JP2003105221A - Modified powder and cosmetics - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a modified powder characterized by having a smooth feeling, a hiding properties with a suitable transparency and hardly causing a creaky sensation in contact with an oil, and to provide cosmetics characterized by having a smooth feeling and a suitable transparency resulting in a fine cosmetic finishing. SOLUTION: The powder is characterized in that a surface of an N-acylated lysine is coated with one or more kinds of metal oxides or metalhydroxides. Specifically, the metal is selected from titanium, silicon, zirconia, aluminum, cerium, zinc and iron. Especially, the N-acylated lysine is N<ε> -lauroyl-L-lysine. The cosmetics are characterized by containing the powder.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention has a smooth feel,
The present invention relates to a modified powder characterized by having an appropriate transparency and concealing property and having little squeaky feeling when contacted with oil, and a cosmetic containing the modified powder.

[0002]

PRIOR ART AND PROBLEMS TO BE SOLVED BY THE INVENTION Conventionally, N-acylated lysines, especially N ^ε -lauroyl-L-
Lysine is commercially available from Ajinomoto Co. under the name of Amihope LL as an organic tabular pigment. This pigment feels good,
It was marketed as having a smooth feel, but when contacted with sebum or an oil agent component in cosmetics, the friction increased sharply and the squeaky feeling became strong, so it was difficult to mix it quantitatively in the product. Had characteristics. Therefore, in reality, the present pigment is not used as the original pigment but as a surface treatment agent for the pigment. However, some of the pigments have a very excellent feel when not in contact with oil, and it was clear that excellent cosmetics could be obtained more easily if this feel could be freely utilized.

On the other hand, an organic pigment such as N-acylated lysine has a feature that surface treatment is difficult because it has few active sites on the surface like an inorganic pigment, which is involved in a chemical reaction. Since it has an aqueous property, there is a problem that it is difficult to perform treatment in an aqueous system.

[0004]

The inventors of the present invention have made various investigations in order to improve the frictional change during oil absorption, which is a problem of the pigment, and found that the surface of the N-acylated lysine is metal oxide. Alternatively, by coating with a metal hydroxide, direct contact between oil and N-acylated lysine was suppressed, and the degree of friction change during oil absorption was successfully alleviated. Furthermore, by coating the periphery of the pigment with a metal oxide or a metal hydroxide, it became possible to further introduce a functional group on the surface of the pigment. When these modified powders were blended with cosmetics, they found that they had a smooth feel, had an appropriate transparency and hiding power, and were less affected by oil agents such as binder oils blended in cosmetics. The present invention has been completed.

That is, according to claim 1 of the present invention, the surface of the N-acylated lysine is a metal oxide or a metal hydroxide.
It is a modified powder characterized by being coated with one or more species.

A second aspect of the present invention is the modified powder according to the first aspect, wherein the metal is selected from titanium, silicon, zirconia, aluminum, cerium, zinc and iron.

[0007] Claim 3 of the present invention is characterized in that the metal oxide or metal hydroxide is obtained by decomposition of organic titanium, organic silicon or organic aluminum. It is a modified powder.

According to a fourth aspect of the present invention, the surface of the N-acylated lysine is coated with one or more oxides or hydroxides of metals other than iron and iron oxide and / or iron hydroxide. It is a modified powder characterized in that

[0009] Claim 5 of the present invention is the modified powder according to any one of claims 1 to 4, wherein the N-acylated lysine is N ^ε -lauroyl-L-lysine. is there.

According to a sixth aspect of the present invention, the modified powder is further subjected to a water-repellent surface treatment.
The modified powder according to any one of 1.

According to a seventh aspect of the present invention, the water repellent surface treatment is N
-The modified powder according to claim 6, which is selected from one or more of an acylated lysine treatment, an alkylsilane treatment, a silicone treatment, and a fluorine compound treatment.

[0012] According to claim 8 of the present invention, the modified powder is further surface-treated with a sticky agent.
Item 7. The modified powder according to any one of items 7.

According to a ninth aspect of the present invention, the modified powder according to the eighth aspect is characterized in that the sticking agent is selected from agar, deoxyribonucleic acid and its salt, and gellan gum.

A tenth aspect of the present invention is a cosmetic containing the modified powder according to any one of the first to ninth aspects.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION The N-acylated lysine used in the present invention preferably has an aliphatic acyl group having 8 to 22 carbon atoms and includes N-lauroyl lysine, N-myristyl lysine and N-palmitoyl lysine. , N-stearyl lysine, N-behenyl lysine, N-capryl lysine, and the like. In particular, N ^ε -lauroyl-L-lysine is stable in supply and easily available, and has a smooth and soft feel. preferable. The N-acylated lysine used in the present invention has an average particle size of 1 to 2
It is preferably in the range of 0 μm, particularly preferably 8
It is preferably in the range of ˜15 μm.

In the present invention, the surface of N-acylated lysine is coated with at least one metal oxide or metal hydroxide. Examples of the metal used in the present invention include titanium, silicon, zirconia, aluminum, cerium, zinc, iron,
Cobalt, manganese and the like can be mentioned, but it is particularly preferable to be selected from one or more of titanium, silicon, zirconia, aluminum, cerium, zinc and iron. These metals are generally used in cosmetics and are characterized by high safety to the skin.

