CN110799171B - Oily cleaning product - Google Patents

Oily cleaning product Download PDF

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Publication number
CN110799171B
CN110799171B CN201880042259.9A CN201880042259A CN110799171B CN 110799171 B CN110799171 B CN 110799171B CN 201880042259 A CN201880042259 A CN 201880042259A CN 110799171 B CN110799171 B CN 110799171B
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oil
component
acid
amount
blended
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CN110799171A (en
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岛孝明
上谷祐树
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Shiseido Co Ltd
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Shiseido Co Ltd
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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02Anionic compounds
    • C11D1/04Carboxylic acids or salts thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/26Organic compounds containing nitrogen
    • C11D3/30Amines; Substituted amines ; Quaternized amines
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/43Solvents

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Birds (AREA)
  • Organic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)

Abstract

[ problem ] to provide an oily cleaning product which has a high cleaning effect on cosmetics and gives a very refreshing feel after washing with water. [ solution ] an oily cleaning product comprising a soap which is produced by neutralizing the component (A) by adding the component (B) in an amount corresponding to a neutralization rate of 25 to 150% to the component (A) in an amount of 1 to 7% by mass, wherein the components (A), (B) and (C) are blended. (A) isostearic acid and/or oleic acid, (B) aminomethylpropanol and/or triethanolamine, and (C) oil.

