JP2013023488A - Oil for cosmetic, and cosmetic combining the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an oil for a cosmetic which can be utilized for various purposes such as a lip rouge, a lip cream, a lip gloss, a lipstick, a blusher, a foundation or an eye color, by developing an easily-producible oil having gloss, luster or adhesiveness to skin.SOLUTION: An oil for a cosmetic is composed of polyglycerol having an average polymerization degree of 5-20 in which the content of a glycerol polymer having a polymerization degree of ≤3 is <10%, and an esterified product whose esterification rate is in the range of 20-70 wt.%, and which is obtained by performing esterification by using at least one kind or more of 8-22C fatty acids which are liquid at 20°C. A cosmetic combining the oil for the cosmetic is used.

Description

  The present invention relates to a cosmetic oil and a cosmetic containing the same. More specifically, the present invention relates to a cosmetic oil having excellent gloss, luster and adhesion to the skin, and a cosmetic containing the same.

  Conventionally, oily cosmetics such as lipstick, lip balm, lip gloss, lipstick, blusher, foundation, mascara, eye color etc. have rosin esters and dimers for the purpose of improving glossiness, gloss and adhesion to the skin. The use of an oil agent such as an oligomer ester having an acid or dimer diol as a main skeleton has been proposed (Patent Document 1). By blending these oil agents, it is possible to impart luster such as lipstick, improve makeup retention, and improve adhesion of mascara and the like. However, these raw materials such as rosin acid and dimer acid have problems that skin irritation, eye mucous membrane irritation and sensitization are observed. In order to solve these problems, rosin compounds that have been subjected to steam distillation or heat treatment have been developed. However, it takes time and labor to purify, and it is not practical from the viewpoint of the production cost associated therewith (Patent Document 2). ). In view of the above, there has been a demand for the development of an oil agent having functions such as gloss, luster and improved adhesion to the skin.

JP 2011-20933 A JP 2006-316003 A

  The problem to be solved by the present invention is to provide a cosmetic oil that imparts gloss and is excellent in gloss and adhesion to the skin.

  As a result of intensive studies to solve the above problems, the present inventors have found that an esterified product obtained by esterifying a specific polyglycerin and a specific fatty acid can solve the above problems, and completes the present invention. It came to. That is, the present invention comprises a polyglycerin having a content of glycerin polymer having a degree of polymerization of 3 or less of less than 10% and an average degree of polymerization of 5 to 20, and a fatty acid having 8 to 22 carbon atoms that is liquid at 20 ° C. The present invention relates to a cosmetic oil comprising an esterified product having an esterification ratio of 20 to 70% by weight using at least one or more types and a cosmetic containing the same.

  According to the present invention, it is possible to provide a cosmetic oil that imparts gloss and is excellent in gloss and adhesion to the skin.

  Hereinafter, the present invention will be described in detail.

  The polyglycerin used in the present invention is polyglycerin having a glycerin polymerization degree of 3 or less and a content of less than 10%. The content with a polymerization degree of 3 or less is preferably less than 10%, and preferably less than 5%. When the content of the degree of polymerization of 3 or less exceeds 10%, the excellent adhesion to the skin which is the effect of the present invention cannot be exhibited.

  The average degree of polymerization of the polyglycerol used in the present invention is preferably from 5 to 20, preferably from 8 to 20, and more preferably from 10 to 20. When the average degree of polymerization is less than 5, it is impossible to exhibit the excellent adhesion to the skin which is the effect of the present invention, and when it exceeds 20, the handling property is deteriorated and it is difficult to use in producing cosmetics. It will be a thing.

  The polyglycerin used in the present invention is not particularly limited, but the degree of polymerization is 3 or less by purifying polyglycerin obtained by a dehydration condensation reaction using glycerin as a starting material by thin film distillation, molecular distillation, ion exchange membrane, or the like. It is obtained by removing the glycerin polymer.

The average degree of polymerization of polyglycerol referred to here was determined by high performance liquid chromatography under the following conditions.
(High-performance liquid chromatography analysis conditions)
Equipment Shimadzu LC-6A System GPC Column Showa Denko SB-802.5HQ × 2 + SB-802HQ × 2
Column temperature 40 ° C
Mobile phase Distilled water detector Differential refractometer (Shimadzu RID-6A)
Sample Dissolved in distilled water (1% aqueous solution)
Flow rate 1.0mL / min

  Examples of fatty acids having 8 to 22 carbon atoms that are liquid at 20 ° C. used in the present invention include branched fatty acids such as saturated fatty acids such as caprylic acid, 2-ethylhexanoic acid, isononanoic acid, isomyristic acid, isopalmitic acid, and isostearic acid. Examples include fatty acids, unsaturated fatty acids such as oleic acid and erucic acid, and hydroxy fatty acids having a hydroxyl group such as ricinoleic acid, and one or more of these are used. When mixing 2 or more types, 20 weight% or more of fatty acids of carbon numbers 8-22 in 20 degreeC is preferable among all the fatty acids.

