WO2019188625A1 - Cosmetic - Google Patents

Cosmetic Download PDF

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Publication number
WO2019188625A1
WO2019188625A1 PCT/JP2019/011609 JP2019011609W WO2019188625A1 WO 2019188625 A1 WO2019188625 A1 WO 2019188625A1 JP 2019011609 W JP2019011609 W JP 2019011609W WO 2019188625 A1 WO2019188625 A1 WO 2019188625A1
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WO
WIPO (PCT)
Prior art keywords
cosmetic
oil
weight
thickener
group
Prior art date
Application number
PCT/JP2019/011609
Other languages
French (fr)
Japanese (ja)
Inventor
鈴木陽二
坂西裕一
Original Assignee
株式会社ダイセル
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 株式会社ダイセル filed Critical 株式会社ダイセル
Priority to JP2020510761A priority Critical patent/JPWO2019188625A1/en
Publication of WO2019188625A1 publication Critical patent/WO2019188625A1/en

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42—Amides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02—Preparations containing skin colorants, e.g. pigments
    • A61Q1/10—Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin

Definitions

  • the present invention relates to a cosmetic which is an oily or aqueous cosmetic, in particular a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
  • a cosmetic which is an oily or aqueous cosmetic, in particular a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
  • (Oil) cosmetics such as lipstick, lip balm, lip gloss, blusher, foundation, foundation cosmetic, mascara, eyebrow, etc. have good adhesion to the skin, eyelashes or eyebrows for the purpose of improving makeup Yes
  • solid oils such as beeswax, carnauba wax, candelilla wax, and paraffin wax, which can impart water resistance and sebum resistance by application to the skin, eyelashes, or eyebrows, are blended.
  • the coating film becomes cloudy and has a matte texture, resulting in a problem that glossiness cannot be obtained and spreadability is deteriorated.
  • sunscreen cosmetics that protect the skin from UV rays generally contain UV protection agents such as UV absorbers and UV scattering agents and liquid oils (see Patent Documents 1 to 3). These UV protection agents are prone to agglomerate, and if an amount for obtaining a sufficient UV protection effect is blended, there is a problem that when the UV protection agent agglomerates and is applied, white floating occurs or spreadability deteriorates. It was. Moreover, after application
  • the present inventors have added a thickening agent to a liquid oily agent instead of a solid oily agent or a liquid oily agent, and use a thickened agent.
  • a thickening agent to a liquid oily agent instead of a solid oily agent or a liquid oily agent, and use a thickened agent.
  • JP-A-2009-155592 discloses 1,2,3-propanetricarboxylic acid tris (2-methylcyclohexylamide) as a gelling agent (thickening agent) for hydrophilic or lipophilic compounds.
  • this compound is difficult to dissolve in a liquid oil agent, and it is difficult to use it as a thickener for a liquid oil agent. That is, it has been found that it is difficult to use conventional thickeners (gelling agents) in cosmetics together with liquid oils.
  • an object of the present invention is to use a liquid oil agent with a thickener added, thereby being excellent in dispersion stability, adhesion to the skin, eyelashes or eyebrows, and spreadability, and the skin, eyelashes or eyebrows. It is an object of the present invention to provide a cosmetic that can give a long-lasting glossy feeling or moist feeling by applying to the skin.
  • the compound represented by the following formula (1) increases the viscosity of an oil agent to an arbitrary viscosity and stably maintains the viscosity.
  • Cosmetics containing an oil agent moderately thickened by the above-mentioned compounds have excellent dispersion stability, adhesion to the skin, eyelashes, or eyebrows, and spreadability, and are applied to the skin, eyelashes, or eyebrows. It has been found that a feeling or moist feeling can be imparted, and the glossiness or moist feeling can be maintained for a long time. The present invention has been completed based on these findings.
  • this invention is cosmetics containing a thickener (A) and an oil agent (B), Comprising: As a thickener (A), following formula (1) (Wherein R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms, and R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms. R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group, and R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms.
  • R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
  • the compound represented by the formula (1) is contained in an amount of 0.5 to 35.0% by weight based on the sum of the contents of the thickener (A) and the oil (B), and the oil (B) is added to the thickener (A ) And oil agent (B), and a cosmetic comprising 65.0 to 99.5% by weight based on the sum of the contents of oil agent (B).
  • the oil agent (B) is preferably a polar oil or a nonpolar oil.
  • the sum of the contents of the thickener (A) and the oil (B) is preferably 10.0% by weight or more based on the total amount of the cosmetic.
  • the cosmetic of the present invention is preferably a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
  • the cosmetic of the present invention contains an oil agent that is thickened by the compound represented by the above formula (1) and has an appropriate viscosity and the viscosity is stably maintained, the skin, eyelashes, or eyebrows It has excellent adhesion to the skin and spreadability, and can be applied to skin, eyelashes, or eyebrows to give it a glossy or moist feeling, and can maintain the glossy or moist feeling for a long time. Therefore, the cosmetics of the present invention can be suitably used as makeup cosmetics, eyelash or eyebrow cosmetics, oil-in-water base cosmetics, sunscreen cosmetics, or the like. Further, when the cosmetic is a sunscreen cosmetic and contains additives such as an ultraviolet protection agent, the dispersion stability of these additives is excellent.
  • the cosmetic of the present invention contains a thickener (A) and an oil agent (B).
  • the cosmetic of the present invention includes a thickener (A), an oil agent (B), and other components (C) described later as optional components.
  • the mixture of the thickener (A) and the oil agent (B) may be particularly referred to as “oil composition”.
  • This oil composition is a mixture of a thickener (A) and an oil agent (B), and particularly means a form in which the oil agent is thickened and stabilized (gelled) by the thickener.
  • the combination of the thickener (A) and the oil agent (B) may be a combination in which the thickener (A) and the oil agent (B) are compatible, and the combination is not particularly limited.
  • the concept of the cosmetic of the present invention includes both oily and aqueous cosmetics, but does not include cleansing cosmetics and hair oils (hair cosmetics).
  • the thickener (A) in the cosmetic of the present invention contains a compound represented by the following formula (1) (hereinafter sometimes referred to as “compound (1)”).
  • the cosmetic of the present invention contains 0.5 to 35.0% by weight of the compound (1) with respect to the sum of the contents of the thickener (A) and the oil (B).
  • the “thickening agent” in the cosmetic of the present invention is a concept including not only a thickening agent that imparts viscosity, but also a gelling agent that gels and a stabilizer that uniformly stabilizes the components of the composition. It is.
  • R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms
  • R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms
  • R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group
  • R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms.
  • R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
  • Examples of the monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms of R 1 include decyl group, lauryl group, myristyl group, pentadecyl group, stearyl group, palmityl group, nonadecyl group, eicosyl group, and behenyl.
  • a linear alkyl group such as a group; a linear alkynyl group such as a decenyl group, a pentadecenyl group, an oleyl group, and an eicocenyl group; and a linear alkynyl group such as a pentadecynyl group, an octadecynyl group, and a nonadecynyl group.
  • R 1 is a monovalent linear aliphatic hydrocarbon group having 14 to 25 carbon atoms (in terms of excellent thickening effect of a fluid organic substance (for example, the oil agent (B) in the present invention)). Particularly preferred is an alkyl group having 14 to 25 carbon atoms, and particularly preferred is a monovalent linear aliphatic hydrocarbon group having 18 to 21 carbon atoms (particularly preferred is an alkyl group having 18 to 21 carbon atoms). It is.
  • Examples of the divalent aliphatic hydrocarbon group having 2, 4, 6, or 8 carbon atoms in R 2 and R 3 include an ethylene group, an n-butylene group, an n-hexylene group, and an n-octylene group. .
  • Examples of the divalent alicyclic hydrocarbon group having 6 carbon atoms in R 2 and R 3 include a 1,4-cyclohexylene group, a 1,3-cyclohexylene group, and a 1,2-cyclohexylene group. .
  • Examples of the divalent aromatic hydrocarbon group in R 2 and R 3 include arylene groups having 6 to 10 carbon atoms such as 1,4-phenylene group, 1,3-phenylene group, and 1,2-phenylene group. Can be mentioned.
  • a divalent aliphatic hydrocarbon group having 2, 4, 6 carbon atoms (particularly preferably, a linear alkylene group) is preferable because it is excellent in the thickening effect of the fluid organic substance.
  • a divalent aliphatic hydrocarbon group having 2 or 4 carbon atoms (particularly preferably a linear alkylene group)
  • most preferably a divalent aliphatic hydrocarbon group having 2 carbon atoms (particularly, Preferably, it is a linear alkylene group.
  • R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms, and among them, a linear or branched alkylene group is preferable and particularly preferable because it is excellent in the thickening effect of a fluid organic substance. Is a linear alkylene group.
  • R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms.
  • a divalent aliphatic hydrocarbon group having 1 to 7 carbon atoms is more preferable because it is excellent in the thickening effect of the fluid organic substance.
  • Aliphatic hydrocarbon group particularly preferably a divalent aliphatic hydrocarbon group having 3 to 7 carbon atoms, most preferably a divalent aliphatic hydrocarbon group having 3 to 6 carbon atoms, particularly preferably 3 to 5 carbon atoms
  • These are divalent aliphatic hydrocarbon groups.
  • R 4 is preferably a linear or branched alkylene group having 1 to 8 carbon atoms, more preferably a linear alkylene group having 1 to 7 carbon atoms, particularly preferably a straight chain having 3 to 7 carbon atoms.
  • a linear alkylene group most preferably a linear alkylene group having 3 to 6 carbon atoms, particularly preferably a linear alkylene group having 3 to 5 carbon atoms.
  • Examples of the monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms in R 5 and R 6 include a straight or branched chain having 1 to 3 carbon atoms such as a methyl group, an ethyl group, a propyl group, and an isopropyl group.
  • hydroxyalkyl ether group in R 5 and R 6 examples include mono- or dihydroxy C 1-3 alkyl ether groups such as 2-hydroxyethoxy group, 2-hydroxypropoxy group, and 2,3-dihydroxypropoxy group. .
  • R 5 and R 6 are the same or different and are preferably monovalent aliphatic hydrocarbon groups having 1 to 3 carbon atoms, more preferably linear or branched alkyl groups having 1 to 3 carbon atoms. Group, particularly preferably a linear alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group.
  • the compound (1) among them, compounds represented by the following formulas (1-1) to (1-9) are preferable from the viewpoint of excellent solubility of the fluid organic substance. Moreover, the said compound is preferable also at the point which can carry out a thickening stabilization, maintaining the transparency, when the said fluid organic substance is transparent to a fluid organic substance.
  • a compound represented by the following formula (2) (hereinafter sometimes referred to as “compound (2)”) is useful as a precursor of the compound represented by the above formula (1).
  • Compound (1) can be produced, for example, by oxidizing compound (2).
  • R 1 to R 6 and L 1 to L 3 in the above formula (2) are the same as those in the compound represented by the above formula (1) (compound (1)).
  • the compound (2) includes a compound represented by the following formula (3) (hereinafter sometimes referred to as “compound (3)”) and a compound represented by the following formula (4) (hereinafter referred to as “compound (3)”). 4) ”or a compound represented by the following formula (3 ′) (hereinafter sometimes referred to as“ compound (3 ′) ”) and the following formula (4 ′): (Hereinafter, sometimes referred to as “compound (4 ′)”).
  • R 1 to R 6 and L 1 to L 3 are the same as those in the compound represented by the above formula (1) (compound (1)).
  • R 7 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
  • OR 7 may form a ring by dehydration condensation or dealcohol condensation with a hydrogen atom constituting L 2 .
  • Examples of the alkyl group having 1 to 3 carbon atoms for R 7 in the above formulas (3) and (4 ′) include a methyl group, an ethyl group, a propyl group, and an isopropyl group.
  • Examples of the ring formed by OR 7 dehydration condensation or dealcohol condensation with the hydrogen atom constituting L 2 include a pyrrolidine-2,5-dione ring and a piperidine-2,6-dione ring.
  • the amount of the compound (4) used may be 1 mol or more with respect to 1 mol of the compound (3), and an excessive amount may be used.
  • the amount of the compound (4 ′) used may be 1 mol or more with respect to 1 mol of the compound (3 ′), and an excess amount may be used.
  • reaction of the compound (3) and the compound (4), or the compound (3 ') and the compound (4') can be carried out, for example, by stirring at a temperature of 100 to 120 ° C for 10 to 20 hours.
  • the reaction atmosphere is not particularly limited as long as the reaction is not inhibited, and may be any of an air atmosphere, a nitrogen atmosphere, an argon atmosphere, and the like.
  • the reaction can be carried out by any method such as batch, semi-batch and continuous methods.
  • the obtained reaction product can be separated and purified by separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, etc., or a combination means combining these.
  • Compound (1) can be produced by obtaining compound (2) by the above method and oxidizing the obtained compound (2).
  • hydrogen peroxide As the oxidizing agent used when oxidizing the compound (2) to obtain the compound (1), for example, hydrogen peroxide can be used.
  • hydrogen peroxide pure hydrogen peroxide may be used. However, from the viewpoint of handling, it is usually diluted with an appropriate solvent (for example, water) (for example, 5 to 70% by weight of hydrogen peroxide solution). ).
  • the amount of hydrogen peroxide to be used is, for example, about 0.1 to 10 mol with respect to 1 mol of compound (2).
  • the oxidation reaction can be performed, for example, by stirring at a temperature of 30 to 70 ° C. for 10 to 20 hours.
  • the above oxidation reaction is carried out in the presence or absence of a solvent.
  • a solvent examples of the solvent include alcohol solvents such as methanol, ethanol, 2-propanol and butanol; diethyl ether, diisopropyl ether, dibutyl ether, tetrahydrofuran, dioxane, dioxolane, 1,2 -Ether solvents such as dimethoxyethane and cyclopentyl methyl ether; ester solvents such as butyl acetate and ethyl acetate; hydrocarbon solvents such as pentane, hexane, heptane and octane; nitrile solvents such as acetonitrile and benzonitrile It is done. These can be used alone or in combination of two or more.
  • the obtained reaction product can be separated and purified by separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, etc., or a combination means combining these.
  • the compound represented, for example by following formula (3-1) can be manufactured by the following method, for example.
  • R 1 , R 2 , R 3 and R 7 are the same as those in the compounds represented by the above formulas (1), (3) and (4 ′).
  • R 7 in R 7 and wherein in formula (3a) (3d) may be the same or may be different.
  • two COORs 7 in the formula may be dehydrated and condensed to form an acid anhydride.
  • the compound (3 ') used as the raw material of the said reaction can be manufactured by the following method, for example.
  • R 1 , R 2 , R 3 and R 7 are the same as those in the compound represented by the above formula (1).
  • two COORs 7 in the formula may be subjected to dehydration condensation to form an acid anhydride.
  • the step [1] is a step of obtaining a compound represented by the formula (3c) by reacting the compound represented by the formula (3a) with the compound represented by the formula (3b).
  • the usage-amount of the compound represented by Formula (3b) should just be 1 mol or more with respect to 1 mol of compounds represented by Formula (3a), and can also use excess amount.
  • the reaction temperature of this reaction is, for example, 80 to 150 ° C., and the reaction time is, for example, about 1 to 24 hours.
  • the step [2] is a step of obtaining a compound represented by the formula (3-1) by reacting the compound represented by the formula (3c) with the compound represented by the formula (3d).
  • the amount of the compound represented by the formula (3d) may be 1 mol or more with respect to 1 mol of the compound represented by the formula (3c), for example, 1 to 3 mol.
  • the reaction temperature of this reaction is, for example, 80 to 150 ° C., and the reaction time is, for example, about 0.5 to 10 hours. As this reaction proceeds, water is produced. Therefore, it is preferable to perform the reaction while removing water using a dehydrating agent (for example, acetic anhydride or the like) in order to promote the progress of the reaction.
  • a dehydrating agent for example, acetic anhydride or the like
  • the reaction [2] is preferably performed in the presence of a solvent.
  • a solvent examples include pentafluorophenol, N, N-dimethylformamide, dimethylacetamide, o-dichlorobenzene, and the like. These can also be used individually by 1 type and can also be used in combination of 2 or more type.
  • reaction [2] can be carried out in the presence of a base such as triethylamine, pyridine, 4-dimethylaminopyridine, if necessary.
  • a base such as triethylamine, pyridine, 4-dimethylaminopyridine, if necessary.
  • the step [3] is a step of obtaining the compound represented by the formula (3c ′) by reacting the compound represented by the formula (3a ′) with the compound represented by the formula (3b ′).
  • the reaction [3] can be carried out under conditions similar to those of the above reaction [2].
  • the step [4] is a step of obtaining a compound represented by the formula (3′-1) by reacting a compound represented by the formula (3c ′) with a compound represented by the formula (3d ′). .
  • the reaction [4] can be carried out under the same conditions as in the above reaction [1].
  • the obtained reaction product is separated by a separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, or a combination means combining these. It can be purified.
  • a separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, or a combination means combining these. It can be purified.
  • the oil agent (B) in the cosmetic of the present invention can be used without particular limitation as long as it is an oil agent that can give gloss or moist feeling when applied to the skin, eyelashes, or eyebrows.
  • the cosmetic of the present invention contains 65.0 to 99.5% by weight of the oil agent (B) with respect to the sum of the contents of the thickener (A) and the oil agent (B).
  • oils (compounds) listed below can be used according to the use and purpose of the cosmetic.
  • 1 type can be used individually or in combination of 2 or more types.
  • the oil agent (B) does not include the thickener (A).
  • oil agent (B) examples include polar oils and nonpolar oils.
  • the polar oil is an oil agent that is insoluble in water, and refers to an oil agent having a polar bond such as an ether bond, an ester bond, or an amide bond in its molecule, and a nonpolar oil is , Hydrocarbon oils, and silicone oils that do not have polar substituents.
  • the oil agent (B) may be polar oil or nonpolar oil, and may be one or more selected from the group consisting of polar oil and nonpolar oil.
  • polar oils include fats and oils such as olive oil, waxes such as lanolin, esters [isopropyl myristate, decyl oleate, cetyl octanoate, glyceryl tri-2-ethylhexanoate, octyl palmitate, etc. Eight or more (preferably esters of 8 to 25 carbon atoms) fatty acids and alcohols], higher fatty acids [lauric acid, oleic acid, stearic acid, isostearic acid, etc.
  • normal temperature refers to a temperature of 15 to 25 ° C.
  • the polar oil preferably contains one or more selected from the group consisting of fats and oils, waxes, esters, higher fatty acids, and higher alcohols that are solid at room temperature.
  • nonpolar oils examples include squalane, petrolatum, hydrocarbon oil (isododecane, isoparaffin, liquid paraffin, etc.), chain or cyclic silicone oil (dimethylpolysiloxane, decamethylcyclopentasiloxane, etc.) and the like.
  • the nonpolar oil preferably contains one or more selected from the group consisting of squalane, petrolatum, hydrocarbon oil, and chain or cyclic silicone oil.
  • the oil agent (B) includes (soft) isoparaffin, hydrogenated polyisobutene, diisotridecyl malate, isotridecyl isononanoate, octyldodecyl myristate, olive oil, ethylhexyl palmitate, tribehenine, It is preferable to include one or more selected from the group consisting of squalane, stearic acid, and (hydrogenated) castor oil.
  • (soft) isoparaffin is preferably included, and the content of (soft) isoparaffin in the oil (B) in the case of lip gloss is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70%). % By weight or more).
  • the oil agent (B) is selected from the group consisting of (fluid) isoparaffin, dimethylpolysiloxane, decamethylpolysiloxane, octyl palmitate, (iso) stearic acid, and behenyl alcohol. It is preferable to include one or more. In particular, it is preferable to include one or more selected from the group consisting of (fluid) isoparaffin, dimethylpolysiloxane, and decamethylpolysiloxane, and these contents (total) in the oil agent (B) in the case of mascara are: For example, it is 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
  • the oil agent (B) includes stearic acid, cetostearyl alcohol, glyceryl tri-2-ethylhexanoate, (liquid) paraffin, isotridecyl isononanoate, olive oil, It is preferable to include one or more selected from the group consisting of rosehip oil and behenyl alcohol.
  • glyceryl tri-2-ethylhexanoate and (liquid) paraffin in particular, it is preferable to include one or more selected from the group consisting of glyceryl tri-2-ethylhexanoate and (liquid) paraffin, and the content of these in the oil agent (B) in the case of an oil-in-water base cosmetic (total) ) Is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
  • the oil agent (B) preferably contains at least one selected from the group consisting of isododecane, cetyl octoate, (fluid) paraffin, and olive oil.
  • the content (total) of the oil agent (B) in the case of a sunscreen cosmetic is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
  • the cosmetic of the present invention is an eyelash such as mascara or eyebrow or eyebrow cosmetic
  • it is solid at 30 ° C. in terms of temperature stability, volume effect, curl effect, etc. together with polar oil and nonpolar oil.
  • an oil agent sometimes referred to as solid oil.
  • solid oils (sometimes referred to as solid oils) at 30 ° C. include paraffin, microcrystalline wax, polyethylene wax, candelilla wax, carnauba wax, beeswax, molasses, jojoba ester, and synthetic wax. .
  • the content (total) of these solid oils in the oil agent (B) is, for example, 1.0 to 20.0% by weight (preferably 1.5 to 10.0% by weight, particularly preferably 2.0 to 8%). 0.0% by weight).
  • the cosmetic of the present invention can contain other components (C) other than the thickener (A) and the oil agent (B) as other components (C) according to the use and purpose.
  • other component (C) it can be used individually by 1 type or in combination of 2 or more types.
  • the cosmetic of the present invention is a makeup cosmetic such as lipstick, lip balm, lip gloss, blusher, foundation, etc.
  • it may contain a polysaccharide fatty acid ester as the other component (C). It is preferable in that the properties, glossiness, and persistence of glossiness can be further improved.
  • the polysaccharide fatty acid ester is an ester of a polysaccharide and a fatty acid obtained by glycosidic bonding of two or more monosaccharides.
  • the polysaccharide include molecular formulas (C 6 H 10 O 5 ) t (t is 2 or more) such as dextrin, cyclodextrin, glycogen, pullulan, glucomannan, fucoidan, inulin, cellulose, chitin, hyaluronic acid, chondroitin sulfate, and the like. It is a compound shown by the integer.
  • fatty acids include C 8-20 fatty acids such as octanoic acid, decanoic acid, lauric acid, myristic acid, oleic acid, and stearic acid.
  • the polysaccharide fatty acid ester it is preferable to use one or more selected from the group consisting of dextrin laurate and dextrin myristic ester.
  • the content (total) of the polysaccharide fatty acid ester in the other component (C) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more). is there.
  • the cosmetic of the present invention is an oil-in-water base cosmetic
  • an aqueous component such as water as the other component (C).
  • the aqueous component in addition to water, for example, alcohols such as ethanol and isopropyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol; glycerin, diglycerin, polyglycerin, and the like
  • You may contain at least 1 sort (s) selected from glycerol etc.
  • the cosmetic of the present invention is an oil-in-water base cosmetic
  • the other component (C) one or more aqueous components selected from the group consisting of water, alcohols, glycols, and glycerins are used. It is preferable to include.
  • the content (total) of the aqueous component in the other component (C) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly Preferably, it is 70% by weight or more.
  • the cosmetic of the present invention is a sunscreen cosmetic
  • the content of the ultraviolet protective agent in the other component (C) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
  • UV protection agent is a compound that exerts an action of protecting skin and the like from damage caused by UV rays, and includes UV scattering agents and UV absorbers. In the cosmetic of the present invention, it is particularly preferable to use an ultraviolet scattering agent in terms of suppressing stickiness during use.
  • ultraviolet scattering agent examples include metal oxides such as titanium oxide, zinc oxide and cerium oxide; metal hydroxides such as iron hydroxide; metal flakes such as plate-like iron oxide and aluminum flakes; ceramics such as silicon carbide And the like.
  • the average particle size of the ultraviolet scattering agent is, for example, about 5 to 100 nm.
  • the average particle diameter of the ultraviolet scattering agent can be measured by, for example, a laser diffraction / scattering particle size distribution measuring apparatus.
  • the ultraviolet scattering agent may be a material imparted with new characteristics (for example, water repellency) by a conventionally known surface treatment.
  • the surface treatment include fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, silane treatment, oil agent treatment, N-acylated lysine treatment, and polyacrylic acid treatment. , Metal soap treatment, acrylic resin treatment, metal oxide treatment and the like. These treatments can be performed singly or in combination of two or more.
  • Examples of the ultraviolet absorber include 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfuric acid, 2,2′-dihydroxy-4-methoxybenzophenone, and p-methoxyhydrocinnamic acid diethanolamine salt.
  • the cosmetic of the present invention is an oily or aqueous cosmetic, and in particular, a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
  • the cosmetic of the present invention comprises compound (1) [compound represented by formula (1)] in an amount of 0.5 to 35.0 with respect to the sum of the contents of the thickener (A) and the oil (B).
