JPH1059835A - Cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a cosmetic having good compatibility with a base and excellent ultraviolet light absorbing effect by using an ester mixture having a specific composition of trimethylolpropane containing a methoxycinnamate. SOLUTION: This cosmetic contains an ester mixture obtained by formulating esters of formulas I, II and III (R1 to R3 are each an alkyl derived from a 7-17C saturated branched fatty acid; X is methoxy at ortho position and/or para position) in (58-65):(30-35):(3-7) formulation ratio and having 312nm maximum absorption wavelength and 0.1-0.5 maximum absorbance. The ester mixture of formulas I, II and III is obtained by changing 1mol trimethylolpropane, 2.0-2.8mol 2-ethylhexanoic acid and 0.2-1.0 para-methoxycinnamatic acid and esterifying these components. One or two or more kinds of ultraviolet light absorbing agent, ultraviolet light scattering agent, silicone oil, antiphlogistic, antioxidant and hydrophobic treatment powder may further be added to the cosmetic.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a cosmetic obtained by blending an ester mixture having a specific composition of trimethylolpropane, a saturated branched fatty acid having 8 to 18 carbon atoms and methoxycinnamic acid. More specifically, the present invention relates to a cosmetic obtained by blending the above ester mixture having an ultraviolet absorbing pore.

[0002]

2. Description of the Related Art Ultraviolet rays that reach the surface of the earth are only about 6% of the sun's rays.
Causes fading, reduced strength, and destruction, leading to quality deterioration. In order to prevent such deterioration due to ultraviolet rays, an ultraviolet absorber is added to various products incorporating these products and materials.

[0003] Ultraviolet rays also cause acute skin reactions such as erythema and blackening on human skin.
Causes skin aging and cancer. Because of the fear of such an adverse effect of ultraviolet rays on the skin, in recent years, sunscreen cosmetics containing an ultraviolet absorber or an ultraviolet scattering agent have been actively developed, and various products have been put on the market.

The ultraviolet absorbers incorporated in these products are structurally based on cinnamic acid, PABA, benzophenone, salicylic acid, heterocyclic, camphor, dibenzoylmethane, chalcone, etc. Classification is made,
Numerous UV absorbers have been developed. However, ultraviolet absorbers used for human skin are limited by safety, feel, use, and solubility in bases when blended into sunscreens. Citric acid-based and benzophenone-based ultraviolet absorbers are frequently used in skin external preparations.

[0005]

In designing an ester compound of paramethoxycinnamic acid as an ultraviolet absorber which can be used in cosmetics, the following points must be considered. That is, an ester of paramethoxycinnamic acid and a low molecular weight lower alcohol may be irritating to the skin. Conversely, in the case of an ester with a higher alcohol having a high molecular weight, the skin irritation is improved, but the ultraviolet absorbing function is reduced, and the melting point of the ester tends to be increased, and the compatibility with other components is poor. That is, even if it has a liquid property, the viscosity is extremely high, and it is undeniable that the workability during the production of cosmetics is reduced.

Further, esters of paramethoxycinnamic acid with ethylene glycol or glycerin are also known as ultraviolet absorbers. However, as in the case of the higher alcohol esters, they become highly viscous or solid at room temperature. There is a problem that the range of use is limited due to poor compatibility with other raw materials.

Further, in cosmetics containing paramethoxycinnamic acid esters, considerable skill is required for product formulation design due to the high melting point and low compatibility of the above-mentioned esters. Nevertheless, it induces crystallization, sedimentation, emulsification destruction, etc. with the passage of time. There is a problem of causing a quality deterioration phenomenon such as the above), and a technical measure for this problem has been a major issue.

The inventors of the present invention have conducted intensive studies in view of the above problems. As a result, an ester mixture having a specific composition of trimethylolpropane containing methoxycinnamic acid ester solves the above problems, and makes this ester compound a cosmetic. It has been found that when blended with a cosmetic, a cosmetic having a good compatibility with the cosmetic base and having an excellent ultraviolet absorbing effect can be obtained, and based on this finding, the present invention has been completed.

It is an object of the present invention to provide a cosmetic which is highly safe, has excellent compatibility with other components, and can exhibit an ultraviolet absorbing effect for a long period of time without causing a quality deterioration phenomenon. is there.

[0010]

That is, the present invention provides a cosmetic containing an ester represented by the following general formulas (I), (II) and (III).

Embedded image

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Embedded image (Wherein, R ₁ , R ₂ and R ₃ are the same or different and represent an alkyl group derived from a saturated branched fatty acid having 7 to 17 carbon atoms;
X represents an ortho-position and / or a para-position methoxy group. )

Further, the present invention relates to the compounds represented by the above general formulas (I) and (I)
When the content ratio (weight ratio) of the esters represented by I) and (III) is (I) :( II) :( III) = 58-65: 30-
35: 3 to 7 and a maximum absorption wavelength of 3 in the ultraviolet absorption spectrum measured with a 10 ppm ethanol solution.
It is intended to provide the cosmetic as described above, which contains an ester having a maximum absorbance of 12 nm and a maximum absorbance of 0.1 to 0.5.

Further, the present invention provides the compounds represented by the above general formulas (I) and (I)
A mixture of esters represented by I) and (III),
In the esters represented by the general formulas (I), (II) and (III), R ₁ , R ₂ and R ₃ are all the same and 2
-It is a residue obtained by removing a carboxyl group from ethylhexanoic acid, and contains an ester in which X is a methoxy group at the para-position.

In the present invention, 2-ethylhexanoic acid is used in an amount of 2.0 to 2.8 per mole of trimethylolpropane.
The present invention provides a cosmetic characterized by blending a mixture of ester compounds obtained by charging 0.2 to 1.0 mol of paramethoxycinnamic acid and esterifying the mixture.

Further, the present invention provides the cosmetic, wherein the cosmetic further comprises an ultraviolet absorber, an ultraviolet scattering agent, silicone oil,
An object of the present invention is to provide the cosmetic as described above, comprising one or more of an anti-inflammatory agent, an antioxidant and a hydrophobized powder.

[0015] The present invention also provides the above-mentioned cosmetic, wherein the cosmetic is a sunscreen cosmetic.

Hereinafter, the present invention will be described in detail. The present invention is a cosmetic comprising an ester mixture obtained by esterifying trimethylolpropane, a saturated branched fatty acid having 8 to 18 carbon atoms and ortho or paramethoxycinnamic acid at a specific ratio. However, all of the ester compounds of the above general formulas (I), (II) and (III) may be blended as a mixture, or all may be blended alone.

Specifically, a triester in which 3 moles of a saturated branched fatty acid having 8 to 18 carbon atoms is esterified to 1 mole of trimethylolpropane (general formula (I)), and 1 mole of trimethylolpropane has Triester obtained by esterifying 2 moles of a saturated fatty acid of formulas 8 to 18 with 1 mole of ortho or paramethoxycinnamic acid (general formula (II)), and 1 mole of trimethylolpropane having 8 to 18 carbon atoms
Is mixed with an esterified triester (general formula (III)) obtained by esterifying 1 mol of a saturated branched fatty acid of the formula (1) with 2 mol of ortho and / or paramethoxycinnamic acid.

As the saturated branched fatty acid having 8 to 18 carbon atoms used for the esterification, a single kind of saturated branched fatty acid may be used, or a plurality of kinds of saturated branched fatty acids may be used.

Specifically, isooctylic acid (2-ethylhexanoic acid, 2,4,4-trimethylpentanoic acid), isononanoic acid (3,5,5-trimethylhexanoic acid), isodecanoic acid (3,7-dimethyl acid) Octanoic acid), isododecanoic acid (6-propylnonanoic acid), neotridecanoic acid,
Isotetradecanoic acid (12-methyltridecanoic acid), isopentadecanoic acid (2-methyltetradecanoic acid, 5-methyltetradecanoic acid), isohexadecanoic acid (2,2-
Examples thereof include dimethyltetradecanoic acid), isostearic acid (2-heptylundecanoic acid), and isomeric acid isostearic acid having a polymethyl branched chain.

