

[0200] Examples of the above-mentioned surfactants include synthetic surfactants such as anionic surfactants, cationic surfactants, amphoteric surfactants, lipophilic nonionic surfactants, and hydrophilic nonionic surfactants, as well as natural surfactants.

[0201] The above anionic surfactants include, for example, soap bases, fatty acid soaps such as sodium laurate and sodium palmitate; higher alkyl sulfate salts such as sodium lauryl sulfate and potassium lauryl sulfate; alkyl ether sulfate salts such as POE-lauryl sulfate triethanolamine and POE-sodium lauryl sulfate; N-acyl sarcosinates such as sodium lauroyl sarcosinate; higher fatty acid amide sulfonates such as sodium N-myristoyl-N-methyltaurate, sodium coconut oil fatty acid methyl taulide, and sodium lauryl methyl taulide; phosphate salts such as sodium POE-oleyl ether phosphate and POE-stearyl ether phosphate; sodium di-2-ethylhexyl sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate, etc. Examples include sulfosuccinates; alkylbenzene sulfonates such as linear dodecylbenzenesulfonate sodium, linear dodecylbenzenesulfonate triethanolamine, and linear dodecylbenzenesulfonate; N-acyl glutamates such as N-lauroyl glutamate monosodium, N-stearoyl glutamate disodium, and N-myristoyl-L-glutamate monosodium; higher fatty acid ester sulfates such as hydrogenated coconut oil fatty acid glycerin sulfate sodium; sulfurized oils such as belladonna oil; POE-alkyl ether carboxylic acids; POE-alkyl allyl ether carboxylic acid salts; α-olefin sulfonates; higher fatty acid ester sulfonates; secondary alcohol sulfates; higher fatty acid alkylolamide sulfates; sodium lauroyl monoethanolamide succinate; N-palmitoyl aspartate ditriethanolamine; and sodium caseinate.

[0202] Examples of the cationic surfactants mentioned above include alkyltrimethylammonium salts such as stearyltrimethylammonium chloride and lauryltrimethylammonium chloride; alkylpyridinium salts such as distearyldimethylammonium chloride dialkyldimethylammonium salt, poly(N,N'-dimethyl-3,5-methylenepiperidinium) chloride and cetylpyridinium chloride; alkylquaternary ammonium salts; alkyldimethylbenzylammonium salts; alkylisoquinolinium salts; dialkylmoriphonium salts; POE-alkylamines; alkylamine salts; polyamine fatty acid derivatives; amyl alcohol fatty acid derivatives; benzalkonium chloride; benzethonium chloride; and organically modified clay minerals such as organically modified montmorillonite.

[0203] Examples of the above amphoteric surfactants include imidazoline-based amphoteric surfactants such as 2-undecyl-N,N,N-(hydroxyethylcarboxymethyl)-2-imidazoline sodium and 2-cocoyl-2-imitazolinium hydroxide-1-carboxyethyloxy disodium salt; and betaine-based surfactants such as 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryldimethylaminoacetic acid betaine, alkyl betaine, amide betaine, and sulfobetaine.

[0204] The above lipophilic nonionic surfactants include, for example, sorbitan fatty acid esters such as sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate, sorbitan penta-2-ethylhexyl diglycerol sorbitan, sorbitan tetra-2-ethylhexyl diglycerol sorbitan; monocottonseed oil fatty acid glycerin, monoerucate glycerin, sesquioleate glycerin, monos Examples include glycerin fatty acid esters such as glyceryl thearate, glyceryl pyroglutamate α,α'-oleate, glyceryl monostearate, and glyceryl monooleate; polyglycerin fatty acid esters such as diglyceryl monoisostearate, diglyceryl diisostearate, diglyceryl condensed ricinoleate, and tetraglyceryl condensed ricinoleate; propylene glycol fatty acid esters such as propylene glycol monostearate; hydrogenated castor oil derivatives; and glycerin alkyl ethers.

