Ascorbic acid derivatives and their uses

Abstract

The object of the present invention is to provide a novel ascorbic acid derivative with excellent stability, and its applications. [Solution] A compound (compound of general formula (1) below) is used, in which a phosphocholine group is introduced to the hydroxyl group at the 2 position of ascorbic acid via a phosphate ester bond. The ascorbic acid derivative of the present invention has excellent whitening and antioxidant properties, and is also highly stable. Therefore, the ascorbic acid derivative of the present invention can be preferably used as an active ingredient in cosmetics and topical skin preparations. TIFF2026055124000012.tif39101

Description

Technical Field

[0001] The present invention relates to a novel ascorbic acid derivative and its uses.

Background Art

[0002] Ascorbic acid is widely known to have functions such as antioxidant action, melanogenesis inhibitory action, and collagen production promoting action. However, ascorbic acid is very unstable to heat and oxidation, and its use in the cosmetic field has been hindered. To solve this problem, various ascorbic acid derivatives have been developed. As one of them, a compound in which a phosphate group is introduced via a phosphoric acid ester bond to the hydroxyl group at the 2-position of ascorbic acid (ascorbyl-2-phosphate) has been used as a stabilized ascorbic acid derivative for a long time. However, ascorbyl-2-phosphate has a problem that precipitation occurs over time in a formulation (Patent Document 1).

[0003] The phosphocholine group is a functional group having a structure in which one molecule of choline group is bonded to phosphoric acid. Compounds having a phosphocholine group such as phosphatidylcholine, sphingomyelin, and glycerophosphocholine exist in nature and are used in a wide variety of fields. In addition, derivatives having various phosphocholine groups such as alkylphosphocholine (Patent Document 2) and polymethacryloyloxyethylphosphocholine (Patent Document 3) are used in the fields of pharmaceuticals and cosmetics. However, derivatives in which a phosphocholine group is introduced into ascorbic acid have not been known so far.

Prior Art Documents

Patent Documents

[0004]

Patent Document 1

Patent Document 2

Patent Document 3

[0005] The object of the present invention is to provide a novel ascorbic acid derivative with excellent stability, and its applications. [Means for solving the problem]

[0006] The inventors of the present invention conducted extensive research to solve the above problems and found that a compound in which a phosphocholine group is introduced to the hydroxyl group at the 2nd position of ascorbic acid via a phosphate ester bond solves the above problems, thus completing the present invention. [Effects of the Invention]

[0007] The ascorbic acid derivative of the present invention possesses excellent whitening and antioxidant properties, as well as superior stability. Therefore, the ascorbic acid derivative of the present invention can be preferably used as an active ingredient in cosmetics and topical skin preparations. [Modes for carrying out the invention]

[0008] The present invention relates to an ascorbic acid derivative represented by the following general formula (1). [ka]

[0009] As the ascorbic acid derivative of the present invention, any of the L-isomer, D-isomer, or DL-isomer may be used, but the L-isomer is most preferred from the viewpoint of availability and other factors.

[0010] The method for producing the ascorbic acid derivative of the present invention is not particularly limited and can be produced by known methods. From the viewpoint of more efficient production, it is preferable to produce it by reacting ascorbic acid with a phosphocholine group introducing agent represented by the following general formula (I). Details of the method for producing the phosphocholine group introducing agent of the following general formula (I) are described in Japanese Patent Application No. 2023-049975. [ka] (In the formula, A is selected from the following structural formulas.) [ka] (In the above structural formula, Ra and Rb each independently represent an alkyl group, alkenyl group, or alkynyl group having 1 to 22 carbon atoms, R1, R2, R3, R4, R6, R7, and R8 each independently represent an alkyl group having 1 to 12 carbon atoms, and * indicates a bond.) [ka]

[0011] The phosphocholine group introducing agent of general formula (I) used in the production of the ascorbic acid derivative of the present invention is a compound having a structure in which the phosphorus atom of phosphocholine and the nitrogen atom of a nitrogen-containing heterocyclic compound are covalently bonded. A in general formula (I) is selected from the above structural formulas (a) to (j), which, in addition to having a nitrogen-containing heterocyclic structure, are common in that they are five-membered rings and the heteroatom forming the ring is only a nitrogen atom. From the viewpoint of economy and efficiency, it is more preferable that A in general formula (I) be selected from the structural formulas (a), (b), (f), and (g). Ra and Rb in the structural formula of A are preferably C1 to C12 alkyl groups, alkenyl groups, or alkynyl groups, and more preferably C1 to C12 alkyl groups. Furthermore, R1, R2, R3, R4, R5, R6, R7, and R8 in the structural formula of A are preferably C1 to C8 alkyl groups, and more preferably C1 to C6 alkyl groups.

[0012] In the production of the ascorbic acid derivative of the present invention, as the reaction ratio of ascorbic acid and the phosphocholine group-introducing agent, the phosphocholine group-introducing agent is reacted with ascorbic acid in a ratio of 1 to 10 moles, preferably 1.1 to 7.5 moles, more preferably 1.2 to 5 moles per 1 mole of ascorbic acid.

[0013] In the production of the ascorbic acid derivative of the present invention, the reaction between ascorbic acid and the phosphocholine group-introducing agent can be carried out without a solvent or in the presence of a solvent. The solvent to be used may be any one that can dissolve or disperse ascorbic acid and the phosphocholine group-introducing agent, and there is no particular limitation. Specifically, organic solvents such as methanol, ethanol, propanol, butanol, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, toluene, xylene, acetonitrile, dichloromethane, chloroform, dimethyl sulfoxide, sulfolane, dimethylformamide, N-methylpyrrolidone, dimethylacetamide, dimethylimidazolidinone, cyclohexanone, γ-butyrolactone, dihydrolevoglucosenone, diethyl ether, tetrahydrofuran, dioxane, monoglyme, diglyme are exemplified. These may be used alone or in combination of two or more. The amount of the solvent used is not particularly limited, but usually it is preferably 0.2 times or more, more preferably 0.5 times or more the total mass of ascorbic acid and the phosphocholine group-introducing agent. The upper limit of the amount used is not particularly limited, but from the viewpoint of economy, it is generally preferably 15 times or less, more preferably 10 times or less the total mass of ascorbic acid and the phosphocholine group-introducing agent.

[0014] In the production of the ascorbic acid derivative of the present invention, from the viewpoint of allowing the reaction to proceed more efficiently, the reaction temperature is usually 5 to 150°C, preferably 15 to 120°C, more preferably 25 to 100°C. The reaction time is not particularly limited, but usually it is 2 to 72 hours, preferably 4 to 60 hours, more preferably 6 to 48 hours.

[0015] The ascorbic acid derivative of the present invention obtained in this way may be used as it is, or may be purified by purification methods commonly used in the art, such as extraction, deacidification, water washing, recrystallization, reprecipitation, washing, filtration, distillation, various column chromatographies, etc. and then used.

[0016] The ascorbic acid derivative of the present invention, like ascorbyl-2-phosphate, is a compound in which the hydroxyl group at the 2-position of ascorbic acid is protected by a phosphoester bond. Therefore, like ascorbyl-2-phosphate, it is a compound with improved stability of ascorbic acid.

[0017] There are no particular restrictions on the uses of the ascorbic acid derivative of the present invention, and it can be used in various applications where ascorbic acid or its derivatives are generally used. Since the ascorbic acid derivative of the present invention has excellent whitening and antioxidant effects, it can be preferably used in the fields of foods, pharmaceuticals, cosmetics, external skin preparations, etc., and particularly preferably used in the fields of cosmetics and external skin preparations.

[0018] When the ascorbic acid derivative of the present invention is used in cosmetics or external skin preparations, there are no particular restrictions on the blending amount of the ascorbic acid derivative of the present invention in cosmetics or external skin preparations, but it is usually 0.001 to 30% by mass, preferably 0.01 to 20% by mass, more preferably 0.05 to 10% by mass.

[0019] When using the ascorbic acid derivative of the present invention in cosmetics or topical skin preparations, water and additives commonly used in cosmetics may be included as needed, in amounts that do not impair the effects of the present invention. These may include, for example, oily bases, moisturizers / texture enhancers, surfactants, polymers / thickeners / gelling agents, antioxidants, reducing agents, oxidizing agents, antioxidants, whitening agents, vitamins and their derivatives, plant / animal / microbial extracts, UV absorbers, antibacterial / preservatives, chelating agents, pH adjusters / acids / alkalis, solvents / propellants, antipruritics, exfoliating / solubilizing agents, antiperspirants, cooling agents, astringents, enzymes, nucleic acids, anti-inflammatory agents, hair growth agents / blood circulation promoters / stimulants, hormones, anti-wrinkle / anti-aging agents, irritation relievers, cooling agents, warming agents, powders, pigments / colorants / dyes / pigments, fragrances, etc.

[0020] As oily bases, higher alcohols such as cetanol, myristyl alcohol, oleyl alcohol, lauryl alcohol, cetostearyl alcohol, stearyl alcohol, arachidodecanol, behenyl alcohol, jojoba alcohol, chymyl alcohol, cerachidodecanol, batyl alcohol, hexyldecanol, isostearyl alcohol, 2-octyldodecanol, dimergol, etc.; 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, palmitoleic acid, oleic acid, linoleic acid, erucic acid, docosahexaenoic acid, eicosapentaenoic acid, isohexadecanoic acid, anteisohenicosanoic acid, long-chain branched fatty acids, long-chain α-hydroxy fatty acids, dimer acids, hydrogenated dimer acids, and other higher fatty acids, as well as metal soaps such as aluminum salts, calcium salts, magnesium salts, zinc salts, potassium salts, and sodium salts thereof, and nitrogen-containing derivatives such as amides; liquid paraffin (mineral oil), heavy liquid isoparaffin, light liquid isoparaffin Hydrocarbons such as α-olefin oligomers, polyisobutene, hydrogenated polyisobutene, polybutene, squalane, olive-derived squalane, squalene, petrolatum, and solid paraffin; waxes such as candelilla wax, carnauba wax, rice wax, wood wax, beeswax, montan wax, ozokerite, ceresin, paraffin wax, microcrystalline wax, petrolatum, Fischer-Tropsch wax, polyethylene wax, and ethylene-propylene copolymer; coconut oil, palm oil, palm kernel oil, safflower oil, and olive oil. Vegetable oils such as oils, 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, peach kernel 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, cocoa butter, shea butter, hydrogenated coconut oil, hydrogenated castor oil, jojoba oil, hydrogenated jojoba oil, etc.; animal fats such as beef tallow, milk fat, horse fat, egg yolk oil, mink oil, turtle oil, etc.; animal waxes such as whale wax, lanolin, orange roughy oil, etc.Lanolins such as liquid lanolin, reduced lanolin, adsorbed and purified lanolin, lanolin acetate, liquid lanolin acetate, hydroxylanolin, polyoxyethylene lanolin, lanolin fatty acid, hard lanolin fatty acid, lanolin alcohol, lanolin acetate alcohol, and (cetyl lanolyl) acetate; lecithin, phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, phosphatidylinositol, and sphingomyelin; Phospholipids such as gophospholipids, phosphatidic acid, cyclic lysophosphatidic acid or its salts, and lysolecithin; phospholipid derivatives such as hydrogenated soybean phospholipid, partially hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid, and partially hydrogenated egg yolk phospholipid; sterols such as cholesterol, dihydrocholesterol, lanosterol, dihydrolanosterol, phytosterol, and cholic acid; sapogenins; saponins; cholesteryl acetate, cholesteryl nonanoate, cholesteryl stearate, Cholesteryl isostearate, cholesteryl oleate, N-lauroyl-L-glutamic acid di(cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di(cholesteryl / octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di(phytosteryl / octyldodecyl), N-lauroyl sarcosinate isopropyl, etc. Acyl sarcosinate alkyl Sterol esters such as cholesteryl 12-hydroxystearate, cholesteryl macadamia nut oil fatty acid, phytosteryl macadamia nut oil fatty acid, phytosteryl sunflower seed oil fatty acid, phytosteryl isostearate, cholesteryl soft lanolin fatty acid, cholesteryl hard lanolin fatty acid, long-chain branched fatty acid cholesteryl, long-chain α-hydroxy fatty acid cholesteryl; lipid complexes such as phospholipid-cholesterol complexes and phospholipid-phytosterol complexes;Octyldodecyl myristate, hexyldecyl myristate, octyldodecyl isostearate, cetyl palimitate, octyldodecyl palmitate, cetyl octanoate, hexyldecyl octanoate, isotridecyl isononanoate, isononyl isononanoate, octyl isononanoate, isotridecyl isononanoate, isodecyl neopentanoate, isotridecyl neopentanoate, isostearyl neopentanoate, octyldodecyl neodecanoate, oleyl oleate, octyldodecyl oleate, octyldodecyl ricinoleate, octyldodecyl lanolate, dicaprylyl carbonate, hexyldecyl dimethyloctanoate, octyldodecyl erucate, hydrogenated castor oil isostearate, Monoalcoholic carboxylic acid esters such as ethyl oleate, ethyl avocado oil fatty acid, isopropyl myristate, isopropyl palmitate, octyl palmitate, isopropyl isostearate, isopropyl lanolinate, methylheptyl laurate, methylheptyl myristate, methylheptyl palmitate, methylheptyl isostearate, diethyl sebacate, diisopropyl sebacate, dioctyl sebacate, diisopropyl adipate, dibutyloctyl sebacate, diisobutyl adipate, dioctyl succinate, triethyl citrate, etc.; oxyacid esters such as cetyl lactate, hydrogenated castor oil monoisostearate, γ-erucalactone, diisostearyl malate;Glyceryl trioctanoate, glyceryl trioleate, glyceryl triisostearate, glyceryl diisostearate, caprylic / capric triglyceride, caprylic / capric / myristic / stearic triglyceride, hydrogenated rosin triglyceride (hydrogenated ester gum), rosin triglyceride (ester gum), glyceryl eicosanedioate behenate, trimethylolpropane trioctanoate, trimethylolpropane triisostearate, neopentyl glycol dioctanoate, dicaprylic trioctanoate Neopentyl glycol dioctanoate, 2-butyl-2-ethyl-1,3-propanediol dioctanoate, propylene glycol dioleate, pentaerythrityl tetraoctanoate, hydrogenated rosin pentaerythrityl, ditrimethylolpropane triethylhexanoate, ditrimethylolpropane (isostearate / sebacate), pentaerythrityl triethylhexanoate, dipentaerythrityl (hydroxystearate / stearate / rosinate), diglyceryl diisostearate, polyglyceryl tetraisostearate Polyglyceryl-10 nonaisostearate, polyglyceryl-8 deca(erucic acid / isostearate / ricinoleic acid), diglyceryl oligoester (hexyldecanoic acid / sebacic acid), glycol distearate (ethylene glycol distearate), polyhydric alcohol fatty acid esters such as 3-methyl-1,5-pentanediol dieopentanoate and 2,4-diethyl-1,5-pentanediol dieopentanoate; alkyl ethers such as dicaprylyl ether; diisopropyl dimer dilinoleate, dima Dimer acids or dimer ol derivatives such as diisostearyl dilinoleate, di(isostearyl / phytosteryl) dimer dilinoleate, (phytosteryl / behenyl) dimer dilinoleate, (phytosteryl / isostearyl / cetyl / stearyl / behenyl) dimer dilinoleate, dimer dilinoleyl diisostearate, hydrogenated rosin condensate of dimer dilinoleate, hydrogenated castor oil of dimer dilinoleate, and hydroxyalkyl dimer dilinoleyl ether;Fatty acid alkanolamides such as coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (lauramide MEA), lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid monoethanolamide (palmitamide MEA), palmitic acid diethanolamide (palmitamide DEA), coconut oil fatty acid methylethanolamide (cocamide methyl MEA); dimethicone (dimethylpolysiloxane), highly polymerized dimethicone (highly polymerized dimethylpolysiloxane), cyclomethicone (cyclic dimethylsiloxane, decamethylcyclopentasiloxane), phenyl trimethicone, diphenyl dimethicone, phenyl dimethicone, (aminoethylaminopropyl methicone / dimethicone) copolymer, dimethiconol, dimethiconol crosspolymer, silicone resin, silicone Silicones such as corn rubber, amino-modified silicones like aminopropyl dimethicone and amodimethicone, cationic-modified silicones, polyether-modified silicones like dimethicone copolyol, polyglycerin-modified silicones, sugar-modified silicones, carboxylic acid-modified silicones, phosphate-modified silicones, sulfuric acid-modified silicones, alkyl-modified silicones, fatty acid-modified silicones, alkyl ether-modified silicones, amino acid-modified silicones, peptide-modified silicones, fluorine-modified silicones, cationic-modified and polyether-modified silicones, amino-modified and polyether-modified silicones, alkyl-modified and polyether-modified silicones, amide-alkyl-modified silicones, amino glycol-modified silicones, aminophenyl-modified silicones, and polysiloxane-oxyalkylene copolymers are preferred; fluorine-based oils such as perfluorodecane, perfluorooctane, and perfluoropolyether are also preferred.