Most preferably, among the above-mentioned saturated branched fatty acids, 2-ethylhexanoic acid is used alone.

As the methoxycinnamic acid, those having a methoxy group at the ortho-position and / or the para-position can be used, and more preferably, paramethoxycinnamic acid.

The above three types of triesters can be prepared by a known method. That is, there are a direct ester synthesis method, a transesterification method, a method of mixing individual esters, and the like, which may be appropriately selected.

In the direct ester synthesis method, trimethylolpropane and one or more kinds of carbon atoms having 8 to 1 carbon atoms are used.
The saturated branched fatty acid of No. 8 and ortho and / or paramethoxycinnamic acid are mixed in predetermined amounts (reaction equivalents), respectively, and without a catalyst or in the presence of sulfuric acid, hydrochloric acid, phosphoric acid, paratoluenesulfonic acid, nickel, tin, titanium, In the presence of an esterification catalyst such as an oxide of these metals and chlorides, the reaction is carried out in the absence of a solvent or in the presence of a non-aqueous organic solvent such as xylene or toluene, and the esterification reaction product is subjected to alkali deacidification, activated carbon decolorization, By performing purification treatment such as silica gel fractionation and deodorization under reduced pressure, the above three kinds of ester compounds to be blended in the present invention can be obtained in the form of a mixture.

For example, 2.0 to 2.8 mol of 2-ethylhexanoic acid and 0.2 to 1.0 mol of paramethoxycinnamic acid are added to 1 mol of trimethylolpropane, and the mixture is directly esterified. And a mixture of the above ester compounds can be obtained by esterification.

In the transesterification method, trimethylolpropane is prepared by using a metal alcoholate such as sodium methoxide and potassium ethoxide and an alkaline substance such as sodium hydroxide, potassium hydroxide and sodium carbonate as a catalyst.
One or more lower alcohol (C1-4) esters of saturated branched fatty acids having 8-18 carbon atoms and lower alcohols (C1-4) of ortho or paramethoxycinnamic acid The ester and the ester are mixed in a reaction equivalent amount, and transesterification is carried out at 50 to 200 ° C., preferably 100 to 180 ° C. for 20 to 40 hours in a substantially anhydrous state, and then the same purification as in the direct ester synthesis method is performed. Processing may be performed.

The compounds of the general formulas (I), (II) and (III)
The cosmetic of the present invention can also be prepared by a method in which individual esters represented by are prepared by the ester synthesis method or transesterification method described above, and a desired amount of each is mixed.

The cosmetic of the present invention has the general formula (I) or (II)
Each of the triesters represented by (III) and (III) may be contained in an arbitrary mixing ratio.
(I): (II): (III) = 58-65: 30-35: 3
~ 7, more preferably,
(I): (II): (III) = 60-63: 32-33: 4
-5, and a maximum absorption wavelength (λmax) of 312 nm and a maximum absorbance of 0.1 to 0.1 in an ultraviolet absorption spectrum of a mixture of the general formulas (I), (II) and (III) measured with a 10 ppm ethanol solution. 5 is more preferable,
Most preferably, the maximum absorbance at the same maximum absorption wavelength is 0.1
A mixture satisfying the condition of 5 to 0.3 is blended.

If the methoxycinnamic acid residue-containing triester is present in a large amount exceeding the above-mentioned numerical range, the viscosity increases sharply and the workability when using an ultraviolet absorber deteriorates, and the compatibility with the concomitant components also deteriorates. descend. Conversely, if the amount of the methoxycinnamic acid residue-containing triester is less than the above-mentioned numerical range, the desired effect cannot be obtained because the ultraviolet absorption capacity per unit amount used is reduced.

The most preferable embodiments of the above three ester compounds to be incorporated in the present invention are (I) trimethylolpropane tri-2-ethylhexanoate and (II) trimethylolpropanedi-2-ethylhexanoate monoparamethoxysilicate. The composition ratio (weight ratio) of cinnamate and (III) trimethylolpropane mono-2-ethylhexanoate diparamethoxycinnamate is 60 to 63:
32 to 33: 4 to 5, and (I) + (II) + (II
In the ultraviolet absorption spectrum of the mixture (I) measured with a 10 ppm ethanol solution, the maximum absorption wavelength is from 0.15 to 0.15.
It has been adjusted to be 0.3.

The above three types of ester compounds are often blended in the cosmetics of the present invention as ultraviolet absorbers.
In this case, a sunscreen cosmetic can be obtained by blending in a cosmetic containing a conventional ultraviolet absorber, for example, sunscreen cream, sunscreen lotion, lipstick, sunscreen oil, sunscreen gel and the like. In this case, in this case, a part or all of the conventional ultraviolet absorber can be replaced with the ultraviolet absorber of the present invention. If an anti-inflammatory agent is further added, a sunscreen cosmetic having a sunburn treatment effect can be provided.

The amount of the above three kinds of ester compounds to be added to the cosmetic of the present invention can be appropriately adjusted depending on the kind of the target cosmetic, and is not particularly limited. 0.1 for the total amount of cosmetics
５０50% by weight, preferably 1-10% by weight.

The above three ester compounds (especially the ester represented by the general formula (I)) can be used as a substitute for conventional oil-based bases, and by adjusting the compounding agent, the target cosmetics can be used. The form of the ingredients can be adjusted. The form of the present invention is arbitrary, and for example, can be adjusted to cream, paste, stick, lotion, spray, gel, emulsion, powder, pack, and the like.

In the cosmetic of the present invention, in addition to the above essential components, other components usually used in cosmetics, such as powder components, liquid fats and oils, solid fats and oils, waxes, hydrocarbons, higher fatty acids, higher alcohols and esters , Silicone, anionic surfactant, cationic surfactant, amphoteric surfactant,
Nonionic surfactants, humectants, water-soluble polymer compounds, thickeners, film agents, UV absorbers, UV scattering agents, anti-inflammatory agents,
Sequestering agents, lower alcohols, polyhydric alcohols,
Sugars, amino acids, organic amines, synthetic resin emulsions, pH adjusters, skin nutrients, vitamins, antioxidants, antioxidant aids, fragrances, water and the like can be added as needed. Each of these components may be used alone or in combination of two or more.