As a method of coating the surface of N-acylated lysine used in the present invention with one or more kinds of metal oxides or metal hydroxides, the surface of N-acylated lysine is water-repellent. Since it is difficult to treat with water, lower alcohols such as isopropyl alcohol and ethanol are used as solvents to decompose organic metal such as organic titanium, organic silicon and organic aluminum, and to adsorb on the surface of N-acylated lysine. The method is preferred. In addition, after treating the N-acylated lysine surface by the above method, a metal oxide or metal hydroxide is further precipitated by neutralization hydrolysis using a metal sulfate, a metal chloride, a metal nitrate or the like in an aqueous system. There is also a method of processing. Since the cost of organic metal is generally higher than that of metal salts and the supply is unstable, the latter method is preferable because the cost is low.

In the present invention, the surface of N-acylated lysine may be coated with iron oxide and / or iron hydroxide together with one or more oxides or hydroxides of metals other than iron. In the above method, the case of coating with iron oxide is mentioned, but if the proportion of iron oxide is high, there is a problem that it is difficult to obtain the color stability of the modified powder. If you want color stability,
It is preferable to simultaneously coat iron oxide as a pigment. In this case, a slurry of N-acylated lysine (or N-acylated lysine treated with an oxide or hydroxide of a metal other than iron) and iron oxide is prepared, and a metal oxide or a metal hydroxide is added thereto. By precipitating, a layer of metal oxide or metal hydroxide having iron oxide particles incorporated therein can be formed on the surface of N-acylated lysine. The iron oxide and / or iron hydroxide referred to in the present invention includes yellow iron oxide, red iron oxide, and black iron oxide. When iron oxide and / or iron hydroxide is used, the modified powder preferably looks flesh-colored.

In the present invention, the modified powder thus treated is dried using a dryer. By this operation, the layer of each metal oxide or metal hydroxide is firmly fixed on the surface of the N-acylated lysine. The drying condition is 60 to 170.
It is preferable to dry in the temperature range of ° C for 30 minutes to 48 hours. If the temperature exceeds this temperature range, the N-acylated lysine may be deteriorated or the drying may be poor. As a drying method, a blast airflow type dryer is preferable because the drying efficiency is high.

The amount of N-acylated lysine in the modified powder used in the present invention is 30 to 9 relative to the mass of the modified powder.
9 mass% is preferable. Within this range, the modification effect and the feel can be adjusted.

The modified powder of the present invention is preferably subjected to a water-repellent surface treatment. Examples of the water repellent surface treatment include perfluoroalkyl phosphate ester salt treatment, fluorine compound treatment such as reactive perfluoropolyether treatment, silicone treatment such as methylhydrogenpolysiloxane baking treatment, and octylsilylation treatment. Alkylsilane treatment, N-acylated lysine treatment such as N ^ε -lauroyl-L-lysine treatment, silicone oil treatment,
Examples thereof include wax treatment, oil treatment such as squalane treatment, trifluoropropylated silicone resin treatment, resin treatment such as trimethylsiloxysilicic acid treatment, and composite treatment thereof. In the present invention, the water-repellent surface treatment is preferably selected from at least one of N-acylated lysine treatment, alkylsilane treatment, silicone treatment, and fluorine compound treatment. As the amount of coating when performing surface treatment,
0.1 to 30 mass% relative to the mass of the modified powder that is the base
Is preferred. Within this range, it is easy to obtain effects such as touch and wetting control. Examples of the treatment method include a dry mixing method, a wet purified water, a method of forming a slurry with a solvent such as a solvent, a method of using a mechanochemical treatment such as a ball mill, fluidized bed granulation, and spray drying. Examples thereof include a method of treating using a machine (spray dryer) and the like, but are not particularly limited.

The modified powder of the present invention is also preferably surface-treated with a sticky agent. Examples of the sticky agent include gum arabic, tragacanth, arabinogalactan,
Locust bean gum (carob gum), guar gum,
Karaya gum, carrageenan, pectin, agar, quince seed (quince), starch (rice, corn,
Plants, macromolecules such as potato, wheat), algae colloid, lint gum, locust bean gum, xanthan gum, dextran, succinoglucan, pullulan,
Microbial polymers such as siliconized pullulan, animal polymers such as collagen, casein, albumin and gelatin, starch polymers such as carboxymethyl starch and methyl hydroxypropyl starch, methyl cellulose, ethyl cellulose, methyl hydroxypropyl cellulose, carboxymethyl cellulose , Hydroxymethylcellulose, Hydroxypropylcellulose, Nitrocellulose, Sodium cellulose sulfate, Sodium carboxymethylcellulose, Crystalline cellulose, Cellulosic polymer of cellulose powder, Sodium alginate, Alginic acid polymer such as propylene glycol alginate, Polyvinyl methyl ether, Carboxyvinyl Vinyl polymers such as polymers, polyoxyethylene polymers, polyoxyethylene Polyoxypropylene copolymer polymer, acrylic polymer such as sodium polyacrylate, polyethyl acrylate, polyacrylic acid amide, polyethyleneimine, cationic polymer, bentonite, magnesium aluminum silicate, laponite, hectorite, anhydrous silica Examples thereof include inorganic water-soluble polymers such as acids, polyethylene glycol, polyvinylpyrrolidone, etc. Among them, agar, deoxyribonucleic acid and its salt, and gellan gum have excellent effects on the properties of cosmetics. preferable. When the surface treatment is performed using a sticky agent, the coating amount is preferably 0.1 to 40 mass% with respect to the mass of the modified powder that is the base. Within this range, the lasting property, the stability, the moisturizing property, etc. by the sticky agent can be compatible. In addition, as a method of surface treatment,
For example, a dry mixing method, a wet method to form a slurry together with purified water, a method using a mechanochemical treatment such as a ball mill, a fluidized bed granulation, a spray dryer (spray dryer), freeze drying pulverization, and freezing. Examples thereof include a method of treating using a method such as a pulverization method, but the method is not particularly limited. Among these treatment methods, the treatment using a spray dryer is particularly preferable because of excellent treatment uniformity.