  • % By weight, preferably 1.0-30.0% by weight, more preferably 2.0-25.0% by weight, still more preferably 5.0-20.0% by weight.
  • the thickener can appropriately thicken and stabilize the oil.
  • the thickener (A) is, for example, 0.5 to 35.0% by weight, preferably 1.% by weight based on the sum of the contents of the thickener (A) and the oil (B). 0 to 30.0% by weight, more preferably 2.0 to 25.0% by weight, still more preferably 5.0 to 20.0% by weight.
  • the thickener can appropriately thicken and stabilize the oil agent.
  • the content of the thickener (A) in the cosmetic of the present invention can be appropriately adjusted according to the use, but is 100 parts by weight of the oil (B).
  • the oil (B) For example, about 0.5 to 50.0 parts by weight (preferably 1.0 to 30.0 parts by weight, more preferably 2.0 to 20.0 parts by weight) is appropriate for the oil agent (B).
  • Can impart viscosity has excellent dispersion stability, spreadability, and adhesion to skin, eyelashes, or eyebrows, and can give glossiness or moistness when applied to skin, eyelashes, or eyebrows It is preferable in that a cosmetic can be obtained that can maintain the gloss or moist feeling for a long time.
  • the content of the thickener (A) is preferably 0.5 to 30.0% by weight, particularly preferably 1.0 to 20.0% by weight, most preferably 2. 0 to 15.0% by weight.
  • the content of the thickener (A) is preferably 0.5 to 25.0% by weight relative to the total amount of the cosmetic, Particularly preferred is 1.0 to 20.0% by weight, and most preferred is 2.0 to 15.0% by weight.
  • the content of the thickener (A) in the case of eyelash or eyebrow cosmetics is preferably 0.5 to 20.0% by weight, particularly preferably 1.0 to 15%, based on the total amount of the cosmetic. 0% by weight, most preferably 2.0 to 10.0% by weight.
  • the content of the thickener (A) in the case of an oil-in-water base cosmetic is preferably 0.5 to 15.0% by weight, particularly preferably 1.0 to 10%, based on the total amount of the cosmetic.
  • the content of the thickener (A) in the case of a sunscreen cosmetic is preferably 0.5 to 10.0% by weight, particularly preferably 1.0 to 5.0, based on the total amount of the cosmetic. % By weight.
  • the cosmetic of the present invention may contain a thickener other than the compound (1).
  • the proportion of the compound (1) in the thickener (A) is, for example, 30% by weight or more, preferably 50% by weight or more, particularly preferably 70% by weight or more, and most preferably 85% by weight or more.
  • the ratio of the thickener other than the compound (1) is excessive, the effect of the present invention tends to be difficult to obtain.
  • the oil agent (B) is 65.0 to 99.5% by weight, preferably 70.0 to 99.%, based on the sum of the contents of the thickener (A) and the oil agent (B). It contains 0% by weight, particularly preferably 75.0 to 98.0% by weight, and most preferably 80.0 to 95.0% by weight.
  • the thickener can appropriately thicken and stabilize the oil agent.
  • the content of the oil agent (B) in the cosmetic of the present invention (the total amount when containing two or more types) can be appropriately adjusted according to the use, but is 1.0% by weight or more of the total amount of the cosmetic (for example, 1.0 to 99.0% by weight) is preferable in terms of giving gloss or moist feeling to the skin, eyelashes, or eyebrows by applying to the skin, eyelashes, or eyebrows.
  • the content of the oil agent (B) is more preferably 2.0% by weight or more, further preferably 5.0% by weight or more, and particularly preferably 10.0% by weight or more.
  • the content of the oil agent (B) is, for example, 30.0 to 99.0% by weight with respect to the total amount of the cosmetic.
  • the lower limit of the range is preferably 40.0% by weight, particularly preferably 50.0% by weight, most preferably 60.0% by weight.
  • the upper limit of the range is preferably 98.0% by weight, particularly preferably 95.0% by weight.
  • the content of the oil agent (B) in the case of eyelash or eyebrow cosmetics is, for example, 30.0 to 95.0% by weight with respect to the total amount of the cosmetics.
  • the lower limit of the range is preferably 40.0% by weight, particularly preferably 50.0% by weight.
  • the upper limit of the range is preferably 90.0% by weight, particularly preferably 85.0% by weight.
  • the content of the oil agent (B) in the case of an oil-in-water base cosmetic is, for example, 1.0 to 20.0% by weight relative to the total amount of the cosmetic.
  • the lower limit of the range is preferably 3.0% by weight, particularly preferably 5.0% by weight.
  • the upper limit of the range is preferably 15.0% by weight, particularly preferably 12.0% by weight.
  • the content of the oil agent (B) in the case of a sunscreen cosmetic is, for example, 30.0 to 99.5% by weight with respect to the total amount of the cosmetic.
  • the lower limit of the range is preferably 40.0% by weight, particularly preferably 60.0% by weight, most preferably 70.0% by weight.
  • the upper limit of the range is preferably 99.0% by weight, more preferably 98.0% by weight, particularly preferably 95.0% by weight, and most preferably 90.0% by weight.
  • the cosmetic of the present invention is an eyelash or eyebrow cosmetic
  • a solid oil sometimes referred to as solid oil
  • the total amount of two or more types is, for example, about 0.5 to 10.0% by weight, preferably 1.0 to 5.0% by weight, based on the total amount of the cosmetic.
  • the sum of the contents of the thickener (A) and the oil agent (B) in the cosmetic of the present invention can be appropriately adjusted according to the use, but is 10.0% by weight or more with respect to the total amount of the cosmetic ( 40.0% by weight or more, particularly preferably 60.0 to 99.5% by weight) is excellent in dispersion stability, spreadability, and adhesion to the skin, eyelashes, or eyebrows, By applying to eyelashes or eyebrows, gloss or moist feeling can be imparted, and this is preferable in terms of obtaining a cosmetic that can maintain the gloss or moist feeling for a long time.
  • the sum of the contents of the thickener (A) and the oil (B) is preferably 30.0% by weight or more, more preferably, based on the total amount of the cosmetic. Is 40.0% by weight or more, more preferably 50.0% by weight or more, and most preferably 60.0 to 99.0% by weight.
  • the cosmetic of the present invention is an eyelash or eyebrow cosmetic
  • the sum of the contents is preferably 20.0 to 99.0% by weight, particularly preferably 40.0 to 95.%, based on the total amount of the cosmetic. 0% by weight, most preferably 60.0-90.0% by weight.
  • the sum of the contents is preferably 1.0 to 50.0% by weight, particularly preferably 3.0 to 30%, based on the total amount of the cosmetic. 0.0% by weight, most preferably 5.0-25.0% by weight. Further, the sum of the contents with respect to the total amount of the compound constituting the oil phase of the oil-in-water base cosmetic is preferably 30.0% by weight or more, more preferably 50.0% by weight or more, and particularly preferably 60.0% by weight. %, Most preferably 70.0 to 99.9% by weight.
  • the cosmetic of the present invention is a sunscreen cosmetic
  • the sum of the contents is preferably 20.0 to 99.0% by weight, particularly preferably 40.0 to 95.0%, based on the total amount of the cosmetic. % By weight, most preferably 60.0 to 95.0% by weight.
  • the cosmetic of the present invention may contain other components (C) in addition to the thickener (A) and the oil (B) as described above, depending on its use and purpose.
  • the content of the other component (C) (the total amount when two or more are contained) is, for example, about 0 to 70.0% by weight, preferably 0.1 to 50.0%, based on the total amount of the cosmetic. % By weight.
  • the cosmetic of the present invention is a makeup cosmetic
  • the content of the polysaccharide fatty acid ester (the total amount when two or more are included) is, for example, about 0.5 to 30.0% by weight, preferably 5.0 to 25%, based on the total amount of the cosmetic. 0.0% by weight.
  • the polysaccharide fatty acid ester is contained in the above range, it is preferable in that the adhesion to the skin, glossiness, and durability of glossiness can be further improved.
  • the cosmetic of the present invention is an oil-in-water type base cosmetic
  • the content of the aqueous component (the total amount when two or more are contained) is, for example, about 30.0 to 80.0% by weight, preferably 40.0 to 70%, of the total amount of the oil-in-water base cosmetic. 0.0% by weight.
  • the oil-in-water base cosmetic containing an aqueous component in the above range is excellent in spreadability and moisture retention and has a good feeling in use.
  • the cosmetic of the present invention is a sunscreen cosmetic
  • the content of the ultraviolet protection agent (the total amount when containing two or more kinds) is, for example, about 0.1 to 40.0% by weight of the total amount of the sunscreen cosmetic, and preferably 0.1 to 35. It is 0% by weight, particularly preferably 0.5 to 30.0% by weight, most preferably 5.0 to 20.0% by weight.
  • the usage-amount of a ultraviolet protective agent is less than the said range, there exists a tendency for it to become difficult to acquire sufficient ultraviolet protective effect.
  • the usage-amount of a ultraviolet protective agent (C) exceeds the said range, there exists a tendency for dispersion stability to become difficult to be acquired.
  • the cosmetic of the present invention is a component other than the above components (C), as long as the effect of the present invention is not impaired (for example, a moisturizer such as a polyhydric alcohol, water, etc.) , Ultraviolet protective agents, antioxidants, anti-inflammatory agents, antiseptics, pigments, dyes, coloring materials, fragrances, resin powders, coating agents, metal soaps).
  • the content of these components is about 25.0% by weight or less of the total amount of the cosmetic, preferably 5.0 to 21.0% by weight, particularly preferably 10.0 to 21.0% by weight.
  • the cosmetic composition of the present invention may contain high-polymerization hydrocarbon oils such as polybutene and polyisobutene, and ⁇ -olefin oligomers. ) Is, for example, less than 2.0% by weight, preferably 1.0% by weight or less of the total amount of the cosmetic. When these contents exceed the above range, the odor becomes strong and stickiness occurs, which is not preferable.
  • the viscosity [at 25 ° C., at a shear rate of 10 s ⁇ 1 ] of the cosmetic of the present invention can be adjusted as appropriate according to the use, but is about 0.1 to 20.0 Pa ⁇ s, It has excellent adhesion to skin, eyelashes or eyebrows, and can be applied to skin, eyelashes or eyebrows to give it a glossy or moist feeling. It is preferable in that it can be sustained for more than an hour).
  • the viscosity is preferably 0.5 to 20.0 Pa ⁇ s, particularly preferably 5.0 to 15.0 Pa ⁇ s, most preferably 7.0 to 13. 0.0 Pa ⁇ s.
  • the viscosity when the cosmetic of the present invention is an eyelash or eyebrow cosmetic is preferably 0.2 to 10.0 Pa ⁇ s, particularly preferably 3.0 to 10.0 Pa ⁇ s, most preferably 5.0 to 9.0 Pa ⁇ s.
  • the cosmetic of the present invention is an oil-in-water base cosmetic
  • the viscosity is preferably 0.5 to 10.0 Pa ⁇ s, particularly preferably 1.0 to 5.0 Pa ⁇ s.
  • the cosmetic composition of the present invention is a sunscreen cosmetic composition
  • the viscosity is preferably 0.1 to 10.0 Pa ⁇ s, particularly preferably 0.5 to 5.0 Pa ⁇ s.
  • the cosmetics of the present invention include makeup cosmetics (oil-based cosmetics) such as lipstick, lip balm, lip gloss, blusher and foundation; eyelashes such as mascara and eyebrow (eyebrow) or eyebrow cosmetics; cosmetics for makeup An oil-in-water cosmetic base (sometimes referred to as base cosmetic or aqueous cosmetic) that is applied to the skin before applying sunscreen; sunscreen cosmetics such as sunscreen agents.
  • makeup cosmetics oil-based cosmetics
  • eyelashes such as mascara and eyebrow (eyebrow) or eyebrow cosmetics
  • cosmetics for makeup An oil-in-water cosmetic base (sometimes referred to as base cosmetic or aqueous cosmetic) that is applied to the skin before applying sunscreen
  • sunscreen cosmetics such as sunscreen agents.
  • the cosmetic of the present invention has the above properties, it has excellent dispersion stability, adhesion to the skin, eyelashes, or eyebrows, and spreadability, and gives a gloss or moist feeling when applied to the skin, eyelashes, or eyebrows.
  • the glossiness or moist feeling can be maintained for a long time.
  • the cosmetic of the present invention can be produced, for example, through a step of making the thickener (A) and the oil agent (B) compatible. More specifically, the total amount of the thickener (A) and the oil agent (B) can be mixed, heated, dissolved, and then cooled. In addition, the thickener (A) is mixed with a part of the oil agent (B), heated and compatible, then cooled, and then mixed with the remaining oil agent (B). Can do. Further, after compatibilization, other component (C) may be added as necessary.
  • the temperature at the time of the compatibility is appropriately selected depending on the types of the thickener (A) and the oil agent (B), and is not particularly limited, but preferably does not exceed 100 ° C., and the boiling point of the oil agent (B) is 100. When the temperature is not higher than ° C., the boiling point is preferable. Cooling after the compatibilization may be performed as long as it can be cooled to room temperature (for example, 25 ° C. or less), and may be gradually cooled at room temperature, or may be rapidly cooled by ice cooling or the like.
  • N-dimethylformamide (40 ml) solution N-docosanoylethylenediamine (12.0 g, 31.4 mmol) obtained above, triethylamine (6.35 g, 62.8 mmol) and succinic anhydride (3.45 g) were added. 34.5 mmol) was added over 10 minutes, followed by stirring at 100 ° C. for 15 minutes to allow reaction while dissolving succinic anhydride. After the reaction, acetic anhydride (4.81 g, 47.1 mmol) was further added dropwise to the reaction crude liquid over 10 minutes, followed by stirring at 100 ° C. for 1 hour for reaction.
  • N-docosanoylaminoethylsuccinimide (4.00 g, 8.60 mmol) and N, N-dimethyl-1,3-propanediamine (2.63 g, 25.8 mmol) were stirred at 120 ° C. for 18 hours. And reacted.
  • the reaction mixture was poured into methanol and the precipitate was filtered and washed with methanol. After washing, the obtained solid was purified by recrystallization using acetone and methanol.
  • N- (docosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.58 g, 8.08 mmol) represented by the following formula (2-3) as a white crystalline powder: Yield 94%).
  • N- (docosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine oxide (2.84 g, 4.87 mmol, represented by the following formula (1-3) as a white solid Yield 69%).
  • N-docosanoylaminoethylsuccinimide (8.00 g, 17.2 mmol) and hexamethylenediamine (10.0 g, 86.1 mmol) were stirred and reacted at 120 ° C. for 18 hours.
  • the reaction mixture was poured into methanol and the precipitate was filtered and washed with methanol. After washing, the obtained solid was recrystallized using acetonitrile and methanol as a solvent and purified. After purification, N- (docosanoylaminoethyl) aminosuccinamoylaminohexylamine (6.91 g, 11.9 mmol, 69% yield) was obtained as a white crystalline powder.
  • N- (docosanoylaminoethyl) aminosuccinamoylaminohexylamine (3.25 g, 5.59 mmol), 37% aqueous formaldehyde solution (2.73 ml) and formic acid (1.55 g, 33.7 mmol) obtained above was dissolved in 2-propanol (15 ml) and reacted by stirring at 100 ° C. for 4 hours.
  • the reaction mixture was poured into 1M aqueous sodium hydroxide solution (20 ml), and crystals precipitated from the reaction mixture were filtered.
  • N-eicosanoylaminoethylsuccinimide (4.00 g, 9.16 mmol) and N, N-dimethyl-1,3-propanediamine (2.81 g, 27.5 mmol) obtained above were added at 120 ° C. for 18 hours. Stir to react. The reaction mixture was poured into methanol and the precipitate was filtered and washed with methanol. The obtained solid was purified by recrystallization using acetone and methanol.
  • N- (eicosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.49 g, 8.34 mmol) represented by the following formula (2-1) as a white crystalline powder Yield 91%).
  • N- (eicosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.00 g, 7.42 mmol), 35% aqueous hydrogen peroxide (2.16 ml) and 2 -Propanol (10 ml) was reacted at 60 ° C. with stirring for 5 hours. Furthermore, palladium carbon (about 10 mg) was added to the reaction solution, and the mixture was stirred at room temperature for 18 hours to be reacted. The reaction solution was filtered and the solvent was distilled off, followed by purification by column chromatography (filler: silica gel, developing solvent: mixed solvent of 2-propanol and methanol).
  • N- (eicosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine oxide (2.39 g, 4.30 mmol, represented by the following formula (1-1) as a white solid: Yield 58%).
  • Synthesis Example 4 ⁇ Production of Compound (1-5)> A compound represented by the following formula (2-5) was obtained in the same manner as in Synthesis Example 2 except that methyl octadecanoate was used instead of methyl docosanoate, and then represented by the following formula (1-5). A compound was obtained.
  • Synthesis Example 5 ⁇ Production of Compound (1-6)> A compound represented by the following formula (2-6) was obtained in the same manner as in Synthesis Example 1 except that methyl octadecanoate was used instead of methyl docosanoate, and then represented by the following formula (1-6). A compound was obtained.
  • Synthesis Example 6 ⁇ Production of Compound (1-7)> A compound represented by the following formula (2-7) was obtained in the same manner as in Synthesis Example 2 except that methyl palmitate was used instead of methyl docosinate, and then represented by the following formula (1-7). A compound was obtained.
  • Synthesis Example 7 ⁇ Production of Compound (1-8)> A compound represented by the following formula (2-8) was obtained in the same manner as in Synthesis Example 1 except that methyl palmitate was used instead of methyl docosanoate, and then represented by the following formula (1-8). A compound was obtained.
  • Synthesis Example 8 ⁇ Production of compound (1-9)> A compound represented by the following formula (2-9) was obtained in the same manner as in Synthesis Example 2 except that methyl myristate was used in place of methyl docosinate, and then represented by the following formula (1-9). A compound was obtained.
  • Comparative Example 1 Makeup Cosmetic (Lip Gloss)] According to the formulation shown in the following Table 1 (unit is parts by weight), for the examples, the thickener (A) and the oil agent (B), which are the compounds obtained in Synthesis Examples 1 to 8 above, were mixed, These were mixed by heating and stirring, and after cooling to 25 ° C., the other components (C) were added and mixed to obtain respective lip glosses.
  • a lip gloss was obtained in the same manner as in Example except that the thickener (A) was omitted.
  • the viscosity (Pa ⁇ s) of each lip gloss at a temperature of 25 ° C. and a shear rate of 10 s ⁇ 1 is as shown in Table 1.
  • Example 9 to 16 Comparative Example 2: Eyelash or eyebrow cosmetic (mascara)
  • the thickener (A), the oil agent (B), and the compounds obtained in the above Synthesis Examples 1 to 8, and The other components (C) are mixed, heated and stirred at 80 ° C. to make them compatible, then cooled to 25 ° C., and further blended with the additives shown in Table 2 below to obtain each mascara. It was.
  • a mascara was obtained in the same manner as in Example except that the thickener (A) was omitted.
  • the remainder in the liquid isoparaffin of the oil agent (B) in Table 2 below is when the total of all the components of the thickener (A), oil agent (B), and other components (C) is 100 (parts by weight). Indicates remaining amount.
  • the viscosity of the mascara of Example 9 at a temperature of 25 ° C. and a shear rate of 10 s ⁇ 1 is 8.2 Pa ⁇ s.
  • Examples 17 to 24, Comparative Examples 3 and 4 Oil-in-water base cosmetic
  • the thickener (A) and the oil agent (B) are mixed, heated and stirred at 80 ° C. to make them compatible, It cooled to 25 degreeC and obtained the oil composition by which the said oil agent was thickened.
  • the remaining oil component (C) was mixed with the obtained oil composition and dispersed uniformly to obtain respective oil-in-water base cosmetics.
  • oil-in-water base cosmetics were obtained in the same manner as in Example except that 5 parts by weight of dextrin and dextrin palmitate were blended in place of thickener (A).
  • the viscosity of the oil-in-water base cosmetic of Example 17 at a temperature of 25 ° C. and a shear rate of 10 s ⁇ 1 is 3.9 Pa ⁇ s.
  • Example 25 Using the components shown in the following (1) to (28), an oil-in-water base cosmetic was obtained through steps 1 to 6 of the following production method.
  • the numerical value shown in parentheses at the end of each component indicates the blending amount (unit: parts by weight).
  • Water (Remaining amount) (2) Hydrogenated lecithin (1.5) (3) Cholesterol (0.1) (4) Glycerin (5) (5) 1,3-butylene glycol (7) (6) Macadamia nut fatty acid phytosteryl (trade name “YOFCO MAS”, manufactured by Nippon Seika Co., Ltd.) (2) (7) Cetyl ethylhexanoate (1.2) (8) (Dimethicone / vinyl dimethicone) copolymer (trade name “KSG-16”, manufactured by Shin-Etsu Chemical Co., Ltd.) (0.5) (9) Dimethicone (trade name “Silicon KF-96 (6CS)”, manufactured by Shin-Etsu Chemical Co., Ltd.
  • Step 1 Components (1) to (5) are dispersed with a disper and heated at 70 ° C.
  • Step 2 Components (6) to (13) are added to the compound obtained in Step 1 and mixed at 70 ° C. did.
  • Step 3 Components (14) to (15) were mixed and heated at 70 ° C.
  • Step 4 The compound obtained in Step 2 was added to the compound obtained in Step 3 and emulsified.
  • Step 5 Components (16) to (22) were added to the compound obtained in Step 4 and mixed uniformly and cooled.
  • Step 6 Components (23) to (28) were added to the compound obtained in Step 5 at 45 ° C., mixed uniformly, and cooled to room temperature to obtain an oil-in-water base cosmetic.
  • the oil-in-water base cosmetic obtained by the production method in Example 25 had good moist feeling, smoothness of spread (extensibility), and good durability of the makeup film for the foundation used later.
  • the viscosity of the oil composition in Example 26 at a temperature of 25 ° C. and a shear rate of 10 s ⁇ 1 was 4.2 Pa ⁇ s.
  • the sunscreen cosmetic of Example 26 had a viscosity of 3.8 Pa ⁇ s at a temperature of 25 ° C. and a shear rate of 10 s ⁇ 1 .
  • the sunscreen cosmetics obtained above were subjected to sensory evaluation for the presence or absence of whitening, spreadability, and the presence of a feeling of bulkiness by the following evaluation methods.
  • the sunscreen cosmetics of Examples 26 to 33 had no whitening, excellent spreadability, and no feeling of bulkiness.
  • the sunscreen cosmetics according to the present invention of Comparative Examples 5 to 7 that do not use the thickener did not dissolve the UV protective agent in a high degree because the thickener did not dissolve in any of the oils.
  • the protective agent was included in an aggregated state. As a result, whitening occurred and the spreadability was poor.
  • a cosmetic comprising a thickener (A) and an oil agent (B), wherein the compound represented by the following formula (1) is used as the thickener (A) and the thickener (A): 0.5 to 35.0% by weight based on the sum of the contents of the oil agent (B), and the oil agent (B) is added to the sum of the contents of the thickener (A) and the oil agent (B).
  • R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms
  • R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms.
  • R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group, and R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms.
  • R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
  • R 1 is a monovalent linear aliphatic hydrocarbon group having 14 to 25 carbon atoms (preferably 18 to 21 carbon atoms) (preferably an alkyl group having 14 to 25 carbon atoms).
  • R 2 and R 3 are a divalent linear alkylene group having 2, 4, 6, or 8 carbon atoms.
  • R 4 is a divalent linear or branched alkylene group having 1 to 8 carbon atoms (preferably 3 to 6 carbon atoms).
  • R 5 and R 6 are a linear or branched alkyl group having 1 to 3 carbon atoms, a linear or branched alkenyl group having 2 to 3 carbon atoms, or a straight chain having 2 to 3 carbon atoms.
  • the oil agent (B) in the case of makeup cosmetics (particularly lip gloss) is (soft) isoparaffin, hydrogenated polyisobutene, diisotridecyl malate, isotridecyl isononanoate, octyldodecyl myristate, olive oil, ethylhexyl palmitate,
  • the cosmetic according to any one of [1] to [9], comprising one or more selected from the group consisting of tribehenine, squalane, stearic acid, and (hydrogenated) castor oil.
  • the oil agent (B) in the case of eyelashes or eyebrows cosmetics comprises (fluid) isoparaffin, dimethylpolysiloxane, decamethylpolysiloxane, octyl palmitate, (iso) stearic acid, and behenyl alcohol
  • the cosmetic according to any one of [1] to [9], comprising one or more selected from the group.
