JP5690074B2 - Cosmetics containing ceramide derivatives - Google Patents

Description

ただし式中、Ｒ１、Ｒ２及びＡは下記のように表される。
Ｒ１：１個以上の水酸基で置換されていてもよい炭素数７〜３１の直鎖又は分岐鎖の飽和又は不飽和炭化水素基、若しくは、Ｒ４−ＣＯＯ−Ｒ３−（Ｒ３及びＲ４は水酸基で置換されていてもよい炭素数７〜３１の直鎖又は分岐鎖の飽和又は不飽和炭化水素基を示す）
Ｒ２：１個以上の水酸基で置換されていてもよい炭素数７〜２７の直鎖又は分岐鎖の飽和又は不飽和炭化水素基
Ａ：下記一般式（２）から選ばれる基

（Ｒ５は炭素数６〜３０の直鎖又は分岐鎖の飽和又は不飽和炭化水素基を示す） The present invention contains a ceramide derivative in which part or all of the hydroxyl groups contained in the ceramides represented by the following general formula (1) are acylated with a fatty acid having a linear or branched chain having 4 to 22 carbon atoms. Related to cosmetics.

In the formula, R1, R2 and A are represented as follows.
R1: A linear or branched saturated or unsaturated hydrocarbon group having 7 to 31 carbon atoms which may be substituted with one or more hydroxyl groups, or R4-COO-R3- (R3 and R4 are substituted with hydroxyl groups) A C7-31 linear or branched saturated or unsaturated hydrocarbon group which may be
R2: a linear or branched saturated or unsaturated hydrocarbon group having 7 to 27 carbon atoms which may be substituted with one or more hydroxyl groups A: a group selected from the following general formula (2)

(R5 represents a linear or branched saturated or unsaturated hydrocarbon group having 6 to 30 carbon atoms)

  Ceramide exists as the main component of intercellular lipids in the stratum corneum, and by forming a lamellar structure with fatty acids and cholesterol, important functions such as barrier function to prevent irritation from the outside world and moisture transpiration from the skin, skin moisturizing function, etc. Plays an important role. It is also known to exist in hair as a component of the cell membrane complex and contribute to the adhesion between the cuticle and cortex. As described above, ceramide has been widely known as a useful component in skin or hair cosmetics, but has a high melting point, high crystallinity, and poor solubility in oils. Even if it can be blended, there is a problem in terms of stability such as precipitation over time. As a method for improving such a problem, a method of using in combination with various components has been disclosed, but it is still not sufficient (for example, Patent Documents 1 to 3).

  On the other hand, Patent Document 4 discloses a ceramide derivative in which a hydroxyl group contained in ceramides is esterified with a hydroxycarboxylic acid and has a moisturizing effect. However, this ceramide derivative is incorporated into cosmetics. There is no mention of ease or stability during formulation. Patent Document 5 discloses a ceramide derivative obtained by acylating a hydroxyl group contained in ceramides with a fatty acid. This ceramide derivative has an effect of suppressing cancer metastasis and the like, and the encapsulation efficiency in a fat emulsion is improved. Although described, the specifically disclosed compounds are only acetylated compounds, and the effectiveness of the ceramide derivatives in cosmetics is not described at all.

JP2007-001950A JP2004-161655 JP-A-11-130651 JP 09-241143 A JP-A-11-343249

  Provided is a cosmetic containing a ceramide derivative that can be easily incorporated into cosmetics, has excellent stability during formulation, and exhibits excellent effects on skin and hair.

  As a result of intensive studies to solve the above-mentioned problems, the present inventors have acylated some or all of the hydroxyl groups contained in the ceramides with fatty acids having a linear or branched chain having 4 to 22 carbon atoms. Surprisingly, the ceramide derivative was found to be easily compounded into cosmetics, excellent in stability during formulation, and excellent in skin and hair, and the present invention was completed. It was.

  The ceramide derivative of the present invention has a low melting point and excellent solubility in an oil agent, so that it can be easily blended into cosmetics and has excellent stability during formulation. In addition, the ceramide derivative of the present invention has excellent effects on the skin and hair such as improving the moisture retention of the skin and recovering hair damage.

ただし式中、Ｒ１、Ｒ２及びＡは下記のように表される。
Ｒ１：１個以上の水酸基で置換されていてもよい炭素数７〜３１の直鎖又は分岐鎖の飽和又は不飽和炭化水素基、若しくは、Ｒ４−ＣＯＯ−Ｒ３−（Ｒ３及びＲ４は水酸基で置換されていてもよい炭素数７〜３１の直鎖又は分岐鎖の飽和又は不飽和炭化水素基を示す）
Ｒ２：１個以上の水酸基で置換されていてもよい炭素数７〜２７の直鎖又は分岐鎖の飽和又は不飽和炭化水素基
Ａ：下記一般式（２）から選ばれる基

（Ｒ５は炭素数６〜３０の直鎖又は分岐鎖の飽和又は不飽和炭化水素基を示す） The ceramide derivative used in the present invention is acylated with a fatty acid having a linear or branched chain having 4 to 22 carbon atoms, part or all of the hydroxyl groups contained in the ceramides represented by the following general formula (1) Compound.

In the formula, R1, R2 and A are represented as follows.
R1: A linear or branched saturated or unsaturated hydrocarbon group having 7 to 31 carbon atoms which may be substituted with one or more hydroxyl groups, or R4-COO-R3- (R3 and R4 are substituted with hydroxyl groups) A C7-31 linear or branched saturated or unsaturated hydrocarbon group which may be
R2: a linear or branched saturated or unsaturated hydrocarbon group having 7 to 27 carbon atoms which may be substituted with one or more hydroxyl groups A: a group selected from the following general formula (2)

(R5 represents a linear or branched saturated or unsaturated hydrocarbon group having 6 to 30 carbon atoms)

  The ceramide used for the synthesis of the ceramide derivative of the present invention is not particularly limited as long as it is encompassed by the compound represented by the general formula (1). More specifically, the structure of sphingosine and It is known that the compound shown in Chemical Formula 5 exists in nature due to the difference in the structure of the long chain fatty acid, and it is preferable to use a ceramide having such a naturally derived structure. As such naturally derived ceramides, those extracted from nature may be used, or those obtained by fermentation or / and synthesis may be used. Any of the ceramides shown in Chemical formula 5 may be used for the synthesis of the ceramide derivative of the present invention. Of these, ceramide 1, ceramide 2, ceramide 3, and ceramide 6 are preferred from the viewpoint of availability and the like. Ceramide 2 and ceramide 3 are most preferred. As ceramide 2, Ceramide TIC-001 is commercially available from Takasago International Corporation, and as Ceramide 3, Ceramide III, Ceramide IIIA, Ceramide IIIB, and Ceramide IIIC are commercially available from Cosmo Farm, and such commercially available products may be used.

  Specific examples of the fatty acid having a linear or branched chain having 4 to 22 carbon atoms used for the synthesis of the ceramide derivative of the present invention include butyric acid, valeric acid, hexanoic acid, heptanoic acid, octanoic acid, nonanoic acid, decane. Saturated linear fatty acids such as acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, icosanoic acid, docosanoic acid; isobutanoic acid, isopentanoic acid, neopentanoic acid, Isohexanoic acid, isoheptanoic acid, 2-ethylhexanoic acid, isononanoic acid, isodecanoic acid, dimethyloctanoic acid, isoundecanoic acid, isododecanoic acid, 2-butyloctanoic acid, isotridecanoic acid, isotetradecanoic acid, isopentadecanoic acid, isohexadecanoic acid, 2-hexyldecanoic acid, isohepta Saturated branched chain fatty acids such as isostearic acid, isononadodecanoic acid, isoicosanoic acid, 2-octyldodecanoic acid, and antiisohenicosanoic acid obtained from by-products of canic acid and dimer acid; undecenoic acid, myristoleic acid, palmitooleic acid Unsaturated fatty acids such as isooleic acid, linoleic acid, linolenic acid, elaidic acid, gadrenic acid, eicosapentaenoic acid, docosahexaenoic acid, erucic acid, brassic acid, arachidonic acid obtained from by-products of oleic acid and dimer acid; orange oil fatty acid , Avocado oil fatty acid, macadamia nut oil fatty acid, olive oil fatty acid, jojoba oil fatty acid, coconut oil fatty acid, palm kernel oil fatty acid, castor oil fatty acid, wheat germ oil fatty acid, safflower oil fatty acid, cottonseed oil fatty acid, lanolin fatty acid, mink oil fatty acid, etc. Fat derived from natural fats and oils Etc. The. Among these, a saturated linear or branched fatty acid is preferable from the viewpoint of stability, and the number of carbon atoms is preferably 8 to 18 from the viewpoint of physical properties of the obtained compound.

  The manufacturing method of the ceramide derivative used for this invention is not specifically limited, It can manufacture by a well-known manufacturing method. Specifically, the target compound can be obtained by reacting ceramides and a fatty acid halide in a solvent in the presence of a base. Examples of the base used include pyridine, 4-dimethylaminopyridine, triethylamine, ethyldiisopropylamine and the like. Examples of the solvent include acetone, methyl ethyl ketone, ethyl acetate, toluene, hexane, benzene, dichloromethane, chloroform and the like. Moreover, you may react using a base as a solvent. Although there is no restriction | limiting in particular in reaction temperature, what is necessary is just to carry out at about 0-100 degreeC, and considering reaction rate, stability of a compound, etc., it is more preferable to carry out at about 40-80 degreeC. The ceramide derivative of the present invention thus obtained may be used as it is in cosmetics, but may be used after being appropriately purified by extraction, deoxidation, washing with water, recrystallization, adsorption purification, distillation, column purification, etc. Good.

  The reaction ratio of ceramides and fatty acid halides is not particularly limited, but 1 to 5 molar equivalents of fatty acid halides may be used with respect to 1 molar equivalent of ceramides, and adjusted as appropriate according to the number of hydroxyl groups contained in the ceramides. Good. More specifically, the reaction may be performed by using 0.5 to 1.5 mole equivalent of fatty acid with respect to 1 mole equivalent of hydroxyl group contained in ceramides, and more preferably 0.8 to 1.2. It is recommended to react at a molar equivalent. For example, in the case of ceramide 2, ceramide 2 may be reacted with 1 to 3 mole equivalents of fatty acid halide, more preferably 1.6 to 2.4 mole equivalents with respect to 1 mole equivalent. In the case of ceramide 3, ceramide 3 may be reacted with 1.5 to 4.5 mole equivalent, more preferably 2.4 to 3.6 mole equivalent of fatty acid halide with respect to 1 mole equivalent.

  Although the compounding quantity to the cosmetics of the ceramide derivative of this invention is not specifically limited, 0.001 to 50 weight% is preferable, More preferably, it is 0.005 to 20 weight%.

  Since the ceramide derivative of the present invention has a low melting point and excellent solubility in an oil agent, it can be easily incorporated into cosmetics and has excellent stability during formulation. Therefore, the ceramide derivative of the present invention can be easily and stably dispersed in an aqueous medium. The aqueous medium in the present invention means a liquid medium mainly composed of water, and may contain a water-soluble inorganic or organic substance as a component other than water. When the ceramide derivative of the present invention is dispersed in an aqueous medium, it may be dispersed using a surfactant. As the surfactant, an anionic surfactant, a nonionic surfactant, a cationic surfactant, an amphoteric surfactant, a polymer surfactant and the like which are generally used are described later. Any of these may be used, or two or more of these may be mixed and used. Of these surfactants, it is preferable to mainly use di-long-chain alkyl quaternary ammonium salts or phospholipids in that a more stable cosmetic can be obtained. Further, it is more preferable in terms of stability to use sterols and / or polyols in combination.