The powder component includes talc, kaolin, mica, sericite (sericite), muscovite, phlogopite, synthetic mica, phlogopite, biotite, litthic mica, permiculite,
Magnesium carbonate, calcium carbonate, zirconium silicate, aluminum silicate, barium silicate, calcium silicate, zinc silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, silica, zeolite, barium sulfate, calcined sulfuric acid Inorganic powders such as calcium, (baked gypsum), calcium phosphate, fluoroapatite, hydroxyapatite, ceramic powder, metal soap (zinc myristate, calcium palmitate, aluminum stearate), and boron nitride;
Polyamide resin powder (nylon powder), polyethylene powder, polymethyl methacrylate powder, polystyrene powder,
Organic resin powders such as copolymer resin powder of styrene and acrylic acid, benzoguanamine resin powder, polytetrafluoroethylene powder, cellulose powder, inorganic white pigments such as titanium dioxide, zinc oxide, iron oxide (iron oxide), iron titanate, etc. Inorganic red pigments, inorganic brown pigments such as γ-iron oxide, yellow iron oxide, inorganic yellow pigments such as loess black iron oxide, carbon black, inorganic black pigments such as lower titanium oxide, mango violet, cobalt Inorganic purple pigments such as violet, inorganic green pigments such as chromium oxide, chromium hydroxide, and cobalt titanate; inorganic blue pigments such as ultramarine and navy blue; titanium oxide coated mica; titanium oxide coated bismuth oxychloride; titanium oxide coated Talc, colored titanium oxide coated mica, bismuth oxychloride, pearl pigments such as fish scale foil, aluminum Uda, metal powder pigments such as copper powder, Red No. 201, Red No. 202, Red 204
No., Red No. 205, Red No. 220, Red No. 226, Red No. 228, Red No. 405, Orange No. 203, Orange No. 204
Organic pigments such as No. 205, Yellow No. 205, Yellow No. 401 and Blue No. 404, Red No. 3, Red No. 104, Red No. 106
No. Red No. 227, Red No. 230, Red No. 401, Red No. 505, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 2
Organic pigments such as zirconium, barium or aluminum lake such as No. 02, Yellow No. 203, Green No. 3 and Blue No. 1, natural pigments such as chlorophyll and β-caroline. However, the powder may be any powder that can be applied to general cosmetics, and is not limited to the above components. These powders can be blended as they are, but hydrophobic treatment such as silicone treatment with methyl hydrogen polysiloxane or silane coupling agent, metal soap treatment, fluorine treatment with perfluoroalkyl phosphate diethanolamine salt or perfluoroalkyl silane, etc. You may mix the hydrophobized powder which was made.

Liquid oils and fats include avocado oil, camellia oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg yolk oil, sesame oil, persic oil, wheat germ oil, southern oil, castor oil, linseed oil Oil, safflower oil, cottonseed oil, eno oil, soybean oil, peanut oil, teaseed oil, kaya oil, rice bran oil, sinagiri oil, Japanese kiri oil, jojoba oil, germ oil, triglycerin,
Glycerin trioctanoate, glycerin triisopalmitate and the like can be mentioned.

The solid oils and fats include cocoa butter, coconut oil, horse fat, hardened coconut oil, palm oil, tallow, sheep butter, hardened tallow, palm kernel oil, lard, beef bone oil, mocro kernel oil, hardened oil, Beef leg fat, mokuro, hardened castor oil and the like.

Examples of the waxes include beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, ibotaro wax, whale wax, montan wax, nuka wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugar cane wax, isopropyl lanolin fatty acid, hexyl laurate, reduction Lanolin, Jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, PO
E Lanolin Alcohol Acetate, POE Cholesterol Ether, Lanolin Fatty Acid Polyethylene Glycol,
POE hydrogenated lanolin alcohol ethers and the like.

Examples of the hydrocarbon oil include liquid paraffin, ozokerite, squalene, pristane, paraffin, ceresin, squalene, petrolatum, microcrystalline wax and the like.

Examples of higher fatty acids include, for example, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, behenic acid, oleic acid, 12-hydroxystearic acid, undecylenic acid, tallic acid, isostearic acid, linoleic acid and linoleic acid. Acid, eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA) and the like.

As the higher alcohol, for example, linear alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, monostearyl glycerin ether (bacyl alcohol), 2-decyltetradecyl And branched chain alcohols such as knol, lanolin alcohol, cholesterol, phytosterol, hexyldecanol, isostearyl alcohol, octyldodecanol and the like.

As synthetic ester oils, isopropyl myristate, cetyl octoate, octyl dodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate,
Decyl oleate, hexyl decyl dimethyl octoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate,
Cholesteryl 2-hydroxystearylate, ethylene glycol di-2-ethylhexylate, fatty acid ester of dipentaerythritol, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, diisostearyl malate, glycerin di-2-heptylundecanoate Trimethylolpropane tri-2-ethylhexylate, trimethylolpropane triisostearate, pentaneerythritol tetra-2-ethylhexylate, glycerin tri-2-ethylhexylate, trimethylolpropane triisostearate, cetyl 2-ethylhexanoate, 2 -Ethylhexyl palmitate, glyceryl trimmyristate, tri-2-
Heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleic oil, cetostearyl alcohol, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, adipic acid Di-2-heptylundecyl, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate , Ethyl acetate, butyl acetate, amyl acetate, triethyl citrate and the like.

Examples of the silicone include linear polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane and methylhydrogenpolysiloxane, and cyclic compounds such as decamethylpolysiloxane, dodecamethylpolysiloxane and tetramethyltetrahydrogenpolysiloxane. Examples include polysiloxane, silicon resin and silicon rubber forming a three-dimensional network structure.

Examples of the anionic surfactant include soap base, fatty acid soaps such as sodium laurate and sodium palmitate, higher alkyl sulfates such as sodium lauryl sulfate and potassium lauryl sulfate, POE lauryl sulfate triethanolamine, PO
E Alkyl ether sulfates such as sodium lauryl sulfate; N-acyl sarcosine acids such as sodium lauroyl sarcosine; sodium N-myristoyl-N-methyltaurine; higher fatty acids such as sodium coconut oil methyl tauride and sodium lauryl methyl tauride. Amidosulfonic acid salts, phosphate salts such as POE sodium oleyl ether phosphate, POE stearyl ether phosphoric acid, sodium di-2-ethylhexylsulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, lauryl polypropylene glycol sulfosuccinate Sulfosuccinates such as sodium, sodium linear dodecylbenzenesulfonate, triethanolamine linear dodecylbenzenesulfonate Alkylbenzenesulfonates such as linear dodecylbenzenesulfonic acid, monosodium N-lauroylglutamate, disodium N-stearoylglutamate, N-acylglutamate such as monosodium N-myristoyl-L-glutamate, and hydrogenated coconut oil fatty acid sodium glycerin sulfate Sulphate oils such as funnel oils, sulfated oils such as funnel oils, PO
E alkyl ether carboxylic acid, POE alkyl allyl ether carboxylate, α-olefin sulfonate,
Higher fatty acid ester sulfonate, secondary alcohol sulfate, higher fatty acid alkylolamide sulfate, sodium lauroyl monoethanolamidosuccinate, N-palmitoyl aspartate ditriethanolamine, sodium caseinate and the like.

Examples of the cationic surfactant include alkyltrimethylammonium salts such as stearyltrimethylammonium chloride and lauryltrimethylammonium chloride, distearyldimethylammonium dialkyldimethylammonium chloride, and poly (N, N'-dimethyl-3, Alkylpyridinium salts such as 5-methylenepiperidinium) and cetylpyridinium chloride, alkyl quaternary ammonium salts, alkyldimethylbenzylammonium salts, alkylisoquinolinium salts, dialkylmorphonium salts, POE alkylamines, alkylamine salts, Examples thereof include polyamine fatty acid derivatives, amyl alcohol fatty acid derivatives, benzalkonium chloride, benzethonium chloride and the like.

Examples of the amphoteric surfactant include 2-undecyl-N, N, N- (hydroxyethylcarboxymethyl) -2-imidazoline sodium and 2-cocoyl-2-imitazolinium hydroxide-1-carboxy. Betaines such as imidazoline amphoteric surfactants such as ethyloxy disodium salt, 2-heptadecyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaine, lauryl dimethylaminoacetic acid betaine, alkyl betaine, amido betaine and sulfobetaine. Surfactants and the like.