  If only fatty acids other than those described above, ie, fatty acids that are solid at 20 ° C., are used, there is a problem in that the esterified product crystallizes in the low temperature stability of the cosmetics containing the fatty acids.

  The esterification rate of the fatty acid with respect to the polyglycerol of the esterification product in this invention can be suitably adjusted with the kind of cosmetics to mix | blend. The esterification rate of the esterified product of the present invention is preferably 20 to 70% by weight, preferably 30 to 60% by weight, and more preferably 30 to 45% by weight. The esterification rate is represented by n + 2 when the degree of polymerization of polyglycerol is n. When M is the number of moles of fatty acid to be added, {M / (n + 2)} × 100 = calculated by esterification rate (%). When the esterification rate is less than 20% by weight, the water resistance is insufficient and the function as an oil agent cannot be exhibited. On the other hand, if it exceeds 70% by weight, excellent adhesion to the skin cannot be exhibited.

  Polyglycerol is obtained by heating glycerol under an alkali catalyst under normal pressure or reduced pressure. However, this product contains unreacted glycerin and polyglycerin having a polymerization degree of 2 or 3, and if this product is used as it is, there arises a problem that excellent adhesion cannot be exhibited. The present invention removes low boiling components such as unreacted glycerin and polyglycerin having a polymerization degree of 2 or 3 by removing the polyglycerol containing the unreacted glycerin, preferably by thin film distillation. Can be obtained.

  The cosmetic oil according to the present invention can be produced by a method of performing an esterification reaction according to a conventional method. As the catalyst, para-toluenesulfonic acid, sulfuric acid, hydrochloric acid, methanesulfonic acid, boron trifluoride diethyl ether complex, sodium hydroxide, potassium hydroxide, etc. may be used or may be non-catalyzed. Esterification can be carried out at 260 ° C.

  Examples of the use of the cosmetic oil according to the present invention include hair cosmetics, basic cosmetics, makeup cosmetics, and the like. The cosmetic of the present invention can be produced according to a usual method.

  The use of the cosmetic oil according to the present invention will be described in more detail. Examples of hair cosmetics include oil shampoo, cream shampoo, conditioning shampoo, dandruff shampoo, hair color shampoo, rinse integrated shampoo, rinse, and treatment. , Hair pack, hair foam, hair mousse, hair wax, hair gel, hair cream, hair color pre-treatment, hair color after treatment, perm pre-treatment, perm after-treatment and the like are preferable.

  Basic cosmetics include emollient cream, nourishing cream, nourishing cream, vanishing cream, moisture cream, night cream, massage cream, cleansing cream, makeup cream, base cream, pre-makeup cream, sunscreen cream, suntan cream, hair removal Creams, deodorant creams, shaving creams, keratin softening creams and the like are preferable.

  As makeup cosmetics, white powder, dusting powder, foundations, lipsticks, lip gloss, blushers, eyeliner, mascara, eye shadow, eyebrow, eyebrow, nail enamel, enamel remover, nail treatment, etc. are preferable. .

  The cosmetics of the present invention contain water and additive components that are usually added to cosmetics as necessary, such as oil bases, surfactants, alcohols, humectants, polymers, thickeners / gelling agents, antioxidants. Agent, antiseptic, disinfectant, chelating agent, pH adjuster / acid / alkali, UV absorber, whitening agent, solvent, exfoliating / dissolving agent, antitussive, anti-inflammatory agent, antiperspirant, refreshing agent, reducing agent / Oxidizing agents, polymer powders, vitamins and derivatives thereof, saccharides and derivatives thereof, organic acids, inorganic powders, fragrances, dyes, pigments, and the like can be blended.