In the present invention, the modified powder thus obtained can be blended in the range of 0.1 to 99% by mass, more preferably 0.5 to 90% by mass with respect to the mass of the cosmetic. . Within this range, it is easy to obtain the properties of the modified pigment such as touch, transparency and hiding power.

In the present invention, in addition to the modified powders described above, various pigments, ultraviolet absorbers, oils, and
Fluorine compound, resin, sticky agent, antibacterial preservative, fragrance, moisturizer, salt, solvent, antioxidant, chelating agent, neutralizing agent, p
Ingredients such as an H regulator, an insect repellent, and a physiologically active ingredient can be appropriately mixed.

As the pigment, various pigments used in cosmetics can be used, and their shape (spherical shape, rod shape, needle shape, plate shape, irregular shape, scale shape, spindle shape, etc.) and particle diameter (fume shape,
Fine particles, pigment grade, etc.) and particle structure (porous, non-porous, etc.) can be used, for example, inorganic powder, organic powder, surfactant metal salt powder, colored Pigments,
Examples include metal powder pigments and natural pigments. In particular,
As the inorganic powder, pigment grade titanium oxide, zirconium oxide, pigment grade zinc oxide, cerium oxide, magnesium oxide, barium sulfate, calcium sulfate, magnesium sulfate, calcium carbonate, magnesium carbonate, talc, mica, kaolin, sericite, white cloud Mother, synthetic mica, phlogopite, phlogopite, biotite, lithia mica, silicic acid, silicic acid anhydride, aluminum silicate, magnesium silicate, magnesium aluminum silicate, calcium silicate, barium silicate, strontium silicate, tungsten Acid metal salt, hydroxyapatite, vermiculite, hydilite, bentonite, montmorillonite, hectorite, zeolite, ceramic powder, dicalcium phosphate, alumina, aluminum hydroxide, boron nitride, boron nitride, silica, fine Titanium oxide, fine zinc oxide, fine cerium oxide, quartz powder, crystal powder, sapphire powder, emerald powder, garnet powder, amethyst powder; organic powders include polyamide powder, polyester powder, polyethylene powder, polypropylene powder, polystyrene Powder, polyurethane powder, benzoguanamine powder, polymethylbenzoguanamine powder, polytetrafluoroethylene powder, polymethylmethacrylate powder, organopolysiloxane elastomer, cellulose, silk powder, nylon powder such as 12 nylon and 6 nylon,
Polymer silsesquioxane, styrene / acrylic acid copolymer, divinylbenzene / styrene copolymer, vinyl resin, urea resin, phenol resin, fluororesin, silicon resin, acrylic resin, melamine resin, epoxy resin, polycarbonate resin, fine Crystal fiber powder, starch powder, lauroyl lysine, etc .; Surfactant metal salt powder (metal soap)
Examples include zinc stearate, aluminum stearate, calcium stearate, magnesium stearate, zinc myristate, magnesium myristate, zinc cetyl phosphate, calcium cetyl phosphate, sodium cetyl phosphate, etc .; Colored pigments include iron oxide and iron hydroxide. , Inorganic red pigments of iron titanate, inorganic brown pigments such as γ-iron oxide, yellow iron oxides, inorganic yellow pigments such as ocher, iron oxide black, inorganic black pigments such as carbon black, manganese violet, cobalt violet, etc. Inorganic purple pigment,
Inorganic green pigments such as chromium hydroxide, chromium oxide, cobalt oxide and cobalt titanate, inorganic blue pigments such as navy blue and ultramarine blue, bright pigments such as mica titanium, bismuth oxychloride and plate-shaped iron oxide, zinc sulfide, etc. Fluorescent pigments, laked tar dyes, laked natural dyes, synthetic resin powders obtained by compounding these powders, etc .; Tar dyes are Red No. 3, Red No. 104, Red No. 106 No., Red No. 201, Red No. 202, Red No. 204, Red No. 205
No., Red 220, Red 226, Red 227, Red 228, Red 230, Red 401, Red 505
No., Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203
No., Yellow No. 204, Yellow No. 401, Blue No. 1, Blue No. 2
No. Blue No. 201 Blue No. 404 Green No. 3 Green 20
No. 1, Green No. 204, Green No. 205, Orange No. 201, Orange No. 203, Orange No. 204, Orange No. 206, Orange No. 207
No. etc .; as natural pigments, carminic acid, laccaic acid,
Examples include pigments selected from calsamine, brasilin, crocin, and the like.

Similar to the above, these pigments can be treated by a conventionally known surface treatment, for example, a fluorine compound treatment (perfluoroalkyl phosphate treatment, perfluoroalkylsilane treatment, perfluoropolyether treatment, fluorosilicone treatment, fluorinated silicone resin). Treatment is preferable), silicone treatment (methylhydrogenpolysiloxane treatment, dimethylpolysiloxane treatment, vapor phase tetramethyltetrahydrogencyclotetrasiloxane treatment is preferable), silicone resin treatment (trimethylsiloxysilicic acid treatment is preferable), pendant Treatment (method of adding an alkyl chain etc. after gas phase silicone treatment), silane coupling agent treatment, titanium coupling agent treatment, silane treatment (preferably alkylsilane or alkylsilazane treatment), oil agent treatment Surface-treated with N-acylated lysine treatment, polyacrylic acid treatment, metal soap treatment (preferably stearic acid or myristic acid salt), acrylic resin treatment, metal oxide treatment, agar, and treatment with a sticky agent such as deoxyribonucleic acid salt. Preferably, more preferably,
It is preferable to use a plurality of these treatments in combination. For example, the surface of fine titanium oxide particles may be coated with a metal oxide such as silicon oxide or alumina, and then surface-treated with alkylsilane. The total amount of surface treatment is 0.1 to 50 with respect to the mass of powder.
It is preferably in the range of mass%.