  • the oil agent (B) in the case of an oil-in-water base cosmetic is stearic acid, cetostearyl alcohol, glyceryl tri-2-ethylhexenoate, (fluid) paraffin, isotridecyl isonanoate, olive oil, rosehip oil, and The cosmetic according to any one of [1] to [9], comprising one or more selected from the group consisting of behenyl alcohol. [13] Any of [1] to [9], wherein the oil agent (B) in the case of a sunscreen cosmetic contains one or more selected from the group consisting of isododecane, cetyl octoate, (liquid) paraffin, and olive oil Cosmetics as described in one.
  • a polysaccharide fatty acid ester preferably dextrin lauric acid ester or dextrin myristic acid ester.
  • the sum of the contents of the thickener (A) and the oil agent (B) is 10.0% by weight or more based on the total amount of the cosmetic, and any one of [1] to [16] Cosmetics.
  • the content of the thickener (A) is 0.5 to 35.0% by weight with respect to the sum of the contents of the thickener (A) and the oil (B).
  • the content of the thickener (A) is 0.5 to 50.0 parts by weight with respect to 100 parts by weight of the oil (B), and any one of [1] to [18] Cosmetics described.
  • the content of the thickener (A) in the case of makeup cosmetics (particularly lip gloss) is 0.5 to 25.0% by weight relative to the total amount of cosmetics, [1] to [ 10] and the cosmetics according to any one of [14].
  • the content of the thickener (A) in the case of eyelash or eyebrow cosmetics (particularly mascara) is 0.5 to 20.0% by weight relative to the total amount of the cosmetics. 9] and the cosmetic according to any one of [11].
  • the content of the thickener (A) in the case of an oil-in-water base cosmetic is 0.5 to 15.0% by weight based on the total amount of the cosmetic, [1] to [9], [12] and the cosmetic according to any one of [15].
  • the content of the thickener (A) in the case of a sunscreen cosmetic is 0.5 to 10.0% by weight relative to the total amount of the cosmetic, [1] to [9], and [9] [13]
  • the oil agent (B) is contained in an amount of 65.0 to 99.5% by weight based on the sum of the contents of the thickener (A) and the oil agent (B), and any one of [1] to [23] Cosmetics described in one.
  • the cosmetic according to any one of [1] to [24], wherein the viscosity [at 25 ° C., at a shear rate of 10 s ⁇ 1 ] is 0.1 to 20.0 Pa ⁇ s.
  • the cosmetic of the present invention has excellent dispersion stability, adhesion to the skin, eyelashes or eyebrows, and spreadability, and provides a long-lasting gloss or moist feeling when applied to the skin, eyelashes or eyebrows. Can be granted.
  • the cosmetics of the present invention are particularly useful as makeup cosmetics, eyelash or eyebrow cosmetics, oil-in-water base cosmetics, or sunscreen cosmetics.

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Abstract

Provided is a cosmetic that exhibits excellent dispersion stability, adhesion to the skin, eyelashes, and eyebrows, and extensibility, and that is capable of imparting long-lasting luster and moistness when applied to the skin, eyelashes, and eyebrows. The present invention provides a cosmetic comprising a thickening agent (A) and an oil solution (B), wherein a compound represented by formula (1) is included as the thickening agent (A) in an amount of 0.5-35.0 wt% with respect to the total content of the thickening agent (A) and the oil solution (B), and the content of the oil solution (B) accounts for 65.0-99.5 wt% of the total content of the thickening agent (A) and the oil solution (B).

Description

化粧料Cosmetics
　本発明は、油性又は水性化粧料、特にメイクアップ化粧料、まつげ若しくは眉毛化粧料、水中油型下地化粧料、又は日焼け止め化粧料である化粧料に関する。本願は、２０１８年３月３０日に日本に出願した、特願２０１８－０６９６７４号の優先権を主張し、その内容をここに援用する。 The present invention relates to a cosmetic which is an oily or aqueous cosmetic, in particular a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic. This application claims the priority of Japanese Patent Application No. 2018-069674 for which it applied to Japan on March 30, 2018, and uses the content here.
　口紅、リップクリーム、リップグロス、頬紅、ファンデーション、下地化粧料、マスカラ、アイブロウ等の（油性）化粧料には、化粧もちの向上を目的として、皮膚、まつげ、又は眉毛への付着性が良好であり、皮膚、まつげ、又は眉毛に塗布することで耐水性や耐皮脂性を付与することができる、ミツロウ、カルナウバロウ、キャンデリラワックス、パラフィンワックス等の固形の油剤が配合される。しかし、前記固形の油剤の配合量が多くなりすぎると、塗膜が曇ってマットな質感となり、艶感が得られないことや、展延性が悪くなることが問題であった。 (Oil) cosmetics such as lipstick, lip balm, lip gloss, blusher, foundation, foundation cosmetic, mascara, eyebrow, etc. have good adhesion to the skin, eyelashes or eyebrows for the purpose of improving makeup Yes, solid oils such as beeswax, carnauba wax, candelilla wax, and paraffin wax, which can impart water resistance and sebum resistance by application to the skin, eyelashes, or eyebrows, are blended. However, when the blending amount of the solid oil agent is too large, the coating film becomes cloudy and has a matte texture, resulting in a problem that glossiness cannot be obtained and spreadability is deteriorated.
　また、紫外線から皮膚を防御する日焼け止め化粧料には、一般的に紫外線吸収剤や紫外線散乱剤等の紫外線防御剤と液状の油剤が配合されている（特許文献１～３参照）。これらの紫外線防御剤は凝集し易く、十分な紫外線防御効果を得るための量を配合すると、紫外線防御剤が凝集して塗布した際に白浮きが生じたり、展延性が悪くなるという問題があった。また塗布後は、時間の経過と共に肌のきしみやかさつきが生じるという問題もあった。 In addition, sunscreen cosmetics that protect the skin from UV rays generally contain UV protection agents such as UV absorbers and UV scattering agents and liquid oils (see Patent Documents 1 to 3). These UV protection agents are prone to agglomerate, and if an amount for obtaining a sufficient UV protection effect is blended, there is a problem that when the UV protection agent agglomerates and is applied, white floating occurs or spreadability deteriorates. It was. Moreover, after application | coating, there also existed a problem that the squeak and the skin became thick with progress of time.
特開平５－０２５０２８号公報JP-A-5-025028 特開平９－２２７３５０号公報JP-A-9-227350 特開２０００－２７３０１１号公報JP 2000-273011 A
　本発明者らは、特に油性化粧料の油剤として、固形の油剤又は液状の油剤のみの態様に代えて、液状の油剤に増粘剤を加え、適度に増粘したものを使用すると、分散安定性に優れ、皮膚、まつげ、又は眉毛への付着性及び展延性に優れ、皮膚、まつげ、又は眉毛へ塗布することにより艶感若しくはしっとり感を付与することができる化粧料が得られる可能性があることを見いだした。 In particular, as an oily agent for oily cosmetics, the present inventors have added a thickening agent to a liquid oily agent instead of a solid oily agent or a liquid oily agent, and use a thickened agent. There is a possibility of obtaining a cosmetic that is excellent in adhesion, has excellent adhesion and spreadability to the skin, eyelashes, or eyebrows, and can give a glossy or moist feeling when applied to the skin, eyelashes, or eyebrows. I found something.
　しかし、従来の増粘剤（例えば、特開平８－５９７６５号公報に記載のポリスチレン－水素化ポリイソプレンブロックコポリマー）では、液状の油剤に加えると粘度が高くなりすぎて良好な展延性が得られないことがわかった。また、特開２００９－１５５５９２号公報には、親水性又は親油性化合物のゲル化剤（増粘剤）として、１，２，３－プロパントリカルボン酸トリス（２－メチルシクロヘキシルアミド）が記載されているが、この化合物は液状の油剤に溶解し難く、これを液状の油剤の増粘剤として使用することは困難であることがわかった。つまり、従来の公知の増粘剤（ゲル化剤）では、液状の油剤とともに化粧料に使用することは困難であることがわかった。 However, conventional thickeners (for example, the polystyrene-hydrogenated polyisoprene block copolymer described in JP-A-8-59765) have a viscosity that is too high when added to a liquid oil, resulting in good spreadability. I knew it was n’t there. JP-A-2009-155592 discloses 1,2,3-propanetricarboxylic acid tris (2-methylcyclohexylamide) as a gelling agent (thickening agent) for hydrophilic or lipophilic compounds. However, it was found that this compound is difficult to dissolve in a liquid oil agent, and it is difficult to use it as a thickener for a liquid oil agent. That is, it has been found that it is difficult to use conventional thickeners (gelling agents) in cosmetics together with liquid oils.
　従って、本発明の目的は、液状の油剤に増粘剤を加えて使用することで、分散安定性、皮膚、まつげ、又は眉毛への付着性、及び展延性に優れ、皮膚、まつげ、又は眉毛へ塗布することにより長時間持続可能な艶感若しくはしっとり感を付与することができる化粧料を提供することにある。 Accordingly, an object of the present invention is to use a liquid oil agent with a thickener added, thereby being excellent in dispersion stability, adhesion to the skin, eyelashes or eyebrows, and spreadability, and the skin, eyelashes or eyebrows. It is an object of the present invention to provide a cosmetic that can give a long-lasting glossy feeling or moist feeling by applying to the skin.
　本発明者らは、上記課題を解決するため鋭意検討した結果、下記式（１）で表される化合物が、油剤を任意の粘度にまで増粘し、その粘度を安定的に維持することができること、前記化合物によって適度に増粘された油剤を含む化粧料は、分散安定性、皮膚、まつげ、又は眉毛への付着性、展延性に優れ、皮膚、まつげ、又は眉毛に塗布することで艶感若しくはしっとり感を付与することができ、該艶感若しくはしっとり感を長時間持続させることができることを見いだした。本発明はこれらの知見に基づいて完成させたものである。 As a result of intensive studies to solve the above problems, the present inventors have found that the compound represented by the following formula (1) increases the viscosity of an oil agent to an arbitrary viscosity and stably maintains the viscosity. Cosmetics containing an oil agent moderately thickened by the above-mentioned compounds have excellent dispersion stability, adhesion to the skin, eyelashes, or eyebrows, and spreadability, and are applied to the skin, eyelashes, or eyebrows. It has been found that a feeling or moist feeling can be imparted, and the glossiness or moist feeling can be maintained for a long time. The present invention has been completed based on these findings.
　すなわち本発明は、増粘剤（Ａ）と油剤（Ｂ）とを含有する化粧料であって、増粘剤（Ａ）として下記式（１）
Figure JPOXMLDOC01-appb-C000002
 （式中、Ｒ１は炭素数１０～２５の１価の直鎖状脂肪族炭化水素基、Ｒ２，Ｒ３は同一又は異なって、炭素数２，４，６，若しくは８の２価の脂肪族炭化水素基、炭素数６の２価の脂環式炭化水素基、又は２価の芳香族炭化水素基を示し、Ｒ４は炭素数１～８の２価の脂肪族炭化水素基を示し、Ｒ５，Ｒ６は同一又は異なって、炭素数１～３の１価の脂肪族炭化水素基、又はヒドロキシアルキルエーテル基を示す。Ｌ１～Ｌ３はアミド結合を示し、Ｌ１とＬ３が－ＣＯＮＨ－である場合、Ｌ２は－ＮＨＣＯ－であり、Ｌ１とＬ３が－ＮＨＣＯ－である場合、Ｌ２は－ＣＯＮＨ－である。）
で表される化合物を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して０．５～３５．０重量％含み、且つ、油剤（Ｂ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して６５．０～９９．５重量％含む、化粧料を提供する。 That is, this invention is cosmetics containing a thickener (A) and an oil agent (B), Comprising: As a thickener (A), following formula (1)
Figure JPOXMLDOC01-appb-C000002
 (Wherein R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms, and R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms. R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group, and R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
The compound represented by the formula (1) is contained in an amount of 0.5 to 35.0% by weight based on the sum of the contents of the thickener (A) and the oil (B), and the oil (B) is added to the thickener (A ) And oil agent (B), and a cosmetic comprising 65.0 to 99.5% by weight based on the sum of the contents of oil agent (B).
　本発明の化粧料は、油剤（Ｂ）が、極性油又は非極性油であることが好ましい。 In the cosmetic of the present invention, the oil agent (B) is preferably a polar oil or a nonpolar oil.
　本発明の化粧料は、増粘剤（Ａ）と油剤（Ｂ）の含有量の和が、化粧料全量に対して、１０．０重量％以上であることが好ましい。 In the cosmetic of the present invention, the sum of the contents of the thickener (A) and the oil (B) is preferably 10.0% by weight or more based on the total amount of the cosmetic.
　本発明の化粧料は、メイクアップ化粧料、まつげ若しくは眉毛化粧料、水中油型下地化粧料、又は日焼け止め化粧料であることが好ましい。 The cosmetic of the present invention is preferably a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
　本発明の化粧料は、上記式（１）で表される化合物によって増粘され、適度な粘性を有し、その粘性が安定的に保持された油剤を含有するため、皮膚、まつげ、又は眉毛への付着性、展延性に優れ、皮膚、まつげ、又は眉毛に塗布することで艶感若しくはしっとり感を付与することができ、該艶感若しくはしっとり感を長時間持続させることができる。そのため、本発明の化粧料は、メイクアップ化粧料、まつげ又は眉毛化粧料、水中油型下地化粧料、又は日焼け止め化粧料等として好適に使用することができる。また、化粧料が日焼け止め化粧料であり、紫外線防御剤等の添加剤を含有する場合は、それらの添加剤の分散安定性に優れる。 Since the cosmetic of the present invention contains an oil agent that is thickened by the compound represented by the above formula (1) and has an appropriate viscosity and the viscosity is stably maintained, the skin, eyelashes, or eyebrows It has excellent adhesion to the skin and spreadability, and can be applied to skin, eyelashes, or eyebrows to give it a glossy or moist feeling, and can maintain the glossy or moist feeling for a long time. Therefore, the cosmetics of the present invention can be suitably used as makeup cosmetics, eyelash or eyebrow cosmetics, oil-in-water base cosmetics, sunscreen cosmetics, or the like. Further, when the cosmetic is a sunscreen cosmetic and contains additives such as an ultraviolet protection agent, the dispersion stability of these additives is excellent.
　＜化粧料＞
　本発明の化粧料は、増粘剤（Ａ）と油剤（Ｂ）とを含有する。本発明の化粧料には、増粘剤（Ａ）、油剤（Ｂ）、及び任意の成分として後述のその他の成分（Ｃ）が含まれる。本発明の化粧料において、増粘剤（Ａ）と油剤（Ｂ）との混合物を特に「油組成物」と称する場合がある。この油組成物は、増粘剤（Ａ）と油剤（Ｂ）との混合物であって、特に油剤が増粘剤によって増粘され安定化（ゲル化）した形態を意味する。本発明の化粧料において、増粘剤（Ａ）と油剤（Ｂ）の組み合わせは、増粘剤（Ａ）と油剤（Ｂ）が相溶する組み合わせであればよく、その組み合わせは特に制限されない。本発明の化粧料の概念には、油性及び水性化粧料の両方が含まれるが、クレンジング化粧料およびヘアオイル（毛髪化粧料）は含まれないものとする。 <Cosmetics>
The cosmetic of the present invention contains a thickener (A) and an oil agent (B). The cosmetic of the present invention includes a thickener (A), an oil agent (B), and other components (C) described later as optional components. In the cosmetic of the present invention, the mixture of the thickener (A) and the oil agent (B) may be particularly referred to as “oil composition”. This oil composition is a mixture of a thickener (A) and an oil agent (B), and particularly means a form in which the oil agent is thickened and stabilized (gelled) by the thickener. In the cosmetic of the present invention, the combination of the thickener (A) and the oil agent (B) may be a combination in which the thickener (A) and the oil agent (B) are compatible, and the combination is not particularly limited. The concept of the cosmetic of the present invention includes both oily and aqueous cosmetics, but does not include cleansing cosmetics and hair oils (hair cosmetics).
　［増粘剤（Ａ）］
　本発明の化粧料における増粘剤（Ａ）は、下記式（１）で表される化合物（以下、「化合物（１）」と称する場合がある）を含む。特に、本発明の化粧料では、化合物（１）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して０．５～３５．０重量％含む。尚、本発明の化粧料における「増粘剤」とは、粘性を付与する増粘剤のみならず、ゲル化するゲル化剤、及び組成物の成分を均一に安定化する安定剤を含む概念である。
Figure JPOXMLDOC01-appb-C000003
 （式中、Ｒ１は炭素数１０～２５の１価の直鎖状脂肪族炭化水素基、Ｒ２，Ｒ３は同一又は異なって、炭素数２，４，６，若しくは８の２価の脂肪族炭化水素基、炭素数６の２価の脂環式炭化水素基、又は２価の芳香族炭化水素基を示し、Ｒ４は炭素数１～８の２価の脂肪族炭化水素基を示し、Ｒ５，Ｒ６は同一又は異なって、炭素数１～３の１価の脂肪族炭化水素基、又はヒドロキシアルキルエーテル基を示す。Ｌ１～Ｌ３はアミド結合を示し、Ｌ１とＬ３が－ＣＯＮＨ－である場合、Ｌ２は－ＮＨＣＯ－であり、Ｌ１とＬ３が－ＮＨＣＯ－である場合、Ｌ２は－ＣＯＮＨ－である。） [Thickener (A)]
The thickener (A) in the cosmetic of the present invention contains a compound represented by the following formula (1) (hereinafter sometimes referred to as “compound (1)”). In particular, the cosmetic of the present invention contains 0.5 to 35.0% by weight of the compound (1) with respect to the sum of the contents of the thickener (A) and the oil (B). The “thickening agent” in the cosmetic of the present invention is a concept including not only a thickening agent that imparts viscosity, but also a gelling agent that gels and a stabilizer that uniformly stabilizes the components of the composition. It is.
Figure JPOXMLDOC01-appb-C000003
 (Wherein R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms, and R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms. R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group, and R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
　Ｒ１の炭素数１０～２５の１価の直鎖状脂肪族炭化水素基としては、例えば、デシル基、ラウリル基、ミリスチル基、ペンタデシル基、ステアリル基、パルミチル基、ノナデシル基、エイコシル基、ベヘニル基等の直鎖状アルキル基；デセニル基、ペンタデセニル基、オレイル基、エイコセニル基等の直鎖状アルケニル基、ペンタデシニル基、オクタデシニル基、ノナデシニル基等の直鎖状アルキニル基が挙げられる。 Examples of the monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms of R 1 include decyl group, lauryl group, myristyl group, pentadecyl group, stearyl group, palmityl group, nonadecyl group, eicosyl group, and behenyl. A linear alkyl group such as a group; a linear alkynyl group such as a decenyl group, a pentadecenyl group, an oleyl group, and an eicocenyl group; and a linear alkynyl group such as a pentadecynyl group, an octadecynyl group, and a nonadecynyl group.
　Ｒ１としては、なかでも、流動性有機物質（例えば、本発明における油剤（Ｂ））の増粘効果に優れる点で、炭素数１４～２５の１価の直鎖状脂肪族炭化水素基（とりわけ好ましくは、炭素数１４～２５のアルキル基）が好ましく、特に好ましくは炭素数１８～２１の１価の直鎖状脂肪族炭化水素基（とりわけ好ましくは、炭素数１８～２１のアルキル基）である。 Among them, R 1 is a monovalent linear aliphatic hydrocarbon group having 14 to 25 carbon atoms (in terms of excellent thickening effect of a fluid organic substance (for example, the oil agent (B) in the present invention)). Particularly preferred is an alkyl group having 14 to 25 carbon atoms, and particularly preferred is a monovalent linear aliphatic hydrocarbon group having 18 to 21 carbon atoms (particularly preferred is an alkyl group having 18 to 21 carbon atoms). It is.
　Ｒ２，Ｒ３における炭素数２，４，６，若しくは８の２価の脂肪族炭化水素基としては、例えば、エチレン基、ｎ－ブチレン基、ｎ－ヘキシレン基、ｎ－オクチレン基が挙げられる。 Examples of the divalent aliphatic hydrocarbon group having 2, 4, 6, or 8 carbon atoms in R 2 and R 3 include an ethylene group, an n-butylene group, an n-hexylene group, and an n-octylene group. .
　Ｒ２，Ｒ３における炭素数６の２価の脂環式炭化水素基としては、例えば、１，４－シクロヘキシレン基、１，３－シクロヘキシレン基、１，２－シクロヘキシレン基が挙げられる。 Examples of the divalent alicyclic hydrocarbon group having 6 carbon atoms in R 2 and R 3 include a 1,4-cyclohexylene group, a 1,3-cyclohexylene group, and a 1,2-cyclohexylene group. .
　Ｒ２，Ｒ３における２価の芳香族炭化水素基としては、例えば、１，４－フェニレン基、１，３－フェニレン基、１，２－フェニレン基等の炭素数６～１０のアリーレン基が挙げられる。 Examples of the divalent aromatic hydrocarbon group in R 2 and R 3 include arylene groups having 6 to 10 carbon atoms such as 1,4-phenylene group, 1,3-phenylene group, and 1,2-phenylene group. Can be mentioned.
　Ｒ２，Ｒ３としては、なかでも、流動性有機物質の増粘効果に優れる点で、炭素数２，４，６の２価の脂肪族炭化水素基（とりわけ好ましくは、直鎖状アルキレン基）が好ましく、特に好ましくは炭素数２、４の２価の脂肪族炭化水素基（とりわけ好ましくは、直鎖状アルキレン基）、最も好ましくは炭素数２の２価の脂肪族炭化水素基（とりわけ好ましくは、直鎖状アルキレン基）である。 As R 2 and R 3 , among them, a divalent aliphatic hydrocarbon group having 2, 4, 6 carbon atoms (particularly preferably, a linear alkylene group) is preferable because it is excellent in the thickening effect of the fluid organic substance. ), Particularly preferably a divalent aliphatic hydrocarbon group having 2 or 4 carbon atoms (particularly preferably a linear alkylene group), most preferably a divalent aliphatic hydrocarbon group having 2 carbon atoms (particularly, Preferably, it is a linear alkylene group.
　Ｒ４は炭素数１～８の２価の脂肪族炭化水素基を示し、なかでも、流動性有機物質の増粘効果に優れる点で、直鎖状又は分岐鎖状アルキレン基が好ましく、特に好ましくは直鎖状アルキレン基である。 R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms, and among them, a linear or branched alkylene group is preferable and particularly preferable because it is excellent in the thickening effect of a fluid organic substance. Is a linear alkylene group.
　また、Ｒ４は炭素数１～８の２価の脂肪族炭化水素基を示し、なかでも、流動性有機物質の増粘効果に優れる点で、より好ましくは炭素数１～７の２価の脂肪族炭化水素基、特に好ましくは炭素数３～７の２価の脂肪族炭化水素基、最も好ましくは炭素数３～６の２価の脂肪族炭化水素基、とりわけ好ましくは炭素数３～５の２価の脂肪族炭化水素基である。 R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. Among them, a divalent aliphatic hydrocarbon group having 1 to 7 carbon atoms is more preferable because it is excellent in the thickening effect of the fluid organic substance. Aliphatic hydrocarbon group, particularly preferably a divalent aliphatic hydrocarbon group having 3 to 7 carbon atoms, most preferably a divalent aliphatic hydrocarbon group having 3 to 6 carbon atoms, particularly preferably 3 to 5 carbon atoms These are divalent aliphatic hydrocarbon groups.
　従って、Ｒ４としては、炭素数１～８の直鎖状又は分岐鎖状アルキレン基が好ましく、より好ましくは炭素数１～７の直鎖状アルキレン基、特に好ましくは炭素数３～７の直鎖状アルキレン基、最も好ましくは炭素数３～６の直鎖状アルキレン基、とりわけ好ましくは炭素数３～５の直鎖状アルキレン基である。 Accordingly, R 4 is preferably a linear or branched alkylene group having 1 to 8 carbon atoms, more preferably a linear alkylene group having 1 to 7 carbon atoms, particularly preferably a straight chain having 3 to 7 carbon atoms. A linear alkylene group, most preferably a linear alkylene group having 3 to 6 carbon atoms, particularly preferably a linear alkylene group having 3 to 5 carbon atoms.
　Ｒ５，Ｒ６における炭素数１～３の１価の脂肪族炭化水素基としては、例えば、メチル基、エチル基、プロピル基、イソプロピル基等の炭素数１～３の直鎖状又は分岐鎖状アルキル基；ビニル基、１－メチルビニル基、２－プロペニル基等の炭素数２～３の直鎖状又は分岐鎖状アルケニル基；エチニル基、プロピニル基等の炭素数２～３の直鎖状又は分岐鎖状アルキニル基等が挙げられる。 Examples of the monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms in R 5 and R 6 include a straight or branched chain having 1 to 3 carbon atoms such as a methyl group, an ethyl group, a propyl group, and an isopropyl group. Alkyl group; linear or branched alkenyl group having 2 to 3 carbon atoms such as vinyl group, 1-methylvinyl group and 2-propenyl group; linear chain having 2 to 3 carbon atoms such as ethynyl group and propynyl group Or a branched alkynyl group.