[0021] As moisturizers and texture enhancers, polyols and their polymers such as glycerin, 1,3-butylene glycol, propylene glycol, 3-methyl-1,3-butanediol, 1,3-propanediol, 2-methyl-1,3-propanediol, trimethylolpropane, pentaerythritol, erythrita, hexylene glycol, diglycerin, polyglycerin, diethylene glycol, polyethylene glycol, dipropylene glycol, polypropylene glycol, and ethylene glycol / propylene glycol copolymers; glycol alkyl ethers such as diethylene glycol monoethyl ether (ethoxydiglycol), ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, and diethylene glycol dibutyl ether; water-soluble esters such as (eicosanedioic acid / tetradecanedioic acid) polyglyceryl-10, tetradecanedioic acid polyglyceryl-10, and cyclohexanedicarboxylic acid bisethoxydiglycol; and sugar alcohols such as sorbitol, xylitol, erythritol, mannitol, and maltitol. Glucose, fructose, galactose, mannose, threose, xylose, arabinose, fucose, ribose, deoxyribose, maltose, trehalose, glucosyltrehalose, 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, arabinogalactan, dextrin, dextrin Sugars and their derivatives such as orchids, glycogen, ethyl glucoside, glucosylethyl methacrylate polymers or copolymers; hyaluronic acid, sodium hyaluronate; sodium chondroitin sulfate; mucoitin sulfate, caronin sulfate, kerato sulfate, dermatan sulfate; Tremella fuciformis extract, Tremella fuciformis polysaccharide; fructans such as inulin and levan; 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 salts;Amino acids and their salts, such as betaine (trimethylglycine), proline, hydroxyproline, arginine, lysine, serine, glycine, alanine, phenylalanine, tyrosine, β-alanine, threonine, glutamic acid, glutamine, asparagine, aspartic acid, cysteine, cystine, methionine, leucine, isoleucine, valine, tryptophan, histidine, taurine, γ-aminobutyric acid, γ-amino-β-hydroxybutyric acid, carnitine, carnosine, creatine, collagen, fish collagen, atelocollagen, gelatin, elastin, collagen-degraded peptides, hydrolyzed collagen, hydroxypropylammonium chloride hydrolyzed collagen, elastin-degraded peptides, keratin-degraded peptides, hydrolyzed keratin, conchiolin-degraded peptides, hydrolyzed conchiolin, silk protein-degraded peptides, hydrolyzed silk, sodium lauroyl hydrolyzed silk, soy protein-degraded peptides, wheat protein-degraded peptides , hydrolyzed wheat protein, casein hydrolyzed peptides, acylated peptides and other protein peptides and their derivatives; palmitoyl oligopeptides, palmitoyl pentapeptides, palmitoyl tetrapeptides and other acylated peptides; silylated peptides; lactic acid bacteria culture solution, yeast extract, eggshell membrane protein, bovine submandibular gland mucin, hypotaurine, sesamin glycosides, glutathione, albumin, whey; choline chloride, phosphorylcholine; placental extract, aerlastin, collagen, allo Preferred ingredients include animal and plant extracts such as E. japonica extract, witch hazel water, loofah water, chamomile extract, licorice extract, comfrey extract, silk extract, Rosa rugosa extract, yarrow extract, eucalyptus extract, and sweet clover extract; natural ceramides (types 1, 2, 3, 4, 5, 6), hydroxyceramides, pseudoceramides, sphingosine, sphingomyelin, sphingoglycolipids, ceramides, and glycoceramide-containing extracts.

[0022] Preferred surfactants include anionic surfactants, nonionic surfactants, cationic surfactants, amphoteric surfactants, and polymeric surfactants. There are no particular restrictions on the HLB of surfactants; those with a low HLB of around 1 to a high HLB of around 20 can be used, and combinations of low and high HLB surfactants are also preferred. Examples of preferred surfactants include, among anionic surfactants, fatty acid salts such as potassium laurate and potassium myristate; alkyl sulfate esters such as sodium lauryl sulfate, triethanolamine lauryl sulfate, and ammonium lauryl sulfate; polyoxyethylene alkyl sulfates such as sodium laureth sulfate and triethanolamine laureth sulfate; acyl N-methyl amino acid salts such as sodium cocoyl methyl taurate, potassium cocoyl methyl taurate, sodium lauroyl methyl taurate, sodium myristoyl methyl taurate, sodium lauroyl methylalanine, sodium lauroyl sarcosinate, triethanolamine lauroyl sarcosinate, and sodium lauroyl glutamate methylalanine; and sodium cocoyl glutamate, triethanolamine cocoyl glutamate, and sodium lauroyl glutamate. Acyl amino acid salts such as sodium myristoyl glutamate, sodium stearoyl glutamate, palmitoyl aspartate ditriethanolamine, cocoyl alanine triethanolamine, sodium dilauroyl glutamate lysine; polyoxyethylene alkyl ether acetates such as sodium laureth acetate; succinate esters such as sodium lauroyl monoethanolamide succinate; fatty acid alkanolamide ether carboxylates; acyl lactates; polyoxyethylene fatty acid amine sulfates; fatty acid alkanolamide sulfates; fatty acid glyceride sulfates such as hydrogenated coconut oil fatty acid glycerin sulfate sodium; alkylbenzene polyoxyethylene sulfates; olefin sulfonates such as sodium α-olefin sulfonate; alkyl sulfosuccinates such as disodium lauryl sulfosuccinate and sodium dioctyl sulfosuccinate;Alkyl ether sulfosuccinates such as disodium laureth sulfosuccinate, sodium monolauroyl monoethanolamide polyoxyethylene sulfosuccinate, sodium lauryl polypropylene glycol sulfosuccinate; alkylbenzene sulfonates such as sodium tetradecylbenzenesulfonate, triethanolamine tetradecylbenzenesulfonate; alkylnaphthalene sulfonates; alkane sulfonates; α-sulfo fatty acid methyl ester salts; acyl isethionates; alkyl glycidyl ether sulfonates; alkyl sulfoacetates; alkyl ether phosphate salts such as sodium laureth phosphate, sodium dilaureth phosphate, sodium trilaureth phosphate, sodium monooleth phosphate; alkyl phosphate salts such as potassium lauryl phosphate; sodium caseinate; alkylaryl ether phosphates; fatty acid amide ether phosphates; phospholipids such as phosphatidylglycerol, phosphatidylinositol, phosphatidic acid, cyclic lysophosphatidic acid or their salts; carboxylic acid-modified silicones, phosphate-modified silicones, sulfuric acid-modified silicones, etc. Lycorn-based anionic surfactants, etc.; nonionic surfactants include various polyoxyethylene alkyl ethers with different polyoxyethylene addition numbers, such as laureth (polyoxyethylene lauryl ether), ceteth (polyoxyethylene cetyl ether), steareth (polyoxyethylene stearyl ether), beheneth (polyoxyethylene behenyl ether), isosteareth (polyoxyethylene isostearyl ether), octyldodeceth (polyoxyethylene octyldodecyl ether), etc.; polyoxyethylene alkylphenyl ethers Castor oil and hydrogenated castor oil derivatives such as polyoxyethylene hydrogenated castor oil, polyoxyethylene castor oil monoisostearate, polyoxyethylene hydrogenated castor oil triisostearate, polyoxyethylene hydrogenated castor oil monopyloglutamic acid monoisostearate diester, polyoxyethylene hydrogenated castor oil maleic acid; polyoxyethylene phytosterol; polyoxyethylene cholesterol; polyoxyethylene cholesterol; polyoxyethylene cholestanol; polyoxyethylene lanolin; polyoxyethylene reduced lanolin;Polyoxyethylene / polyoxypropylene alkyl ethers such as polyoxyethylene / polyoxypropylene cetyl ether, polyoxyethylene / polyoxypropylene 2-decyltetradecyl ether, polyoxyethylene / polyoxypropylene monobutyl ether, polyoxyethylene / polyoxypropylene hydrogenated lanolin, polyoxyethylene / polyoxypropylene glycerin ether; polyoxyethylene / polyoxypropylene glycol; (poly) such as PPG-9 diglyceryl. ) Glycerin polyoxypropylene glycol; glyceryl stearate, glyceryl isostearate, glyceryl palmitate, glyceryl myristate, glyceryl oleate, coconut oil fatty acid glyceryl, monocottonseed oil fatty acid glycerin, monoerucate glycerin, sesquioleate glycerin, α,α'-oleate pyroglutamate glycerin, monostearate glycerin malic acid and other glycerin fatty acid partial esters; polyglyceryl-2, 3, 4, 5, 6, 8 stearate , same 10, polyglyceryl-6 distearate, same 10, polyglyceryl-2 tristearate, polyglyceryl-10 decaisostearate, polyglyceryl-2 isostearate, same 3, same 4, same 5, same 6, same 8, same 10, polyglyceryl-2 diisostearate (diglyceryl diisostearate), same 3, same 10, polyglyceryl-2 triisostearate, polyglyceryl-2 tetraisostearate, polyglyceryl-10 decaisostearate, polyglyceryl-2 oleate, same 3, Polyglycerin fatty acid esters such as Polyglyceryl-6 dioleate, Polyglyceryl-2 trioleate, Polyglyceryl-10 decaoleate; Ethylene glycol monofatty acid esters such as Ethylene glycol monostearate; Propylene glycol monofatty acid esters such as Propylene glycol monostearate; Pentaerythritol partial fatty acid ester; Sorbitol partial fatty acid ester; Maltitol partial fatty acid ester; Maltitol ether;Sorbitan fatty acid esters such as sorbitan monooleate, sorbitan monoisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan sesquioleate, sorbitan trioleate, sorbitan penta-2-ethylhexyl diglycerol sorbitan, sorbitan tetra-2-ethylhexyl diglycerol sorbitan; sucrose fatty acid esters such as sucrose laurate, sucrose myristate, sucrose palmitate, sucrose dilaurate, sucrose dimyristate, sucrose dipalmitate. Partial esters of sugar derivatives such as methyl glucoside fatty acid esters and undecylenate trehalose; alkyl glucosides such as caprylyl glucoside; alkyl polyglycosides; glycolipids such as mannosyl erythritol lipid; lanolin alcohol; reduced lanolin; polyoxyethylene fatty acid mono and diesters such as polyoxyethylene distearate, polyethylene glycol diisostearate, polyoxyethylene monooleate, and polyoxyethylene dioleate; polyoxyethylene propylene glycol fatty acid esters; polyoxyethylene glycol Polyoxyethylene glycerin fatty acid esters such as serine monostearate, polyoxyethylene glycerin monoisostearate, polyoxyethylene glycerin triisostearate, and other polyoxyethylene monooleates; polyoxyethylene sorbitan fatty acid esters such as polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan monooleate, polyoxyethylene sorbitan tetraoleate; polyoxyethylene sorbitol fatty acid esters such as polyoxyethylene sorbitol monolaurate, polyoxyethylene sorbitol monooleate, polyoxyethylene sorbitol pentaoleate, and polyoxyethylene sorbitol monostearate; polyoxyethylene methyl glucoside fatty acid esters; polyoxyethylene alkyl ether fatty acid esters; polyoxyethylene animal and vegetable oils and fats such as polyoxyethylene sorbitol beeswax; alkyl glyceryl ethers such as isostearyl glyceryl ether, chymyl alcohol, cerakyl alcohol, and batyl alcohol; polyhydric alcohol alkyl ethers;Polyoxyethylene alkylamines; tetrapolyoxyethylene-tetrapolyoxypropylene-ethylenediamine condensates; natural surfactants such as saponins, surfactin, rhamnolipids, and sophorolipids; polyoxyethylene fatty acid amides; coconut oil fatty acid monoethanolamide (cocamide MEA), coconut oil fatty acid diethanolamide (cocamide DEA), lauric acid monoethanolamide (lauramide MEA), lauric acid diethanolamide (lauramide DEA), lauric acid monoisopropanolamide (lauramide MIPA), palmitic acid Fatty acid alkanolamides such as palmitate monoethanolamide (paltamide MEA), palmitate diethanolamide (paltamide DEA), and coconut oil fatty acid methylethanolamide (cocamide methyl MEA); alkyldimethylamine oxides such as lauramine oxide, cocamine oxide, stearamine oxide, and behenamine oxide; alkylethoxydimethylamine oxide; polyoxyethylene alkyl mercaptan; polyether-modified silicones such as dimethicone copolyol, polysiloxane-oxyalkylene copolymers, and polyglycerin-modified silicones. Silicone-based nonionic surfactants such as silicones and sugar-modified silicones; cationic surfactants include alkyltrimethylammonium chlorides such as behentrimonium chloride, steartrimonium chloride, cetrimonium chloride, and lauryltrimonium chloride; alkyltrimethylammonium bromides such as stearyltrimonium bromide; dialkyldimethylammonium chlorides such as distearyldimonium chloride and dicocodimonium chloride; fatty acid amide amines and their salts such as stearamidopropyldimethylamine and stearamidoethyldiethylamine; alkyl etheramines and their salts or quaternary salts such as stearoxypropyldimethylamine; fatty acid amide-type quaternary ammonium salts such as ethyl sulfate long-chain branched fatty acid (12-31) aminopropylethyldimethylammonium and ethyl sulfate lanolin fatty acid aminopropylethyldimethylammonium; polyoxyethylene alkylamines and their salts or quaternary salts; alkylamine salts; fatty acid amide guanidium salts; alkyl etheramine mononium salts; alkyltrial chloroglycol ammonium salts; benzalkonium salts;Benzethonium salts; pyridinium salts such as cetylpyridinium chloride; imidazolinium salts; alkylisoquinolinium salts; dialkylmolyphonium salts; polyamine fatty acid derivatives; silicone-based cationic surfactants such as aminopropyl dimethicone and amodimethicone (amino-modified silicones), cationic-modified silicones, cationic and polyether-modified silicones, amino-modified and polyether-modified silicones; amphoteric surfactants such as N-alkyl-N,N-dimethylamino acid betaines such as lauryl betaine (lauryldimethylaminoacetic acid betaine); fatty acid amide alkyl-N,N-dimethylamino acid betaines such as cocamidopropyl betaine and lauramidopropyl betaine; imidazoline-type betaines such as sodium cocoamphoacetate and sodium lauroamphoacetate; Preferred surfactants include: alkyl sulfobetaines such as alkyldimethyl taurine; sulfate-type betaines such as alkyldimethylaminoethanol sulfate; phosphate-type betaines such as alkyldimethylaminoethanol phosphate; sphingophospholipids such as phosphatidylcholine, phosphatidylethanolamine, phosphatidylserine, and sphingomyelin; phospholipids such as lysolecithin, hydrogenated soybean phospholipid, partially hydrogenated soybean phospholipid, hydrogenated egg yolk phospholipid, partially hydrogenated egg yolk phospholipid, and hydroxylated lecithin; silicone-based amphoteric surfactants, etc.; polymeric surfactants include polyvinyl alcohol, sodium alginate, starch derivatives, tragacanth gum, acrylic acid / alkyl methacrylate copolymer; and various silicone-based surfactants.