  The di-long-chain alkyl quaternary ammonium salt used in the present invention preferably has 8 to 22 carbon atoms in the long-chain alkyl moiety, specifically, didecyldimethylammonium chloride, didecyldimethylammonium bromide, Dicocoyldimethylammonium chloride, dicocoyldimethylammonium bromide, dilauryldimethylammonium chloride, dicetyldimethylammonium chloride, dicetyldimethylammonium bromide, distearyldimethylammonium chloride, distearyldimethylammonium bromide, dioleyldimethylammonium chloride, dibehenyl Dimethylammonium chloride, dibehenyldimethylammonium bromide, dialkyldimethylammonium chloride, dialkyldimethylammonium Muburomido self coil hydroxyethylmonium methosulfate, dipalmitoyl hydroxyethylmonium methosulfate, etc. distearoylphosphatidylcholine hydroxyethylmonium methosulfate and the like. You may use these in mixture of 2 or more types. Among these, dicocoyl dimethyl ammonium chloride and distearyl dimethyl ammonium chloride are preferable from the viewpoint of availability and stability. Although the compounding quantity to cosmetics is not specifically limited, Usually, 0.01 to 20 weight%, More preferably, it is 0.05 to 10 weight%.

  Examples of phospholipids used in the present invention include natural lecithins such as soybean lecithin and egg yolk lecithin, and hydrogenated products and / or lyso forms thereof; polar groups such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, and phosphatidic acid. And diacylglycerophospholipids, and hydrogenated products or / and lyso forms thereof; sphingophospholipids such as sphingoemilin and sphingoethanolamine, and hydrogenated products thereof. Furthermore, these may be derivatives modified with a polyoxyalkylene group such as polyethylene glycol. These phospholipids may be used alone or in combination of two or more. Among these, soybean lecithin, egg yolk lecithin, and hydrogenated products thereof are preferable from the viewpoints of availability, stability, and the like. As for soybean lecithin and egg yolk lecithin, those having different phosphatidylcholine purities depending on the degree of purification are commercially available, but those having any purity may be used. Although the compounding quantity to cosmetics is not specifically limited, Usually, 0.01 to 10 weight%, More preferably, it is 0.05 to 5 weight%.

  The sterols used in the present invention are cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, and reduced lanolin, lanolin alcohol, which are mixtures thereof; β-sitosterol, campesterol, stigmasterol, brassicasterol, and mixtures thereof. Examples include sterols such as phytosterols. You may use these in mixture of 2 or more types. Among these, cholesterol and phytosterol are preferable from the viewpoints of availability and stability. Although the compounding quantity to cosmetics is not specifically limited, Usually, 0.001 to 5 weight%, More preferably, it is 0.05 to 3 weight%.

  Examples of the polyol used in the present invention include propylene glycol, 1,3-propanediol, dipropylene glycol, glycerin, diglycerin, 1,3-butylene glycol, 1,2-pentanediol, 1,5-pentanediol, and isoprene glycol. Sorbitol, hexylene glycol, 1,2-hexanediol, 1,6-hexanediol, maltitol, polyethylene glycol and the like. You may use these in mixture of 2 or more types. Among these, hexylene glycol, propylene glycol, 1,3-propanediol, dipropylene glycol, and 1,3-butylene glycol are preferable from the viewpoints of availability and stability. Although the compounding quantity to cosmetics is not specifically limited, Usually, 0.05 to 50 weight%, More preferably, it is 0.1 to 20 weight%.

  Cosmetics containing the ceramide derivative of the present invention include additives that are generally blended into cosmetics as necessary, for example, oily bases, moisturizers, feel improvers, surfactants, polymers, thickeners. Gelling agent, solvent, propellant, antioxidant, reducing agent, oxidizing agent, antibacterial agent, preservative, chelating agent, pH adjuster, acid, alkali, powder, inorganic salt, UV absorber, whitening agent, Vitamins and their derivatives, anti-inflammatory agents, anti-inflammatory agents, hair-growing agents, blood circulation promoters, stimulants, hormones, anti-wrinkle agents, anti-aging agents, squeeze agents, cooling sensation agents, warm sensation agents, wound healing promotion Agent, stimulant relieving agent, analgesic agent, cell activator, plant / animal / microbe extract, antipruritic agent, exfoliating / dissolving agent, antiperspirant, refreshing agent, astringent, enzyme, nucleic acid, fragrance, pigment, colorant, Dyes, pigments, water and the like can be blended.

  Examples of oily bases include cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, jojoba alcohol, chimyl alcohol, ceralkyl alcohol, batyl alcohol, hexyldecanol, isostearyl alcohol, Higher alcohols such as 2-octyldodecanol and dimer diol; aralkyl alcohols and derivatives such as benzyl alcohol; 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, eicosapentaenoic acid, isohexa Higher fatty acids such as cannic acid, anteisohenicosanoic 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, sodium salts, etc. And nitrogen-containing derivatives such as amides; liquid paraffin (mineral oil), heavy liquid isoparaffin, light liquid isoparaffin, α-olefin oligomer, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, olive-derived squalane, squalene, petrolatum, solid Type hydrocarbons such as candelilla wax, carnauba wax, rice wax, wax, beeswax, montan wax, ozokerite, ceresin, paraffin wax, microcrystalline wax, petrolatum, fisher Tropsch wax, polyethylene wax, waxes such as ethylene / propylene copolymer; palm 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, cucumber oil, rosehip oil, meadow foam 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 Vegetable oils such as oil, cacao butter, shea fat, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil, hydrogenated jojoba oil; animal properties such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil Fats and oils; animal waxes such as whale wax, lanolin, orange luffy oil; liquid lanolin, reduced lanoli Lanolins such as adsorption 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; lecithin, phosphatidylcholine, Phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, sphingophospholipids such as sphingomyelin, phospholipids such as phosphatidic acid, lysolecithin; hydrogenated soybean phospholipid, partially hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid, Phospholipid derivatives such as partially hydrogenated egg yolk phospholipids; cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, phytoster And sterols such as cholol and cholic acid; sapogenins; saponins; cholesteryl acetate, cholesteryl nonanoate, cholesteryl stearate, cholesteryl isostearate, cholesteryl oleate, di (N-lauroyl-L-glutamate) ), N-lauroyl-L-glutamate di (cholesteryl / octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamate di (phytosteryl / octyldodecyl), N Acyl sarcosine alkyl esters such as lauroyl sarcosine isopropyl, cholesteryl 12-hydroxystearate, macadamia nut oil fatty acid cholesteryl, macadamia nut oil fatty acid phyto Sterol esters such as steryl, phytosteryl isostearate, soft lanolin fatty acid cholesteryl, hard lanolin fatty acid cholesteryl, long chain branched fatty acid cholesteryl, long chain α-hydroxy fatty acid cholesteryl; phospholipid / cholesterol complex, phospholipid / phytosterol complex, etc. Lipid complex: octyldodecyl myristate, hexyl decyl myristate, octyl dodecyl isostearate, cetyl paritate, octyldodecyl palmitate, cetyl octanoate, hexyl decyl octanoate, isotridecyl isononanoate, isononyl isononanoate, isononanoate Isotridecyl acid, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octeodecanoate Ludodecyl, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, lanolin fatty acid octyldodecyl, hexyldecyl dimethyloctanoate, octyldodecyl erucate, isostearic acid hydrogenated castor oil, ethyl oleate, ethyl avocado oil, isopropyl myristate , Isopropyl palmitate, octyl palmitate, isopropyl isostearate, lanolin fatty acid isopropyl, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, diisopropyl adipate, dibutyl octyl sebacate, diisobutyl adipate, dioctyl succinate, triethyl citrate, etc. Monoalcohol carboxylic acid esters; cetyl lactate, diisostearyl malate, monoisostearyl Oxyacid esters such as acid hydrogenated castor oil; glyceryl trioctanoate, glyceryl trioleate, glyceryl triisostearate, glyceryl diisostearate, glyceryl tri (caprylic / capric), tri (caprylic / capric / myristin) Acid / stearic acid) glyceryl, hydrogenated rosin triglyceride (hydrogenated ester gum), rosin triglyceride (ester gum), glyceryl behenate, trimethylolpropane trioctanoate, trimethylolpropane triisostearate, neopentyl glycol dioctanoate , Neopentyl glycol dicaprate, 2-butyl-2-ethyl-1,3-propanediol dioctanoate, propylene glycol dioleate, pentaerythrtetraoctanoate Chill, hydrogenated rosin pentaerythrityl, triethylhexanoic acid ditrimethylolpropane, (isostearic acid / sebacic acid) ditrimethylolpropane, triethylhexanoic acid pentaerythrityl, (hydroxystearic acid / stearic acid / rosinic acid) dipentaerythrityl, diisostearic acid di Glyceryl, polyglyceryl tetraisostearate, polyglyceryl-10 nonaisostearate, deca (erucic acid / isostearic acid / ricinoleic acid) polyglyceryl-8, (hexyldecanoic acid / sebacic acid) diglyceryl oligoester, glycol distearate (ethylene glycol distearate) , Dineopentanoic acid 3-methyl-1,5-pentanediol, dineopentanoic acid 2,4-diethyl-1,5-pentane Polyhydric alcohol fatty acid esters such as ol; dimer dilinoleate diisopropyl, dimer dilinoleate diisostearyl, dimer dilinoleate di (isostearyl / phytosteryl), dimer dilinoleate (phytosteryl / behenyl), dimer dilinoleate (Phytosteryl / isostearyl / cetyl / stearyl / behenyl), dimer dilinoleic acid dimer dilinoleyl, diisostearic dimer dilinoleyl, dimer dilinoleyl hydrogenated rosin condensate, dimer dilinoleic acid hydrogenated castor oil, hydroxyalkyl die Dimer acid or dimer diol derivative such as merlinoleyl ether; coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), Lauri Acid monoethanolamide (lauramide MEA), lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid monoethanolamide (partamide MEA), palmitic acid diethanolamide (partamide DEA), coconut oil Fatty acid alkanolamides such as fatty acid methylethanolamide (cocamidomethyl MEA); dimethicone (dimethylpolysiloxane), highly polymerized dimethicone (highly polymerized dimethylpolysiloxane), cyclomethicone (cyclic dimethylsiloxane, decamethylcyclopentasiloxane), phenyltrimethicone , Diphenyldimethicone, phenyldimethicone, stearoxypropyldimethylamine, (aminoethylaminopropylmethicone / dimethicone) Polymer, dimethiconol, dimethiconol crosspolymer, silicone resin, silicone rubber, amino-modified silicone such as aminopropyl dimethicone and amodimethicone, cation-modified silicone, polyether-modified silicone such as dimethicone copolyol, polyglycerin-modified silicone, sugar-modified silicone, carvone Acid-modified silicone, phosphoric acid-modified silicone, sulfuric acid-modified silicone, alkyl-modified silicone, fatty acid-modified silicone, alkyl ether-modified silicone, amino acid-modified silicone, peptide-modified silicone, fluorine-modified silicone, cation-modified and polyether-modified silicone, amino-modified and poly-modified Ether-modified silicone, alkyl-modified and polyether-modified silicone, polysiloxane-oxyalkylene copolymer Silicones such as body; perfluorodecane, perfluorooctane, fluorine-based oils such as perfluoropolyether may be mentioned as preferred.