[0205] The above hydrophilic nonionic surfactants include, for example, POE-sorbitan fatty acid esters such as POE-sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, and POE-sorbitan tetraoleate; POE-sorbitan fatty acid esters such as POE-sorbitan monolaurate, POE-sorbitan monooleate, POE-sorbitan pentaoleate, and POE-sorbitan monostearate; POE-glycerin fatty acid esters such as POE-glycerin monostearate, POE-glycerin monoisostearate, and POE-glycerin triisostearate; and POE-monoleate and POE-distearate. POE-fatty acid esters such as POE-rate, POE-monodiolate, and ethylene glycol distearate; POE-alkyl ethers such as POE-lauryl ether, POE-oleyl ether, POE-stearyl ether, POE-behenyl ether, POE-2-octyldodecyl ether, and POE-cholestanol ether; Pluronic-type ethers such as Pluronic (registered trademark), POE·POP-cetyl ether, POE·POP-2-decyltetradecyl ether, POE·POP-monobutyl ether, POE·POP-hydrogenated lanolin, and POE·POP-glycerin ether; and Tetronic-type ethers such as Tetronic. POE-tetraPOP-ethylenediamine condensates; POE-castor oil derivatives such as POE-castor oil, POE-hydrogenated castor oil, POE-hydrogenated castor oil monoisostearate, POE-hydrogenated castor oil triisostearate, POE-hydrogenated castor oil monopyloglutamic acid monoisostearate diester, and POE-hydrogenated castor oil maleic acid; POE-beeswax and lanolin derivatives such as POE-sorbitol beeswax; alkanolamides such as coconut oil fatty acid diethanolamide, lauric acid monoethanolamide, and fatty acid isopropanolamide;Examples include polyglycerin fatty acid esters such as POE-propylene glycol fatty acid esters, POE-alkylamines, POE-fatty acid amides, sucrose fatty acid esters, POE-nonylphenylformaldehyde condensate, alkylethoxydimethylamine oxide, trioleyl phosphate, polyglyceryl monolaurate, polyglyceryl monostearate, polyglyceryl monooleate, polyglyceryl distearate, and polyglyceryl dioleate; and modified silicones such as methylpolysiloxane / cetylmethylpolysiloxane / poly(oxyethylene / oxypropylene)methylpolysiloxane copolymers.

[0206] Examples of the above-mentioned natural surfactants include lecithins such as soybean phospholipids, hydrogenated soybean phospholipids, egg yolk phospholipids, and hydrogenated egg yolk phospholipids, as well as soybean saponins.

[0207] The above powders, pigments, or dyes include, for example, talc, kaolin, mica, sericite, muscovite, phlogopite, synthetic mica, red mica, biotite, thiamite, vermiculite, magnesium carbonate, calcium carbonate, aluminum silicate, barium silicate, calcium silicate, magnesium silicate, strontium silicate, tungstate metal salts, magnesium, silica, zeolite, barium sulfate, calcined calcium sulfate (calcined gypsum), calcium phosphate, fluorapatite, hydroxyapatite, ceramic powder, and gold. Inorganic powders such as ammonium soaps (zinc myristate, calcium palmitate, aluminum stearate), boron nitride, polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene powder, styrene-acrylic acid copolymer resin powder, benzoguanamine resin powder, polytetrafluoroethylene powder, cellulose powder, and other organic powders; inorganic white pigments such as titanium dioxide and zinc oxide; inorganic red pigments such as iron oxide (red iron oxide) and iron titanate; inorganic brown pigments such as iron oxide; inorganic yellow pigments such as yellow iron oxide and yellow ochre. Inorganic black pigments such as black iron oxide, carbon black, and lower titanium oxide; Inorganic purple pigments such as mango violet and cobalt violet; Inorganic green pigments such as chromium oxide, chromium hydroxide, and cobalt titanate; Inorganic blue pigments such as ultramarine and Prussian blue; Pearl pigments such as titanium dioxide-coated mica, titanium dioxide-coated bismuth oxychloride, titanium dioxide-coated talc, colored titanium dioxide-coated mica, bismuth oxychloride, and fish scale foil; Metal powder pigments such as aluminum powder and copper powder; Red No. 201, Red No. 202 Examples include organic pigments such as Red No. 204, Red No. 205, Red No. 220, Red No. 226, Red No. 228, Red No. 405, Orange No. 203, Orange No. 204, Yellow No. 205, Yellow No. 401, and Blue No. 404; organic pigments such as zirconium, barium, or aluminum lake, such as Red No. 3, Red No. 104, Red No. 106, Red No. 227, Red No. 230, Red No. 401, Red No. 505, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Green No. 3, and Blue No. 1; and natural pigments such as chlorophyll and β-carotene.

