WO2015024868A1 - Esters de stérol dans des préparations désodorisantes et/ou antitranspirantes - Google Patents

Esters de stérol dans des préparations désodorisantes et/ou antitranspirantes Download PDF

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Publication number
WO2015024868A1
WO2015024868A1 PCT/EP2014/067462 EP2014067462W WO2015024868A1 WO 2015024868 A1 WO2015024868 A1 WO 2015024868A1 EP 2014067462 W EP2014067462 W EP 2014067462W WO 2015024868 A1 WO2015024868 A1 WO 2015024868A1
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
oryzanol
deodorant
stability
preparations
Prior art date
Application number
PCT/EP2014/067462
Other languages
German (de)
English (en)
Inventor
Ilka Oelrichs
Original Assignee
Beiersdorf Ag
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 Beiersdorf Ag filed Critical Beiersdorf Ag
Priority to BR112016001843A priority Critical patent/BR112016001843A2/pt
Priority to EP14750758.6A priority patent/EP3036010A1/fr
Publication of WO2015024868A1 publication Critical patent/WO2015024868A1/fr

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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
    • A61K8/37—Esters of carboxylic acids
    • 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
    • A61K8/34—Alcohols
    • A61K8/347—Phenols
    • 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
    • A61K8/63—Steroids; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • 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
    • A61K2800/522—Antioxidants; Radical scavengers