  As the humectant / feel improver, glycerin, 1,3-butylene glycol, propylene glycol, 3-methyl-1,3-butanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, Polyols such as trimethylolpropane, pentaerythritol, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, ethylene glycol / propylene glycol copolymer and polymers thereof; diethylene glycol monoethyl ether (Ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol dibutyl ether, etc. (Eicosane diacid / tetradecanedioic acid) water-soluble esters such as polyglyceryl-10, tetradecanedioic acid polyglyceryl-10, and cyclohexanedicarboxylic acid bisethoxydiglycol; sugars such as sorbitol, xylitol, erythritol, mannitol, maltitol Alcohols; glucose, fructose, galactose, mannose, threose, xylose, arabinose, fucose, ribose, deoxyribose, maltose, trehalose, lactose, raffinose, gluconic acid, glucuronic acid, cyclodextrins (α-, β-, γ- Cyclodextrins and modified cyclodextrins such as maltosylation and hydroxyalkylation), β-glucan, chitin, chitosan, heparin and derivatives, pectin, arabino Sugars and derivatives thereof such as galactan, dextrin, dextran, glycogen, ethyl glucoside, glucosylethyl methacrylate polymer or copolymer; hyaluronic acid, sodium hyaluronate; sodium chondroitin sulfate; mucoitin sulfate, caroline sulfate, keratosulfate, dermatan Sulfuric acid; white jellyfish extract; white jellyfish polysaccharide; fucoidan; tuberose polysaccharide, naturally derived polysaccharide; organic acids such as citric acid, tartaric acid, lactic acid and their salts; urea; 2-pyrrolidone-5-carboxylic acid and its sodium Salt: betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, β-alanine, threonine, glutamic acid, glutamine, aspa Amino acids such as gin, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, valine, tryptophan, histidine, taurine and the salts thereof; collagen, fish-derived collagen, atelocollagen, gelatin, elastin, collagenolytic peptide, hydrolyzed collagen, Hydroxypropylammonium chloride hydrolyzed collagen, elastin degrading peptide, keratin degrading peptide, hydrolyzed keratin, conchiolin degrading peptide, hydrolyzed conchiolin, silk proteolytic peptide, hydrolyzed silk, lauroyl hydrolyzed silk sodium, soy proteolytic peptide, wheat protein Degraded peptides, hydrolyzed wheat protein, casein-degraded peptides, acylated peptides and other protein peptides and their derivatives; palmitoyl oligopeptides , Acylated peptides such as palmitoyl pentapeptide, palmitoyl tetrapeptide; silylated peptides; lactic acid bacteria culture solution, yeast extract, eggshell membrane protein, bovine submandibular gland mucin, hypotaurine, sesameignan glycoside, glutathione, albumin, milk Chin; choline chloride, phosphorylcholine; placenta extract, aerostin, collagen, aloe extract, hamamelis water, loofah water, chamomile extract, licorice extract, comfrey extract, silk extract, Izayoi rose extract, yarrow extract, eucalyptus extract, merirot extract Preferred are ceramides such as animal / plant extract components such as natural ceramide (types 1, 2, 3, 4, 5, 6, 7), hydroxyceramide, pseudoceramide, glycosphingolipid, ceramide, and sugar-ceramide-containing extract. Shall And the like.

Preferred examples of the surfactant include an anionic surfactant, a nonionic surfactant, a cationic surfactant, an amphoteric surfactant, and a polymer surfactant. There is no restriction | limiting in particular in HLB of surfactant, It can use from about 1 low thing to about 20 high thing, It is also preferable to combine a low thing and a high thing of HLB. Examples of preferable surfactants include fatty acid salts such as potassium laurate and potassium myristate; alkyl sulfates such as sodium lauryl sulfate, triethanolamine lauryl sulfate, and ammonium lauryl sulfate; laureth Polyoxyethylene alkyl sulfates such as sodium sulfate and laureth sulfate triethanolamine; cocoyl methyl taurine sodium, cocoyl methyl taurine potassium, lauroyl methyl taurine sodium, myristoyl methyl taurine sodium, lauroyl methyl alanine sodium, lauroyl sarcosine sodium, lauroyl sarcosine triethanol Acyl N-methyl amino acid salts such as amines and sodium methylalanine lauroylglutamate; Cocoyl Glue Acyl amino acid salts such as sodium minate, triethanolamine cocoyl glutamate, sodium lauroyl glutamate, sodium myristoyl glutamate, sodium stearoyl glutamate, ditriethanolamine palmitoyl aspartate, cocoylalanine triethanolamine; polyoxyethylene alkyl ethers such as sodium laureth acetate Acetic acid salt; Succinic acid ester salt such as sodium lauroyl monoethanolamide succinate; Fatty acid alkanolamide ether carboxylate; Acyl lactate; Polyoxyethylene fatty amine sulfate; Fatty acid alkanolamide sulfate; Hardened coconut oil fatty acid sodium glyceryl sulfate Fatty acid glyceride sulfate such as alkylbenzene polyoxyethylene sulfate; α-olefin Olefin sulfonates such as sodium sulfonate; alkylsulfosuccinates such as disodium lauryl sulfosuccinate and dioctyl sodium sulfosuccinate; disodium laureth sulfosuccinate, monolauroyl monoethanolamide polyoxyethylene sodium sulfosuccinate, lauryl polypropylene glycol sulfosuccinic acid Alkyl ether sulfosuccinates such as sodium; alkylbenzene sulfonates such as sodium tetradecylbenzenesulfonate and tetraethanolamine tetraethanol; alkylnaphthalenesulfonates; alkanesulfonates; α-sulfo fatty acid methyl ester salts; Acyl isethionate; alkyl glycidyl ether sulfonate; alkyl sulfoacetate; laurethrin Alkyl ether phosphates such as sodium, sodium dilaureth phosphate, sodium trilaureth phosphate, sodium monooles phosphate; alkyl phosphate salts such as potassium lauryl phosphate; sodium caseinate; alkyl aryl ether phosphate; fatty acid amide ether phosphorus Phospholipids such as phosphatidylglycerol, phosphatidylinositol, and phosphatidic acid; silicone anionic surfactants such as carboxylic acid-modified silicone, phosphate-modified silicone, and sulfate-modified silicone; and nonionic surfactants, laureth (Polyoxyethylene lauryl ether), ceteth (polyoxyethylene cetyl ether), steareth (polyoxyethylene stearyl ether), behenez (polyoxyethylene) Nbehenyl ethers), isosteares (polyoxyethylene isostearyl ethers), octyldecesses (polyoxyethylene octyldodecyl ethers) and other polyoxyethylene alkyl ethers with various polyoxyethylene addition numbers; polyoxyethylene alkylphenyl ethers; Polyoxyethylene hydrogenated castor oil, polyoxyethylene castor oil, polyoxyethylene hydrogenated castor oil monoisostearate, polyoxyethylene hydrogenated castor oil triisostearate, polyoxyethylene hydrogenated castor oil monopyroglutamic acid monoisostearate diester, poly Castor oil such as oxyethylene hydrogenated castor oil maleic acid and hydrogenated castor oil derivatives; polyoxyethylene phytosterol; polyoxyethylene cholesterol; polyoxy Polyoxyethylene lanolin; polyoxyethylene reduced lanolin; polyoxyethylene polyoxypropylene cetyl ether, polyoxyethylene polyoxypropylene 2-decyltetradecyl ether, polyoxyethylene polyoxypropylene monobutyl ether, polyoxyethylene lanolin; Oxyethylene / polyoxypropylene hydrogenated lanolin, polyoxyethylene / polyoxypropylene alkyl ethers such as polyoxyethylene / polyoxypropylene glycerin ether; polyoxyethylene / polyoxypropylene glycol; (poly) such as PPG-9 diglyceryl Glycerin polyoxypropylene glycol; glyceryl stearate, glyceryl isostearate, glyceryl palmitate, myristate group Glyceryl fatty acid partial esters such as ceryl, glyceryl oleate, glyceryl coconut fatty acid, mono-cotton oil fatty acid glycerin, glyceryl monoerucate, glyceryl sesquioleate, α, α'-oleic acid pyroglutamic acid glycerin, monostearic acid glycerin malic acid; Polyglyceryl stearate-2, 3, 4, 5, 6, 8, 10, polyglyceryl distearate-6, 10, polyglyceryl tristearate, polyglyceryl decastearate-10, polyglyceryl isostearate -2, 3, 4, 5, 6, 8, 10, diglycostyl diisostearate (diglyceryl diisostearate), 3, 10, polyglyceryl-2 triisostearate, polyglyceryl tetraisostearate Ril-2, polyglyceryl-10 decaisostearate, polyglyceryl-2 oleate, 3,4, 5,6, 8,8, dioleate polyglyceryl-6, trioleate polyglyceryl-2, dekaoleic acid Polyglyceryl fatty acid esters such as polyglyceryl-10; ethylene glycol monofatty acid esters such as ethylene glycol monostearate; propylene glycol monofatty acid esters such as propylene glycol monostearate; pentaerythritol partial fatty acid esters; sorbitol partial fatty acid esters; maltitol moieties Fatty acid ester; maltitol ether; sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monos Sorbitan fatty acid esters such as allate, sorbitan sesquioleate, sorbitan trioleate, diglycerol sorbitan penta-2-ethylhexylate, diglycerol sorbitan tetra-2-ethylhexylate; sucrose fatty acid ester, methyl glucoside fatty acid ester, trehalose undecylenate, etc. Partial derivatives of sugar derivatives; alkyl glucosides such as caprylyl glucoside; alkyl polyglycosides; lanolin alcohols; reduced lanolin; polyoxyethylene distearate, polyethylene glycol diisostearate, polyoxyethylene monooleate, polyoxyethylene di- Polyoxyethylene fatty acid mono- and diesters such as oleate; polyoxyethylene propylene glycol fatty acid ester; polyoxyethylene Polyoxyethylene glycerin fatty acid esters such as polyoxyethylene monooleate such as polyglycerin monostearate, polyoxyethylene glycerin monoisostearate, polyoxyethylene glycerin triisostearate; polyoxyethylene sorbitan monooleate, polyoxy Polyoxyethylene sorbitan fatty acid esters such as ethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan tetraoleate; polyoxyethylene sorbitol monolaurate, polyoxyethylene sorbitol monooleate, polyoxyethylene sorbitol penta Polyoxyethylene sorbitol fatty acid esters such as oleate and polyoxyethylene sorbitol monostearate Polyoxyethylene methyl glucoside fatty acid ester; Polyoxyethylene alkyl ether fatty acid ester; Polyoxyethylene animal and vegetable oils such as polyoxyethylene sorbitol beeswax; Alkyl such as isostearyl glyceryl ether, chimyl alcohol, ceralkyl alcohol, batyl alcohol Glyceryl ethers; polyhydric alcohol alkyl ethers; polyoxyethylene alkylamines; tetrapolyoxyethylene / tetrapolyoxypropylene-ethylenediamine condensates; natural surfactants such as saponins and sophorolipids; polyoxyethylene fatty acid amides; coconut oil Fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (laura) De-MEA), lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid monoethanolamide (partamide MEA), palmitic acid diethanolamide (partamide DEA), palm oil fatty acid methylethanolamide (cocamidomethyl) Fatty acid alkanolamides such as MEA); alkyldimethylamine oxides such as lauramine oxide, cocamamine oxide, stearamine oxide, and behenamine oxide; alkylethoxydimethylamine oxide; polyoxyethylene alkyl mercaptan; poly such as dimethicone copolyol Silicone such as ether-modified silicone, polysiloxane-oxyalkylene copolymer, polyglycerin-modified silicone, sugar-modified silicone Nonionic surfactants, etc .; for cationic surfactants, alkyltrimethylammonium chlorides such as behentrimonium chloride, steartrimonium chloride, cetrimonium chloride, lauryltrimonium chloride; alkyls such as stearyltrimonium bromide Trialkylammonium bromide; dialkyldimethylammonium chloride such as distearyldimonium chloride and dicocodimonium chloride; fatty acid amidoamines and salts thereof such as stearamidepropyldimethylamine and stearamideethyldiethylamine; alkyl ether amines such as stearoxypropyldimethylamine; Salt or quaternary salt thereof; ethyl sulfate long chain branched fatty acid (12-31) aminopropylethyldimethylammonium, ethyl lanolin sulfate Fatty acid amide-type quaternary ammonium salts such as aminopropylethyldimethylammonium fatty acid; polyoxyethylene alkylamine and its salts or quaternary salts; alkylamine salts; fatty acid amidoguanidinium salts; alkyl etheraminemonium salts; Benzalkonium salt; Pyridinium salt such as cetylpyridinium chloride; Imidazolinium salt; Alkylisoquinolinium salt; Dialkyl morpholinium salt; Polyamine fatty acid derivatives; Aminopropyl dimethicone and amodimethicone Silicone-based cationic surfactants such as amino-modified silicone, cation-modified silicone, cation-modified and polyether-modified silicone, amino-modified and polyether-modified silicone;
In amphoteric surfactants, N-alkyl-N, N-dimethylamino acid betaines such as lauryl betaine (lauryldimethylaminoacetic acid betaine); fatty acid amide alkyl-N, N-dimethylamino acids such as cocamidopropyl betaine and lauramidopropyl betaine Betaines; imidazoline-type betaines such as sodium cocoamphoacetate and sodium lauroamphoacetate; alkylsulfobetaines such as alkyldimethyltaurine; sulfate-type betaines such as alkyldimethylaminoethanol sulfate; phosphate-type betaines such as alkyldimethylaminoethanol phosphate; Sphingophospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, sphingomyelin, lysolecithin, hydrogenated soybean phospholipid, partially hydrogenated Phospholipids such as soybean phospholipid, hydrogenated egg yolk phospholipid, partially hydrogenated egg yolk phospholipid, and hydroxylated lecithin; silicone-based amphoteric surfactants; polymer surfactants such as polyvinyl alcohol, sodium alginate, starch derivatives, Preferred are tragacanth gum, acrylic acid / alkyl methacrylate copolymer; and various silicone surfactants.