Description

Oily cleaning product
Technical Field
The present invention relates to an oily cleaning product containing a higher fatty acid soap.
Background
In order to wash off oil-containing cosmetics such as lipsticks, foundations, mascaras, and eye shadows, a cleaning product containing a large amount of oil is most effective in cleaning, and in the case of a liquid base, there is an advantage that the liquid base has a good affinity with cosmetics as compared with other gel-like and cream-like bases, and therefore, liquid oily cleaning products, so-called cleansing oils, are widely used as cleaning products for dropping cosmetics. The cleansing oil is generally based on a large amount of oil and a small amount of nonionic surfactant, and therefore has a characteristic that it is easy to be compatible with oil blended in foundations, lipsticks, and the like, and it is easy to drop the cosmetic makeup.
However, when cleansing oil is rinsed with water, oil remains on the skin, which is not sufficiently satisfied in terms of refreshing feeling, and further improvement of refreshing feeling is desired. On the other hand, higher fatty acid soaps are excellent in refreshing feeling after washing with water, but are insufficient in affinity for cosmetics and cleaning effect as compared with makeup remover oils. In addition, such soaps are generally insoluble in oil and cannot be incorporated in makeup remover oil in a uniform state.
In order to solve such conventional problems, it has been demanded to develop an oily cleaning product which has a high cleaning effect on cosmetics and gives a very fresh feel after washing with water.
Patent document 1: japanese patent application laid-open No. 2014-152108
Disclosure of Invention
Problems to be solved by the invention
The subject of the invention is to provide: the oil-based cleaning product has high cleaning effect on the cosmetics and can obtain very fresh touch after being washed by water.
Solution for solving the problem
The present inventors have studied to solve the above problems, and as a result, have found that: when a prescribed amount of (A) isostearic acid and/or oleic acid is neutralized with (B) aminomethylpropanol and/or triethanolamine at a neutralization rate of 25 to 150%, an oily soap is produced, which is uniformly dissolved in (C) an oil component, and which gives a very refreshing feeling after washing with water, thereby completing the present invention.
Specifically, the present invention is an oil-based cleansing product comprising components (a), (B) and (C), wherein the oil-based cleansing product contains a soap obtained by neutralizing component (a) by adding component (B) in an amount corresponding to a neutralization rate of 25 to 150% to component (a) in an amount of 1 to 7% by mass.
(A) Isostearic acid and/or oleic acid
(B) Aminomethylpropanol and/or triethanolamine
(C) Oil component
The present invention also provides a method for producing an oil-based cleansing product comprising a soap, wherein the soap is produced by mixing the component (a) in an amount of 1 to 7% by mass and the component (B) in an amount corresponding to a neutralization rate of 25 to 150% with respect to the component (a), wherein the components (a), (B) and (C) are mixed.
(A) Isostearic acid and/or oleic acid
(B) Aminomethylpropanol and/or triethanolamine
(C) Oil component
ADVANTAGEOUS EFFECTS OF INVENTION
According to the oily cleaning product disclosed by the invention, the cleaning effect on the cosmetic is high, and the oily cleaning product can obtain very fresh touch after being washed by water.
Detailed Description
The oil-based cleansing product of the present invention is characterized by containing (A) isostearic acid and/or oleic acid, (B) aminomethylpropanol and/or triethanolamine, and (C) an oil component, and by containing a soap obtained by neutralizing the component (A) by blending the component (B) in an amount corresponding to a neutralization rate of 25 to 150% with the component (A) in an amount of 1 to 7% by mass.
The oil-based cleansing product of the present invention contains a soap produced by neutralizing a fatty acid based on component (a) with a neutralizing agent based on component (B), and can provide a high cleansing effect and a refreshing feel after use.
As the component (a), either isostearic acid or oleic acid may be used, or isostearic acid and oleic acid may be mixed and used.
The amount of the component (A) to be blended is 1 to 7% by mass based on the total amount of the oily cleaning product. When the blending amount of the component (A) is less than 1% by mass, the touch feeling after use is refreshing. On the other hand, if the amount exceeds 7 mass%, the component (C) is not dissolved and separated, and therefore it is difficult to obtain a uniform oily cleaning product.
The component (B) used in the present invention is a neutralizing agent for neutralizing the above component (A). As the component (B), either of Aminomethylpropanol (AMP) and Triethanolamine (TEA) may be used, or Aminomethylpropanol (AMP) and Triethanolamine (TEA) may be mixed and used.
The component (B) is blended in an amount corresponding to 25 to 150% of the neutralization rate of the component (A). When the amount of Amino Methyl Propanol (AMP) or Triethanolamine (TEA) is less than 25% of the neutralization rate of component (a), the touch feeling after use is poor. On the other hand, when the neutralization rate is set to be higher than 150%, separation occurs in the oil-based cleansing product, and it is difficult to maintain a uniform state.
The neutralization rate means the molar ratio (percentage) of the total fatty acid salts after neutralization to the total fatty acids blended in the oily cleaning agent, and in the present invention, the neutralization rate (%) can be calculated according to the following calculation formula.
Neutralization rate (%) = (number of moles of component (B)/(number of moles of component (a)) x 100