Examples of the lipophilic nonionic surfactant include sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate, Sorbitan fatty acid esters such as penta-2-ethylhexyl diglycerol sorbitan, tetra-2-ethylhexyl diglycerol sorbitan, mono-cottonseed oil fatty acid glycerin, glycerin monoerucate, glycerin sesquioleate, glyceryl monostearate, α,
Glycerin polyglycerin fatty acids such as glycerin α'-oleate pyroglutamate and glyceryl monostearate; propylene glycol fatty acid esters such as propylene glycol monostearate; hydrogenated castor oil derivatives; glycerin alkyl ether;

Examples of the hydrophilic nonionic surfactant include POE sorbitan fatty acid esters such as POE sorbitan monooleate, POE-sorbitan monostearate, POE-sorbitan monooleate, POE-sorbitan tetraoleate, and POE-sorbitan. Sorbit Monolaurate, POE-Sorbit Monooleate, POE
POE sorbitol fatty acid esters such as sorbit pentaoleate, POE-sorbit monostearate, POE glycerin fatty acid esters such as POE-glycerin monostearate, POE-glycerin monoisostearate, POE-glycerin triisostearate; POE monooleate, POE distearate, POE monodioleate, POE fatty acid esters such as ethylene glycol cysteate, POE lauryl ether, POE oleyl ether, POE stearyl ether, POE behenyl ether, POE 2-octyldodecyl ether, POE such as POE cholestanol ether Alkyl ethers, POE octyl phenyl ether, POE nonyl phenyl ether, POE dinonyl phenyl ether Phenyl ethers such as POE, pluronic type such as bruronic, PO
E-POP cetyl ether, POE-POP2-decyltetradecyl ether, POE-POP monobutyl ether, POE-POP hydrogenated lanolin, POE-POP
POE / POP alkyl ethers such as glycerin ether, tetra POE / tetra POP ethylenediamine condensates such as tetronic, POE castor oil, POE hardened castor oil, POE hardened castor oil monoisostearate,
POE-cured castor oil triisostearate, POE-cured castor oil monopyroglutamic acid monoisostearate diester, POE-casted oil-cured castor oil derivatives such as POE-cured castor oil maleic acid, POE beeswax lanolin derivatives such as POE sorbitol beeswax, coconut oil Fatty acid diethanolamide, lauric acid monoethanolamide,
Alkanolamides such as fatty acid isopropanolamide, POE propylene glycol fatty acid ester, PO
E alkylamine, POE fatty acid amide, sucrose fatty acid ester, POE nonylphenylformaldehyde condensate, alkylethoxydimethylamine oxide, trioleyl phosphoric acid and the like.

Examples of the humectant include polyethylene glycol, propylene glycol, glycerin, 1,3
-Butylene glycol, xylitol, sorbitol,
Maltitol, chondroitin sulfate, hyaluronic acid, mucoitin sulfate, caronic acid, atelocollagen, cholesteryl-12-hydroxystearate, sodium lactate, bile salts, dl-pyrrolidone carboxylate, short-chain soluble collagen, diglycerin (EO) PO Examples include an adduct, an extract of Perilla, an extract of St. John's wort, and an extract of melilot.

Examples of natural water-soluble polymers include, for example, arabia gum, tragacanth gum, galactan, guar gum, carob gum, karaya gum, carrageenan, pectin, agar, quince seed (quince), alge colloid (cassow extract), starch (rice, corn, Potato, wheat), plant polymers such as glycyrrhizic acid, microbial polymers such as xanthan gum, dextran, succinoglucan, burlan, collagen,
Animal-based polymers such as casein, albumin, and gelatin are exemplified.

The semi-synthetic water-soluble polymer includes, for example,
Starch-based polymers such as carboxymethyl starch and methylhydroxypropyl starch, methylcellulose, nitrocellulose, ethylcellulose, methylhydroxypropylcellulose, hydroxyethylcellulose, cellulose sodium sulfate, hydroxypropylcellulose, sodium carboxymethylcellulose (CM
C), cellulosic polymers such as crystalline cellulose and cellulose powder, and alginic acid polymers such as sodium alginate and propylene glycol alginate.

The synthetic water-soluble polymer includes, for example, vinyl polymers such as polyvinyl alcohol, polyvinyl methyl ether, polyvinylpyrrolidone and carboxyvinyl polymer (Carbopol), polyethylene glycol 20,000, 4,000,000, Polyoxyethylene polymer such as 600,000, polyoxyethylene polyoxypropylene copolymer copolymer polymer, acrylic polymer such as sodium polyacrylate, polyethyl acrylate, polyacrylamide, polyethyleneimine, cationic polymer And the like.

The inorganic water-soluble polymer includes, for example, bentonite, silicic acid A1Mg (beegum), laponite, hectorite, silicic anhydride and the like.

Examples of the thickener include gum arabic,
Carrageenan, karaya gum, tragacanth gum, carob gum, quince seed (quince), casein, dextrin, gelatin, sodium pectate, sodium alginate, methylcellulose, ethylcellulose,
CMC, hydroxyethylcellulose, hydroxypropylcellulose, PVA, PVM, PVP, sodium polyacrylate, carboxyvinyl polymer, locust bean gum, guar gum, tamarind gum, dialkyldimethylammonium cellulose sulfate, xanthan gum, aluminum magnesium silicate, bentonite,
Hectorite and the like.

Examples of the ultraviolet absorber include para-aminobenzoic acid (hereinafter abbreviated as “PABA”), PABA monoglycerin ester, N, N-dipropoxy PABA ethyl ester, N, N-diethoxy PABA ethyl ester, N, N- Dimethyl PABA ethyl ester, N,
Benzoic acid-based ultraviolet absorbers such as N-dimethyl PABA butyl ester and N, N-dimethyl PABA tyl ester;
Anthranilic acid ultraviolet absorbers such as homomenthyl-N-acetylanthranilate, salicylic acid ultraviolet absorbers such as amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate, and octyl Cinnamate, ethyl-4-isopropyl cinnamate, methyl-
2,5-diisopropylcinnamate, ethyl-2,4
Diisopropylcinnamate, methyl-2,4-diisopropylcinnamate, propyl-p-methoxycinnamate, isopropyl-p-methoxycinnamate,
Isoamyl-p-methoxycinnamate, octyl-p
-Methoxycinnamate (2-ethylhexyl-p-methoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate, cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl Cinnamic acid-based ultraviolet absorbers such as -α-cyano-β-phenylcinnamate and glyceryl mono-2-ethylhexanoyl-diparamethoxycinnamate; 2,4-dihydroxybenzophenone; 2,2 ′
-Dihydroxy-4-methoxybenzophenone, 2,
2′-dihydroxy-4,4′-dimethoxybenzophenone, 2,2 ′, 4,4′-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4′-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4′-phenyl-benzophenone-2-carboxylate, 2-hydroxy-4-n
Benzophenone-based ultraviolet absorbers such as -octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone, 3- (4'-methylbenzylidene) -d, 1-camphor, 3-benzylidene-d, 1-camphor, urocanic acid, Urocanic acid ethyl ester, 2-phenyl-5-methylbenzoxazole, 2,2′-hydroxy-5-methylphenylbenzotriazole, 2-
(2'-Hydroxy-5'-t-octylphenyl) benzotriazole, 2- (2'-hydroxy-5'-methylphenylbenzotriazole, dibenzalazine, dianisoylmethane, 4-methoxy-4'-t-butyldi Benzoylmethane and 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one.

As the ultraviolet light scattering agent, for example, inorganic compounds such as titanium dioxide, zinc oxide, iron oxide, cerium oxide, zirconium oxide, titanium silicate, zinc silicate and cerium silicate, and those inorganic compounds such as mica and Examples thereof include those coated with an inorganic powder such as talc and composited with an organic resin powder such as PMMA or nylon powder. By using one or more of these ultraviolet scattering agents in the cosmetic of the present invention, it can be expected that the effect of preventing ultraviolet rays will be synergistically enhanced. The use of one or more of these ultraviolet absorbers in the cosmetic of the present invention can be expected to further enhance the ultraviolet effect.

Examples of the anti-inflammatory agent include glycyrrhetic acid and its derivatives such as dipotassium glycyrrhetic acid and monoammonium glycyrrhetic acid, glycyrrhetic acid and its derivatives such as stearyl glycyrrhetic acid, allantoin, tranexamic acid, indomethacin and the like.
Salicylic acid derivatives, zinc white, hinokitiol, azulene and the like can be mentioned. By using one or more of these anti-inflammatory agents in the cosmetic of the present invention,
It can be expected to suppress "hot flashes" on the skin due to sunlight.