　Ｒ５，Ｒ６におけるヒドロキシアルキルエーテル基としては、例えば、２－ヒドロキシエトキシ基、２－ヒドロキシプロポキシ基、２，３－ジヒドロキシプロポキシ基等の、モノ又はジヒドロキシＣ１－３アルキルエーテル基が挙げられる。 Examples of the hydroxyalkyl ether group in R 5 and R 6 include mono- or dihydroxy C 1-3 alkyl ether groups such as 2-hydroxyethoxy group, 2-hydroxypropoxy group, and 2,3-dihydroxypropoxy group. .
　Ｒ５，Ｒ６としては、なかでも、同一又は異なって、炭素数１～３の１価の脂肪族炭化水素基が好ましく、より好ましくは炭素数１～３の直鎖状又は分岐鎖状アルキル基、特に好ましくは炭素数１～３の直鎖状アルキル基、とりわけ好ましくはメチル基である。 R 5 and R 6 are the same or different and are preferably monovalent aliphatic hydrocarbon groups having 1 to 3 carbon atoms, more preferably linear or branched alkyl groups having 1 to 3 carbon atoms. Group, particularly preferably a linear alkyl group having 1 to 3 carbon atoms, and particularly preferably a methyl group.
　化合物（１）としては、なかでも、下記式（1-1）～（1-9）で表される化合物が、流動性有機物質の溶解性に優れる点で好ましい。また前記化合物は、流動性有機物質に、前記流動性有機物質が透明の場合はその透明性を維持しつつ、増粘安定化することができる点でも好ましい。
Figure JPOXMLDOC01-appb-C000004
 As the compound (1), among them, compounds represented by the following formulas (1-1) to (1-9) are preferable from the viewpoint of excellent solubility of the fluid organic substance. Moreover, the said compound is preferable also at the point which can carry out a thickening stabilization, maintaining the transparency, when the said fluid organic substance is transparent to a fluid organic substance.
Figure JPOXMLDOC01-appb-C000004
　下記式（２）で表される化合物（以下、「化合物（２）」と称する場合がある）は、上記式（１）で表される化合物の前駆体として有用である。化合物（１）は、例えば、化合物（２）を酸化することにより製造することができる。
Figure JPOXMLDOC01-appb-C000005
 A compound represented by the following formula (2) (hereinafter sometimes referred to as “compound (2)”) is useful as a precursor of the compound represented by the above formula (1). Compound (1) can be produced, for example, by oxidizing compound (2).
Figure JPOXMLDOC01-appb-C000005
　上記式（２）中のＲ１～Ｒ６、Ｌ１～Ｌ３は、上記式（１）で表される化合物（化合物（１））におけるものと同じである。 R 1 to R 6 and L 1 to L 3 in the above formula (2) are the same as those in the compound represented by the above formula (1) (compound (1)).
　化合物（２）としては、なかでも、下記式（2-1）～（2-9）で表される化合物が好ましい。
Figure JPOXMLDOC01-appb-C000006
 As the compound (2), compounds represented by the following formulas (2-1) to (2-9) are particularly preferable.
Figure JPOXMLDOC01-appb-C000006
　上記化合物（２）は、下記式（３）で表される化合物（以後、「化合物（３）」と称する場合がある）と、下記式（４）で表される化合物（以後、「化合物（４）」と称する場合がある）を反応させて、若しくは下記式（３’）で表される化合物（以後、「化合物（３’）」と称する場合がある）と、下記式（４’）で表される化合物（以後、「化合物（４’）」と称する場合がある）を反応させることで製造することができる。尚、下記式中のＲ１～Ｒ６、Ｌ１～Ｌ３は上記式（１）で表される化合物（化合物（１））におけるものと同じである。Ｒ７は水素原子又は炭素数１～３のアルキル基を示す。式（３）において、ＯＲ７はＬ２を構成する水素原子と脱水縮合又は脱アルコール縮合して、環を形成していてもよい。
Figure JPOXMLDOC01-appb-C000007
 The compound (2) includes a compound represented by the following formula (3) (hereinafter sometimes referred to as “compound (3)”) and a compound represented by the following formula (4) (hereinafter referred to as “compound (3)”). 4) ”or a compound represented by the following formula (3 ′) (hereinafter sometimes referred to as“ compound (3 ′) ”) and the following formula (4 ′): (Hereinafter, sometimes referred to as “compound (4 ′)”). In the following formula, R 1 to R 6 and L 1 to L 3 are the same as those in the compound represented by the above formula (1) (compound (1)). R 7 represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms. In the formula (3), OR 7 may form a ring by dehydration condensation or dealcohol condensation with a hydrogen atom constituting L 2 .
Figure JPOXMLDOC01-appb-C000007
　上記式（３）、（４’）中のＲ７における炭素数１～３のアルキル基としては、例えば、メチル基、エチル基、プロピル基、イソプロピル基等が挙げられる。 Examples of the alkyl group having 1 to 3 carbon atoms for R 7 in the above formulas (3) and (4 ′) include a methyl group, an ethyl group, a propyl group, and an isopropyl group.
　ＯＲ７がＬ２を構成する水素原子と脱水縮合又は脱アルコール縮合して、形成する環としては、例えば、ピロリジン－２，５－ジオン環、ピペリジン－２，６－ジオン環が挙げられる。 Examples of the ring formed by OR 7 dehydration condensation or dealcohol condensation with the hydrogen atom constituting L 2 include a pyrrolidine-2,5-dione ring and a piperidine-2,6-dione ring.
　化合物（４）の使用量は、化合物（３）１ｍｏｌに対して１ｍｏｌ以上であれば良く、過剰量使用することもできる。 The amount of the compound (4) used may be 1 mol or more with respect to 1 mol of the compound (3), and an excessive amount may be used.
　化合物（４’）の使用量は、化合物（３’）１ｍｏｌに対して１ｍｏｌ以上であれば良く、過剰量使用することもできる。 The amount of the compound (4 ′) used may be 1 mol or more with respect to 1 mol of the compound (3 ′), and an excess amount may be used.
　化合物（３）と化合物（４）、若しくは化合物（３’）と化合物（４’）の反応は、例えば１００～１２０℃の温度で１０～２０時間撹拌することにより行うことができる。 The reaction of the compound (3) and the compound (4), or the compound (3 ') and the compound (4') can be carried out, for example, by stirring at a temperature of 100 to 120 ° C for 10 to 20 hours.
　反応雰囲気としては反応を阻害しない限り特に限定されず、例えば、空気雰囲気、窒素雰囲気、アルゴン雰囲気等の何れであってもよい。また、反応はバッチ式、セミバッチ式、連続式等の何れの方法でも行うことができる。 The reaction atmosphere is not particularly limited as long as the reaction is not inhibited, and may be any of an air atmosphere, a nitrogen atmosphere, an argon atmosphere, and the like. The reaction can be carried out by any method such as batch, semi-batch and continuous methods.
　反応終了後、得られた反応生成物は、例えば、濾過、濃縮、蒸留、抽出、晶析、吸着、再結晶、カラムクロマトグラフィー等の分離手段や、これらを組み合わせた分離手段により分離精製できる。 After completion of the reaction, the obtained reaction product can be separated and purified by separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, etc., or a combination means combining these.
　化合物（１）は、上記方法で化合物（２）を得、得られた化合物（２）を酸化することにより製造することができる。 Compound (1) can be produced by obtaining compound (2) by the above method and oxidizing the obtained compound (2).
　化合物（１）を得るために化合物（２）を酸化する際に使用する酸化剤としては、例えば、過酸化水素を使用することができる。過酸化水素としては、純粋な過酸化水素を用いてもよいが、取扱性の点から、通常、適当な溶媒（例えば、水）に希釈した形態（例えば、５～７０重量％過酸化水素水）で用いられる。過酸化水素の使用量は、化合物（２）１モルに対して、例えば０．１～１０モル程度である。 As the oxidizing agent used when oxidizing the compound (2) to obtain the compound (1), for example, hydrogen peroxide can be used. As hydrogen peroxide, pure hydrogen peroxide may be used. However, from the viewpoint of handling, it is usually diluted with an appropriate solvent (for example, water) (for example, 5 to 70% by weight of hydrogen peroxide solution). ). The amount of hydrogen peroxide to be used is, for example, about 0.1 to 10 mol with respect to 1 mol of compound (2).
　酸化反応は、例えば３０～７０℃の温度で１０～２０時間撹拌することにより行うことができる。 The oxidation reaction can be performed, for example, by stirring at a temperature of 30 to 70 ° C. for 10 to 20 hours.
　上記酸化反応は、溶媒の存在下又は無溶媒下で行われる。溶媒の存在下で反応を行う場合、前記溶媒としては、例えば、メタノール、エタノール、２－プロパノール、ブタノール等のアルコール系溶媒；ジエチルエーテル、ジイソプロピルエーテル、ジブチルエーテル、テトラヒドロフラン、ジオキサン、ジオキソラン、１，２－ジメトキシエタン、シクロペンチルメチルエーテル等のエーテル系溶媒；酢酸ブチル、酢酸エチル等のエステル系溶媒；ペンタン、ヘキサン、ヘプタン、オクタン等の炭化水素系溶媒；アセトニトリル、ベンゾニトリル等のニトリル系溶媒等が挙げられる。これらは１種を単独で、又は２種以上を組み合わせて使用することができる。 The above oxidation reaction is carried out in the presence or absence of a solvent. When the reaction is carried out in the presence of a solvent, examples of the solvent include alcohol solvents such as methanol, ethanol, 2-propanol and butanol; diethyl ether, diisopropyl ether, dibutyl ether, tetrahydrofuran, dioxane, dioxolane, 1,2 -Ether solvents such as dimethoxyethane and cyclopentyl methyl ether; ester solvents such as butyl acetate and ethyl acetate; hydrocarbon solvents such as pentane, hexane, heptane and octane; nitrile solvents such as acetonitrile and benzonitrile It is done. These can be used alone or in combination of two or more.
　反応終了後、得られた反応生成物は、例えば、濾過、濃縮、蒸留、抽出、晶析、吸着、再結晶、カラムクロマトグラフィー等の分離手段や、これらを組み合わせた分離手段により分離精製できる。 After completion of the reaction, the obtained reaction product can be separated and purified by separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, etc., or a combination means combining these.
　上記反応の原料となる化合物（３）として、例えば下記式（3-1）で表される化合物は、例えば、下記方法で製造することができる。尚、下記式中のＲ１、Ｒ２、Ｒ３、及びＲ７は上記式（１）、（３）及び（４’）で表される化合物におけるものと同じである。また、式（3a）中のＲ７と式（3d）中のＲ７は同一であってもよく、異なっていてもよい。さらに、式（3d）で表される化合物は、当該式中の２つのＣＯＯＲ７が脱水縮合して酸無水物を形成していてもよい。
Figure JPOXMLDOC01-appb-C000008
 As compound (3) used as the raw material of the said reaction, the compound represented, for example by following formula (3-1) can be manufactured by the following method, for example. In the following formula, R 1 , R 2 , R 3 and R 7 are the same as those in the compounds represented by the above formulas (1), (3) and (4 ′). Further, R 7 in R 7 and wherein in formula (3a) (3d) may be the same or may be different. Furthermore, in the compound represented by the formula (3d), two COORs 7 in the formula may be dehydrated and condensed to form an acid anhydride.
Figure JPOXMLDOC01-appb-C000008
　また、上記反応の原料となる化合物（３’）は、例えば、下記方法で製造することができる。尚、下記式中のＲ１、Ｒ２、Ｒ３、及びＲ７は上記式（１）で表される化合物におけるものと同じである。また、式（3b’）で表される化合物は、当該式中の２つのＣＯＯＲ７が脱水縮合して酸無水物を形成していてもよい。
Figure JPOXMLDOC01-appb-C000009
 Moreover, the compound (3 ') used as the raw material of the said reaction can be manufactured by the following method, for example. In the following formula, R 1 , R 2 , R 3 and R 7 are the same as those in the compound represented by the above formula (1). In the compound represented by the formula (3b ′), two COORs 7 in the formula may be subjected to dehydration condensation to form an acid anhydride.
Figure JPOXMLDOC01-appb-C000009
　［１］の工程は、式（3a）で表される化合物と式（3b）で表される化合物を反応させて、式（3c）で表される化合物を得る工程である。式（3b）で表される化合物の使用量は、式（3a）で表される化合物１ｍｏｌに対して１ｍｏｌ以上であれば良く、過剰量使用することもできる。この反応の反応温度は、例えば８０～１５０℃であり、反応時間は、例えば１～２４時間程度である。 The step [1] is a step of obtaining a compound represented by the formula (3c) by reacting the compound represented by the formula (3a) with the compound represented by the formula (3b). The usage-amount of the compound represented by Formula (3b) should just be 1 mol or more with respect to 1 mol of compounds represented by Formula (3a), and can also use excess amount. The reaction temperature of this reaction is, for example, 80 to 150 ° C., and the reaction time is, for example, about 1 to 24 hours.
　［２］の工程は、式（3c）で表される化合物と式（3d）で表される化合物を反応させて、式（3-1）で表される化合物を得る工程である。式（3d）で表される化合物の使用量は、式（3c）で表される化合物１ｍｏｌに対して１ｍｏｌ以上であれば良く、例えば１～３ｍｏｌである。この反応の反応温度は、例えば８０～１５０℃であり、反応時間は、例えば０．５～１０時間程度である。この反応が進行すると、水が生成する。そのため、脱水剤（例えば、無水酢酸等）を使用して水を除去しつつ反応を行うことが、反応の進行を促進する上で好ましい。 The step [2] is a step of obtaining a compound represented by the formula (3-1) by reacting the compound represented by the formula (3c) with the compound represented by the formula (3d). The amount of the compound represented by the formula (3d) may be 1 mol or more with respect to 1 mol of the compound represented by the formula (3c), for example, 1 to 3 mol. The reaction temperature of this reaction is, for example, 80 to 150 ° C., and the reaction time is, for example, about 0.5 to 10 hours. As this reaction proceeds, water is produced. Therefore, it is preferable to perform the reaction while removing water using a dehydrating agent (for example, acetic anhydride or the like) in order to promote the progress of the reaction.
　［２］の反応は、溶媒の存在下で反応を行うことが好ましい。前記溶媒としては、例えば、ペンタフルオロフェノール、Ｎ，Ｎ－ジメチルホルムアミド、ジメチルアセトアミド、ｏ－ジクロロベンゼン等が挙げられる。これらは、１種を単独で使用することもできるし、２種以上を組み合わせて使用することもできる。 The reaction [2] is preferably performed in the presence of a solvent. Examples of the solvent include pentafluorophenol, N, N-dimethylformamide, dimethylacetamide, o-dichlorobenzene, and the like. These can also be used individually by 1 type and can also be used in combination of 2 or more type.
　また、［２］の反応は、必要に応じてトリエチルアミン、ピリジン、４－ジメチルアミノピリジン等の塩基の存在下で行うことができる。 Further, the reaction [2] can be carried out in the presence of a base such as triethylamine, pyridine, 4-dimethylaminopyridine, if necessary.
　［３］の工程は、式（3a’）で表される化合物と式（3b’）で表される化合物を反応させて、式（3c’）で表される化合物を得る工程である。［３］の反応は、上記［２］の反応に準じた条件で行うことができる。 The step [3] is a step of obtaining the compound represented by the formula (3c ′) by reacting the compound represented by the formula (3a ′) with the compound represented by the formula (3b ′). The reaction [3] can be carried out under conditions similar to those of the above reaction [2].
　［４］の工程は、式（3c’）で表される化合物と式（3d’）で表される化合物を反応させて、式（3’-1）で表される化合物を得る工程である。［４］の反応は、上記［１］の反応に準じた条件で行うことができる。 The step [4] is a step of obtaining a compound represented by the formula (3′-1) by reacting a compound represented by the formula (3c ′) with a compound represented by the formula (3d ′). . The reaction [4] can be carried out under the same conditions as in the above reaction [1].
　各工程の反応終了後、得られた反応生成物は、例えば、濾過、濃縮、蒸留、抽出、晶析、吸着、再結晶、カラムクロマトグラフィー等の分離手段や、これらを組み合わせた分離手段により分離精製できる。 After completion of the reaction in each step, the obtained reaction product is separated by a separation means such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, or a combination means combining these. It can be purified.
　［油剤（Ｂ）］
　本発明の化粧料における油剤（Ｂ）としては、皮膚、まつげ、又は眉毛に塗布することにより艶感若しくはしっとり感を付与できる油剤であれば特に制限無く使用することができる。特に、本発明の化粧料では、油剤（Ｂ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して６５．０～９９．５重量％含む。油剤（Ｂ）としては、化粧料の用途や目的に応じて、例えば、下記に挙げられる油（化合物）を用いることができる。油剤（Ｂ）としては、１種を単独で、又は２種以上を組み合わせて使用することができる。尚、油剤（Ｂ）には、増粘剤（Ａ）は含まれないものとする。 [Oil agent (B)]
The oil agent (B) in the cosmetic of the present invention can be used without particular limitation as long as it is an oil agent that can give gloss or moist feeling when applied to the skin, eyelashes, or eyebrows. In particular, the cosmetic of the present invention contains 65.0 to 99.5% by weight of the oil agent (B) with respect to the sum of the contents of the thickener (A) and the oil agent (B). As the oil agent (B), for example, oils (compounds) listed below can be used according to the use and purpose of the cosmetic. As an oil agent (B), 1 type can be used individually or in combination of 2 or more types. The oil agent (B) does not include the thickener (A).
　上記油剤（Ｂ）としては、例えば極性油や非極性油が挙げられる。なお、本明細書において、極性油とは、水に不溶な油剤であって、その分子中にエーテル結合、エステル結合、アミド結合などの極性結合を有する油剤のことを指し、非極性油とは、炭化水素系の油剤、極性を有する置換基などを有しないシリコーン油などを指す。上記油剤（Ｂ）としては、極性油又は非極性油であってもよく、極性油及び非極性油からなる群より選ばれる１以上であってもよい。 Examples of the oil agent (B) include polar oils and nonpolar oils. In the present specification, the polar oil is an oil agent that is insoluble in water, and refers to an oil agent having a polar bond such as an ether bond, an ester bond, or an amide bond in its molecule, and a nonpolar oil is , Hydrocarbon oils, and silicone oils that do not have polar substituents. The oil agent (B) may be polar oil or nonpolar oil, and may be one or more selected from the group consisting of polar oil and nonpolar oil.
　極性油としては、例えば、オリーブ油等の油脂類、ラノリン等のロウ類、エステル類［ミリスチン酸イソプロピル、オレイン酸デシル、オクタン酸セチル、トリ－２－エチルヘキサン酸グリセリル、パルミチン酸オクチル等の炭素数８以上（好ましくは、炭素数８～２５）の脂肪酸とアルコールとのエステル］、高級脂肪酸類［ラウリン酸、オレイン酸、ステアリン酸、イソステアリン酸等の炭素数１２以上（好ましくは、炭素数１２～２５）の脂肪酸］、常温で固体の高級アルコール類［セタノール、セトステアリルアルコール等の炭素数１２以上（好ましくは、炭素数１２～２５）のアルコール］等を挙げることができる。なお、本発明においては、「常温」とは、１５～２５℃の温度を指す。 Examples of polar oils include fats and oils such as olive oil, waxes such as lanolin, esters [isopropyl myristate, decyl oleate, cetyl octanoate, glyceryl tri-2-ethylhexanoate, octyl palmitate, etc. Eight or more (preferably esters of 8 to 25 carbon atoms) fatty acids and alcohols], higher fatty acids [lauric acid, oleic acid, stearic acid, isostearic acid, etc. 12 or more carbon atoms (preferably 12 to 12 carbon atoms) 25) fatty acids], higher alcohols that are solid at room temperature [alcohols having 12 or more carbon atoms (preferably 12 to 25 carbon atoms) such as cetanol and cetostearyl alcohol] and the like. In the present invention, “normal temperature” refers to a temperature of 15 to 25 ° C.
　すなわち、上記極性油としては、油脂類、ロウ類、エステル類、高級脂肪酸類、及び常温で固体の高級アルコール類からなる群から選ばれる１以上を含むことが好ましい。 That is, the polar oil preferably contains one or more selected from the group consisting of fats and oils, waxes, esters, higher fatty acids, and higher alcohols that are solid at room temperature.
　非極性油としては、スクワラン、ワセリン、炭化水素油（イソドデカン、イソパラフィン、流動パラフィン等）、鎖状又は環状のシリコーン油（ジメチルポリシロキサン、デカメチルシクロペンタシロキサン等）等を挙げることができる。 Examples of nonpolar oils include squalane, petrolatum, hydrocarbon oil (isododecane, isoparaffin, liquid paraffin, etc.), chain or cyclic silicone oil (dimethylpolysiloxane, decamethylcyclopentasiloxane, etc.) and the like.
　すなわち、上記非極性油としては、スクワラン、ワセリン、炭化水素油、及び鎖状若しくは環状のシリコーン油からなる群から選ばれる１以上を含むことが好ましい。 That is, the nonpolar oil preferably contains one or more selected from the group consisting of squalane, petrolatum, hydrocarbon oil, and chain or cyclic silicone oil.
　本発明の化粧料が、リップグロスである場合は、油剤（Ｂ）として、（軟質）イソパラフィン、水添ポリイソブテン、リンゴ酸ジイソトリデシル、イソノナン酸イソトリデシル、ミリスチン酸オクチルドデシル、オリーブ油、パルミチン酸エチルヘキシル、トリベヘニン、スクワラン、ステアリン酸、及び（水添）ヒマシ油からなる群より選ばれる１以上を含むことが好ましい。特に（軟質）イソパラフィンを含むことが好ましく、リップグロスである場合の油剤（Ｂ）中に占める（軟質）イソパラフィンの含有量は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 When the cosmetic composition of the present invention is lip gloss, the oil agent (B) includes (soft) isoparaffin, hydrogenated polyisobutene, diisotridecyl malate, isotridecyl isononanoate, octyldodecyl myristate, olive oil, ethylhexyl palmitate, tribehenine, It is preferable to include one or more selected from the group consisting of squalane, stearic acid, and (hydrogenated) castor oil. In particular, (soft) isoparaffin is preferably included, and the content of (soft) isoparaffin in the oil (B) in the case of lip gloss is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70%). % By weight or more).
　本発明の化粧料が、マスカラである場合は、油剤（Ｂ）として、（流動）イソパラフィン、ジメチルポリシロキサン、デカメチルポリシロキサン、パルミチン酸オクチル、（イソ）ステアリン酸、及びベヘニルアルコールからなる群から選ばれる１以上を含むことが好ましい。特に（流動）イソパラフィン、ジメチルポリシロキサン、及びデカメチルポリシロキサンからなる群から選ばれる１以上を含むことが好ましく、マスカラである場合の油剤（Ｂ）中に占めるこれらの含有量（合計）は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 When the cosmetic of the present invention is mascara, the oil agent (B) is selected from the group consisting of (fluid) isoparaffin, dimethylpolysiloxane, decamethylpolysiloxane, octyl palmitate, (iso) stearic acid, and behenyl alcohol. It is preferable to include one or more. In particular, it is preferable to include one or more selected from the group consisting of (fluid) isoparaffin, dimethylpolysiloxane, and decamethylpolysiloxane, and these contents (total) in the oil agent (B) in the case of mascara are: For example, it is 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
　本発明の化粧料が、水中油型下地化粧料である場合は、油剤（Ｂ）として、ステアリン酸、セトステアリルアルコール、トリ２－エチルヘキサン酸グリセリル、（流動）パラフィン、イソノナン酸イソトリデシル、オリーブ油、ローズヒップ油、及びベヘニルアルコールからなる群より選ばれる１以上を含むことが好ましい。特にトリ２－エチルヘキサン酸グリセリル及び（流動）パラフィンからなる群より選ばれる１以上を含むことが好ましく、水中油型下地化粧料である場合の油剤（Ｂ）中に占めるこれらの含有量（合計）は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 When the cosmetic of the present invention is an oil-in-water base cosmetic, the oil agent (B) includes stearic acid, cetostearyl alcohol, glyceryl tri-2-ethylhexanoate, (liquid) paraffin, isotridecyl isononanoate, olive oil, It is preferable to include one or more selected from the group consisting of rosehip oil and behenyl alcohol. In particular, it is preferable to include one or more selected from the group consisting of glyceryl tri-2-ethylhexanoate and (liquid) paraffin, and the content of these in the oil agent (B) in the case of an oil-in-water base cosmetic (total) ) Is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
　本発明の化粧料が、日焼け止め化粧料である場合は、油剤（Ｂ）として、イソドデカン、オクタン酸セチル、（流動）パラフィン、及びオリーブ油からなる群より選ばれる１以上を含むことが好ましい。日焼け止め化粧料である場合の油剤（Ｂ）中に占めるこれらの含有量（合計）は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 When the cosmetic composition of the present invention is a sunscreen cosmetic composition, the oil agent (B) preferably contains at least one selected from the group consisting of isododecane, cetyl octoate, (fluid) paraffin, and olive oil. The content (total) of the oil agent (B) in the case of a sunscreen cosmetic is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
　また、本発明の化粧料がマスカラ、アイブロウ等のまつげ又は眉毛化粧料である場合は、極性油や非極性油とともに、温度安定性、ボリューム効果、カール効果等の点から、３０℃において固形の油剤（固形油と称する場合がある）を含有することが好ましい。 When the cosmetic of the present invention is an eyelash such as mascara or eyebrow or eyebrow cosmetic, it is solid at 30 ° C. in terms of temperature stability, volume effect, curl effect, etc. together with polar oil and nonpolar oil. It is preferable to contain an oil agent (sometimes referred to as solid oil).