Definitions

  • the invention is the use of small amounts of sterol esters, in particular oryzanol, in
  • Antiperspirants or deodorants (Deo) are used to eliminate or prevent body odor, which arises when the in itself odorless fresh sweat through
  • Microorganisms is decomposed.
  • the usual cosmetic deodorants are based on different active principles.
  • deodorant In common usage there is not always a clear distinction between the terms “deodorant” and “antiperspirant”. Rather, especially in German-speaking countries, products for use in the armpit area are referred to as deodorants or “deodorants”, irrespective of the question of whether an antiperspirant effect is also present.
  • Antiperspirants are antiperspirants that - in contrast to the
  • Deodorants which generally prevent microbial decomposition of already formed sweat - to prevent the secretion of sweat at all.
  • Cosmetic products tend to develop a base odor after prolonged storage.
  • the reason for this undesirable side odor may be e.g. cosmetic oils, perfume oils, deodorants, AT agents and other agents that change chemically over time.
  • Many cosmetic products are therefore treated with antioxidants to prevent unwanted oxidation of various substances targeted and thus the
  • a commonly used antioxidant is BHT (butylhydroxytoluene).
  • BHT butylhydroxytoluene
  • ⁇ -Oryzanol (CAS: 1 1042-64-1, also referred to as Oryzanol) is a mixture of ferulic acid esters of phytosterols, notably cycloartyl ferulate, 24-methylenecycloartanyl ferulate and campesteryl ferulate.
  • Oryzanol is sold under this product name, inter alia, by the Bremen company Henry Lamotte Oils GmbH and is a white to white-yellowish, odorless crystalline, 98% pure powder of esterified with ferulic acid phytosterols (including triterpenes, camesterol, stigmasterol and ß-sitosterol) from the Germinated and bran oil from Oryza sativa L. (rice germ oil), the rice plant belonging to the grasses.
  • Oryzanol has pronounced natural UVA and UVB absorption capacity and is therefore used in sunscreen products. Furthermore, it finds use in
  • compositions as additional components which can be used in certain product forms.
  • the structurants when used, are preferably present at 1% to 30% by weight of the composition.
  • Sterols for example, ⁇ -sitosterol
  • sterol esters for example, oryzanol
  • liquid fats are cured using a combination of phytosterols and esters thereof, including specifically, sitosterol and oryzanol to form an organogel.
  • DE 69723331 T2 discloses oryzanol as a constituent of UV-containing sunscreen preparations.
  • WO 02083091 A1 discloses 2.5% by weight of oryzanol in AT-containing microemulsion formulations, wherein sterol esters such as oryzanol are used to thicken the preparation.
  • the invention is a cosmetic or dermatological deodorant and / or
  • Antiperspirant preparation comprising one or more deodorant and / or
  • Antiperspirant active ingredients and 0.01 to 2.4 wt.% Of one or more sterol esters, in particular oryzanol, based on the total mass of the preparation.
  • the preparation comprises not more than 0.4% by weight, based on the total mass of the preparation, of UV filters and / or butylhydroxytoluene, in particular less than 0.01% by weight, in particular 0% by weight, based on the total mass of the preparation UV filter and butylated hydroxytoluene.
  • the addition of any additional antioxidants is limited to a maximum of 0.4% by weight, or in particular completely omitted (0% by weight).
  • the proportion of one or more sterol esters, in particular oryzanol is advantageously selected in the range from 0.02 to 0.04% by weight, based on the total mass of the preparation.
  • this also means that only the proportion of oryzanol in the range 0.01 to 2.4, in particular 0.02 to 0.04 wt.% Is selected, the proportion of other sterol esters is then 0 wt.%.
  • Sterolester and vicarious oryzanol is inventively used in deodorant and / or antiperspirant preparations to the stability, in particular perfume and
  • Sterols or sterols, are polycyclic alcohols containing at least four
  • Sterol esters are esters of phenolic acids of sterols. Phenolic acids are, for example, the family of cinnamic acids, caffeic acid and ferulic acid. Particularly preferred embodiment is the free sterol a ferulic acid and the phenolic acid esterified sterol a Ferulaklaresterolester, especially oryzanol.
  • Embodiment of the invention are the sterol ester components, which are also found in nature.
  • oryzanol occurs as a component in smaller amounts in many plants. In individual cases, they even occur in plants from which triglycerides are obtained.
  • BHT butylhydroxytoluene
  • oryzanol shows in comparison to e.g. BHT a significant improvement in product stability in terms of
  • the stability assessment is carried out by visual observation, measurement of rheological properties, pH, etc., and olfactometric perception.
  • the evaluation of the odors takes place according to the following scale: Rating in% allocation
  • Desirable and acceptable improvement and long-term stability is above 50%.
  • compositions of Example Active Ingredient Solution of OHPA 2 to 4 Compositions of Example Active Ingredient Solution of OHPA 2 to 4:
  • the pattern without BHT shows an olfactory impression of only 50%.
  • cosmetic products contain only as little as necessary ingredients. It is particularly advantageous when raw materials are used which have a natural origin and minimize the allergy potential. Furthermore, it is advantageous if natural ingredients can be used as antioxidants which have such a positive effect on product stability that antioxidants produced industrially in large quantities, e.g. BHT can be dispensed with altogether.
  • fragrance-free cosmetic products for sensitive skin with the natural product protection of oryzanol, since here the basic odor could be perceived by the absence of the perfume as unpleasant for the consumer. This odor can be suppressed in perfume-free formula by the addition of oryzanol.
  • oryzanol is shown to improve olfactometric perception, especially with longer storage times and higher temperatures.
  • the improved olfactometric perception is a measure of the perfume stabilization of the preparation.
  • perfume stability in particular perfume-free products, means the olfactory stability of the preparation after storage.
  • the preparations advantageously contain no UV filters and / or butylhydroxytoluene.
  • oryzanol is added as the sole sterol ester in the formulations of the invention, i. no further sterol esters are included in the preparation.
  • oryzanol showed improved stability, in particular perfume, ie odor stability. That after appropriate storage time, temperature (+ 6 ° C, 40 ° C) and light irradiation (Li), the oryzanol-added preparations have a constant odor effect.
  • Antiperspirant active ingredients in the context of the present application are in particular to be selected from the following groups.
  • Aluminum salts such as aluminum chloride AICI3, aluminum sulfate AI2 (S04) 3
  • Standard AI complexes Locron P (Clariant), Micro-Dry (Reheis), ACH-331 (Summit), Aloxicoll PF 40 (Giulini).
  • o Activated Al complexes Reach 501 (Reheis), AACH-324 (Summit), AACH-7171
  • Aluminum salts can be used not only as powders, but also in dissolved “aqueous” form.
  • antiperspirant active ingredients from the previously described groups are in the
  • formulations according to the invention preferably in an amount of from 1 to 30% by weight, based on the total mass of the preparation, i. including the possibly existing propellants used.
  • a solution for an aerosol spray (without propellant gas) and a filling ratio of about 30:70 (active substance solution to propellant gas), a proportion of about 5 wt.% ACH will be present in the final product.
  • the active ingredient solution is the sum of all components without the propellant gas.
  • AT active ingredients are advantageously used in a proportion of 30-40% by weight in the active substance solution (without propellant gas) and to a proportion of 3-8% by weight in the overall preparation (with propellant gas).
  • the cosmetic or dermatological preparations according to the invention may further contain cosmetic adjuvants and active ingredients such as are commonly used in such preparations, for.
  • cosmetic adjuvants and active ingredients such as are commonly used in such preparations, for.
  • agents, preservatives, preservatives, bactericides, substances for preventing foaming, dyes and color pigments, thickeners, moisturizing and / or moisturizing substances or other conventional ingredients of a cosmetic or dermatological formulation such as polyols, polymers, foam stabilizers, organic solvents or silicone derivatives, if the additive does not impair or preclude the required properties in terms of stability.

