CN110114053A - O/W emulsion composition - Google Patents
O/W emulsion composition Download PDFInfo
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- CN110114053A CN110114053A CN201780080690.8A CN201780080690A CN110114053A CN 110114053 A CN110114053 A CN 110114053A CN 201780080690 A CN201780080690 A CN 201780080690A CN 110114053 A CN110114053 A CN 110114053A
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/062—Oil-in-water emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/29—Titanium; Compounds thereof
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
- A61K8/553—Phospholipids, e.g. lecithin
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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Abstract
The present invention relates to a kind of O/W emulsion compositions, it contains following compositions (A)~(D), and ingredient (A) is 0.06 or more 18 or less relative to the content mass ratio [(A)/(B)] of ingredient (B).(A): the carbon atom number of alkyl or alkenyl is 20 or more 24 or less and the average addition molal quantity of ethylene oxide is 1.5 or more 4 polyoxyethylene alkyl ether or polyoxyethylene alkene ethers below；(B): phosphatide；(C): silicic acid anhydride powder；(D): water.
Description
Technical field
The present invention relates to a kind of O/W emulsion compositions.
Background technique
In recent years, the importance of the sun-proof countermeasure in daily life has been noted, and has protection effect to ultraviolet light
In cosmetics, the sunscreen cosmetic that the oil-in-water type emulsion type of continuous use is easy because of salubrious use feeling has also been developed.
In order to improve ultraviolet protection effect, ultraviolet light scattering diluent is combined in these oil-in-water emulsion type cosmetic preparations (at hydrophobization
Manage metal oxide powder) (referring to patent document 1,2).
However, not only can when the metal oxide powders such as zinc oxide, the titanium oxide of cooperation as ultraviolet light scattering diluent are more
Cohesion, the sedimentation etc. of powder timely occurs, there is also asking for the ageing stabilities such as viscosity decline, tydrophilization, precipitation decline
Topic.
In this regard, being in certain using carbon chain lengths and ethyleneoxide addition molal quantity Patent Document 3 discloses a kind of
Polyoxyethylene alkyl ether or polyoxyethylene alkene ether and stabilization in range are combined with ultraviolet light scattering diluent (silicic acid anhydride metal
Oxide powder) made of sunscreen cosmetic.These sunscreen cosmetics are present in the boundary of water phase with oily phase by above compound
Face and the structural body (multi-layer vesicles structure) for forming soft stratiform, it is extension on the skin, attached so that low-temperature stability is excellent
It is also good, sticky sense and crude sense are inhibited, and then moistening effect is also high.
(patent document 1) Japanese Unexamined Patent Publication 2006-8796 bulletin
(patent document 2) Japanese Unexamined Patent Publication 2005-272389 bulletin
(patent document 3) Japanese Unexamined Patent Publication 2014-114274 bulletin
Summary of the invention
The present invention provides a kind of O/W emulsion composition, containing following compositions (A)~(D), ingredient (A) relative to
The content mass ratio [(A)/(B)] of ingredient (B) is 0.06 or more 18 or less.
(A): the carbon atom number of alkyl or alkenyl is 20 or more 24 or less and the average addition molal quantity of ethylene oxide is 1.5
Above 4 polyoxyethylene alkyl ether or the polyoxyethylene alkene ether below；
(B): phosphatide；
(C): silicic acid anhydride powder；
(D) water.
Specific embodiment
In the technology described in patent document 3, part can occur when high temperature and emulsify shearing force that is bad, or applying high
When it some times happens that viscosity decline etc., there are also rooms for improvement for the stability of composition.
Therefore, the present invention relates to a kind of O/W emulsion compositions, stablize and contain silicic acid anhydride powder, high temperature dwell
The excellent in stability of emulsification system when depositing or applying shearing force, the use feelings such as water is tender are also excellent.
Present inventor has performed various researchs, as a result, it has been found that, by with specific ratio and the skill documented by patent document 3
Specific polyoxyethylene alkyl ether etc. and phosphatide, can substantially improve the water packet for being combined with silicic acid anhydride powder used in art
The high-temperature stability of oil type emulsification composition and to the patience of shearing force (hereinafter referred to as " shearing patience "), so as to complete this
Invention.
[ingredient (A): polyxyethylated (or alkenyl) ether of carbon chain lengths and EO addition molal quantity in particular range]
The carbon of its alkyl or alkenyl of the polyoxyethylene alkyl ether or polyoxyethylene alkene ether of ingredient (A) used in the present invention
Atomicity is 20 or more 24 hereinafter, the average addition molal quantity of ethylene oxide is 1.5 or more 4 or less.
Alkyl or alkenyl possessed by ingredient (A) can be straight chain, or branch forms stratiform from oily phase interface
From the viewpoint of structural body, the preferably alkyl of linear chain or branched chain, the more preferably alkyl of straight chain.Carbon about alkyl or alkenyl
Atomicity forms layered structure from oily phase interface, improves high-temperature stability (emulsion stability), the viewpoint of shearing patience is examined
Consider, is 20 or more, preferably 21 or more；In addition, being 24 hereinafter, preferably from the viewpoint of being stably dissolved in oily phase
23 or less.Consider that the carbon atom number of alkyl or alkenyl is more preferably 22, wherein it is preferred that the alkyl of carbon atom number 22 from these viewpoints
(i.e. behenyl base).
The average addition molal quantity of ethylene oxide about ingredient (A), from making crystallinity be lower and be easily dissolved in oily phase
In from the viewpoint of, be 1.5 or more, in addition, form structural body from oily phase interface, and improve high-temperature stability (emulsification is steady
It is qualitative), be 4 hereinafter, preferably 3 hereinafter, further preferably 2.5 or less from the viewpoint of shearing patience.It usually can obtain
Polyoxyethylene alkyl ether or polyoxyethylene alkene ether be that addition molal quantity for ethylene oxide is with the desired degree of polymerization
The wide mixture of center, distributed pole, in this invention it is important that average addition molal quantity is within the above range.
As ingredient (A), polyoxyethylene (2) eicosyl ether, polyoxyethylene (3) eicosyl ether, polyoxy can be enumerated
Ethylene (4) eicosyl ether, polyoxyethylene (2) behenyl base ether, polyoxyethylene (3) behenyl base ether, polyoxyethylene (4) behenyl base
Ether, polyoxyethylene (2) tetracosyl ether, polyoxyethylene (3) tetracosyl ether, polyoxyethylene (4) tetracosyl ether etc.,
It is preferred that polyoxyethylene (2) behenyl base ether, polyoxyethylene (3) behenyl base ether, polyoxyethylene (4) behenyl base ether can be enumerated.In addition,
As long as the average addition molal quantity of used polyoxyethylene alkyl ether is within the above range, these illustrations also can be used together
Compound other than polyoxyethylene alkyl ether.
It is examined from oily phase interface layered structure easy to form, raising shearing patience and the viewpoint for improving the tender use feeling of water
Consider, the content of the ingredient (A) in O/W emulsion composition of the invention is preferably 0.05 mass % or more, more preferably
0.10 mass % or more, further preferably 0.12 mass % or more, further preferably 0.16 mass % or more, it is further excellent
It is selected as 0.5 mass % or more, further preferably 0.8 mass % or more；Also preferably 5 mass % are hereinafter, more preferably 3 matter
Measure % hereinafter, further preferably 2 mass % hereinafter, further preferably 1.82 mass % hereinafter, further preferably 1.5 matter
% is measured hereinafter, further preferably 1.2 mass % or less.The specific content range of ingredient (A) is preferably 0.05~5 matter
Measure %, more preferably 0.10~3 mass %, further preferably 0.12~2 mass %, further preferably 0.16~1.82 matter
Measure %, further preferably 0.5~1.5 mass %, further preferably 0.8~1.2 mass %.
[ingredient (B): phosphatide]
Inhibit sticky from high-temperature stability, shearing patience is improved as the phosphatide of ingredient (B) and improve skin-friendly, makeup
Property from the viewpoint of, preferably phosphatidylcholine content be 60 mass % or more, more preferably 62 mass % or more, more preferably 65
Quality % or more.Additionally, it is preferred that phosphatidylcholine content is 98 mass % or less.As the phosphatide other than phosphatidyl choline at
Point, phosphatidic acid, phosphatidylserine, phosphatidyl-ethanolamine, phosphatidylinositols, phosphatidyl glycerol etc. can be enumerated.
Phosphatide used in the present invention can be the natural goods after extracting, refining in driven plant, or chemistry closes
At composite, can also for implement over hydrogenation, hydroxide processing etc. processing obtained from substance.As natural goods, from raising
Ageing stability, from the viewpoint of reducing skin irritatin, preferably as the ovum of the Hydrolysis kinetics object from soybean or yolk etc.
Phosphatide, the substance more preferably handled through over hydrogenation or hydroxide.
Specifically, it is preferable that enumerating soya bean lecithin hydrogenation object, egg yolk lecithin hydride.