　３０℃において固形の油剤（固形油と称する場合がある）としては、例えば、パラフィン、マイクロクリスタリンワックス、ポリエチレンワックス、キャンデリラロウ、カルナバロウ、ミツロウ、モクロウ、ホホバエステル、合成ワックス等を挙げることができる。油剤（Ｂ）中に占めるこれらの固形油の含有量（合計）は、例えば１．０～２０．０重量％（好ましくは１．５～１０．０重量％、特に好ましくは２．０～８．０重量％）である。 Examples of solid oils (sometimes referred to as solid oils) at 30 ° C. include paraffin, microcrystalline wax, polyethylene wax, candelilla wax, carnauba wax, beeswax, molasses, jojoba ester, and synthetic wax. . The content (total) of these solid oils in the oil agent (B) is, for example, 1.0 to 20.0% by weight (preferably 1.5 to 10.0% by weight, particularly preferably 2.0 to 8%). 0.0% by weight).
　［その他の成分（Ｃ）］
　本発明の化粧料は、その用途や目的に応じて、その他の成分（Ｃ）として、増粘剤（Ａ）及び油剤（Ｂ）以外のその他の成分（Ｃ）を含有することができる。その他の成分（Ｃ）としては、１種を単独で、又は２種以上を組み合わせて使用することができる。 [Other components (C)]
The cosmetic of the present invention can contain other components (C) other than the thickener (A) and the oil agent (B) as other components (C) according to the use and purpose. As other component (C), it can be used individually by 1 type or in combination of 2 or more types.
　例えば、本発明の化粧料が口紅、リップクリーム、リップグロス、頬紅、ファンデーション等のメイクアップ化粧料である場合は、その他の成分（Ｃ）として多糖脂肪酸エステルを含有することが、皮膚への付着性、艶感、及び艶感の持続性をより一層向上することができる点で好ましい。 For example, when the cosmetic of the present invention is a makeup cosmetic such as lipstick, lip balm, lip gloss, blusher, foundation, etc., it may contain a polysaccharide fatty acid ester as the other component (C). It is preferable in that the properties, glossiness, and persistence of glossiness can be further improved.
　多糖脂肪酸エステルは、２個以上の単糖類がグリコシド結合して得られる多糖類と脂肪酸とのエステルである。多糖類としては、例えば、デキストリン、シクロデキストリン、グリコーゲン、プルラン、グルコマンナン、フコイダン、イヌリン、セルロース、キチン、ヒアルロン酸、コンドロイチン硫酸等の、分子式（Ｃ６Ｈ１０Ｏ５）ｔ（ｔは２以上の整数）で示される化合物である。脂肪酸としては、例えば、オクタン酸、デカン酸、ラウリン酸、ミリスチン酸、オイレン酸、ステアリン酸などのＣ８－２０脂肪酸等を挙げることができる。 The polysaccharide fatty acid ester is an ester of a polysaccharide and a fatty acid obtained by glycosidic bonding of two or more monosaccharides. Examples of the polysaccharide include molecular formulas (C 6 H 10 O 5 ) t (t is 2 or more) such as dextrin, cyclodextrin, glycogen, pullulan, glucomannan, fucoidan, inulin, cellulose, chitin, hyaluronic acid, chondroitin sulfate, and the like. It is a compound shown by the integer. Examples of fatty acids include C 8-20 fatty acids such as octanoic acid, decanoic acid, lauric acid, myristic acid, oleic acid, and stearic acid.
　多糖脂肪酸エステルとしては、デキストリンラウリン酸エステル、及びデキストリンミリスチン酸エステルからなる群から選ばれる１以上を使用することが好ましい。メイクアップ化粧料である場合、その他の成分（Ｃ）中に占める多糖脂肪酸エステルの含有量（合計）は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 As the polysaccharide fatty acid ester, it is preferable to use one or more selected from the group consisting of dextrin laurate and dextrin myristic ester. In the case of a makeup cosmetic, the content (total) of the polysaccharide fatty acid ester in the other component (C) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more). is there.
　例えば、本発明の化粧料が水中油型下地化粧料である場合は、その他の成分（Ｃ）として、水などの水性成分を含有することが好ましい。水性成分としては水以外にも、例えば、エタノール、イソプロピルアルコール等のアルコール類；プロピレングリコール、１、３－ブチレングリコール、ジプロピレングリコール、ポリエチレングリコール等のグリコール類；グリセリン、ジグリセリン、ポリグリセリン等のグリセリン類等から選択される少なくとも１種を含有していてもよい。すなわち、本発明の化粧料が水中油型下地化粧料である場合は、その他の成分（Ｃ）として、水、アルコール類、グリコール類、及びグリセリン類からなる群から選ばれる１以上の水性成分を含むことが好ましい。本発明の化粧料が、水中油型下地化粧料である場合、その他の成分（Ｃ）中に占める水性成分の含有量（合計）は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 For example, when the cosmetic of the present invention is an oil-in-water base cosmetic, it is preferable to contain an aqueous component such as water as the other component (C). As the aqueous component, in addition to water, for example, alcohols such as ethanol and isopropyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol; glycerin, diglycerin, polyglycerin, and the like You may contain at least 1 sort (s) selected from glycerol etc. That is, when the cosmetic of the present invention is an oil-in-water base cosmetic, as the other component (C), one or more aqueous components selected from the group consisting of water, alcohols, glycols, and glycerins are used. It is preferable to include. When the cosmetic of the present invention is an oil-in-water base cosmetic, the content (total) of the aqueous component in the other component (C) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly Preferably, it is 70% by weight or more.
　例えば、本発明の化粧料が日焼け止め化粧料である場合は、その他の成分（Ｃ）として、紫外線防御剤を含有することが好ましい。日焼け止め化粧料である場合、その他の成分（Ｃ）中に占める紫外線防御剤の含有量は、例えば３０重量％以上（好ましくは５０重量％以上、特に好ましくは７０重量％以上）である。 For example, when the cosmetic of the present invention is a sunscreen cosmetic, it is preferable to contain an ultraviolet protective agent as the other component (C). In the case of a sunscreen cosmetic, the content of the ultraviolet protective agent in the other component (C) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).
　紫外線防御剤は、紫外線によって引き起こされるダメージから皮膚等を保護する作用を発揮する化合物であり、紫外線散乱剤と紫外線吸収剤が含まれる。本発明の化粧料においては、なかでも、紫外線散乱剤を使用することが、使用時のベタつきを抑制することができる点で好ましい。 UV protection agent is a compound that exerts an action of protecting skin and the like from damage caused by UV rays, and includes UV scattering agents and UV absorbers. In the cosmetic of the present invention, it is particularly preferable to use an ultraviolet scattering agent in terms of suppressing stickiness during use.
　紫外線散乱剤としては、例えば、酸化チタン、酸化亜鉛、酸化セリウム等の金属酸化物；水酸化鉄等の金属水酸化物；板状酸化鉄、アルミニウムフレーク等の金属フレーク類；炭化珪素等のセラミック類等を挙げることができる。 Examples of the ultraviolet scattering agent include metal oxides such as titanium oxide, zinc oxide and cerium oxide; metal hydroxides such as iron hydroxide; metal flakes such as plate-like iron oxide and aluminum flakes; ceramics such as silicon carbide And the like.
　紫外線散乱剤の平均粒子径は、例えば５～１００ｎｍ程度である。紫外線散乱剤の平均粒子径は、例えば、レーザー回折・散乱式粒度分布測定装置により測定可能である。 The average particle size of the ultraviolet scattering agent is, for example, about 5 to 100 nm. The average particle diameter of the ultraviolet scattering agent can be measured by, for example, a laser diffraction / scattering particle size distribution measuring apparatus.
　紫外線散乱剤は、従来公知の表面処理により新たな特性（例えば、撥水性）が付与されたものであっても良い。表面処理としては、例えば、フッ素化合物処理、シリコーン処理、シリコーン樹脂処理、ペンダント処理、シランカップリング剤処理、チタンカップリング剤処理、シラン処理、油剤処理、Ｎ－アシル化リジン処理、ポリアクリル酸処理、金属石鹸処理、アクリル樹脂処理、金属酸化物処理等を挙げることができる。これらの処理は、１種を単独で、又は２種以上を組み合わせて施すことができる。 The ultraviolet scattering agent may be a material imparted with new characteristics (for example, water repellency) by a conventionally known surface treatment. Examples of the surface treatment include fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, silane treatment, oil agent treatment, N-acylated lysine treatment, and polyacrylic acid treatment. , Metal soap treatment, acrylic resin treatment, metal oxide treatment and the like. These treatments can be performed singly or in combination of two or more.
　紫外線吸収剤としては、例えば、２－ヒドロキシ－４－メトキシベンゾフェノン、２－ヒドロキシ－４－メトキシベンゾフェノン－５－硫酸、２，２’－ジヒドロキシ－４－メトキシベンゾフェノン、ｐ－メトキシハイドロ桂皮酸ジエタノールアミン塩、パラアミノ安息香酸、エチルジヒドロキシプロピル安息香酸、グリセリル安息香酸、サリチル酸ホモメンチル、メチル－ｏ－アミノベンゾエート、２－エチルヘキシル－２－シアノ－３，３－ジフェニルアクリレート、オクチルジメチル安息香酸、サリチル酸オクチル、２－フェニル－ベンズイミダゾール－５－硫酸、サリチル酸トリエタノールアミン、３－（４－メチルベンジリデン）カンフル、２，４－ジヒドロキシベンゾフェノン、２，２’，４，４’－テトラヒドロキシベンゾフェノン、２，２’－ジヒドロキシ－４，４’－ジメトキシベンゾフェノン、２－ヒドロキシ－４－Ｎ－オクトキシベンゾフェノン、４－イソプロピルジベンゾイルメタン、ブチルメトキシジベンゾイルメタン、４－（３，４－ジメトキシフェニルメチレン）－２，５－ジオキソ－１－イミダゾリジンプロピオン酸２－エチルヘキシル、オクチルトリアゾン、ジメトキシ桂皮酸イソオクタン酸グリセリド、及びこれらの高分子誘導体やシラン誘導体等を挙げることができる。 Examples of the ultraviolet absorber include 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfuric acid, 2,2′-dihydroxy-4-methoxybenzophenone, and p-methoxyhydrocinnamic acid diethanolamine salt. , Paraaminobenzoic acid, ethyldihydroxypropylbenzoic acid, glycerylbenzoic acid, homomenthyl salicylate, methyl-o-aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, octyldimethylbenzoic acid, octyl salicylate, 2- Phenyl-benzimidazole-5-sulfate, triethanolamine salicylate, 3- (4-methylbenzylidene) camphor, 2,4-dihydroxybenzophenone, 2,2 ', 4,4'-tetrahydroxybenzo Enone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2-hydroxy-4-N-octoxybenzophenone, 4-isopropyldibenzoylmethane, butylmethoxydibenzoylmethane, 4- (3,4-dimethoxy (Phenylmethylene) -2,5-dioxo-1-imidazolidinepropionate 2-ethylhexyl, octyl triazone, dimethoxycinnamic acid isooctanoic acid glyceride, and polymer derivatives and silane derivatives thereof.
　本発明の化粧料は、油性又は水性の化粧料であり、特にメイクアップ化粧料、まつげ若しくは眉毛化粧料、水中油型下地化粧料、又は日焼け止め化粧料である。 The cosmetic of the present invention is an oily or aqueous cosmetic, and in particular, a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
　本発明の化粧料は、化合物（１）［式（１）で表される化合物］を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して０．５～３５．０重量％、好ましくは１．０～３０．０重量％、より好ましくは２．０～２５．０重量％、さらに好ましくは５．０～２０．０重量％含む。化合物（１）の割合が上記範囲であると、増粘剤が油剤を適切に増粘安定化させることができる。 The cosmetic of the present invention comprises compound (1) [compound represented by formula (1)] in an amount of 0.5 to 35.0 with respect to the sum of the contents of the thickener (A) and the oil (B). % By weight, preferably 1.0-30.0% by weight, more preferably 2.0-25.0% by weight, still more preferably 5.0-20.0% by weight. When the proportion of compound (1) is in the above range, the thickener can appropriately thicken and stabilize the oil.
　本発明の化粧料は、増粘剤（Ａ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して、例えば０．５～３５．０重量％、好ましくは１．０～３０．０重量％、より好ましくは２．０～２５．０重量％、さらに好ましくは５．０～２０．０重量％含む。増粘剤（Ａ）の割合が上記範囲であると、増粘剤が油剤を適切に増粘安定化させることができる。 In the cosmetic of the present invention, the thickener (A) is, for example, 0.5 to 35.0% by weight, preferably 1.% by weight based on the sum of the contents of the thickener (A) and the oil (B). 0 to 30.0% by weight, more preferably 2.0 to 25.0% by weight, still more preferably 5.0 to 20.0% by weight. When the ratio of the thickener (A) is in the above range, the thickener can appropriately thicken and stabilize the oil agent.
　本発明の化粧料における増粘剤（Ａ）の含有量（２種以上使用する場合はその総量）は、用途に応じて適宜調整することができるが、油剤（Ｂ）１００重量部に対して、例えば０．５～５０．０重量部程度（好ましくは１．０～３０．０重量部、より好ましくは２．０～２０．０重量部）であることが、油剤（Ｂ）に適度な粘度を付与することができ、分散安定性、展延性、及び皮膚、まつげ、又は眉毛への付着性に優れ、皮膚、まつげ、又は眉毛に塗布することで艶感若しくはしっとり感を付与することができ、該艶感若しくはしっとり感を長時間持続させることができる化粧料が得られる点で好ましい。増粘剤（Ａ）の含有量が上記範囲であると、化粧料の粘度を安定的に保持しやすくなり、また、良好な分散安定性や付着性が得られやすくなり、化粧料の展延性が低下せず、艶感若しくはしっとり感を長時間持続させることができる。また、増粘剤（Ａ）の含有量は、化粧料全量に対して、好ましくは０．５～３０．０重量％、特に好ましくは１．０～２０．０重量％、最も好ましくは２．０～１５．０重量％である。 The content of the thickener (A) in the cosmetic of the present invention (the total amount when two or more are used) can be appropriately adjusted according to the use, but is 100 parts by weight of the oil (B). For example, about 0.5 to 50.0 parts by weight (preferably 1.0 to 30.0 parts by weight, more preferably 2.0 to 20.0 parts by weight) is appropriate for the oil agent (B). Can impart viscosity, has excellent dispersion stability, spreadability, and adhesion to skin, eyelashes, or eyebrows, and can give glossiness or moistness when applied to skin, eyelashes, or eyebrows It is preferable in that a cosmetic can be obtained that can maintain the gloss or moist feeling for a long time. When the content of the thickener (A) is in the above range, it becomes easy to stably maintain the viscosity of the cosmetic, and it becomes easy to obtain good dispersion stability and adhesiveness. The gloss or moist feeling can be maintained for a long time without lowering. The content of the thickener (A) is preferably 0.5 to 30.0% by weight, particularly preferably 1.0 to 20.0% by weight, most preferably 2. 0 to 15.0% by weight.
　本発明の化粧料がメイクアップ化粧料（特に、リップグロス）である場合の増粘剤（Ａ）の含有量は、化粧料全量に対して、好ましくは０．５～２５．０重量％、特に好ましくは１．０～２０．０重量％、最も好ましくは２．０～１５．０重量％である。また、まつげ若しくは眉毛化粧料である場合の増粘剤（Ａ）の含有量は、化粧料全量に対して、好ましくは０．５～２０．０重量％、特に好ましくは１．０～１５．０重量％、最も好ましくは２．０～１０．０重量％である。また、水中油型下地化粧料である場合の増粘剤（Ａ）の含有量は、化粧料全量に対して、好ましくは０．５～１５．０重量％、特に好ましくは１．０～１０．０重量％、最も好ましくは２．０～８．０重量％である。また、日焼け止め化粧料である場合の増粘剤（Ａ）の含有量は、化粧料全量に対して、好ましくは０．５～１０．０重量％、特に好ましくは１．０～５．０重量％である。 When the cosmetic of the present invention is a makeup cosmetic (particularly lip gloss), the content of the thickener (A) is preferably 0.5 to 25.0% by weight relative to the total amount of the cosmetic, Particularly preferred is 1.0 to 20.0% by weight, and most preferred is 2.0 to 15.0% by weight. The content of the thickener (A) in the case of eyelash or eyebrow cosmetics is preferably 0.5 to 20.0% by weight, particularly preferably 1.0 to 15%, based on the total amount of the cosmetic. 0% by weight, most preferably 2.0 to 10.0% by weight. Further, the content of the thickener (A) in the case of an oil-in-water base cosmetic is preferably 0.5 to 15.0% by weight, particularly preferably 1.0 to 10%, based on the total amount of the cosmetic. 0.0% by weight, most preferably 2.0-8.0% by weight. Further, the content of the thickener (A) in the case of a sunscreen cosmetic is preferably 0.5 to 10.0% by weight, particularly preferably 1.0 to 5.0, based on the total amount of the cosmetic. % By weight.
　本発明の化粧料では、化合物（１）以外の他の増粘剤を含有してもよい。増粘剤（Ａ）に占める化合物（１）の割合は、例えば３０重量％以上、好ましくは５０重量％以上、特に好ましくは７０重量％以上、最も好ましくは８５重量％以上である。化合物（１）以外の他の増粘剤の割合が過剰となると、本発明の効果が得られにくくなる傾向がある。 The cosmetic of the present invention may contain a thickener other than the compound (1). The proportion of the compound (1) in the thickener (A) is, for example, 30% by weight or more, preferably 50% by weight or more, particularly preferably 70% by weight or more, and most preferably 85% by weight or more. When the ratio of the thickener other than the compound (1) is excessive, the effect of the present invention tends to be difficult to obtain.
　本発明の化粧料では、油剤（Ｂ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して６５．０～９９．５重量％、好ましくは７０．０～９９．０重量％、特に好ましくは７５．０～９８．０重量％、最も好ましくは８０．０～９５．０重量％含む。油剤（Ｂ）の割合が上記範囲であると、増粘剤が油剤を適切に増粘安定化させることができる。 In the cosmetic of the present invention, the oil agent (B) is 65.0 to 99.5% by weight, preferably 70.0 to 99.%, based on the sum of the contents of the thickener (A) and the oil agent (B). It contains 0% by weight, particularly preferably 75.0 to 98.0% by weight, and most preferably 80.0 to 95.0% by weight. When the ratio of the oil agent (B) is within the above range, the thickener can appropriately thicken and stabilize the oil agent.
　本発明の化粧料における油剤（Ｂ）の含有量（２種以上含有する場合はその総量）は、用途に応じて適宜調整することができるが、化粧料全量の１．０重量％以上（例えば１．０～９９．０重量％）であることが、皮膚、まつげ、又は眉毛に塗布することにより、皮膚、まつげ、又は眉毛に艶感若しくはしっとり感を付与することができる点で好ましい。油剤（Ｂ）の含有量は、より好ましくは２．０重量％以上、さらに好ましくは５．０重量％以上、特に好ましくは１０．０重量％以上である。 The content of the oil agent (B) in the cosmetic of the present invention (the total amount when containing two or more types) can be appropriately adjusted according to the use, but is 1.0% by weight or more of the total amount of the cosmetic (for example, 1.0 to 99.0% by weight) is preferable in terms of giving gloss or moist feeling to the skin, eyelashes, or eyebrows by applying to the skin, eyelashes, or eyebrows. The content of the oil agent (B) is more preferably 2.0% by weight or more, further preferably 5.0% by weight or more, and particularly preferably 10.0% by weight or more.
　本発明の化粧料がメイクアップ化粧料（特に、リップグロス）である場合の油剤（Ｂ）の含有量は、化粧料全量に対して、例えば３０．０～９９．０重量％である。前記範囲の下限は好ましくは４０．０重量％、特に好ましくは５０．０重量％、最も好ましくは６０．０重量％である。また、前記範囲の上限は、好ましくは９８．０重量％、特に好ましくは９５．０重量％である。まつげ又は眉毛化粧料である場合の油剤（Ｂ）の含有量は、化粧料全量に対して、例えば３０．０～９５．０重量％である。前記範囲の下限は好ましくは４０．０重量％、特に好ましくは５０．０重量％である。前記範囲の上限は好ましくは９０．０重量％、特に好ましくは８５．０重量％である。水中油型下地化粧料である場合の油剤（Ｂ）の含有量は、化粧料全量に対して、例えば１．０～２０．０重量％である。前記範囲の下限は好ましくは３．０重量％、特に好ましくは５．０重量％である。また、前記範囲の上限は、好ましくは１５．０重量％、特に好ましくは１２．０重量％である。日焼け止め化粧料である場合の油剤（Ｂ）の含有量は、化粧料全量に対して、例えば３０．０～９９．５重量％である。前記範囲の下限は好ましくは４０．０重量％、特に好ましくは６０．０重量％、最も好ましくは７０．０重量％である。また、前記範囲の上限は、好ましくは９９．０重量％、より好ましくは９８．０重量％、特に好ましくは９５．０重量％、最も好ましくは９０．０重量％である。 When the cosmetic of the present invention is a makeup cosmetic (particularly lip gloss), the content of the oil agent (B) is, for example, 30.0 to 99.0% by weight with respect to the total amount of the cosmetic. The lower limit of the range is preferably 40.0% by weight, particularly preferably 50.0% by weight, most preferably 60.0% by weight. The upper limit of the range is preferably 98.0% by weight, particularly preferably 95.0% by weight. The content of the oil agent (B) in the case of eyelash or eyebrow cosmetics is, for example, 30.0 to 95.0% by weight with respect to the total amount of the cosmetics. The lower limit of the range is preferably 40.0% by weight, particularly preferably 50.0% by weight. The upper limit of the range is preferably 90.0% by weight, particularly preferably 85.0% by weight. The content of the oil agent (B) in the case of an oil-in-water base cosmetic is, for example, 1.0 to 20.0% by weight relative to the total amount of the cosmetic. The lower limit of the range is preferably 3.0% by weight, particularly preferably 5.0% by weight. The upper limit of the range is preferably 15.0% by weight, particularly preferably 12.0% by weight. The content of the oil agent (B) in the case of a sunscreen cosmetic is, for example, 30.0 to 99.5% by weight with respect to the total amount of the cosmetic. The lower limit of the range is preferably 40.0% by weight, particularly preferably 60.0% by weight, most preferably 70.0% by weight. The upper limit of the range is preferably 99.0% by weight, more preferably 98.0% by weight, particularly preferably 95.0% by weight, and most preferably 90.0% by weight.
　本発明の化粧料がまつげ又は眉毛化粧料である場合は、油剤（Ｂ）として、更に３０℃において固形の油剤（固形油と称する場合がある）を含有することが好ましく、固形油の含有量（２種以上含有する場合はその総量）は、化粧料全量の例えば０．５～１０．０重量％程度であり、好ましくは１．０～５．０重量％である。 When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, it is preferable to further contain a solid oil (sometimes referred to as solid oil) at 30 ° C. as the oil (B). The total amount of two or more types is, for example, about 0.5 to 10.0% by weight, preferably 1.0 to 5.0% by weight, based on the total amount of the cosmetic.
　本発明の化粧料における増粘剤（Ａ）と油剤（Ｂ）の含有量の和は、用途に応じて適宜調整することができるが、化粧料全量に対して、１０．０重量％以上（好ましくは４０．０重量％以上、特に好ましくは６０．０～９９．５重量％）であることが、分散安定性、展延性、及び皮膚、まつげ、又は眉毛への付着性に優れ、皮膚、まつげ、又は眉毛に塗布することで艶感若しくはしっとり感を付与することができ、該艶感若しくはしっとり感を長時間持続させることができる化粧料が得られる点で好ましい。 The sum of the contents of the thickener (A) and the oil agent (B) in the cosmetic of the present invention can be appropriately adjusted according to the use, but is 10.0% by weight or more with respect to the total amount of the cosmetic ( 40.0% by weight or more, particularly preferably 60.0 to 99.5% by weight) is excellent in dispersion stability, spreadability, and adhesion to the skin, eyelashes, or eyebrows, By applying to eyelashes or eyebrows, gloss or moist feeling can be imparted, and this is preferable in terms of obtaining a cosmetic that can maintain the gloss or moist feeling for a long time.