[0208] Examples of the alcohols mentioned above include monools and polyols.

[0209] Examples of the above monools include methanol, ethanol, propanol, isopropanol, isobutyl alcohol, and t-butyl alcohol. Note that the higher alcohols exemplified in the above oily components are not included in these monools.

[0210] The above polyols include, for example, dihydric alcohols such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, and octylene glycol; trihydric alcohols such as glycerin, trimethylolpropane, and 1,2,6-hexanetriol; tetrahydric alcohols such as pentaerythritol; pentahydric alcohols such as xylitol; hexahydric alcohols such as sorbitol and mannitol; polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, and polyglycerin; ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, and ethylene glycol monomethyl ether. Divalent alcohol alkyl ethers such as ethylene glycol mono-2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, and ethylene glycol dibutyl ether; divalent alcohol alkyl ethers such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, and dipropylene glycol butyl ether;Dihydric alcohol ether esters such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diazibate, ethylene glycol disuccinate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc. Examples include glycerol monoalkyl ethers such as glycerol, ceracyl alcohol, and batyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch-derived sugars, maltose, xylitol, and starch-derived sugar-reduced alcohols; and glycerol monoalkyl ethers such as glycerol monoalkyl ethers, ceracyl alcohol, and batyl alcohol; and sugar alcohols such as glycerol monoalkyl ethers, ceracyl alcohol, and batyl alcohol.

[0211] The above-mentioned fragrances include, for example, natural fragrances and synthetic fragrances. The above-mentioned natural fragrances include, for example, plant-derived fragrances isolated from flowers, leaves, wood, fruit peels, etc., and animal-derived fragrances such as musk and civet. The above-mentioned synthetic fragrances include, for example, hydrocarbons such as monoterpenes, alcohols such as aliphatic alcohols and aromatic alcohols, aldehydes such as terpene aldehydes and aromatic aldehydes, ketones such as alicyclic ketones, esters such as terpene esters, lactones, phenols, oxides, nitrogen-containing compounds, acetals, etc.

[0212] Examples of the pH adjusting agents mentioned above include lactic acid, citric acid, glycolic acid, succinic acid, tartaric acid, dl-malic acid, potassium carbonate, sodium bicarbonate, and ammonium bicarbonate.

[0213] Examples of the chelating agents mentioned above include alanine, sodium edetate, sodium polyphosphate, sodium metaphosphate, phosphoric acid, diacetic aspartate, and ethylenediamine disuccinic acid.

[0214] Examples of the cooling agents mentioned above include L-menthol and camphor.

[0215] Examples of the above anti-inflammatory agents include allantoin, glycyrrhizic acid and its salts, glycyrrhetinic acid and stearyl glycyrrhetinate, tranexamic acid, and azulene.

[0216] The above-mentioned skin-beautifying ingredients include, for example, whitening agents such as vitamin C derivatives, hydroquinone, tranexamic acid, arbutin, phenylethyl resorcinol, kojic acid, and plant extracts; cell activators such as royal jelly, photosensitizers, cholesterol derivatives, and calf blood extracts; skin roughness improving agents; blood circulation promoting agents such as nonylic acid vanenylamide, benzyl nicotinate, β-butoxyethyl nicotinate, capsaicin, gingerol, cantharis tincture, ichthammol, caffeine, tannic acid, α-borneol, tocopherol nicotinate, inositol hexanicotinate, cyclandelate, cinnarizine, trazoline, acetylcholine, verapamil, cepharanthine, and γ-oryzanol; skin astringents such as zinc oxide and tannic acid; and anti-seborrheic agents such as sulfur and thianthol.

