EP0818986A1 - Agents autobronzants - Google Patents

Agents autobronzants

Info

Publication number
EP0818986A1
EP0818986A1 EP96908133A EP96908133A EP0818986A1 EP 0818986 A1 EP0818986 A1 EP 0818986A1 EP 96908133 A EP96908133 A EP 96908133A EP 96908133 A EP96908133 A EP 96908133A EP 0818986 A1 EP0818986 A1 EP 0818986A1
Authority
EP
European Patent Office
Prior art keywords
dihydroxyacetone
lecithins
sterols
self
process according
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP96908133A
Other languages
German (de)
English (en)
Inventor
Klaus-Michael Mohr
Edith Von Kries
Rolf Wachter
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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
Priority claimed from DE19520104A external-priority patent/DE19520104A1/de
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0818986A1 publication Critical patent/EP0818986A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • A61K8/14—Liposomes; Vesicles
    • 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
    • A61Q19/04—Preparations for care of the skin for chemically tanning the skin

Definitions

  • the invention relates to self-tanning agents in liposomal form containing dihydroxyacetone and lecithins, a process for their preparation and the use of lecithins for the liposomal encapsulation of dihydroxyacetone.
  • Dihydroxyacetone (1,3-dihydroxypropan-2-one) forms colorless, hygroscopic crystals. Diniers are present in aqueous solution, which disintegrate again when heated. Dihydroxyacetone forms brown-colored compounds with the protein bodies of the skin, which is why it is used in self-tanning products.
  • the object of the invention was therefore to provide new self-tanning agents containing dihydroxyacetone which are free from the disadvantages described and to develop a process for stabilizing dihydroxyacetone.
  • the invention relates to self-tanning agents containing liposomes, which can be obtained by heating dihydroxyacetone together with lecithins and optionally sterols in aqueous solution.
  • the invention includes the knowledge that the liposomes containing the active substance have a very regular vesicular shape and, compared to the polymer spheres of the prior art, have significantly better biodegradability and high dermatological compatibility. As studies with a transmission electron microscope (TEM) show, the agents according to the invention still contain intact liposomes even after storage for 5 months at room temperature.
  • Another object of the invention relates to a process for the preparation of self-tanning agents containing liposomes, in which dihydroxyacetone is heated together with lecithins and optionally sterols in aqueous solution.
  • the agents according to the invention can contain the dihydroxyacetone in amounts of 1 to 5, preferably 2 to 3% by weight, based on the agents.
  • the dihydroxyacetone can be present both as a monomer and as a dimer or as mixtures of the two.
  • Lecithins or phosphadylcholines are glycerophospholipids which are formed from glycerol, fatty acids, phosphoric acid and preferably choline by esterification. They have a general structure according to formula (I) .
  • R 1 CO and R 1 CO independently of one another for aliphatic acyl radicals with 12 to 22 carbon atoms, and 00 and 02 // ooddeerr 11 bis 44 DDooppppeellbbiinndduunnggeenn u and X for hydrogen, an R CO radical or preferably a Ct ⁇ C ⁇ N ⁇ CH ⁇ rest stand.
  • lecithins and the closely related cephalins, to which the invention also extends are 1,2-diacyl-sn-glycerol-3-phosphoric acids and have a ⁇ -configuration.
  • ß-lecithins is the phosphoric acid residue esterified with choline bound to the medium-sized hydroxy group of a glycend.
  • lecithins preferably soy lecithins of the formula (I) which are largely mixtures of homologues based on fatty acids with 16 to 18 carbon atoms, more precisely, palmitic acid, palmoleic acid, stearic acid, oleic acid, linoleic acid and linolenic acid.
  • the lecithins are usually used in amounts of 1 to 10, preferably 2 to 8% by weight, based on the composition.
  • sterols (synonymous with sterols) is to be understood as steroids derived from cholesterol which carry a hydroxyl group only in the C-3 position, but no other functional groups.
  • the sterols containing 27 to 30 carbon atoms generally have at least one double bond in the S / 6-, 7/8 and / or 8/9 position.
  • Typical examples are zoosterols such as cholesterol, lanosterol, spongosterol, stellasterin or phytosterols such as ergosterol, comesterol, stigmasterol and sitosterol as well as vitamin D precursors.
  • sterols are preferably used.
  • the proportion of sterols in the compositions can usually be from 0.1 to 5, preferably 1 to 3,% by weight, based on the compositions.
  • aqueous solution preferably contains a buffer which keeps the pH in the neutral range.
  • Known commercial aqueous phosphate buffers for example, are suitable for this purpose.
  • antioxidants such as tocopherols, BHT, BHA and the like to the mixtures for stabilization against autoxidation processes.
  • dihydroxyacetone in lecithin liposomes, which may also contain sterols, leads to a stabilization of the active ingredient. Since the liposomes have a vesicular structure and are very stable in storage, the dihydroxyacetone can be released particularly evenly when used. Another object of the invention therefore relates to the use of lecithins for stabilizing and liposomal encapsulation of dihydroxyacetone.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Medicinal Preparation (AREA)