  Examples of these additive components include oily bases such as cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, jojoba alcohol, chimyl alcohol as higher alcohols. Examples include batyl alcohol, hexyl decanol, isostearyl alcohol, 2-octyldodecanol, and dimer diol. Also lauric acid, myristic acid, palmitic acid, stearic acid, isostearic acid, behenic acid, undecylenic acid, 12-hydroxystearic acid, palmitooleic acid, oleic acid, linoleic acid, linolenic acid, erucic acid, docosahexaenoic acid, eicosapentaene Fatty acids such as acid, isohexadecanoic acid, antiisohenicosanoic acid, long-chain branched fatty acid, dimer acid, hydrogenated dimer acid, and metal soaps such as aluminum salts, calcium salts, magnesium salts, zinc salts, potassium salts And nitrogen-containing derivatives such as amides; hydrocarbons such as liquid paraffin, heavy liquid isoparaffin, α-olefin oligomer, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, squalene, petrolatum, solid paraffin; candelilla wax, Waxes such as lunaba wax, rice wax, wax, beeswax, montan wax, ozokerite, ceresin, paraffin wax, microcrystalline wax, petrolatum, Fischer-Tropsch wax, polyethylene wax, ethylene propylene copolymer; coconut oil, palm oil, Palm kernel oil, safflower oil, olive oil, castor oil, avocado oil, sesame oil, tea oil, evening primrose oil, wheat germ oil, macadamia nut oil, hazelnut oil, kukui nut oil, rosehip oil, meadowfoam oil, persic oil, tea tree Oil, peppermint oil, corn oil, rapeseed oil, sunflower oil, wheat germ oil, linseed oil, cottonseed oil, soybean oil, peanut oil, rice bran oil, cacao butter, shea butter, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil , Hydrogenation Vegetable oils such as jojoba oil; animal fats such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil; animal waxes such as whale wax, lanolin, orange luffy oil; liquid lanolin, Lanolins such as reduced lanolin, adsorbed purified lanolin, lanolin acetate, liquid lanolin acetate, hydroxy lanolin, polyoxyethylene lanolin, lanolin fatty acid, hard lanolin fatty acid, lanolin alcohol, lanolin alcohol acetate, acetic acid (cetyl lanolyl) ester; phosphatidylcholine, Phospholipids such as phosphatidylethanolamine, phosphatidylinositol, sphingomyelin, phosphatidic acid, lysolecithin; phospholipid derivatives such as hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid; cholesterol, dihydrocholesterol, lanosterol Sterols such as dihydrolanosterol and phytosterol; cholesteryl acetate, cholesteryl nonanoate, cholesteryl stearate, cholesteryl isostearate, cholesteryl oleate, N-lauroyl-L-glutamate (cholesteryl / behenyl / octyldodecyl), N-lauroyl-L -Diglutamate di (cholesteryl / octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl / octyldodecyl), 12-hydroxystearate cholesteryl, macadamia nut Oil fatty acid cholesteryl, macadamia nut oil fatty acid phytosteryl, phytosteryl isostearate, soft lanolin fatty acid cholesteryl Sterol esters such as hard lanolin fatty acid cholesteryl, long chain branched fatty acid cholesteryl, long chain α-hydroxy fatty acid cholesteryl; ethyl oleate, avocado oil fatty acid ethyl, isopropyl myristate, isopropyl palmitate, octyl palmitate, isopropyl isostearate, lanolin Lower alcohol fatty acid esters such as fatty acid isopropyl, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, diisopropyl adipate, dioctyl succinate; octyldodecyl myristate, hexyldecyl myristate, octyldodecyl isostearate, octyldodecyl palmitate, Cetyl octoate, hexyldecyl octoate, isotridecyl isononanoate, isononyl isononanoate, iso Octyl nanate, isotridecyl isononanoate, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neodecanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, octyldodecyl lanolinate, hexyldecyl dimethyloctanoate Higher alcohol fatty acid esters such as octyldodecyl erucate, isostearic acid hydrogenated castor oil; oxyacid esters such as cetyl lactate, diisostearyl malate, hydrogenated castor oil monoisostearate; glyceryl trioctanoate, glyceryl trioleate Glyceryl triisostearate, tri (caprylic acid / capric acid) glyceryl, tri (caprylic acid / capric acid / myristic acid / ste Glyceryl phosphate, hydrogenated rosin glyceryl (hydrogenated ester gum), neopentyl glycol dioctanoate, 2-butyl-2-ethyl-1,3-propanediol dioctanoate, propylene glycol dioleate, pentaerythrityl tetraoctanoate , Hydrogenated rosin pentaerythrityl, (hydroxystearic acid / stearic acid / rosinic acid) dipentaerythrityl, diglyceryl diisostearate, polyglyceryl tetraisostearate, polyglyceryl nonaisostearate-10, deca (erucic acid / isostearic acid / ricinoleic acid) polyglyceryl Polyhydric alcohol fatty acid esters such as -8; diisopropyl dimerolinoleate diisopropyl, dimerdilinoleate diisostearyl, dimerdilinoleate di (isostearate) Allyl / phytosteryl), dimer dilinoleic acid (phytosteryl / behenyl), dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl), dimer dilinoleate dimer dilinoleyl, diisostearate dimer dilinoleyl, dimer dimer Dimer acid or dimer diol derivative such as linoleyl hydrogenated rosin condensate, dimer linoleic acid hydrogenated castor oil, hydroxyalkyl dimer linoleyl ether; coconut oil fatty acid monoethanolamide, coconut oil fatty acid diethanolamide, lauric acid monoethanol Fatty acid alkanolamides such as amide, lauric acid diethanolamide, palmitic acid monoethanolamide, palmitic acid diethanolamide, etc .; low viscosity dimethylpolysiloxane, Viscosity dimethylpolysiloxane, cyclic dimethylsiloxane (decamethylcyclopentasiloxane), methylphenylpolysiloxane, diphenylpolysiloxane, silicone resin, silicone rubber, aminopropyl dimethicone and amodimethicone and other amino-modified polysiloxane, cation-modified polysiloxane, poly Silicones such as ether-modified polysiloxane, polyglycerin-modified polysiloxane, sugar-modified polysiloxane, alkyl-modified polysiloxane, fatty acid-modified polysiloxane, and fluorine-modified polysiloxane; fluorine such as perfluorodecane, perfluorooctane, and perfluoropolyether And oil-based oils.

