WO1998000103A1 - Vitamin c delivery system - Google Patents

Vitamin c delivery system Download PDF

Info

Publication number
WO1998000103A1
WO1998000103A1 PCT/EP1997/002691 EP9702691W WO9800103A1 WO 1998000103 A1 WO1998000103 A1 WO 1998000103A1 EP 9702691 W EP9702691 W EP 9702691W WO 9800103 A1 WO9800103 A1 WO 9800103A1
Authority
WO
WIPO (PCT)
Prior art keywords
siloxane
ascorbic acid
glycol
vitamin
esters
Prior art date
Application number
PCT/EP1997/002691
Other languages
English (en)
French (fr)
Inventor
Alexander Paul Znaiden
Brian Andrew Crotty
Anthony William Johnson
Original Assignee
Unilever Plc
Unilever N.V.
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. filed Critical Unilever Plc
Priority to AU29611/97A priority Critical patent/AU2961197A/en
Priority to JP10503778A priority patent/JP2000513364A/ja
Publication of WO1998000103A1 publication Critical patent/WO1998000103A1/en

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • 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
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A61K8/585—Organosilicon compounds
    • 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
    • A61K8/67—Vitamins
    • A61K8/676—Ascorbic acid, i.e. vitamin C
    • 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
    • A61K8/72—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
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • 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
    • A61K8/72—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
    • A61K8/89—Polysiloxanes
    • A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/52—Stabilizers