The containing ratio of phosphatidyl choline in phosphatide, which can use, has used thin-layer chromatography (TLC) or high performance liquid chromatography
(HPLC), the method for IATROSCAN (manufacture of IATRON company) etc. is analyzed.For example, can enumerate: by Japanese Unexamined Patent Publication
The organic solvent drop containing phosphatide recorded in 2001-186898 bulletin is in TLC, with chloroform: methanol: acetic acid=65:
25:10 expansion, spraying 50 mass % sulfuric acid ethyl alcohol, after heating, phosphatide is analyzed using densitometer method.In addition to above-mentioned
Other than method, as long as content, the method for containing ratio that can measure, calculate phosphatidyl choline contained in phosphatide, so that it may
For arbitrary method.
As the phosphatide of the phosphatidyl choline containing 60 mass % or more, can enumerating COATSOME NC-21, (hydrogenation is big
Beans lecithin；You company manufacture), RESINOL S-10E, RESINOL S-10EX (hydrogenated soy phosphatidyl choline；Nikko
Chemicals Co., Ltd. manufacture), Phospholipid PCSH70 (hydrogenated soy phosphatidyl choline；Japan refine company manufacture)
Deng.
From the viewpoint of improving high-temperature stability, shearing patience and use feeling, oil-in-water type emulsion combination of the invention
The content of ingredient (B) in object is preferably 0.05 mass % or more, more preferably 0.10 mass % or more, further preferably
0.12 mass % or more, further preferably 0.16 mass % or more, further preferably 0.5 mass % or more, it is further excellent
It is selected as 0.8 mass % or more；Also preferably 5 mass % hereinafter, more preferably 3 mass % hereinafter, further preferably 2 mass %
Hereinafter, further preferably 1.82 mass % hereinafter, further preferably 1.5 mass % hereinafter, further preferably 1.2 matter
Measure % or less.The specific content range of ingredient (B) is preferably 0.05~5 mass %, more preferably 0.10~3 mass %, into
One step is preferably 0.12~2 mass %, further preferably 0.16~1.82 mass %, further preferably 0.5~1.5 matter
Measure %, further preferably 0.8~1.2 mass %.
It is high from improving about total content of ingredient (A) and ingredient (B) in O/W emulsion composition of the invention
From the viewpoint of temperature stability and shearing patience, preferably 0.5 mass % or more, more preferably 1.2 mass % or more, further
Preferably 1.8 mass % or more；In addition, preferably 6 mass % are hereinafter, more preferably 3.5 from the viewpoint of improving aqueous sense
Quality % is hereinafter, further preferably 2.5 mass % or less.Specific total content range of ingredient (A) and ingredient (B) is preferred
For 0.5~6 mass %, more preferably 1.2~3.5 mass %, further preferably 1.8~2.5 mass %.
In addition, the content mass ratio [(A)/(B)] about ingredient (A) relative to ingredient (B), from improve high-temperature stability and
From the viewpoint of shearing patience, preferably 0.06 or more, more preferably 0.08 or more, further preferably 0.10 or more, into one
Step preferably 0.5 or more；In addition, from the viewpoint of obtaining the tender use feeling of water, preferably 18 hereinafter, more preferably 14 with
Under, further preferably 10 hereinafter, further preferably 3 or less.Specific content quality of the ingredient (A) relative to ingredient (B)
It is preferably 0.06~18 than [(A)/(B)], more preferably 0.08~14, further preferably 0.10~10, further preferably
0.5~3.
[ingredient (C): silicic acid anhydride powder]
Powder used in silicic acid anhydride powder as ingredient (C), as long as drug, makeup can be used in
It in product, field of food, is just not particularly limited, zinc oxide, titanium oxide, cerium oxide, iron oxide, chromium oxide, charcoal can be enumerated
It is black, titanium is black, bentonite, kaolin, mica, sericite, talcum, ultramarine, pinks, No. 202 red, No. 220 red, red
No. 226, blue No. 404, yellow 401, polyethylene powders, Polystyrene powder, polymethylmethacrylate powder, nylon powder
End, silicone powder, cellulose powder etc., from emulsion stability is improved, from the viewpoint of ultraviolet protection effect, preferred metal oxygen
Compound powder, further preferably selected from one or more of zinc oxide, titanium oxide, cerium oxide, iron oxide and chromium oxide, further
It preferably comprises selected from one or more of zinc oxide, titanium oxide and iron oxide.When especially for flesh correction purposes, preferably
Using can adjust to the iron oxide of the color development close to the colour of skin；When being used for sun-proof purposes, it is preferable to use ultraviolet light dispersion effect
High is selected from one or more of zinc oxide, titanium oxide and cerium oxide, by and with these substances, can also take into account flesh correction
And sun-proof result.
As Zinc oxide powder, for example, it is commercially available have FINEX-25, FINEX-50, FINEX-75 (manufacture of Sakai chemical company),
MZ500 series, MZ700 serial (Tayca Corporation manufacture), ZnO-350 (Sumitomo Osaka Cement Co.,
Ltd. manufacture) etc..It is commercially available to have TTO-55 series, TTO-51 series (stone originates in the manufacture of industry company), JR system as titanium dioxide powder
Column, JA serial (Tayca Corporation manufacture) etc..It is commercially available to have LL-100P, R-516P, BL- as croci
100P (manufacture of Ti industry company) etc..In addition, as cerium oxide, including by Nikki Co., Ltd. or Seimi Chemical
Co., the high-purity cerium of Ltd. sale.
The average grain diameter of powder used in silicic acid anhydride powder about ingredient (C) includes hydrophobization out of oily phase
Processing powder and from the viewpoint of improving emulsion stability, the preferably smaller than emulsification partial size of O/W emulsion composition, preferably
For 28 μm hereinafter, more preferably 23 μm hereinafter, further preferably 18 μm or less；In addition, from the sight for the coherency for inhibiting powder
Point consideration, preferably 0.01 μm or more, more preferably 0.012 μm or more, further preferably 0.015 μm or more.As specific
Average grain diameter, preferably 0.01~28 μm, more preferably 0.012~23 μm, further preferably 0.015~18 μm.At this
In the O/W emulsion composition of invention, when being enclosed in the powder of size of coloring pigment degree in oily phase, further
Play effect.In addition, the measurement about average grain diameter, to any 20 powder in any visual field in transmission electron microscope photo
The partial size at end is found out by arithmetic average.In addition, other than spherical for rodlike, fusiform, needle-shaped, laminar, unsetting etc.
Powder, the arithmetic average of long axis is considered as average grain diameter.
The shape of powder used in the present invention can enumerate spherical, rodlike, fusiform, needle-shaped, laminar, no
Setting etc., as long as average grain diameter is within the above range, so that it may use the powder of arbitrary shape.
It as the silicic acid anhydride to above-mentioned powder, is not particularly limited, various silicic acid anhydrides, such as fluorine can be used
Compound processing, silicone-treated, organic siliconresin processing, side group processing, silane coupling agent are handled, at titante coupling agent
It manages, finish processing, the processing of acyl amino acid metal salt, polyacrylic acid processing, metallic soap is handled, avicel cellulose handles, is inorganic
Compound processing, corona treatment, mechanochemistry processing, silane compound processing, silicon nitrogen silane compound processing etc..
In these, from the viewpoint of improving the dispersibility of powder, improving high-temperature stability and low-temperature stability, preferably select
From having used the silicic acid anhydride of silicone or organic siliconresin, used shown in methylhydrogenpolysi,oxane or the following general formula (1)
The silicic acid anhydride of methylhydrogenpolysi,oxane dimethyl polysiloxane copolymer has used silane compound or silazane chemical combination
The silicic acid anhydride of object, the silicic acid anhydride for having used titante coupling agent and the hydrophobic of acyl amino acid metal salt is used
One kind or two or more silicic acid anhydride in change processing, is more preferably selected from the hydrophobization for having used methylhydrogenpolysi,oxane
It manages, the silicic acid anhydride that has used silane compound or silicon nitrogen silane compound, used at the hydrophobization of titante coupling agent
Manage and used the one kind or two or more silicic acid anhydride in the silicic acid anhydride of acyl amino acid metal salt.
(m, n are integer, 1≤m+n≤60)
As the above-mentioned silicic acid anhydride for having used silicone or organic siliconresin, can enumerate such as Japanese Patent No.
Documented by No. 3187440 bulletins, under non-gaseous, the silicon being made of organopolysiloxane class and organic siliconresin is utilized
After at least one or more cladding powder of ketone compound (wherein, not including silane compound), in oxygen-containing atmosphere, with 600~
950 DEG C of temperature is burnt into, and the method for silica cladding powder is thus utilized.
As above-mentioned silane compound or silicon nitrogen silane compound, it is however preferred to have the alkyl or fluothane of carbon atom number 1~20
Base and with inorganic oxide have reactive silane compound or silicon nitrogen silane compound, can specifically enumerate the following general formula (2)
Shown in silicon nitrogen silane compound shown in silane compound or general formula (3), they can be used one kind or two or more.