[0217] The above vitamins include, for example, vitamin A derivatives such as vitamin A oil, retinol, retinyl acetate, and retinyl palmitate; vitamin B2 derivatives such as riboflavin, riboflavin butyrate, and flavin adenine nucleotide; vitamin B6 derivatives such as pyridoxine hydrochloride, pyridoxine dioctanoate, and pyridoxine tripalmitate; vitamin B derivatives such as vitamin B12 and its derivatives; vitamin B derivatives such as vitamin B15 and its derivatives; L-ascorbic acid, L-ascorbic acid dipalmitate, L-ascorbic acid-2-sulfate sodium, and L-ascorbic acid phosphate dipotassium Examples include vitamin C compounds such as 1336-366, vitamin D compounds such as ergocalciferol and cholecalciferol, vitamin E compounds such as α-tocopherol, β-tocopherol, γ-tocopherol, dl-α-tocopherol acetate, dl-α-tocopherol nicotinate, and dl-α-tocopherol succinate; nicotinic acid compounds such as nicotinic acid, benzyl nicotinate, and nicotinamide; vitamin H, vitamin P, calcium pantothenate, D-pantothenyl alcohol, pantothenyl ethyl ether, acetylpantothenyl ethyl ether, and biotin.

[0218] Examples of the above amino acids include glycine, valine, leucine, isoleucine, serine, threonine, phenylalanine, arginine, lysine, aspartic acid, glutamic acid, cystine, cysteine, methionine, and tryptophan.

[0219] The amount of the gelling agent in the above cosmetic composition is not particularly limited. The amount of the gelling agent is appropriately determined according to the type of oily component and the specific use of the cosmetic composition, and the desired degree of thickening and gelling. For example, the amount of the gelling agent per 100 parts by mass of the oily component may be 30 parts by mass, 29 parts by mass, 28 parts by mass, 27 parts by mass, 26 parts by mass, 25 parts by mass, 24 parts by mass, 23 parts by mass, 22 parts by mass, 21 parts by mass, 20 parts by mass, 19 parts by mass, 18 parts by mass, 17 parts by mass, 16 parts by mass, 15 parts by mass, 14 parts by mass, 13 parts by mass, 12 parts by mass, 11 parts by mass, 10 parts by mass, 9 parts by mass, 8 parts by mass, 7 parts by mass, Examples of the amount include 6 parts by mass, 5 parts by mass, 4 parts by mass, 3 parts by mass, 2 parts by mass, 1 part by mass, 0.9 parts by mass, 0.8 parts by mass, 0.7 parts by mass, 0.6 parts by mass, 0.5 parts by mass, 0.4 parts by mass, 0.3 parts by mass, 0.2 parts by mass, 0.1 parts by mass, 0.09 parts by mass, 0.08 parts by mass, 0.07 parts by mass, 0.06 parts by mass, 0.05 parts by mass, 0.04 parts by mass, 0.03 parts by mass, 0.02 parts by mass, 0.01 parts by mass, etc. In one embodiment, the content of the gelling agent is preferably about 0.01 to 30 parts by mass, and more preferably about 0.1 to 10 parts by mass, per 100 parts by mass of the oily component, in order to have excellent gelling ability for the oily component.

[0220] Furthermore, the above cosmetic composition may also be a composition containing the above gel-like composition. In this case, the above cosmetic composition may optionally contain the above additives, as long as it does not impair the effects of the present disclosure.

[0221] In the above cosmetic composition, the oily component contained in the gel-like composition is not particularly limited. In one embodiment, the oily component contained in the gel-like composition in the above cosmetic composition is preferably liquid oils and fats, solid oils and fats, waxes, hydrocarbon oils, synthetic ester oils, essential oils, etc., from the viewpoint of excellent gelling ability, and more preferably liquid oils and fats, hydrocarbon oils, and synthetic ester oils.

[0222] The content of the gel-like composition in the above cosmetic composition is not particularly limited. The content of the gel-like composition is appropriately determined according to the specific use of the cosmetic composition. In one embodiment, the content of the gel-like composition is preferably about 5 to 100 parts by mass, and more preferably about 50 to 100 parts by mass, per 100 parts by mass of the cosmetic composition.

[0223] (Method of manufacturing cosmetics) The method for producing the above cosmetic composition is not particularly limited as long as it involves mixing the above gelling agent, the above oily component, and the above additives as needed, and various known methods can be employed. Specifically, for example, a method can be used in which the above gelling agent, the above oily component, and the above additives as needed are mixed at room temperature (25°C) or under heating at 50 to 100°C for 10 minutes to 5 hours. In the above method for producing the cosmetic composition, when the mixture is mixed under heating, the oily component thickens or gels upon cooling after mixing.

[0224] If the above cosmetic composition contains the above gel-like composition, the method for producing the above cosmetic composition includes using the above gel-like composition as is, or mixing the above gel-like composition with the above additive as needed. The method for mixing the above gel-like composition with the above additive is not particularly limited, and various known methods can be used.