  Polymers, thickeners and gelling agents include guar gum, locust bean gum, queens seed, carrageenan, galactan, arabic gum, tara gum, tamarind, far selelain, karaya gum, troarooi, cara gum, tragacanth gum, pectin, pectic acid and sodium Salt such as salt, salt such as alginic acid and sodium salt, mannan; starch such as rice, corn, potato, wheat; xanthan gum, dextran, succinoglucan, curdlan, hyaluronic acid and its salt, xanthan gum, pullulan, gellan gum, chitin , Chitosan, agar, gypsum extract, chondroitin sulfate, casein, collagen, gelatin, albumin; methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropi Cellulose, carboxymethylcellulose and its salts such as sodium, methylhydroxypropylcellulose, sodium cellulose sulfate, cellulose dialkyldimethylammonium sulfate, crystalline cellulose, cellulose powder such as cellulose powder; soluble starch, carboxymethyl starch, methylhydroxypropyl starch, Starch-based polymers such as methyl starch, starch derivatives such as hydroxypropyltrimonium chloride, octenyl succinate corn starch and aluminum; alginic acid derivatives such as sodium alginate and propylene glycol alginate; polyvinylpyridone (PVP), polyvinyl alcohol (PVA), Vinyl pydridone-vinyl alcohol copolymer, polyvinyl methyl ether Polyethylene glycol, polypropylene glycol, polyoxyethylene / polyoxypropylene copolymer; amphoteric methacrylic acid such as (methacryloyloxyethylcarboxybetaine / alkyl methacrylate) copolymer, (acrylates / stearyl acrylate / ethylamine methacrylate oxide) copolymer, etc. Ester copolymer; (Dimethicone / vinyl dimethicone) crosspolymer, (alkyl acrylate / diacetone acrylamide) copolymer, (alkyl acrylate / diacetone acrylamide) copolymer AMP; Polyvinyl acetate partial saponification product, maleic acid copolymer; Vinylpyrrolidone / dialkylaminoalkyl methacrylate copolymer; acrylic resin alkanolamine; polyester, water-dispersible polyester; Kurylamide; Polyacrylic acid ester copolymer such as polyethyl acrylate, carboxyvinyl polymer, polyacrylic acid and its sodium salt, acrylic acid / methacrylic acid ester copolymer; acrylic acid / alkyl methacrylate Polymer: Cationized cellulose such as polyquaternium-10, diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-7, acrylic acid / diallyldimethylammonium chloride copolymer such as polyquaternium-22, and acrylic acid such as polyquaternium-39・ Diallyldimethylammonium chloride / acrylamide copolymer, acrylic acid / cationized methacrylic acid ester copolymer, acrylic acid / cationized methacrylic acid amide copolymer, polyquaternium Acrylic acid / methyl acrylate / methacrylamidopropyltrimethylammonium chloride copolymer such as 47, methacrylic acid choline ester polymer; cationized polysaccharides such as cationized oligosaccharide, cationized dextran, guar hydroxypropyltrimonium chloride; Polyethyleneimine; Cationic polymer; Polymer of 2-methacryloyloxyethyl phosphorylcholine such as polyquaternium-51 and copolymer with butyl methacrylate copolymer; Acrylic resin emulsion, polyethyl acrylate emulsion, polyacrylalkyl ester emulsion, Polymer emulsions such as polyvinyl acetate resin emulsion, natural rubber latex, synthetic latex; nitrocellulose; polyurethanes and various copolymers; various silicones Various silicone-based copolymers such as acrylic-silicone graft copolymers; various fluoropolymers; 12-hydroxystearic acid and its salts; dextrin fatty acid esters such as dextrin palmitate and dextrin myristate; silicic anhydride, Smoke-like silica (ultrafine silicic anhydride), aluminum magnesium silicate, magnesium magnesium silicate, metal soap, dialkyl phosphate metal salt, bentonite, hectorite, organically modified clay mineral, sucrose fatty acid ester, fructooligosaccharide fatty acid ester It is mentioned as preferable.

  Solvents and propellants include ethanol, 2-propanol (isopropyl alcohol), butanol, isobutyl alcohol and other lower alcohols; propylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, isopentyl diol and other glycols Diethylene glycol monoethyl ether (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, triethylene glycol monoethyl ether, diethylene glycol diethyl ether, diethylene glycol dibutyl ether, propylene glycol monoethyl ether, dipropylene glycol monoethyl ether Glycol ethers such as ethylene glycol monoethyl ether Glycol ether esters such as acetate, diethylene glycol monoethyl ether acetate, propylene glycol monoethyl ether acetate; Glycol esters such as diethoxyethyl succinate, ethylene glycol disuccinate; benzyl alcohol, benzyloxyethanol, propylene carbonate, dialkyl carbonate , Acetone, ethyl acetate, N-methylpyrrolidone; toluene; fluorocarbon, next-generation flon; propellants such as LPG, dimethyl ether, carbon dioxide, and the like are preferable.

  Antioxidants include tocopherol derivatives such as tocopherol (vitamin E) and tocopherol acetate; BHT, BHA; gallic acid derivatives such as propyl gallate; vitamin C (ascorbic acid) and / or derivatives thereof; erythorbic acid and derivatives thereof; Preferred are sulfites such as sodium sulfite; bisulfites such as sodium bisulfite; thiosulfates such as sodium thiosulfate; metabisulfites; thiotaurine, hypotaurine; thioglycerol, thiourea, thioglycolic acid, cysteine hydrochloride As mentioned. Preferred examples of the reducing agent include thioglycolic acid, cysteine, cysteamine and the like. Preferred examples of the oxidizing agent include aqueous hydrogen peroxide, ammonium persulfate, sodium bromate, and percarbonate.

  Antibacterial agents or antiseptics include parabens (hydroxybenzoic acid esters) such as methylparaben, ethylparaben, propylparaben and butylparaben; phenoxyethanol; 1,2-pentanediol, 1,2-hexanediol, 1,2-octane 1,2-alkanediols such as diol; alkyl glyceryl ethers such as 2-ethylhexyl glyceryl ether (ethylhexyl glycerin); salicylic acid; sodium benzoate; isothiazoline derivatives such as methyl chloroisothiazolinone and methylisothiazolinone; Dehydroacetic acid and its salts; phenols; halogenated bisphenols such as triclosan, acid amides, quaternary ammonium salts; trichlorocarbanide, zinc pyrithione, benzoyl chloride Luconium, benzethonium chloride, sorbic acid, chlorhexidine, chlorhexidine gluconate, halocarban, hexachlorophene, hinokitiol; other phenols such as phenol, isopropylphenol, cresol, thymol, parachlorophenol, phenylphenol, sodium phenylphenol; phenylethyl alcohol , Photosensitizers, antibacterial zeolite, and silver ion are preferable, but when used as an antibacterial agent or antiseptic agent for antiseptic purposes, phenoxyethanol; 1 from the viewpoint of safety of cosmetics or skin external preparations; 1,2-alkanediols such as 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol; alkyl glyceres such as 2-ethylhexyl glyceryl ether It is more preferred to use ethers.

  Examples of chelating agents include edetate (ethylenediaminetetraacetate) such as EDTA, EDTA2Na, EDTA3Na, and EDTA4Na; hydroxyethylethylenediaminetriacetate such as HEDTA3Na; pentetate (diethylenetriaminepentaacetate); phytic acid; Phosphonic acid and its sodium salt; sodium oxalate; polypolyamino acids such as polyaspartic acid and polyglutamic acid; sodium polyphosphate, sodium metaphosphate, phosphoric acid; sodium citrate, citric acid, alanine, dihydroxyethylglycine Gluconic acid, ascorbic acid, succinic acid, and tartaric acid are preferable. pH adjusters / acids / alkalis include citric acid, sodium citrate, lactic acid, sodium lactate, glycolic acid, succinic acid, acetic acid, sodium acetate, malic acid, tartaric acid, fumaric acid, phosphoric acid, hydrochloric acid, sulfuric acid, monoethanol Amine, diethanolamine, triethanolamine, isopropanolamine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, arginine, hydroxylation Sodium, potassium hydroxide, aqueous ammonia, guanidine carbonate, and ammonium carbonate are preferable.