Abstract

L'invention concerne l'utilisation de faibles quantités d'esters de stérol, en particulier d'oryzanol, dans des préparations cosmétiques ou dermatologiques désodorisantes et/ou antitranspirantes, ce qui permet d'éviter l'ajout de filtres anti-UV, de butylhydroxytoluol et d'autres antioxydants sans nuire à la stabilité du produit. On constate au contraire une stabilité améliorée du produit, constatée pour la stabilité du parfum et pour la stabilité de la couleur.
PCT/EP2014/067462 2013-08-22 2014-08-15 Esters de stérol dans des préparations désodorisantes et/ou antitranspirantes WO2015024868A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
BR112016001843A BR112016001843A2 (pt) 2013-08-22 2014-08-15 preparação cosmética ou dermatológica de desodorante e/ou antitranspirante; uso de orizanol em preparações desodorantes e/ou antitranspirantes; e; uso de orizanol em preparações desodorantes e/ou antitranspirantes para melhorar a estabilidade do perfume e/ou da cor da preparação em comparação com a estabilidade sem orizanol
EP14750758.6A EP3036010A1 (fr) 2013-08-22 2014-08-15 Esters de stérol dans des préparations désodorisantes et/ou antitranspirantes

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013216653 2013-08-22
DE102013216653.2 2013-08-22

Publications (1)

Publication Number Publication Date
WO2015024868A1 true WO2015024868A1 (fr) 2015-02-26

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/067462 WO2015024868A1 (fr) 2013-08-22 2014-08-15 Esters de stérol dans des préparations désodorisantes et/ou antitranspirantes

Country Status (3)

Country Link
EP (1) EP3036010A1 (fr)
BR (1) BR112016001843A2 (fr)
WO (1) WO2015024868A1 (fr)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000061096A1 (fr) * 1999-04-12 2000-10-19 Unilever Plc Compositions antisudorifiques
EP1074246A1 (fr) * 1999-07-23 2001-02-07 Unilever Plc Composition cosmétique contenant un agent structurant
EP1704898A1 (fr) * 2005-03-24 2006-09-27 Beiersdorf AG Composition cosmétique protégée de l'oxydation par de l'huile de germe de riz

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000061096A1 (fr) * 1999-04-12 2000-10-19 Unilever Plc Compositions antisudorifiques
EP1074246A1 (fr) * 1999-07-23 2001-02-07 Unilever Plc Composition cosmétique contenant un agent structurant
EP1704898A1 (fr) * 2005-03-24 2006-09-27 Beiersdorf AG Composition cosmétique protégée de l'oxydation par de l'huile de germe de riz

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
DATABASE GNPD [online] MINTEL; 1 July 2011 (2011-07-01), CHARM & COMPETENCE: "Deodorant & Antiperspirant Roll-on", XP002732833, Database accession no. 1598931 *
DATABASE GNPD [online] MINTEL; 1 November 2011 (2011-11-01), SADIE BEAUTY PRODUCTS: "Antiperspirant Roll-On", XP002732832, Database accession no. 1669004 *
JULIANO C ET AL: "Antioxidant activity of gamma-oryzanol: Mechanism of action and its effect on oxidative stability of pharmaceutical oils", INTERNATIONAL JOURNAL OF PHARMACEUTICS, ELSEVIER BV, NL, vol. 299, no. 1-2, 11 August 2005 (2005-08-11), pages 146 - 154, XP027623937, ISSN: 0378-5173, [retrieved on 20050811] *
PHILIPS ET AL: "Free and esterified sterol composition of edible oils and fats", JOURNAL OF FOOD COMPOSITION AND ANALYSIS, ACADEMIC PRESS, LONDON, GB, vol. 5, 1 January 2002 (2002-01-01), pages 123 - 142, XP002262567, ISSN: 0889-1575, DOI: 10.1006/JFCA.2001.1044 *
WANG T ET AL: "Antioxidant activity of phytosterols, oryzanol and other phytosterol conjugates", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY. (JAOCS) ED.2, SPRINGER, DE, vol. 79, no. 12, 1 January 2002 (2002-01-01), pages 1201 - 1206, XP002960899, ISSN: 0003-021X, DOI: 10.1007/S11746-002-0628-X *

Also Published As

Publication number Publication date
BR112016001843A2 (pt) 2017-08-01
EP3036010A1 (fr) 2016-06-29

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