[0225] The form of the above-mentioned cosmetic is not particularly limited. Examples of the form of the above-mentioned cosmetic include cream, gel, liquid, emulsion, solid, multilayer, etc.

[0226] The uses of the above-mentioned cosmetics are not particularly limited. Examples of uses of the above-mentioned cosmetics include lip cosmetics such as lipstick, lip gloss, and lip balm; foundations such as oil-based foundation, water-in-oil and oil-in-water emulsion liquid foundations; makeup cosmetics such as eye color, eyeliner, and mascara; nail care products such as nail polish and nail coat; hair care products such as shampoo, rinse, conditioner, and hair pack; hair styling products such as hair wax, hair liquid, hair oil, and hair cream; skin care cosmetics such as cleansing cream, cleansing gel, facial wash, lotion, cream, serum, beauty oil, and pack; sunscreen, moisturizer, antiperspirant, whitening agent, anti-aging agent, and anti-wrinkle agent.

[0227] [Topical preparations] This disclosure relates to a topical preparation comprising the above-mentioned gelling agent and oily component.

[0228] In the above topical preparation, the oily component is not particularly limited. In the above topical preparation, the oily component is, for example, those described above in connection with the disclosure of the gelling agent. In the above topical preparation, the gelling agent may be used alone or in combination of two or more types. In the above topical preparation, the oily component may be used alone or in combination of two or more types.

[0229] In one embodiment, the oily component in the above-mentioned topical preparation is preferably a liquid oil, solid oil, wax, hydrocarbon oil, synthetic ester oil, or essential oil, due to its excellent gelling ability, and more preferably a liquid oil, hydrocarbon oil, or synthetic ester oil.

[0230] (Additives) In one embodiment, the topical preparation may optionally contain various known additives, provided that the effects of the present disclosure are not impaired. The additives are not particularly limited to any known components or additives commonly used in topical preparations. Examples of additives include those described above in connection with the disclosure of the cosmetic composition. One additive may be used alone, or two or more may be used in combination.

[0231] The amount of the gelling agent in the above-mentioned topical preparation is not particularly limited. The amount of the gelling agent is appropriately determined according to the type of oily component and the specific use of the topical preparation, and the desired degree of thickening and gelling. For example, the amount of the gelling agent per 100 parts by mass of the oily component may be 30 parts by mass, 29 parts by mass, 28 parts by mass, 27 parts by mass, 26 parts by mass, 25 parts by mass, 24 parts by mass, 23 parts by mass, 22 parts by mass, 21 parts by mass, 20 parts by mass, 19 parts by mass, 18 parts by mass, 17 parts by mass, 16 parts by mass, 15 parts by mass, 14 parts by mass, 13 parts by mass, 12 parts by mass, 11 parts by mass, 10 parts by mass, 9 parts by mass, 8 parts by mass, 7 parts by mass, Examples of the amount include 6 parts by mass, 5 parts by mass, 4 parts by mass, 3 parts by mass, 2 parts by mass, 1 part by mass, 0.9 parts by mass, 0.8 parts by mass, 0.7 parts by mass, 0.6 parts by mass, 0.5 parts by mass, 0.4 parts by mass, 0.3 parts by mass, 0.2 parts by mass, 0.1 parts by mass, 0.09 parts by mass, 0.08 parts by mass, 0.07 parts by mass, 0.06 parts by mass, 0.05 parts by mass, 0.04 parts by mass, 0.03 parts by mass, 0.02 parts by mass, 0.01 parts by mass, etc. In one embodiment, the content of the gelling agent is preferably about 0.01 to 30 parts by mass, and more preferably about 0.1 to 10 parts by mass, per 100 parts by mass of the oily component, in order to have excellent gelling ability for the oily component.

[0232] Furthermore, the topical preparation may also be a composition containing the gel-like composition. In this case, the topical preparation may optionally contain the additive, as long as it does not impair the effects of the present disclosure.

[0233] In the above-mentioned topical preparation, the oily component contained in the gel-like composition is not particularly limited. In one embodiment, the oily component contained in the gel-like composition in the above-mentioned topical preparation is preferably a liquid oil, solid oil, wax, hydrocarbon oil, synthetic ester oil, essential oil, etc., from the viewpoint of excellent gelling ability, and more preferably a liquid oil, hydrocarbon oil, or synthetic ester oil.