Definitions

  • the invention relates to a cosmetic product that can stably store ascorbic acid and then deliver same to the skin.
  • Vitamin C also known by its common name of Vitamin C, has long been recognized as an active substance benefiting skin appearance. Vitamin C reportedly increases the production of collagen in human skin tissue. Wrinkles and fine lines are thereby reduced. An overall healthier and younger-looking appearance results. Vitamin C has also found utility as an ultraviolet ray blocking or absorbing agent. Whitening or bleaching skin compositions have also employed Vitamin C utilizing its property of interference with the melanin formation process. There also is a belief that ascorbic acid interacts with the human immune system to reduce sensitivity to skin aggravating chemicals. Reduced levels of Vitamin C concentration on the skin have also been implicated with an increase in stress. From all of the foregoing perspectives, Vitamin C or ascorbic acid may provide significant benefit when topically applied.
  • Vitamin C is a very unstable substance. Although it is readily soluble in water, rapid oxidation occurs in aqueous media. Solubility of ascorbic acid has been reported to be relatively poor m nonaqueous media, thereby preventing an anhydrous system from achieving any significant level of active concentration.
  • U.S. Patent 4,818,521 (Ta abuchi) describes under the background technology a so-called two-pack type cosmetic wherein Vitamin C powder and other ingredients are separately packaged in different containers with mixing just prior to use of the cosmetic.
  • the mixing procedure and expensive packaging were said to be drawbacks of this system
  • the patent suggests stable oil-m-water type emulsions that are weakly acidic and wherein ascorbic acid has been premixed with a stabilizing oil.
  • Water compatible alcohols such as propylene glycol, polypropylene glycol and glycerol have been suggested as co-earners alongside water to improve stability.
  • An illustration of this approach can be found in U.S. Patent 4,983,382 (Mlmott and Znaiden) .
  • a blend of water and water-miscible organic solvent are combined as a stabilizing system.
  • At least about 40% of the organic solvent must be ethanol while the remainder may be selected from such alcohols as propylene glycol, glycerin, dipropylene glycol and polypropylene glycol.
  • Japanese Patent 44-22312 (Shionogi) describes the stabilization of Vitamin C in a mainly aqueous medium by a variety of glycols. These include polyethylene glycol, ethylene glycol, diethylene glycol and even ethanol. These formulations are intended for ingestion.
  • U.S. Patent 4,372,874 (Modrovich) has reported incorporation of relatively large amounts of ascorbic acid in a polar water-miscible organic solvent such as dimethyl sulfoxide. Levels of water are kept below 0.5% through addition of a particulate desiccant to the carrier. Although highly polar systems such as dimethyl sulfoxide may be effective, this and related carriers are toxicologically questionable.
  • Another object of the present invention is to provide a delivery system which assists the penetration of ascorbic acid into the human skin while avoiding irritation thereof .
  • Still another object of the present invention is to provide a system for delivering ascorbic acid that is aesthetically pleasing and imparts a soft and smooth skinfeel .
  • a cosmetic composition includes:
  • ascorbic acid can be stabilized against decomposition and also stably suspended in a system containing a crosslinked non-emulsifying siloxane elastomer and a volatile siloxane.
  • Ascorbic acid is available from several sources including Roche Chemicals. Amounts of this material may range from 0.001 to 50%, preferably from 0.1 to 10%, optimally from 1 to 10% by weight.
  • Crosslinked non-emulsifying siloxane elastomers of this invention will have an average number molecular weight in excess of 10,000, preferably in excess of 1,000,000 and optimally will range from 10,000 to 20 million.
  • non-emulsifying defines a siloxane from which polyoxyalkylene units are absent.
  • the cross- linked non-emulsifying siloxane elastomer is formed from a divinyl monomer reacting with Si-H linkages of a siloxane backbone.
  • Illustrative of the elastomer is a material with the CTFA name of Crosslinked Stearyl Methyl-Dimethyl Siloxane Copoly er, available as Gransil SR-CYC (25-35% active elastomer) from Grant Industries, Inc., Elmwood Park, New Jersey. Supply of related elastomer may also be available from the General Electric Company.
  • Amounts of the elastomer may range from 0.1 to 30%, preferably from 1 to 15%, optimally from 3 to 10% by weight .
  • a third essential element of the present invention is that of a volatile siloxane.
  • Illustrative of this category are the cyclo polydimethyl siloxane fluids of the formula
  • cyclic siloxanes will have a boiling point of less than 250 C and a viscosity at 25 C of less than 10 centipoise. Cyclo alleone is the common name of such materials.
  • the tetramer and pentamer cyclomethicones are commercially available as DC 244 and DC 344 from the Dow Corning Corporation.