  Examples of powders include mica, talc, kaolin, sericite, montmorillonite, kaolinite, mica, muscovite, phlogopite, synthetic mica, red mica, biotite, permiculite, magnesium carbonate, calcium carbonate, aluminum silicate, silica Barium acid, calcium silicate, magnesium silicate, strontium silicate, metal tungstate, magnesium, zeolite, barium sulfate, calcined calcium sulfate, calcium phosphate, fluorine apatite, hydroxyapatite, ceramic powder, bentonite, smectite, clay, mud, Metal soap (e.g. zinc myristate, calcium palmitate, aluminum stearate), calcium carbonate, bengara, yellow iron oxide, black iron oxide, ultramarine, bitumen, carbon black, titanium oxide, fine particles and ultrafine Titanium oxide, zinc oxide, fine and ultrafine zinc oxide, alumina, silica, fumed silica (ultrafine silica), titanium mica, fish scale foil, boron nitride, photochromic pigment, synthetic fluorophlogopite, fine particle composite powder Body, gold, aluminum, etc., various sizes and shapes of inorganic powders, and these are treated with various surface treatment agents such as hydrogen silicone, cyclic hydrogen silicone, or other silane or titanium coupling agents Inorganic powders such as hydrophobized or hydrophilized powders; starch, cellulose, nylon powder, polyethylene powder, polymethyl methacrylate powder, polystyrene powder, copolymer resin powder of styrene and acrylic acid, polyester powder, Benzoguanamine resin powder, polyethylene terephthalate, polymethyl Organic powders and surface-treated powders of various sizes and shapes, such as methacrylate powder, polyethylene terephthalate / aluminum / epoxy powder, urethane powder, silicone powder, Teflon (registered trademark) powder, organic-inorganic composite powder Is preferable. Inorganic salts include sodium chloride-containing salts such as salt, common salt, rock salt, sea salt, natural salt; potassium chloride, aluminum chloride, calcium chloride, magnesium chloride, bittern, zinc chloride, ammonium chloride; sodium sulfate, aluminum sulfate, Aluminum sulfate / potassium sulfate (alum), aluminum sulfate / ammonium sulfate, barium sulfate, calcium sulfate, potassium sulfate, magnesium sulfate, zinc sulfate, iron sulfate, copper sulfate; sodium phosphates such as 1Na, 2Na and 3Na phosphates, phosphoric acid Potassium, calcium phosphates and magnesium phosphates are preferred.

Examples of ultraviolet absorbers include paraaminobenzoic acid, paraaminobenzoic acid monoglycerin ester, N, N-dipropoxyparaaminobenzoic acid ethyl ester, N, N-diethoxyparaaminobenzoic acid ethyl ester, and N, N-dimethylparaaminobenzoic acid ethyl ester. Benzoic acid-based ultraviolet absorbers such as esters, N, N-dimethylparaaminobenzoic acid butyl ester, N, N-dimethylparaaminobenzoic acid ethyl ester; Anthranilic acid-based ultraviolet absorbers such as homomenthyl-N-acetylanthranilate; Salicylic acid And salicylic acid-based purple such as sodium salt, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanol phenyl salicylate Line absorber: Octyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p- Methoxycinnamate, isopropyl-p-methoxycinnamate, isoamyl-p-methoxycinnamate, 2-ethylhexyl p-methoxycinnamate (octyl paramethoxycinnamate), 2-ethoxyethyl-p-methoxycinnamate (sinoxate), Cyclohexyl-p-methoxycinnamate, ethyl-α-cyano-β-phenylcinnamate, 2-ethylhexyl α-cyano-β-phenylcinnamate (octocrine), glyceryl mono-2-ethylhexanoyl-diparamethoxy Nameto, cinnamic acid UV absorbers such as ferulic acid and its derivatives; 2,4-dihydroxybenzophenone, 2,2'-
Dihydroxy-4-methoxybenzophenone, 2,2′-dihydroxy-4,4′-dimethoxybenzophenone, 2,2 ′, 4,4′-tetrahydroxybenzophenone, 2-hydroxy-4-
Methoxybenzophenone (oxybenzone-3), 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenyl -Benzophenone ultraviolet absorbers such as benzophenone-2-carboxylate, 2-hydroxy-4-n-octoxybenzophenone, 4-hydroxy-3-carboxybenzophenone; 3- (4'-methylbenzylidene) -d, l- Camphor, 3-benzylidene-d, l-camphor; 2-phenyl-5-methylbenzoxazole; 2,2'-hydroxy-5-methylphenylbenzotriazole; 2- (2'-hydroxy-5'-t- Octylphenyl) benzotriazole; 2- (2′-H Dioxy-5'-methylphenylbenzotriazole;dibenzalazine;dianisoylmethane; 5- (3,3-dimethyl-2-norbornylidene) -3-pentan-2-one; di- such as 4-t-butylmethoxydibenzoylmethane Benzoylmethane derivatives; octyl triazone; urocanic acid derivatives such as urocanic acid and ethyl urocanate; 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, 1- (3,4-dimethoxyphenyl) -4, Hydantoin derivatives such as 4-dimethyl-1,3-pentanedione, dimethoxybenzylidenedioxoimidazolidinepropionate 2-ethylhexyl, phenylbenzimidazolazole sulfonic acid, terephthalylidene dicamphulsulfonic acid, drometrizol trisiloxane, anthranyl Methyl, rutin and its derivatives, oryzanol and derivatives thereof as preferred.

  Examples of whitening agents include hydroquinone glycosides such as arbutin and α-arbutin and esters thereof; ascorbic acid phosphate salts such as ascorbic acid, sodium ascorbate phosphate and magnesium ascorbate phosphate, ascorbic acid Ascorbic acid fatty acid esters such as tetraisopalmitic acid ester, ascorbic acid alkyl ethers such as ascorbic acid ethyl ether, ascorbic acid glucosides such as ascorbic acid-2-glucoside and fatty acid esters thereof, ascorbic acid sulfate ester, tocopheryl ascorbyl phosphate Ascorbic acid derivatives such as kojic acid, ellagic acid, tranexamic acid and its derivatives, ferulic acid and its derivatives, placenta extract, glutathione, oryzanol, butylreso Shinoru, oil-soluble Kamomiraekisu, oil-soluble licorice extract, Nishikawa willow extract, be mentioned as saxifrage extract, and the like plant extracts are preferred.

  Vitamins and their derivatives include vitamin A such as retinol, retinol acetate, retinol palmitate; thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, pyridoxine dioctanoate, pyridoxine dipalmitate, Flavin adenine dinucleotide, cyanocobalamin, folic acid, nicotinic acid such as nicotinic acid amide / benzyl nicotinate, vitamin B group such as choline; vitamin C such as ascorbic acid and its sodium salt; vitamin D; α, Vitamin Es such as β, γ, δ-tocopherol; other vitamins such as pantothenic acid and biotin; ascorbic acid phosphates such as ascorbic acid phosphate sodium salt and ascorbic acid phosphate magnesium salt; Ascorbic acid fatty acid esters such as corobic acid tetraisopalmitic acid ester, ascorbyl stearate, ascorbyl palmitate and ascorbyl dipalmitate, ascorbic acid alkyl ethers such as ascorbic acid ethyl ether, ascorbic acid glucosides such as ascorbic acid-2-glucoside and Ascorbic acid derivatives such as fatty acid esters and tocopheryl phosphate ascorbyl; vitamin derivatives such as tocopherol nicotinate, tocopherol acetate, tocopherol acetate, tocopherol linoleate, tocopherol phosphate, tocopherol phosphate etc., tocotrienol, and other various vitamin derivatives Is preferable.

  Anti-inflammatory and anti-inflammatory agents include glycyrrhizic acid and its derivatives, glycyrrhetinic acid derivatives, salicylic acid derivatives, hinokitiol, guaiazulene, allantoin, indomethacin, zinc oxide, hydrocortisone acetate, prednisone, diphedramine hydrochloride, chlorpheniramine maleate; peach leaf extract A plant extract such as a koji leaf extract is preferable. Plant growth and tinctures such as assembly extract, red pepper tincture, ginger tincture, ginger extract, cantalis tincture; capsaicin, nonyl acid valenylamide, gingeron, ictamol, tannic acid Borneol, cyclandelate, cinnarizine, trazoline, acetylcholine, verapamil, cephalanthin, γ-oryzanol, cephalanthin, vitamin E and nicotinic acid tocopherol / acetic acid tocopherol, derivatives, γ-oryzanol, nicotinic acid, nicotinic acid amide, nicotinic acid benzyl Derivatives such as ester, inositol hexanicotinate, nicotine alcohol, allantoin, photosensitizer 301, photosensitizer 401, capronium chloride, pentadecanoic acid monoglyceride, Preferable examples include flavonol derivatives, stigmasterol or stigmasteranol, its glycosides, and minoxidil. Preferred hormones include estradiol, estrone, ethinyl estradiol, cortisone, hydrocortisone, prednisone and the like. Other remedies such as anti-wrinkle agents, anti-aging agents, squeeze agents, cooling sensations, warming sensation agents, wound healing promoters, irritation relievers, analgesics, cell activators include retinols, retinoic acids, retinoin Acid tocopheryl; derivatives such as lactic acid, glycolic acid, gluconic acid, fruit acid, salicylic acid and glycosides / esterified products thereof, α- or such as hydroxycapric acid, long chain α-hydroxy fatty acid, long chain α-hydroxy fatty acid cholesteryl β-hydroxy acids and derivatives thereof; γ-aminobutyric acid, γ-amino-β-hydroxybutyric acid; carnitine; carnosine; creatine; ceramides, sphingosines; caffeine, xanthine and the like; and coenzyme Q10, carotene, lycopene , Astaxanthin, lutein, α-lipoic acid, platinum nanocolloid, fullerenes, etc. Antioxidant / active oxygen scavengers; catechins; flavones such as quercetin; isoflavones; gallic acid and ester sugar derivatives; polyphenols such as tannin, sesamin, protoanthocyanidin, chlorogenic acid, apple polyphenol; rutin and glycosides, etc. Derivatives of hesperidin and glycosides; lignan glycosides; licorice extract-related substances such as grabrizine, glabrene, liquiritin, and isoliquiritin; lactoferrin; shogaol, gingerol; fragrance substances such as menthol, camphor, cedrol, and derivatives thereof Preferred examples include capsaicin, vanillin and the like and derivatives; insect repellents such as diethyltoluamide; and complexes of physiologically active substances and cyclodextrins.