[0023] Examples of polymers, thickeners, and gelling agents include guar gum, locust bean gum, queen seed gum, carrageenan, galactan, gum arabic, tara gum, tamarind, fercerelan, karaya gum, okra gum, tragacanth gum, pectin, pectic acid and its salts, alginic acid and its salts, mannan; starches from rice, corn, potato, wheat, etc.; xanthan gum, dextran, succinoglucan, curdlan, hyaluronic acid and its salts, xanthan gum, pullulan, gellan gum, chitin, chitosa Agar, cassia seed extract, chondroitin sulfate, casein, collagen, gelatin, albumin; methylcellulose, ethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, carboxymethylcellulose and its sodium salts, methylhydroxypropylcellulose, carboxylated cellulose nanofiber, carboxymethylated cellulose nanofiber, phosphate-esterified cellulose nanofiber, sulfonated cellulose nanofiber, sodium cellulose sulfate, dialkyldimethylammonium sulfur Cellulose and its derivatives such as cellulose acid, crystalline cellulose, and cellulose powder; starch-based polymers such as soluble starch, carboxymethyl starch, methylhydroxypropyl starch, and methyl starch; starch derivatives such as hydroxypropyltrimonium chloride starch and aluminum corn starch octenyl succinate; alginate derivatives such as sodium alginate and propylene glycol alginate; polyvinylpyridone (PVP), polyvinyl alcohol (PVA), vinylpyridone-vinyl alcohol copolymer, and polyvinyl methyl ether; polyethylene glycol, polypropylene glycol, and polyoxyethylene-polyoxypropylene copolymer; amphoteric methacrylate ester copolymers such as (methacryloyloxyethyl carboxybetaine / alkyl methacrylate) copolymer and (acrylates / stearyl acrylate / ethylamine oxide methacrylate) copolymer; (dimethicone / vinyl dimethicone) crosspolymer, (alkyl acrylate / diacetone acrylamide) copolymer, and (alkyl acrylate / diacetone acrylamide) copolymer AMP;Polyvinyl acetate partially saponified, maleic acid copolymer; vinylpyrrolidone dialkylaminoalkyl methacrylate copolymer; acrylic resin alkanolamine; polyester, water-dispersible polyester; polyacrylamide; polyacrylic acid ester copolymers such as ethyl polyacrylate, carboxyvinyl polymer, salts such as polyacrylic acid and its sodium salt, acrylic acid / methacrylic acid ester copolymer; acrylic acid / alkyl methacrylate copolymer; cationized cellulose such as polyquaternium-10, diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-7, acrylic acid / diallyldimethylammonium chloride copolymer such as polyquaternium-22, acrylic acid / diallyldimethylammonium chloride / acrylamide copolymer such as polyquaternium-39, acrylic acid / cationized methacrylic acid ester copolymer, acrylic acid / cationized methacrylamide copolymer, polyquaternium-47, etc. Copolymers of lylic acid, methyl acrylate, methacrylamidopropyltrimethylammonium chloride, choline methacrylate ester polymer; cationized oligosaccharides, cationized dextran, guar hydroxypropyltrimonium chloride, and other cationized polysaccharides; polyethyleneimine; cationic polymers; polymers of 2-methacryloyloxyethyl phosphorylcholine such as polyquaternium-51 and butyl methacrylate copolymers, etc.; polymer emulsions such as acrylic resin emulsions, ethyl polyacrylate emulsions, polyacrylic alkyl ester emulsions, polyvinyl acetate resin emulsions, natural rubber latex, and synthetic latex; nitrocellulose; polyurethanes and various copolymers; various silicones; various silicone-based copolymers such as acrylic-silicone graft copolymers; various fluorine-based polymers; 12-hydroxystearic acid and its salts; dextrin fatty acid esters such as dextrin palmitate and dextrin myristate;Preferred materials include anhydrous silicic acid, fuzzy silica (ultrafine particle anhydrous silicic acid), aluminum magnesium silicate, sodium magnesium silicate, metal soaps, dialkyl metal phosphates, bentonite, hectorite, organically modified clay minerals, sucrose fatty acid esters, and fructooligosaccharide fatty acid esters.

[0024] Preferred antioxidants include tocopherol (vitamin E), tocopherol derivatives such as tocopherol acetate; BHT, BHA; gallic acid derivatives such as propyl gallate; vitamin C (ascorbic acid) and / or its derivatives; erythorbic acid and its derivatives; sulfites such as sodium sulfite; bisulfites such as sodium bisulfite; thiosulfates such as sodium thiosulfate; metabisulfites; thiotaurine, hypotaurine; thioglycerol, thiourea, thioglycolic acid, and cysteine ​​hydrochloride. Preferred reducing agents include thioglycolic acid, cysteine, and cysteamine. Preferred oxidizing agents include hydrogen peroxide, ammonium persulfate, sodium bromate, and percarbonate. Antioxidants include ascorbic acid, ascorbic acid phosphate salts such as sodium ascorbic acid phosphate and magnesium ascorbic acid phosphate; ascorbic acid fatty acid esters such as monostearate, monopalmitate, dipalmitate, and tetraisopalmitate; ascorbic acid ethers such as 3-O-ethyl ascorbic acid, 2-O-ethyl ascorbic acid, cetyl ascorbic acid, glyceryl ascorbic acid, and hexylglyceryl ascorbic acid; ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters; and ascorbic acid Preferred materials include ascorbic acid derivatives such as sulfuric acid esters and tocopheryl ascorbyl phosphate; vitamin A compounds such as retinol, retinyl acetate, retinyl palmitate, and hydrogenated retinol; vitamin E compounds such as tocopherol, tocopherol acetate, and tocotrienol; carotenoids such as carotene, lycopene, astaxanthin, and lutein; polyphenols such as phlorotannin, curcumin, anthocyanin, proanthocyanidin, catechin, ellagic acid, quercetin, and apple polyphenols; and coenzyme Q10, lipoic acid, lactoferrin, sesamin, hesperidin, protoanthocyanidin, lignan, chlorogenic acid, rutin, fullerene, and platinum nanocolloids.

[0025] Whitening agents include hydroquinone glycosides and their esters such as arbutin and α-arbutin; ascorbic acid phosphate salts such as ascorbic acid, sodium ascorbic acid phosphate salt and magnesium ascorbic acid phosphate salt; ascorbic acid fatty acid esters such as ascorbic acid monostearate, ascorbic acid monopalmitate, ascorbic acid dipalmitate, and ascorbic acid tetraisopalmitate; and ascorbic acid esters such as 3-O-ethyl ascorbic acid, 2-O-ethyl ascorbic acid, cetyl ascorbic acid, glyceryl ascorbic acid, and hexylglyceryl ascorbic acid. Preferred materials include: ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters; ascorbic acid derivatives such as ascorbic acid sulfate and tocopheryl ascorbyl phosphate; tranexamic acid derivatives such as tranexamic acid, tranexamic acid cetyl, and tranexamic acid amide; licorice extract-related substances such as glabridin, glabrene, liquiritin, and isoliquiritin; kojic acid, ellagic acid, ferulic acid and their derivatives, placenta extract, glutathione, oryzanol, butylresorcinol, oil-soluble chamomile extract, oil-soluble licorice extract, willow extract, and saxifrage extract.

[0026] Vitamins and their derivatives include vitamin A compounds such as retinol, retinyl acetate, and retinyl palmitate; vitamin B compounds such as thiamine hydrochloride, thiamine sulfate, riboflavin, riboflavin acetate, pyridoxine hydrochloride, pyridoxine dioctanoate, pyridoxine dipalmitate, flavin adenine dinucleotide, cyanocobalamin, folic acid compounds, nicotinic acid compounds such as nicotinamide and benzyl nicotinate, and choline compounds; vitamin C compounds such as ascorbic acid and its sodium salts; vitamin D; vitamin E compounds such as α, β, γ, and δ-tocopherols; other vitamins such as pantothenic acid and biotin; and ascorbic acid phosphate sodium salt and ascorbic acid phosphate magnesium salt. Preferred materials include ascorbic acid phosphate salts, ascorbic acid fatty acid esters such as tetraisopalmitic ascorbate, ascorbyl stearate, ascorbyl palmitate, and ascorbyl dipalmitate, alkyl ascorbic acid ethers such as ethyl ascorbate, ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters, ascorbic acid derivatives such as tocopheryl ascorbyl phosphate; vitamin derivatives such as tocopherol nicotinate, tocopherol acetate, tocopherol linoleate, tocopherol ferulate, and tocopherol phosphate esters, tocotrienols, and various other vitamin derivatives.

[0027] Plant, animal, and microbial extracts include iris extract, angelica extract, Thujopsis dolabrata extract, asparagus extract, avocado extract, Hydrangea macrophylla extract, almond extract, marshmallow extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo extract, fig extract, fennel extract, turmeric extract, oolong tea extract, bearberry extract, rosehip extract, Echinacea leaf extract, Enmeisou extract, scutellaria extract, phellodendron bark extract, Coptis japonica extract, barley extract, ginseng extract, St. John's wort extract, and Lamium album. Grass extract, Ononis extract, Nasturtium extract, Orange extract, Dried seawater, Seaweed extract, Persimmon leaf extract, Arctium extract, Hydrolyzed elastin, Hydrolyzed wheat powder, Hydrolyzed silk, Pueraria lobata extract, Chamomile extract, Oil-soluble chamomile extract, Carrot extract, Artemisia capillaris extract, Oat extract, Chloranthus extract, Licorice extract, Oil-soluble licorice extract, Kiwi extract, Kelp extract, Wood ear mushroom extract, Cinchona extract, Cucumber extract, Paulownia leaf extract, Guanosine, Guava extract, Sophora flavescens extract, Gardenia extract, Sasa veitchii extract, Sophora flavescens extract, walnut extract, chestnut extract, grapefruit extract, clematis extract, black rice extract, brown sugar extract, black vinegar extract, chlorella extract, mulberry extract, gentian extract, Geranium thunbergii extract, black tea extract, yeast extract, Magnolia bark extract, coffee extract, burdock extract, rice extract, rice fermentation extract, rice bran fermentation extract, rice germ oil, comfrey extract, collagen, lingonberry extract, Asarum sieboldii extract, Bupleurum chinense extract, umbilical cord extract, saffron extract, sage extract, soapwort extract, bamboo extract, hawthorn extract, sunflower extract Kiss, Japanese pepper extract, shiitake mushroom extract, rehmannia extract, lithospermum extract, perilla extract, linden extract, meadowsweet extract, jatoba extract, peony extract, ginger extract, calamus root extract, birch extract, white fungus extract, horsetail extract, stevia extract, stevia ferment, iris extract, ivy extract, hawthorn extract, elderberry extract, yarrow extract, peppermint extract, sage extract, mallow extract, chuanxiong extract, swertia japonica extract, mulberry bark extract, rhubarb extract,Soybean extract, jujube extract, thyme extract, dandelion extract, lichen extract, tea extract, clove extract, cogongrass extract, citrus peel extract, tea tree oil, sweet tea extract, chili pepper extract, angelica extract, calendula extract, peach kernel extract, spruce extract, Houttuynia cordata extract, tomato extract, natto extract, carrot extract, garlic extract, wild rose extract, hibiscus extract, Ophiopogon extract, lotus extract, parsley extract, birch extract, honey, witch hazel extract, parietaria extract, Isodon japonicus extract, bisabolol, cypress extract, bifidobacteria extract, loquat extract, coltsfoot extract, butterbur extract, Poria cocos extract, butcher's broom extract, grape extract, grape seed extract Preferred extracts include those of kiss, propolis, loofah extract, safflower extract, peppermint extract, linden extract, peony extract, hop extract, cypress extract, pine extract, horse chestnut extract, skunk cabbage extract, soapberry extract, lemon balm extract, seaweed extract, peach extract, cornflower extract, eucalyptus extract, saxifrage extract, yuzu extract, lily extract, coix seed extract, mugwort extract, lavender extract, green tea extract, eggshell membrane extract, apple extract, rooibos tea extract, reishi mushroom extract, lettuce extract, lemon extract, forsythia extract, astragalus extract, rose extract, rosemary extract, Roman chamomile extract, royal jelly extract, and Sanguisorba officinalis extract.

[0028] UV absorbers include benzoic acid-based UV absorbers such as para-aminobenzoic acid, para-aminobenzoic acid monoglycerol ester, N,N-dipropoxypara-aminobenzoate ethyl ester, N,N-diethoxypara-aminobenzoate ethyl ester, N,N-dimethylpara-aminobenzoate ethyl ester, N,N-dimethylpara-aminobenzoate butyl ester, and N,N-dimethylpara-aminobenzoate ethyl ester; anthranilic acid-based UV absorbers such as homomenthyl-N-acetylanthranilate; salicylic acid-based UV absorbers such as salicylic acid and its sodium salt, amyl salicylate, menthyl salicylate, homomenthyl salicylate, octyl salicylate, phenyl salicylate, benzyl salicylate, and p-isopropanolphenyl salicylate; and octyl cinnamate. Cinnamic acid-based UV absorbers such as ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, ethyl-2,4-diisopropyl cinnamate, methyl-2,4-diisopropyl cinnamate, propyl-p-methoxy cinnamate, isopropyl-p-methoxy cinnamate, isoamyl-p-methoxy cinnamate, 2-ethylhexyl-p-methoxy cinnamate (octyl paramethoxycinnamate), 2-ethoxyethyl-p-methoxy cinnamate (cinoxate), cyclohexyl-p-methoxy cinnamate, ethyl-α-cyano-β-phenyl cinnamate, 2-ethylhexyl-α-cyano-β-phenyl cinnamate (octocrine), glyceryl mono-2-ethylhexanoyl-diparamethoxy cinnamate, ferulic acid and its derivatives;Benzophenone-based UV absorbers such as 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'-phenylbenzophenone-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'-hydro Xy-5'-t-octylphenyl)benzotriazole; 2-(2'-hydroxy-5'-methylphenylbenzotriazole; dibenzarazine; dianisioylmethane; 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one; dibenzoylmethane derivatives such as 4-t-butyl methoxydibenzoylmethane; octyltriazone; urocanic acid derivatives such as urocanic acid and ethyl urocanic acid; 2-(2'-hydroxy-5'-methylphenyl)benzotriazole; Preferred materials include benzotriazole (nyl), 1-(3,4-dimethoxyphenyl)-4,4-dimethyl-1,3-pentanedione, 2-ethylhexyl dimethoxybenzylidene dioxoimidazolidinepropionate, and other hydantoin derivatives, phenylbenzimidazol sulfonic acid, terephthalylidene dicamphor sulfonic acid, drometrizole trisiloxane, methyl anthranilate, rutin and its derivatives, and oryzanol and its derivatives.