That is, the component (B) may be blended in an amount of 25 to 150% by mole based on the mole of the component (A).
It is difficult to specify a plurality of components produced by neutralization by blending component (B) in an amount corresponding to 25 to 150% of the neutralization rate with component (a). That is, there are cases where the neutralization product cannot be directly specified according to its structure or characteristics, or is completely unrealistic (impossible or impractical).
The oil component of component (C) is not particularly limited as long as it is an oily component that can be blended in usual cosmetics, and examples thereof include hydrocarbon oils, higher alcohols, synthetic ester oils, silicone oils, fats and oils, waxes, and the like.
As the hydrocarbon oil, liquid paraffin, ceresin, squalene, pristane, paraffin, ceresin, squalene, vaseline, microcrystalline wax, and the like can be exemplified.
Examples of the higher alcohol include straight-chain alcohols such as lauryl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, myristyl alcohol, oleyl alcohol, cetostearyl alcohol, and the like; branched alcohols such as monostearin glycerol ether (shark liver alcohol), 2-decyl tetradecanol, lanolin alcohol, cholesterol, phytosterol, hexyl dodecanol, isostearyl alcohol, octyl dodecanol, etc.
As synthetic ester oils, mention may be made of isopropyl myristate, cetyl caprylate, octyl dodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl dimethylcaprylate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, 12-hydroxy cholesteryl stearate, ethylene di-2-ethylhexanoate, dipentaerythritol fatty acid ester, N-alkyl glycol monoisostearate, neopentyl di-caprate, diisostearyl malate, glycerol (di-2-heptyl undecyl) ester, trimethylolpropane (tri-2-ethylhexanoate), trimethylolpropane triisostearate, pentaerythritol (tetra-2-ethylhexanoate), glycerol (tri-2-ethylhexanoate), trimethylolpropane triisostearate, hexadecane 2-ethylhexanoate, palmitic acid (2-ethylhexyl) ester, trimyristate, tri-2-heptylundecanoate, methyl ricinoleate, 2-ethylhexyl oleate, 2-undecyl laurate, 2-ethylhexyl laurate, 2-undecyl laurate, 2-lauroyl sebacate, N-2-lauroyl sebacate, N-lauroyl ester, and the like, 2-hexyldecyl adipate, diisopropyl sebacate, 2-ethylhexyl succinate, ethyl acetate, butyl acetate, amyl acetate, triethyl citrate, crotamiton (crotamiton, C13H17 NO), and the like.
As the silicone oil, chain polysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methyl hydrogen polysiloxane, etc. can be exemplified; cyclic polysiloxanes such as decamethyl polysiloxane, dodecamethyl polysiloxane, and tetramethyl-tetrahydro polysiloxane.
Examples of the oils include liquid oils such as avocado oil, camellia oil, evening primrose oil, turtle oil, macadamia nut oil, corn oil, mink oil, olive oil, rapeseed oil, egg oil, sesame oil, almond oil, wheat germ oil, camellia oil, castor oil, linseed oil, safflower oil, cotton seed oil, perilla oil, soybean oil, peanut oil, tea seed oil, torreya oil, rice bran oil, paulownia oil, japan tung oil, jojoba oil, germ oil, triglycerin, glyceryl tricaprylate, and glyceryl triisopalmitate; cocoa butter, coconut oil, horse oil, hydrogenated coconut oil, palm oil, tallow, sheep oil, hydrogenated tallow, palm kernel oil, lard, beef tallow, wood kernel oil, hydrogenated oil, beef tallow, wood wax, hydrogenated castor oil, and other solid fats and oils.
As the waxes, beeswax, candelilla wax, cotton wax, carnauba wax, bayberry wax, insect wax, spermaceti wax, montan wax, rice bran wax, lanolin, kapok wax, lanolin acetate, liquid lanolin, sugarcane wax, isopropyl lanolin fatty acid, hexyl laurate, reduced lanolin, jojoba wax, hard lanolin, shellac wax, POE lanolin alcohol ether, POE lanolin alcohol acetate, POE cholesterol ether, lanolin fatty acid polyethylene glycol ester, POE hydrogenated lanolin alcohol ether, and the like can be exemplified.
In the oil-based cleansing product of the present invention, 1 or 2 or more other components usually blended in cosmetics and medicines may be blended in addition to the essential components within a range that does not impair the effects of the present invention. For example, the cleansing oil may contain components blended in a usual cleansing composition. Specific examples thereof are listed below, but are not limited thereto.
Titanium dioxide, mica, talc, and the like may be blended as the powder component. Further, as the ultraviolet absorber, a benzoic acid-based ultraviolet absorber such as p-aminobenzoic acid, an anthracene-based ultraviolet absorber such as Gao Mengji-7N-acetylanthranilate, a benzoyl-based ultraviolet absorber such as butylmethoxybenzoyl methane, a cinnamic acid-based ultraviolet absorber such as octyl cinnamate, di-p-methoxycinnamic acid-mono-2-ethylhexanoic acid glyceride, a salicylate-based ultraviolet absorber such as amyl salicylate, a benzophenone-based ultraviolet absorber such as 2, 4-dihydroxybenzophenone, and the like can be blended.
As the humectant, polyethylene glycol, glycerin, sorbitol, xylitol, maltitol, mucopolysaccharide, hyaluronic acid, chondroitin sulfate, chitosan, and the like can be blended. As the thickener, methylcellulose, ethylcellulose, acacia, polyvinyl alcohol, montmorillonite, hectorite, and the like can be blended. Further, ethanol, 1, 3-butanediol, and the like may be blended as the organic solvent.
As the antioxidant, butylhydroxytoluene, tocopherol, phytic acid, etc. may be blended, and as the antibacterial preservative, benzoic acid, salicylic acid, sorbic acid, alkyl parahydroxybenzoates (ethyl parahydroxybenzoate, butyl parahydroxybenzoate, etc.), hexachlorophene, etc. may be blended.
