WO2008104591A2 - Novel cosmetic cream composition comprising c12-c20 fatty acid - Google Patents

Novel cosmetic cream composition comprising c12-c20 fatty acid Download PDF

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Publication number
WO2008104591A2
WO2008104591A2 PCT/EP2008/052433 EP2008052433W WO2008104591A2 WO 2008104591 A2 WO2008104591 A2 WO 2008104591A2 EP 2008052433 W EP2008052433 W EP 2008052433W WO 2008104591 A2 WO2008104591 A2 WO 2008104591A2
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WO
WIPO (PCT)
Prior art keywords
fatty acid
composition
weight
acid
cosmetic cream
Prior art date
Application number
PCT/EP2008/052433
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English (en)
French (fr)
Other versions
WO2008104591A3 (en
Inventor
Bivash Ranjan Dasgupta
Lei Huang
Vibhav Ramrao Sanzgiri
Simone Dosu Sethna
Pankaj Chandrakant Shah
Original Assignee
Unilever Plc
Unilever N.V.
Hindustan Unilever Limited
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Unilever Plc, Unilever N.V., Hindustan Unilever Limited filed Critical Unilever Plc
Priority to MX2009008999A priority Critical patent/MX2009008999A/es
Priority to CN2008800063785A priority patent/CN101646414B/zh
Priority to JP2009551933A priority patent/JP5481202B2/ja
Publication of WO2008104591A2 publication Critical patent/WO2008104591A2/en
Publication of WO2008104591A3 publication Critical patent/WO2008104591A3/en

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Classifications

    • 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
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/732Starch; Amylose; Amylopectin; Derivatives 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
    • A61K8/33Cosmetics 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
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/361Carboxylic acids having more than seven carbon atoms in an unbroken chain; 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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • 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
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin

Definitions

  • the present invention relates to cosmetic cream bases, particularly to improvements on existing vanishing cream bases, and cosmetic cream compositions obtained there from.
  • Vanishing creams remain one of the most widely used cosmetics, as they provide unique sensory and tactile benefits. These include inter alia, a dry and matte end-feel, which helps to overcome the oily and shiny appearance of the skin. Vanishing creams spread easily on the skin and get rapidly absorbed therein. Moreover, use of such creams help to reduce the dryness of skin thereby alleviating flakes, cracks and roughness. Owing to their widespread use, they serve as effective vehicles for delivery of actives.
  • Traditional vanishing creams contain high levels of fatty acid, generally stearic acid or a combination thereof with palmitic acid, typically ranging from 16 to 20 % by weight. They also contain salts of fatty acids, generally alkali metal soap, which acts as the emulsifier. The emulsifier is important for the physical stability of the product.
  • the soap is formed by in situ neutralization of a portion of the fatty acid with caustic potash or any other base.
  • vanishing creams offer several benefits as mentioned above, there are some drawbacks and disadvantages associated with their use.
  • the high level of fatty acids typically used in the formulation, poses problems with chemical and physical stability of some actives, especially acidic actives. Therefore some attempts were made in the past to make vanishing creams with relatively low levels of fatty acids.
  • the present inventors have observed that on reducing fatty acids, certain consumer desired sensory benefits, such as rub-in effect and the viscosity of the cream, are adversely affected.
  • US 2005/0036971 (Beiersdorf AG) describes pearlescent cosmetic compositions containing up to 12 % by weight fatty acids. A portion of the fatty acids is neutralized to form alkali metal salts.
  • the composition includes associative polymers, amphiphilic polymers and fatty alcohols as other major ingredients to meet the desired product attributes. Amphiphilic polymers and associative polymers are specialty materials. Their usage in cosmetics is likely to offset the benefits by an increase in cost.
  • vanishing creams containing relatively lower amounts of fatty acid can be made by including particulate matter selected from talc, starch or its derivatives, along with a relatively higher amount of fatty acid soap, without significantly affecting the above-mentioned benefits desired by the consumers.
  • the present inventors have also found that on application of the composition to the skin, an instant glow is observed, which is a much sought after product attribute.
  • talc and fatty acids in cosmetic compositions have been reported, inter alia for make-up creams, foundation creams and soaps.
  • Such cream formulations generally require very high content of talc, which ranges from 10 to 30%, and low amount of fatty acids, typically less than 5%.
  • US 4 800 076 (1989, Johnson & Johnson Consumer Products Inc) describes skin care compositions in the form of creams and lotions containing very low amounts of fatty acids and significantly higher amounts of talc, with a specific ratio of non-volatile ingredients to talc. It is said to enhance the desired characteristics of the skin care compositions.
  • the teaching of this patent cannot be extended to vanishing cream compositions, as this patent essentially describes cosmetic compositions containing relatively higher amount of talc. There is no specific disclosure relating to fatty acid based vanishing creams and the optimal balance between fatty acids and talc to be incorporated therein.
  • the present inventors have provided a solution to a problem in the area of fatty acid based vanishing creams.
  • the reduction of stearic acid with a corresponding increase in levels of particulate matter, which is a relatively inexpensive raw material would also lead to substantial savings in the cost of raw materials.
  • a cosmetic cream base for topical application that includes: i. 4.0 to 12.0 % by weight Ci 2 -C 20 fatty acid; ii. 1.0 to 5.0 % by weight fatty acid soap; and iii. 2.5 to 10.0 % by weight particulate matter selected from talc, starch or its derivatives.
  • the particulate matter is talc.
  • the composition includes from 6.0 to 10.0 % by weight Ci 2 -C 20 fatty acid.
  • the composition includes from 3.0 to 5.0 % by weight talc.
  • the ratio of fatty acid to fatty acid soap is from 10:1 to 1.5:1 parts by weight, and more preferably from 3:1 to 2:1 parts by weight.
  • a cosmetic cream composition that includes the cosmetic cream base and a benefit agent.
  • the composition includes 4-12% by weight C12-C20 fatty acid, more preferably from 5.0 to 8.0 % by weight. It is further preferred that the fatty acid is 6% by weight of the composition. It is preferred that C14-C18 fatty acids are used. This could be a single fatty acid, such as palmitic acid or a mixture thereof with stearic acid, which mixture is referred to as hysteric acid. It is more preferred that the fatty acid is stearic acid, which has 18 carbon atoms.
  • the composition includes 1.0 to 5.0% by weight fatty acid soap, more preferably from 2.0 to 3.0%.