RR1 nSiX3-n (2)
(integer that n is 0 or 1, R indicate the alkyl or fluoroalkyl of the linear chain or branched chain of carbon atom number 1~20, R1Indicate carbon
The alkyl of atomicity 1~6, X indicate halogen atom or alkoxy.)
R2R3R4SiNHSiR5R6R7 (3)
(R2~R7Separately indicate the alkyl or fluoroalkyl of the linear chain or branched chain of carbon atom number 1~20.)
As specific silane compound, hexyl trimethoxysilane, octyl trimethoxy silane, decyl three can be enumerated
Methoxy silane, octadecyl trimethoxysilane, octyltri-ethoxysilane, trifluoro propyl trimethoxy silane, 17 fluorine
Ruthenium trimethoxysilane etc..In these, preferably octyltri-ethoxysilane, octyl trimethoxy silane.As silazane
Close object, preferably hexamethyldisilazane.The silane compound or silicon nitrogen silane compound, which have, is easy uniform treatment, and supplies appearance
Easily, feature low in cost, and then it is combined with point for the cosmetics that the powder of silicic acid anhydride was carried out using these compounds
The excellents such as property are dissipated, thus preferably.
As the silicic acid anhydride for having used above-mentioned silane compound or silicon nitrogen silane compound, can enumerate n-hexane,
Silane compound or silicon nitrogen silane compound are mixed with powder in the organic solvents such as hexamethylene, lower alcohol, according to circumstances carried out micro-
After crushing, by heating or being removed under reduced pressure organic solvent, by the method etc. heated at preferably 80~250 DEG C,
The method chemically reacted using the reactive group of silane compound or silicon nitrogen silane compound on the surface of powder.
Furthermore it is also possible to enumerate as documented by Japanese Unexamined Patent Publication 2007-326902 bulletin, specific poly- silicon oxygen is being utilized
After hydride compounds carry out cladding processing to powder, in water to the method for alkylalkoxy silane progress silicic acid anhydride.
It as the above-mentioned silicic acid anhydride for having used titante coupling agent, can enumerate: such as Japanese Unexamined Patent Publication 1-
Documented by No. 131282 bulletins, three isostearoyl base titanate esters of isopropyl, isopropyl three (two are added into aqueous powder dispersion liquid
Octyl pyrophosphoric acid acyloxy) titanate esters, isopropyl three (N- aminoethyl-amino ethyl) titanate esters, three decyl benzene sulphur of isopropyl
The titanates such as acyl titanate, high-speed stirred simultaneously mix, the method according to circumstances washed, be dried；To powder spray
Titante coupling agent, high shear are stirred and are mixed, and the method for pulverization process is according to circumstances carried out.Powder and titanate ester is even
When joining agent mixing, the aqueous solution of the metal chlorides such as micro zinc chloride, aluminium chloride is preferably added, thereby, it is possible in powder
All surfaces quickly and uniformly react.
It as the above-mentioned silicic acid anhydride for having used acyl amino acid metal salt, can enumerate: keep N- acylamino acid golden
Belong to salt and is dissolved or dispersed in water, alcohols (ethyl alcohol, isopropanol, isobutanol etc.), polar solvent (acetone, ethyl acetate, butyl acetate
Deng) equal solvent or various in the mixed solvents, after the solution and powder are stirred, the method that removes solvent.
As N- acyl amino acid metal salt, N- caproyl aspartic acid (glutamic acid), N- oleoyl asparagus fern can be enumerated
Propylhomoserin (glutamic acid), N- lauroyl aspartic acid (glutamic acid), N- myristoyl aspartic acid (glutamic acid), N- palmityl
Base aspartic acid (glutamic acid), N- stearyl aspartic acid (glutamic acid), N- linolenyl aspartic acid (glutamic acid) etc.
Metal salt etc..In addition, the records such as above-mentioned " N- caproyl aspartic acid (glutamic acid) " refer to record N- caproyl asparagus fern ammonia together
Both acid and N- caproyl glutamic acid.As metal salt, sodium salt, sylvite, calcium salt, magnesium salts etc. can be enumerated.
From in powder coated with uniform surface treating agent, the sight that silicic acid anhydride agent is not agglomerated or is precipitated on powder surface
Point considers that, relative to the total amount of used powder, silicic acid anhydride agent is preferably 1 mass % or more to the covering amount of powder,
More preferably 1.5 mass % or more, also preferably 10 mass % are hereinafter, more preferably 5 mass % or less.Specific covering amount is excellent
It is selected as 1~10 mass %, more preferably 1.5~5 mass %.
From the viewpoint of improving ultraviolet protection effect and emulsion stability, O/W emulsion composition of the invention
In the content of ingredient (C) be preferably 0.1 mass % or more, more preferably 1 mass % or more, further preferably 5 mass %
More than, also preferably 30 mass % hereinafter, more preferably 20 mass % hereinafter, further preferably 15 mass % or less.Ingredient
(C) specifically range preferably from 0.1~30 mass %, more preferably 1~20 mass %, further preferably 5~15 matter
Measure %.
[ingredient (D): water]
From the side for improving the tender sense of touch of water and forming high-temperature stability, shearing the excellent O/W emulsion composition of patience
Face considers that the content of the water in O/W emulsion composition of the invention is preferably 40 mass % or more, more preferably 45 matter
% or more is measured, also preferably 80 mass % are hereinafter, more preferably 75 mass % or less.The specific content range of water is preferably 40
~80 mass %, more preferably 45~75 mass %.
[ingredient (E): unthickened fuel]
Finish with mobility when the unthickened fuel of ingredient (E) is at 1013.25hPa, 25 DEG C, wherein comprising liquid
Finish used in organic uv absorbers and common cosmetics.In the present invention, it is imitated to improve ultraviolet protection
Fruit preferably comprises the organic uv absorbers of liquid.
As the organic uv absorbers of liquid, can enumerate selected from Neo Heliopan AV, to first
Oxygroup cinnamic acid 2- ethoxy ethyl ester, p-methoxycinnamic acid isopropyl ester cinnamic acid diisopropyl ester mixture, trimethoxy meat
Bis- (trimethylsiloxy) the silicyl isopentyl ester of cinnamic acid methyl, to dimethylamino acid+benzoic acid pentyl ester, to dimethyl
Amino acid+benzoic acid 2- ethylhexyl, glycol salicylate, 2-ethylhexyl salicylate, benzyl salicylate, salicylic acid front three
Cyclohexyl (Homomenthyl salicylate), Octocrilene (Octocrylene), dimethyl silicone polymer Asia benzyl third
It is one kind or two or more in diethyl adipate (dimethico-diethylbenzalmalonate).It is ultraviolet from improving in these
From the viewpoint of line protection effect, emulsified state, high-temperature stability and low-temperature stability, preferably comprise selected to methoxycinnamate
Sour 2- ethylhexyl, 2-ethylhexyl salicylate, heliophan, Octocrilene and dimethyl silicone polymer Asia benzene first
It is one kind or two or more in propylmalonic acid diethylester, it is further preferably vertical selected from Neo Heliopan AV, Losec
It is one kind or two or more in woods and dimethyl silicone polymer Asia benzyl diethyl malonate, further preferably to methoxyl group
Cinnamic acid 2- ethylhexyl.
As the finish other than above-mentioned organic uv absorbers contained in unthickened fuel, as long as at 1013.25hPa,
It is liquid in the environment of 25 DEG C, is just not particularly limited.Specifically, can enumerate alpha-olefin low polymers, liquid isoparaffin,
The hydrocarbon ils such as atoleine, saualane；Tricaprylin, avocado oil, olive oil, sesame oil, rice bran oil, safflower oil, soybean oil,
The triglycerides such as corn oil, rapeseed oil, castor oil, cottonseed oil, ermine oil；The fatty acid such as oleic acid, isostearic acid；Myristic acid isopropyl
Ester, butyl myristate, isopropyl palmitate, ethyl oleate, ethyl linoleate, linoleic acid isopropyl ester, Octanoic acid, hexadecyl ester, laurel
The own ester of acid, myristic acid last of the ten Heavenly stems ester, decyl oleate, oleyl oleate, lauric acid iso stearyl ester, myristic acid isotridecyl ester,
The different spermaceti base ester of myristic acid, myristic acid iso stearyl ester, myristic acid octyldodecyl, octyl palmitate, palm
The different spermaceti base ester of acid, palmitinic acid iso stearyl ester, two oleic acid propylene glycol esters, Isodecyl oleate, isopropyl isostearate, 2- ethyl
Caproic acid spermaceti base ester, 2 ethyl hexanoic acid stearyl, didecyl acid propylene glycol ester, two oleic acid propylene glycol esters, three 2 ethyl hexanoic acids are sweet
The ester oils such as grease, three (caprylic capric) glyceride, isononyl isononanoate, diisopropyl sebacate, isostearic acid propylene glycol ester；
The branches such as 2- octyldodecanol, isooctadecanol, oleyl alcohol or unsaturated higher alcohol；Dimethyl polysiloxane etc..It is excellent in these
It is selected as selected from myristic acid octyldodecyl, the different spermaceti base ester of myristic acid, 2 ethyl hexanoic acid spermaceti base ester, three 2- ethyls
Caproin, three (caprylic capric) glyceride, isononyl isononanoate, diisopropyl sebacate, isostearic acid propylene glycol ester,
It is one kind or two or more in two capric acid neopentyl glycol ester, isohexadecane, saualane and Parleam.