As the sequestering agent, for example, 1-
Hydroxyethane-1,1-diphosphonic acid, 1-hydroxyethane-1,1-diphosphonic acid tetrasodium salt, disodium edetate, trisodium edetate, tetrasodium edetate, sodium citrate, sodium polyphosphate, metaphosphate Examples include sodium, gluconic acid, phosphoric acid, citric acid, ascorbic acid, succinic acid, edetic acid and the like.

As the lower alcohol, for example, methanol, ethanol, propanol, isopropanol,
Isobutyl alcohol, t-butyl alcohol and the like.

Examples of the polyhydric alcohol include ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, tetramethylene glycol, and 2,3-butyl alcohol.
Butylene glycol, pentamethylene glycol, 2-
Dihydric alcohols such as butene-1,4-diol, hexylene glycol and octylene glycol; trihydric alcohols such as glycerin, trimethylolpropane and 1,2,6-hexanetriol; and tetrahydric alcohols such as pentaerythritol Pentahydric alcohols such as xylitol, sorbitol, hexahydric alcohols such as mannitol,
Polyhydric alcohol polymers such as diethylene glycol, dipropylene glycol, triethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin, ethylene glycol monomethyl ether, ethylene glycol monoethyl Ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono 2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl Ether, d Dihydric alcohol alkyl ethers such as lenglycol dibutyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene Glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether Dihydric alcohol alkyl ethers such as dipropylene glycol butyl ether, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol diadibate, ethylene glycol disuccinate Dihydric alcohol ethers such as diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate, etc. Glycerin monoalkyl ethers such as ter, xyl alcohol, serachyl alcohol, and batyl alcohol, sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch-degrading sugar, maltose, xylitolose,
Sugar alcohols such as starch-decomposed sugar-reducing alcohol, glysolid, tetrahydrofurfuryl alcohol, PO
E Tetrahydrofurfuryl alcohol, POP butyl ether, POP / POE butyl ether, tripolyoxypropylene glycerin ether, POP glycerin ether, POP glycerin ether phosphoric acid, POP
POE pentane erythritol ether and the like.

Examples of the monosaccharide include tricarbonates such as D-glyceryl aldehyde and dihydroxyacetone, tetracarbons such as D-erythrose, D-erythrulose, D-threose and erythritol, L-arabinose and D-xylose. Pentoses such as L-lyxose, D-arabinose, D-ribose, D-ribulose, D-xylulose, L-xylulose, D-glucose, D-talose, D-
Bucose, D-galactose, D-fructose, L
-Hexoses such as galactose, L-mannose, D-tagatose, heptose such as aldoheptose and heppulose;
Octanose such as octulose, 2-deoxy-D-ribose, 6-deoxy-L-galactose, 6-deoxy-
Deoxy sugars such as L-mannose, D-glucosamine, D
-Amino sugars such as galactosamine, sialic acid, aminouronic acid and muramic acid, and uronic acids such as D-glucuronic acid, D-mannuronic acid, L-guluronic acid, D-galacturonic acid and L-iduronic acid.

Examples of the oligosaccharide include sucrose, guntianose, umbelliferose, lactose, planteose, isoliqunoses, α, α-trehalose,
Raffinose, liqunoses, umbilicin, stachyose bell bath courses and the like.

Examples of the polysaccharide include cellulose, quince seed, chondroitin sulfate, starch, galactan, dermatan sulfate, glycogen, gum arabic, heparan sulfate, hyaluronic acid, tragacanth gum, keratan sulfate, chondroitin, xanthan gum, mucoitin sulfate, guar gum, dextran Keratosulfuric acid, locust bingham, succinoglucan, caronic acid and the like.

Examples of the amino acid include neutral amino acids such as glycine, alanine, valine, leucine, isoleucine, serine, threonine, tryptophan, cystine, cysteine, methionine, proline and hydroxyproline, and acidic amino acids such as aspartic acid, glutamic acid, asparagine and glutamine. Amino acids and basic amino acids such as arginine, histidine, lysine, hydroxylysine and the like. Examples of amino acid derivatives include acyl sarcosine sodium (sodium lauroyl sarcosine), acyl glutamate, sodium acyl β-alanine, glutathione, and pyrrolidone carboxylic acid.

Examples of the organic amine include monoethanolamine, diethanolamine, triethanolamine, morpholine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-methyl-1 -Propanol and the like.

Examples of the synthetic resin emulsion include:
An acrylic resin emulsion, a polyethyl acrylate emulsion, an acrylic resin liquid, a polyacryl alkyl ester emulsion, a polyvinyl acetate resin emulsion, and the like are included.

Examples of the pH adjusting agent include buffers such as lactic acid-sodium lactate and citric acid-sodium citrate.

Examples of the vitamins include vitamins A, B1, B2, B6, E and derivatives thereof, pantothenic acid and derivatives thereof, and biotin.

Examples of the antioxidant include tocopherols, dibutylhydroxytoluene, butylhydroxyanisole, gallic esters and the like.

As the antioxidant aid, for example, phosphoric acid,
Examples thereof include citric acid, ascorbic acid, maleic acid, malonic acid, succinic acid, fumaric acid, kephalin, hexametaphosphate, phytic acid, and ethylenediaminetetraacetic acid.

In the cosmetic of the present invention, it is possible to produce cosmetics having various desired effects by combining the essential components consisting of the above three types of ester compounds and the above-mentioned optional components. It is used as a cosmetic and the application site to the body is not limited. For example, it can be used as a skin cosmetic or a hair cosmetic.

[0071]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto.

[Production Example 1] Production of ester mixture A 137.9 g of trimethylolpropane, 91.6 g of paramethoxycinnamic acid and 370.
5 g was charged into a 1-liter four-necked flask equipped with a stirrer, a thermometer, a nitrogen gas injection tube and a water separation tube, and tin chloride was added as a catalyst at 0.5% by weight of the total amount, and xylene was used as a reflux solvent at 5% by weight. %, 160-240 ° C
The esterification reaction was carried out for 30 hours, and the point at which the acid value of the reaction product did not decrease was taken as the reaction end point. Then, after cooling to room temperature, the catalyst was separated by filtration, decolorized using activated carbon, and further deodorized by blowing steam under a reduced pressure of 3 mmHg to obtain 390 g of a pale yellow oil (sample A). . It has an acid value of 0.1, a hydroxyl value of 0.3, a saponification value of 319, and a viscosity of 185 centipoise / 25 ° C.
Λmax of the ultraviolet absorption spectrum measured with a 10 ppm ethanol solution was 312 nm, and maximum absorbance was 0.19. As a result of gas chromatography analysis, the constituent components were trimethylolpropane tri-2-ethylhexanoate (a), trimethylolpropanedi-2-ethylhexanoate monoparamethoxycinnamate (b),
And trimethylolpropane mono-2-ethylhexanoate diparamethoxycinnamate (c), and the composition ratio (weight ratio) is a: b: c = 62.5: 3.
3: 4.5.