  • fatty acid soap is used to denote alkali metal salts and alkaline earth metal salts of the fatty acid. It is preferred that the soap is a sodium or potassium salt.
  • the fatty acid and fatty acid soap are preferably saturated. Soap of the fatty acid is obtained by neutralizing a portion of the fatty acid with a suitable base such as sodium hydroxide or potassium hydroxide. This forms a system that includes the fatty acid in combination with its soap, which acts as an emulsifier and stabilizer for the cream.
  • the weight ratio of fatty acid to fatty acid soap is from 10:1 to 1.5:1 and preferably from 3:1 to 2:1.
  • the particle size of the particulate matter is below 50 microns, more preferably between 5 and 15 microns.
  • the starch is obtained from rice or maize.
  • the preferred derivative of starch is aluminum octenyl succinate available as Dry-Flo PC (National Starch).
  • Talc is the preferred particulate matter.
  • the cosmetic cream composition includes 3.0 to 5.0 % by weight talc, more preferably from 3.0 to 4.0 %.
  • the talc which is useful in the present invention is cosmetic grade talc which conforms to the Cosmetic Toiletry and Fragrance Association Inc. specifications.
  • Such talc is essentially a white, odorless, fine powder ground from a naturally occurring rock ore and it typically consists of about 90% hydrous magnesium silicate having a structural formula of Mg 6 (Si S C ⁇ o)-(OH) 4 with the remainder consisting of naturally associated minerals such as calcite, chlorite, dolomite, kaolin and magnesite. It is preferred that the talc contains no asbestos minerals.
  • the preferred particle size is from 4 to 8 microns.
  • the present invention also provides an effective cream base for incorporation and delivery of higher levels of benefit agents such as vitamins without significantly affecting the end-feel of the product.
  • the cream base provides for incorporation and delivery of higher levels of benefit agents, typically from 2 to 10.0 % by weight.
  • Suitable benefit agents include skin lightening agents, UV absorbers, moisturizers and emollients. It is preferred that the benefit agent is a skin lightening agent or a UV absorber material.
  • Suitable skin lightening agent are selected from niacin, alkali or alkaline earth metal salts of lactic acid and/or acyloxyl lactylate, hydroquinone and derivatives (e.g. arbutin), kojic acid, dicarboxylic acids (e.g.
  • azelaic acid, sebacic acid represented by the formula HOOC-(CxHy)-COOH where x ranges from 4 to 20 and y ranges from 6 to 40, ascorbic acid and derivatives thereof or ferulic acid.
  • Further skin lightening agents may be retinol and derivatives, organic sunscreens such as 4-t-butyl-4'-methoxydibenzoylmethane, and/or 2-ethylhexyl methoxycinnamate, inorganic sunscreens such as micronised titanium dioxide, zinc oxide, typically included below 0.5% weight.
  • Further preferred skin lightening agents are niacin and niacinamide. Niacinamide is also known as pyridine-3-carboxylic acid amide. It is a known skin lightening agent which is preferably included from 0.1 to 3.0 % by weight.
  • the skin lightening effected by the composition of the invention is reversible and without any side effects.
  • the composition according to the invention is active during both day and night.
  • the cosmetic cream composition can also include cosmetically compatible preservatives, thickeners, perfume and colour.
  • the composition may also comprise small amounts of other cosmetically acceptable emulsifiers selected from the group consisting of sorbitan ester, ethoxylated sorbitan ester, ethoxylated alkyl ether, ethoxylated fatty acid ether, fatty alcohol, ethoxylated fatty alcohol and esters of glycerine and fatty acid.
  • moisturisers and humectants include polyols, glycerol, cetyl alcohol, paraffin oils, lanolin and its derivatives, fatty acid esters, etc. Silicone compounds such as silicone oil, cyclomethicones, dimethicones, dimethiconols may also be included.
  • Emollient materials selected from the groups of silicone oils or synthetic esters may be incorporated into the compositions of the present invention.
  • Silicone oils may be included in the compositions as emollient materials. These are preferably chosen from cyclic or linear polydimethylsiloxanes containing from 3 to 9, preferably from 4 to 5, silicon atoms. Other silicone oils may be also included, such as polyalkyl siloxanes, polyalkylaryl siloxanes and polyether siloxane copolymers (e. g. dimethicone copolyol).
  • the polyalkyl siloxanes useful herein include, for example, polydimethyl siloxanes with viscosities of from 5 to 100,000 centistokes at 25 0 C, preferably, polydimethyl siloxanes having viscosities from 10 to 400 centistokes at 25 0 C.
  • Suitable ester emollients include: esters of fatty acids or alcohols and hydrocarbons, preferably C8-C20 alkyl ester of fatty acids such as, isopropyl myristate, isopropyl palmitate, isostearyl palmitate, tridecyl salicylate, C12-15 octanoate and isopropyl stearate, or any mixtures thereof.
  • the oils may be employed singly or in mixtures with one another.