The use feeling tender from raising water, from the viewpoint of improving emulsified state, high-temperature stability and low-temperature stability, this hair
The content of ingredient (E) in bright O/W emulsion composition is preferably 5 mass % or more, more preferably 8 mass % or more,
Further preferably 10 mass % or more, % below also preferably 25 mass hereinafter, more preferably 20 mass % hereinafter, further
Preferably 18 mass % or less.The specific content range of ingredient (E) is preferably 5~25 mass %, more preferably 8~20 matter
Measure %, further preferably 10~20 mass %, further preferably 10~18 mass %.
In addition, from liquid oil content is reduced, and the tender use feeling of water is improved, improve high-temperature stability, ultraviolet protection
From the viewpoint of effect, the content mass ratio of the organic uv absorbers of the liquid in whole components (E) be preferably 0.3 with
On, more preferably 0.5 or more, further preferred 0.6 or more, further preferred 0.7 or more.
[ingredient (F): being the ultraviolet absorbing agent of solid-like at 25 DEG C]
In order to improve ultraviolet protection effect, O/W emulsion composition of the invention further preferably contains 25 DEG C of Shi Weigu
The ultraviolet absorbing agent of body shape is as ingredient (F).It is the ultraviolet absorbing agent of solid-like at 25 DEG C used in the present invention,
As long as cosmetics, quasi drug can be matched with, in drug, be just not particularly limited.
As the specific example of ingredient (F), can enumerate selected from dimethoxybenzylidenegroup group dioxo alkyl imidazole propionic acid 2- second
Bis- [[4- (2- ethylhexyl oxygroup) -2- the hydroxyl]-benzene of the own ester of base, diethylamino hydroxybenzoyl benzoyl hexyl-benzoate, 2,4-
Base] -6- (4- methoxyphenyl) -1,3,5- triazine, 2,4,6- tri- [4- (2- ethylhexyl Epoxide carbonyl) anilino-] -1,3,5-
It is one kind or two or more in triazine and 4- tert-butyl -4'- methoxy dibenzoylmethane.
In these, from the viewpoint of improving ultraviolet protection effect, high-temperature stability and shearing patience, can preferably it make
With selected from diethylamino hydroxybenzoyl benzoyl hexyl-benzoate, bis- [[4- (2- ethylhexyl oxygroup) -2- the hydroxyl]-benzene of 2,4-
Base] -6- (4- methoxyphenyl) -1,3,5- triazine and 2,4,6- tri- [4- (2- ethylhexyl Epoxide carbonyl) anilino-] -1,3,
It is one kind or two or more in 5- triazine.
These ingredients (F) are usually commercially available, can enumerate SOFT SHADE DH (dimethoxybenzylidenegroup group dioxoimidazolidin
Alkane propionic acid 2- ethylhexyl；Aginomoto company manufacture), Uvinul A plus (2- (4- diethylamino -2- (2-hydroxybenzoyl)
Base) hexyl-benzoate；BASF AG manufacture), TINOSORB S (bis- [[4- (2- ethylhexyl oxygroup) -2- hydroxyl]-benzene of 2,4-
Base] -6- (4- methoxyphenyl) -1,3,5- triazine；BASF AG manufacture), Uvinul T-150 ([4- (the 2- ethyl of 2,4,6- tri-
Hexyl Epoxide carbonyl) anilino-] -1,3,5- triazine), (4- tert-butyl -4'- methoxy dibenzoyl Ji Jia of PARASOL 1789
Alkane；Roche Ltd. manufacture) etc..
From the viewpoint of improving ultraviolet protection ability effect, high-temperature stability and shearing patience, water packet of the invention
The content of ingredient (F) in oil type emulsification composition is preferably 0.5 mass % or more, more preferably 1 mass % or more, further
Preferably 1.5 mass % or more, also preferably 10 mass % are hereinafter, more preferably 7.5 mass % are hereinafter, further preferably 5
Quality % or less.The specific content range of ingredient (F) is preferably 0.5~10 mass %, more preferably 0.5~7.5 mass %,
Further preferably 0.5~5 mass %.
[ingredient (G): water soluble polymer]
In order to improve the dispersion stabilization of water phase, high temperature and low-temperature stability, oil-in-water type emulsion group of the invention are improved
It closes object and further preferably contains water soluble polymer as ingredient (G).Water soluble polymer used in the present invention can be enumerated
Water-soluble cationic macromolecule, anionic property macromolecule, nonionic macromolecule and Amphiphatic high polymer or bipolarity are high
Molecule.
As cationic macromolecule, can specifically enumerate with chlorination O- [2- hydroxyl -3- (trimethyl ammonium) propyl] base
Hydroxyethyl cellulose (Polyquaternium-10), vinyl pyrrolidone-dimethylamine Methylethyl copolymer
Diethyl sulfide hydrochlorate (polyquaternium -11), methyl chloride vinyl imidazolelvinyl base pyrrolidinone copolymer etc..
As anionic property macromolecule, carboxyl vinyl polymer, carboxymethyl cellulose, Irish moss can be specifically enumerated
Glue, xanthan gum, polystyrenesulfonate, agar, ghatti gum, Karaya Gum, pectin, alginates, acrylic arid methacrylic acid
Alkyl ester copolymer, (acrylic acid Na/ acryloyl dimethyl tauric acid Na) copolymer, polyacrylamide, (acryloyl group diformazan
Base taurine ammonium/VP) copolymer, (acryloyl dimethyl tauric acid ammonium methacrylic acid docosyl alcohol polyethers -25) cross-linked polymeric
Object, (hydroxy-ethyl acrylate/acryloyl dimethyl tauric acid Na) copolymer, (acrylamide/ammonium acrylate) copolymer, (third
Olefin(e) acid Na/ acryloyl dimethyl tauric acid/dimethylacrylamide) cross-linked polymer, polyacrylate -13, polyacrylic acid
Ester cross-linked polymer -6, the alkali metal salt of poly- (acrylic acid), hyaluronic acid or its alkali metal salt.
As nonionic macromolecule, cellulose ether (hydroxy butyl methyl cellulose, hydroxy propyl cellulose can be specifically enumerated
Element, hydroxypropyl methyl cellulose, ethylhydroxyethylcellulose, hydroxyethyl cellulose etc.), propylene glycol alginate, poly- (epoxy second
Alkane), polyvinyl alcohol, polyvinylpyrrolidone, hydroxypropyl guar gum, locust bean gum, amylose, hydroxyethyl amylose,
Starch and starch derivatives and their mixture.
As Amphiphatic high polymer or bipolarity macromolecule, octyl acrylamide/acrylate/methyl-prop can be specifically enumerated
Olefin(e) acid butylaminoethyl copolymer, polyquaternium -47, polyquaternium -43 etc..
These water soluble polymers can be used alone, or by two or more appropriately combined use.From raising stable emulsifying
It property and is readily applied to from the viewpoint of various dosage forms, preferably comprises selected from carboxyl vinyl polymer, propylene acid methyl
Alkyl acrylate copolymer, xanthan gum, hydroxypropyl methyl cellulose, polyacrylamide, (acrylic acid Na/ acryloyl group diformazan
Base taurine Na) copolymer, in (acryloyl dimethyl tauric acid ammonium/VP) copolymer and hyaluronic acid or its alkali metal salt
1 kind or more, more preferably comprising being selected from polyacrylamide, (acrylic acid Na/ acryloyl dimethyl tauric acid Na) copolymer, (third
Enoyl- dimethyltaurine ammonium/VP) one or more of copolymer and xanthan gum.
From the viewpoint of above-mentioned, the content of the ingredient (G) in O/W emulsion composition of the invention is preferably
0.01 mass % or more, more preferably 0.05 mass % or more, further preferably 0.1 mass % or more, also preferably 4 matter
% is measured hereinafter, more preferably 2 mass % are hereinafter, further preferably 1.5 mass % or less.The specific content model of ingredient (G)
Enclose preferably 0.01~4 mass %, more preferably 0.05~2 mass %, further preferably 0.1~1.5 mass %.