  Surfactants include fatty acid salts, alkyl sulfate esters, alkyl benzene sulfonates, polyoxyethylene alkyl sulfates, polyoxyethylene fatty acid amine sulfates, acyl N-methyl taurine salts, alkyl phosphate ester salts, alkyl ether phosphoruss. Anionic surfactants such as acid ester salts and N-acyl amino acid salts; polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, polyoxyethylene alkyl ether sorbitan fatty acid partial ester, polyoxyethylene hydrogenated castor oil, polyvalent Nonionic surfactants such as alcohol fatty acid partial esters, polyglycerin fatty acid esters, polyoxyethylene fatty acid esters, alkyldimethylamine oxides, alkyl polyglycosides, alkyl glucosides; Kill trimethylammonium chloride, alkyltrimethylammonium bromide, dialkyldimethylammonium chloride, ethyl sulfate long chain branched fatty acid (12-31) aminopropylethyldimethylammonium, ethyl lanolin sulfate fatty acid aminopropylethyldimethylammonium, short chain polyoxyethylene alkylamine and Cationic surfactants such as salts or quaternary salts thereof, benzalkonium chloride; fatty acid amidoamines and salts thereof; alkyldimethylaminoacetic acid betaine, alkylamidodimethylaminoacetic acid betaine, 2-alkyl-N-carboxy-N-hydroxy Amphoteric surfactants such as imidazolinium betaine; polyvinyl alcohol, sodium alginate, starch derivatives, tragacanth gum, acrylic acid / methacrylic It can be exemplified a polymer surfactant such as alkyl copolymer.

  As the humectant, polyhydric alcohols such as propylene glycol, glycerin, diglycerin, polyglycerin, DPG, 1,2-alkanediol, 1,3-butanediol, 3-methyl-1,3-butanediol, and hyaluron Sodium acid, citrate, urea, lactic acid bacteria culture solution, yeast extract, eggshell membrane protein, bovine submandibular gland mucin, hypotaurine, sesameignan glycoside, betaine, chondroitin sulfate, glutathione, polyethylene glycol, sorbitol, carbitol, lactic acid Sodium, sodium 2-pyrrolidone-5-carboxylate, albumin, trimethylglycine; collagen, gelatin, elastin, collagen degrading peptide, elastin degrading peptide, keratin degrading peptide, conchiolin degrading peptide, silk proteolytic peptide Protein peptides such as soybean proteolytic peptide, wheat proteolytic peptide, casein degrading peptide, acylated peptide and derivatives thereof; amino acids such as arginine, serine, glycine, threonine, glutamic acid, cysteine, methionine, leucine, tryptophan; placental extraction Liquid, aerostin, collagen, aloe extract, hamamelis water, loofah water, chamomile extract, licorice extract, comfrey extract, etc., natural ceramide (type 1, 2, 3, 4, 5, 6) And ceramides such as hydroxyceramide, pseudoceramide, glycosphingolipid, and the like.