Further, as the ultraviolet absorber, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-
4-methoxybenzophenone-5-sulfuric acid, 2,2'-dihydroxy-4-methoxybenzophenone, p-methoxyhydrocinnamic acid diethanolamine salt, paraaminobenzoic acid (hereinafter abbreviated as PABA), ethyldihydroxypropyl PABA, glyceryl PABA, Homomenthyl salicylate, methyl-O-aminobenzoate, 2-
Ethylhexyl-2-cyano-3,3-diphenyl acrylate, octyl dimethyl PABA, octyl salicylate, 2-phenyl-benzimidazole-5-sulfuric acid,
Triethanolamine salicylate, 3- (4-methylbenzylidene) camphor, 2,4-dihydroxybenzophenine, 2,2 ', 4,4'-tetrahydroxybenzophenone, 2,2'-dihydroxy-4,4'- Dimethoxybenzophenone, 2-hydroxy-4-N-octoxybenzophenone, 4-isopropyldibenzoylmethane, butylmethoxydibenzoylmethane, 4-
(3,4-dimethoxyphenylmethylene) -2,5-dioxo-1-imidazolidine propionate 2-ethylhexyl, octyltriazone, dimethoxycinnamic acid isooctanoic acid glyceride, and their polymer derivatives and silane derivatives To be

It is also possible to use a polymer powder in which the organic ultraviolet absorber is sealed. The polymer powder may or may not be hollow, and the average primary particle size may be in the range of 0.1 to 50 μm, and the particle size distribution may be broad or sharp.
Examples of the polymer include acrylic resin, methacrylic resin, styrene resin, urethane resin, polyethylene, polypropylene, polyethylene terephthalate, silicone resin, nylon and acrylamide resin.

Antibacterial preservatives include paraoxybenzoic acid alkyl ester, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, etc. Antibacterial agents include benzoic acid, salicylic acid, carboxylic acid,
Examples include sorbic acid, alkyl paraoxybenzoate, parachlorometacresol, hexachlorophene, benzalkonium chloride, chlorhexidine chloride, trichlorocarbanilide, triclosan, photosensitizer, and phenoxyethanol.

Examples of the sticking agent and resin are silicone compounds such as trimethylsiloxysilicic acid, fluorinated silicone resin and cationized silicone resin, gum arabic, tragacanth, arabinogalactan, locust bean gum (carob gum), guar gum and karaya gum. , Plant-based polymers such as carrageenan, pectin, agar, quince seed (quince), starch (rice, corn, potato, wheat), algae colloid, trant gum, locust bean gum, xanthan gum, dextran, succinoglucan, pullulan, silicone Microbial polymers such as activated pullulan, animal polymers such as collagen, casein, albumin and gelatin, starch polymers such as carboxymethyl starch and methyl hydroxypropyl starch, methyl Cellulose, ethyl cellulose,
Methyl hydroxypropyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, hydroxypropyl cellulose, nitrocellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, crystalline cellulose, cellulosic polymer of cellulose powder, sodium alginate, alginic acid polymer such as propylene glycol alginate , Vinyl-based polymers such as polyvinyl methyl ether and carboxyvinyl polymer, polyoxyethylene-based polymers, polyoxyethylene-polyoxypropylene copolymer-based polymers, sodium polyacrylate, polyethyl acrylate, polyacrylic acid amide and other acrylics Polymer, polyethyleneimine, cationic polymer, bentonite, magnesium aluminum silicate Laponite, hectorite, inorganic water-soluble polymers and polyethylene glycols such as silicic anhydride, and polyvinylpyrrolidone.

The cosmetic of the present invention preferably contains various physiologically active ingredients. Examples of the physiologically active ingredient used in the present invention include substances that give some physiological activity to the skin when applied to the skin. For example, whitening ingredients, anti-inflammatory agents, anti-aging agents, slimming agents, tightening agents, antioxidants (radical scavengers), moisturizers, blood circulation promoters, antibacterial agents, bactericides, drying agents, cooling agents, warming sensations. Examples include agents, vitamins, amino acids, wound healing promoters, stimulants, analgesics, cell activating agents, skin coloring agents, enzyme components and the like. Among these, natural plant extract components, seaweed extract components, and crude drug components are particularly preferable. In the present invention, these physiologically active ingredients are
It is preferable to mix one kind or two or more kinds.