[ingredient (H): the saturated monohydroxy alcohol of carbon atom number 1~3]
From when improving salubrious use feeling, coating extension Optimality, from the aspect of water-fast absorption of perspiration, it is of the invention
O/W emulsion composition further preferably contains the saturated monohydroxy alcohol of carbon atom number 1~3 as ingredient (H).As ingredient (H),
Methanol, ethyl alcohol, propyl alcohol, isopropanol can be enumerated, can be used alone, or by two or more appropriately combined use.Wherein, from
From the viewpoint of above-mentioned, a kind in ethyl alcohol and isopropanol or 2 kinds, further preferably ethyl alcohol are preferably comprised.
The content of ingredient (H) in O/W emulsion composition of the invention is not particularly limited, salubrious from raising
From the aspect of extension Optimality, water-fast absorption of perspiration when use feeling, coating, preferably 1 mass % or more, more preferably 3
Quality % or more, further preferably 5 mass % or more, also preferably 20 mass % hereinafter, more preferably 15 mass % hereinafter,
Further preferably 12 mass % or less.The specific content range of ingredient (H) is preferably 1~20 mass %, more preferably 3~
15 mass %, further preferably 5~12 mass %.
[ingredient (I): polyalcohol]
In order to improve the extension Optimality when moisture retention after coating, coating, O/W emulsion composition of the invention
Further preferably contain polyalcohol as ingredient (I).It as ingredient (I), such as can enumerate: ethylene glycol, diethylene glycol, three second two
Alcohol, polyethylene glycol (preferably average molecular weight is less than 650), propylene glycol, dipropylene glycol, (preferably average molecular weight is small for polypropylene glycol
In 650), the glycols such as isoprene, 1,3 butylene glycol；The glycerols such as glycerol, diglycerol, polyglycereol, can be used alone, or
Person is by two or more appropriately combined use.
Wherein, it from the viewpoint of above-mentioned, preferably comprises selected from ethylene glycol, diethylene glycol, propylene glycol, dipropylene glycol, 1,
It is one kind or two or more in 3- butanediol, glycerol and diglycerol, further preferably it is selected from propylene glycol, dipropylene glycol, 1,3- fourth two
It is one kind or two or more in pure and mild glycerol.
From the aspect of extension Optimality when improving moisture retention, coating, O/W emulsion composition of the invention
In the content of ingredient (I) be preferably 0.1 mass % or more, more preferably 0.5 mass % or more, further preferably 1 matter
Measure % or more, also preferably 12 mass % hereinafter, more preferably 8 mass % hereinafter, further preferably 5 mass % hereinafter, into
One step is preferably 3 mass % or less.Specific content range is preferably 0.1~12 mass %, more preferably 0.5~8 mass %,
Further preferably 1~5 mass %, further preferably 1~3 mass %.
From emulsion stability is improved, from the viewpoint of improving the tender use feeling of water, even application, oil-in-water of the invention
Preferably 1 μm or more of the average emulsification partial size of type emulsification composition, further preferably 30 μm hereinafter, more preferable 25 μm hereinafter, further it is excellent
Select 20 μm or less.Specifically, it is preferable that 1~30 μm, more preferable 1~25 μm, further preferred 1~20 μm.Furthermore it is possible to repeat
The partial size of any 20 particles about any visual field in measuring microscope photo finds out emulsification by number standard average
The average grain diameter of particle.
[other any ingredients]
In O/W emulsion composition of the invention, other than above ingredient, as long as not damaging the present invention
Effect in the range of, so that it may containing being generally mated various surfactants, oil components, silicone in cosmetics
Close object, higher alcohol, fluorine compounds, resin, tackifier, fungi-proofing preservative, moisturizer, salt, solvent, antioxidant, chelating agent,
Neutralizer, pH adjusting agent, pest repellant, physiologically active ingredient, antiperspirant, fragrance, various animals and plants extracting solution etc. usual use
In the various raw materials of cosmetics.In addition, these each dose is not limited to the purposes as each dose and can be used as other according to purpose
Purposes conversion, such as use antiperspirant as fragrance；Or can be used as dual-purpose with other purposes, it is used for example as reality
The now effect as antiperspirant and fragrance.
For the purpose of adjusting emulsion stability, surface-active can be contained in oil-in-water emulsion type cosmetic preparation of the invention
Agent.As surfactant, be not particularly limited, can be used nonionic surfactant, anionic surfactant, sun from
Sub- surfactant, amphoteric surfactant are naturally that surfactant, polyether modified silicone, silicone derivative etc. contain
The surfactant of organosilicon, surfactant containing perfluoroalkyl etc. it is any number of, these can be used a kind or 2 kinds with
On.
In these surfactants, preferred nonionic surfactants, polyether modified silicone, the surface containing organosilicon are living
Property agent, can specifically enumerate sorbitan list isostearate, dimethicone copolyol, polyethylene glycol hydrogenated castor-oil plant
Oil (40EO), Emulsifier EL-60 (40EO), polyoxyethylene sorbitan monolaurate (20EO), monostearate polyoxy
Ethylene (20EO), polyoxyethylene sorbitol acid anhydride oleate (20EO), polyoxyethylene (7) lauryl ether, PEG-7 trihydroxy methyl third
Alkane coconutalkyl ether etc..
In oil-in-water emulsion type cosmetic preparation of the invention, even if not and with above-mentioned surfactant, emulsion stability
Well, when a large amount of matching surface activating agents, the sticky sense from surfactant can be generated, accordingly, with respect to oil-in-water type cream
Change total composition, preferred content is preferably 3 mass % hereinafter, more preferably 1.5 mass % are hereinafter, further preferably
0.5 mass % or less.When being recorded as specific range, preferably 0~3 mass %, more preferably 0~1.5 mass %, into one
Step is preferably 0~0.5 mass %.
[purposes]
It as the purposes of O/W emulsion composition of the invention, is not particularly limited, cosmetics, medicine can be suitable for
Product, quasi drug etc..From the aspect of water lock excellent effect, O/W emulsion composition of the invention is protected as not rinsing
It is held in the skin preparations for extenal use of the type of skin (including scalp), skin can be coated on, the skin preferably in addition to scalp is more excellent
It selects any place of face, body, brothers etc. and uses.In addition, stablizing from even if ultraviolet absorbing agent or ultraviolet light scattering diluent is contained
From the aspect of property is also excellent, be preferably applied to sun-proof purposes, particularly sun-screening agent (Sunscreen), suntan (Suntan),
Bottom cosmetics, foundation cream with ultraviolet protection ability etc..
[dosage form]
As the dosage form of O/W emulsion composition of the invention, liquid, emulsion form, creaminess, paste can be suitable for
Shape, solid-like, multilayer shape etc., and then can also be suitable for tablet, spray, mousse agent.
[manufacturing method]
O/W emulsion composition of the invention can be manufactured according to form using defined sequence.For example, this
The O/W emulsion composition of invention can use including that will include ingredient (A)~(D), ingredient as needed (E)~(I)
The method of process that is mixed together of various composition manufactured.Specifically, O/W emulsion composition of the invention
Manufacturing method may include:
To including ingredient (A), ingredient (B), ingredient (C), ingredient as needed (E), ingredient (F) and other oil-soluble
Any ingredient oil mutually with preferably 50~90 DEG C, it is more preferable 55~85 DEG C progress heating stirring process 1a；
To comprising ingredient (D), ingredient as needed (G), ingredient (I), ingredient (H) and it is other it is water-soluble arbitrarily at
The water phase divided is with preferably 50~90 DEG C, the process 2a of more preferable 55~85 DEG C of progress heating stirring；With
The process 3a that the modulator of the modulator of process 1a and process 2a is mixed and emulsifies it.
In process 3a, the modulator of process 2a is preferably cooled to 15~40 DEG C, preferably 20~30 DEG C, by process 1a's
Modulator is maintained more than 40 DEG C, preferably 50~70 DEG C, the modulator of one side agitating procedure 2a, and the modulation of process 1a is added on one side
Object is equably stirred, and makes its emulsification.Ingredient (A) is easy to form in oily phase interface while the opposite water phase of oil is put into as a result,
Layer structure can obtain stable O/W emulsion composition.
In addition, making ingredient in advance before being preferably included in oily mutually addition to improve dispersibility of the ingredient (C) in oily phase
(C) process dispersed.Specifically, may include:
To oil-soluble any comprising ingredient (A) and ingredient (B), ingredient as needed (E), ingredient (F) and others
The oil of ingredient is mutually with preferably 50~90 DEG C, the process 1b of more preferable 55~85 DEG C of progress heating stirring；
By the evenly dispersed process 2b of ingredient (C)；
Into the modulator of process 1b add process 2b modulator, with preferably 50~90 DEG C, it is more preferable 55~85 DEG C into
The process 3b of row heating stirring；
To comprising ingredient (D), ingredient as needed (G), ingredient (I), ingredient (H) and it is other it is water-soluble arbitrarily at
The water phase divided is with preferably 50~90 DEG C, the process 4b of more preferable 55~85 DEG C of progress heating stirring；With
The process 5b that the modulator of the modulator of process 3b and process 4b is mixed and emulsifies it.