  Polymers, thickeners and gelling agents include guar gum, locust bean gum, queens seed, carrageenan, galactan, gum arabic, tara gum, tamarind, fur celerin, karaya gum, troarooi, cara gum, tragacanth gum, pectin, alginic acid and its salts , Mannan, starch, xanthan gum, dextran, succinoglucan, curdlan, hyaluronic acid and its salts, xanthan gum, pullulan, gellan gum, chitin, chitosan, agar, chondroitin sulfate, casein, gelatin, albumin, methylcellulose, ethylcellulose, hydroxyethylcellulose , Hydroxypropylcellulose, carboxymethylcellulose and its salts, methylhydroxypropylcellulose, cationized cellulose, soluble Carboxymethyl starch, methyl starch, propylene glycol alginate, polyvinyl alcohol, polyvinyl pyrrolidone, polyoxyethylene-polyoxypropylene copolymer, polyvinyl acetate partial saponified product, maleic acid copolymer, polyacrylic acid ester copolymer Polymer, carboxyvinyl polymer, polyacrylic acid and salts thereof, acrylic acid / methacrylic acid ester copolymer, amphoteric methacrylate copolymer, acrylic acid / alkyl methacrylate copolymer, diallyldimethylammonium chloride / acrylamide copolymer , Acrylic acid / diallyldimethylammonium chloride / acrylamide copolymer, acrylic acid / cationized methacrylic acid ester copolymer, acrylic acid / cationized methacrylic acid amide copolymer Polymer, choline methacrylate ester polymer, cationized guar gum, nitrocellulose; 12-hydroxystearic acid and salts thereof, dextrin fatty acid ester, silicic acid anhydride, metal soap, organically modified clay mineral, sucrose fatty acid ester, fructooligosaccharide fatty acid An ester etc. can be illustrated.

  Examples of the antioxidant include BHT, BHA, propyl gallate, vitamin E (tocopherol) and / or its derivative, vitamin C (ascorbic acid) and / or its derivative, sulfite, bisulfite and the like. . Examples of preservatives include phenols, phenoxyethanol, hydroxybenzoic acid and salts thereof, 1,2-pentanediol, 1,2-hexanediol, halogenated bisphenols, acid amides, quaternary ammonium salts and the like. it can. Examples of the bactericides include trichlorocarbanide, zinc pyrithione, benzalkonium chloride, benzethonium chloride, chlorhexidine, halocarban, hinokitiol, phenol, isopropylphenol, and photosensitizers. Examples of chelating agents include edetate, phytic acid, phosphonic acids, sodium oxalate, polyamino acids and the like. pH adjusters / acids / alkalis include citric acid, lactic acid, glycolic acid, succinic acid, acetic acid, hydrochloric acid, monoethanolamine, diethanolamine, triethanolamine, isopropanolamine, arginine, sodium hydroxide, potassium hydroxide, aqueous ammonia Examples thereof include guanidine carbonate and the like.

  UV absorbers include benzophenone derivatives such as oxybenzone, paraaminobenzoic acid derivatives, paramethoxycinnamic acid derivatives, salicylic acid derivatives, ferulic acid and its derivatives, urocanic acid and ethyl urocanate derivatives, butylmethoxybenzoylmethane, octyltriazone , 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, methyl anthranilate, rutin and derivatives thereof. As whitening agents, arbutin, ascorbic acid, ascorbic acid glucoside, ascorbic acid phosphate ester salt, ascorbic acid branched fatty acid ester, ascorbic acid alkyl ether and other ascorbic acid derivatives, kojic acid, glutathione, ellagic acid, placenta extract, oryzanol, Examples include plant extracts such as butylresorcinol and chamomile extract.

  Examples of the solvents include lower alcohols such as ethanol and 2-propanol; acetone, ethyl acetate, ethylene glycol monoethyl ether, toluene and the like.

  Examples of the exfoliating / dissolving agent include salicylic acid, sulfur, resorcin, selenium sulfide, pyridoxine and the like. Examples of the antipruritic agent include diphenhydramine hydrochloride, chlorpheniramine maleate, camphor and the like. Examples of the anti-inflammatory agent include glycyrrhizic acid and its derivatives, guaiazulene, hydrocortisone acetate, prednisolone, and the like. Examples of the antiperspirant include chlorohydroxyaluminum, aluminum chloride, zinc oxide, and zinc paraphenol sulfonate. Examples of the refreshing agent include menthol and methyl salicylate. Examples of the antihistamine include diphehydramine hydrochloride, chlorpheniramine maleate, glycyrrhetinic acid derivatives and the like. Examples of the astringent include citric acid, tartaric acid, lactic acid, aluminum sulfate / potassium sulfate, and tannic acid. Examples of the stimulant include cantalis tincture, ginger tincture, chili pepper tincture, benzyl nicotinate and the like. Plant extracts and tinctures such as assembly extract, chili pepper tincture, ginger tincture, cantalis tincture, etc. as cephalanthin, vitamin E and its derivatives, γ-oryzanol, nicotinic acid and nicotinic acid benzyl ester And derivatives thereof, allantoin, photosensitive element 301, photosensitive element 401, pentadecanoic acid monoglyceride, flavonol derivative, minoxidil and the like.