[Production Example 2] Production of ester mixture B 133.9 g of trimethylolpropane, 88.9 g of paramethoxycinnamic acid and 2-ethylhexanoic acid / 3,3
377.2 g of a mixed fatty acid of 5,5-trimethylhexanoic acid = 1/1 (molar ratio) was esterified and purified in the same manner as in Production Example 1 to give 395 g of a pale yellow oil (sample B). I got Sample B had an acid value of 0.1, a hydroxyl value of 0.4, a saponification value of 308, a viscosity of 199 centipoise / 25 ° C., a λmax of ultraviolet absorption spectrum measured in the same manner as in Example 1, and a maximum absorbance of 312 nm. : 0.18
Met. As a result of analysis in the same manner as in Production Example 1, the constituent components were trimethylolpropane mono-2-ethylhexanoate di-3,5,5-trimethylhexanoate (a) and trimethylolpropane di-2-ethylhexanoate 3,5,5-trimethylhexanoate (b), trimethylolpropane di-2-ethylhexanoate monoparamethoxycinnamate (c), trimethylolpropanedi 3,5,5-trimethylhexanoate monoparamethoxycinnamate Acid ester (d), trimethylo-
Lepropane mono-2-ethylhexane mono 3,5,5-trimethylhexanoate monoparamethoxycinnamate (e), trimethylolpropane mono-2-ethylhexanoate diparamethoxycinnamate (f) and trimethylo -Propane mono 3,5,5-trimethylhexanoic acid diparamethoxycinnamic acid ester (g), and the composition ratio (weight ratio) is (a + b) :( c + d +
e): (f + g) = 60.5: 34.8: 4.7.

[Production Example 3] Production of ester mixture C 128.8 g of trimethylolpropane, 136.9 g of paramethoxycinnamic acid and 334.3 g of 3,5,5-trimethylhexanoic acid were prepared in the same manner as in Production Example 1. Esterification and purification gave 397 g of a pale yellow oil (sample C). Sample C has an acid value of 0.1, a hydroxyl value of 0.4, a saponification value of 300, a viscosity of 193 centipoise / 25 ° C., an ultraviolet absorption spectrum λmax of 312 nm measured in the same manner as in Production Example 1, and a maximum absorbance of: 0.16. As a result of gas chromatography analysis, the constituent components were trimethylolpropane tri3,5,5-trimethylhexanoate (a) and trimethylolpropanedi 3,5,5-trimethylhexanoate monoparamethoxycinnamate (b). And trimethylolpropane mono 3,5,5-trimethylhexanoate diparamethoxycinnamic acid ester (c). The composition ratio (weight ratio) is a: b: c = 63: 32: 5. there were.

[Production Example 4] Production of ester mixture D Trimethylolpropane 110.1 g, orthomethoxycinnamic acid 87.7 g and 2-ethylhexanoic acid 40
2.2 g of esterification and purification treatment were conducted in the same manner as in Production Example 1 to give 391 g of a pale yellow oily substance (sample D).
I got Sample D had an acid value of 0.1, a hydroxyl value of 0.3, a saponification value of 318, and a viscosity of 183 centipoise / 25 ° C.
Λma of the ultraviolet absorption spectrum measured in the same manner as in Production Example 1.
x: 312 nm, maximum absorbance: 0.19. As a result of gas chromatography analysis, the constituent components were trimethylolpropane tri-2-ethylhexanoate (a), trimethylolpropanedi-2-ethylhexanoate monoorthoxycinnamate (b), and trimethylolpropane mono-2-ethyl. Hexanoic acid diorthomethoxycinnamic acid ester (c), and the composition ratio (weight ratio) is a: b: c = 62.3: 32.8: 4.
Nine.

[Production Example 5] Production of ester mixture E Trimethylolpropane 66.0 g, paramethoxycinnamic acid 43.9 g and 2-heptylundecanoic acid 49
0.1 g was esterified and purified in the same manner as in Production Example 1 to obtain 389 g of a pale yellow oil (sample E).
I got Sample E had an acid value of 0.1, a hydroxyl value of 0.3, a saponification value of 148, and a viscosity of 210 centipoise / 25 ° C.
Λma of the ultraviolet absorption spectrum measured in the same manner as in Production Example 1.
x: 312 nm, maximum absorbance: 0.15. As a result of gas chromatography analysis, the constituent components were trimethylolpropane tri-2-heptylundecanoate (a), trimethylolpropanedi-2-heptylundecanoate monoparamethoxycinnamate (b) and trimethylolpropane mono-2- Heptylundecanoic acid diparamethoxycinnamic acid ester (c), and the composition ratio (weight ratio) is a: b: c = 63.8: 3.
2.2: 4.0.

The ester mixtures A, B,
C, D or E was blended to produce the cosmetic of the present invention. The compounding amount is% by weight.

“Example 1” Sunscreen cosmetics (oil type) (1) Decamethylcyclopentasiloxane 48.0% (2) Dimethylpolysiloxane (10 CS / 25 ° C.) 20.0 (3) Methylphenylpolysiloxane (20 CS / 25 ° C.) 20.0 (4) Silicone resin 10.0 (5) Ester mixture A 2.0 (Production method) After mixing (1) to (5) and sufficiently dissolving,
Filter to make the product.

Comparative Example 1 A product was obtained in the same manner as in Example 1 except that (5) was omitted from the formulation of Example 1.

Example 2 Sunscreen Cosmetic (W / O Cream) (1) Octamethylcyclotetrasiloxane 28.0% (2) Dimethylpolysiloxane (100 CS / 25 ° C.) 5.0 (3) Dimethylpoly Siloxane (2,500,000 CS / 25 ° C.) 3.0 (4) Liquid paraffin 5.0 (5) Ester mixture B 1.5 (6) Polyether-modified silicone (400 CS / 25 ° C.) 6.0 (Polyoxy (7) purified water 43.1 (8) sodium L-glutamate 3.0 (9) 1,3-butylene glycol 5.0 (10) preservative 0.2 (11) fragrance 0 2.2 (Production method) (1) to (6) and (11) were mixed, dissolved by heating, and kept at 70 ° C. to obtain an oil phase. Separately (7)-(10)
Is heated and dissolved at 70 ° C. to obtain an aqueous phase. The aqueous phase is added to the oil phase and sufficiently emulsified by an emulsifier. After emulsification, the mixture is cooled with stirring, poured into a container at 35 ° C. or lower, and allowed to cool to be solidified.

Comparative Example 2 A product was obtained in the same manner as in Example 2 except that (5) was omitted from the formulation of Example 2.

Example 3 Sunscreen cosmetics (O / W cream) (1) Decamethylcyclopentasiloxane 9.0% (2) Liquid paraffin 3.0 (3) Isopropyl myristate 2.0 (4) Vaseline 5.0 (5) Cetanol 5.0 (6) Stearic acid 3.0 (7) Glycerin monoisostearate 3.0 (8) Ester mixture C 0.1 (9) Preservative 0.2 (10) Perfume 0.2 (11) Glycerin 10.0 (12) Propylene glycol 5.0 (13) Hyaluronic acid 0.01 (14) Potassium hydroxide 0.2 (15) Purified water 54.29 (Production method) (1) (10) is heated and stirred at 70 ° C. to obtain an oil phase. (11) to (15) are heated and dissolved at 70 ° C. to obtain an aqueous phase. The oil phase is added to the water phase and emulsified by an emulsifier. The emulsion is cooled to 30 ° C. in a heat exchanger and then filled to obtain a product.

Comparative Example 3 A product was obtained in the same manner as in Example 3 except that (8) was omitted from the formulation of Example 3.

Example 4 Sunscreen lotion (1) Dimethylpolysiloxane (5CS / 25 ° C.) 10.0% (2) Methylphenylpolysiloxane 7.0 (3) Stearic acid 1.0 (4) Ester mixture D 20.0 (5) Preservative 0.2 (6) Fragrance 0.2 (7) Glycerin 5.0 (8) Montmorillonite 0.5 (9) Potassium hydroxide 0.2 (10) Purified water 55.9 (Production method) (1) to (6) are heated and stirred at 70 ° C. to form an oil phase. (7) to (10) are heated and dissolved at 70 ° C. to obtain an aqueous phase. The oil phase is added to the aqueous phase and emulsified by an emulsifier. The emulsion is cooled to 30 ° C. with a heat exchanger and then filled to obtain a sunscreen lotion.