In process 3b, the modulator of process 4b is preferably cooled to 15~40 DEG C, preferably 20~30 DEG C, by process 3b's
Modulator is maintained more than 40 DEG C, preferably 50~70 DEG C, the modulator of one side agitating procedure 4b, and the modulation of process 3b is added on one side
Object is equably stirred, and makes its emulsification.The opposite water phase of oil is put into as a result, while ingredient (A) is in oily phase interface layer easy to form
Shape structure can obtain stable O/W emulsion composition.
About embodiments described above, the preferred embodiment of the present invention disclosed further below.
A kind of O/W emulsion composition of 1 > of <, wherein containing following compositions (A)~(D), ingredient (A) relative at
The content mass ratio [(A)/(B)] for dividing (B) is 0.06 or more 18 or less.
(A): the carbon atom number of alkyl or alkenyl is 20 or more 24 or less and the average addition molal quantity of ethylene oxide is 1.5
Above 4 polyoxyethylene alkyl ether or the polyoxyethylene alkene ether below；
(B): phosphatide；
(C): silicic acid anhydride powder；
(D): water.
O/W emulsion composition of 2 > of < as described in 1 > of <, wherein alkyl or alkenyl possessed by ingredient (A) is excellent
It is selected as the alkyl of linear chain or branched chain, the more preferably alkyl of straight chain.
O/W emulsion composition of 3 > of < as described in 2 > of < 1 > or <, wherein alkyl or alkene in ingredient (A)
The carbon atom number of base is preferably 21 or more 23 hereinafter, more preferably 22.
O/W emulsion composition of 4 > of < as described in any one of 1 > of <~<, 3 >, wherein in ingredient (A)
The average addition molal quantity of ethylene oxide is preferably 3 hereinafter, further preferably 2.5 or less.
O/W emulsion composition of 5 > of < as described in any one of 1 > of <~<, 4 >, wherein ingredient (A's) contains
Amount is preferably 0.05 mass % or more, more preferably 0.10 mass % or more, further preferably 0.12 mass % or more, into one
Step is preferably 0.16 mass % or more, further preferably 0.5 mass % or more, further preferably 0.8 mass % or more, is gone back
Preferably 5 mass % hereinafter, more preferably 3 mass % hereinafter, further preferably 2 mass % hereinafter, further preferably
1.82 mass % hereinafter, further preferably 1.5 mass % hereinafter, further preferably 1.2 mass % or less.
O/W emulsion composition of 6 > of < as described in any one of 1 > of <~<, 5 >, wherein the phosphorus of ingredient (B)
Phosphatidylcholine content in rouge is preferably 60 mass % or more, more preferably 62 mass % or more, further preferably 65 matter
% or more is measured, is also 98 mass % or less.
O/W emulsion composition of 7 > of < as described in any one of 1 > of <~<, 6 >, wherein ingredient (B) is preferred
Selected from soya bean lecithin hydrogenation object and egg yolk lecithin hydride.
O/W emulsion composition of 8 > of < as described in any one of 1 > of <~<, 7 >, wherein ingredient (B's) contains
Amount is preferably 0.05 mass % or more, more preferably 0.10 mass % or more, further preferably 0.12 mass % or more, into one
Step is preferably 0.16 mass % or more, further preferably 0.5 mass % or more, further preferably 0.8 mass % or more, is gone back
Preferably 5 mass % hereinafter, more preferably 3 mass % hereinafter, further preferably 2 mass % hereinafter, further preferably
1.82 mass % hereinafter, further preferably 1.5 mass % hereinafter, further preferably 1.2 mass % or less.
O/W emulsion composition of 9 > of < as described in any one of 1 > of <~<, 8 >, wherein ingredient (A) and at
The total content for dividing (B) is preferably 0.5 mass % or more, more preferably 1.2 mass % or more, further preferably 1.8 matter
Measure % or more, also preferably 6 mass % hereinafter, more preferably 3.5 mass % hereinafter, further preferably 2.5 mass % or less.
O/W emulsion composition of 10 > of < as described in any one of 1 > of <~<, 9 >, wherein ingredient (A) is opposite
In the content mass ratio [(A)/(B)] of ingredient (B) be preferably 0.06 or more, more preferably 0.08 or more, further preferably
0.10 or more, further preferably 0.5 or more, also preferably 18 hereinafter, more preferably 14 hereinafter, further preferably 10 with
Under, further preferably 3 or less.
O/W emulsion composition of 11 > of < as described in any one of 1 > of <~<, 10 >, wherein ingredient (C)
Powder used in silicic acid anhydride powder is preferably selected from 1 in zinc oxide, titanium oxide, cerium oxide, iron oxide and chromium oxide
Kind or more.
O/W emulsion composition of 12 > of < as described in any one of 1 > of <~<, 11 >, wherein ingredient (C)
The average grain diameter of powder used in silicic acid anhydride powder is preferably 0.01 μm or more, and more preferably 0.012 μm or more, into one
Step preferably 0.015 μm or more, also preferably 28 μm hereinafter, more preferably 23 μm hereinafter, further preferably 18 μm or less.
O/W emulsion composition of 13 > of < as described in any one of 1 > of <~<, 12 >, wherein powder is dredged
Hydration process be preferably selected from fluorine compounds processing, silicone-treated, organic siliconresin processing, side group processing, at silane coupling agent
Reason, titante coupling agent processing, finish processing, acyl amino acid metal salt processing, polyacrylic acid processing, metallic soap processing,
Avicel cellulose processing, inorganic compound processing, corona treatment, mechanochemistry processing, silane compound processing, silazane
It is one kind or two or more in compound processing, it is more preferably selected from and has used the silicic acid anhydride of silicone or organic siliconresin, made
The methylhydrogenpolysi,oxane dimethyl polysiloxane copolymer shown in methylhydrogenpolysi,oxane or the following general formula (1) is dredged
Hydration process, has used dredging for titante coupling agent at the silicic acid anhydride for having used silane compound or silicon nitrogen silane compound
It hydration process and has used one kind or two or more in the silicic acid anhydride of acyl amino acid metal salt, has further preferably been selected from
Used the silicic acid anhydride of methylhydrogenpolysi,oxane, the silicic acid anhydride for having used silane compound or silicon nitrogen silane compound,
Used the silicic acid anhydride of titante coupling agent and used a kind in the silicic acid anhydride of acyl amino acid metal salt or
Two or more.
(m, n are integer, 1≤m+n≤60)
O/W emulsion composition of 14 > of < as described in any one of 1 > of <~<, 13 >, wherein relative to being made
The total amount of powder, silicic acid anhydride agent to the covering amount of powder be preferably 1 mass % or more, more preferably 1.5 mass %
More than, also preferably 10 mass % are hereinafter, more preferably 5 mass % or less.
O/W emulsion composition of 15 > of < as described in any one of 1 > of <~<, 14 >, wherein ingredient (C)
Content is preferably 0.1 mass % or more, more preferably 1 mass % or more, further preferably 5 mass % or more, also preferably
30 mass % hereinafter, more preferably 20 mass % hereinafter, further preferably 15 mass % or less.
O/W emulsion composition of 16 > of < as described in any one of 1 > of <~<, 15 >, wherein the content of water is excellent
Be selected as 40 mass % or more, more preferably 45 mass % or more, also preferably 80 mass % hereinafter, more preferably 75 mass % with
Under.
O/W emulsion composition of 17 > of < as described in any one of 1 > of <~<, 16 >, wherein preferably also contain
Unthickened fuel is as ingredient (E).
O/W emulsion composition of 18 > of < as described in 17 > of <, wherein the unthickened fuel of ingredient (E) preferably exists
Under 1013.25hPa, 25 DEG C when the finish with mobility.
O/W emulsion composition of 19 > of < as described in 18 > of < 17 > or <, wherein ingredient (E) is comprising being selected from
Neo Heliopan AV, 2-ethylhexyl salicylate, heliophan, Octocrilene and poly dimethyl
One kind or two or more unthickened fuel in the benzyl diethyl malonate of siloxanes Asia.
O/W emulsion composition of 20 > of < as described in any one of 17 > of <~<, 19 >, wherein ingredient (E)
Content is preferably 5 mass % or more, more preferably 8 mass % or more, further preferably 10 mass % or more, and also preferably 25
Quality % hereinafter, more preferably 20 mass % hereinafter, further preferably 18 mass % or less.
O/W emulsion composition of 21 > of < as described in any one of 17 > of <~<, 20 >, wherein whole components
(E) the content mass ratio of the organic uv absorbers of the liquid in is preferably 0.3 or more, and more preferably 0.5 or more, further
Preferably 0.6 or more, further preferably 0.7 or more.
O/W emulsion composition of 22 > of < as described in any one of 1 > of <~<, 21 >, wherein preferably also contain
It is the ultraviolet absorbing agent of solid-like at 25 DEG C as ingredient (F).