As the surfactant, nonionic surfactants such as polyethylene glycol diisostearate, polyethylene glycol monoisostearate, polyoxyethylene glycerol isostearate, polyoxyethylene glycerol triisostearate, sorbitan monolaurate, sorbitan monopalmitate, sorbitan sesquioleate, sorbitan trioleate, sorbitan monolaurate, polyethylene glycol monooleate, polyoxyethylene alkyl ether, polyethylene glycol diester, lauroyl diethanolamide, fatty acid isopropylamide, maltitol hydroxy aliphatic ether, alkylated polysaccharide, alkyl glucoside, sugar ester, polyoxyethylene methylpolysiloxane copolymer, anionic surfactants such as stearyl trimethyl ammonium chloride, benzalkonium chloride, lauryl amine oxide, sodium palmitate, sodium laurate, potassium laurate, polyoxyethylene triethanolamine alkyl sulfate, turkey red oil, linear dodecylbenzene sulfate, polyoxyethylene hydrogenated castor oil maleic acid, acyl methyl taurate, and amphoteric surfactants such as coconut fatty acid hydroxypropyl betaine can be blended. Dialkanoyl polyethylene glycol esters such as polyethylene glycol diisostearate and polyethylene glycol dioleate are particularly preferred because they give a refreshing touch after washing.
Other components may be suitably blended with pigments, fragrances, purified water, and the like.
Examples
Hereinafter, the present invention will be described in further detail with reference to examples, but the present invention is not limited to these examples. The numerical values in the table represent mass% unless otherwise specified.
Preparation of test article "
The test article was adjusted as follows: adding antioxidant, surfactant, fatty acid, neutralizer, water and perfume into oil component, and stirring under heating.
Evaluation test of cleaning Effect "
In order to evaluate the cleaning effect on cosmetics, an evaluation test of the cleaning effect was performed according to the following procedure.
1) The reflectance (reflectance a value) of light on the surface of the artificial leather was measured by a spectrocolorimeter (manufactured by japan electric color industry co., ltd.).
2) After the surface of the artificial leather was coated with a foundation and dried for 3 hours, the reflectance of light (reflectance B value) was measured.
3) 0.5ml of the test article was contained in cotton cloth (longitudinal 1X transverse 3 cm), and the test article was reciprocated 5 times on the artificial leather while applying a load of 100g to the cotton cloth. The reflectance of light (reflectance C value) of the artificial leather after wiping off the test article was measured.
4) The cleaning effect was evaluated based on the cleaning rate (%) calculated by the following formula.
Cleaning rate (%) = (C-B)/(a-B) ×100
Evaluation of cleaning Effect "
And (3) the following materials: the cleaning rate is more than 90 percent (qualified)
O: the cleaning rate is more than 70% and less than 90% (qualified)
Delta: the cleaning rate is more than 50% and less than 70% (unqualified)
X: the cleaning rate is lower than 50 percent (unqualified)
"method of functional testing"
To evaluate the fresh feel after rinsing with water, a functional test was performed according to the following procedure.
1) The test article 1g was applied to the skin and allowed to remain in close proximity to the face for 20 seconds.
2) The face was rinsed with hot water at about 40 ℃ for 60 seconds.
Evaluation of functional test "
The evaluation staff were given a feeling of use after washing their face by 10 persons based on the following criteria, and test pieces were evaluated by the evaluation staff for 10 persons for average score.
< evaluation of sense of use >)
5: very cool (becoming a smooth feeling)
4: fresh and cool (become a slightly smooth feeling)
3: ordinary use
2: stick-slip
1: very stick-slip
< evaluation of test article >)
And (3) the following materials: 4 or more and 5 or less (qualification)
O: 3 or more and less than 4 (qualification)
Delta: 2 or more and less than 3 (disqualification)
X: 1 or more and less than 2 (disqualification)
Evaluation of State observations "
The state immediately after the preparation and the state after standing at room temperature, 0 ℃ and 50 ℃ for 1 day were observed, and the case where no separation was observed and the state was kept uniform was evaluated as "good" (pass), and the case where separation was observed was evaluated as "bad" (fail).
TABLE 1
The evaluation results of the test pieces are shown in table 1. The functional evaluation was poor for comparative examples 1 and 2 in which no fatty acid was blended. In comparative examples 5 to 9 containing lauric acid, soap was separated from the test article immediately after production, and a uniform oily cleaning product could not be obtained. As shown in the results of examples 1 to 3 and examples 4 to 6, the blending amount of isostearic acid and oleic acid as fatty acids was preferably 1 to 7 mass%, and if it was less than 1 mass%, the functional evaluation was poor as shown in comparative examples 3 and 10, whereas if it was more than 7 mass%, the soap was not dissolved in the oil and separated as in comparative examples 4 and 11.
TABLE 2
From the results of table 2, as the neutralizing agent for neutralizing fatty acids, amino methyl propanol or triethanolamine was preferably used (examples 7, 8). If potassium hydroxide is used, the soap produced is separated without being dissolved in the oil as in comparative example 12.
TABLE 3
Table 3 shows the evaluation results in the case where neutralization was performed with aminomethylpropanol or triethanolamine with respect to isostearic acid. While the neutralization degree of aminomethylpropanol was set to 25 to 150% for isostearic acid, good results were obtained (examples 9, 10 to 13, 14 to 23 and 24), if the neutralization degree was less than 25% (comparative examples 17 and 18) and the neutralization degree was greater than 150% (comparative examples 13 to 16), the results were separated, and uniform oily cleaning products could not be obtained. In addition, when triethanolamine was used, good results were also confirmed in examples 25 to 28, but when a small amount corresponding to a neutralization rate of 10% was blended, a functional evaluation difference was confirmed (comparative example 19).