  Plant / animal / microbe extracts include iris extract, ashitaba extract, asunalo extract, asparagus extract, avocado extract, achacha extract, almond extract, altea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo biloba extract , Incheon extract, Fennel extract, Turmeric extract, Oolong tea extract, Peony extract, Ages extract, Echinacea leaf extract, Enmeo extract, Ogon extract, Oat extract, Auren extract, Barley extract, Panax ginseng extract, Hypericum extract, Odori extract , Dutch mustard extract, orange extract, dried sea water, seaweed extract, oyster leaf extract, oyster extract, hydrolyzed elastin, hydrolyzed wheat powder, hydrolysis Luc, Cascon extract, Chamomile extract, Oil-soluble chamomile extract, Carrot extract, Kawara mugi extract, Oat extract, Calcade extract, Licorice extract, Oil-soluble Licorice extract, Kiwi extract, Kiou extract, Cyprid extract, Quina extract, Cucumber extract, Kiri leaf extract, Guanosine, guava extract, cucumber extract, gardenia extract, kumazasa extract, clara extract, walnut extract, chestnut extract, grapefruit extract, clematis extract, black rice extract, brown sugar extract, black vinegar, chlorella extract, mulberry extract, gentian extract, Gentian pepper extract, tea Extract, yeast extract, kokuboku extract, coffee extract, burdock extract, rice extract, rice fermented extract, rice bran fermented extract, rice germ oil, comfrey extract, Lagen, Cowberry extract, Saishin extract, Psycho extract, Saitai extract, Saffron extract, Salvia extract, Salmon extract, Sasa extract, Hawthorn extract, Sansha extract, Salamander extract, Shiitake extract, Giant extract, Shikon extract, Perilla extract, Linden extract, Shimosukeso Extract, jatoba extract, peonies extract, ginger cucumber extract, ginger root extract, white birch extract, white jellyfish extract, horsetail extract, stevia extract, stevia fermented product, west river willow extract, horse chestnut extract, hawthorn extract, elderberry extract, yarrow extract , Mint extract, sage extract, mallow extract, nematode extract, essence extract, Sakuhakuhi extract, Diou extract, Dai Extract, peanut extract, thyme extract, dandelion extract, lichen extract, tea extract, clove extract, chigaya extract, chimpi extract, tea tree oil, tea tea extract, red pepper extract, red snapper extract, red snapper extract, red spruce extract, red spruce extract, tomato Extract, natto extract, carrot extract, garlic extract, wild rose extract, hibiscus extract, bacmond extract, lotus extract, parsley extract, birch extract, honey, hamamelis extract, parietalia extract, hyacinth extract, bisabolol, cypress extract, bifidobacteria extract, Loquat extract, dandelion extract, burdock extract, bukkuri extract, butcher bloom extract, grape extract, grape seed extract, propolis, loofah extract, Safflower extract, peppermint extract, body extract, button extract, hop extract, squid extract, pine extract, maroonnier extract, mizubasho extract, mukuroji extract, melissa extract, mozuku extract, peach extract, cornflower extract, eucalyptus extract, yukinoshita extract, yuzu extract, lily extract, Yokuinin extract, mugwort extract, lavender extract, green tea extract, eggshell membrane extract, apple extract, rooibos tea extract, litchi extract, lettuce extract, lemon extract, forsythia extract, forsythia extract, rose extract, rosemary extract, roman chamomile extract, royal jelly Extracts such as an extract and a bitumen extract are preferred.

  Examples of the antipruritic agent include diphenhydramine hydrochloride, chlorpheniramine maleate, camphor, substance-P inhibitor, and the like. Examples of the exfoliating / dissolving agent include salicylic acid, sulfur, resorcin, selenium sulfide, pyridoxine 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 astringent include citric acid, tartaric acid, lactic acid, aluminum sulfate / potassium sulfate, and tannic acid. Examples of enzymes include superoxide dismutase, catalase, lysozyme chloride, lipase, papain, pancreatin, protease, and the like. Preferred nucleic acids include ribonucleic acid and salts thereof, deoxyribonucleic acid and salts thereof, and adenosine triphosphate disodium.

  As perfumes, acetyl cedrene, amylcinnamaldehyde, allyl amyl glycolate, β-ionone, iso-Esuper, isobutyl quinoline, Iris oil, Iron, indole, ylang ylang oil, undecanal, undecenal, γ-undecalactone, Estragole, eugenol, oak moss, opoponax resinoid, orange oil, eugenol, auranthiol, galac solid, carvacrol, L-carvone, camphor, cannon, carrot seed oil, clove oil, methyl cinnamate, geraniol, geranyl nitrile , Isobornyl acetate, geranyl acetate, dimethylbenzyl carvinyl acetate, styrylyl acetate, cedolyl acetate, terpinel acetate, pt-butylcyclohexyl acetate, vetiberyl acetate, benzyl acetate, vinegar Linalyl, isopentyl salicylate, benzyl salicylate, sandalwood oil, santalol, cyclamenaldehyde, cyclopentadecanolide, methyl dihydrojasmonate, dihydromilsenol, jasmine absolute, jasmine lactone, cis-jasmon, citral, citronenol, citronellal, Cinnamon bark oil, 1,8-cineole, cinnamaldehyde, stylax resinoid, cedarwood oil, cedrene, cedrol, celery seed oil, thyme oil, damascon, damassenone, thymol, tuberose absolute, decanal, decalactone, terpineol, γ-terpinene, Tripral, Nellore, Nonanal, 2,6-Nonadienol, Nonalactone, Patchouli alcohol, Vanilla absolute , Vanillin, basil oil, patchouli oil, hydroxycitronellal, α-pinene, piperitone, phenethyl alcohol, phenylacetaldehyde, petitglen oil, hexylcinnamaldehyde, cis-3-hexenol, peruvian valsum, vetiver oil, vetiverol, peppermint oil, Pepper oil, heliotropin, bergamot oil, benzyl benzoate, borneol, milresinoid, musk ketone, methylnonylacetaldehyde, γ-methylyonone, menthol, L-menthol, L-menthol, eucalyptus oil, β-yonone, lime oil, lavender oil, Synthetic and natural fragrances such as D-limonene, linalool, rilal, rireal, lemon oil, rose absolute, rose oxide, rose oil, rosemary oil, various essential oils, and various blended fragrances It is mentioned as preferred.

As pigments / colorants / dyes / pigments, brown 201, black 401, purple 201, purple 401, blue 1, blue 2, blue 201, blue 202, blue 203, blue 204 , Blue 205, Blue 403, Blue 404, Green 201, Green 202, Green 204, Green 205, Green 3, Green 401, Green 402, Red 102, Red 104-1 , Red 105-1, Red 106, Red 2, Red 201, Red 202, Red 203, Red 204, Red 205, Red 206, Red 207, Red 208, Red 213 Red 214, Red 215, Red 218, Red 219, Red 220, Red 221, Red 223, Red 225, Red 226, Red 227, Red 228, Red 230 No. 1, Red 230-2, Red 231, Red 232, Red 3, Red 401, Red 404, Red 405, Red 501, Red 502, Red 503, Red 504, Red 505, red 506, orange 201, orange 203, orange 204, orange 205, orange 206, orange 207, orange 401, orange 402, orange 403, yellow 201, yellow 202- No. 1, yellow 202-2, yellow 203, yellow 204, yellow 205, yellow 4, yellow 401, yellow 402, yellow 403-1, yellow 404, yellow 405, yellow 406 Legal dyes such as Yellow No. 407 and Yellow No. 5; Other acidic dyes such as Acid Red 14; Arianor Sienna Brown, Arianor Madder Red, Arianor
Basic dyes such as Steel Blue and Arianor Straw Yellow; HC Yellow 2, HC Yellow 5, HC Red 3, 4-hydoxypropylamino-3-nitrophenol, N, N'-bis (2-hydroxyethyl) -2-nitro-p-
Nitro dyes such as phenylenediamine, HC Blue 2 and Basic Blue 26; disperse dyes; inorganic white pigments such as titanium dioxide and zinc oxide; inorganic red pigments such as iron oxide (Bengara) and iron titanate; and γ-iron oxide Inorganic brown pigments; inorganic yellow pigments such as yellow iron oxide and ocher; inorganic black pigments such as black iron oxide and low-order titanium oxide; inorganic purple pigments such as mango violet and cobalt violet; chromium oxide and chromium hydroxide Inorganic green pigments such as cobalt titanate; inorganic blue pigments such as ultramarine and bitumen; titanium oxide coated mica, titanium oxide coated bismuth oxychloride, titanium oxide coated talc, colored titanium oxide coated mica, bismuth oxychloride, fish scale foil Pearl powder such as aluminum powder, copper powder, metal powder pigment such as gold; surface treatment inorganic and metal powder pigment; red 01, Red 202, Red 204, Red 205, Red 220, Red 226, Red 228, Red 405, Orange 203, Orange 204, Yellow 205, Yellow 401, Blue 404 Red No. 3, Red No. 104, Red No. 106, Red No. 227, Red No. 230, Red No. 401, Red No. 505, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Green No. 3, Blue No. 1 organic pigments such as zirconium, barium or aluminum lakes; Surface treatment organic pigments; Naphthoquinones such as chlorophyll, curcumin, cochineal, shikonin, bixin, flavo Natural pigments and dyes such as amines, betacyanidine, henna, hemoglobin, lycopene, riboflavin, rutin; p-phenylenediamine, toluene-2,5-diamine, o-, m-, or p-aminophenol, m-phenylene Oxidative dye intermediates and couplers such as diamine, 5-amino-2-methylphenol, resorcin, 1-naphthol, 2,6-diaminopyridine and their salts; auto-oxidizing dyes such as indoline; Can be mentioned.

  Preferred examples of water include normal water, purified water, hard water, soft water, natural water, deep sea water, electrolytic alkaline ionized water, electrolytic acidic ionized water, ionic water, and clustered water.

  In addition to these, cosmetic raw material standards, blending ingredient standard by cosmetic varieties, Japan Cosmetic Industry Association ingredient display name list, INCI dictionary (The International Cosmetic Ingredient Dictionary and Handbook), quasi-drug raw material standards, Japanese pharmacopoeia, pharmaceutical additives Ingredients listed in standards, official food additives, etc., and Japanese and foreign patent publications and patent publications (including publications and republications) in which the international patent classification IPC belongs to the classification of A61K7 and A61K8 It is possible to contain known cosmetic ingredients, pharmaceutical ingredients, food ingredients, etc., such as the ingredients described, in known combinations, blending ratios and blending amounts.

  Examples of the cosmetics containing the ceramide derivative of the present invention include skin external preparations such as hair cosmetics, basic cosmetics, makeup cosmetics, aromatic cosmetics, body cosmetics, and ointments. The cosmetic of the present invention can be produced according to a usual method.

  The types of cosmetics containing the ceramide derivative of the present invention will be described in more detail. Examples of hair cosmetics include oil shampoos, cream shampoos, conditioning shampoos, dandruff shampoos, hair color shampoos, and rinse-integrated shampoos. Shampoo; rinse, treatment, hair pack, hair foam, hair mousse, hair spray, hair mist, hair wax, hair gel, water grease, set lotion, color lotion, hair tonic, hair liquid, pomade, tic, hair cream, hair blow, split ends Coat, hair oil, permanent wave agent, straight permanent agent, oxidation hair dye, hair bleach, hair color pretreatment, hair color after treatment, permanent pretreatment, Over Ma after treatments, hair manicure, and as hair growth agents are preferred.

  Basic cosmetics include soft lotion, astringent lotion, cleansing lotion, multi-layer lotion, etc .; emollient lotion, moisture lotion, milky lotion, nourishing lotion, nourishing milk, skin moisture, moisturizer -Emulsions such as emulsion, massage lotion, cleansing lotion, protect emulsion, sun protect, sun protector, UV care milk, sunscreen, makeup lotion, horny smoother, elbow lotion, hand lotion, body lotion; emollient cream, nutritional cream, nari Thing cream, burnishing cream, moisture cream, night cream, massage cream, cleansing cream, makeup cream, base cream Cream, sun makeup cream, suntan cream, hair removal cream, deodorant cream, shaving cream, keratin softening cream, etc .; gel such as moisture gel; essence such as moisturizing essence, whitening essence, UV protection essence; liposome Liposome cosmetics such as beauty essence and liposome lotion; Peel-off packs, powder packs, washing packs, oil packs, cleansing masks and other packs and masks; cleansing foams, cleansing creams, cleansing milks, cleansing lotions, cleansing gels, cleansing oils , Cleansing mask, washing powder, face washing powder, etc .; cosmetic soap, transparent soap, medicated soap, liquid soap, shaving soap, synthetic cosmetic soap Soap can be mentioned as preferred.