O/W emulsion composition of 23 > of < as described in any one of 1 > of <~<, 22 >, wherein ingredient (F)
Content is preferably 0.5 mass % or more, more preferably 1 mass % or more, further preferably 1.5 mass % or more, further preferably
For 10 mass % hereinafter, more preferably 7.5 mass % are hereinafter, further preferably 5 mass % or less.
O/W emulsion composition of 24 > of < as described in any one of 1 > of <~<, 23 >, wherein preferably also contain
Water soluble polymer is as ingredient (G).
O/W emulsion composition of 25 > of < as described in 24 > of <, wherein ingredient (G) is preferably comprised selected from carboxyl second
Alkenyl polymer, acrylic arid methacrylic acid alkyl ester copolymer, xanthan gum, hydroxypropyl methyl cellulose, polyacrylamide,
(acrylic acid Na/ acryloyl dimethyl tauric acid Na) copolymer, (acryloyl dimethyl tauric acid ammonium/VP) copolymer and thoroughly
One or more of bright matter acid or its alkali metal salt, more preferably comprising being selected from polyacrylamide, (acrylic acid Na/ acryloyl group diformazan
Base taurine Na) copolymer, (acryloyl dimethyl tauric acid ammonium/VP) one or more of copolymer and xanthan gum.
O/W emulsion composition of 26 > of < as described in 25 > of < 24 > or <, wherein the content of ingredient (G) is preferred
For 0.01 mass % or more, more preferably 0.05 mass % or more, further preferably 0.1 mass % or more, also preferably 4 matter
% is measured hereinafter, more preferably 2 mass % are hereinafter, further preferably 1.5 mass % or less.
O/W emulsion composition of 27 > of < as described in any one of 1 > of <~<, 26 >, wherein preferably also contain
The saturated monohydroxy alcohol of carbon atom number 1~3 is as ingredient (H).
O/W emulsion composition of 28 > of < as described in 27 > of <, wherein the content of ingredient (H) is preferably 1 matter
% or more is measured, more preferably 3 mass % or more, further preferably 5 mass % or more, also preferably 20 mass % are hereinafter, more
Preferably 15 mass % are hereinafter, further preferably 12 mass % or less.
O/W emulsion composition of 29 > of < as described in any one of 1 > of <~<, 28 >, wherein preferably also contain
Polyalcohol is as ingredient (I).
O/W emulsion composition of 30 > of < as described in 29 > of <, wherein ingredient (I) is preferably containing selected from second two
One kind or two or more polyalcohol in alcohol, diethylene glycol, propylene glycol, dipropylene glycol, 1,3-BDO, glycerol and diglycerol,
More preferably containing the one kind or two or more polyalcohol in propylene glycol, dipropylene glycol, 1,3 butylene glycol and glycerol.
O/W emulsion composition of 31 > of < as described in 30 > of < 29 > or <, wherein the content of ingredient (I) is preferred
For 0.1 mass % or more, more preferably 0.5 mass % or more, further preferably 1 mass % or more, also preferably 12 matter
Measure % hereinafter, more preferably 8 mass % hereinafter, further preferably 5 mass % hereinafter, further preferably 3 mass % or less.
O/W emulsion composition of 32 > of < as described in any one of 1 > of <~<, 31 >, wherein oil-in-water type cream
Change composition average emulsification partial size be preferably 1 μm or more, also preferably 30 μm hereinafter, more preferably 25 μm hereinafter, further
Preferably 20 μm or less.
Use of the O/W emulsion composition as skin preparations for extenal use described in any one of 33 1 > of > < of <~32 > of <
On the way.
Embodiment
Embodiment 1~13, comparative example 1~11
According to formula modulation O/W emulsion composition shown in table 1~5.
(manufacturing method)
Process a: ingredient 1~9, ingredient 16~20 are uniformly mixed, 80 DEG C is heated to, makes it dissolve.
Process b: keep ingredient 10~15 evenly dispersed.
Process c: the modulator of process b is added into the modulator of process a, mixes it uniformly, is heated to 80 DEG C, makes it
Dispersion.
Process d: ingredient 21~30 is dissolved by heating at 40 DEG C, after naturally cooling to 25 DEG C, is uniformly mixed.
Process e: the modulator of process c is added in the modulator of one side agitating procedure d on one side, uniform using mixer for well-distribution
It is stirred.
Hereinafter, being illustrated to ingredient used in embodiment (C).
■ ASI handles titanium oxide (manufacture of big east chemical conversion company)
For titanium oxide (substantially spherical, 0.2 μm of average grain diameter) 98 mass %, three isostearoyl base metatitanic acid of isopropyl is utilized
1.5 mass % of ester, 0.42 mass % of lauroyl NaAsp, 0.08 mass % of zinc chloride carry out cladding processing.
■ ASI handles iron oxide (manufacture of big east chemical conversion company)
For iron oxide (0.9 μm of needle-shaped, average grain diameter (length), 0.08 μm of mean breadth) 98 mass %, isopropyl is utilized
Three isostearoyl base titanate esters of base, 1.5 mass %, 0.42 mass % of lauroyl NaAsp, 0.08 mass % of zinc chloride into
The processing of row cladding.
■ ASI handles talcum (manufacture of big east chemical conversion company)
For talcum (plate, 15 μm of average grain diameter, 0.25 μm of average thickness) 98 mass %, the different tristearin of isopropyl three is utilized
1.5 mass % of acyl titanate, 0.42 mass % of lauroyl NaAsp, 0.08 mass % of zinc chloride are carried out at cladding
Reason.
■ OTS handles titanium oxide
Production is by titanium dioxide powder (substantially spherical, 0.2 μm of average grain diameter) 97 mass parts, 3 matter of octyltri-ethoxysilane
The slurry for measuring part and toluene composition uses the ball mill (DYNO- of Shinmaru Enterprises Corporation manufacture
MILL it) carries out crushing broken.Then, after toluene is distilled off in heating under reduced pressure, using air blast flow pattern drying machine,
It carries out heating for 4 hours at 150 DEG C, obtains octyltri-ethoxysilane processing titanium dioxide powder.
The laminar zinc oxide of ■ OTS processing
By laminar Zinc oxide particles, (0.3 μm of average grain diameter, 0.032 μm of average particle thickness, plate are than 9, iron member for production
Cellulose content 0.01mol%) slurry that 97 mass parts, 3 mass parts of octyltri-ethoxysilane and toluene are constituted, use ball mill
(DYNO-MILL of Shinmaru Enterprises Corporation manufacture) crush broken.Then, under reduced pressure
After toluene is distilled off in heating, using air blast flow pattern drying machine, carries out heating for 4 hours at 150 DEG C, obtain octyl three
The laminar Zinc oxide powder of Ethoxysilane processing.
■ OTS handles iron oxide
Production is by croci (0.9 μm of needle-shaped, average grain diameter (length), 0.08 μm of mean breadth) 97 mass parts, pungent
The slurry that 3 mass parts of ethyl triethoxy silicane alkane and toluene are constituted, uses ball mill (Shinmaru Enterprises
The DYNO-MILL of Corporation manufacture), crush broken.Then, after toluene is distilled off in heating under reduced pressure, make
It with air blast flow pattern drying machine, carries out heating for 4 hours at 150 DEG C, obtains octyltri-ethoxysilane processing particle oxygen
Change iron powder.
■ SI handles zinc oxide
Production is by particulate oxide zinc powder (substantially spherical, 0.017 μm of average grain diameter) 97 mass parts, methylhydrogenpolysi,oxane
The slurry that (KF-99P, the manufacture of chemical industrial company, SHIN-ETSU HANTOTAI) 3 mass parts and isopropanol are constituted, carries out after crushing is sufficiently stirred,
Solvent is distilled off in heating under reduced pressure, heat within 4 hours with 160 DEG C in air, obtains methylhydrogenpolysi,oxane
It is surface-treated particulate oxide zinc powder.
For O/W emulsion composition shown in table 1~5 (sample), carried out as follows with benchmark various
Evaluation, by result it is shown in table 1 together~5.
[emulsion stability (high-temperature stability) evaluation]
Sample is added in vial, each sample is stood to keeping 1 month in 60 DEG C of thermostat.After just manufacturing
State on the basis of, for the cosmetic variation after 1 month, using range estimation and micro- sem observation (100 times of multiplying power of measurement), be based on down
Benchmark is stated to be determined.
(determinating reference)
A: in the observation using range estimation and using in microscopical observation, it can't see cosmetic variation.
B: it can't see cosmetic variation in the observation using range estimation, but seen on the whole in using microscopical observation
Emulsified particles fusion one.
X: cosmetic variation (separation, creaming etc.) is seen in the observation using range estimation.