Examples of these components include, for example, ashitaba extract, avocado extract, armature extract, altea extract, arnica extract, aloe extract, apricot extract, apricot kernel extract, ginkgo biloba extract, fennel extract, turmeric extract, oolong tea extract, agets. Extract, Chinese cabbage leaf extract, sardine extract, psyllium extract, scutellaria extract, barley extract, St. John's wort extract, sardine extract, Dutch mustard extract, orange extract, seawater dried product, seaweed extract, hydrolyzed elastin, hydrolyzed wheat powder, hydrolyzed silk , Chamomile extract, carrot extract, wormwood extract, licorice extract, karkade extract, oyster extract, kiwi extract, kina extract, cucumber extract, guanosine,
Gardenia extract, Kumazasa extract, Clara extract, Walnut extract, Grapefruit extract, Clematis extract, Chlorella extract, Mulberry extract, Gentian extract,
Black tea extract, yeast extract, burdock extract, rice bran fermented extract, rice germ oil, comfrey extract, collagen,
Bilberry extract, Cycin extract, Psycho extract, Cai Tai extract, Salvia extract, Sorbour extract, Sasa extract, Hawthorn extract, Hawthorn extract, Shiitake extract, Dio extract, Sikon extract, Perilla extract, Shinanoki extract, Shimotsukisou extract, Peony extract, Shobu root extract , Birch extract, horsetail extract, Ivy extract, Hawthorn extract,
Sambucus nigra extract, yarrow extract, mint extract, sage extract, mallow extract, senkyu extract, senburi extract, soybean extract, turmeric extract, thyme extract, tea extract, clove extract, chigaya extract, chinpi extract, touki extract, daffodil extract, tounin extract. , Spruce extract, Dokudami extract, Tomato extract, Natto extract, Carrot extract, Garlic extract, Novara extract, Hibiscus extract, Bakumondou extract, Parsley extract, Honey, Hamamelis extract, Parietaria extract, Hikiokoshi extract, Bisabolol, Loquat extract, Fukitampo extract , Fukinotou extract, butterbur extract, butcher bloom extract, grape extract, propolis, loofah extract, safflower Vinegar, peppermint extract, lime extract, button extract, hops extract, pine extract, horse chestnut extract, skunk cabbage extract, Sapindus extract, Melissa extract, peach, cornflower extract, eucalyptus extract, saxifrage extract, Yuzuekisu,
Yokuinin extract, mugwort extract, lavender extract,
Examples thereof include apple extract, lettuce extract, lemon extract, lotus root extract, rose extract, rosemary extract, Roman chamomile extract, royal jelly extract and the like.

Deoxyribonucleic acid, mucopolysaccharide, sodium hyaluronate, sodium chondroitin sulfate, collagen, elastin, chitin, chitosan, biopolymer such as hydrolyzed eggshell membrane, amino acid, sarcosine,
Amino acid derivatives such as N-methyl-L-serine, moisturizing components such as sodium lactate, urea, sodium pyrrolidonecarboxylate, betaine, whey, raffinose, oil components such as sphingolipids, ceramides, cholesterol, cholesterol derivatives, phospholipids, ε -Aminocaproic acid, glycyrrhizinic acid, β-glycyrrhetinic acid, lysozyme chloride, guaizulene, anti-inflammatory agents such as hydrocortisone, vitamins A, B2, B6, C, D, E, calcium pantothenate, biotin, nicotinic acid amide, vitamin C ester Such as vitamins, allantoin, diisopropylamine dichloroacetic acid, active ingredients such as 4-aminomethylcyclohexanecarboxylic acid, tocopherols, carotenoids, flavonoids, tannins, lignans, saponins and other antioxidants, α- Cell activating agents such as droxyic acid and β-hydroxy acid, blood circulation promoting agents such as γ-oryzanol and vitamin E derivatives, wound healing agents such as retinol and retinol derivatives, arbutin, kojic acid, placenta extract, sulfur, ellagic acid, linole Acid, tranexamic acid,
Whitening agents such as glutathione, cepharanthin, licorice extract, capsicum tincture, hinokitiol, garlic iodide extract, pyridoxine hydrochloride, dl-α-tocopherol acetate, dl-α-tocopherol acetate, nicotinic acid, niotic acid derivative, calcium pantothenate, D -Pantothenyl alcohol, acetylpantothenyl ethyl ether, biotin, allantoin, isopropylmethylphenol, estradiol, ethinyl esteradiol, capronium chloride, benzalkonium chloride, diphenhydramine hydrochloride, tacanal, camphor, salicylic acid, vanillylamide nonanoate, vanillylamide nonanoate, Piroctone olamine, glyceryl pentadecanoate,
1-menthol, mononitroguaiacol, resorcin, γ-aminobutyric acid and the like can be mentioned.

The mixing ratio of these physiologically active ingredients to the cosmetic depends on the concentration at which the active ingredient is effective, but generally it is preferably 0.05 to 20% by mass, more preferably the total amount of the cosmetic. Is preferably 0.1 to 15 mass%.
The physiologically active ingredients are preferably blended alone or in combination of two or more.