[0029] As antibacterial and preservative agents, parabens (hydroxybenzoic acid esters) such as methylparaben, ethylparaben, propylparaben, and butylparaben; phenoxyethanol; 1,2-alkanediols such as 1,2-pentanediol, 1,2-hexanediol, and 1,2-octanediol; alkylglyceryl ethers such as 2-ethylhexylglyceryl ether (ethylhexylglycerin); salicylic acid; lanolin fatty acids and their salts; sodium benzoate; isothiazolinone derivatives such as methylchloroisothiazolinone and methylisothiazolinone; imidazolinium urea; dehydroacetic acid and its salts; phenols; halogenated bisphenols such as triclosan, acid amides, quaternary ammonium salts; trichlorocarbanide, zinc pyrithione, benzalconium chloride Preferred substances include benzethonium chloride, sorbic acid, chlorhexidine, chlorhexidine gluconate, halocarban, hexachlorophene, hinokitiol; phenols, isopropylphenol, cresol, thymol, parachlorophenol, phenylphenol, sodium phenylphenol and other phenols; phenylethyl alcohol, photosensitizers, antimicrobial zeolites, and silver ions. However, when used as an antimicrobial agent or preservative for preservation purposes, from the viewpoint of safety for cosmetics or topical skin preparations, it is more preferable to use phenoxyethanol; 1,2-alkanediols such as 1,2-pentanediol, 1,2-hexanediol, and 1,2-octanediol; and alkylglyceryl ethers such as 2-ethylhexylglyceryl ether.

[0030] Preferred chelating agents include edetates (ethylenediaminetetraacetates) such as EDTA, EDTA2Na, EDTA3Na, and EDTA4Na; hydroxyethylethylenediaminetriacetates such as HEDTA3Na; pentetates (diethylenetriaminepentaacetate); phytic acid; phosphonic acids such as etidronic acid and their sodium salts; 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.

[0031] Preferred pH adjusters, acids, and 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, monoethanolamine, diethanolamine, triethanolamine, isopropanolamine, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-hydroxymethyl-1,3-propanediol, arginine, sodium hydroxide, potassium hydroxide, aqueous ammonia, guanidine carbonate, and ammonium carbonate.

[0032] Solvents and propellants include lower alcohols such as ethanol, 2-propanol (isopropyl alcohol), butanol, and isobutyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, diethylene glycol, dipropylene glycol, and isopentyl diol; 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, and di Preferred propellants include glycol ethers such as propylene glycol monoethyl ether; glycol ether esters such as ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate, and propylene glycol monoethyl ether acetate; glycol esters such as diethoxyethyl succinate and ethylene glycol disuccinate; benzyl alcohol, benzyloxyethanol, propylene carbonate, dialkyl carbonate, acetone, ethyl acetate, N-methylpyrrolidone; toluene; fluorocarbons, next-generation chlorofluorocarbons; LPG, dimethyl ether, and carbon dioxide.

[0033] Examples of antipruritic agents include diphenhydramine hydrochloride, chlorpheniramine maleate, camphor, and substance-P inhibitors. Examples of exfoliating and dissolving agents include salicylic acid, sulfur, resorcinol, selenium sulfide, pyridoxine, and glycolic acid. Examples of antiperspirants include aluminum chlorohydrate, aluminum chloride, zinc oxide, and zinc paraphenolsulfonate. Examples of cooling agents include menthol and methyl salicylate. Examples of astringent agents include citric acid, tartaric acid, lactic acid, potassium aluminum sulfate, tannic acid, and caffeine. Examples of enzymes include superoxide dismutase, catalase, lysozyme chloride, lipase, papain, pancreatin, and protease. Preferred nucleic acids include ribonucleic acid and its salts, deoxyribonucleic acid and its salts, and adenosine triphosphate disodium.

[0034] Preferred anti-inflammatory agents include glycyrrhizic acid and its derivatives, glycyrrhetinic acid derivatives, salicylic acid and its derivatives, azelaic acid and its derivatives, hinokitiol, guaiazulene, allantoin, indomethacin, zinc oxide, hydrocortisone acetate, prednisone, diphedramine hydrochloride, chlorpheniramine maleate; and plant extracts such as peach leaf extract and mugwort leaf extract. Preferred hair growth agents, blood circulation promoters, and stimulants include plant extracts and tinctures such as Swertia japonica extract, Capsicum tincture, Ginger tincture, Ginger extract, and Cantharis tincture; capsaicin, nonylic acid valenylamide, gingerol, ichthammol, tannic acid, borneol, cyclandelate, cinnarizine, trazoline, acetylcholine, verapamil, cepharanthine, γ-oryzanol, cepharanthine, vitamin E and derivatives such as tocopherol nicotinate and tocopherol acetate; γ-oryzanol, nicotinic acid and derivatives such as nicotinamide, benzyl nicotinate, inositol hexanicotinate, and nicotinic alcohol; allantoin, photosensitizer 301, photosensitizer 401, capronium chloride, pentadecanoic acid monoglyceride, flavanonol derivatives, stigmasterol or stigmamanol and its glycosides; and minoxidil. Preferred hormones include estradiol, estrone, ethinylestradiol, cortisone, hydrocortisone, and prednisone.

[0035] Anti-wrinkle and anti-aging agents include: ascorbic acid, ascorbic acid phosphate salts such as sodium ascorbic acid phosphate and magnesium ascorbic acid phosphate; ascorbic acid fatty acid esters such as monostearate, monopalmitate, dipalmitate, and tetraisopalmitate; ascorbic acid ethers such as 3-O-ethyl ascorbic acid, 2-O-ethyl ascorbic acid, cetyl ascorbic acid, glyceryl ascorbic acid, and hexylglyceryl ascorbic acid; ascorbic acid glucosides such as ascorbic acid-2-glucoside and their fatty acid esters; and ascorbic acid derivatives such as ascorbic acid sulfate and tocopheryl ascorbyl phosphate. Preferred materials include vitamin A compounds such as retinol, retinyl acetate, retinyl palmitate, and hydrogenated retinol; nicotinamide, glutathione, cysteine, crocetin, sericin, geraniol, glycerin glucoside, lactoferrin, proanthocyanidin, pantothenic acid, panthenol, soy saponin, revelastol, isoflavone, coenzyme Q10, chondroitin sulfate, acetylglucosamine, glycerophosphatidylcholine, hydrolyzed hyaluronic acid, collagen peptide, conchiolin hydrolysate, adenosine 5'-monophosphate, phosphatidylinositol, sodium trifluoride isopropyl oxopropylaminocarbonylpyrrolidinecarbonylmethylpropylaminocarbonylbenzoylaminoacetate, tranexamic acid and its derivatives.

[0036] Preferred irritation-reducing agents include mannosylerythritol lipid, diethylene glycol dimer dilinoleate oligomer ester, diisostearyl malate, N-acyl-L-glutamic acid, trehalose monofatty acid ester, fatty acid amidoamine oxide, alkyldimethylamine oxide, phenylethyl glucoside, lauryl glucoside, ferulic acid glucoside, salicin, cedrol, polyethylene glycol, and polypropylene glycol. Preferred cooling agents include menthol, camphor, menthyl lactate, monomentyl succinate, menthyl acetate, borneol, cineole, thymol, peppermint oil, and derivatives thereof. Preferred warming agents include vanillin and its derivatives, vanillyl nonanoate, gingerol, capsicum tincture, capsicum extract, benzyl nicotinate, methyl nicotinate, phenyl nicotinate, tocopherol nicotinate and other nicotinic acid derivatives, capsaicin, watercress extract, sansho pepper extract, ginger extract, and canthari extract.

[0037] Powders include mica, talc, kaolin, sericite, montmorillonite, kaolinite, mica, muscovite, phlogopite, synthetic mica, red mica, biotite, vermiculite, magnesium carbonate, calcium carbonate, aluminum silicate, barium silicate, calcium silicate, magnesium silicate, strontium silicate, tungstate metal salts, magnesium, zeolite, barium sulfate, calcined calcium sulfate, calcium phosphate, fluorapatite, hydroxyapatite, ceramic powder, bentonite, smectite, clay, mud, metal soaps (e.g., zinc myristate, calcium palmitate, aluminum stearate), calcium carbonate, red iron oxide, yellow iron oxide, black iron oxide, ultramarine, Prussian blue, carbon black, titanium dioxide, fine and ultrafine titanium dioxide, zinc oxide, fine and ultrafine zinc oxide, alumina, silica, fuzzy silica (ultrafine anhydrous silicic acid), and titanium mica. Preferred materials include inorganic powders of various sizes and shapes such as fish scale foil, boron nitride, photochromic pigments, synthetic fluorphlogopite, fine particle composite powders, gold, aluminum, and inorganic powders that have been hydrophobized or hydrophilized by treating them with various surface treatment agents such as hydrogen silicone, cyclic hydrogen silicone, or other silanes or titanium coupling agents; organic powders of various sizes and shapes such as starch, cellulose, nylon powder, polyethylene powder, polymethyl methacrylate powder, polystyrene powder, styrene-acrylic acid copolymer resin powder, polyester powder, benzoguanamine resin powder, polyethylene terephthalate-polymethyl methacrylate laminated powder, polyethylene terephthalate-aluminum-epoxy laminated powder, urethane powder, silicone powder, Teflon® powder, and other organic powders and surface-treated powders, as well as organic-inorganic composite powders.Preferred inorganic salts include sodium chloride-containing salts such as table salt, regular salt, rock salt, sea salt, and natural salt; potassium chloride, aluminum chloride, calcium chloride, magnesium chloride, bittern, zinc chloride, and ammonium chloride; sodium sulfate, aluminum sulfate, aluminum potassium sulfate (alum), aluminum ammonium sulfate, barium sulfate, calcium sulfate, potassium sulfate, magnesium sulfate, zinc sulfate, iron sulfate, and copper sulfate; and sodium phosphates such as 1Na, 2Na, and 3Na phosphates, potassium phosphates, calcium phosphates, and magnesium phosphates.

[0038] As pigments, colorants, dyes, and dyes, these include Brown No. 201, Black No. 401, Purple No. 201, Purple No. 401, Blue No. 1, Blue No. 2, Blue No. 201, Blue No. 202, Blue No. 203, Blue No. 204, Blue No. 205, Blue No. 403, Blue No. 404, Green No. 3, Green No. 201, Green No. 202, Green No. 204, Green No. 205, Green No. 3, Green No. 401, Green No. 402 Red No. 102, Red No. 104-1, Red No. 105-1, Red No. 106, Red No. 2, Red No. 3, Red No. 201, Red No. 202, Red No. 203, Red No. 204, Red No. 205, Red No. 206, Red No. 207, Red No. 208, Red No. 213, Red No. 214, Red No. 215, Red No. 218, Red No. 219, Red No. 220, Red No. 221, Red No. 223 , Red No. 225, Red No. 226, Red No. 227, Red No. 228, Red No. 230-1, Red No. 230-2, Red No. 231, Red No. 232, Red No. 3, Red No. 401, Red No. 40 No. 4, Red No. 405, Red No. 501, Red No. 502, Red No. 503, Red No. 504, Red No. 505, Red No. 506, Orange No. 201, Orange No. 203, Orange No. 204, Orange 20 Statutory dyes such as No. 5, Orange No. 206, Orange No. 207, Orange No. 401, Orange No. 402, Orange No. 403, Yellow No. 201, Yellow No. 202-1, Yellow No. 202-2, Yellow No. 203, Yellow No. 204, Yellow No. 205, Yellow No. 4, Yellow No. 401, Yellow No. 402, Yellow No. 403-1, Yellow No. 404, Yellow No. 405, Yellow No. 406, Yellow No. 407, Yellow No. 5, etc.; Acid Other acid dyes such as Red 14; basic dyes such as Arianor Sienna Brown, Arianor Madder Red, Arianor Steel Blue, and Arianor Straw Yellow; nitro dyes such as HC Yellow 2, HC Yellow 5, HC Red 3, 4-hydroxypropylamino-3-nitrophenol, N,N'-bis(2-hydroxyethyl)-2-nitro-p-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 (red iron oxide) and iron titanate; inorganic brown pigments such as γ-iron oxide; inorganic yellow pigments such as yellow iron oxide and ochre; inorganic black pigments such as black iron oxide and lower titanium oxide;Inorganic purple pigments such as mango violet and cobalt violet; inorganic green pigments such as chromium oxide, chromium hydroxide, and cobalt titanate; inorganic blue pigments such as ultramarine and Prussian blue; pearl pigments such as titanium dioxide-coated mica, titanium dioxide-coated bismuth oxychloride, titanium dioxide-coated talc, colored titanium dioxide-coated mica, bismuth oxychloride, and fish scale foil; metal powder pigments such as aluminum powder, copper powder, and gold; anthraquinones such as astaxanthin and alizarin, anthocyanidins, β-carotene, catenal, capsanthin, chalcone, calsamine, quercetin Natural pigments and dyes such as tin, crocin, chlorophyll, curcumin, naphthoquinones such as cochineal and shikonin, bixin, flavones, betacyanidin, henna, hemoglobin, lycopene, riboflavin, and rutin; oxidative dye intermediates and couplers such as p-phenylenediamine, toluene-2,5-diamine, o-,m-, or p-aminophenol, m-phenylenediamine, 5-amino-2-methylphenol, resorcinol, 1-naphthol, 2,6-diaminopyridine, and their salts; auto-oxidative dyes such as indoline; and dihydroxyacetone are preferred.

[0039] The fragrance ingredients include acetylcedrene, amyl cinnamaldehyde, allyl amyl glycolate, β-ionone, iso-esuper, isobutylquinoline, iris oil, ylone, indole, ylang-ylang oil, undecanal, undecenal, γ-undecalactone, estragol, eugenol, oakmoss, opoponax resinoid, orange oil, eugenol, aurantiol, galacsolid, carvacrol, L-carbone, camphor, canone, carrot seed oil, clove oil, methyl cinnamate, geraniol, geranyl nitrile, isobornyl acetate, geranyl acetate, dimethylbenzylcarbinyl acetate, styraryl acetate, cedyl acetate, terepinel acetate, and pt-butylcyclohexyl acetate. Lu, vetiveryl acetate, benzyl acetate, linalyl acetate, isopentyl salicylate, benzyl salicylate, sandalwood oil, santalol, cyclamenaldehyde, cyclopentadecanol, methyl dihydrojasmonate, dihydromyrcenol, jasmine absolute, jasmine lactone, cis-jasmone, citral, citronenol, citronellal, cinnamon bark oil, 1,8-cineole, cinnamaldehyde, styrax resinoid, cedarwood oil, cedrene, cedrol, celery seed oil, thyme oil, damascone, damascenone, thymol, tuberose absolute, decanal, decalactone, terpineol, γ-terpinene, tripral, nerol, nonanal, 2,6-Nonadienol, Nonalactone, Patchouli Alcohol, Vanilla Absolute, Vanillin, Basil Oil, Patchouli Oil, Hydroxycitronellal, α-Pinene, Piperitone, Phenethyl Alcohol, Phenylacetaldehyde, Petitgrain Oil, Hexyl Cinnamaldehyde, cis-3-Hexenol, Peruvian Balsam, Vetiver Oil, Vetiverol, Peppermint Oil, Pepper Oil, Heliotropin, Bergamot Oil, Benzyl Benzoate Preferred examples include synthetic and natural fragrances such as benzoate, borneol, myrrhizinoid, musk ketone, methylnonylacetaldehyde, γ-methylionone, menthol, L-menthol, L-menthone, eucalyptus oil, β-ionone, lime oil, lavender oil, D-limonene, linalool, liral, lilial, lemon oil, rose absolute, rose oxide, rose oil, rosemary oil, various essential oils, and various blended fragrances.