  • Amounts of the volatile siloxane will range from 10 to 80%, preferably from 20 to 70%, optimally from 30 to 65% by weight .
  • compositions of this invention may further include a pharmaceutically acceptable carrier.
  • the carrier will be an ingredient which can solubilize Vitamin C and all other elements of the composition. Amounts of the carrier may range from 1 to 70%, preferably from 10 to 60%, optimally from 20 to 50% by weight.
  • Pharmaceutically acceptable carriers may be selected from water, polyols, silicone fluids, esters and mixtures thereof. When present, water may range from 0.5 to 20%, preferably from 1 to 10%, usually from 2 to 6%, optimally less than 5% by weight of the composition.
  • one or more polyols are present as carriers in the compositions of this invention.
  • Illustrative are propylene glycol, dipropylene glycol, polypropylene glycol, polyethylene glycol, sorbitol, hydroxypropyl sorbitol, hexylene glycol, 1,3-butylene glycol, 1,2,6- hexanetriol, glycerin, ethoxylated glycerin, propoxylated glycerin and mixtures thereof.
  • the polyol is a mixture of polyethylene glycol, molecular weight ranging from 200 to 2,000, and propylene glycol.
  • Preferred weight ratios of polyethylene glycol to propylene glycol range from 5:1 to 1:10, preferably from 2:1 to 1:5, optimally 1:1 to 1:2.
  • Amounts of the polyol may range from 1 to 50%, preferably from 10 to 40%, optimally from 25 to 35% by weight of the composition.
  • Silicone oils may also be included as carriers in the compositions of this invention. These oils will be nonvolatile.
  • the nonvolatile silicone oils useful in the compositions of this invention are exemplified by the polyalkyl siloxanes, polyalklyaryl siloxanes and polyether siloxane copolymers.
  • the essentially nonvolatile polyalkyl siloxanes useful herein include, for example, polydimethyl siloxanes with viscosities of from about 5 to about 100,000 centistokes at 25°C.
  • Such polyalkyl siloxanes include the Viscasil series (sold by General
  • Polyalkylaryl siloxanes include poly (methylphenyl) siloxanes having viscosities of from about 15 to about 65 centistokes at 25°C. These are available, for example, as SF 1075 methylphenyl fluid
  • Useful polyether siloxane copolymers include, for example, a polyoxyalkylene ether copolymer having a viscosity of about 1200 to 1500 centistokes at 25°C. Such a fluid is available as SF-1066 organosilicone surfactant (sold by General Electric Company) . Cetyl dimethicone copolyol and cetyl dimethicone are especially preferred because these materials also function as emulsifiers and emollients. The former material is available from Goldschmidt AG under the trademark Abil EM-90. Amounts of the nonvolatile siloxane may range from 0.1 to 40%, preferably from 0.5 to 25% by weight of the composition.
  • Esters may also be incorporated into the cosmetic compositions as pharmaceutically acceptable carriers. Amounts may range from 0.1 to 50% by weight of the composition. Among the esters are:
  • Alkyl esters of fatty acids having 10 to 20 carbon atoms are useful herein. Examples include hexyl laurate, isohexyl laurate, isohexyl palmitate, isopropyl palmitate, decyl oleate, isodecyl oleate, hexadecyl stearate, decyl stearate, isopropyl isostearate, diisopropyl adipate, diisohexyl adipate, dihexyldecyl adipate, diisopropyl sebacate, lauryl lactate, myristyl lactate, and cetyl lactate. Particularly preferred are C j .-C,. alcohol benzoate esters .
  • Alkenyl esters of fatty acids having 10 to 20 carbon atoms examples thereof include oleyl myristate, oleyl stearate, and oleyl oleate.
  • Ether-esters such as fatty acid esters of ethoxylated fatty alcohols.
  • Ethylene glycol mono and di-fatty acid esters diethylene glycol mono- and di-fatty acid esters, polyethylene glycol (200-6000) mono- and di-fatty acid esters, propylene glycol mono- and di-fatty acid esters, polypropylene glycol 2000 monooleate, polypropylene glycol 2000 monostearate, ethoxylated propylene glycol monostearate, glyceryl mono- and di-fatty acid esters, polyglycerol poly-fatty esters, ethoxylated glyceryl monostearate, 1,3-butylene glycol monostearate, 1,3-butylene glycol distearate, polyoxyethylene polyol fatty acid ester, sorbitan fatty acid esters, and polyoxyethylene sorbitan fatty acid esters are satisfactory polyhyd ⁇ c alcohol esters .
  • Wax esters such as beeswax, spermaceti, myristyl myristate, stearyl stearate.
  • Sterols esters of which cholesterol fatty acid esters are examples thereof.
  • Minor adjunct ingredients may also be included in cosmetic compositions of this invention. These ingredients may be selected from preservatives, fragrances, anti-foam agents, opacifiers, colorants and mixtures thereof, each m their effective amounts to accomplish their respective functions .
  • Formulation 1 was a homogeneous stable aesthetically pleasing emulsion of cream-like consistency. By contrast, formulation 1A did not form an emulsion.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
PCT/EP1997/002691 1996-06-28 1997-05-16 Vitamin c delivery system WO1998000103A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
AU29611/97A AU2961197A (en) 1996-06-28 1997-05-16 Vitamin c delivery system
JP10503778A JP2000513364A (ja) 1996-06-28 1997-05-16 ビタミンｃ送達システム