　本発明の化粧料がメイクアップ化粧料である場合の増粘剤（Ａ）と油剤（Ｂ）の含有量の和は、化粧料全量に対して、好ましくは３０．０重量％以上、より好ましくは４０．０重量％以上、さらに好ましくは５０．０重量％以上、最も好ましくは６０．０～９９．０重量％である。本発明の化粧料がまつげ又は眉毛化粧料である場合の前記含有量の和は、化粧料全量に対して、好ましくは２０．０～９９．０重量％、特に好ましくは４０．０～９５．０重量％、最も好ましくは６０．０～９０．０重量％である。本発明の化粧料が水中油型下地化粧料である場合の前記含有量の和は、化粧料全量に対して、好ましくは１．０～５０．０重量％、特に好ましくは３．０～３０．０重量％、最も好ましくは５．０～２５．０重量％である。また、水中油型下地化粧料の油相を構成する化合物全量に対する前記含有量の和は、好ましくは３０．０重量％以上、さらに好ましくは５０．０重量％以上、特に好ましくは６０．０重量％、最も好ましくは７０．０～９９．９重量％である。本発明の化粧料が日焼け止め化粧料である場合の前記含有量の和は、化粧料全量に対して、好ましくは２０．０～９９．０重量％、特に好ましくは４０．０～９５．０重量％、最も好ましくは６０．０～９５．０重量％である。 When the cosmetic of the present invention is a makeup cosmetic, the sum of the contents of the thickener (A) and the oil (B) is preferably 30.0% by weight or more, more preferably, based on the total amount of the cosmetic. Is 40.0% by weight or more, more preferably 50.0% by weight or more, and most preferably 60.0 to 99.0% by weight. When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the sum of the contents is preferably 20.0 to 99.0% by weight, particularly preferably 40.0 to 95.%, based on the total amount of the cosmetic. 0% by weight, most preferably 60.0-90.0% by weight. When the cosmetic of the present invention is an oil-in-water base cosmetic, the sum of the contents is preferably 1.0 to 50.0% by weight, particularly preferably 3.0 to 30%, based on the total amount of the cosmetic. 0.0% by weight, most preferably 5.0-25.0% by weight. Further, the sum of the contents with respect to the total amount of the compound constituting the oil phase of the oil-in-water base cosmetic is preferably 30.0% by weight or more, more preferably 50.0% by weight or more, and particularly preferably 60.0% by weight. %, Most preferably 70.0 to 99.9% by weight. When the cosmetic of the present invention is a sunscreen cosmetic, the sum of the contents is preferably 20.0 to 99.0% by weight, particularly preferably 40.0 to 95.0%, based on the total amount of the cosmetic. % By weight, most preferably 60.0 to 95.0% by weight.
　本発明の化粧料は、上述のとおり増粘剤（Ａ）及び油剤（Ｂ）以外に、その用途や目的に応じて、その他の成分（Ｃ）を含有してもよい。その他の成分（Ｃ）の含有量（２種以上含有する場合はその総量）は、化粧料全量に対して、例えば０～７０．０重量％程度であり、好ましくは０．１～５０．０重量％である。 The cosmetic of the present invention may contain other components (C) in addition to the thickener (A) and the oil (B) as described above, depending on its use and purpose. The content of the other component (C) (the total amount when two or more are contained) is, for example, about 0 to 70.0% by weight, preferably 0.1 to 50.0%, based on the total amount of the cosmetic. % By weight.
　本発明の化粧料がメイクアップ化粧料である場合は、その他の成分（Ｃ）として、多糖脂肪酸エステルを含有することが好ましい。その場合の多糖脂肪酸エステルの含有量（２種以上含有する場合はその総量）は、化粧料全量に対して、例えば０．５～３０．０重量％程度であり、好ましくは５．０～２５．０重量％である。多糖脂肪酸エステルを上記範囲で含有すると、皮膚への付着性、艶感、及び艶感の持続性をより一層向上することができる点で好ましい。 When the cosmetic of the present invention is a makeup cosmetic, it is preferable to contain a polysaccharide fatty acid ester as the other component (C). In this case, the content of the polysaccharide fatty acid ester (the total amount when two or more are included) is, for example, about 0.5 to 30.0% by weight, preferably 5.0 to 25%, based on the total amount of the cosmetic. 0.0% by weight. When the polysaccharide fatty acid ester is contained in the above range, it is preferable in that the adhesion to the skin, glossiness, and durability of glossiness can be further improved.
　本発明の化粧料が水中油型下地化粧料である場合は、その他の成分（Ｃ）として、水性成分を含有することが好ましい。その場合の水性成分の含有量（２種以上含有する場合はその総量）は、水中油型下地化粧料全量の例えば３０．０～８０．０重量％程度であり、好ましくは４０．０～７０．０重量％である。水性成分を上記範囲で含有する水中油型下地化粧料は、展延性や保湿性に優れ、良好な使用感を有する。 When the cosmetic of the present invention is an oil-in-water type base cosmetic, it is preferable to contain an aqueous component as the other component (C). In this case, the content of the aqueous component (the total amount when two or more are contained) is, for example, about 30.0 to 80.0% by weight, preferably 40.0 to 70%, of the total amount of the oil-in-water base cosmetic. 0.0% by weight. The oil-in-water base cosmetic containing an aqueous component in the above range is excellent in spreadability and moisture retention and has a good feeling in use.
　本発明の化粧料が日焼け止め化粧料である場合は、その他の成分（Ｃ）として、紫外線防御剤を含有することが好ましい。その場合の紫外線防御剤の含有量（２種以上含有する場合はその総量）は、日焼け止め化粧料全量の例えば０．１～４０．０重量％程度であり、好ましくは０．１～３５．０重量％、特に好ましくは０．５～３０．０重量％、最も好ましくは５．０～２０．０重量％である。紫外線防御剤の使用量が上記範囲を下回ると、十分な紫外線防御効果を得ることが困難となる傾向がある。一方、紫外線防御剤（Ｃ）の使用量が上記範囲を上回ると、分散安定性が得られにくくなる傾向がある。 When the cosmetic of the present invention is a sunscreen cosmetic, it is preferable to contain an ultraviolet protective agent as the other component (C). In this case, the content of the ultraviolet protection agent (the total amount when containing two or more kinds) is, for example, about 0.1 to 40.0% by weight of the total amount of the sunscreen cosmetic, and preferably 0.1 to 35. It is 0% by weight, particularly preferably 0.5 to 30.0% by weight, most preferably 5.0 to 20.0% by weight. When the usage-amount of a ultraviolet protective agent is less than the said range, there exists a tendency for it to become difficult to acquire sufficient ultraviolet protective effect. On the other hand, when the usage-amount of a ultraviolet protective agent (C) exceeds the said range, there exists a tendency for dispersion stability to become difficult to be acquired.
　本発明の化粧料は、上記成分以外にもその他の成分（Ｃ）として、本発明の効果を損なわない範囲で、通常の化粧料に用いられる成分（例えば、多価アルコール等の保湿剤、水、紫外線防御剤、抗酸化剤、消炎剤、防腐剤、顔料、染料、色材、香料、樹脂粉末、被膜剤、金属石けん）を１種又は２種以上含有していてもよい。これらの成分の含有量は、化粧料全量の２５．０重量％以下程度、好ましくは５．０～２１．０重量％、特に好ましくは１０．０～２１．０重量％である。また、本発明の化粧料は、ポリブテンやポリイソブテン等の高重合度炭化水素油類や、α－オレフィンオリゴマーを含有していてもよいが、これらの含有量（２種以上含有する場合はその総量）は、化粧料全量の例えば２．０重量％未満、好ましくは１．０重量％以下である。これらの含有量が前記範囲を上回ると、臭気が強くなり、べたつきが生じるため好ましくない。 The cosmetic of the present invention is a component other than the above components (C), as long as the effect of the present invention is not impaired (for example, a moisturizer such as a polyhydric alcohol, water, etc.) , Ultraviolet protective agents, antioxidants, anti-inflammatory agents, antiseptics, pigments, dyes, coloring materials, fragrances, resin powders, coating agents, metal soaps). The content of these components is about 25.0% by weight or less of the total amount of the cosmetic, preferably 5.0 to 21.0% by weight, particularly preferably 10.0 to 21.0% by weight. The cosmetic composition of the present invention may contain high-polymerization hydrocarbon oils such as polybutene and polyisobutene, and α-olefin oligomers. ) Is, for example, less than 2.0% by weight, preferably 1.0% by weight or less of the total amount of the cosmetic. When these contents exceed the above range, the odor becomes strong and stickiness occurs, which is not preferable.
　本発明の化粧料の粘度［２５℃、せん断速度１０ｓ－１における］は、用途に応じて適宜調整することができるが、０．１～２０．０Ｐａ・ｓ程度であることが、展延性、皮膚、まつげ、又は眉毛への付着性に優れ、皮膚、まつげ、又は眉毛に塗布することで、艶感若しくはしっとり感を付与することができ、該艶感若しくはしっとり感を長時間（例えば、３時間以上）持続させることができる点で好ましい。 The viscosity [at 25 ° C., at a shear rate of 10 s −1 ] of the cosmetic of the present invention can be adjusted as appropriate according to the use, but is about 0.1 to 20.0 Pa · s, It has excellent adhesion to skin, eyelashes or eyebrows, and can be applied to skin, eyelashes or eyebrows to give it a glossy or moist feeling. It is preferable in that it can be sustained for more than an hour).
　本発明の化粧料がメイクアップ化粧料である場合の粘度は、好ましくは０．５～２０．０Ｐａ・ｓ、特に好ましくは５．０～１５．０Ｐａ・ｓ、最も好ましくは７．０～１３．０Ｐａ・ｓである。本発明の化粧料がまつげ又は眉毛化粧料である場合の粘度は、好ましくは０．２～１０．０Ｐａ・ｓ、特に好ましくは３．０～１０．０Ｐａ・ｓ、最も好ましくは５．０～９．０Ｐａ・ｓである。本発明の化粧料が水中油型下地化粧料である場合の粘度は、好ましくは０．５～１０．０Ｐａ・ｓ、特に好ましくは１．０～５．０Ｐａ・ｓである。本発明の化粧料が日焼け止め化粧料である場合の粘度は、好ましくは０．１～１０．０Ｐａ・ｓ、特に好ましくは０．５～５．０Ｐａ・ｓである。 When the cosmetic of the present invention is a makeup cosmetic, the viscosity is preferably 0.5 to 20.0 Pa · s, particularly preferably 5.0 to 15.0 Pa · s, most preferably 7.0 to 13. 0.0 Pa · s. The viscosity when the cosmetic of the present invention is an eyelash or eyebrow cosmetic is preferably 0.2 to 10.0 Pa · s, particularly preferably 3.0 to 10.0 Pa · s, most preferably 5.0 to 9.0 Pa · s. When the cosmetic of the present invention is an oil-in-water base cosmetic, the viscosity is preferably 0.5 to 10.0 Pa · s, particularly preferably 1.0 to 5.0 Pa · s. When the cosmetic composition of the present invention is a sunscreen cosmetic composition, the viscosity is preferably 0.1 to 10.0 Pa · s, particularly preferably 0.5 to 5.0 Pa · s.
　本発明の化粧料には、口紅、リップクリーム、リップグロス、頬紅、ファンデーション等のメイクアップ化粧料（油性化粧料）；マスカラ、アイブロウ（眉墨）等のまつげ又は眉毛化粧料；メイクアップ用化粧料を塗布する前に皮膚に塗布する水中油型化粧下地（下地化粧料、又は水性化粧料と称する場合がある）；サンスクリーン剤等の日焼け止め化粧料等が含まれる。 The cosmetics of the present invention include makeup cosmetics (oil-based cosmetics) such as lipstick, lip balm, lip gloss, blusher and foundation; eyelashes such as mascara and eyebrow (eyebrow) or eyebrow cosmetics; cosmetics for makeup An oil-in-water cosmetic base (sometimes referred to as base cosmetic or aqueous cosmetic) that is applied to the skin before applying sunscreen; sunscreen cosmetics such as sunscreen agents.
　本発明の化粧料は、上記特性を兼ね備える為、分散安定性、皮膚、まつげ、又は眉毛への付着性、展延性に優れ、皮膚、まつげ、又は眉毛に塗布することで艶感若しくはしっとり感を付与することができ、該艶感若しくはしっとり感を長時間持続させることができる。 Since the cosmetic of the present invention has the above properties, it has excellent dispersion stability, adhesion to the skin, eyelashes, or eyebrows, and spreadability, and gives a gloss or moist feeling when applied to the skin, eyelashes, or eyebrows. The glossiness or moist feeling can be maintained for a long time.
　本発明の化粧料は、例えば、増粘剤（Ａ）と油剤（Ｂ）とを相溶させる工程を経て製造することができる。より詳細には、増粘剤（Ａ）と油剤（Ｂ）の全量を混合して加温し、相溶させた後、冷却することにより製造することができる。また、油剤（Ｂ）の一部に上記増粘剤（Ａ）を混合して、加温、相溶させた後、冷却し、その後、残りの油剤（Ｂ）を混合する方法でも製造することができる。更に相溶させた後、必要に応じて、その他の成分（Ｃ）を加えてもよい。 The cosmetic of the present invention can be produced, for example, through a step of making the thickener (A) and the oil agent (B) compatible. More specifically, the total amount of the thickener (A) and the oil agent (B) can be mixed, heated, dissolved, and then cooled. In addition, the thickener (A) is mixed with a part of the oil agent (B), heated and compatible, then cooled, and then mixed with the remaining oil agent (B). Can do. Further, after compatibilization, other component (C) may be added as necessary.
　相溶の際の温度は増粘剤（Ａ）と油剤（Ｂ）の種類によって適宜選択されるものであり特に制限されないが、１００℃を越えないことが好ましく、油剤（Ｂ）の沸点が１００℃以下の場合には沸点程度が好ましい。相溶後の冷却は、室温（例えば、２５℃以下）まで冷却することができればよく、室温で徐々に冷却してもよいし、氷冷等により急速冷却してもよい。 The temperature at the time of the compatibility is appropriately selected depending on the types of the thickener (A) and the oil agent (B), and is not particularly limited, but preferably does not exceed 100 ° C., and the boiling point of the oil agent (B) is 100. When the temperature is not higher than ° C., the boiling point is preferable. Cooling after the compatibilization may be performed as long as it can be cooled to room temperature (for example, 25 ° C. or less), and may be gradually cooled at room temperature, or may be rapidly cooled by ice cooling or the like.
　以下、実施例により本発明をより具体的に説明するが、本発明はこれらの実施例により限定されるものではない。尚、下記表１～４における－は、その成分を配合していないことを表す。 Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples. In Tables 1 to 4 below, “-” indicates that the component is not blended.
　合成例１＜化合物（1-3）の製造＞
　ドコサン酸メチル（２０．０ｇ、５６．４ｍｍｏｌ）およびエチレンジアミン（１６．９ｇ、２８１ｍｍｏｌ）を１１０℃で１８時間攪拌して反応させ、反応物をメタノールで洗浄後、濾過した。濾液の溶媒を留去し、得られた残渣に対しヘキサンを用いて再結晶により精製した。精製後に白色結晶としてＮ－ドコサノイルエチレンジアミン（１４．０ｇ、３６．７ｍｍｏｌ、収率６５％）を得た。 Synthesis Example 1 <Production of Compound (1-3)>
Methyl docosanoate (20.0 g, 56.4 mmol) and ethylenediamine (16.9 g, 281 mmol) were reacted by stirring at 110 ° C. for 18 hours, and the reaction was washed with methanol and then filtered. The solvent of the filtrate was distilled off, and the resulting residue was purified by recrystallization using hexane. After purification, N-docosanoylethylenediamine (14.0 g, 36.7 mmol, yield 65%) was obtained as white crystals.
　Ｎ，Ｎ－ジメチルホルムアミド（４０ｍｌ）溶液に、上記で得られたＮ－ドコサノイルエチレンジアミン（１２．０ｇ、３１．４ｍｍｏｌ）、トリエチルアミン（６．３５ｇ、６２．８ｍｍｏｌ）および無水コハク酸（３．４５ｇ、３４．５ｍｍｏｌ）の混合物を１０分間かけて加え、その後１００℃で１５分間攪拌して、無水コハク酸を溶解させながら反応させた。反応後、更に反応粗液に酢酸無水物（４．８１ｇ、４７．１ｍｍｏｌ）を１０分間かけて滴下し、その後１００℃で１時間撹拌して反応させた。反応混合物を水（２００ｍｌ）に注ぎ、沈殿物を濾過し、水で洗浄した。沈殿物を精製し２－プロパノールを用いた再結晶により精製した。精製後に白色結晶性粉末としてＮ－ドコサノイルアミノエチルスクシンイミド（１３．４ｇ、２８．９ｍｍｏｌ、収率９２％）を得た。 To the N, N-dimethylformamide (40 ml) solution, N-docosanoylethylenediamine (12.0 g, 31.4 mmol) obtained above, triethylamine (6.35 g, 62.8 mmol) and succinic anhydride (3.45 g) were added. 34.5 mmol) was added over 10 minutes, followed by stirring at 100 ° C. for 15 minutes to allow reaction while dissolving succinic anhydride. After the reaction, acetic anhydride (4.81 g, 47.1 mmol) was further added dropwise to the reaction crude liquid over 10 minutes, followed by stirring at 100 ° C. for 1 hour for reaction. The reaction mixture was poured into water (200 ml) and the precipitate was filtered and washed with water. The precipitate was purified and purified by recrystallization using 2-propanol. After purification, N-docosanoylaminoethylsuccinimide (13.4 g, 28.9 mmol, yield 92%) was obtained as a white crystalline powder.
　上記で得られたＮ－ドコサノイルアミノエチルスクシンイミド（４．００ｇ、８．６０ｍｍｏｌ）とＮ，Ｎ－ジメチル－１，３－プロパンジアミン（２．６３ｇ、２５．８ｍｍｏｌ）を１２０℃で１８時間撹拌して反応させた。反応混合物をメタノールに注ぎ、沈殿物を濾過し、メタノールで洗浄した。洗浄後、得られた固形物をアセトン、メタノールを用いて再結晶により精製した。精製後、白色結晶性粉末として下記式（2-3）で表される、Ｎ－（ドコサノイルアミノエチルアミノスクシナモイルアミノプロピル）－Ｎ，Ｎ－ジメチルアミン（４．５８ｇ、８．０８ｍｍｏｌ、収率９４％）を得た。 The obtained N-docosanoylaminoethylsuccinimide (4.00 g, 8.60 mmol) and N, N-dimethyl-1,3-propanediamine (2.63 g, 25.8 mmol) were stirred at 120 ° C. for 18 hours. And reacted. The reaction mixture was poured into methanol and the precipitate was filtered and washed with methanol. After washing, the obtained solid was purified by recrystallization using acetone and methanol. After purification, N- (docosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.58 g, 8.08 mmol) represented by the following formula (2-3) as a white crystalline powder: Yield 94%).
Figure JPOXMLDOC01-appb-C000010
Figure JPOXMLDOC01-appb-C000010
　上記で得られたＮ－（ドコサノイルアミノエチルアミノスクシナモイルアミノプロピル）－Ｎ，Ｎ－ジメチルアミン（４．００ｇ、７．０６ｍｍｏｌ）、３５％過酸化水素水（２．０６ｍｌ）および２－プロパノール（１０ｍｌ）を６０℃で５時間撹拌して反応させた。更にこの反応液に、パラジウムカーボン（約１０ｍｇ）加え、室温で１８時間撹拌して反応させた。その後反応液を濾過し、溶媒を留去させた後、カラムクロマトグラフィー（充填剤：シリカゲル、展開溶媒：２－プロパノールとメタノールの混合溶媒）で精製した。精製後、白色固体として下記式（1-3）で表される、Ｎ－（ドコサノイルアミノエチルアミノスクシナモイルアミノプロピル）－Ｎ，Ｎ－ジメチルアミンオキシド（２．８４ｇ、４．８７ｍｍｏｌ、収率６９％）を得た。 N- (docosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.00 g, 7.06 mmol), 35% aqueous hydrogen peroxide (2.06 ml) and 2- Propanol (10 ml) was reacted at 60 ° C. with stirring for 5 hours. Furthermore, palladium carbon (about 10 mg) was added to the reaction solution, and the mixture was stirred at room temperature for 18 hours to be reacted. Thereafter, the reaction solution was filtered and the solvent was distilled off, followed by purification by column chromatography (filler: silica gel, developing solvent: a mixed solvent of 2-propanol and methanol). After purification, N- (docosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine oxide (2.84 g, 4.87 mmol, represented by the following formula (1-3) as a white solid Yield 69%).
Figure JPOXMLDOC01-appb-C000011
Figure JPOXMLDOC01-appb-C000011
　合成例２＜化合物（1-4）の製造＞
　合成例１と同様の方法でＮ－ドコサノイルアミノエチルスクシンイミドを得た。 Synthesis Example 2 <Production of Compound (1-4)>
N-docosanoylaminoethylsuccinimide was obtained in the same manner as in Synthesis Example 1.
　得られたＮ－ドコサノイルアミノエチルスクシンイミド（８．００ｇ、１７．２ｍｍｏｌ）およびヘキサメチレンジアミン（１０．０ｇ、８６．１ｍｍｏｌ）を１２０℃で１８時間撹拌して反応させた。反応混合物をメタノールに注ぎ、沈殿物を濾過し、メタノールで洗浄した。洗浄後、得られた固形物を溶媒として、アセトニトリルおよびメタノールを用いて再結晶し、精製した。精製後、白色結晶性粉末として、Ｎ－（ドコサノイルアミノエチル）アミノスクシナモイルアミノヘキシルアミン（６．９１ｇ、１１．９ｍｍｏｌ、収率６９％）を得た。 The obtained N-docosanoylaminoethylsuccinimide (8.00 g, 17.2 mmol) and hexamethylenediamine (10.0 g, 86.1 mmol) were stirred and reacted at 120 ° C. for 18 hours. The reaction mixture was poured into methanol and the precipitate was filtered and washed with methanol. After washing, the obtained solid was recrystallized using acetonitrile and methanol as a solvent and purified. After purification, N- (docosanoylaminoethyl) aminosuccinamoylaminohexylamine (6.91 g, 11.9 mmol, 69% yield) was obtained as a white crystalline powder.
　上記で得られたＮ－（ドコサノイルアミノエチル）アミノスクシナモイルアミノヘキシルアミン（３．２５ｇ、５．５９ｍｍｏｌ）、３７％ホルムアルデヒド水溶液（２．７３ｍｌ）およびギ酸（１．５５ｇ、３３．７ｍｍｏｌ）を２－プロパノール（１５ｍｌ）に溶解し、１００℃で４時間撹拌して反応させた。反応混合物を１Ｍ水酸化ナトリウム水溶液（２０ｍｌ）に注ぎ、反応混合物から析出した結晶をろ過した。得られた結晶をメタノール、アセトンで再結晶し、白色固体として、下記式（2-4）で表される、Ｎ－（ドコサノイルアミノエチルアミノスクシナモイルアミノヘキシル）－Ｎ，Ｎ－ジメチルアミン（３．０３ｇ、４．９８ｍｍｏｌ、収率８９％）を得た。 N- (docosanoylaminoethyl) aminosuccinamoylaminohexylamine (3.25 g, 5.59 mmol), 37% aqueous formaldehyde solution (2.73 ml) and formic acid (1.55 g, 33.7 mmol) obtained above Was dissolved in 2-propanol (15 ml) and reacted by stirring at 100 ° C. for 4 hours. The reaction mixture was poured into 1M aqueous sodium hydroxide solution (20 ml), and crystals precipitated from the reaction mixture were filtered. The obtained crystals were recrystallized from methanol and acetone to give N- (docosanoylaminoethylaminosuccinamoylaminohexyl) -N, N-dimethylamine represented by the following formula (2-4) as a white solid. (3.03 g, 4.98 mmol, 89% yield) was obtained.