Comparative Example 4 A product was obtained in the same manner as in Example 4 except that (4) was omitted from the formulation of Example 4.

[0086] With respect to Examples 1 to 4 and Comparative Examples 1 to 4 obtained as described above, the ultraviolet ray preventing effect was measured. The measurement of the ultraviolet protection effect was performed using the following ultraviolet-sensitive composition. The measurement of the ultraviolet ray preventing effect was performed using the ultraviolet ray sensitive composition described in JP-A-62-112020.

The method for producing the ultraviolet-sensitive composition is described below. A liquid comprising 1.0 g of leuco crystal violet, 1.0 g of tetrabromoditylsulfone, 10 g of an ethylene-vinyl acetate copolymer, and 100 ml of toluene is prepared and referred to as Liquid I. Separately from this, 7 g of N, N-dimethylparaaminobenzoic acid-2-ethylhexyl ester, 10 g of ethylene-vinyl acetate copolymer, 100 ml of toluene
Is prepared and is referred to as solution II.

First, liquid I was added on a photographic base paper at a solid content of 1 g /
m ^2, and after drying, the solution II was applied thereon to a solid content of 5 g / m ² to obtain an ultraviolet-sensitive composition. This ultraviolet-sensitive composition is a paper which is colored by irradiation with ultraviolet rays in the order of white-white → light purple → purple → dark purple according to the increase of the ultraviolet irradiation dose. 40 mg of a sample to be measured is mixed with 12 g of castor oil, and is subjected to roller treatment to be uniformly dispersed. A transparent PET film is placed on the circular UV-sensitive composition having a diameter of 5 cm, and 1.5% of the transparent PET film is applied thereon so as to have a uniform thickness.
The UV-sensitive composition, which was irradiated with an ultraviolet lamp for 8 minutes to remove the PET film together with the sample and developed a color, was subjected to Hitachi 607
Using a spectrophotometer, the color difference was calculated in LAB coordinates based on the color of the UV-sensitive composition when the UV irradiation amount was zero. The results are shown in Table 1.

[0089]

[Table 1]

As can be seen from Table 1, the color difference of the example is smaller than the corresponding color difference of the comparative example, and the ultraviolet ray preventing effect is higher. That is, it is understood that an excellent ultraviolet ray preventing effect can be obtained by blending the silicone benzophenone derivative of the present invention.

Example 5 Dual-Use Foundation (1) Siliconized titanium oxide 9.5% (2) Siliconized mica 40.0 (3) Siliconized talc 20.45 (4) Siliconized iron oxide 7.5 ( 5) Spherical nylon powder 10.0 (6) Trimethylolpropane triisostearate 5.0 (7) Squalane 3.0 (8) Beeswax 2.0 (9) Ester mixture E 0.5 (10) Sorbitan trio Rate 1.0 (11) Preservative 0.5 (12) Vitamin E 0.05 (13) Fragrance 0.5 (Preparation method) (1) to (5) were mixed with a Henschel mixer and added to (6) to A mixture of (13) dissolved under heating was added, mixed and pulverized, and molded into a middle plate to obtain a sunscreen dual-use foundation. Example 5 is light in growth,
The finish was natural, the makeup lasted well, and the effect of preventing ultraviolet rays was maintained.

Example 6 Stick Cosmetic (1) Titanium oxide 10.0% (2) Zinc oxide 7.0 (3) Mica 16.0 (4) Red iron oxide 1.5 (5) Yellow iron oxide 1.5 (6) Black iron oxide 1.0 (7) Dimethylpolysiloxane (20 CS / 25 ° C.) 29.4 (8) Trimethylolpropane tri-2-ethylhexanoate 10.0 (9) Liquid paraffin 8 0.0 (10) Microcrystalline wax 2.0 (11) Celesin 1.0 (12) Solid paraffin 6.0 (13) Ester mixture A 5.0 (14) Fragrance 0.5 (15) Antioxidant 0.0 1 (16) Sorbitan sesquiolate 1.0 (Preparation method) (1) to (6) are mixed with a Henschel mixer, and (7) to (9), (13), (15) and (16) are heated and dissolved by stirring. Added to what was done And mixed. Next (10)
What melt | dissolved-(12) and (14) was added to the said mixture, and after mixing well, it shape | molded in the stick form and obtained the sunscreen stick cosmetic. Example 6 had a high ultraviolet ray preventing effect and was excellent in long-lasting makeup.

Example 7 Makeup Base (1) Dimethylpolysiloxane (2CS / 25 ° C.) 19.0% (2) Glyceryl triisostearate 10.0 (3) Isopar (registered trademark) G 5.0 ( 4) Sorbitan sesquiolate 1.0 (5) Polyoxyethylene-modified organopolysiloxane 3.0 (6) Purified water 46.0 (7) 1,3-butylene glycol 5.0 (8) Fine particle titanium oxide 10.0 (9) Ester mixture B 1.0 (10) Preservative appropriate amount (11) Antioxidant appropriate amount (12) Fragrance appropriate amount (Production method) (1) to (5), (9), (11), (12)
Was stirred and dissolved at 70 ° C., and (6) to (8) and (10), which were previously heated to 70 ° C., were added thereto, emulsified and dispersed, and then cooled to obtain a desired sunscreen cosmetic base. Example 7 had a high ultraviolet light effect and was excellent in long-lasting makeup.

Example 8 Stick Cosmetic (1) Titanium oxide 10.0% (2) Zinc oxide 7.0 (3) Mica 16.0 (4) Red iron oxide 1.5 (5) Yellow iron oxide 1.5 (6) Black iron oxide 1.0 (7) Dimethylpolysiloxane (20 CS / 25 ° C.) 26.4 (8) Trimethylolpropane tri-2-ethylhexanoate 8.0 (9) Liquid paraffin 8 0.0 (10) microcrystalline wax 2.0 (11) ceresin 1.0 (12) solid paraffin 6.0 (13) ester mixture C 10.0 (14) perfume 0.5 (15) antioxidant 1 (16) Sorbitan sesquiolate 1.0 (Preparation method) (1) to (6) are mixed with a Henschel mixer, and (7) to (9), (13), (15) and (16) are heated and dissolved by stirring. Added to what was done And mixed. Next (10)
What melt | dissolved-(12) and (14) was added to the said mixture, and after mixing well, it shape | molded in the stick form and obtained the sunscreen stick cosmetic. Example 8 had a higher ultraviolet ray preventing effect than Example 6, and was also excellent in cosmetic durability.

Example 9 Powdery Foundation (1) Talc 27.7% (2) Mica 30.0 (3) Kaolin 5.0 (4) Titanium dioxide 10.0 (5) Titanium mica 3.0 (6) ) Zinc stearate 1.0 (7) Iron oxide red 1.0 (8) Iron oxide yellow 3.0 (9) Iron oxide black 0.2 (10) Polymethylsilsesquioxane powder 5.0 (11) Squalane 6.0 (12) Ester mixture D 5.0 (13) Octyldodecyl myristate 2.0 (14) Sorbitan monooleate 0.5 (15) Fragrance 0.5 (16) Antioxidant 0.1 ( Production method) (1) to (10) were mixed with a Henschel mixer, and a mixture obtained by dissolving and mixing (11) to (16) with heat was added and mixed, followed by pulverization, followed by molding into an inner plate to obtain a powdery foundation. . This product had a high ultraviolet ray preventing effect and was also excellent in long-lasting makeup.