  • the inventive composition most preferably further includes an ingredient selected from the group consisting of antioxidants, reducing agents, chelating agents, and mixtures thereof to improve the stability of the cosmetic cream. These ingredients provide additional level of protection against oxidation of skin benefit agents in the cosmetic cream. Common examples of antioxidants, reducing agents and chelating agent for the present composition can be found in the CTFA International Cosmetic Ingredient Dictionary (4th Edition, The Cosmetic, Toiletry, and Fragrance Association Inc., Washington D. C, 1991 ).
  • Preferred reducing agents are sodium sulfite, sodium bisulfite, sodium metabisulfite, sodium thiosulfite or other thiols, such as thioglycerol, thiourea, thioglycolic acid, cysteine and the like.
  • antioxidants are 6-hydroxy-2,5,7,8-tetra-methylchroman-2- carboxylic acid (trolox), propyl gallate, n-propyl trihydroxybenzoate, t-butyl hydroquinone and butylated hydroxytoluene (BHT), butylated hydroxyanisole (BHA), tocopheryl acetate, ascorbyl palmitate, hydroquinone, dibutyl hydroquinone and the like.
  • Suitable examples of chelating agents include, but are not limited to, EDTA, citric acid, tartaric acid, organo aminophosphonic acids and organo phosphonic acid components including certain of the commercially available compounds, marketed by Monsanto. Preferred is 1-hydroxyethylene, (1.1-diphosphonic acid).
  • Organo-aminophosphonic acid is an organic compound including of at least one phosphonic acid group and at least one amino group.
  • Suitable organo-aminophosphonic acid components for use herein include the amino alkylene poly(alkylene phosphonic acids) and nitrilo-trimethylene phosphonic acids.
  • organo-aminophosphonic acid components include certain of the commercially available Dequest compounds marketed by Monsanto. Preferred are amino tri(methylene phosphonic acid) (Dequest T2006), diethylene triamine penta(methylene phosphonic acid) and hexamethylene diamine tetra(methylene phosphonic acid).
  • Suitable additional heavy metal ion sequestrants for use herein include nitrilotriacetic acid and polyaminocarboxylic acids such as ethylenediaminotetracetic acid or ethylenetriamine pentacetic acid. Still other suitable additional heavy metal ion sequestrants for use herein are iminodiacetic acid derivatives such as 2-hydroxyethyl diacetic acid or glyceryl imino diacetic acid.
  • Antioxidants are included in the inventive composition in an amount from 0.01 to 10%, preferably from 0.1 to 5%, and most preferably from 0.2 to 4% by weight.
  • Reducing agents are included in the inventive composition in an amount from 0.01 to 10%, preferably from 0.1 to 5%, and most preferably from 0.2 to 4% by weight.
  • Chelating agents are included in the inventive compositions in an amount of from 0.01 to 1%, preferably from 0.05 to 0.5%, and most preferably from 0.05 to 0.3% by weight.
  • compositions 1 to 6 are given in table 2 below.
  • Phase A ingredients were heated to 75 0 C.
  • Phase B was heated to 75 0 C in a container, separate from that of phase A.
  • Phase B was added to phase A at 75 0 C and stirred for 20 minutes followed by the addition of phase C at 7O 0 C.
  • the temperature was reduced to 55 0 C and slurry of talc in water was added. Thereafter the phases were combined while mixing with the heat being turned off.
  • Phase E was heated to 5O 0 C and mixed into phases A and B.
  • the mixture was cooled to 4O 0 C and then the minor ingredients were added.
  • the formulation was cooled to 35 0 C and packed.
  • composition 1 is the control product, which has ideal viscosity and other desirable product attributes. It will be apparent that the viscosity of compositions 2 and 3 was very low and below acceptable limits, while composition 6 was found to be watery in consistency. The viscosity of composition 5 was within acceptable limits, but the product produced a draggy feel on the skin and therefore it could not spread easily upon application.
  • Hysteric acid is a commercially available product, which is a 55:45 mixture of palmitic acid and stearic acid.
  • the average equivalent weight of hysteric acid is 270 g/equivalent. Therefore 270 g of this product reacts with a stoichiometrically equivalent amount i.e. 56.1 g of potassium hydroxide (KOH) forming 308g of potassium salt of hysteric acid (soap).
  • KOH potassium hydroxide
  • hysteric acid would react with the potassium hydroxide to form some soap of hysteric acid and the unreacted hysteric acid would remain in the fatty acid form in the composition.
  • the amount of hysteric acid and potassium salt of hysteric acid (soap) in the compositions 2 to 6 were calculated and have been indicated in table 3 below.
  • compositions 2, 3, 5 and 6 are outside the scope of the invention.
  • composition 4 where the ratio of free acid to soap is 1.68:1 , meets the preferred viscosity profile and also provides the desirable sensorial benefits.
  • Composition 4 was evaluated for the product attributes which are generally desired by the consumers.
  • the individual attributes were tested and rated vis-a-vis the attributes afforded by use of commercially available skin lightening and skin care creams.
  • Products were distributed amongst all panelists randomly and they used the product for 8 days, with two applications on the face, per day. In each application ⁇ 0.5g of the product was used. At the end of 8 days, they were asked to rate the product that they had used on a scale from 1 to 5, one being low and 5 being high, for the desirable product attributes. The data set was then statistically treated. The results have been compiled and set forth in table 4 below.