Examples of the oil agent include, for example, avocado oil, linseed oil, almond oil, ibotaro, eno oil, olive oil, cacao butter, kapok wax, kaya oil, carnauba wax, liver oil, candelilla wax, beef tallow, beef tallow, beef bone. Fat,
Hardened beef tallow, Kyonin oil, whale wax, hydrogenated oil, wheat germ oil, sesame oil, rice germ oil, rice bran oil, sugar cane wax, southern oil, safflower oil, shea butter, cinnamon oil, cinnamon oil, jojoba wax, shellac wax, turtle Oil, soybean oil, tea seed oil, camellia oil, evening primrose oil, corn oil, lard, rapeseed oil, Japanese kiri oil, nukarou, germ oil, horse fat, persic oil, palm oil, palm kernel oil, castor oil, hardened oil Castor oil, castor oil fatty acid methyl ester, sunflower oil, grape oil, bayberry wax, jojoba oil, macadamia nut oil, beeswax, mink oil, cottonseed oil, cotton wax, mokuro, syrup kernel oil, montan wax,
Coconut oil, hardened coconut oil, tri-coconut oil fatty acid glyceride,
Sheep fat, peanut oil, lanolin, liquid lanolin, reduced lanolin, lanolin alcohol, hard lanolin, lanolin acetate, lanolin fatty acid isopropyl, hexyl laurate, POE lanolin alcohol ether, POE lanolin alcohol acetate, lanolin fatty acid polyethylene glycol, POE hydrogenated lanolin Alcohol ether, egg yolk oil and the like; hydrocarbon oils such as ozokerite, squalane, squalene, ceresin, paraffin, paraffin wax, liquid paraffin, pristane, polyisobutylene, microcrystalline wax, vaseline and the like;
As the higher fatty acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid, undecylenic acid,
Oleic acid, linoleic acid, linolenic acid, arachidonic acid,
Eicosapentaenoic acid (EPA), docosahexaenoic acid (DHA), isostearic acid, 12-hydroxystearic acid, etc .; higher alcohols include lauryl alcohol, myristyl alcohol, palmityl alcohol,
Stearyl alcohol, behenyl alcohol, hexadecyl alcohol, oleyl alcohol, isostearyl alcohol, hexyldecanol, octyldodecanol, cetostearyl alcohol, 2-decyltetradecinol, cholesterol, phytosterol, POE
Cholesterol ether, monostearyl glycerin ether (batyl alcohol), monooleyl glyceryl ether (ceracyl alcohol), etc .; as ester oil, diisobutyl adipate, 2-hexyldecyl adipate, di-2-heptylundecyl adipate, mono N-alkyl glycol isostearate, isocetyl isostearate, trimethylolpropane triisostearate, ethylene glycol di-2-ethylhexanoate, cetyl 2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, tetra-2- Pentaerythritol ethylhexanoate, cetyl octanoate, octyldodecyl gum ester, oleyl oleate, octyldodecyl oleate, decyl oleate,
Neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, butyl acetate, isocetyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate , Isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesteryl 12-hydroxystearate, dipentaerythritol fatty acid ester, isopropyl myristate, octyldodecyl myristate, myristic acid 2-hexyldecyl, myristyl myristate, hexyldecyl dimethyloctanoate, ethyl laurate, hexyl laurate, N-lauroyl-L-glue Min acid-2-octyldodecyl ester, diisostearyl malate, and the like; The glyceride oil, acetoglyceryl, triisooctanoate glyceryl triisostearate, glyceryl triisopalmitate, glyceryl monostearate,
Examples thereof include glyceryl di-2-heptylundecanoate, glyceryl trimyristate, and diglyceryl isostearate myristate.

It is also preferable to use a silicone compound, for example, dimethylpolysiloxane, methylphenylpolysiloxane, cyclic silicone, methyltrimethicone, fluoroalkyl-modified silicone, polyether-modified silicone, fluoroalkyl / polyether-modified silicone, Fluoroalkyl / polyglycerin modified silicone, polyglycerin modified silicone, fluoroalkylated dimethiconol, trimethylsiloxysilicic acid,
Examples thereof include fluoroalkylated trimethylsiloxysilicic acid, amino-modified silicone, silicone gum and the like.

Examples of moisturizing agents include ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol,
Dipropylene glycol, glycerin, diglycerin,
Examples thereof include sorbitol, malbitol, trehalose, raffinose, xylitol, mannitol, hyaluronic acid and its salts, glycols such as polyethylene glycol and polyglycerin, polyhydric alcohols and polysaccharides.

In the present invention, among these compounds, it is preferable to use in combination with a fluorine-based oil agent or resin, since the makeup lasting property can be further improved. Examples of the fluorine-based oil agent include fluoroalkyl-modified silicone, fluoroalkyl-polyether-modified silicone, fluoroalkyl-polyglycerin-modified silicone, fluoroalkylated dimethiconol, fluoroalkylated trimethylsiloxysilicic acid, and perfluoropolyether. Compounds such as fluorocarbons such as fluoroalkyl alkyl ethers and perfluorodecalin, and fluorinated erythritol can be used. These compounds are preferably used in the range of, for example, 0.1 to 60% by mass, more preferably 0.2 to 20% by mass, based on the total amount of the cosmetic. Within this range, both cost and effect can be achieved.

The modified powder of the present invention can be used as a modifier in the fields of cosmetics, pharmaceuticals, plastics, paints, etc., and it is particularly preferable to add it to cosmetics. The cosmetics of the present invention are not particularly limited, but skin care products, hair products, antiperspirant products, makeup products, UV protection products and the like can be mentioned as preferable ones, and makeup products are particularly preferable. Examples of products include makeup cosmetics such as foundation, white powder, eye shadow, eye liner, eyebrow, mascara, cheek, nail color, lipstick, emulsion, cream, lotion, sunscreen agent, suntan agent, and acne countermeasures. Cosmetics, basic cosmetics such as essence, hair color, setting agent, deodorant, perfume, etc. can be mentioned. The form of the product is also not particularly limited, but liquid, emulsion, cream, solid, paste, gel, powder, multi-layer, mousse,
It can be applied in spray form.

[0040]

EXAMPLES The present invention will be described in more detail with reference to Examples and Comparative Examples. The evaluation methods for various properties of the modified powders and cosmetics obtained in Examples and Comparative Examples are shown below.

[Evaluation of the usefulness of pigments] Five professional panelists applied each pigment to the left forearm, and whether it had a smooth feel when applied, or whether it had an opacifying property with an appropriate transparency.
We compared whether there was little squeaky feeling when contacted with oil (using squalane), and summarized the opinions of each panel as evaluation results.