Claims (2)

1. An oil-based cleansing product comprising a soap which is produced by neutralizing the component (A) by adding the component (B) in an amount corresponding to a neutralization rate of 75 to 150% to the component (A) in an amount of 1 to 7% by mass,
(A) Isostearic acid and/or oleic acid
(B) Aminomethylpropanol and/or triethanolamine
(C) An oil component is used for the oil,
wherein the oil component is at least one selected from the group consisting of synthetic ester oil, grease, hydrocarbon oil, and silicone oil,
the synthetic ester oil is glycerol (tri-2-ethylhexanoic acid) ester;
the grease is olive oil;
the hydrocarbon oil is liquid paraffin;
the silicone oil is dimethyl polysiloxane.
2. A process for producing an oily cleaning product comprising a soap which is produced by neutralizing the component (A) by adding the component (B) in an amount corresponding to a neutralization rate of 75 to 150% to the component (A) in an amount of 1 to 7% by mass,
(A) Isostearic acid and/or oleic acid
(B) Aminomethylpropanol and/or triethanolamine
(C) An oil component is used for the oil,
wherein the oil component is at least one selected from the group consisting of synthetic ester oil, grease, hydrocarbon oil, and silicone oil,
the synthetic ester oil is glycerol (tri-2-ethylhexanoic acid) ester;
the grease is olive oil;
the hydrocarbon oil is liquid paraffin;
the silicone oil is dimethyl polysiloxane.
CN201880042259.9A 2017-08-10 2018-08-09 Oily cleaning product Active CN110799171B (en)

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JP2017154985 2017-08-10
PCT/JP2018/029878 WO2019031572A1 (en) 2017-08-10 2018-08-09 Oily cleanser

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CN110799171B true CN110799171B (en) 2023-09-19

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001181680A (en) * 1999-12-24 2001-07-03 Lion Corp Detergent composition
JP2012167035A (en) * 2011-02-10 2012-09-06 Kracie Home Products Ltd Creamy skin-cleansing agent
JP2014058499A (en) * 2012-08-24 2014-04-03 Naris Cosmetics Co Ltd Cleansing cosmetic

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JP3419505B2 (en) * 1993-07-08 2003-06-23 株式会社資生堂 Skin cleanser
JP3600434B2 (en) * 1998-03-20 2004-12-15 株式会社資生堂 Transparent oil composition
JP5041113B2 (en) * 2001-08-20 2012-10-03 ライオン株式会社 Liquid detergent composition
JP2007112753A (en) * 2005-10-21 2007-05-10 Saiseisha:Kk Soap-based cleansing agent
JP5025202B2 (en) * 2006-09-20 2012-09-12 株式会社ノエビア Cleansing cosmetics
JP2008280287A (en) * 2007-05-10 2008-11-20 Pola Chem Ind Inc Oily solid cosmetic
JP5033567B2 (en) * 2007-10-01 2012-09-26 株式会社コーセー Oil cleansing fee
JP6012426B2 (en) * 2012-11-19 2016-10-25 花王株式会社 Oily liquid cleansing cosmetic

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001181680A (en) * 1999-12-24 2001-07-03 Lion Corp Detergent composition
JP2012167035A (en) * 2011-02-10 2012-09-06 Kracie Home Products Ltd Creamy skin-cleansing agent
JP2014058499A (en) * 2012-08-24 2014-04-03 Naris Cosmetics Co Ltd Cleansing cosmetic

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CN110799171A (en) 2020-02-14
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WO2019031572A1 (en) 2019-02-14
JPWO2019031572A1 (en) 2020-09-03

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