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US2074496P 1996-06-28 1996-06-28
US60/020,744 1996-06-28

Publications (1)

Publication Number Publication Date
WO1998000103A1 true WO1998000103A1 (en) 1998-01-08

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Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (9)

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JP (1) JP2000513364A (enrdf_load_html_response)
CN (1) CN1191054C (enrdf_load_html_response)
AR (1) AR007612A1 (enrdf_load_html_response)
AU (1) AU2961197A (enrdf_load_html_response)
ID (1) ID19426A (enrdf_load_html_response)
IN (1) IN188727B (enrdf_load_html_response)
TW (1) TW471973B (enrdf_load_html_response)
WO (1) WO1998000103A1 (enrdf_load_html_response)
ZA (1) ZA971943B (enrdf_load_html_response)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999013859A1 (en) * 1997-09-16 1999-03-25 E-L Management Corp. Stable anhydrous formulation
US6039935A (en) * 1998-12-30 2000-03-21 Elizabeth Arden Company, Division Of Conopco, Inc. Sunscreen compositions
WO2000061076A1 (en) * 1999-04-14 2000-10-19 Unilever Plc Foaming cosmetic products
US6299889B1 (en) 1998-09-10 2001-10-09 Avon Products, Inc. Stable ascorbic acid preparation for topical use
US6365670B1 (en) 2000-03-10 2002-04-02 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
WO2002003952A3 (en) * 2000-07-10 2002-04-11 Procter & Gamble Skin care compositions containing silicone elastomers
US6423322B1 (en) 1999-05-22 2002-07-23 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
US6444745B1 (en) 2000-06-12 2002-09-03 General Electric Company Silicone polymer network compositions
US6524598B2 (en) * 2000-07-10 2003-02-25 The Procter & Gamble Company Cosmetic compositions
US6531540B1 (en) 2001-05-16 2003-03-11 General Electric Company Polyether siloxane copolymer network compositions
US6538061B2 (en) 2001-05-16 2003-03-25 General Electric Company Cosmetic compositions using polyether siloxane copolymer network compositions
FR2834449A1 (fr) * 2002-01-04 2003-07-11 Oreal Composition contenant un actif hydrophile sensible a l'oxydation, et ses utilisations notamment cosmetiques
US6685965B1 (en) 1997-10-22 2004-02-03 Industria E Comercio De Cosmeticos Natura Ltda. Process for stabilizing levogyre ascorbic acid (laa), a stable aqueous laa composition, a process for preparing a stable topical solution, an emulsion, a vitamin product, and a method for cosmetic, pharmaceutical or nutritional treatment
US6881416B2 (en) 2002-04-08 2005-04-19 Wacker Chemical Corporation Alkyl group-substituted organopolysiloxane gels
US6936686B2 (en) 2002-12-11 2005-08-30 Nutech Corporation Cross-linked silicone gels; products containing the same; and methods of manufacture thereof
US7094842B2 (en) 2002-01-04 2006-08-22 L'oreal Composition containing a silicone copolymer and an AMPS-like polymer and/or organic powder
US7166276B2 (en) 2001-10-26 2007-01-23 The Procter & Gamble Company Silicone elastomer emulsion cosmetic composition comprising colorant inclusive internal phase
US7241835B2 (en) 2001-05-16 2007-07-10 General Electric Company Cosmetic compositions comprising silicone gels
US7404966B2 (en) 2000-07-10 2008-07-29 The Procter & Gamble Company Transfer-resistant makeup removing compositions
GB2420076B (en) * 2004-10-15 2010-05-19 Boots Co Plc Skincare composition
US7772214B2 (en) 2000-07-10 2010-08-10 The Procter & Gamble Company Emulsion cosmetic compositions comprising an emulsifying crosslinked siloxane elastomer
WO2014149140A3 (en) * 2013-03-21 2014-11-27 Julius Zecchino Delivery system having stabilized ascorbic acid
WO2020127747A1 (en) 2018-12-20 2020-06-25 L'oreal Aqueous composition comprising capsules based on gelled oil containing an oxygen-sensitive active agent

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100544159B1 (ko) * 2004-07-14 2006-01-24 센양 뉴라이프 인더스트리알 코 엘티디 아스코르빌 테트라이소팔미테이트와 디팔미토일하이드록시프롤린을 함유한 나노 에멀젼 및 이를함유하는 화장료 조성물

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1161289A (en) * 1967-06-30 1969-08-13 Hoffmann La Roche The Stabilization of Ascorbic Acid and of Derivatives thereof
JPH04261111A (ja) * 1991-02-13 1992-09-17 Kanebo Ltd 油中水滴型乳化化粧料
FR2715844A1 (fr) * 1994-02-04 1995-08-11 Oreal Emulsion contenant de l'acide ascorbique stabilisé, procédé de traitement cosmétique la mettant en Óoeuvre, ses utilisations.
EP0669126A1 (fr) * 1994-01-31 1995-08-30 L'oreal Emulsion stabilisée, destinée à hydrater la peau et son utilisation

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1161289A (en) * 1967-06-30 1969-08-13 Hoffmann La Roche The Stabilization of Ascorbic Acid and of Derivatives thereof
JPH04261111A (ja) * 1991-02-13 1992-09-17 Kanebo Ltd 油中水滴型乳化化粧料
EP0669126A1 (fr) * 1994-01-31 1995-08-30 L'oreal Emulsion stabilisée, destinée à hydrater la peau et son utilisation
FR2715844A1 (fr) * 1994-02-04 1995-08-11 Oreal Emulsion contenant de l'acide ascorbique stabilisé, procédé de traitement cosmétique la mettant en Óoeuvre, ses utilisations.