[0040] In addition to tap water and purified water, preferred types of water include hard water, soft water, natural water, deep-sea water, electrolyzed alkaline ionized water, electrolyzed acidic ionized water, ionized water, and clustered water.

[0041] In addition to these, it is possible to include known cosmetic ingredients, pharmaceutical ingredients, food ingredients, etc., in known combinations, formulation ratios, and amounts, such as ingredients listed in the Cosmetic Raw Material Standards, Cosmetic Ingredient Formulation Standards, Japan Cosmetic Industry Association Ingredient Labeling Name List, INCI Dictionary (The International Cosmetic Ingredient Dictionary and Handbook), Quasi-drug Raw Material Standards, Japanese Pharmacopoeia, Pharmaceutical Additives Standards, Food Additives Compendium, etc., as well as ingredients listed in Japanese and foreign patent gazettes and patent publications (including published and republished gazettes) belonging to the International Patent Classification IPC A61K7 and A61K8 classifications.

[0042] Examples of cosmetic compositions of the present invention include hair cosmetics, skin cosmetics, makeup cosmetics, fragrance cosmetics, and body cosmetics. Cosmetics of the present invention can be manufactured according to conventional methods.

[0043] To further describe the types of cosmetics of the present invention, preferred hair cosmetics include shampoos such as oil shampoos, cream shampoos, conditioning shampoos, anti-dandruff shampoos, hair color shampoos, and rinse-integrated shampoos; hair care products such as rinses, conditioners, treatments, hair packs, leave-on treatments, hair mists, and hair oils; hair styling products such as hair foams, hair mousses, hair sprays, hair waxes, hair gels, hair creams, water greases, setting lotions, pomades, and hair sticks; hair dyes such as color lotions, hair color treatments, hair manicures, and oxidative hair dyes; and hair tonics, hair liquids, hair blowers, split end coats, permanent wave agents, straight perm agents, hair bleaches, hair color pre-treatments, hair color after-treatments, perm pre-treatments, perm after-treatments, and hair growth agents.

[0044] Skin cosmetics include toners such as softening toners, astringent toners, cleansing toners, multi-layer toners, and liposome toners; lotions such as emollient lotions, moisturizing lotions, milky lotions, nourishing lotions, nourishing milks, skin moisturizers, moisturizing emulsions, massage lotions, exfoliating smoothers, elbow lotions, hand lotions, and body lotions; emollient creams, nourishing creams, nourishing creams, vanishing creams, moisturizing creams, night creams, massage creams, cleansing creams, makeup creams, base creams, pre-makeup creams, sunscreen creams, suntan creams, hair removal creams, deodorant creams, shaving creams, and exfoliating creams. Preferred products include skincare cosmetics such as creams including softening creams, moisturizing gels, whitening gels, all-in-one gels, moisturizing essences, whitening essences, moisturizing serums, whitening serums, and other beauty serums; sunscreen cosmetics such as sun protectors, sun protectors, UV care milks, and sunscreens; packs and masks such as peel-off packs, powder packs, washing packs, oil packs, and cleansing masks; cleansing cosmetics such as cleansing foams, cleansing creams, cleansing milks, cleansing lotions, cleansing gels, and cleansing oils; and facial cleansers such as paste facial cleansing foams, gel facial cleansing foams, foaming facial cleansing foams, facial cleansing powders, cosmetic soaps, clear soaps, medicated soaps, liquid soaps, and shaving soaps.

[0045] Preferred makeup products include lipstick, lip gloss, foundation, blush, face powder, concealer, eyeliner, mascara, eyeshadow, eyebrow pencil, eyebrow products, nail polish, nail polish remover, and nail treatment.

[0046] Preferred fragranced cosmetics include perfumes, fragrances, parfums, eau de parfums, eau de toilettes, eau de colognes, solid perfumes, fragrance powders, fragranced soaps, body lotions, and bath oils.

[0047] Preferred body cosmetics include body washes such as body shampoos, deodorant lotions, deodorant powders, deodorant sprays, deodorant sticks, deodorizing cosmetics, bleaching agents, hair removal agents, bath additives, and insect repellents such as insect repellent sprays.

[0048] The present invention can be used as a topical skin preparation in the form of an ointment, lotion, cream or gel, patch, liniment, or liquid application. It can also be used as an oral cosmetic such as toothpaste or mouthwash.

[0049] Preferred dosage forms for the cosmetic or topical skin preparation of the present invention include emulsified cosmetics such as oil-in-water (O / W) type, water-in-oil (W / O) type, W / O / W type, and O / W / O type, as well as oily cosmetics, solid cosmetics, liquid cosmetics, paste cosmetics, stick cosmetics, volatile oil-type cosmetics, powder cosmetics, jelly-type cosmetics, gel-type cosmetics, paste-type cosmetics, emulsified polymer-type cosmetics, sheet-type cosmetics, mist-type cosmetics, and spray-type cosmetics.

[0050] The present invention will be described in more detail by the following examples, but the present invention is not limited to these. 1 ¹H NMR measurements were performed using a JNM-AL300 from JEOL Datum, and mass spectrometry was performed using a SCIEX QTRAP4500 from AB Sciex.

[0051] Example 1: Synthesis of the ascorbic acid derivative of the present invention [ka] 1.9 g (0.01 mol) of L-ascorbic acid (manufactured by Tokyo Chemical Industry Co., Ltd.), 5.0 g (0.02 mol) of a phosphocholine group introducing agent (a compound in which A is (a) in general formula (I)), and 50 mL of t-butyl alcohol as a solvent were placed in a reaction vessel and reacted at 40°C for 24 hours with stirring. The resulting reaction solution was concentrated under reduced pressure, and 50 mL of acetone was added to precipitate the solid. After cooling to 5°C, the solid was recovered by suction filtration. The obtained solid was dried under reduced pressure and purified by silica gel column chromatography (elution solvent: mixture of chloroform / methanol / water) to obtain 1.8 g of the target compound as a pale yellow solid. 1 H NMR (300MHz, solvent: CD3OD): δ=5.37(d,J=3.1Hz,1H), 4.51-4.46(m,1H), 4.36-4.32(m,1H), 3.88-3.82(m,1H), 3.70-3.65(m,1H), 3.46-3.40(m,2H), 3.26(s,9H), 3.12-3.07(m,1H) Mass spectrometry (ESI): m / z=342.3[M+H] +

[0052] Bioactivity Evaluation 1: Whitening Effect For the ascorbic acid derivatives of Example 1, the tyrosinase activity inhibition rate was measured using tyrosine or DOPA as a substrate by the method described below. Ascorbic acid (manufactured by Tokyo Chemical Industry Co., Ltd.) and sodium ascorbyl-2-phosphate (manufactured by Tokyo Chemical Industry Co., Ltd.) were used for comparison. The results are shown in Table 1. <Measurement method> (Tyrosine substrate) The test sample was dissolved in purified water to prepare a 10 w / v% test solution. Tyrosine (Kishida Chemical Co., Ltd.) was dissolved in 0.1 M McIlvaine buffer (pH 6.8) to prepare a 1.7 mM tyrosine solution. Tyrosinase (derived from mushrooms, Sigma Co., Ltd.) was dissolved in 0.1 M McIlvaine buffer (pH 6.8) to prepare a 250 unit / mL tyrosinase solution. 40 μl of the test solution and 120 μl of the tyrosine solution were added to a 96-well plate and incubated at 37°C for 5 minutes. Then, 40 μl of the tyrosinase solution was added and incubated for a further 20 minutes, after which the absorbance at 475 nm was measured using a microplate reader. As a control, the absorbance was similarly measured when purified water was added instead of the test solution. In addition, as blanks for both the test solution and the control, the absorbance was similarly measured when McIlvaine buffer was added instead of the tyrosinase solution. (DOPA substrate) The test sample was dissolved in purified water to prepare a 10 w / v% test solution. DOPA (Nacalai Tesque) was dissolved in 0.1 M McIlvaine buffer (pH 6.8) to prepare a 2.5 mM DOPA solution. Tyrosinase (mushroom-derived, Sigma) was dissolved in 0.1 M McIlvaine buffer (pH 6.8) to prepare a 125 unit / mL tyrosinase solution. 40 μl of the test solution and 120 μl of the DOPA solution were added to a 96-well plate and incubated at 25°C for 5 minutes. Then, 40 μl of the tyrosinase solution was added and incubated for a further 20 minutes, after which the absorbance at 475 nm was measured using a microplate reader. As a control, the absorbance was similarly measured when purified water was added instead of the test solution. In addition, as blanks for both the test solution and the control, the absorbance was similarly measured when McIlvaine buffer was added instead of the tyrosinase solution. (Calculation of tyrosinase activity inhibition rate) The tyrosinase activity inhibition rate (%) was calculated using the absorbance (OD475) of the test solution, control, and blank obtained in the above test, according to the following formula.

number

[0053] [Table 1]

[0054] Bioactivity Evaluation 2: Antioxidant Effect The radical scavenging rate of the ascorbic acid derivative from Example 1 was measured using DPPH (1,1-diphenyl-2-picrylhydrazyl) by the method described below. Ascorbic acid and sodium ascorbyl-2-phosphate were used for comparison. The results are shown in Table 2. <Measurement method> The test sample was dissolved in purified water to prepare a 0.25 w / v% test solution. DPPH was dissolved in ethanol to prepare a 0.2 mM DPPH solution. 100 μl of the test solution, 100 μl of phosphate buffer (PBS-), and 50 μl of DPPH solution were added to a 96-well plate, stirred with a microplate reader, and allowed to stand at room temperature for 20 minutes. The absorbance at 520 nm was then measured. As a control, the absorbance was similarly measured when purified water was added instead of the test solution. In addition, as blanks for both the test sample and the control, the absorbance was similarly measured when ethanol was added instead of the DPPH solution. (Calculation of DPPH radical scavenging rate) The absorbance (OD520) of the test solution, control, and blank obtained in the above test was used to calculate the DPPH radical scavenging rate (%) using the following formula.

number

[0055] [Table 2]

[0056] The results in Tables 1 and 2 show that the ascorbic acid derivative of the present invention has excellent skin whitening and antioxidant effects.

[0057] Stability evaluation The ascorbic acid derivative from Example 1 was dissolved in purified water at a concentration of 10 w / v%. The resulting solution was stored at 40°C for one month, and its appearance was visually observed. The results are shown in Table 3.

[0058] [Table 3]

[0059] The results in Table 3 show that the ascorbic acid derivative of the present invention exhibits superior stability compared to ascorbic acid. Furthermore, the occurrence of precipitation over time, which is a problem with ascorbyl-2-phosphate, was not observed.

[0060] Example 2: Lotion Component Amount (wt%) -------------------------------------- Part A 1,3-Butylene glycol 4.0 Glycerin 2.0 Methylparaben 0.1 Part B Ascorbic acid derivative of Example 1 2.0 3-O-ethyl ascorbic acid (Nippon Seika) 1.0 Purified water 18.0 C part Neosolue-Aqulio (Nippon Seika) 0.5 Tremoist-SL (Nippon Seika) 5.0 Inulin-SC (Nippon Fine Chemical) 1.0 EDTA-2Na 0.05 Phenoxyethanol 0.2 Purified water, in an amount that totals 100. --------------------------------------- (Preparation method) Parts A, B, and C were each taken and mixed uniformly. Parts A and B were added to part C and mixed until uniform.

[0061] Example 3: Lotion Component Amount (wt%) -------------------------------------- Part A Ascorbic acid derivative of Example 1 1.0 Tranexamic acid (Nippon Seika) 1.0 1,3-Butylene glycol 5.0 1,2-Pentanediol 3.0 Purified water 20.0 Part B Neosolue-Aqulio (Nippon Seika) 1.0 Glucosylceramide 0.5 Tremoist-TP (Nippon Fine Chemical) 0.1 Disodium edetate 0.1 Sodium pyrosulfite 0.1 Phenoxyethanol 0.4 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and B were mixed uniformly at approximately 40°C. A and B were then mixed to form a homogeneous liquid.

[0062] Example 4: Lotion Component Amount (wt%) -------------------------------------- Ascorbic acid derivative of Example 1 1.0 Glycerin 8.0 PPG-24 Glycereth-24 1.0 Phenoxyethanol 0.4 Hydroxyethylcellulose 0.2 Carbomer 0.1 PrimeLipid ALPA (Nippon Fine Chemical) 1.0 Inulin-SC (Nippon Fine Chemical) 1.0 Neosolue-Aqua (Nippon Fine Chemical) 1.0 Nicotinamide 5.0 Tranexamic acid (Nippon Seika) 1.0 Betaine 0.1 Arginine 0.1 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All components were uniformly mixed at approximately 40°C to obtain a homogeneous liquid.

[0063] Example 5: Lotion Component Amount (wt%) ------------------------------------- Part A Phytopresome (Nippon Seika) 0.3 Diglycerin 1.0 Glycerin 8.0 Propylene glycol 3.0 Plandool-LG2 (Nippon Seika) 0.05 Plandool-MAS (Nippon Seika) 0.05 Part B Purified water 30.0 C part Ascorbic acid derivative of Example 1 0.5 Maltitol 1.0 Betaine 0.5 Methylgluceth-20 0.3 Pullulan 0.5 Sodium hyaluronate 0.01 Hydrolyzed sodium hyaluronate 0.05 (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.05 Arginine 0.05 Phenoxyethanol 0.2 Methylparaben 0.15 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and B were heated to 70°C each. Part A was added to Part B while stirring with a homomixer (7000 rpm) to prepare a nano-dispersion. After cooling, pre-mixed Part C was added to create a homogeneous solution.

[0064] Example 6: Lotion Component Amount (wt%) ------------------------------------- Part A PCSH70 (Nippon Seika) 2.0 1,2-Pentanediol 1.0 1,3-Butylene glycol 10.0 Plandool-H (Nippon Fine Chemical) 0.05 Plandool-ISS (Nippon Fine Chemical) 0.05 Phytosterols 0.05 Tocopherol 0.05 Part B Purified water 30.0 C part Ascorbic acid derivative of Example 1 3.0 PEG / PPG / Polybutylene Glycol-8 / 5 / 3 Glycerin 0.5 Nicotinamide 5.0 Tranexamic acid (Nippon Seika) 1.0 Arbutin (Nippon Seika) 1.0 Phenoxyethanol 0.2 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and B were heated to 70°C each. Part A was added to Part B while stirring with a homomixer (7000 rpm) to prepare a nano-dispersion. After cooling, pre-mixed Part C was added to create a homogeneous solution.