  Examples of the reducing agent include thioglycolic acid, cysteine, cysteamine and the like. Examples of the oxidizing agent include aqueous hydrogen peroxide, ammonium persulfate, and sodium bromate.

  Examples of the polymer powder include starch, nylon powder, polyethylene powder, polymethyl methacrylate, polyethylene terephthalate / polymethyl methacrylate laminate powder, polyethylene terephthalate / aluminum / epoxy laminate powder, and the like, and these asserted powders. be able to.

  Examples of α-hydroxy acids and derivatives thereof include lactic acid, glycolic acid, fruit acid, hydroxycapric acid, long chain α-hydroxy fatty acid, long chain α-hydroxy fatty acid cholesteryl and the like.

  Vitamins and their derivatives include vitamin A, vitamin B group, vitamin D, vitamin E, pantothenic acid, biotin and the like; ascorbyl stearate, ascorbyl palmitate, ascorbyl dipalmitate, ascorbyl magnesium phosphate, ascorbine Examples thereof include vitamin derivatives such as sodium acid, tocopherol nicotinate, tocopherol acetate, tocopherol linoleate, and tocopherol ferulate.

  Examples of sugars and derivatives thereof include cyclodextrin, β-glucan, chitin, chitosan, glucose, trehalose, pectin, arabinogalactan, dextrin, dextran, glucosylethyl methacrylate polymer or copolymer, and the like. . Examples of organic acids include acetic acid, propionic acid, citric acid, abietic acid, tartaric acid and the like.

  Examples of enzymes include lysozyme chloride, papain, pancreatin, protease, and the like. Examples of nucleic acids include adenosine triphosphate disodium. Examples of hormones include estradiol, estrone, ethinyl estradiol, cortisone, hydrocortisone, prednisolone and the like.

  Inorganic powders include mica, talc, kaolin, montmorillonite, sericite, kaolinite, calcium carbonate, bengara, yellow iron oxide, black iron oxide, ultramarine, bitumen, carbon black, titanium dioxide, zinc oxide, alumina, silica. , Fumed silica (ultrafine silica), mica titanium, fish scale foil, boron nitride, photochromic pigment, synthetic fluorine phlogopite, fine particle composite powder, gold, aluminum and other inorganic powders and hydrophobic treatment Examples of such powders can be given.

  Examples of the fragrance include limonene, linanol, citral, β-ionone, benzyl benzoate, indole, eugenol, auranthiol, geraniol, rilal, damascon, benzyl acetate, jasmine lactone, galac solid, essential oil and the like.

  As pigments, natural pigments such as β-carotene, calsamine, rutin, cochineal, chlorophyll; legal pigments, basic dyes, lakes, organic pigments; p-phenylenediamine, toluene-2,5-diamine, m-phenylenediamine, o Examples thereof include intermediates for oxidation dyes such as-, m-, or p-aminophenol and resorcin.

  In addition, other components used in known cosmetics, pharmaceuticals, foods and the like can be appropriately blended as long as the effects of the present invention are not impaired.

  EXAMPLES Hereinafter, although an Example and a comparative example demonstrate this invention concretely, the scope of the present invention is not limited by these Examples.

  In the polyglycerol used in the present invention, a glycerol polymer having a polymerization degree of 3 or less was removed under the following conditions.

<Polyglycerin Synthesis Example 1>
Polyglycerin A obtained by the condensation method (with an average polymerization degree of 10 and a glycerin polymer content of 34.3% with a polymerization degree of 3 or less) is subjected to thin film distillation under the conditions of 250 ° C. and 0.4 torr vacuum. 31.5% of the fraction was removed, and glycerin polymer having a polymerization degree of 3 or less was obtained to obtain 2.9% of polyglycerin. As a result of GPC analysis of this product, the average degree of polymerization was 13.2.

<Polyglycerin Synthesis Example 2>
Polyglycerin A obtained by the condensation method is subjected to thin-film distillation under conditions of 220 ° C. and a vacuum degree of 0.4 torr to remove a 25.1% fraction, and a glycerin polymer having a polymerization degree of 3 or less is 9. 7% polyglycerol was obtained. As a result of GPC analysis of this product, the average degree of polymerization was 10.6.