Abstract

L'invention concerne de nouveaux agents autobronzants que l'on obtient par chauffage de dihydroxyacétone conjointement avec des lécithines et éventuellement des stérols, dans une solution aqueuse. La dihydroxyacétone est stabilisée par encapsulation liposomale et lorsqu'elle est appliquée sur la peau, elle libère très régulièrement pendant très longtemps le principe actif, ce qui permet d'obtenir un hâle particulièrement uniforme.
EP96908133A 1995-04-03 1996-03-25 Agents autobronzants Withdrawn EP0818986A1 (fr)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE19512410 1995-04-03
DE19512410 1995-04-03
DE19520104A DE19520104A1 (de) 1995-04-03 1995-06-01 Selbstbräunungsmittel
DE19520104 1995-06-01
PCT/EP1996/001301 WO1996031190A1 (fr) 1995-04-03 1996-03-25 Agents autobronzants

Publications (1)

Publication Number Publication Date
EP0818986A1 true EP0818986A1 (fr) 1998-01-21

Family

ID=26014075

Family Applications (1)

Application Number Title Priority Date Filing Date
EP96908133A Withdrawn EP0818986A1 (fr) 1995-04-03 1996-03-25 Agents autobronzants

Country Status (3)

Country Link
EP (1) EP0818986A1 (fr)
JP (1) JPH11503133A (fr)
WO (1) WO1996031190A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050238680A1 (en) 2004-04-21 2005-10-27 Qing Stella Personal care compositions that deposit hydrophilic benefit agents
AU2005262369B2 (en) * 2004-07-01 2008-08-28 E-L Management Corp. Cosmetic compositions and methods containing a tanning agent and liposome-encapsulated ursolic acid
WO2009071861A2 (fr) * 2007-11-29 2009-06-11 Lvmh Recherche Procede de preparation d'une composition cosmetique contenant de la dha, compositions obtenues selon ce procede, et leurs utilisations

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2597367B1 (fr) * 1986-04-22 1988-07-15 Oreal Procede pour faciliter la formation de spherules lipidiques en dispersion dans une phase aqueuse et pour ameliorer leur stabilite et leur taux d'encapsulation, et dispersions correspondantes.
FR2657607B1 (fr) * 1990-01-30 1992-04-30 Durand Muriel Procede de protection de la dihydroxyacetone, dihydroxyacetone protegee par ce procede et produit cosmetique contenant une telle dihydroxyacetone protegee.

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9631190A1 *

Also Published As

Publication number Publication date
WO1996031190A1 (fr) 1996-10-10
JPH11503133A (ja) 1999-03-23

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Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

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17P Request for examination filed

Effective date: 19970925

AK Designated contracting states

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Designated state(s): DE ES FR GB IT NL

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Effective date: 19990625

STAA Information on the status of an ep patent application or granted ep patent

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18D Application deemed to be withdrawn

Effective date: 19991108