[0234] The content of the above gel-like composition in the above external preparation is not particularly limited. The content of the above gel-like composition is appropriately determined according to the specific use of the external preparation. In one embodiment, the content of the above gel-like composition is preferably about 5 to 100 parts by mass, more preferably about 50 to 100 parts by mass, based on 100 parts by mass of the external preparation.

[0235] (Method for producing an external preparation) The method for producing the above external preparation is not particularly limited as long as it is a method of mixing the above gelling agent, the above oily component, and, if necessary, the above additives, and various known methods can be employed. Specifically, for example, a method of mixing the above gelling agent, the above oily component, and, if necessary, the above additives at room temperature (25°C) or under heating at 50 to 100°C for 10 minutes to 5 hours can be mentioned. In the method for producing the above external preparation, when mixing under heating, thickening or gelling of the oily component occurs by cooling after mixing.

[0236] When the above external preparation contains the above gel-like composition, examples of the method for producing the above external preparation include a method of using the above gel-like composition as it is, or a method of mixing the above gel-like composition and, if necessary, the above additives. The method for mixing the above gel-like composition and the above additives is not particularly limited, and various known methods can be employed.

[0237] The form of the above external preparation is not particularly limited. Examples of the form of the above external preparation include cream-like, gel-like, liquid, emulsion-like, solid, multi-layered, etc.

[0238] The use of the above external preparation is not particularly limited. Examples of the use of the above external preparation include suppositories, oil-in-water and water-in-oil emulsified skin external preparations, lipid preparations, liposome preparations, etc.

Examples

[0239] Hereinafter, the present invention will be specifically described through examples and comparative examples. However, the above description and the following examples are not described for the purpose of limiting the present invention. The present invention is limited only by the scope of the claims. In the examples, "parts" and "%" are based on mass unless otherwise specified.

[0240] <Production of Rosins (A)> Production Example 1 Into a reaction vessel equipped with a stirrer, a cooling pipe, and a nitrogen inlet pipe, 1,000 parts of Chinese gum rosin and 0.3 parts of 5% palladium carbon as a catalyst were added, and the disproportionation reaction was carried out by stirring at 280 °C for 4 hours under a nitrogen seal to obtain disproportionated rosin.

[0241] Production Example 2 200 parts of Chinese gum rosin and 1.0 part of 5% palladium carbon as a catalyst were charged into a 1 L shaking autoclave. After removing the oxygen in the system, the system was pressurized to 50 kg / cm2 with hydrogen and heated to 260 °C, and the hydrogenation reaction was carried out by stirring at the same temperature for 3 hours to obtain hydrogenated rosin.

[0242] Production Example 3 300 parts of commercially available abietic acid (Kanto Chemical, melting point 172 - 175 °C), 500 parts of cyclohexane, and 15 parts of nickel kieselguhr catalyst N-113 (JGC Corporation) as a catalyst were charged into an autoclave. After hydrogen substitution, the pressure was increased to 10 MPa and reacted at 250 °C for 5 hours. After the reaction was completed, it was cooled, the hydrogen was blown off, and then the catalyst was removed by filtration. The obtained crude tetrahydroabietic acid was concentrated, recrystallized twice in acetone, and dried under reduced pressure. The purity of the obtained tetrahydroabietic acid was 97%.

[0243] [Production of Gelating Agent] Example 1 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of disproportionated rosin obtained in Production Example 1 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 17.3 parts of trans-1,2-cyclohexanediamine ((1S,2S)-trans-1,2-cyclohexanediamine 50% by mass, (1R,2R)-trans-1,2-cyclohexanediamine 50% by mass), which had been previously dissolved in 50 parts of acetone, were added dropwise over 30 minutes. After that, stirring was continued for another 30 minutes, and the precipitated solid was filtered off and dried to obtain the diamine salt.

[0244] Example 2 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of rosin hydride obtained in Production Example 2 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 17.3 parts of trans-1,2-cyclohexanediamine ((1S,2S)-trans-1,2-cyclohexanediamine 50% by mass, (1R,2R)-trans-1,2-cyclohexanediamine 50% by mass), which had been previously dissolved in 50 parts of acetone, were added dropwise over 30 minutes. After that, stirring was continued for another 30 minutes, and the precipitated solid was filtered off and dried to obtain the diamine salt.