<Polyglycerin Synthesis Example 3>
Polyglycerin B obtained by the condensation method (with an average polymerization degree of 6 and a glycerin polymer content of 25.1% with a polymerization degree of 3 or less) is subjected to thin film distillation under the conditions of 250 ° C. and 0.4 torr vacuum degree. A 22.2% fraction was removed, and a glycerin polymer having a polymerization degree of 3 or less gave 2.9% polyglycerin. As a result of GPC analysis of this product, the average degree of polymerization was 8.0.

<Example 1>
46.70 g of erucic acid and 25.79 g of polyglycerin of Synthesis Example 1 were put in a reaction vessel, 0.035 g of sodium hydroxide was added, and the reaction was performed under a nitrogen stream at 240 ° C. for 6 hours. As a result, 69.02 g of erucic acid polyglycerol ester was obtained.

<Example 2>
36.59 g of erucic acid and 35.36 g of polyglycerin of Synthesis Example 1 were put in a reaction vessel, 0.035 g of sodium hydroxide was added, and the reaction was performed under a nitrogen stream at 240 ° C. for 4 hours. 69.66 g of erucic acid polyglycerin ester was obtained.

<Example 3>
55.32 g of isostearic acid and 18.18 g of the polyglycerin of Synthesis Example 1 were put in a reaction vessel, 0.035 g of sodium hydroxide was added, and the reaction was performed under a nitrogen stream at 240 ° C. for 7 hours. As a result, 68.23 g of polyglycerol ester of isostearic acid was obtained.

<Example 4>
51.24 g of isostearic acid and 22.201 g of the polyglycerin of Synthesis Example 3 are put in a reaction vessel, 0.035 g of sodium hydroxide is added, and the reaction is performed under a nitrogen stream at 240 ° C. for 6 hours. As a result, 68.71 g of polyglycerol ester of isostearic acid was obtained.

<Example 5>
50.04 g of erucic acid and 22.62 g of polyglycerin of Synthesis Example 2 were put in a reaction vessel, 0.035 g of sodium hydroxide was added, and the reaction was performed under a nitrogen stream at 240 ° C. for 6 hours. As a result, 68.94 g of erucic acid polyglycerol ester was obtained.

<Example 6>
9.18 g of erucic acid, 24.62 g of myristic acid and 38.63 g of polyglycerin of Synthesis Example 1 were put in a reaction vessel, 0.035 g of sodium hydroxide was added, and the mixture was heated at 240 ° C. for 6 hours under a nitrogen stream. Reaction was performed under conditions to obtain 69.02 g of erucic acid polyglycerol ester.

<Comparative Example 1>
46.99 g of erucic acid and 24.31 g of polyglycerin of Synthesis Example 1 were put in a reaction vessel, 0.035 g of sodium hydroxide was added, and the reaction was performed under a nitrogen stream at 240 ° C. for 1 hour. 69.60 g of erucic acid polyglycerol ester was obtained.

<Comparative example 2>
60.28 g of erucic acid and 12.95 g of polyglycerin of Synthesis Example 1 are put in a reaction vessel, 0.035 g of sodium hydroxide is added, and the reaction is carried out under a nitrogen stream at 240 ° C. for 12 hours. , 68.60 g of erucic acid polyglycerol ester was obtained.

<Comparative Example 3>
Add 57.64 g of erucic acid and 15.39 g of polyglycerin A to the reaction vessel, add 0.035 g of sodium hydroxide, and then react under a nitrogen stream at 240 ° C. for 4 hours to obtain polyglycerin erucate. 69.60 g of ester was obtained.

<Comparative example 4>
Put 52.11 g of isostearic acid and 21.19 g of polyglycerin B in a reaction vessel, add 0.035 g of sodium hydroxide, and then react under a nitrogen stream at 240 ° C. for 4 hours to obtain polyglyceryl isostearate. 68.99 g of ester was obtained.

<Comparative Example 5>
40.23 g of myristic acid and 32.94 g of polyglycerin of Synthesis Example 1 are put in a reaction vessel, 0.035 g of sodium hydroxide is added, and the reaction is performed under a nitrogen stream at 240 ° C. for 6 hours. As a result, 68.99 g of myristic acid polyglycerol ester was obtained.

  The following evaluation items were evaluated for the esterified products obtained in Examples and Comparative Examples.