Figure JPOXMLDOC01-appb-C000012
Figure JPOXMLDOC01-appb-C000012
　上記で得られたＮ－（ドコサノイルアミノエチルアミノスクシナモイルアミノヘキシル）－Ｎ，Ｎ－ジメチルアミン（２．８０ｇ、４．６０ｍｍｏｌ）、３５％過酸化水素水（１．３０ｍｌ）および２－プロパノール（１０ｍｌ）を６０℃で５時間撹拌して反応させた。更にこの反応液に、パラジウムカーボン（約１０ｍｇ）加え室温で１８時間撹拌して反応させた。得られた反応液を濾過し、溶媒を留去させた後、カラムクロマトグラフィー（充填剤：シリカゲル、展開溶媒：２－プロパノールとメタノールの混合溶媒）で精製した。精製後、白色固体として、下記式（1-4）で表される、Ｎ－（ドコサノイルアミノエチルアミノスクシナモイルアミノヘキシル）－Ｎ，Ｎ－ジメチルアミンオキシド（２．１３ｇ、３．４０ｍｍｏｌ、収率７４％）を得た。 N- (docosanoylaminoethylaminosuccinamoylaminohexyl) -N, N-dimethylamine (2.80 g, 4.60 mmol) obtained above, 35% aqueous hydrogen peroxide (1.30 ml) and 2- Propanol (10 ml) was reacted at 60 ° C. with stirring for 5 hours. Further, palladium carbon (about 10 mg) was added to the reaction solution, and the mixture was stirred at room temperature for 18 hours to be reacted. The obtained reaction solution was filtered and the solvent was distilled off, followed by purification by column chromatography (filler: silica gel, developing solvent: mixed solvent of 2-propanol and methanol). After purification, N- (docosanoylaminoethylaminosuccinamoylaminohexyl) -N, N-dimethylamine oxide (2.13 g, 3.40 mmol, represented by the following formula (1-4) as a white solid: Yield 74%) was obtained.
Figure JPOXMLDOC01-appb-C000013
Figure JPOXMLDOC01-appb-C000013
　合成例３＜化合物（1-1）の製造＞
　エイコサン酸メチル（１８．０ｇ、５５．１ｍｍｏｌ）およびエチレンジアミン（１６．５ｇ、２７６ｍｍｏｌ）を１１０℃で１８時間攪拌して反応させ、反応物をメタノールで洗浄後、濾過した。濾液の溶媒を留去し、得られた残渣に対しヘキサンを用いて再結晶により精製した。精製後、白色結晶としてＮ－エイコサノイルエチレンジアミン（１３．３ｇ、３７．５ｍｍｏｌ、収率６８％）を得た。 Synthesis Example 3 <Production of Compound (1-1)>
Methyl eicosanoate (18.0 g, 55.1 mmol) and ethylenediamine (16.5 g, 276 mmol) were reacted by stirring at 110 ° C. for 18 hours, and the reaction product was washed with methanol and then filtered. The solvent of the filtrate was distilled off, and the resulting residue was purified by recrystallization using hexane. After purification, N-eicosanoylethylenediamine (13.3 g, 37.5 mmol, yield 68%) was obtained as white crystals.
　Ｎ，Ｎ－ジメチルホルムアミド（３０ｍｌ）溶液に、上記で得られたＮ－エイコサノイルエチレンジアミン（１０．０ｇ、２８．２ｍｍｏｌ）、トリエチルアミン（５．７１ｇ、５６．４ｍｍｏｌ）および無水コハク酸（３．１０ｇ、３１．０ｍｍｏｌ）を１０分間かけて加え、その後１００℃で１５分間攪拌して、無水コハク酸を溶解させながら反応させた。反応後、得られた反応粗液に酢酸無水物（４．３２ｇ、４２．３ｍｍｏｌ）を１０分間かけて滴下し、１００℃で１時間撹拌して反応させた。得られた反応混合物を水（１５０ｍｌ）に注ぎ、沈殿物を濾過し、水で洗浄した。洗浄後の沈殿物を２－プロパノールを用いた再結晶により精製した。精製後、白色結晶性粉末としてＮ－エイコサノイルアミノエチルスクシンイミド（１１．２ｇ、２５．７ｍｍｏｌ、収率９１％）を得た。 To a solution of N, N-dimethylformamide (30 ml), N-eicosanoylethylenediamine (10.0 g, 28.2 mmol) obtained above, triethylamine (5.71 g, 56.4 mmol) and succinic anhydride (3. 10 g, 31.0 mmol) was added over 10 minutes, and then the mixture was stirred at 100 ° C. for 15 minutes to react while dissolving succinic anhydride. After the reaction, acetic anhydride (4.32 g, 42.3 mmol) was added dropwise to the obtained reaction crude liquid over 10 minutes, and the mixture was stirred at 100 ° C. for 1 hour to be reacted. The resulting reaction mixture was poured into water (150 ml) and the precipitate was filtered and washed with water. The washed precipitate was purified by recrystallization using 2-propanol. After purification, N-eicosanoylaminoethylsuccinimide (11.2 g, 25.7 mmol, yield 91%) was obtained as a white crystalline powder.
　上記で得られたＮ－エイコサノイルアミノエチルスクシンイミド（４．００ｇ、９．１６ｍｍｏｌ）およびＮ，Ｎ－ジメチル－１，３－プロパンジアミン（２．８１ｇ、２７．５ｍｍｏｌ）を１２０℃で１８時間撹拌して反応させた。反応混合物をメタノールに注ぎ、沈殿物を濾過し、メタノールで洗浄した。得られた固形物をアセトン、メタノールを用いて再結晶により精製した。精製後、白色結晶性粉末として下記式（2-1）で表される、Ｎ－（エイコサノイルアミノエチルアミノスクシナモイルアミノプロピル）－Ｎ，Ｎ－ジメチルアミン（４．４９ｇ、８．３４ｍｍｏｌ、収率９１％）を得た。 N-eicosanoylaminoethylsuccinimide (4.00 g, 9.16 mmol) and N, N-dimethyl-1,3-propanediamine (2.81 g, 27.5 mmol) obtained above were added at 120 ° C. for 18 hours. Stir to react. The reaction mixture was poured into methanol and the precipitate was filtered and washed with methanol. The obtained solid was purified by recrystallization using acetone and methanol. After purification, N- (eicosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.49 g, 8.34 mmol) represented by the following formula (2-1) as a white crystalline powder Yield 91%).
Figure JPOXMLDOC01-appb-C000014
Figure JPOXMLDOC01-appb-C000014
　上記で得られたＮ－（エイコサノイルアミノエチルアミノスクシナモイルアミノプロピル）－Ｎ，Ｎ－ジメチルアミン（４．００ｇ、７．４２ｍｍｏｌ）、３５％過酸化水素水（２．１６ｍｌ）および２－プロパノール（１０ｍｌ）を６０℃で５時間撹拌して反応させた。更にこの反応液に、パラジウムカーボン（約１０ｍｇ）加え、室温で１８時間撹拌して反応させた。反応液を濾過し、溶媒を留去させた後、カラムクロマトグラフィー（充填剤：シリカゲル、展開溶媒：２－プロパノールとメタノールの混合溶媒）で精製した。精製後、白色固体として下記式（1-1）で表される、Ｎ－（エイコサノイルアミノエチルアミノスクシナモイルアミノプロピル）－Ｎ，Ｎ－ジメチルアミンオキシド（２．３９ｇ、４．３０ｍｍｏｌ、収率５８％）を得た。 N- (eicosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine (4.00 g, 7.42 mmol), 35% aqueous hydrogen peroxide (2.16 ml) and 2 -Propanol (10 ml) was reacted at 60 ° C. with stirring for 5 hours. Furthermore, palladium carbon (about 10 mg) was added to the reaction solution, and the mixture was stirred at room temperature for 18 hours to be reacted. The reaction solution was filtered and the solvent was distilled off, followed by purification by column chromatography (filler: silica gel, developing solvent: mixed solvent of 2-propanol and methanol). After purification, N- (eicosanoylaminoethylaminosuccinamoylaminopropyl) -N, N-dimethylamine oxide (2.39 g, 4.30 mmol, represented by the following formula (1-1) as a white solid: Yield 58%).
Figure JPOXMLDOC01-appb-C000015
Figure JPOXMLDOC01-appb-C000015
　合成例４＜化合物（1-5）の製造＞
　ドコサン酸メチルに代えてオクタデカン酸メチルを使用した以外は合成例２と同様にして、下記式（2-5）で表される化合物を得、その後、下記式（1-5）で表される化合物を得た。 Synthesis Example 4 <Production of Compound (1-5)>
A compound represented by the following formula (2-5) was obtained in the same manner as in Synthesis Example 2 except that methyl octadecanoate was used instead of methyl docosanoate, and then represented by the following formula (1-5). A compound was obtained.
Figure JPOXMLDOC01-appb-C000016
Figure JPOXMLDOC01-appb-C000016
　合成例５＜化合物（1-6）の製造＞
　ドコサン酸メチルに代えてオクタデカン酸メチルを使用した以外は合成例１と同様にして、下記式（2-6）で表される化合物を得、その後、下記式（1-6）で表される化合物を得た。 Synthesis Example 5 <Production of Compound (1-6)>
A compound represented by the following formula (2-6) was obtained in the same manner as in Synthesis Example 1 except that methyl octadecanoate was used instead of methyl docosanoate, and then represented by the following formula (1-6). A compound was obtained.
Figure JPOXMLDOC01-appb-C000017
Figure JPOXMLDOC01-appb-C000017
　合成例６＜化合物（1-7）の製造＞
　ドコサン酸メチルに代えてパルミチン酸メチルを使用した以外は合成例２と同様にして、下記式（2-7）で表される化合物を得、その後、下記式（1-7）で表される化合物を得た。 Synthesis Example 6 <Production of Compound (1-7)>
A compound represented by the following formula (2-7) was obtained in the same manner as in Synthesis Example 2 except that methyl palmitate was used instead of methyl docosinate, and then represented by the following formula (1-7). A compound was obtained.
Figure JPOXMLDOC01-appb-C000018
Figure JPOXMLDOC01-appb-C000018
　合成例７＜化合物（1-8）の製造＞
　ドコサン酸メチルに代えてパルミチン酸メチルを使用した以外は合成例１と同様にして、下記式（2-8）で表される化合物を得、その後、下記式（1-8）で表される化合物を得た。 Synthesis Example 7 <Production of Compound (1-8)>
A compound represented by the following formula (2-8) was obtained in the same manner as in Synthesis Example 1 except that methyl palmitate was used instead of methyl docosanoate, and then represented by the following formula (1-8). A compound was obtained.
Figure JPOXMLDOC01-appb-C000019
Figure JPOXMLDOC01-appb-C000019
　合成例８＜化合物（1-9）の製造＞
　ドコサン酸メチルに代えてミリスチン酸メチルを使用した以外は合成例２と同様にして、下記式（2-9）で表される化合物を得、その後、下記式（1-9）で表される化合物を得た。 Synthesis Example 8 <Production of compound (1-9)>
A compound represented by the following formula (2-9) was obtained in the same manner as in Synthesis Example 2 except that methyl myristate was used in place of methyl docosinate, and then represented by the following formula (1-9). A compound was obtained.
Figure JPOXMLDOC01-appb-C000020
Figure JPOXMLDOC01-appb-C000020
　［実施例１～８、比較例１：メイクアップ化粧料（リップグロス）］
　下記表１に記載の処方（単位は重量部）に従って、実施例については、上記合成例１～８で得られた化合物である増粘剤（Ａ）と油剤（Ｂ）を混合し、８０℃で加熱撹拌してこれらを相溶させ、その後、２５℃まで冷却した後、その他の成分（Ｃ）を加えて混合し、それぞれのリップグロスを得た。比較例１については、増粘剤（Ａ）を欠く以外は、実施例と同様にして、リップグロスを得た。尚、それぞれのリップグロスの温度２５℃、せん断速度１０ｓ－１における粘度(Ｐａ・ｓ)は、表１に示すとおりである。 [Examples 1 to 8, Comparative Example 1: Makeup Cosmetic (Lip Gloss)]
According to the formulation shown in the following Table 1 (unit is parts by weight), for the examples, the thickener (A) and the oil agent (B), which are the compounds obtained in Synthesis Examples 1 to 8 above, were mixed, These were mixed by heating and stirring, and after cooling to 25 ° C., the other components (C) were added and mixed to obtain respective lip glosses. For Comparative Example 1, a lip gloss was obtained in the same manner as in Example except that the thickener (A) was omitted. The viscosity (Pa · s) of each lip gloss at a temperature of 25 ° C. and a shear rate of 10 s −1 is as shown in Table 1.
　上記で得られたリップグロスについて、下記官能評価および経時安定性評価を実施した。評価結果を下記表１に示す。 The following sensory evaluation and temporal stability evaluation were performed on the lip gloss obtained above. The evaluation results are shown in Table 1 below.
　（官能評価）
　２０名の健常女性パネラーにより、「展延性（のび）」、「皮膚への付着性」、「べたつき感の無さ」、「艶（初期）」、及び「塗布３時間後の艶」について官能評価を行った。尚、各評価項目を５点満点として２０名の平均点を算出し、以下の基準により評価した。
［評価基準］
　◎：４．５点以上（非常に良好）
　○：４．０点以上、４．５点未満（良好）
　△：３．０点以上、４．０点未満（やや悪い）
　×：３．０点未満（悪い） (sensory evaluation)
20 healthy female panelists sensually “spreadability (extended)”, “adhesion to the skin”, “no stickiness”, “gloss (initial)”, and “gloss after 3 hours of application” Evaluation was performed. In addition, the average score of 20 persons was calculated by setting each evaluation item as a perfect score, and evaluated according to the following criteria.
[Evaluation criteria]
A: 4.5 or more (very good)
○: 4.0 points or more and less than 4.5 points (good)
Δ: 3.0 points or more and less than 4.0 points (somewhat bad)
X: Less than 3.0 points (bad)
　（経時安定性評価）
　上記得られたリップグロスを、温度４０℃の恒温槽に１ヶ月暴露し、臭気の経時変化を下記基準で評価した。尚、臭気の評価はモニター試験により行った。
［評価基準］
　○：調製直後の臭気と比べ、差がない
　△：調製直後の臭気と比べ、僅かに異臭がある
　×：調製直後の臭気と比べ、異臭がある (Stability evaluation over time)
The obtained lip gloss was exposed to a constant temperature bath at a temperature of 40 ° C. for one month, and the change in odor over time was evaluated according to the following criteria. The odor was evaluated by a monitor test.
[Evaluation criteria]
○: There is no difference compared with the odor immediately after preparation. Δ: There is a slightly different odor compared with the odor immediately after preparation. ×: There is a different odor compared with the odor immediately after preparation.
Figure JPOXMLDOC01-appb-T000021
Figure JPOXMLDOC01-appb-T000021
　［実施例９～１６、比較例２：まつげ又は眉毛化粧料（マスカラ）］
　下記表２に記載の処方（単位は重量部）に従って、実施例については、上記合成例１～８で得られたで得られた化合物である増粘剤（Ａ）、油剤（Ｂ）、及びその他の成分（Ｃ）を混合し、８０℃で加熱撹拌してこれらを相溶させ、その後、２５℃まで冷却してから、更に下記表２に示す添加剤を配合してそれぞれのマスカラを得た。比較例２については、増粘剤（Ａ）を欠く以外は、実施例と同様について、マスカラを得た。下記表２の油剤（Ｂ）の流動イソパラフィンにおける残部は、増粘剤（Ａ）、油剤（Ｂ）、及びその他の成分（Ｃ）のすべての成分の合計を１００（重量部）としたときの残りの量を示す。尚、実施例９のマスカラの温度２５℃、せん断速度１０ｓ－１における粘度は、８．２Ｐａ・ｓである。 [Examples 9 to 16, Comparative Example 2: Eyelash or eyebrow cosmetic (mascara)]
In accordance with the formulation shown in Table 2 below (unit: parts by weight), for the examples, the thickener (A), the oil agent (B), and the compounds obtained in the above Synthesis Examples 1 to 8, and The other components (C) are mixed, heated and stirred at 80 ° C. to make them compatible, then cooled to 25 ° C., and further blended with the additives shown in Table 2 below to obtain each mascara. It was. For Comparative Example 2, a mascara was obtained in the same manner as in Example except that the thickener (A) was omitted. The remainder in the liquid isoparaffin of the oil agent (B) in Table 2 below is when the total of all the components of the thickener (A), oil agent (B), and other components (C) is 100 (parts by weight). Indicates remaining amount. The viscosity of the mascara of Example 9 at a temperature of 25 ° C. and a shear rate of 10 s −1 is 8.2 Pa · s.
　上記で得られたマスカラについて、下記官能評価および高温安定性評価を実施した。評価結果を下記表２に示す。 The following sensory evaluation and high temperature stability evaluation were performed on the mascara obtained above. The evaluation results are shown in Table 2 below.
（官能評価）
　得られたマスカラについて、カール効果、カール持続効果、塗布後の艶、発色性、及びセパレート効果（まつげ同士のくっつきがなく、まつげの１本１本がさばかれた状態であるか）を評価した。
　２０名の健常女性パネラーにより、まつげにマスカラを１０回塗布してその状態を目視で観察し、下記基準により評価した。尚、カール持続効果、艶、及び発色性については、塗布後３時間経過後に以下の基準により評価を行った。
［評価基準］
　◎：２０名中、１６名以上が、効果があり又は優れていると回答
　○：２０名中、１０～１５名が、効果があり又は優れていると回答
　△：２０名中、５～９名が、効果があり又は優れていると回答
　×：２０名中、４名以下が、効果があり又は優れていると回答 (sensory evaluation)
About the obtained mascara, the curl effect, the curl sustaining effect, the gloss after application, the coloring property, and the separation effect (the eyelashes are not stuck to each other, whether each eyelash is in a state of being separated) are evaluated. .
Twenty healthy female panelists applied mascara 10 times to the eyelashes, visually observed the state, and evaluated according to the following criteria. The curl sustaining effect, gloss and color developability were evaluated according to the following criteria after 3 hours from application.
[Evaluation criteria]
◎: Out of 20 people, 16 or more responded that they were effective or excellent ○: Out of 20 people, 10 to 15 responded that they were effective or excellent △: Out of 20 people, 5 to 9 Name replied that it was effective or excellent ×: Out of 20 people, 4 or less replied that it was effective or excellent
（高温安定性評価）
　マスカラを、温度５０℃で４週間保持した後、その外観を目視で観察し、下記基準に従って評価した。
［評価基準］
　◎：油分の染み出しや色材の沈降、系の分離がみられない
　○：若干、油分の染み出しや色材の沈降、系の分離がみられるが、使用には問題ない
　△：油分の染み出しや色材の沈降、系の分離がみられるが、使用は可能である
　×：油分の染み出しや色材の沈降、系の分離がみられ、使用不可能である (High temperature stability evaluation)
After holding the mascara at a temperature of 50 ° C. for 4 weeks, the appearance was visually observed and evaluated according to the following criteria.
[Evaluation criteria]
◎: No oil seepage, coloring material settling, or system separation ○: Some oily exudation, coloring material settling, or system separation is observed, but there is no problem in use △: Oil content Exudation, sedimentation of coloring material, and separation of system are observed, but can be used. ×: Exudation of oil, sedimentation of coloring material, separation of system is observed, and cannot be used.
Figure JPOXMLDOC01-appb-T000022
Figure JPOXMLDOC01-appb-T000022
　［実施例１７～２４、比較例３、４：水中油型下地化粧料］
　下記表３に記載の処方（単位は重量部）に従って、実施例については、増粘剤（Ａ）および油剤（Ｂ）を混合し、８０℃で加熱撹拌してこれらを相溶させ、その後、２５℃まで冷却して、前記油剤が増粘されてなる油組成物を得た。得られた油組成物に残りのその他の成分（Ｃ）を混合し、均一に分散させてそれぞれの水中油型下地化粧料を得た。比較例３～４については、増粘剤（Ａ）に代えて、デキストリン、パルミチン酸デキストリンをそれぞれ５重量部配合した以外は、実施例と同様にして、水中油型下地化粧料を得た。尚、実施例１７の水中油型下地化粧料の温度２５℃、せん断速度１０ｓ－１における粘度は、３．９Ｐａ・ｓである。 [Examples 17 to 24, Comparative Examples 3 and 4: Oil-in-water base cosmetic]
According to the formulation shown in the following Table 3 (unit is parts by weight), for the examples, the thickener (A) and the oil agent (B) are mixed, heated and stirred at 80 ° C. to make them compatible, It cooled to 25 degreeC and obtained the oil composition by which the said oil agent was thickened. The remaining oil component (C) was mixed with the obtained oil composition and dispersed uniformly to obtain respective oil-in-water base cosmetics. For Comparative Examples 3 to 4, oil-in-water base cosmetics were obtained in the same manner as in Example except that 5 parts by weight of dextrin and dextrin palmitate were blended in place of thickener (A). The viscosity of the oil-in-water base cosmetic of Example 17 at a temperature of 25 ° C. and a shear rate of 10 s −1 is 3.9 Pa · s.
　上記で得られた水中油型下地化粧料について、下記官能評価および化粧被膜持続性評価を実施した。評価結果を下記表３に示す。 The following sensory evaluation and makeup film sustainability evaluation were carried out on the oil-in-water base cosmetic obtained above. The evaluation results are shown in Table 3 below.
（官能評価）
　得られた水中油型下地化粧料について、展延性及びしっとり感を、以下に示す評価方法及び平均点の判定基準により評価した。
（展延性としっとり感の評価方法）
　展延性としっとり感について、化粧品専門パネラー２０名が、以下の評価基準により評点を付し、全パネラーの評点の平均点を算出し、以下の判定基準により判定した。
［評点の基準］
　５点：非常に良好
　４点：良好
　３点：普通
　２点：やや不良
　１点：不良
［平均点の判定基準］
　◎：４．５点以上
　○：３．５点以上～４．５点未満
　△：２．０点以上～３．５点未満
　×：２．０点未満 (sensory evaluation)
About the obtained oil-in-water base cosmetic, the spreadability and moist feeling were evaluated by the evaluation method and the criteria for determining the average score shown below.
(Evaluation method of extensibility and moist feeling)
About the extensibility and moist feeling, 20 panelists specialized in cosmetics gave a score according to the following evaluation criteria, calculated the average score of all panelists, and judged according to the following criteria.
[Grade Criteria]
5 points: Very good 4 points: Good 3 points: Normal 2 points: Slightly bad 1 point: Bad [judgment criteria for average score]
◎: 4.5 points or more ○: 3.5 points or more to less than 4.5 points △: 2.0 points or more to less than 3.5 points ×: Less than 2.0 points
（化粧被膜持続性評価）
　併用するパウダーファンデーション及びリキッドファンデーションの化粧被膜持続性について、評価を行った。上記で得られた水中油型下地化粧料０．１ｇを、ウレタン製人工皮膚（商品名「バイオプレート」、ＢＥＡＵＬＡＸ社製）に、３ｃｍ×５ｃｍの長方形状に指で均一に塗布し、更に化粧用マットを使用してパウダーファンデーション（商品名「プレミアムシルキィパクトＵＶ」、（株）カネボウ化粧品製）、又はリキッドファンデーション（商品名「エッセンスリキッドファンデーション」、オルビス（株）製）約０．１ｇを均一に塗布した。１０分後に塗布面の上から水道水（３Ｌ／分）で６０秒間流した後、目視で観察し、下記基準で評価した。
［評価基準］
　◎：変化なし
　○：わずかに変化したが、化粧被膜は持続している
　△：変化し、化粧被膜がほぼ持続していない
　×：変化し、化粧被膜がまったく持続していない (Evaluation of makeup film durability)
The cosmetic coating film sustainability of the powder foundation and liquid foundation used in combination was evaluated. Apply 0.1 g of the oil-in-water base cosmetic obtained above to urethane artificial skin (trade name “Bioplate”, manufactured by BEAULAX) with a finger in a 3 cm × 5 cm rectangular shape and further apply makeup. About 0.1 g of powder foundation (trade name "Premium Silky Pact UV", manufactured by Kanebo Cosmetics Co., Ltd.) or liquid foundation (trade name "Essence Liquid Foundation", manufactured by Orbis Co., Ltd.) It was applied to. Ten minutes later, after flowing for 60 seconds with tap water (3 L / min) from the top of the coated surface, it was visually observed and evaluated according to the following criteria.
[Evaluation criteria]
◎: No change ○: Slightly changed, but the cosmetic film is sustained △: Changed, the cosmetic film is hardly sustained ×: Changed, and the cosmetic film is not maintained at all

Figure JPOXMLDOC01-appb-T000023
Figure JPOXMLDOC01-appb-T000023
　実施例２５
　下記（１）～（２８）に示す成分を用い、下記製造方法の工程１～６を経て水中油型下地化粧料を得た。各成分の最後に括弧で示す数値は、配合量（単位は重量部）を示す。
（１）水 （残量）
（２）水添レシチン （１．５）
（３）コレステロール （０．１）
（４）グリセリン （５）
（５）１，３－ブチレングリコール （７）
（６）マカデミアナッツ脂肪酸フィトステリル（商品名「ＹＯＦＣＯ ＭＡＳ」、日本精化（株）製） （２）
（７）エチルヘキサン酸セチル （１．２）
（８）（ジメチコン／ビニルジメチコン）コポリマー（商品名「ＫＳＧ－１６」、信越化学工業（株）製） （０．５）
（９）ジメチコン（商品名「シリコンＫＦ－９６（６ＣＳ）」、信越化学工業（株）製） （３）
（１０）メトキシケイヒ酸エチルヘキシル （３）
（１１）増粘剤（１－１） （１）
（１２）イソステアリン酸 （０．６）
（１３）ラウロイルグルタミン酸ジ（フィトステリル・オクチルドデシル）（商品名「エルデュウＰＳ－２０３」、味の素（株）製） （０．６）
（１４）水 （適量）
（１５）ポリエチレングリコール－４００ （１．２）
（１６）カルボマー （１．５）
（１７）アルギニン （０．１６）
（１８）水酸化ナトリウム （０．１６）
（１９）水 （適量）
（２０）エタノール （７）
（２１）メチルパラベン （０．２）
（２２）ポリビニルピロリドン （０．６）
（２３）合成金雲母 （５）
（２４）メタクリル酸メチルクロスポリマー （１）
（２５）酸化亜鉛 （０．５）
（２６）シリカ （０．１）
（２７）酸化鉄 （０．１）
（２８）タルク （３） Example 25
Using the components shown in the following (1) to (28), an oil-in-water base cosmetic was obtained through steps 1 to 6 of the following production method. The numerical value shown in parentheses at the end of each component indicates the blending amount (unit: parts by weight).