[0065] Example 7: Lotion Component Amount (wt%) -------------------------------------- Part A PrimeLipid PI (Nippon Fine Chemical) 1.0 PrimeLipid ALPA (Nippon Fine Chemical) 0.5 1,3-Butylene glycol 5.0 Glycerin 10.0 1,2-Hexanediol 3.0 Part B Purified water, in an amount that totals 100. C part Ascorbic acid derivative of Example 1 1.0 Neosolue-AquaS (Nippon Fine Chemical) 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 PEG / PPG / Polybutylene Glycol-8 / 5 / 3 Glycerin 0.5 Polyquaternium-51 0.5 Phenoxyethanol 0.2 Methylparaben 0.15 Purified water 20.0 -------------------------------------- (Preparation method) Parts A and B were heated to 70°C each. Part A was added to Part B while stirring with a homomixer (7000 rpm) to prepare the nanovesicle liquid. After further cooling, pre-mixed Part C was added to create a homogeneous liquid.

[0066] Example 8: Lotion Component Amount (wt%) -------------------------------------- Ascorbic acid derivative of Example 1 1.0 PrimeLipid ALPA (Nippon Fine Chemical) 2.0 Glycerin 8.0 1,3-Propanediol 7.0 3-O-ethyl ascorbic acid (Nippon Seika) 1.0 Arbutin (Nippon Seika) 1.0 Ethanol 3.0 Diglycerin 2.0 Methylgluceth-10 2.0 Dipotassium glycyrrhizate 0.05 Tremoist-TP (Nippon Fine Chemical) 0.01 Inulin-SC (Nippon Fine Chemical) 1.0 Xanthan gum 0.05 Phenoxyethanol 0.2 Methylparaben 0.15 Citric acid 0.1 Sodium citrate 0.2 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0067] Example 9: Gel Component Amount (wt%) ------------------------------------- Part A Ascorbic acid derivative of Example 1 3.0 Glycerin 10.0 Sucrose 1.0 PEG-10 Dimethicone 0.4 Trehalose 1.0 Ethylhexylglycerin 0.2 1,3-Butylene glycol 3.0 Purified water 20.0 Part B Pullulan 0.2 Polymethacryloyl lysine 0.05 Crystalline cellulose powder 0.1 Locust bean gum 0.03 Hydroxyethylcellulose 0.05 Xanthan gum 0.05 Sodium hyaluronate 0.01 Tranexamic acid (Nippon Seika) 2.0 (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.06 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and B were each measured into containers and stirred with a paddle at room temperature to obtain a homogeneous liquid. Part A was then mixed with part B to obtain a homogeneous liquid.

[0068] Example 10: Gel Component Amount (wt%) ------------------------------------- Part A Ascorbic acid derivative of Example 1 2.0 PrimeLipid PI (Nippon Fine Chemical) 0.2 Glycerin 5.0 PPG-6 Decyltetradeceth-30 0.2 PEG-30 Phytosterol 0.3 Purified water 30.0 Part B PEG-4M 0.2 Methylgluceth-10 1.0 Pyridoxine hydrochloride 0.05 Ethylhexylglycerin 0.2 Phenoxyethanol 0.4 Tranexamic acid (Nippon Seika) 2.0 Tremoist-TP (Nippon Fine Chemical) 0.01 Hydrolyzed collagen 0.01 Purified water, in an amount that totals 100. (PEG-240 / Decyltetradeceth-20 / HDI) Copolymer 0.05 (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.15 Arginine 0.25 -------------------------------------- (Preparation method) Parts A and B were each measured into containers and stirred with a paddle at room temperature to obtain a homogeneous liquid. Part A was then mixed with part B to obtain a homogeneous liquid.

[0069] Example 11: Gel Component Amount (wt%) -------------------------------------- Part A Ascorbic acid derivative of Example 1 1.0 Glycine 0.04 Serine 0.04 Proline 0.04 Alanine 0.04 Dipotassium glycyrrhizate 0.05 Purified water 18.0 Part B (PEG-240 / Decyltetradeceth-20 / HDI) Copolymer 0.05 Carboxyvinyl polymer 0.3 Purified water 15.0 C part 1,3-Butylene glycol 4.0 Glycerin 2.0 Methylparaben 0.15 D part Disodium edetate 0.1 Phenoxyethanol 0.2 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and dissolved uniformly. Part B was mixed and stirred to make a viscous liquid. Part C was mixed and dissolved uniformly. Part D was mixed and dissolved uniformly. Parts A and C were added to part D and stirred, then part B was mixed and stirred to make it uniform.

[0070] Example 12: Gel Component Amount (wt%) -------------------------------------- Part A Dipropylene glycol 1.0 1,3-Butylene glycol 6.0 Phenoxyethanol 0.2 Methylparaben 0.15 Hydrogenated soybean phospholipid 0.2 Ethylhexyl methoxycinnamate 0.01 Part B (Acryloyldimethyltaurate Ammonium / VP) Copolymer 0.4 Stearoxyhydroxypropylmethylcellulose 0.8 Purified water 20.0 C part Ascorbic acid derivative of Example 1 1.0 Phytic acid 0.05 Betaine 0.05 Licorice extract 0.05 Alanylglutamine 0.05 Disodium ethylenediaminetetraacetate 0.1 Sodium hyaluronate 0.2 Citric acid 0.05 Sodium citrate (appropriate amount) Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and dissolved uniformly. Part B was mixed and stirred to make a viscous liquid. Part C was mixed and dissolved uniformly. Parts A and B were added to part C and stirred to make a homogeneous mixture.

[0071] Example 13: Emulsion Component Amount (wt%) -------------------------------------- Part A Plandool-H (Nippon Fine Chemical) 1.0 Plandool-LG2 (Nippon Seika) 0.5 Glyceryl tri-2-ethylhexanoate 0.5 Hydrogenated palm oil 1.0 Stearyl alcohol 0.5 Behenyl alcohol 0.8 Lipophilic glyceryl monostearate 0.6 Polyoxyethylene glyceryl isostearate 0.4 Hydrogenated soybean phospholipid 0.2 Methylpolysiloxane 0.6 Ethyl parahydroxybenzoate 0.1 Part B Carboxyvinyl polymer 0.2 Purified water 10.0 C part Xanthan gum 0.06 Purified water 10.0 D part Tremoist-SL (Nippon Seika) 5.0 Part E Ascorbic acid derivative of Example 1 2.0 Tranexamic acid (Nippon Seika) 1.0 Methyl parahydroxybenzoate 0.1 Propylene glycol 2.0 Glycerin 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 Disodium edetate 0.1 Panthenol 0.02 Phenoxyethanol 0.1 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and heated to approximately 70°C until uniformly dissolved. Part B was mixed and heated to approximately 70°C until uniformly dissolved. Part C was mixed and stirred to form a viscous liquid. Part E was mixed and uniformly dissolved. Part E was added to Part A and stirred to emulsify, then cooled to approximately 50°C, Parts B, C, and D were added, and stirred until uniform.

[0072] Example 14 Emulsion Component Amount (wt%) -------------------------------------- Part A Cetanol 0.2 Squalane 0.05 Soybean oil 0.05 PEG-60 Hydrogenated Castor Oil 0.1 Lysolecithin 0.1 Lipophilic glyceryl monostearate 0.3 Ethylhexyl methoxycinnamate 0.05 Tocopherol 0.05 Part B Carboxyvinyl polymer 0.4 Purified water 20.0 C part Ascorbic acid derivative of Example 1 2.0 Phytic acid 0.05 Chondroitin sulfate sodium 0.2 HEDTA-3Na (Hydroxyethylethylenediaminetriacetic acid) 0.01 Sodium hyaluronate 0.03 Sorbitol 6.0 Succinic acid 0.03 Sodium succinate (appropriate amount) Diglycerin 0.15 Mulberry bark extract 0.2 Loquat leaf extract 0.15 Phenoxyethanol 0.2 Methylparaben 0.15 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and heated to approximately 70°C until uniformly dissolved. Part B was mixed and stirred to form a viscous liquid. Part C was mixed and uniformly dissolved. Part C was added to Part A and stirred to emulsify, then cooled to approximately 50°C, Part B was added, and stirred to make it uniform.

[0073] Example 15 Emulsion Component Amount (wt%) -------------------------------------- Part A Sorbitan stearate 0.5 PEG-10 stearate 0.5 Polysorbate 60 0.5 Plandool-SUN (Nippon Fine Chemical) 1.0 Cetyl ethylhexanoate 3.7 Cetanol 1.2 Dimethicone (10cs) 1.0 1,2-Hexanediol 0.5 Ethylparaben 0.1 Part B (Acryloyldimethyltaurate Ammonium / VP) Copolymer 0.05 (PEG-240 / Decyltetradeceth-20 / HDI) Copolymer 0.05 Purified water 20.0 C part Ascorbic acid derivative of Example 1 2.0 Nicotinamide 2.0 Purified water 18.0 D part 1,3-Butylene glycol 3.0 Neosolue-Aqua (Nippon Fine Chemical) 1.0 Glycerin 1.0 Phenoxyethanol 0.2 Methylparaben 0.15 Hydroxyethanediphosphonic acid solution (60%) 0.05 Citric acid 0.01 Sodium citrate 0.09 Inulin-SC (Nippon Fine Chemical) 0.1 Tremoist-TP (Nippon Fine Chemical) 0.1 Hyaluronic acid 0.15 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and heated to approximately 70°C until uniformly dissolved. Part B was mixed and stirred to form a viscous liquid. Part C was mixed and uniformly dissolved. Part D was mixed and heated to approximately 70°C until uniformly dissolved. Part D was added to Part A, emulsified using a homomixer, then cooled to approximately 50°C, Parts C and B were added, and stirred until uniform.

[0074] Example 16: Emulsion Component Amount (wt%) -------------------------------------- Part A Plandool-LG3 (Nippon Seika) 1.0 Diethylhexyl succinate (Nippon Seika) 10.0 Cetanol 1.2 Dimethicone 100 cs 3.0 Myristyl alcohol 2.0 Oleyl alcohol 1.0 Part B Stearoxyhydroxypropylmethylcellulose 0.1 Xanthan gum 0.1 Sodium citrate (appropriate amount) Purified water 20.0 C part Phytocompo-C (Nippon Fine Chemical) 1.0 Glycerin 8.0 D part 3-O-ethyl ascorbic acid (Nippon Seika) 0.5 Tranexamic acid (Nippon Seika) 2.0 Nicotinamide 5.0 Ascorbic acid derivative of Example 1 1.0 Purified water 5.0 Part E Phenoxyethanol 0.2 Methylparaben 0.15 Phytic acid 0.5 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Parts A and E were heated to approximately 70°C and dissolved uniformly. Part B was stirred to make a viscous liquid. Part C was heated to approximately 70°C and dispersed uniformly. Part A was added to Part C while stirring in a homodisperser, and then Part E was added while stirring. Parts D and B were added at approximately 50°C, stirred to mix uniformly, and the pH was adjusted to 6.5-7.0 with sodium citrate.

[0075] Example 17: Skincare Cream Component Amount (wt%) -------------------------------------- Part A Glycerin 3.0 Squalane 3.0 Jojoba oil 3.0 Palm kernel oil 3.1 Glyceryl stearate 2.3 PEG-60 Glyceryl Isostearate 1.4 PG (SE) stearate 1.3 Stearyl alcohol 3.0 Behenyl alcohol 2.0 Dimethicone 1.5 Plandool-LG3 (Nippon Seika) 1.0 Plandool-MAS (Nippon Seika) 1.0 Ethylparaben 0.1 Part B Stearoxyhydroxypropylmethylcellulose 0.2 Pullulan 0.5 Alkyl acrylate methacrylate copolymer 0.3 Purified water 20.0 C part Ascorbic acid derivative of Example 1 2.0 Primelipid ALPA (Nippon Fine Chemical) 1.0 Arbutin 3.0 Purified water 18.0 D part Methylparaben 0.15 Hydroxyethanediphosphonic acid solution (60%) 0.08 Citric acid 0.01 Sodium citrate (appropriate amount) Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was mixed and heated to approximately 70°C until uniformly dissolved. Part B was mixed and stirred to form a viscous liquid. Part C was mixed and uniformly dissolved. Part D was mixed and heated to approximately 70°C until uniformly dissolved. Part D was added to Part A, emulsified using a homomixer, then cooled to approximately 50°C, Parts C and B were added, and stirred until uniform.

[0076] Example 18: Skincare Cream Component Amount (wt%) ------------------------------------- Part A Hydrogenated soybean phospholipid 0.5 γ-oryzanol 0.1 Glycerin 9.0 Dipropylene glycol 5.0 Polyglycerin 2.0 Sucrose stearate 1.5 Part B Squalane 8.0 Plandool-H (Nippon Fine Chemical) 5.0 Plandool-LG4 (Nippon Seika) 5.0 Vaseline 3.0 Diethylhexyl sebacate (Nippon Seika) 5.0 Coenzyme Q10 0.01 Ceramide 2 0.01 Glyceryl (ethylhexanoate / stearic acid / adipate) 1.0 C part Carbomer 0.1 K hydroxide 0.07 Xanthan gum 0.1 Purified water 10.0 D part Phenoxyethanol 0.4 Ethylhexylglycerin 0.2 Methylparaben 0.05 Ascorbic acid derivative of Example 1 1.0 Nicotinamide 5.0 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A, B, and D were mixed separately and heated to approximately 70°C to dissolve and disperse uniformly. Part C was mixed in and stirred to form a viscous liquid. Part B was added to Part A while stirring in a homodisperser, then Part D was added and emulsified. It was cooled to approximately 50°C, Part C was added and stirred, and then cooled to approximately 40°C.

[0077] Example 19: Skincare Cream Component Amount (wt%) ------------------------------------- Part A Sugar squalane 10.0 Stearic acid 1.0 Plandool-SUN (Nippon Fine Chemical) 1.0 Plandool-G (Nippon Fine Chemical) 1.0 Macadamia nut oil 3.0 Hydrogenated soybean phospholipid 0.5 Jojoba alcohol 2.0 Coconut fatty acid sorbitan 1.0 Olive oil fatty acid sorbitan 0.8 Polyglyceryl-10 oleate 1.0 Part B Acrylic acid / alkyl methacrylate copolymer 0.1 K hydroxide 0.07 (Acryloyldimethyltaurate ammonium / Beheneth-25 Methacrylate Crosspolymer 0.2 Tremoist-SL (Nippon Seika) 1.0 Purified water 20.0 Hydrolyzed sodium hyaluronate 0.1 Sodium polyglutamate 0.1 Oligopeptide-24 0.05 C part PrimeLipid PI (Nippon Fine Chemical) 1.0 Ascorbic acid derivative of Example 1 0.5 Propanediol 10.0 PEG-8 5.0 PEG-2M 2.0 Glyceryl caprylate 0.8 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and C were mixed separately and heated to approximately 70°C to uniformly dissolve and disperse. Part B was added and stirred to form a viscous liquid. Part C was added to Part A while stirring with a homomixer and emulsified. After cooling to approximately 50°C, Part B was added and stirred, and the mixture was cooled to approximately 40°C.