  • composition according to the invention was rated consistently high on all the desired product attributes and in some cases, it was rated higher than the other products. Therefore, by using a relatively inexpensive material, it is possible to provide these attributes.
  • EXAMPLE 3 Measurement of the brightness index of the cosmetic cream according to the invention and comparison of the same against commercially- available skin lightening vanishing creams.
  • a thin film of the cosmetic cream composition was drawn on Leneta black/white cards (Form 2A) using a 75 microns applicator.
  • the opacity of the wet film was measured after five minutes of application and that of the dried film after 24 hours by placing the film on the machine illumination port. Opacity measurements were carried out according to a standard Hunterlab protocol, i.e. comparison between black and white substrates. The color measurements were carried out on white substrates. The results have been included in table 5 below.
  • the brightness index as measured by the L * values, indicate that the instant brightness afforded by the cream according to the invention is comparable to conventional commercially available creams, which are high in stearic acid content and which are devoid of any talc. It will also be appreciated that the L * values of these commercially available creams decreases significantly after 24 hours, whereas the same value for composition 4 remains appreciably high. This therefore indicates that the illustrated composition provides for instant glow as well as retaining the same for an appreciable amount of time.
  • EXAMPLE 4 Study of extended stability of the product
  • V stands for viscosity
  • CV cohesion value
  • a BROOKFIELD viscometer LVDV-1 + was used in Helipath mode and a T-bar spindle attached to the viscometer using a special coupling.
  • the drive motor slowly lowers or raises the viscometer so that the T-bar spindle creates a helical path through the test samples thus eliminating the problem of chanelling.
  • the spindle was kept in contact with about 100g of the product in a beaker and the spindle was rotated at 4 rpm. Before use, SMC 1000 and Code 96 adjustments were done on the viscometer.
  • This instrument measures a compound property which is dependent on a number of rheological parameters. It affords a useful control on the correctness of cream manufacture.
  • a layer of cream is sandwiched between a circular disc, hanging from the spring balance, and a platform which can be moved downwards at a constant rate. As the platform moves, the pull exerted on the cream breaks. The reading at this point is the cohesion value.
  • a Parco ® Spring Balance CV Meter or similar instrument from Labfine ® Instruments can be used for this study.
  • the platform is moved by means of an electric motor.
  • the disc has a diameter of 2.5 inches and the distance between disc and platform was 3/16 inches, determined by three round studs on the disc.
  • composition 4 was modified to form new composition 7 falling within the scope of the invention.
  • Various functional attributes and properties of this product were determined.
  • the formulation is given in table 7 below.
  • the process employed to make the cream is as reported earlier.
  • BESTA TaIc was procured from Kingslay Corp, None, India
  • composition 7 showed a smooth feel and a non-draggy feel which is highly desired by the consumers compared to composition 8. This was achieved by a significant reduction in free fatty acid level, but while maintaining the desired ratio between free fatty acid and fatty acid soap in the composition.
  • desirable attributes of composition 7 were found to be comparable to that of composition 8: colour; creamy appearance; thickness in container; creamy in-use feel; in-use greasiness; in-use stickiness; in-use thickness; skin temperature upon application; wet-feel; ease of spreading; absorption rate; soft-feel; odour; final post-use greasiness; final post-use stickiness; and after-feel.
  • the illustrated example provides for a vanishing cream composition including relatively lower amount of fatty acids, without significantly affecting the sensory benefits associated with their use and viscosity of the product.
  • the illustrated example provides for a vanishing cream composition that enhances the brightness of the skin.
  • a small quantity of the composition e.g. 1 to 5 ml, is applied to exposed areas of the skin, from a suitable container or applicator and, if necessary, it is then spread over and/or rubbed into the skin using the hand or fingers.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Cosmetics (AREA)
PCT/EP2008/052433 2007-02-28 2008-02-28 Novel cosmetic cream composition comprising c12-c20 fatty acid WO2008104591A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
MX2009008999A MX2009008999A (es) 2007-02-28 2008-02-28 Composicion de crema cosmetica novedosa.
CN2008800063785A CN101646414B (zh) 2007-02-28 2008-02-28 包含c12-c20脂肪酸的新型化妆品霜剂组合物
JP2009551933A JP5481202B2 (ja) 2007-02-28 2008-02-28 C12−c20脂肪酸を含む新規な化粧品クリーム組成物