(sensory evaluation)
Twenty healthy female panelists performed sensory evaluation on the items of “adhesion” and “water resistance”. “Adhesion” was evaluated based on the adhesion between the finger and the back of the hand when 0.1 g of the esterified product was placed on the back of the hand. “Water resistance” was evaluated by taking 0.1 g of the esterified product on the back of the hand, spreading it, washing it with water, and giving it a 5-point scale. The average score of 20 people was calculated and evaluated according to the following criteria. The results are shown in Table 1.
(Adhesion)
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)
(water resistant)
A: 4.5 or more (good water resistance, repels water)
○: 4.0 points or more and less than 4.5 points (although there is some sliminess, water resistance is good)
Δ: 3.0 points or more and less than 4.0 points (there is slimy)
X: Less than 3.0 points (washed away)

(Adhesion)
0.05 g uniformly applied to artificial leather, measured with a handy compression tester (KES-5G, manufactured by Kato Tech) at a speed of 1 cm / s and a stroke of 20 mm using a disk-shaped compressor with a diameter of 3.5 cm. Evaluation was made based on the following evaluation criteria. The results are shown in Table 1.
◎: 140.0 g or more ○: 100.0 g or more, less than 140.0 g Δ: 70.0 g or more, less than 100.0 g ×: less than 70.0 g

  As shown in Table 1, the esterified products of Examples 1 to 6 were excellent in adhesion and water resistance, and had good adhesion. On the other hand, the esterified products of Comparative Examples 1 to 5 had results of insufficient adhesion, water resistance, adhesion and gloss.

  The esterified products of Examples 1 to 4 and Comparative Examples 1 to 3 were blended to prepare lip glosses having the compositions shown in Table 2, and evaluated and compared by the methods shown below. The values in the table are weight%.

All components of the formulation shown in Table 2 were heated at 80 ° C. to dissolve uniformly, defoamed, poured into a container, and rapidly cooled to obtain lip gloss. The lip gloss was left in a constant temperature bath at 50 ° C. and 0 ° C. for 1 month and evaluated according to the evaluation criteria shown below.
○: No change in appearance ×: Change in appearance, such as separation and generation of crystals

About the lip glosses obtained in Examples 7 to 10 and Comparative Examples 6 to 8, 20 healthy female panelists performed “No color unevenness”, “Glossiness at application”, “Familiarity at application (to skin) Sensory evaluation was performed on the items of “adhesion feeling” and “goodness of makeup”. In addition, each evaluation item was made into a 5-point perfect score, the average score of 20 persons was computed, and the following references | standards evaluated. The results are shown in Table 2.
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)

  As shown in Table 2, the cosmetics of Examples 7 to 10 had gloss and excellent adhesion to the skin and had good makeup. Also, the stability was good. On the other hand, the cosmetic of Comparative Example 6 had poor compatibility with the blended oil, and a lip gloss shape could not be obtained. The cosmetics of Comparative Examples 7 and 8 were insufficient in terms of functionality.

  The esterified products of Examples 3 to 5 and Comparative Examples 4 and 5 were blended to prepare mascara having the composition shown in Table 3, and the evaluation was compared by the following method. The values in the table are weight%.

The A phase and B phase of the formulation shown in Table 3 are dissolved by heating at 70 to 80 ° C. Phase B was stirred with a homomixer, and phase A was gradually added and emulsified with stirring, and then cooled to 30 ° C. to obtain a mascara. The mascara was left in a constant temperature bath at 50 ° C. and 0 ° C. for 1 month and evaluated according to the evaluation criteria shown below. These results are shown in Table 3.
○: No change in appearance ×: Change in appearance, such as separation and generation of crystals

About the mascara obtained in Examples 11 to 14 and Comparative Examples 9 and 10, by 20 healthy female panelists, sensuality on the items of “adhesion to eyelashes”, “gloss at application”, and “good makeup” evaluated. In addition, each evaluation item was made into a 5-point perfect score, the average score of 20 persons was calculated, and the result evaluated according to the following criteria is shown in Table 3.
◎: 4.5 points or more ○: 4.0 points or more and less than 4.5 points △: 3.0 points or more and less than 4.0 points ×: Less than 3.0 points

  As shown in Table 3, the cosmetics of Examples 11 to 14 had gloss and excellent adhesion to the skin, and had good makeup. Also, the stability was good. On the other hand, the cosmetic of Comparative Example 9 was insufficient in terms of functionality, and the cosmetic of Comparative Example 10 was insufficient in terms of functionality and stability.

  The cosmetic oil of the present invention is a cosmetic oil excellent in gloss, luster and adhesion to the skin, and is used in a wide range of applications such as lipstick, lip balm, lip gloss, lipstick, blusher, foundation and eye color. Is possible.

Claims (2)

  The content of the glycerin polymer having a polymerization degree of 3 or less is less than 10%, and the average polymerization degree is 5 to 20 and at least one fatty acid having 8 to 22 carbon atoms that is liquid at 20 ° C. A cosmetic oil comprising an esterified product obtained by esterification and an esterification rate of 20 to 70% by weight.   A cosmetic comprising the cosmetic oil according to claim 1.