[Evaluation of Usefulness of Cosmetics] (Cosmetics) Ten professional panelists are prepared for each evaluation item (however, the panelists may overlap depending on the item), and Table 1
Evaluation was carried out according to the evaluation criteria shown in, and the total score of all panelists was used as the evaluation result. Therefore, the higher the score, the higher the usefulness for the evaluation item (full score: 50
point). The evaluation was carried out for each item of whether there is a smooth feel, a feeling of transparency, and clean makeup.

[Table 1] Standard score -------------------------------------------------- I feel that the effect is high 5 You can feel the effect 4 The effect is slightly felt 3 I can feel little effect 2 I can't feel the effect 1

Example 1 100 parts by mass of N ^ε -lauroyl-L-lysine (Amihope LL manufactured by Ajinomoto Co., plate-like powder, the same hereinafter) was dispersed in 2000 parts by mass of isopropyl alcohol, and one kind of organic titanium was added thereto. Titanium tetraisopropoxide is 5
Mass parts were added and well stirred. Next, 10 parts by mass of purified water was added, and the mixture was continuously stirred for one day and then, the solvent was removed by heating under reduced pressure. Next, the above powder was added to a solution in which 70 parts by mass of titanyl sulfate was dissolved in 2000 parts by mass of purified water. Then, the mixture was neutralized with sodium hydroxide with stirring so that the pH was 7.0. After adding 3000 parts by mass of purified water, filtration and washing with water are repeated until the salt concentration is 0.1%.
Washing with water was stopped when the amount became less than the value, the obtained powder was transferred to a stainless steel vat, and dried at 130 ° C. for 30 hours under air blowing. The obtained powder was pulverized and passed through a mesh to give a modified powder of titanium oxide treated N ^ε -lauroyl-L.
-Given lysine.

Comparative Example 1 A commercially available N ^ε -lauroyl-L-lysine (Amihope LL manufactured by Ajinomoto Co., Inc.) was used as a comparative example.

Example 2 100 parts by mass of N ^ε -lauroyl-L-lysine was dispersed in 2000 parts by mass of isopropyl alcohol, and 5 parts by mass of tetraethoxysilane, which is one kind of organosilicon, was added thereto and stirred well. After adding 5 parts by mass of purified water and stirring for 6 hours, 30 parts by mass of titanium tetraisopropoxide was added, and further 10 parts by mass of purified water was added. Further, 1 part by mass of 1M hydrochloric acid was added, and the mixture was left for 1 day under stirring. After vacuum filtration under a closed condition, the resulting powder was thoroughly washed with water, then neutralized with aqueous sodium carbonate, filtered, washed with water, and dried at 130 ° C. for 36 hours using a blower airflow dryer. The obtained powder was pulverized and passed through a mesh to obtain a modified powder of silica / titanium oxide-treated N ^ε -lauroyl-L-lysine. This powder was further treated with a perfluoroalkyl phosphate ester diethanolamine salt at a coating amount of 5 parts by mass with respect to 100 parts by mass of the powder to perform a water-based coating process using desalting of diethanolamine to obtain a fluorine-treated silica / oxidation. titanized N ^epsilon - was obtained lauroyl -L- lysine.

Example 3 5 parts by mass of agar was dissolved in 600 parts by mass of purified water at 90 ° C. Titanium oxide treated N ^ε -lauroyl-L- of Example 1
100 parts by mass of lysine was dispersed in this solution to form a slurry, which was spray-dried using a spray dryer and further meshed to obtain N ^ε -lauroyl-L-lysine treated with agar / titanium oxide.

Example 4 Using the titanium oxide-treated N ^ε -lauroyl-L-lysine of Example 1, an eye shadow was produced according to the formulation and production method of Table 2. The unit of the blending amount in the table is% by mass.

[Table 2] Composition / Amount -------------------------------------- ---------------------------- N-lauroyl-L-lysine treated red No. 202 2 Dimethylpolysiloxane treated mica titanium 30 Perfluoroalkyl Phosphate ester salt-treated sericite Residual amount Red iron oxide 8 Yellow iron oxide 10 Black iron oxide 5 Titanium oxide-treated N ^ε -lauroyl-L-lysine (Example 1) 6 Squalane 4 Methylphenylpolysiloxane 3 Preservative Suitable amount

[Manufacturing Method] Each component was mixed with a mixer, passed through 60 mesh, and then pressed on a metal plate using a mold to obtain a brown type eye shadow.

Comparative Example 2 Titanium oxide-treated N ^ε -lauroyl-L used in Example 4
A product was obtained in the same manner as in Example 4 except that N ^ε -lauroyl-L-lysine of Comparative Example 1 was used instead of -lysine (Example 1).

Example 5 A powder foundation was manufactured according to the formulation and manufacturing method shown in Table 3. As the fluorine treatment, the treatment with 5% by mass of perfluoroalkylphosphoric acid diethanolamine salt was used as in Example 2.

[Table 3] Composition / Amount -------------------------------------- -------------------------- Fluorine-treated red iron oxide 1 Fluorine-treated yellow iron oxide 3 Fluorine-treated black iron oxide 0.5 Fluorine-treated titanium oxide 10 Fluorine Treated talc Residual fluorine treated sericite 13.5 Fluorine treated silica / titanium oxide treated N ^ε -lauroyl-L-lysine (Example 1) 35 Octylsilylated fine particle titanium oxide 1 Spherical nylon powder 0.5 Tri (capryl caprin) Acid) Glycerin 3 Isoparaffin wax 4 Dimethyl polysiloxane 2 Trifluoropropylated dimethiconol 2 Octyl paramethoxycinnamate 1 Preservative A suitable amount

[Manufacturing Method] The oily component was heated and mixed, slowly added over the previously mixed powder component, further stirred, then passed through a 60 mesh, and punched on a metal plate using a metal mold. Got the product.