[0078] Example 20: Skincare Cream Component Amount (wt%) ------------------------------------- Part A Plandool-MAS (Nippon Seika) 2.0 Plandool-LG2 (Nippon Seika) 1.0 LUSPLAN DD-IS (Nippon Fine Chemical) 1.0 Sunflower seed wax 1.0 Shea butter 3.0 Squalane 8.0 Cetanol 1.8 Hydrogenated Cocoglycerides 0.8 Glyceryl stearate 1.0 Behenyl alcohol 1.5 Sorbitan stearate 1.0 Polyglyceryl-10 laurate 1.0 PEG-60 Glyceryl Isostearate 1.0 Methyl glucose sesquistearate 1.5 Part B Xanthan gum 0.1 (PEG-240 / Decyltetradeceth-20 / HDI) Copolymer 0.05 Crystalline cellulose powder 0.3 Stearoxyhydroxypropylmethylcellulose 0.1 Purified water 20.0 C part Glycerin 8.0 Dipropylene glycol 5.0 Sorbitol 2.0 Ascorbic acid derivative of Example 1 2.5 Tranexamic acid (Nippon Seika) 2.0 Neosolue-Aqulio (Nippon Seika) 1.0 Methylparaben 0.15 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A and C were mixed separately and heated to approximately 70°C to dissolve and disperse uniformly. Part B was added and stirred to form a viscous liquid. Part C was added to Part A while stirring with a homomixer and emulsified. After cooling to approximately 50°C, Part B was added and stirred to make it homogenized.

[0079] Example 21: Skincare Cream Component Amount (wt%) ------------------------------------- Part A Glycerin 12.0 1,3-Butylene Glycol 3.0 1,2-Pentanediol 3.0 Phytocompo-PP (Nippon Seika) 2.5 Primelipid ALPA (Nippon Seika) 1.5 Part B Squalane 3.0 Olive Oil 1.5 Shea Butter 1.0 Pentaerythrityl Tetraethylhexanoate (Nippon Seika) 3.0 Sucrose Stearate 0.8 Decyl Glucoside 1.2 Behenyl Alcohol 1.5 Cetyl Alcohol 2.5 Diethylhexyl Sebacate 7.0 Isopropyl Lauroyl Sarcosinate 2.0 Glyceryl Stearate 3.0 Sorbitan Stearate 0.8 Part C Xanthan Gum 0.05 Tremoist-SL (Nippon Seika) 1.0 Sodium Hyaluronate 0.01 Water-Soluble Collagen 0.05 Hydrolyzed Collagen 0.5 Sodium Pyrosulfite 0.03 Ascorbic Acid Derivative of Example 1 1.0 Albutin (Nippon Seika) 1.0 Tranexamic Acid (Nippon Seika) 1.0 Purified Water 10.0 Part D Neosolue-Aqulio (Nippon Seika) 1.0 Inulin-SC (Nippon Seika) 1.0 Propanediol 3.0 Methylparaben 0.1 Glyceryl caprylate 1.0 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) Parts A, B, and D were mixed separately and heated to approximately 70°C to dissolve and disperse uniformly. Part C was mixed in and stirred to form a viscous liquid. Part B was added to Part A while stirring in a homodisperser, then Part D was added and emulsified. After cooling to approximately 50°C, Part C was added and stirred to make it homogenized.

[0080] Example 22: Skincare Cream Component Amount (wt%) -------------------------------------- Part A Jojoba oil 2.0 Plandool-H (Nippon Fine Chemical) 1.0 Plandool-LG1 (Nippon Seika) 1.0 Plandool-MAS (Nippon Seika) 1.0 Propylene glycol monostearate 0.6 Behenyl alcohol 1.2 Self-emulsifying glyceryl monostearate 1.2 Ethylparaben 0.15 Neosolue-MCT (Nippon Seika) 1.0 PEG-60 Glyceryl Isostearate 0.7 PEG-60 Hydrogenated Castor Oil 1.0 Part B Carboxymethylcellulose Na 0.2 (Acryloyldimethyltaurine / Beheneth-25 Methacrylate) Polymer 0.3 Purified water 20.0 C part Ascorbic acid derivative of Example 1 2.0 3-O-ethyl ascorbic acid (Nippon Seika) 1.0 Phytic acid 0.05 Curcuma Root Extract 0.05 Red Ginseng Root Extract 0.05 Koji Extract 0.05 Citric Acid Appropriate amount Sodium Citrate Appropriate amount 1,3-Butylene Glycol 0.15 Disodium Ethylenediaminetetraacetate 0.1 Glycerin 2.0 Methylparaben 0.1 Purified Water An amount that totals 100 -------------------------------------- (Preparation Method) Mix Part A, warm to about 70°C, and dissolve uniformly. Mix Part B, stir to make a viscous liquid. Mix Part C, warm to about 70°C, and dissolve uniformly. Add Part C to Part A, stir to emulsify, then cool. At about 50°C, add Part B and stir to make it uniform.

[0081] Example 23 Moisture Pack Ingredient Dosage (wt%)<000096​​​​​​​​​​​​​​​​​​​​​​​​​​​​PEG-20 Glycerin Isostearate 1.5 Denatured alcohol 8.0 PEG / PPG-5 / 30 copolymer 1.0 PPG-24 Glycereth-24 1.0 Dipotassium glycyrrhizate 0.05 Tocopherol 0.1 Methylparaben 0.2 Sodium hyaluronate 0.05 Sodium chloride 0.3 Hydroxyethylethylenediaminetriacetic acid 0.2 Ethylhexylglycerin 0.02 Citric acid 0.05 Sodium citrate (appropriate amount) Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) Part A was heated and swollen at 50°C. Part B was gradually added to Part A while stirring until homogenized.

[0082] Example 24: Pre-shave lotion Component Amount (wt%) -------------------------------------- Part A Ascorbic acid derivative of Example 1 2.0 Inulin-SC (Nippon Fine Chemical) 1.0 Neosolue-AquaS (Nippon Fine Chemical) 1.0 Citric acid 0.05 Zinc phenolsulfonate 0.2 Carboxymethylcellulose Na 0.1 (Acryloyldimethyltaurine / Beheneth-25 Methacrylate) Copolymer 0.1 PEG-60 Hydrogenated Castor Oil 0.1 Disodium ethylenediaminetetraacetate 0.1 Dipotassium glycyrrhizate 0.05 Succinic acid 0.05 Sodium succinate (appropriate amount) Purified water, in an amount that totals 100. Part B Ethanol 30.0 Tocopherol 0.01 Triclocarban 0.02 Methylparaben 0.15 -------------------------------------- (Preparation method) Both parts A and B were dissolved at room temperature, and part B was gradually added to part A while stirring until homogenized.

[0083] Example 25: Carmine Lotion Component Amount (wt%) -------------------------------------- Part A Calamine 0.4 Kaolin 4.0 Magnesium carbonate 0.1 Purified water 20.0 Part B Alkyl acrylate methacrylate copolymer 0.3 (Acryloyldimethyltaurine / Beheneth-25 Methacrylate) Copolymer 0.05 1,3-Butylene glycol 2.0 Hydroxyethylethylenediaminetriacetic acid 0.15 Allantoin 0.1 Citric acid 0.05 Sodium citrate (appropriate amount) Hinokitiol 0.02 Ascorbic acid derivative of Example 1 0.5 Primelipid ALPA (Nippon Fine Chemical) 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 Arbutin (Nippon Seika) 3.0 Purified water, in an amount that totals 100. C part Ethanol 20.0 Camphor 0.05 Methylparaben 0.20 -------------------------------------- (Preparation method) Part A was uniformly dispersed. Parts B and C were dissolved at room temperature, and part C was gradually added to part B while stirring. Part A was then gradually added to part B while stirring until it was uniform.

[0084] Example 26: Deodorant lotion Component Amount (wt%) -------------------------------------- Part A Purified water, in an amount that totals 100. (PEG-240 / Decyltetradeceth-20 / HDI) Copolymer 0.05 Tea distillate 0.5 Benzalkonium chloride 0.05 Sodium chloride 0.1 Carboxymethyl chitin 0.02 Alkyl acrylate methacrylate copolymer 0.1 Hydroxyethanediphosphonic acid solution (60%) 0.05 Citric acid 0.01 Appropriate amount of sodium hydroxide Ascorbic acid derivative of Example 1 2.0 Inulin-SC (Nippon Fine Chemical) 1.0 Neosolue-AquaS (Nippon Fine Chemical) 1.0 Phytic acid 0.05 Part B Denatured alcohol 50.0 Methylparaben 0.20 -------------------------------------- (Preparation method) Parts A and B were dissolved separately at room temperature, and part B was gradually added to part A while stirring until homogenized.

[0085] Example 27: Sunscreen Component Amount (wt%) ----------------------------------- Part A FINEX-33W (Sakai Chemical Industry) 5.0 STR-100W (Sakai Chemical Industry) 5.0 Purified water, in an amount that totals 100. PrimeLipid ALPA (Nippon Fine Chemical) 1.0 Glycerin 7.0 Disodium edetate 0.05 Triethanolamine 1.0 Part B Ascorbic acid derivative of Example 1 1.0 Bis-ethylhexyloxyphenol methoxyphenyl triazine 3.0 Ethylhexyl paramethoxycinnamate 5.0 Diethylaminohydroxybenzoyl hexyl benzoate 3.0 PrimeLipid PI (Nippon Fine Chemical) 1.0 Diisopropyl sebacate (Nippon Seika) 10.0 Plandool-H (Nippon Fine Chemical) 2.0 Plandool-DP (Nippon Fine Chemical) 2.0 Plandool-MAS (Nippon Seika) 0.5 Plandool-LG1 (Nippon Seika) 0.5 Plandool-LG2 (Nippon Seika) 0.5 LUSPLAN PI-DA (Nippon Fine Chemical) 3.0 Diethylhexyl succinate (Nippon Seika) 3.0 Diethyl sebacate (Nippon Seika) 5.0 Dimethicone 2cs 5.0 Sucrose stearate 1.5 Polyglyceryl-10 isostearate 2.0 Stearyl alcohol 3.0 Batyl alcohol 1.0 Stearic acid 3.0 Glyceryl monostearate 3.0 Ethyl polyacrylate 1.0 Phenoxyethanol 0.5 ----------------------------------- (Preparation method) Part A was heated to approximately 80°C and thoroughly dispersed. Part B, also heated to approximately 80°C, was added to this, emulsified using a homogenizer, and then stirred and cooled to room temperature.

[0086] Example 28: Sunscreen Component Amount (wt%) ----------------------------------- Part A BG 10.0 Glycerin 9.0 Phytocompo-PP (Nippon Fine Chemical) 1.0 Octocrylene 4.0 Ethylhexyl salicylate 4.0 Diethylamino hydroxybenzoyl hexyl benzoate 2.25 t-Butyl methoxydibenzoylmethane 1.0 Diethylhexyl sebacate (Nippon Seika) 3.0 Pentaerythrityl tetraethylhexanoate (Nippon Seika) 2.0 Diisopropyl sebacate (Nippon Seika) 1.0 Behenyl alcohol 2.0 Cetearyl alcohol 2.0 LUSPLAN DD-DHR (Nippon Seika) 1.0 Plandool-LG3 (Nippon Seika) 1.0 Tocopherol 0.05 Part B Neosolue-AquaS (Nippon Fine Chemical) 1.0 Methylparaben (appropriate amount) Amount of water that totals 100 C part Carbomer (2%) 5.0 Tremoist-SL (Nippon Seika) 10.0 DIS-AB-10W (Sakai Chemical Industry) 5.0 Ascorbic acid derivative of Example 1 0.2 ----------------------------------- (Preparation method) Parts A and B were heated and dissolved to approximately 70°C. Part B was gradually added to part A while stirring and emulsified. Then, while stirring, it was cooled and part C was mixed in at 45°C.

[0087] Example 29: Cleansing Gel Component Amount (wt%) --------------------------------- Part A Ascorbic acid derivative of Example 1 1.5 1,2-Pentanediol 1.0 Isopropyl palmitate (Nippon Seika) 10.0 Plandool-LG3 (Nippon Seika) 1.0 Dihydrocholeth-30 (Nippon Seika) 2.0 LUSPLAN DD-DA5 (Nippon Seika) 2.0 PEG-30 Hydrogenated Castor Oil 20.0 Cetes-20 15.0 Polyglyceryl-10 laurate 5.0 Glycerin 16.0 1,3-Butylene glycol 5.0 Part B Neosolue-Aqulio (Nippon Seika) 1.0 Neosolue-AquaS (Nippon Fine Chemical) 1.0 Phenoxyethanol 0.5 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0088] Example 30: Cleansing Cream Component Amount (wt%) --------------------------------- Part A Plandool-LG2 (Nippon Seika) 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 Neosolue-MCT (Nippon Seika) 3.0 Sunflower seed wax 6.0 PEG-20 Glyceryl Isostearate 3.0 Sorbitan sesquioleate 1.5 Polyoxyethylene sorbitan oleate 0.3 Polyglyceryl-10 laurate 0.3 Microcrystalline wax 2.0 Tocopherol 0.05 Part B Ascorbic acid derivative of Example 1 0.5 Neosolue-Aqua (Nippon Fine Chemical) 0.5 Dipropylene glycol 5.0 EDTA 3Na 0.02 Phenoxyethanol 0.5 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0089] Example 31: Facial Cleansing Foam Component Amount (wt%) ----------------------------------- Part A Potassium stearate 10.0 Potassium palmitate 10.0 Potassium myristate 10.0 Potassium laurate 4.0 Diethylhexyl succinate (Nippon Seika) 0.8 PEG1500 10.0 Glycerin 15.0 Glyceryl monostearate 1.0 POE(20) Sorbitan Monostearate 2.0 Part B Ascorbic acid derivative of Example 1 1.0 Neosolue-Aqulio (Nippon Seika) 1.0 Polyquaternium-7 0.5 Polyquaternium-39 0.5 Inulin-SC (Nippon Fine Chemical) 0.5 Hydroxypropyltrimonium hyaluronate 0.5 Methylparaben 0.1 Purified water, in an amount that totals 100. ----------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0090] Example 32: Facial Cleansing Foam Component Amount (wt%) --------------------------------- Part A Sodium lauroyl glutamate 30.0 Cocoyl glycine K 5.0 Plandool-G (Nippon Fine Chemical) 0.2 Lauric acid diethanolamide 3.0 Tocopherol 0.1 PEG-8 5.0 PEG-32 10.0 Glycerin 14.0 Part B Ascorbic acid derivative of Example 1 1.0 Glyceryl caprylate 1.0 1,2-Pentanediol 1.0 Polyquaternium-51 1.0 Tremoist-SL (Nippon Seika) 0.5 Inulin-SC (Nippon Fine Chemical) 0.5 Crystalline cellulose 0.3 Polyquaternium-7 0.8 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was heated to approximately 80°C. Part B was gradually added to Part A while stirring, and after mixing, it was cooled to 40°C.

[0091] Example 33: Hand soap Component Amount (wt%) -------------------------------- Part A Sodium cocoyl isethionate 1.0 Glycerin 50.0 Part B Sodium lauroyl sarcosinate 12.0 Sodium myristoylmethyltaurate 2.0 Polyglyceryl-6 laurate 2.0 Coconut oil fatty acid diethanolamide 2.0 PEG-7 Coconut Oil Fatty Acid Glyceryl 2.0 Sorbitol 8.0 Hydrolyzed keratin 0.1 1,3-Butylene glycol 8.0 Inulin-SC (Nippon Fine Chemical) 0.5 Neosolue-AquaS (Nippon Fine Chemical) 0.5 Phenoxyethanol 0.8 Ethanol 3.0 Ascorbic acid derivative of Example 1 1.0 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) Part A was heated to approximately 80°C and dissolved. Part B was added to Part A while stirring, heated to approximately 80°C until uniformly dissolved, and then cooled.