[0245] Example 3 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of rosin hydride obtained in Production Example 2 and 300 parts of dehydrated DMF were charged and completely dissolved under a nitrogen atmosphere. Then, 59.96 parts of the condensation catalyst EDC·HCl and 9.18 parts of DMAP were added, and 18.75 parts of trans-1,2-cyclohexanediamine ((1S,2S)-trans-1,2-cyclohexanediamine 50% by mass, (1R,2R)-trans-1,2-cyclohexanediamine 50% by mass) were added dropwise over 30 minutes. After that, stirring was continued for another 30 minutes, and the DMF was removed by distillation. Toluene was added and liquid-liquid was removed, and after distillation of the toluene, the mixture was vacuum-dried to obtain the diamide.

[0246] Example 4 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of rosin hydride obtained in Production Example 2 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 17.3 parts of (1S,2S)-trans-1,2-cyclohexanediamine, which had been pre-dissolved in 50 parts of acetone, were added dropwise over 30 minutes. After stirring for another 30 minutes, the precipitated solid was filtered off and dried to obtain the diamine salt.

[0247] Example 5 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of rosin hydride obtained in Production Example 2 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 43.1 parts of (S)-2,2′-diamino-1,1′-binaphthyl, which had been pre-dissolved in 130 parts of acetone, were added dropwise over 30 minutes. After that, the mixture was stirred for another 30 minutes, and the precipitated solid was filtered off and dried to obtain the diamine salt.

[0248] Example 6 In a reaction vessel equipped with a stirrer, condenser, and nitrogen inlet, 100 parts of rosin hydride obtained in Production Example 2 and 300 parts of dehydrated DMF were charged and completely dissolved under a nitrogen atmosphere. Then, 59.96 parts of the condensation catalyst EDC·HCl and 9.18 parts of DMAP were added, and 43.1 parts of (S)-2,2′-diamino-1,1′-binaphthyl were added dropwise over 30 minutes. After that, stirring was continued for another 30 minutes, and the DMF was removed by distillation. Toluene was added and liquid-liquid was removed, and after the toluene was removed by distillation, the mixture was vacuum-dried to obtain the diamide.

[0249] Example 7 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of tetrahydroabietic acid obtained in Production Example 3 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 17.3 parts of trans-1,2-cyclohexanediamine ((1S,2S)-trans-1,2-cyclohexanediamine 50% by mass, (1R,2R)-trans-1,2-cyclohexanediamine 50% by mass), which had been previously dissolved in 50 parts of acetone, were added dropwise over 30 minutes. After that, stirring was continued for another 30 minutes, and the precipitated solid was filtered off and dried to obtain the diamine salt.

[0250] Comparative Example 1 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of disproportionated rosin obtained in Production Example 1 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 17.6 parts of hexamethylenediamine, which had been previously dissolved in 50 parts of acetone, were added dropwise over 30 minutes. After stirring for another 30 minutes, the precipitated solid was filtered off and dried to obtain the diamine salt.

[0251] Comparative Example 2 In a reaction vessel equipped with a stirrer, condenser, and nitrogen inlet, 100 parts lauric acid and 800 parts acetone were charged and completely dissolved under a nitrogen stream, and then the mixture was dissolved in 85 parts acetone beforehand. 28.5 parts of trans-1,2-cyclohexanediamine (50% by mass of (1S,2S)-trans-1,2-cyclohexanediamine and 50% by mass of (1R,2R)-trans-1,2-cyclohexanediamine) were added dropwise over 30 minutes. The mixture was then stirred for another 30 minutes, the acetone was removed by distillation, and the mixture was vacuum-dried to obtain the diamine salt.

[0252] Comparative Example 3 In a reaction vessel equipped with a stirrer, a condenser, and a nitrogen inlet, 100 parts of rosin hydride obtained in Production Example 2 and 400 parts of acetone were charged and completely dissolved under a nitrogen atmosphere. Then, 15.3 parts of dissolved hexylamine, which had been pre-dissolved in 50 parts of acetone, were added dropwise over 30 minutes. The mixture was then stirred for another 30 minutes. After removing the acetone by distillation and vacuum drying, the monoamine salt was obtained.