[evaluation of shearing patience]
Use rheometer (Physica MCR301；The manufacture of Anton Paar company), sample is applied under the following conditions
Add shearing, measures following rate of change in viscosities.In addition, correspondingly carrying out applying the micro- sem observation (measurement of the sample of shearing front and back
100 times of multiplying power), correspondingly carry out visual inspection.According to these as a result, being evaluated based on determinating reference below.
Determination condition: current stabilization mode determination, shear velocity: 17 (1/s), plate: PP25, minute: 300 seconds (between measurement
Every 15 seconds), 25 DEG C of measuring temperature
Rate of change in viscosity=(shear viscosity when measurement starts 300 seconds)/(shear viscosity when measurement starts 15 seconds)
(determinating reference)
A: rate of change in viscosity is 0.8 or more, and can't see emulsified particles fusion one in using microscopical observation.
B: rate of change in viscosity is 0.8 or more, and emulsified particles fusion one is seen in using microscopical observation.
X: rate of change in viscosity is less than 0.8.
[use feeling evaluates (sensory evaluation)]
For 10 specialty evaluation group members, using sample, the tender number of water is felt according to answering after coating, is carried out
Evaluation.
[ultraviolet protection merit rating]
With 1.3mg/cm2Coating amount sample is evenly coated on PMMA plate, make it dry.Later, using SPF points
Analyzer (UV-2000S；The manufacture of Labsphere company), measurement (external (in vitro)) spf value, based on the following metewand
It is evaluated.
(evaluation criteria)
A:SPF value is 40 or more
B:SPF value is 30 more than and less than 40
C:SPF value is 20 more than and less than 30
X:SPF value is less than 20
[table 1]
[table 2]
[table 3]
[table 4]
[table 5]
* 1:NIKKOL BB-2, Nippon Surfactant Industries Co., Ltd. manufacture
* 2:NIKKOL BB-5, Nippon Surfactant Industries Co., Ltd. manufacture
* 3:NIKKOL BC-2, Nippon Surfactant Industries Co., Ltd. manufacture
* 4:NIKKOL BS-2, Nippon Surfactant Industries Co., Ltd. manufacture
* 5:NIKKOL BL-2, Nippon Surfactant Industries Co., Ltd. manufacture
* 6:Phospholipid PCSH70, Japan refine company's manufacture, 70 mass % of phosphatidylcholine content or more
* 7:COATSOME NC-21, the manufacture of You company, 90 mass % of phosphatidylcholine content or more
* 8:Sphingolipid E, KAO. Corp. SA's manufacture
* 9:Uvinul T-150, BASF AG's manufacture
* 10:Uvinul A PLUS GURANULAR, BASF AG's manufacture
* 11:Uvinul MC80, BASF AG's manufacture
* 12:SALACOS 913, Nisshin OilliO Group, Ltd. manufacture
* 13:Silicone FK96-6cs, the manufacture of chemical industrial company, SHIN-ETSU HANTOTAI
* 14:SIMULGEL EG (pure ingredient scaled value), the manufacture of SEPPIC company
* 15:ECHO GUM, DSP GOKYO FOOD&CHEMICAL Co., Ltd. manufacture
Hereinafter, illustrating Formulation Example of the invention.Realize and the same effect of embodiment.
Formulation Example 1 (oil-in-water type bottom adornment)
* 16:BASF company manufactures: TINOSORB S
* 17: Wan Shan drugmaker manufacture: marine algae extract M
* 18: being manufactured at chemical conversion company: Promois WU-32R
* 19:Ichimaru Pharcos Co., Ltd. manufacture: royal jelly extract
* 20: Wan Shan drugmaker manufacture: semen coicis extracting solution BG-S
* 21:Kikkoman Biochemifa Inc. is manufactured: hyaluronic acid FCH-SU
Formulation Example 2 (oil-in-water type sun-screening agent)
* 22:DSM Nutritional Products company manufactures: Parsol SLX
* 23: Wan Shan drugmaker manufacture: CO Retinol
* 24:Ichimaru Pharcos Co., Ltd. manufacture: PHARCOLEX hypericum erectum B
* 25: Wan Shan drugmaker manufacture: olive leaf extract BG
Claims (6)
1. a kind of O/W emulsion composition, wherein
Containing following compositions (A)~(D), ingredient (A) relative to ingredient (B) content mass ratio with (A)/(B) be calculated as 0.06 with
Upper 18 hereinafter,
(A): the carbon atom number of alkyl or alkenyl is 20 or more 24 or less and the average addition molal quantity of ethylene oxide is 1.5 or more
4 polyoxyethylene alkyl ether or polyoxyethylene alkene ethers below；
(B): phosphatide；
(C): silicic acid anhydride powder；
(D): water.
2. O/W emulsion composition as described in claim 1, wherein
Total content of ingredient (A) and ingredient (B) is 0.5 mass % or more, 6 mass % or less.
3. O/W emulsion composition as claimed in claim 1 or 2, wherein
Also contain unthickened fuel as ingredient (E).
4. O/W emulsion composition as claimed in claim 3, wherein
The ingredient (E) is containing selected from Neo Heliopan AV, 2-ethylhexyl salicylate, salicylic acid front three
One kind or two or more unthickened fuel in cyclohexyl, Octocrilene and dimethyl silicone polymer Asia benzyl diethyl malonate.
5. O/W emulsion composition as described in any one of claims 1 to 4, wherein
Also contain the ultraviolet absorbing agent at 25 DEG C for solid-like as ingredient (F).
6. purposes of the O/W emulsion composition according to any one of claims 1 to 5 as skin preparations for extenal use.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2016-257103 | 2016-12-28 | ||
| JP2016257103 | 2016-12-28 | ||
| PCT/JP2017/047295 WO2018124287A1 (en) | 2016-12-28 | 2017-12-28 | Oil-in-water emulsion composition |
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| CN110114053A true CN110114053A (en) | 2019-08-09 |
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| JP (1) | JP6757713B2 (en) |
| KR (1) | KR20190101359A (en) |
| CN (1) | CN110114053A (en) |
| WO (1) | WO2018124287A1 (en) |
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| CN108524309B (en) * | 2018-07-17 | 2021-04-09 | 如薇化妆品有限公司 | Sunscreen cosmetic with water resistance and preparation method thereof |
| JP7275939B2 (en) * | 2018-09-28 | 2023-05-18 | 住友大阪セメント株式会社 | Method for producing surface-treated metal oxide particles |
| WO2020128556A1 (en) * | 2018-12-19 | 2020-06-25 | L V M H Recherche | Oil-in-water emulsified cosmetic with ultraviolet ray-protecting effect |
| JP7308085B2 (en) * | 2019-06-28 | 2023-07-13 | 花王株式会社 | Oil-in-water emulsified cosmetic |
| JP2021138621A (en) * | 2020-03-02 | 2021-09-16 | 花王株式会社 | Oil-in-water-type emulsified cosmetic material |
| WO2021193854A1 (en) * | 2020-03-26 | 2021-09-30 | 花王株式会社 | Oil-in-water-type emulsified cosmetic material |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010229067A (en) * | 2009-03-26 | 2010-10-14 | Kose Corp | Emulsified cosmetic |
| JP2012250916A (en) * | 2011-05-31 | 2012-12-20 | Nippon Zettoc Co Ltd | Oil-in-water type emulsified cosmetic |
| CN104780900A (en) * | 2012-11-14 | 2015-07-15 | 花王株式会社 | Oil-in-water emulsion composition |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005272389A (en) | 2004-03-25 | 2005-10-06 | Kose Corp | Oil-in-water type emulsifying cosmetic |
| JP4401875B2 (en) | 2004-06-24 | 2010-01-20 | 株式会社資生堂 | Oil-in-water emulsion composition |
| JP5973205B2 (en) * | 2012-03-30 | 2016-08-23 | 株式会社コーセー | Processed powder for cosmetics and cosmetics containing the same |
| JP6445251B2 (en) * | 2013-05-15 | 2018-12-26 | 株式会社コーセー | Emulsified cosmetics |
| JP6359947B2 (en) * | 2014-10-28 | 2018-07-18 | 富士フイルム株式会社 | Sunscreen cosmetics |
-
2017
- 2017-12-28 JP JP2017254353A patent/JP6757713B2/en active Active
- 2017-12-28 CN CN201780080690.8A patent/CN110114053A/en active Pending
- 2017-12-28 KR KR1020197013598A patent/KR20190101359A/en unknown
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2010229067A (en) * | 2009-03-26 | 2010-10-14 | Kose Corp | Emulsified cosmetic |
| JP2012250916A (en) * | 2011-05-31 | 2012-12-20 | Nippon Zettoc Co Ltd | Oil-in-water type emulsified cosmetic |
| CN104780900A (en) * | 2012-11-14 | 2015-07-15 | 花王株式会社 | Oil-in-water emulsion composition |
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| JP2018108994A (en) | 2018-07-12 |
| JP6757713B2 (en) | 2020-09-23 |
| KR20190101359A (en) | 2019-08-30 |
| WO2018124287A1 (en) | 2018-07-05 |
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