[0092] Example 34: Body Shampoo Component Amount (wt%) --------------------------------- Ascorbic acid derivative of Example 1 1.0 Sodium Cocoyl Methyl Taurate 10.0 Sodium lauroyl glutamate 6.0 Sodium lauroyl methylalanine 10.0 Sodium cocoamphoacetate (30%) 4.0 Cocamidopropyl betaine (30%) 10.0 Sodium olefin (C14-16) sulfonate 5.0 Polyglyceryl-10 laurate 2.0 Polyquaternium-10 1.3 Hydroxypropyltrimonium hyaluronate 0.8 Sodium acetylated hyaluronate 0.02 Cocamide DEA 3.0 Glycerin 5.0 Plandool-H (Nippon Fine Chemical) 0.1 Inulin-SC (Nippon Fine Chemical) 0.5 Neosolue-AquaS (Nippon Fine Chemical) 0.5 Methylparaben 0.2 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) All ingredients were heated to approximately 80°C and stirred until uniform.

[0093] Example 35: Shampoo Component Amount (wt%) -------------------------------- Part A Ascorbic acid derivative of Example 1 3.0 PPG-3 Caprylyl Ether 0.2 Ammonium laureth sulfate 5.0 Sodium laureth sulfate (25%) 10.0 Lauryl hydroxysultaine (30%) 10.0 Potassium laurate 1.0 Glycol distearate 0.5 Polyglyceryl-10 laurate 2.0 Toluene sulfonic acid 0.3 Stearoxypropyldimethylamine 0.5 PPG-17 0.3 Dimethicone 0.1 PEG-9 Dimethicone 0.1 Amodimethicone 0.1 Diethylhexyl sebacate (Nippon Seika) 1.0 Diethylhexyl succinate (Nippon Seika) 0.4 Lanolin fatty acid 0.3 Ethylhexylglycerin 0.4 Miconazole nitrate 0.75 Cocamide MEA 1.0 Laureth-4 0.3 Laureth-16 0.2 Steerless-6 0.2 Phenoxyethanol 0.3 Part B Malic acid 0.1 Methylparaben 0.2 Phosphate 0.03 Sodium benzoate 0.3 Arginine 0.4 Purified water, in an amount that totals 100. C part Polyquaternium-10 0.2 Guar hydroxypropyltrimonium chloride 0.1 Inulin-SC (Nippon Fine Chemical) 3.0 Purified water 6.7 -------------------------------- (Preparation method) Part A was uniformly mixed at approximately 80°C. Part B, which had been set aside, was heated to approximately 60°C and made uniform. Part B was gradually added to Part A while stirring, and after it was uniformly mixed, it was cooled to approximately 50°C. Part C was then added and uniformly mixed.

[0094] Example 36: Non-silicone shampoo Component Amount (wt%) --------------------------------- Ascorbic acid derivative of Example 1 1.0 Neosolue-DiSM (Nippon Seika) 0.03 Neosolue-Aqulio (Nippon Seika) 0.5 Inulin-SC (Nippon Fine Chemical) 0.5 Sodium laureth-4 carboxylate (28%) 10.0 Laureth-6 carboxylic acid 4.0 Cocamidopropyl betaine (30%) 10.0 Sodium Lauroyl Methylalanine (30%) 5.0 Cocamide methyl MEA 3.0 PEG-7 Glyceryl Cocoate 5.0 Sodium hydroxide 1% solution 0.5 Polyquaternium-10 0.8 Glycol distearate 0.5 Polyquaternium-7 0.5 EDTA-2Na 0.05 Phenoxyethanol 0.4 Sodium benzoate 0.2 Purified water, in an amount that totals 100. --------------------------------- (Preparation method) All ingredients were heated to approximately 80°C and stirred until uniform.

[0095] Example 37: Hair Treatment Component Amount (wt%) ------------------------------------- Part A Dodecane 1.5 Neosolue-Aqulio (Nippon Seika) 0.2 Neosolue-DiSM (Nippon Seika) 1.0 Plandool-H (Nippon Fine Chemical) 1.0 Candelilla wax 0.2 Cetyl esters 0.3 Stearyl ethylhexanoate 1.0 Cetearyl alcohol 3.5 PEG-200 0.5 Hydroxyethylcellulose 0.4 Cetrimonium chloride (30%) 1.0 Behentrimonium chloride (80%) 1.0 Trideceth-6 0.3 Hydrogenated soybean phospholipid 0.2 Part B Ascorbic acid derivative of Example 1 1.0 Methylparaben 0.2 Citric acid 0.05 Purified water, in an amount that totals 100. C part PPG-3 Millistile 0.5 Diethylhexyl succinate (Nippon Seika) 1.0 D part Tremoist-TP (Nippon Fine Chemical) 0.02 Purified water 10.0 ------------------------------------- (Preparation method) Part B was heated to approximately 80°C and dissolved. Part A was added to a separate container and heated and dissolved. Part B was gradually added to Part A while stirring and mixed uniformly. Parts C and D were added at approximately 50°C while stirring and mixed uniformly.

[0096] Example 38: Hair Treatment Component Amount (wt%) ------------------------------------- Part A Plandool-LG2 (Nippon Seika) 0.5 Propanediol 3.0 Behenamidopropyldimethylamine 1.5 Cetanol 2.2 Stearyl alcohol 0.8 Octyldodecanol 0.5 Neopentyl glycol diethylhexanoate 0.8 Jojoba seed oil 1.0 Glyceryl stearate 0.4 Propylparaben 0.1 Cocamide MEA 0.8 Caesalpinia spinosa hydroxypropyltrimonium chloride 0.1 Rice bran wax 0.5 Glycerin 1.0 Part B Ascorbic acid derivative of Example 1 1.0 Methylparaben 0.1 Lactic acid 0.4 Purified water, in an amount that totals 100. C part Amodimethicone 3.0 Methylheptyl caprylate 1.0 Polyquaternium-7 0.15 PPG-3 benzyl ether myristate 0.5 D part Inulin-SC (Nippon Fine Chemical) 0.5 Purified water 10.0 ------------------------------------- (Preparation method) Part A was uniformly mixed at approximately 80°C. Part B, which had been set aside, was heated to approximately 60°C and made uniform. Part B was gradually added to Part A while stirring, and after it was uniformly mixed, it was cooled to approximately 50°C. Parts C and D were then added and uniformly mixed.

[0097] Example 39: Leave-on hair treatment Component Amount (wt%) -------------------------------- Part A Neosolue-Aqulio (Nippon Seika) 2.0 Plandool-LG2 (Nippon Seika) 0.1 Elcalactone MCT (Nippon Seika) 0.1 Cetanol 3.8 Caprylyl glucoside (50%) 1.5 Hydrogenated soybean phospholipid 0.2 Glycerin 4.0 Phenoxyethanol 0.5 Part B Ethanol 5.0 C part Ascorbic acid derivative of Example 1 1.0 Polyquaternium-6 0.6 Polyquaternium-7 0.4 Polyquaternium-39 0.5 Inulin-SC (Nippon Fine Chemical) 0.5 Purified water, in an amount that totals 100. -------------------------------- (Preparation method) Part C was heated to approximately 80°C and dissolved. Next, Part A was heated to approximately 80°C and dissolved. Part A was added to Part C while stirring, and after uniform mixing, it was cooled to approximately 40°C. Then, Part B was added and uniform mixing was performed.

[0098] Example 40: Leave-in scalp / hair treatment Component Amount (wt%) -------------------------------------- Part A Neosolue-Aqulio (Nippon Seika) 1.0 Ethanol 40.0 Glycyrrhetinic acid 0.02 Elcalactone DES (Nippon Seika) 1.5 PEG / PPG-20 / 20 Dimethicone 0.2 PEG-12 Dimethicone 0.4 Hydrogenated retinol 0.1 Pyridoxine trishexyldecanoate 0.05 Bisglyceryl ascorbate 0.3 Hexyl 3-glyceryl ascorbate 0.3 Part B Triethanolamine 0.1 Purified water, in an amount that totals 100. (Acrylates / C10-30 Alkyl Acrylate) Crosspolymer 0.4 Carbomer 0.05 Tremoist-SL (Nippon Seika) 1.0 (Acryloyldimethyltaurate Ammonium / VP) Copolymer 0.05 (Acryloyldimethyltaurate ammonium / Beheneth-25 Methacrylate Crosspolymer 0.1 Hydroxypropyl chitosan 0.1 Methylparaben 0.1 Phenoxyethanol 0.2 C part Ascorbic acid derivative of Example 1 0.3 3-O-ethyl ascorbic acid (Nippon Seika) 0.3 Nicotinate tocopherol 0.3 Pyridoxine hydrochloride 0.1 Caffeine 0.1 Glucosyltrehalose 0.1 Purified water 10.0 -------------------------------------- (Preparation method) Part A was heated to approximately 50°C and dissolved. Next, Part B was uniformly dispersed to form a viscous liquid. Part A was added to Part B while stirring and mixed uniformly. Then Part C was added and mixed uniformly.

[0099] Example 41: Scalp Lotion Component Amount (wt%) -------------------------------------- Ascorbic acid derivative of Example 1 1.0 Maltitol solution 0.5 PEG-60 Hydrogenated Castor Oil 0.2 Hydrogenated soybean phospholipid 0.1 Tocopherol nicotinate 0.05 Ethanol 10.0 Neosolue-AquaS (Nippon Fine Chemical) 2.0 Neosolue-Aqulio (Nippon Seika) 1.0 Menthol 0.1 Isopropylmethylphenol 0.1 Betaine 0.2 Hydroxypropyl chitosan solution 0.05 Swertia japonica extract 0.1 Carrot extract 0.1 Pyridoxine hydrochloride 0.05 Panthenol 0.1 Dipotassium glycyrrhizate 0.1 Tranexamic acid (Nippon Seika) 0.5 Inulin-SC (Nippon Fine Chemical) 0.5 Phenoxyethanol 0.3 Purified water, in an amount that totals 100. -------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0100] Example 42: Hair growth agent Component Amount (wt%) ------------------------------------- Ascorbic acid derivative of Example 1 1.0 Phytopresome MEL (Nippon Seika) 1.0 Neosolue-Aqulio (Nippon Seika) 0.5 Neosolue-Aqua (Nippon Fine Chemical) 0.2 1,2-Pentanediol 2.0 Lactic acid 0.1 Tremoist-TP (Nippon Fine Chemical) 0.01 Inulin-SC (Nippon Fine Chemical) 0.5 Ethanol 10.0 Menthol 0.1 Menthyl glyceryl ether 0.15 Panthenyl ethyl ether 0.2 Camphor 0.1 Cordyceps sinensis extract 1.0 Swertia japonica extract 1.0 Loquat leaf extract 1.0 Hydrolyzed hyaluronic acid 0.02 Hydrogenated soybean phospholipid 0.05 Chili pepper extract 0.01 Betaine 0.3 Trehalose 0.2 Isopropylmethylphenol 0.1 Tocopherol nicotinate 0.05 β-Glycyrrhetinic acid 0.05 Purified water, in an amount that totals 100. ------------------------------------- (Preparation method) All ingredients were weighed into a container and stirred with a paddle at room temperature to obtain a homogeneous liquid.

[0101] Example 43: Styling Milk Component Amount (wt%) --------------------------------- Part A LUSPLAN SR-DM4 (Nippon Seika) 1.0 Plandool-H (Nippon Fine Chemical) 1.0 Plandool-LG1 (Nippon Seika) 0.2 Plandool-GR (Nippon Fine Chemical) 0.5 Stearyl alcohol 1.7 Isopropyl palmitate (Nippon Seika) 1.0 Stearamidopropyldimethylamine 1.0 Ceteth-20 0.3 Part B Ascorbic acid derivative of Example 1 1.0 Phenoxyethanol 0.4 Lactic acid 0.4 Purified water, in an amount that totals 100. C part Hydroxyethylcellulose 0.4 1,3-Butylene glycol 2.0 --------------------------------- (Preparation method) Parts A and B were mixed separately at approximately 80°C. Part B was added to part A while stirring, and after cooling to approximately 60°C, part C was added.

[0102] In the above formulation, the details of the ingredients listed under the product name are as follows: ○Inulin-SC: Inulin 〇LUSPLAN DD-IS: Dimer Dilinoleyl Diisostearate 〇LUSPLAN PI-DA: Dimer dilinoleate di(isostearyl / phytosteryl) LUSPLAN DD-DA5: Dimer Dilinoleyl Dimer Dilinoleate LUSPLAN DD-DHR: Dimer Dilinoleyl Hydrogenated Rosin Condensate LUSPLAN SR-DM4: Dimer dilinoleyl dimer dilinoleate, Caprylic / Capric triglyceride Neosolue-Aqulio: Bisethoxydiglycol Cyclohexanedicarboxylic Acid 〇Neosolue-Aqua: (Eicosanedioic acid / Tetradecanedioic acid) Polyglyceryl-10, Glycerin 〇Neosolue-AquaS: (Eicosanedioic acid / Tetradecanedioic acid) Polyglyceryl-10, Glycerin 〇Neosolue-DiSM: Diisostearyl malate Neosolue-MCT: ​​Caprylic / Capric Triglyceride 〇PCSH70: Hydrogenated soy lecithin 〇Phytocompo-PP: Hydrogenated lecithin, phytosterols 〇Phytocompo-C: Hydrogenated lecithin, phytosterols, ceramide 2, ceramide 3, ceramide 6II 〇Phytopresome: Hydrogenated lecithin, phytosterols 〇Phytopresome MEL: Glycolipids, hydrogenated lecithin, BG, purified water Plandool-H: Dimer dilinoleate (phytosteryl / isostearyl / cetyl / stearyl / behenyl) Plandool-G: Dimer dilinoleyl dimer dilinoleate bis(behenyl / isostearyl / phytosteryl) Plandool-GR: Dimer dilinoleyl dimer dilinoleate bis(behenyl / isostearyl / phytosteryl), hydrogenated triglyceride rosinate Plandool-DP: Bis-diglyceryl polyacyladipate-2 Plandool-ISS: Phytosteryl isostearate Plandool-SUN: Phytosteryl sunflower seed oil fatty acids Plandool-MAS: Macadamia nut oil fatty acid phytosteryl Plandool-LG1: Lauroyl glutamate di(phytosteryl / octyldodecyl / behenyl) Plandool-LG2: Lauroyl glutamate di(phytosteryl / octyldodecyl) Plandool-LG3: Lauroyl glutamate di(phytosteryl / octyldodecyl / behenyl) Plandool-LG4: Lauroyl glutamate di(phytosteryl / octyldodecyl / behenyl) PrimeLipid ALPA: Lysophosphatidic acid, lysolecithin, glycerin, water, aluminum hydroxide PrimeLipid PI: Hydrogenated lecithin, phytosterols, lecithin, tocopherols Tremoist-TP: Tremella fuciformis polysaccharide 〇Tremoist-SL: Tremella fuciformis polysaccharide aqueous solution (1%) 〇Elcalactone MCT: γ-Docosalactone, Caprylic / Capric Triglyceride 〇 Elcalactone DES: γ-docosalactone, diethyl sebacate STR-100W: Titanium dioxide, hydrated silica FINEX-33W: Zinc oxide, hydrated silica 〇DIS-AB-10W: Titanium dioxide, hydrated silica, hydrogen dimethicone, water, BG, PEG-9 dimethicone

Claims

1. An ascorbic acid derivative represented by the following general formula (1). 【Chemistry 1】

2. A cosmetic or topical skin preparation containing the ascorbic acid derivative described in claim 1.

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