  Examples of makeup cosmetics that may be preferably used include white powder, dusts, foundations, lipsticks, lip gloss, blushers, eyeliner, mascara, eye shadow, eyebrow, eyebrow, nail enamel, enamel remover, and nail treatment.

  Preferred examples of the aromatic cosmetics include perfume, perfume, parfum, eau de parfum, eau de toilette, eau de cologne, perfumes, fragrance powder, perfume soap, body lotion and bath oil.

  Body cosmetics such as body shampoos; deodorant lotions, deodorant powders, deodorant sprays, deodorant sticks and other deodorant cosmetics; decoloring agents, hair removal / hair removal agents; bathing agents; insect repellents A repeller is preferred.

  Moreover, as a skin external preparation, it can be used with dosage forms, such as an ointment, a patch, a lotion agent, a liniment agent, and a liquid coating agent. It can also be used as an oral cosmetic such as toothpaste and mouthwash.

  The cosmetic dosage forms containing the ceramide derivative of the present invention include oil-in-water (O / W) type, water-in-oil (W / O) type, W / O / W type, O / W / O type and the like. Emulsified cosmetics, oily cosmetics, solid cosmetics, liquid cosmetics, kneaded cosmetics, stick cosmetics, volatile oil cosmetics, powder cosmetics, jelly cosmetics, gel cosmetics, pastes Preferable examples include dosage forms such as a cosmetic, an emulsified polymer cosmetic, a sheet cosmetic, a mist cosmetic, and a spray cosmetic.

  EXAMPLES Hereinafter, although this invention is demonstrated in detail using an Example, this invention is not limited to these Examples.

Synthesis Example 1 Synthesis of ceramide dilaurate 2 In a 300 mL reactor equipped with a stirrer, a thermometer, and a gas introduction tube, 20 g (0.0352 mol) of ceramide 2 (trade name TIC-001, manufactured by Takasago International Corporation), pyridine 6.41 g (0.0810 mol) and 92 g of toluene were charged, and 16.95 g (0.0775 mol) of lauric acid chloride was added dropwise at 60 ° C. in a nitrogen atmosphere and reacted for 6 hours. 50 g of water, 80 g of toluene, and 40 g of IPA were charged into the resulting reaction solution, and the target product was extracted into the toluene phase, deacidified with 5% sodium hydroxide solution, and then washed with water three times. The toluene phase was concentrated under reduced pressure to obtain 30 g of the desired compound as a solid. The obtained solid was a white solid having an acid value of 0.6 and a hydroxyl value of 0.4.
Infrared absorption spectrum (KBr method): 2913, 2849, 1736, 1640, 1533, 1468, 1190 cm ⁻¹

Synthesis Example 2 Synthesis of diisopalmitic acid ceramide 2 In a 200 mL reactor equipped with a stirrer, a thermometer and a gas introduction tube, 10 g (0.0176 mol) of ceramide 2 (trade name TIC-001, manufactured by Takasago International Corporation) Then, 3.90 g (0.0493 mol) of pyridine and 46 g of toluene were charged, and 12.58 g (0.0458 mol) of isopalmitic acid chloride was added dropwise at 60 ° C. in a nitrogen atmosphere and reacted for 6 hours. 25 g of water, 40 g of toluene, and 20 g of IPA were charged into the resulting reaction solution, and the target product was extracted into a toluene phase, deoxidized with 5% sodium hydroxide solution, and washed with water three times. The toluene phase was concentrated under reduced pressure to obtain 18 g of the desired compound as a solid. The obtained solid was a white solid having an acid value of 0.7 and a hydroxyl value of 0.5.
Infrared absorption spectrum (KBr method): 2913, 2849, 1722, 1650, 1531, 1470 cm ⁻¹

Melting | fusing point measurement About the compound of the synthesis example 1 and the synthesis example 2, the melting | fusing point was measured using the differential scanning calorimeter (The Shimadzu Corporation make, DSC-50). As a comparison, measurement was also performed for ceramide 2. The peak top temperature of the endothermic peak obtained by the measurement was taken as the melting point, and the results are shown in Table 1.

Solubility test About the compound of the synthesis example 1 and the synthesis example 2, the solubility to an oil agent was evaluated. Ceramide 2 was used as a comparison. Evaluation was performed as follows, and the results are shown in Table 2.

(Evaluation method)
0.05 g of each of the compound of Synthesis Example 1 and Synthesis Example 2 and Ceramide 2 was added to 100 g of liquid paraffin, glyceryl tri-2-ethylhexanoate, and cetyl 2-ethylhexanoate, and once heated to 80 ° C., then 20 ° C. The sample was cooled to 5 ° C. and stored at each temperature for 24 hours, and the presence or absence of insoluble matter was confirmed visually.

  From the results of Tables 1 and 2, the compounds of Synthesis Example 1 and Synthesis Example 2, which are ceramide derivatives used in the present invention, have a lower melting point than ceramide 2 and high solubility in various oils. Therefore, it can be easily blended into cosmetics.

Stability test The aqueous dispersion which mix | blended the compound of the synthesis example 1 and the synthesis example 2, and the ceramide 2 with the composition of Table 3 and Table 4 was produced. About the obtained aqueous dispersion, it stood still for 30 days at 25 degreeC and 40 degreeC, and the stability of the aqueous dispersion was evaluated visually. The results are shown in the lower part of Tables 3 and 4. From the results, the aqueous dispersion containing the ceramide 2 (aqueous dispersions 3 and 7) was precipitated during storage, whereas the aqueous dispersion containing the ceramide derivative of the present invention (the aqueous dispersions 1 and 2). No changes in appearance such as precipitation were observed in all of Nos. 5, 6, and). This indicates that the ceramide derivative of the present invention is excellent in stability during formulation.
(Method for preparing aqueous dispersion)
Part A was stirred and mixed at about 80 ° C. A part preliminarily heated to 80 ° C. was added to part B, and after stirring (8000 rpm, 30 minutes) using a homomixer, the mixture was cooled to room temperature.

Skin moisturizing ability evaluation Using the aqueous dispersion 1, the aqueous dispersion 2 and the aqueous dispersion 4 in Table 3, skin cosmetics of Examples 1, 2 and Comparative Example 1 having the compositions shown in Table 5 were prepared. The obtained skin cosmetic was subjected to a stratum corneum moisture recovery test to evaluate the skin moisturizing ability. The test method was performed as follows, and the results are shown in the lower part of Table 5.

(Test method)
The inner part of the forearm of 10 panelists was used as a test site, and after acclimatization for 30 minutes in a constant temperature and humidity chamber (room temperature 22 ° C., humidity 45%), using a stratum corneum moisture measuring device (SKICON-200 manufactured by IBS) The conductance of each test site (area 4 cm ² ) was measured in advance (initial value). Thereafter, the test site was treated with acetone / ether = 1: 1 solution to cause rough skin, and the skin cosmetic was applied to the rough skin site twice a day for 3 consecutive days, and then applied under the same conditions as the initial values. The conductance was measured. The results are shown as relative values when the initial conductance is 100.

  From the results shown in Table 5, the skin cosmetic containing the ceramide derivative of the present invention improved the moisture content of the skin before application, and the effect was very high compared to the unmixed product. Therefore, it turned out that the skin cosmetics which mix | blended the ceramide derivative of this invention have the outstanding moisturizing effect with respect to skin.

Hair damage recovery ability evaluation Using the aqueous dispersion 5, the aqueous dispersion 6 and the aqueous dispersion 8 shown in Table 4, hair cosmetics of Examples 3, 4 and Comparative Example 2 were prepared with the compositions shown in Table 6. About the obtained hair cosmetics, the hair breaking strength test was implemented and the hair damage recovery ability was evaluated. The test method was performed as follows, and the results are shown in the lower part of Table 6.

(Test method)
Healthy black hair was subjected to permanent treatment once with a commercially available permanent wave treating agent and twice with a commercially available two-component oxidative hair dye to produce 4 bundles of 50 damaged hair. The hair bundle was immersed in 30 g of the hair cosmetic composition of Example 3, Example 4 and Comparative Example 2, treated at 25 ° C. for 1 minute, then washed with 3% laureth sulfate Na solution and washed with water. After standing for 24 hours at room temperature of 25 ° C. and humidity of 45%, 20 hairs were collected, and the hair breaking strength was measured with a pulling tester (Rheometer / Fudo Kogyo Co., Ltd.). The results are shown as relative values when the hair strength of undamaged hair (normal hair) is taken as 100.

  From the results shown in Table 6, the hair cosmetic containing the ceramide derivative of the present invention recovered the hair breaking strength to almost the same level as that of healthy hair, and the effect was higher than that of the unblended product. Therefore, it turned out that the hair cosmetics which mix | blended the ceramide derivative of this invention have a high hair damage recovery effect.

Example 5 Emulsion An emulsion having the following formulation was prepared. This emulsion showed moderate viscosity, excellent usability, moisturizes the skin and prevents the skin from drying, and these effects last for a long time.

Component Blending amount (% by weight)
--------------------------------------
Part A Compound of Synthesis Example 1 0.10
Cetanol 1.00
Squalane 0.50
Soybean oil 0.50
Behenez-30 0.25
Diethylhexyl sebacate 0.50
Tocopherol 0.05
Part B stearoxyhydroxypropylmethylcellulose 0.40
Purified water 20.00
Part C HEDTA-3Na (hydroxyethylethylenediaminetriacetic acid) 0.01
Hyaluronic acid Na 0.03
Sorbitol 6.00
Succinic acid 0.03
Sodium succinate appropriate amount diglycerin 0.15
Ascorbyl ethyl 0.50
Phenoxyethanol 0.20
Methylparaben 0.15
Purified water Total amount of 100 --------------------------------------
(Preparation method)
Part A was heated to about 70 ° C. and dissolved uniformly. Part B was stirred to obtain a viscous liquid. Add part C heated to about 70 ° C. to part A, stir to emulsify, then cool and add part B at about 50 ° C., stir to dissolve uniformly, and pH 6.0 with Na succinate. did.

Example 6 Cream A cream having the following formulation was prepared. This cream has an appropriate viscosity, is excellent in feeling of use, moisturizes the skin and prevents the skin from drying, and these effects last for a long time.

Component Blending amount (% by weight)
--------------------------------------
Part A Compound of Synthesis Example 1 0.50
Batyl alcohol 2.00
Squalane 2.00
Glyceryl tri-2-ethylhexanoate 3.00
Stearic acid 1.00
Macadamia nut oil fatty acid phytosteryl 1.00
Natural vitamin E 0.05
Behenyl alcohol 2.00
Glyceryl stearate 1.00
Ethylparaben 0.15
Methyl polysiloxane 0.50
Polyoxyethylene cetyl ether 2.00
Phytocompo-PP (Nippon Seika) 0.50
Part B (Acryloyldimethyltaurate ammonium /
Methenic acid behenes-25) Cross polymer 0.20
Purified water 20.00
Part C Succinic acid 0.01
Sodium succinate appropriate amount 1,3-butylene glycol 0.15
Hydrolyzed collagen 0.20
Hydroxyethane diphosphonic acid solution 0.03
Concentrated glycerin 2.00
Methylparaben 0.10
Purified water Total amount of 100 --------------------------------------
(Preparation method)
Part A was heated to about 70 ° C. and dissolved uniformly. Part B was stirred to obtain a viscous liquid. Part C was heated to about 70 ° C. and dissolved uniformly. C part was added to A part, stirred and emulsified and then cooled. Part B was added at about 50 ° C. and stirred to dissolve uniformly, and the pH was adjusted to 6.0 with Na succinate.