[0253] Comparative Example 4 A reaction vessel equipped with a stirring device, a cooling pipe, and a nitrogen introduction pipe was charged with 100 parts of hydrogenated rosin obtained in Production Example 2 and 400 parts of acetone. After completely dissolving under a nitrogen stream, 17.3 parts of 1,2-cyclohexanediamine (50% by mass of trans-1,2-cyclohexanediamine and 50% by mass of cis-1,2-cyclohexanediamine) previously dissolved in 50 parts of acetone was added dropwise over 30 minutes. Thereafter, stirring was continued for another 30 minutes, and the precipitated solid was filtered off and dried to obtain a diamine salt.

[0254] (Gelation test) A reaction vessel equipped with a stirring device and a cooling pipe was charged with 1 part of the gelling agent (diamine salt, diamide, monoamine salt) of each Example and Comparative Example and 20 parts of isododecane, and stirred at 80 °C for 30 minutes. After confirming the dissolution of the gelling agent, it was slowly cooled to room temperature, and the form after 8 hours from the start of cooling was observed, and the gelling ability with respect to isododecane was evaluated according to the following criteria. The results are shown in Table 1. ◎: A gel without fluidity was formed within 1 hour 〇: A gel without fluidity was formed within 8 hours △: A gel with fluidity was formed within 8 hours ×: Gelation did not occur even after 8 hours

[0255]

Table 1

[0256] (Gelation test) A reaction vessel equipped with a stirring device and a cooling pipe was charged with 1 part of the gelling agent (diamine salt, diamide, monoamine salt) of each Example and Comparative Example and 20 parts of cetyl ethylhexanoate, and stirred at 80 °C for 30 minutes. After confirming the dissolution of the gelling agent, it was slowly cooled to room temperature, and the form after 8 hours from the start of cooling was observed, and the gelling ability with respect to cetyl ethylhexanoate was evaluated according to the following criteria. The results are shown in Table 2. ◎: A gel without fluidity was formed within 1 hour 〇: A gel without fluidity was formed within 8 hours △: Formed a fluid gel within 8 hours. ×: Did not gel even after 8 hours.

[0257] [Table 2]

[0258] (Gellation test) One part of the gelling agent (diamine salt, diamide, monoamine salt) for each example and comparative example, and 20 parts of olive oil were charged into a reaction vessel equipped with a stirrer and a condenser, and the mixture was stirred at 80°C for 30 minutes. After confirming the dissolution of the gelling agent, the mixture was slowly cooled to room temperature, and the morphology was observed 8 hours after the start of cooling. The gelling ability of the mixture to olive oil was evaluated according to the following criteria. The results are shown in Table 3. ◎: Formed a non-fluid gel within 1 hour. ○: Formed a non-fluid gel within 8 hours. △: Formed a fluid gel within 8 hours. ×: Did not gel even after 8 hours.

[0259] [Table 3]

Claims

1. A gelling agent comprising a reaction product of rosins (A) and optically active diamines (B), The optically active diamine (B) is a diamine (B1) in which the amino group is bonded to an asymmetric carbon, or It is a diamine (B2) in which the amino group is bonded to a cyclic structure having an asymmetric axis. Gelling agent.

2. The gelling agent according to claim 1, wherein component (A) comprises at least one selected from the group consisting of hydrogenated rosin, disproportionated rosin, tetrahydroabietic acid, dehydroabietic acid, and dihydroabietic acid.

3. The gelling agent according to claim 1, wherein component (B1) is a diamine in which an amino group is bonded to an alicyclic structure and the stereochemistry of the two amino groups is trans.

4. A method for gelling an oily component, comprising mixing the gelling agent described in any one of claims 1 to 3 with the oily component to gel the oily component.

5. A gel-like composition comprising a gelling agent according to any one of claims 1 to 3 and an oily component.

6. A cosmetic comprising the gel-like composition described in claim 5.

7. A cosmetic composition comprising a gelling agent according to any one of claims 1 to 3, and an oily component.

8. A topical preparation comprising the gel-like composition described in claim 5.

9. A topical preparation comprising a gelling agent according to any one of claims 1 to 3, and an oily component.

Citation Information

Patent Citations

  • Thickener

    JP2020059834A