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 9244, Derwent World Patents Index; Class A26, AN 92-360690, XP002041754 *

Cited By (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999013859A1 (en) * 1997-09-16 1999-03-25 E-L Management Corp. Stable anhydrous formulation
US6685965B1 (en) 1997-10-22 2004-02-03 Industria E Comercio De Cosmeticos Natura Ltda. Process for stabilizing levogyre ascorbic acid (laa), a stable aqueous laa composition, a process for preparing a stable topical solution, an emulsion, a vitamin product, and a method for cosmetic, pharmaceutical or nutritional treatment
US6299889B1 (en) 1998-09-10 2001-10-09 Avon Products, Inc. Stable ascorbic acid preparation for topical use
US6039935A (en) * 1998-12-30 2000-03-21 Elizabeth Arden Company, Division Of Conopco, Inc. Sunscreen compositions
WO2000061076A1 (en) * 1999-04-14 2000-10-19 Unilever Plc Foaming cosmetic products
US6264964B1 (en) 1999-04-14 2001-07-24 Conopco, Inc. Foaming cosmetic products
US6423322B1 (en) 1999-05-22 2002-07-23 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
US6365670B1 (en) 2000-03-10 2002-04-02 Wacker Silicones Corporation Organopolysiloxane gels for use in cosmetics
US6444745B1 (en) 2000-06-12 2002-09-03 General Electric Company Silicone polymer network compositions
WO2002003952A3 (en) * 2000-07-10 2002-04-11 Procter & Gamble Skin care compositions containing silicone elastomers
US7772214B2 (en) 2000-07-10 2010-08-10 The Procter & Gamble Company Emulsion cosmetic compositions comprising an emulsifying crosslinked siloxane elastomer
US7404966B2 (en) 2000-07-10 2008-07-29 The Procter & Gamble Company Transfer-resistant makeup removing compositions
AU2001273286B2 (en) * 2000-07-10 2005-11-10 The Procter & Gamble Company Skin care compositions containing silicone elastomers
US6524598B2 (en) * 2000-07-10 2003-02-25 The Procter & Gamble Company Cosmetic compositions
US6759479B2 (en) 2001-05-16 2004-07-06 General Electric Company Process for making cosmetic compositions using polyether siloxane copolymer network compositions
US6531540B1 (en) 2001-05-16 2003-03-11 General Electric Company Polyether siloxane copolymer network compositions
US6538061B2 (en) 2001-05-16 2003-03-25 General Electric Company Cosmetic compositions using polyether siloxane copolymer network compositions
US7381769B2 (en) 2001-05-16 2008-06-03 Momentive Performance Materials Inc. Cosmetic compositions using polyether siloxane copolymer network compositions
US7241835B2 (en) 2001-05-16 2007-07-10 General Electric Company Cosmetic compositions comprising silicone gels
US7166276B2 (en) 2001-10-26 2007-01-23 The Procter & Gamble Company Silicone elastomer emulsion cosmetic composition comprising colorant inclusive internal phase
US7094842B2 (en) 2002-01-04 2006-08-22 L'oreal Composition containing a silicone copolymer and an AMPS-like polymer and/or organic powder
FR2834449A1 (fr) * 2002-01-04 2003-07-11 Oreal Composition contenant un actif hydrophile sensible a l'oxydation, et ses utilisations notamment cosmetiques
US6881416B2 (en) 2002-04-08 2005-04-19 Wacker Chemical Corporation Alkyl group-substituted organopolysiloxane gels
US6936686B2 (en) 2002-12-11 2005-08-30 Nutech Corporation Cross-linked silicone gels; products containing the same; and methods of manufacture thereof
GB2420076B (en) * 2004-10-15 2010-05-19 Boots Co Plc Skincare composition
WO2014149140A3 (en) * 2013-03-21 2014-11-27 Julius Zecchino Delivery system having stabilized ascorbic acid
WO2020127747A1 (en) 2018-12-20 2020-06-25 L'oreal Aqueous composition comprising capsules based on gelled oil containing an oxygen-sensitive active agent
FR3090330A1 (fr) 2018-12-20 2020-06-26 L'oreal Composition aqueuse comprenant des capsules à base d’huile gélifiée contenant un actif sensible à l’oxygène

Also Published As

Publication number Publication date
ZA971943B (en) 1998-09-07
IN188727B (enrdf_load_html_response) 2002-11-02
JP2000513364A (ja) 2000-10-10
AR007612A1 (es) 1999-11-10
CN1191054C (zh) 2005-03-02
AU2961197A (en) 1998-01-21
TW471973B (en) 2002-01-11
ID19426A (id) 1998-07-09
CN1222848A (zh) 1999-07-14

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