Example 7 Emulsion An emulsion having the following formulation was prepared. This emulsion showed moderate viscosity, excellent usability, moisturizes the skin and prevents the skin from drying, and these effects last for a long time.

Component Blending amount (% by weight)
--------------------------------------
Part A Compound of Synthesis Example 2 0.15
Sorbitan stearate 0.50
PEG-10 stearate 0.50
Polysorbate 60 0.50
Cetyl ethylhexanoate 3.70
Cetanol 1.20
Dimethicone (10cs) 1.00
Propylparaben 0.10
Part B (acryloyldimethyltaurate ammonium / VP) copolymer 0.05
Stearoxyhydroxypropylmethylcellulose 0.10
Xanthan gum 0.10
Carbomer 0.15
Hydroxide K 0.06
Purified water 20.00
Part C 1,3-butylene glycol 3.00
Cyclohexanedicarboxylic acid bisethoxydiglycol 1.00
Glycerin 1.00
Phenoxyethanol 0.20
Methylparaben 0.15
Phytic acid 0.50
Citric acid 0.01
Na citrate Appropriate amount Purified water Total amount to be 100 ------------------------------------ −
(Preparation method)
Part A was heated to about 70 ° C. and dissolved uniformly. Part B was stirred to obtain a viscous liquid. Part C was heated to about 70 ° C. and dissolved uniformly. C part was added to part A, emulsified with a homomixer and then cooled. Part B was added at about 50 ° C., stirred and dissolved uniformly, and adjusted to pH 6.0 with sodium citrate.

Example 8 Lotion Toner lotion having the following formulation was prepared. This skin lotion was excellent in feeling of use and moisturizing, kept the skin soft and fresh and smooth and moisturized, and these effects lasted for a long time.

Component Blending amount (% by weight)
--------------------------------------
Part A xanthan gum 0.30
Carbomer 0.20
Tremoist-TP (Nippon Seika) 0.20
Purified water 20.00
Part B Compound of Synthesis Example 1 0.05
(Eicosanedioic acid / Tetradecanedioic acid) Polyglyceryl-10 1.00
BG 1.00
Glycerin 2.00
Ubiquinone 0.03
Glyceryl tri-2-ethylhexanoate 0.08
Tetraoleic acid Solves-60 0.12
PEG-60 hydrogenated castor oil 0.03
PEG-30 glyceryl isostearate 0.03
Methylparaben 0.20
Fragrance Trace amount Ethanol 7.00
Part C Citric acid 0.01
Sodium citrate appropriate amount glutamic acid diacetate 4Na 0.80
Purified water Total amount of 100 --------------------------------------
(Preparation method)
Part A was stirred to obtain a viscous liquid. Part B was heated to about 70 ° C. and dissolved uniformly. Part B was added to part C at about 50 ° C. and stirred to dissolve uniformly. Further, part A was added and stirred to dissolve uniformly, and the pH was adjusted to 6.0 with Na citrate.

Example 9 Hair mist Hair mist having the following formulation was prepared. This hair mist was not sticky and was able to give a smooth feel to the hair and smooth touch.

Component Blending amount (% by weight)
--------------------------------
Compound of Synthesis Example 1 0.10
Plandool-H (Nippon Seika) 0.30
SUCRAPH AG-8 (Nippon Seika) 0.20
Dimethicone 0.20
Cetrimonium chloride (30%) 4.00
Ethanol 8.00
Purified water Total amount of 100 --------------------------------
(Preparation method)
Each component was stirred and mixed uniformly.

Example 10 Hair Essence A hair essence having the following formulation was prepared. This hair essence was refreshing and non-sticky and could give moisture and a feeling of slipping.

Component Blending amount (% by weight)
--------------------------------
Part A Compound of Synthesis Example 1 0.20
Cyclohexanedicarboxylic acid bisethoxydiglycol 1.00
Cetanol 1.00
Steartrimonium chloride (63%) 0.80
Dicocodimonium chloride (75%) 2.80
Tetraoleic acid Solves-60 1.00
PEG-40 hydrogenated castor oil 0.20
Part B Methylparaben 0.10
Purified water Total amount of 100 --------------------------------
(Preparation method)
Part A was heated to about 80 ° C. and dissolved. Part B was taken in another container and dissolved by heating to about 80 ° C. Part B was gradually added to part A and mixed uniformly.

Example 11 Hair Cream A hair cream having the following formulation was prepared. This hair cream was glossy, non-sticky, kept the moisture of the hair, and was able to impart a smooth feel.

Component Blending amount (% by weight)
--------------------------------
Part A Compound of Synthesis Example 2 0.50
Cetanol 4.00
Dimethicone (500cs) 13.00
Glyceryl stearate 2.80
Ores-10 phosphate 0.80
Glyceryl stearate (SE) 1.60
Part B Phenoxyethanol 0.40
Methylparaben 0.20
10% NaOH 0.60
Purified water 74.60
--------------------------------
(Preparation method)
Part A was heated to about 80 ° C. and dissolved. Part B was added to a separate container, heated to about 80 ° C. and dissolved. Part B was added to part A and mixed with stirring.

Example 12 Anti-aging cream An anti-aging cream having the following formulation was prepared. This cream has an appropriate viscosity, is excellent in feeling of use, moisturizes the skin and prevents the skin from drying, and these effects last for a long time.
Component Blending amount (% by weight)
----------------------------------
Part A Compound of Synthesis Example 2 1.00
Cetyl ethylhexanoate 7.00
Batyl isostearate 2.00
PEG-60 glyceryl isostearate 1.50
Hydrogenated palm oil 3.70
Retinol 0.10
Oil-soluble chamomile extract 0.10
Ethylparaben 0.20
Stearyl alcohol 3.50
Glyceryl stearate (SE) 1.00
Steerless-6 1.50
Distearic acid PEG-8 1.00
Cetanol 1.00
Dimethicone 1.00
Cetyl dimethicone copolyol 0.50
Tocopherol 0.20
Part B Nishikawayanagi Extract 0.05
Part C Arbutin 0.50
EDTA-3Na 0.10
Polyglutamic acid (Ichimaru Falcos, Bio PGA solution) 0.10
(Eicosandioic acid / tetradecanedioic acid) polyglyceryl-10 1.00
Glycerin 4.00
Bisulfite Na 0.05
Methylparaben 0.10
Phenoxyethanol 0.10
BG 6.00
Hydroxide K Appropriate amount Purified water Amount to be 100 in total ---------------------------------
(Production method)
Part A was heated to about 80 ° C. and dissolved uniformly. Part C was heated to about 80 ° C. and dissolved. While stirring with a homomixer at about 80 ° C., part C was gradually added to part A, mixed uniformly after emulsification, cooled to about 40 ° C., part B was added and mixed uniformly.

Example 13 Lotion A moisturizing lotion having the following formulation was prepared. This skin lotion has an appropriate viscosity, is excellent in use feeling, moisturizes the skin and prevents the skin from drying, and these effects last for a long time.

Component Blending amount (% by weight)
--------------------------------
Part A (Eicosanedioic acid / Tetradecanedioic acid) Polyglyceryl-10 1.00
BG 1.00
Glycerin 2.00
Citric acid 0.01
Na citrate 0.10
Purified water Amount B totaling 100 parts Compound of Synthesis Example 2 0.05
Cetyl ethylhexanoate 0.03
Tetraoleic acid Solves-60 0.12
Polysorbate 80 0.03
Methylparaben 0.10
Fragrance Trace amount Ethanol 7.00
--------------------------------
(Preparation method)
Part A was dissolved uniformly. Next, part B was dissolved uniformly. A part was added to part B with stirring to make it uniform.

Example 14 Shampoo A shampoo having the following formulation was prepared. This shampoo was able to suppress itching, give the hair a moist feeling, and give smooth fingering.

Component Blending amount (% by weight)
--------------------------------
Part A Cocoyl glutamic acid TEA (30%) 50.00
Tetradecenesulfonic acid Na (36%) 15.00
Distearic acid PEG-150 5.00
Methylparaben 0.20
Phenoxyethanol 0.50
Propylene glycol 1.00
Compound of Synthesis Example 1 0.50
Part B Cationized guar gum 0.20
Purified water Amount to be 100 in total C part phosphoric acid (10%) appropriate amount -------------------------------
(Preparation method)
Part A and part B were taken and heated to about 80 ° C. and mixed uniformly. After adding A part to B part and mixing uniformly, it cooled (D part). C part was added to D part, and pH was adjusted to 6-6.5.

Example 15 Treatment A treatment having the following formulation was prepared. This treatment can impart a moist and soft feeling to the hair.

Component Blending amount (% by weight)
--------------------------------
Part A Compound of Synthesis Example 1 0.10
Behentrimonium chloride (80%) 2.40
Cetanol 5.20
Glyceryl stearate 1.20
LUSPLAN DA-R (Nippon Seika) 0.40
Dimethicone 2.00
(Aminoethylaminopropyl methicone / dimethicone)
Copolymer 0.50
Part B Methylparaben 0.10
Propylparaben 0.10
Purified water Total amount of 100 parts C Adenosine monophosphate (10%) Appropriate amount ------------------------------ −−
(Preparation method)
Part A and part B were taken and heated to about 80 ° C. and mixed uniformly. The part B was gradually added to the part A with stirring and mixed uniformly, and then cooled (part D). Part C was added to part D to adjust the pH to 5.2 to 5.7.

Example 16 Non-washing hair treatment A non-washing hair treatment of the following formulation was prepared. This hair treatment improved the slipperiness, unity, fingering and moistness of the hair.

Component Blending amount (% by weight)
--------------------------------
Part A Compound of Synthesis Example 2 0.10
Cyclohexanedicarboxylic acid bisethoxydiglycol 2.00
Cetrimonium chloride (25%) 3.80
Caprylyl glucoside (50%) 0.80
Glycerin 4.00
Phenoxyethanol 0.20
Part B Ethanol 20.00
Part C Polyquaternium-6 0.60
Polyquaternium-7 0.40
Purified water Total amount of 100 --------------------------------
(Preparation method)
Part C was heated to about 80 ° C. and dissolved. Next, part A was heated to about 80 ° C. and dissolved. Part A was added with stirring, part A was mixed uniformly, and then cooled to about 40 ° C. Next, part B was added and mixed uniformly.

Claims (5)

All hands hydroxyl groups contained in the ceramide 2 or ceramide 3, containing a linear or ceramide derivative which is acylated with a fatty acid having a branched chain having 4 to 22 carbon atoms cosmetics The cosmetic according to claim 1, wherein the fatty acid has 8 to 18 carbon atoms.   The cosmetic according to claim 1 or 2, wherein the ceramide derivative is dispersed in an aqueous medium.   The cosmetic according to claim 3, wherein the cosmetic is dispersed with a surfactant selected from di-long-chain alkyl quaternary ammonium salts and phospholipids.   The cosmetic according to claim 4, further comprising sterols and / or polyols.