Comparative Example 3 Fluorine-treated silica / titanium oxide-treated N used in Example 5
^A product was obtained in the same manner as in Example 5, except that fluorinated talc, which is a fluorinated plate-like inorganic pigment, was used in place of ^ε -lauroyl-L-lysine (Example 1).

Example 6 Using the agar / titanium oxide-treated N ^ε -lauroyl-L-lysine prepared in Example 3, white powder was prepared according to the formulation shown in Table 4. As the agar treatment method, the same treatment method as that used in Example 3 was used.

[Table 4] Composition / Amount -------------------------------------- -------------------------- Agar-treated talc Residual agar-treated mica 20 Agar-treated red iron oxide 0.1 Agar-treated yellow iron oxide 0.1 Agar Treated black iron oxide 0.01 Agar / titanium oxide treated N ^ε -lauroyl-L-lysine (Example 3) 8 Magnesium stearate 5 Preservative proper amount perfume proper amount

[Manufacturing Method] Each component other than the preservative and the fragrance was mixed and crushed, and the preservative and the fragrance which were heated and dissolved therein were mixed therein, and then crushed and passed through a mesh and filled in a container to obtain a product. .

The results of evaluating the examples and comparative examples are shown below. Table 5 shows the evaluation results of the modified powder.
Table 6 shows the evaluation results of the cosmetics.

[0060] [Table 5]       Smooth feel Concealment with moderate transparency Feeling squeaky when in contact with oil -------------------------------------------------- ---------------- Example 1 Yes Yes Weak Example 2 Yes Yes Very weak Example 3 Yes Yes Very weak Comparative Example 1 Yes No Strong

[0061] [Table 6]         It has a smooth feel. Does it feel transparent? Makeup is beautiful. -------------------------------------------------- ----------------- Example 4 44 40 43 Comparative Example 2 32 26 23 Example 5 45 42 47 Comparative Example 3 39 34 33 Example 6 44 41 46

From the results shown in Table 5, the modified powders of the examples of the present invention have a smooth feel when applied, have an opacifying property having an appropriate transparency, and squeaky when contacted with oil (squalene). It turns out that there is little feeling. On the other hand, the untreated N ^ε -lauroyl-L-lysine used in Comparative Example is very excellent in smooth feel, but has no hiding power,
A sudden increase in friction occurs when it comes into contact with squalane,
A strong squeaky feeling was felt.

From the results shown in Table 6, the cosmetics of the examples of the present invention have a smoother feel, a transparent feeling, and a clearer makeup than those of the comparative examples (specifically, the cosmetic coatings It can be seen that there is a characteristic (there is a sense of uniformity). In particular, it can be seen that the transparency and the uniformity of the makeup coating are strongly felt. Comparative Example 2 was untreated N ^ε -lauroyl-L-as described above.
This is an example using lysine, but due to the influence of the oily components in the product, the friction during application was strong and it was not possible to apply it cleanly. Comparative Example 3 is an example in which a fluorinated plate-like inorganic pigment was used, but the evaluation was poor for each evaluation item.

[0064]

From the above, the present invention provides a modified powder characterized by having a smooth feel, an appropriate transparency, a concealing property, and a small squeaky feeling when contacted with oil,
It is clear that a cosmetic having a smooth feel, an appropriate transparency, and a beautifully finished makeup can be obtained.

Front page continuation (51) Int.Cl. ⁷ Identification code FI theme code (reference) A61K 7/035 A61K 7/035 C09B 57/00 C09B 57/00 Z (72) Inventor Hiromitsu Sano Kotobuki-cho, Odawara-shi, Kanagawa 5-chome 3-28 K-Kebo Co., Ltd. Cosmetic Research Laboratory F-term (reference) 4C083 AB232 AB242 AB432 AC012 AC022 AC242 AC342 AC422 AC661 AC662 AD072 AD152 CC12 CC14 DD17 EE06 EE07

Claims (10)

[Claims] 1. A modified powder characterized in that the surface of N-acylated lysine is coated with at least one metal oxide or metal hydroxide. 2. The modified powder according to claim 1, wherein the metal is selected from titanium, silicon, zirconia, aluminum, cerium, zinc and iron. 3. The modified powder according to claim 1, wherein the metal oxide or metal hydroxide is obtained by decomposition of organic titanium, organic silicon or organic aluminum. 4. The surface of N-acylated lysine is coated with one or more oxides or hydroxides of metals other than iron and iron oxide and / or iron hydroxide. Modified powder. 5. The modified powder according to claim 1, wherein the N-acylated lysine is N ^ε -lauroyl-L-lysine. 6. The modified powder according to any one of claims 1 to 5, wherein the modified powder is further subjected to a water-repellent surface treatment. 7. The modified powder according to claim 6, wherein the water repellent surface treatment is selected from at least one of N-acylated lysine treatment, alkylsilane treatment, silicone treatment, and fluorine compound treatment. . 8. The modified powder according to any one of claims 1 to 7, wherein the modified powder is further surface-treated with a sticky agent. 9. The modified powder according to claim 8, wherein the sticky agent is selected from agar, deoxyribonucleic acid and its salt, and gellan gum. 10. A cosmetic comprising the modified powder according to any one of claims 1 to 9.