Example 10 Ultraviolet ray preventing essence (1) 3.0% of stearic acid (2) cetanol 1.0 (3) lanolin derivative 3.0 (4) squalane 5.0 (5) 2-ethylhexyl stearate 3.0 (6) 1,3-butylene glycol 6.0 (7) POE cetyl alcohol ether 2.0 (8) triethanolamine 1.0 (9) 2-hydroxy-4-methoxybenzophenone 4.0 (10 ) Ester mixture A 1.0 (11) Ester mixture B 1.0 (12) Ester mixture C 1.0 (13) Preservative appropriate amount (14) Fragrance appropriate amount (15) Antioxidant appropriate amount (16) Purified water residue ( (Preparation method) Dissolve (6) and (8) in (16) and heat to 7
Keep at 0 ° C to make aqueous phase. (1) to (5) at 70 to 80 ° C
After heating and dissolving in (7), (7) and (9) to (15) are sequentially dissolved and kept at 70 ° C. to obtain an oil phase. While stirring the aqueous phase, the oil phase is added to emulsify. After uniformly adjusting the emulsified particles with a homomixer, deaeration and cooling are performed.

Example 11 Whitening Essence (1) Dipropylene glycol 5.0% (2) PEG400 5.0 (3) Ethanol 10.0 (4) Carboxyvinyl polymer 0.3 (5) Sodium alginate 3 (6) Potassium hydroxide 0.15 (7) POE sorbitan monostearate 1.0 (8) Sorbitan monooleate 0.5 (9) Ester mixture A 0.5 (10) Placenta extract 0.5 (11) Arbutin 1.0 (12) Kojic acid 1.0 (13) Vitamin E acetate 0.1 (14) Allantoin 0.5 (15) Perfume proper amount (16) Preservative proper amount (17) Antioxidant proper amount ( 16) Residual purified water (Preparation method) After dissolving (4) and (5) in (18) and heating, (1), (2), (10) to (12), 4) and successively dissolved aqueous phase. (3) to (7) to (9), (1)
3) Dissolve (15)-(17) and add to the aqueous phase.
A solution obtained by dissolving (6) in a part of (18) is further added, and after stirring, degassed and filtered.

Example 12 Emulsion (1) Stearic acid 2.0% (2) Cetyl alcohol 1.5 (3) Vaseline 4.0 (4) Squalane 5.0 (5) Ester mixture A 1.0 ( 6) Glycerin tri-2-ethylhexanoate 2.0 (7) Sorbitan monooleate 2.0 (8) Dipropylene glycol 5.0 (9) PEG 1500 3.0 (10) Triethanolamine 1.0 ( 11) Stearyl glycyrrhetinate 0.1 (12) Preservative appropriate amount (13) Perfume appropriate amount (14) Purified water residue (Production method) Add (8) to (10) to (14), heat to 70 ° C, and mix with aqueous phase I do. (1)-(7), (11)-(1
3) is heated and dissolved to form an oil phase. Add oil phase to water phase and emulsify. The emulsified particles are adjusted using a homogenizer, and deaerated and cooled.

"Example 13" Hair foam (stock solution formulation) (1) Polyoxyethylene hydrogenated castor oil (POE60) 1.0% (2) Ester mixture E 5.0 (3) Glycerin 3.0 (4) Fragrance Appropriate amount (5) Preservative Appropriate amount (6) Purified water residue (7) Ethyl alcohol 15.0 (filling formula) (8) Stock solution 90.0 (9) Liquefied petroleum gas 10.0 (Production method) (2) to (3) ) And (1) and stirred. (6) and (7) are added, and the mixture is uniformly emulsified with a homogenizer. Other components are added and stirred to obtain a stock solution. For filling, the can is filled with the undiluted solution, and after mounting the valve, the gas is filled.

Example 14 Cosmetic Oil (1) Olive oil 49.8% (2) Liquid paraffin 30.0 (3) Ester mixture D 20.0 (4) Vitamin E acetate 0.2 (5) Antioxidant Appropriate amount (6) Fragrance Appropriate amount (Production method) Add each component of (1) to (6) and stir and dissolve.

Example 15 Lipstick (1) Titanium dioxide 5.0% (2) Red No. 201 0.6 (3) Red No. 202 1.0 (4) Red No. 223 0.2 (5) Candelilla Wax 9.0 (6) Solid paraffin 8.0 (7) Beeswax 5.0 (8) Carnauba wax 5.0 (9) Lanolin 11.0 (10) Castor oil 25.2 (11) Ester mixture B 20.0 (12) Isopropyl myristate 10.0 (13) Appropriate amount of antioxidant (14) Appropriate amount of perfume (Production method) (1) to (3) are added to a part of (10) and treated with a roller (pigment part). (4) is dissolved in a part of (10) (dye part). After mixing and melting the other ingredients,
A pigment part and a dye part are added and uniformly dispersed with a homomixer.
After dispersion, the mixture is poured into a mold, rapidly cooled, and formed into a stick.

Example 16 Lipstick (1) Titanium dioxide 4.5% (2) Red 201 0.5 (3) Red 202 2.0 (4) Red 223 0.05 (5) Celesin 4 0.0 (6) Candelilla wax 8.0 (7) Carnauba wax 2.0 (8) Castor oil 30.0 (9) Ester mixture C 10.0 (10) Diglyceride isostearate 29.95 (11) Polyoxyethylene (25) polyoxypropylene (20) 2-tetradecyl ethyl 1.0 (12) ion-exchanged water 5.0 (13) glycerin 2.0 (14) propylene glycol 1.0 (15) UV inhibitor suitable amount ( 16) Appropriate amount of antioxidant (17) Appropriate amount of fragrance (Production method) (1) to (3) are added to a part of (8) and treated with a roller (pigment part). (4) is dissolved in (8) (dye part). (12) to (14) are uniformly dissolved at 80 ° C (aqueous phase). After the other components are mixed and melted by heating, the pigment part and the dye part are added, and the mixture is uniformly dispersed with a homomixer. Then, after adding an aqueous phase and emulsifying and dispersing with a homomixer, the mixture is poured into a mold and rapidly cooled to form a stick.

[0103]

The cosmetic of the present invention has excellent storage stability,
It is a cosmetic that can maintain its quality without causing emulsification separation, crystal precipitation, precipitation, deterioration, and the like, and can exhibit an ultraviolet absorbing effect over a long period of time.

Claims (6)

[Claims] 1. A cosmetic comprising an ester represented by the following general formulas (I), (II) and (III). Embedded image Embedded image Embedded image (Wherein R ₁ , R ₂ and R ₃ are the same or different and represent an alkyl group derived from a saturated branched fatty acid having 7 to 17 carbon atoms, and X represents an ortho-position and / or a para-position methoxy group) .) 2. The mixing ratio (weight ratio) of the esters represented by the general formulas (I), (II) and (III) is (I) :( I
I): (III) = 58-65: 30-35: 3-7, and the maximum absorption wavelength is 312 nm and the maximum absorbance is 0.1-0.5 in the ultraviolet absorption spectrum measured with a 10 ppm ethanol solution. The cosmetic according to claim 1, further comprising an ester. 3. An ester represented by the general formulas (I), (II) and (III), wherein R ₁ , R ₂ and R ₃ are all the same and a carboxyl group is removed from 2-ethylhexanoic acid. 3. An ester as claimed in claim 1, wherein said ester is a residue, wherein X is a para-methoxy group.
The cosmetic described. 4. A mole of trimethylolpropane,
A mixture of ester compounds obtained by charging 2.0 to 2.8 mol of 2-ethylhexanoic acid and 0.2 to 1.0 mol of paramethoxycinnamic acid and esterifying the mixture. Cosmetics. 5. The cosmetic according to claim 1, further comprising an ultraviolet absorber,
5. The cosmetic according to claim 1, wherein the cosmetic comprises one or more of an ultraviolet scattering agent, a silicone oil, an anti-inflammatory agent, an antioxidant and a hydrophobized powder. 6. The cosmetic according to claim 1, wherein the cosmetic is a sunscreen cosmetic.