(1) Water (Remaining amount)
(2) Hydrogenated lecithin (1.5)
(3) Cholesterol (0.1)
(4) Glycerin (5)
(5) 1,3-butylene glycol (7)
(6) Macadamia nut fatty acid phytosteryl (trade name “YOFCO MAS”, manufactured by Nippon Seika Co., Ltd.) (2)
(7) Cetyl ethylhexanoate (1.2)
(8) (Dimethicone / vinyl dimethicone) copolymer (trade name “KSG-16”, manufactured by Shin-Etsu Chemical Co., Ltd.) (0.5)
(9) Dimethicone (trade name “Silicon KF-96 (6CS)”, manufactured by Shin-Etsu Chemical Co., Ltd.) (3)
(10) Ethylhexyl methoxycinnamate (3)
(11) Thickener (1-1) (1)
(12) Isostearic acid (0.6)
(13) Lauroyl glutamate di (phytosteryl octyldodecyl) (trade name “El Dew PS-203”, manufactured by Ajinomoto Co., Inc.) (0.6)
(14) Water (appropriate amount)
(15) Polyethylene glycol-400 (1.2)
(16) Carbomer (1.5)
(17) Arginine (0.16)
(18) Sodium hydroxide (0.16)
(19) Water (appropriate amount)
(20) Ethanol (7)
(21) Methylparaben (0.2)
(22) Polyvinylpyrrolidone (0.6)
(23) Synthetic phlogopite (5)
(24) Methyl methacrylate cross polymer (1)
(25) Zinc oxide (0.5)
(26) Silica (0.1)
(27) Iron oxide (0.1)
(28) Talc (3)
（製造方法）
工程１：成分（１）～（５）をディスパーにて分散し、７０℃で加熱した
工程２：工程１で得られた化合物に成分（６）～（１３）を添加し、７０℃で混合した。
工程３：成分（１４）～（１５）を混合して、７０℃で加熱した。
工程４：工程３で得られた化合物に工程２で得られた化合物を加え、乳化した。
工程５：工程４で得られた化合物に成分（１６）～（２２）を加え均一に混合し、冷却した。
工程６：工程５で得られた化合物に、４５℃にて成分（２３）～（２８）を添加し均一に混合し、室温まで冷却して水中油型下地化粧料を得た。 (Production method)
Step 1: Components (1) to (5) are dispersed with a disper and heated at 70 ° C. Step 2: Components (6) to (13) are added to the compound obtained in Step 1 and mixed at 70 ° C. did.
Step 3: Components (14) to (15) were mixed and heated at 70 ° C.
Step 4: The compound obtained in Step 2 was added to the compound obtained in Step 3 and emulsified.
Step 5: Components (16) to (22) were added to the compound obtained in Step 4 and mixed uniformly and cooled.
Step 6: Components (23) to (28) were added to the compound obtained in Step 5 at 45 ° C., mixed uniformly, and cooled to room temperature to obtain an oil-in-water base cosmetic.
　実施例２５における製造方法で得られた水中油型下地化粧料は、しっとり感、止まりの滑らかさ（展延性）、及び後から使用するファンデーションの化粧被膜持続性が良好なものであった。 The oil-in-water base cosmetic obtained by the production method in Example 25 had good moist feeling, smoothness of spread (extensibility), and good durability of the makeup film for the foundation used later.
　［実施例２６～３３、比較例５～７：日焼け止め化粧料］
　下記表４に記載の処方（単位は重量部）に従って、実施例については、上記合成例１～８で得られた増粘剤（Ａ）と油剤（Ｂ）を混合し、８０℃で加熱撹拌してこれらを相溶させ、その後、２５℃まで冷却して油組成物を得、得られた油組成物に、その他の成分（Ｃ）である紫外線防御剤として、表面がシラン処理された酸化チタン微粒子（平均粒子径：２０ｎｍ）を１０重量部混合して日焼け止め化粧料を得た。比較例５～７については、増粘剤（Ａ）を欠く以外は、実施例と同様について、日焼け止め化粧料を得た。実施例２６における油組成物の温度２５℃、せん断速度１０ｓ－１における粘度は４．２Ｐａ・ｓであった。尚、実施例２６の日焼け止め化粧料の温度２５℃、せん断速度１０ｓ－１における粘度は３．８Ｐａ・ｓであった。 [Examples 26 to 33, Comparative Examples 5 to 7: Sunscreen cosmetics]
According to the formulation shown in the following Table 4 (unit is parts by weight), for the examples, the thickener (A) and the oil agent (B) obtained in Synthesis Examples 1 to 8 above were mixed, and heated and stirred at 80 ° C. These are then mixed, and then cooled to 25 ° C. to obtain an oil composition. The resulting oil composition is oxidized with the surface treated with a silane treatment as an ultraviolet protective agent that is the other component (C). Sunscreen cosmetics were obtained by mixing 10 parts by weight of titanium fine particles (average particle size: 20 nm). For Comparative Examples 5 to 7, sunscreen cosmetics were obtained in the same manner as in Example except that the thickener (A) was omitted. The viscosity of the oil composition in Example 26 at a temperature of 25 ° C. and a shear rate of 10 s −1 was 4.2 Pa · s. The sunscreen cosmetic of Example 26 had a viscosity of 3.8 Pa · s at a temperature of 25 ° C. and a shear rate of 10 s −1 .
　上記で得られた日焼け止め化粧料について、下記評価方法により白浮き発生の有無、展延性、及びかさつき感の有無について官能評価を行った。 The sunscreen cosmetics obtained above were subjected to sensory evaluation for the presence or absence of whitening, spreadability, and the presence of a feeling of bulkiness by the following evaluation methods.
　（官能評価）
　得られた日焼け止め化粧料について、白浮き、展延性、及びかさつき感の評価を行った。具体的には、２０名の専門パネラーが日焼け止め化粧料１．０ｇを顔面に塗布した時の感触（白浮き、伸びの重さ）、及び塗布６時間後のかさつき感を以下の５段階の基準で評価し、その平均点を求め、４．０以上を◎、３．０以上４．０未満を○、２．０以上３．０未満を△、２．０未満を×とした。
［評価基準］
５：非常に好ましい
４：好ましい
３：どちらともいえない
２：好ましくない
１：非常に好ましくない (sensory evaluation)
The obtained sunscreen cosmetics were evaluated for whitening, spreadability, and feeling of bulkiness. Specifically, 20 professional panelists applied the sunscreen cosmetics 1.0g on the face (feeling of whitening and stretching) and the feeling of bulk after 6 hours of application in the following 5 levels. Evaluation was performed based on the standard, and the average score was obtained.
[Evaluation criteria]
5: Very favorable 4: Preferred 3: Neither 2: Unfavorable 1: Very unfavorable

Figure JPOXMLDOC01-appb-T000024
Figure JPOXMLDOC01-appb-T000024
　実施例２６～３３の日焼け止め化粧料は、上記表４のとおり、白浮きがなく、展延性に優れ、かさつき感がなかった。一方、比較例５～７の本発明における増粘剤を使用しない日焼け止め化粧料は、増粘剤が何れの油剤にも溶解しなかったため、紫外線防御剤を高分散することができず、紫外線防御剤は凝集した状態で含まれていた。そのため、白浮きが発生し、展延性が悪かった。 As shown in Table 4 above, the sunscreen cosmetics of Examples 26 to 33 had no whitening, excellent spreadability, and no feeling of bulkiness. On the other hand, the sunscreen cosmetics according to the present invention of Comparative Examples 5 to 7 that do not use the thickener did not dissolve the UV protective agent in a high degree because the thickener did not dissolve in any of the oils. The protective agent was included in an aggregated state. As a result, whitening occurred and the spreadability was poor.
　以上のまとめとして、本発明の構成及びそのバリエーションを以下に付記する。
［１］増粘剤（Ａ）と油剤（Ｂ）とを含有する化粧料であって、増粘剤（Ａ）として下記式（１）で表される化合物を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して０．５～３５．０重量％含み、且つ、油剤（Ｂ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して６５．０～９９．５重量％含む、化粧料。
Figure JPOXMLDOC01-appb-C000025
 （式中、Ｒ１は炭素数１０～２５の１価の直鎖状脂肪族炭化水素基、Ｒ２，Ｒ３は同一又は異なって、炭素数２，４，６，若しくは８の２価の脂肪族炭化水素基、炭素数６の２価の脂環式炭化水素基、又は２価の芳香族炭化水素基を示し、Ｒ４は炭素数１～８の２価の脂肪族炭化水素基を示し、Ｒ５，Ｒ６は同一又は異なって、炭素数１～３の１価の脂肪族炭化水素基、又はヒドロキシアルキルエーテル基を示す。Ｌ１～Ｌ３はアミド結合を示し、Ｌ１とＬ３が－ＣＯＮＨ－である場合、Ｌ２は－ＮＨＣＯ－であり、Ｌ１とＬ３が－ＮＨＣＯ－である場合、Ｌ２は－ＣＯＮＨ－である。）
［２］Ｒ１が、炭素数１４～２５（好ましくは炭素数１８～２１）の１価の直鎖状脂肪族炭化水素基（好ましくは炭素数１４～２５のアルキル基）である、［１］に記載の化粧料。
［３］Ｒ２，Ｒ３が、炭素数２，４，６，若しくは８の２価の直鎖状アルキレン基である、［１］又は［２］に記載の化粧料。
［４］Ｒ４が、炭素数１～８（好ましくは炭素数３～６）の２価の直鎖状又は分岐鎖状アルキレン基である、［１］～［３］の何れか１つに記載の化粧料。
［５］Ｒ５，Ｒ６が、炭素数１～３の直鎖状若しくは分岐鎖状アルキル基、炭素数２～３の直鎖状若しくは分岐鎖状アルケニル基、又は炭素数２～３の直鎖状若しくは分岐鎖状アルキニル基である、［１］～［４］の何れか１つに記載の化粧料。
［６］式（１）で表される化合物が、式(1-1)～(1-9)で表される化合物である、［１］～［５］の何れか１つに記載の化粧料。
［７］油剤（Ｂ）が、極性油又は非極性油である、［１］～［６］の何れか１つに記載の化粧料。
［８］極性油が、油脂類、ロウ類、エステル類、高級脂肪酸類、及び常温で固体の高級アルコール類からなる群から選ばれる１以上である、［７］に記載の化粧料。
［９］非極性油が、スクワラン、ワセリン、炭化水素油、及び鎖状若しくは環状のシリコーン油からなる群から選ばれる１以上である、［７］に記載の化粧料。
［１０］メイクアップ化粧料（特にリップグロス）である場合の油剤（Ｂ）が、（軟質）イソパラフィン、水添ポリイソブテン、リンゴ酸ジイソトリデシル、イソノナン酸イソトリデシル、ミリスチン酸オクチルドデシル、オリーブ油、パルミチン酸エチルヘキシル、トリベヘニン、スクワラン、ステアリン酸、及び（水添）ヒマシ油からなる群より選ばれる１以上を含む、［１］～［９］の何れか１つに記載の化粧料。
［１１］まつげ若しくは眉毛化粧料（特にマスカラ）である場合の油剤（Ｂ）が、（流動）イソパラフィン、ジメチルポリシロキサン、デカメチルポリシロキサン、パルミチン酸オクチル、（イソ）ステアリン酸、及びベヘニルアルコールからなる群より選ばれる１以上を含む、［１］～［９］の何れか１つに記載の化粧料。
［１２］水中油型下地化粧料である場合の油剤（Ｂ）が、ステアリン酸、セトステアリルアルコール、トリ２－エチルヘキセン酸グリセリル、（流動）パラフィン、イソナン酸イソトリデシル、オリーブ油、ローズヒップ油、及びベヘニルアルコールからなる群より選ばれる１以上を含む、［１］～［９］の何れか１つに記載の化粧料。
［１３］日焼け止め化粧料である場合の油剤（Ｂ）が、イソドデカン、オクタン酸セチル、（流動）パラフィン、及びオリーブ油からなる群より選ばれる１以上を含む、［１］～［９］の何れか１つに記載の化粧料。
［１４］メイクアップ化粧料である場合、さらに、多糖脂肪酸エステル（好ましくはデキストリンラウリン酸エステル、デキストリンミリスチン酸エステル）を含む、［１］～［１０］の何れか１つに記載の化粧料。
［１５］水中油型下地化粧料である場合、さらに、水性成分を含む、［１］～［９］、及び［１２］の何れか１つに記載の化粧料。
［１６］日焼け止め化粧料である場合、さらに、紫外線防御剤を含む、［１］～［９］、及び［１３］の何れか１つに記載の化粧料。
［１７］増粘剤（Ａ）と油剤（Ｂ）の含有量の和が、化粧料全量に対して１０．０重量％以上である、［１］～［１６］の何れか１つに記載の化粧料。
［１８］増粘剤（Ａ）の含有量が、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して、０．５～３５．０重量％である、［１］～［１７］の何れか１つに記載の化粧料。
［１９］増粘剤（Ａ）の含有量が、油剤（Ｂ）１００重量部に対して、０．５～５０．０重量部である、［１］～［１８］の何れか１つに記載の化粧料。
［２０］メイクアップ化粧料（特にリップグロス）である場合の増粘剤（Ａ）の含有量が、化粧料全量に対して０．５～２５．０重量％である、［１］～［１０］、及び［１４］の何れか１つに記載の化粧料。
［２１］まつげ若しくは眉毛化粧料（特にマスカラ）である場合の増粘剤（Ａ）の含有量が、化粧料全量に対して０．５～２０．０重量％である、［１］～［９］、及び［１１］の何れか１つに記載の化粧料。
［２２］水中油型下地化粧料である場合の増粘剤（Ａ）の含有量が、化粧料全量に対して０．５～１５．０重量％である、［１］～［９］、［１２］、及び［１５］の何れか１つに記載の化粧料。
［２３］日焼け止め化粧料である場合の増粘剤（Ａ）の含有量が、化粧料全量に対して０．５～１０．０重量％である、［１］～［９］、及び［１３］の何れか１つに記載の化粧料。
［２４］油剤（Ｂ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して６５．０～９９．５重量％含む、［１］～［２３］の何れか１つに記載の化粧料。
［２５］粘度［２５℃、せん断速度１０ｓ－１における］が、０．１～２０．０Ｐａ・ｓである、［１］～［２４］の何れか１つに記載の化粧料。 As a summary of the above, the configuration of the present invention and its variations are appended below.
[1] A cosmetic comprising a thickener (A) and an oil agent (B), wherein the compound represented by the following formula (1) is used as the thickener (A) and the thickener (A): 0.5 to 35.0% by weight based on the sum of the contents of the oil agent (B), and the oil agent (B) is added to the sum of the contents of the thickener (A) and the oil agent (B). Cosmetics containing 65.0-99.5% by weight.
Figure JPOXMLDOC01-appb-C000025
 (Wherein R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms, and R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms. R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group, and R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
[2] R 1 is a monovalent linear aliphatic hydrocarbon group having 14 to 25 carbon atoms (preferably 18 to 21 carbon atoms) (preferably an alkyl group having 14 to 25 carbon atoms). ] Cosmetics as described in.
[3] The cosmetic according to [1] or [2], wherein R 2 and R 3 are a divalent linear alkylene group having 2, 4, 6, or 8 carbon atoms.
[4] In any one of [1] to [3], R 4 is a divalent linear or branched alkylene group having 1 to 8 carbon atoms (preferably 3 to 6 carbon atoms). Cosmetics described.
[5] R 5 and R 6 are a linear or branched alkyl group having 1 to 3 carbon atoms, a linear or branched alkenyl group having 2 to 3 carbon atoms, or a straight chain having 2 to 3 carbon atoms. The cosmetic according to any one of [1] to [4], which is a linear or branched alkynyl group.
[6] The makeup according to any one of [1] to [5], wherein the compound represented by the formula (1) is a compound represented by the formulas (1-1) to (1-9) Fee.
[7] The cosmetic according to any one of [1] to [6], wherein the oil agent (B) is a polar oil or a nonpolar oil.
[8] The cosmetic according to [7], wherein the polar oil is one or more selected from the group consisting of fats and oils, waxes, esters, higher fatty acids, and higher alcohols that are solid at room temperature.
[9] The cosmetic according to [7], wherein the nonpolar oil is one or more selected from the group consisting of squalane, petrolatum, hydrocarbon oil, and chain or cyclic silicone oil.
[10] The oil agent (B) in the case of makeup cosmetics (particularly lip gloss) is (soft) isoparaffin, hydrogenated polyisobutene, diisotridecyl malate, isotridecyl isononanoate, octyldodecyl myristate, olive oil, ethylhexyl palmitate, The cosmetic according to any one of [1] to [9], comprising one or more selected from the group consisting of tribehenine, squalane, stearic acid, and (hydrogenated) castor oil.
[11] The oil agent (B) in the case of eyelashes or eyebrows cosmetics (especially mascara) comprises (fluid) isoparaffin, dimethylpolysiloxane, decamethylpolysiloxane, octyl palmitate, (iso) stearic acid, and behenyl alcohol The cosmetic according to any one of [1] to [9], comprising one or more selected from the group.
[12] The oil agent (B) in the case of an oil-in-water base cosmetic is stearic acid, cetostearyl alcohol, glyceryl tri-2-ethylhexenoate, (fluid) paraffin, isotridecyl isonanoate, olive oil, rosehip oil, and The cosmetic according to any one of [1] to [9], comprising one or more selected from the group consisting of behenyl alcohol.
[13] Any of [1] to [9], wherein the oil agent (B) in the case of a sunscreen cosmetic contains one or more selected from the group consisting of isododecane, cetyl octoate, (liquid) paraffin, and olive oil Cosmetics as described in one.
[14] The cosmetic according to any one of [1] to [10], wherein the cosmetic further comprises a polysaccharide fatty acid ester (preferably dextrin lauric acid ester or dextrin myristic acid ester).
[15] The cosmetic according to any one of [1] to [9] and [12], which further contains an aqueous component in the case of an oil-in-water base cosmetic.
[16] The cosmetic according to any one of [1] to [9] and [13], which further includes a UV protection agent when it is a sunscreen cosmetic.
[17] The sum of the contents of the thickener (A) and the oil agent (B) is 10.0% by weight or more based on the total amount of the cosmetic, and any one of [1] to [16] Cosmetics.
[18] The content of the thickener (A) is 0.5 to 35.0% by weight with respect to the sum of the contents of the thickener (A) and the oil (B). [17] The cosmetic according to any one of [17].
[19] The content of the thickener (A) is 0.5 to 50.0 parts by weight with respect to 100 parts by weight of the oil (B), and any one of [1] to [18] Cosmetics described.
[20] The content of the thickener (A) in the case of makeup cosmetics (particularly lip gloss) is 0.5 to 25.0% by weight relative to the total amount of cosmetics, [1] to [ 10] and the cosmetics according to any one of [14].
[21] The content of the thickener (A) in the case of eyelash or eyebrow cosmetics (particularly mascara) is 0.5 to 20.0% by weight relative to the total amount of the cosmetics. 9] and the cosmetic according to any one of [11].
[22] The content of the thickener (A) in the case of an oil-in-water base cosmetic is 0.5 to 15.0% by weight based on the total amount of the cosmetic, [1] to [9], [12] and the cosmetic according to any one of [15].
[23] The content of the thickener (A) in the case of a sunscreen cosmetic is 0.5 to 10.0% by weight relative to the total amount of the cosmetic, [1] to [9], and [9] [13] The cosmetic according to any one of [13].
[24] The oil agent (B) is contained in an amount of 65.0 to 99.5% by weight based on the sum of the contents of the thickener (A) and the oil agent (B), and any one of [1] to [23] Cosmetics described in one.
[25] The cosmetic according to any one of [1] to [24], wherein the viscosity [at 25 ° C., at a shear rate of 10 s −1 ] is 0.1 to 20.0 Pa · s.
　本発明の化粧料は、分散安定性、皮膚、まつげ、又は眉毛への付着性、及び展延性に優れ、皮膚、まつげ、又は眉毛へ塗布することにより長時間持続可能な艶感若しくはしっとり感を付与することができる。このため、本発明の化粧料は、特にメイクアップ化粧料、まつげ若しくは眉毛化粧料、水中油型下地化粧料、又は日焼け止め化粧料として有用である。 The cosmetic of the present invention has excellent dispersion stability, adhesion to the skin, eyelashes or eyebrows, and spreadability, and provides a long-lasting gloss or moist feeling when applied to the skin, eyelashes or eyebrows. Can be granted. For this reason, the cosmetics of the present invention are particularly useful as makeup cosmetics, eyelash or eyebrow cosmetics, oil-in-water base cosmetics, or sunscreen cosmetics.

Claims (4)

  1. 　増粘剤（Ａ）と油剤（Ｂ）とを含有する化粧料であって、
    　増粘剤（Ａ）として下記式（１）
    Figure JPOXMLDOC01-appb-C000001
     （式中、Ｒ１は炭素数１０～２５の１価の直鎖状脂肪族炭化水素基、Ｒ２，Ｒ３は同一又は異なって、炭素数２，４，６，若しくは８の２価の脂肪族炭化水素基、炭素数６の２価の脂環式炭化水素基、又は２価の芳香族炭化水素基を示し、Ｒ４は炭素数１～８の２価の脂肪族炭化水素基を示し、Ｒ５，Ｒ６は同一又は異なって、炭素数１～３の１価の脂肪族炭化水素基、又はヒドロキシアルキルエーテル基を示す。Ｌ１～Ｌ３はアミド結合を示し、Ｌ１とＬ３が－ＣＯＮＨ－である場合、Ｌ２は－ＮＨＣＯ－であり、Ｌ１とＬ３が－ＮＨＣＯ－である場合、Ｌ２は－ＣＯＮＨ－である。）
    で表される化合物を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して０．５～３５．０重量％含み、且つ
    　油剤（Ｂ）を、増粘剤（Ａ）と油剤（Ｂ）の含有量の和に対して６５．０～９９．５重量％含む、化粧料。     A cosmetic comprising a thickener (A) and an oil (B),
    As the thickener (A), the following formula (1)
    Figure JPOXMLDOC01-appb-C000001
     (Wherein R 1 is a monovalent linear aliphatic hydrocarbon group having 10 to 25 carbon atoms, and R 2 and R 3 are the same or different and are divalent having 2, 4, 6, or 8 carbon atoms. R 4 represents an aliphatic hydrocarbon group, a bivalent alicyclic hydrocarbon group having 6 carbon atoms, or a divalent aromatic hydrocarbon group, and R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. R 5 and R 6 are the same or different and represent a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms or a hydroxyalkyl ether group, L 1 to L 3 represent an amide bond, and L 1 and When L 3 is —CONH—, L 2 is —NHCO—, and when L 1 and L 3 are —NHCO—, L 2 is —CONH—.)
    And 0.5 to 35.0% by weight based on the sum of the contents of the thickener (A) and the oil agent (B), and the oil agent (B) is added to the thickener (A). And a cosmetic comprising 65.0 to 99.5% by weight based on the sum of the contents of the oil agent (B).
  2. 　油剤（Ｂ）が、極性油又は非極性油である、請求項１に記載の化粧料。 The cosmetic according to claim 1, wherein the oil agent (B) is a polar oil or a nonpolar oil.
  3. 　増粘剤（Ａ）と油剤（Ｂ）の含有量の和が、化粧料全量に対して１０．０重量％以上である、請求項１又は２に記載の化粧料。 The cosmetic according to claim 1 or 2, wherein the sum of the contents of the thickener (A) and the oil (B) is 10.0% by weight or more based on the total amount of the cosmetic.
  4. 　メイクアップ化粧料、まつげ若しくは眉毛化粧料、水中油型下地化粧料、又は日焼け止め化粧料である、請求項１～３の何れか１項に記載の化粧料。 The cosmetic according to any one of claims 1 to 3, which is a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
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