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
IN0385/MUM/2007 2007-02-28
IN385MU2007 2007-02-28
EP07106872.0 2007-04-24
EP07106872 2007-04-24

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WO2008104591A2 true WO2008104591A2 (en) 2008-09-04
WO2008104591A3 WO2008104591A3 (en) 2008-12-11

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JP (1) JP5481202B2 (es)
KR (1) KR20090116755A (es)
MX (1) MX2009008999A (es)
MY (1) MY152878A (es)
WO (1) WO2008104591A2 (es)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010046406A2 (en) * 2008-10-24 2010-04-29 Unilever Plc Pearlescent liquid cosmetic composition
US20130266528A1 (en) * 2010-10-04 2013-10-10 Punam Bandyopadhyay Skin lightening composition
US20140086860A1 (en) * 2011-05-12 2014-03-27 Punam Bandyopadhyay Skin lightening composition
WO2020012136A1 (fr) 2018-07-13 2020-01-16 Gifrer Barbezat Liniment oléo alcalin

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102298401B1 (ko) * 2019-08-09 2021-09-08 코스맥스 주식회사 고온 안정성을 개선한 배니싱 크림 조성물 및 이의 제조방법

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US5798109A (en) * 1992-07-13 1998-08-25 Shiseido Company, Ltd. External skin treatment composition
FR2789397A1 (fr) * 1999-02-09 2000-08-11 Shiseido International France Compositions cosmetiques a texture legere
US20050036971A1 (en) * 2003-01-20 2005-02-17 Beiersdorf Ag Pearlescent cosmetic or dermatological formulations

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US4800076A (en) * 1987-03-13 1989-01-24 Johnson & Johnson Consumer Products, Inc. Skin care compositions
CN100369602C (zh) * 2001-02-22 2008-02-20 荷兰联合利华有限公司 改进的皮肤用组合物
JP4903990B2 (ja) * 2004-08-06 2012-03-28 株式会社コーセー 水系固形化粧料
JP2006169453A (ja) * 2004-12-20 2006-06-29 Mandom Corp 洗浄剤組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5798109A (en) * 1992-07-13 1998-08-25 Shiseido Company, Ltd. External skin treatment composition
FR2789397A1 (fr) * 1999-02-09 2000-08-11 Shiseido International France Compositions cosmetiques a texture legere
US20050036971A1 (en) * 2003-01-20 2005-02-17 Beiersdorf Ag Pearlescent cosmetic or dermatological formulations

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010046406A2 (en) * 2008-10-24 2010-04-29 Unilever Plc Pearlescent liquid cosmetic composition
WO2010046406A3 (en) * 2008-10-24 2011-04-14 Unilever Plc Pearlescent liquid cosmetic composition
US20130266528A1 (en) * 2010-10-04 2013-10-10 Punam Bandyopadhyay Skin lightening composition
US20140086860A1 (en) * 2011-05-12 2014-03-27 Punam Bandyopadhyay Skin lightening composition
US9717666B2 (en) * 2011-05-12 2017-08-01 Conopco, Inc. Skin lightening composition
WO2020012136A1 (fr) 2018-07-13 2020-01-16 Gifrer Barbezat Liniment oléo alcalin
FR3083701A1 (fr) * 2018-07-13 2020-01-17 Gifrer Barbezat Liniment oleo-alcalin

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MX2009008999A (es) 2009-09-02
KR20090116755A (ko) 2009-11-11
WO2008104591A3 (en) 2008-12-11
JP2010520231A (ja) 2010-06-10
JP5481202B2 (ja) 2014-04-23
MY152878A (en) 2014-11-28

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