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WO2012084419A2 - Associations de principes actifs constituées de glucosylglycérides et d'une ou de plusieurs substances actives contre les pellicules - Google Patents

Associations de principes actifs constituées de glucosylglycérides et d'une ou de plusieurs substances actives contre les pellicules Download PDF

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Publication number
WO2012084419A2
WO2012084419A2 PCT/EP2011/071176 EP2011071176W WO2012084419A2 WO 2012084419 A2 WO2012084419 A2 WO 2012084419A2 EP 2011071176 W EP2011071176 W EP 2011071176W WO 2012084419 A2 WO2012084419 A2 WO 2012084419A2
Authority
WO
WIPO (PCT)
Prior art keywords
phase
substances
dandruff
active
preparations
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.)
Ceased
Application number
PCT/EP2011/071176
Other languages
German (de)
English (en)
Other versions
WO2012084419A3 (fr
Inventor
Christian Frese
Rainer Kröpke
Cathrin Scherner
Sven Fey
Nicole Maria Krauss
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.)
Beiersdorf AG
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
Publication of WO2012084419A2 publication Critical patent/WO2012084419A2/fr
Anticipated expiration legal-status Critical
Publication of WO2012084419A3 publication Critical patent/WO2012084419A3/fr
Ceased legal-status Critical Current

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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
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/602—Glycosides, e.g. rutin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/006—Antidandruff preparations

Definitions

  • the present invention relates to active ingredient combinations of glucosylglycerides and one or more anti-dandruff substances and their use in the field of cosmetic and pharmaceutical dermatology.
  • the present invention relates to active ingredients and cosmetic or dermatological preparations containing such combinations of active substances.
  • the present invention preferably relates to washing-active cosmetic preparations.
  • the outermost layer of the epidermis, the stratum corneum (horny layer), is of particular importance as an important barrier layer, inter alia. for protection against environmental influences and dehydration.
  • the horny layer is constantly worn in contact with the environment and must therefore be renewed continuously.
  • a skin model widely used today in the art understands the stratum corneum as a two-component system, similar to a brick wall (brick-mortar model).
  • the corneocytes horny cells
  • the complex composite lipid membrane in the intercellular spaces corresponds to the mortar.
  • the epidermal lipids In addition to their barrier effect against external chemical and physical influences, the epidermal lipids also contribute to the cohesion of the horny layer and have an influence on the skin smoothness. In contrast to the sebaceous gland lipids, which do not form a closed film on the skin, the epidermal lipids are distributed over the entire horny layer.
  • the extremely complex interaction of the moisture-binding substances and the lipids of the upper skin layers is very important for the regulation of skin moisture. Therefore, cosmetics usually contain, in addition to balanced lipid mixtures and water, water-binding substances. These include polyols such as glycerin, sorbitol and xylitol, ethoxylated polyols and hydrolyzed proteins.
  • Natural Moisturizing Factor NMF
  • urea e.g glucose
  • amino acids e.g serine
  • Cleaning means the removal of (environmental) dirt and thus causes an increase in mental and physical well-being.
  • Cleaning the surface of the skin and hair is a very complex process, depending on many parameters.
  • substances coming from outside such as, for example, hydrocarbons or inorganic pigments from a wide variety of environments as well as residues of cosmetics or undesired microorganisms should be removed as completely as possible.
  • the body's excretions such as sweat, sebum, dandruff and hair dandruff are to be washed off without profound interventions in the physiological balance.
  • anti-dandruff treatment includes the control of the Phytosporum ovale Yeast fungi, which is the cause of excessive dandruff for cosmetic dandruff.
  • antidandruff active ingredients include the compounds (1- (4-chlorophenoxy) -1- (1H-imidazolyl) -3,3-dimethyl-2-butanone (INCI name: Climbazole, trade name: Crinipan AD), (bis ( 1-hydroxy-2- (1H) -pyridinethionato) zinc (INCI name: Zinc Pyrithione, trade name: Zinc Omadine) and 1-hydroxy-4-methyl-6- (2,4,4-trimethylpentyl) -2 ( 1 H) -pyridinone, 2-aminoethanol salt (INCI name: Piroctone Olamine, trade name: octopirox) .
  • These compounds are known and commercially available, for example, refer to International Cosmetic Ingredient Dictionary and Handbook, Vol - 3, Seventh Edition 1997, The Cosmetic, Toiletry, and Fragrance Association, Washington, DC
  • other anti-dandruff active ingredients are those from the group of synthetic or chemical compounds such as salicylic acid, sulfur, tar preparations, undecenoic acid derivative
  • a hair cosmetic agent which is to prevent or reduce dandruff, are versatile.
  • the scalp and thus also the hair should be freed from dandruff.
  • the agent should be compatible not only for the scalp but also the hair should not be damaged when using an anti-dandruff agent and retain its shine and combability.
  • a problem in this connection is that a lasting liberation of the scalp from dandruff can only be achieved if the anti-dandruff active ingredients are used in a sufficiently high concentration.
  • a high concentration of anti-dandruff active ingredients deteriorates the compatibility of the preparation and adversely affects both the sensory properties (in particular the foaming behavior) and the care properties of the preparation (gloss, combability of the hair).
  • preparations which contain anti-dandruff agents in effective concentration and at the same time have good compatibility, good care performance and good sensory properties.
  • glucosylglycerides in anti-dandruff agents containing one or more anti-scale agents. These preparations are characterized by a high dandruff resistance, very good care properties and good sensory properties even at high levels of anti-dandruff active ingredients.
  • the substance (s) active against dandruff can be selected from the group of the compounds (1- (4-chlorophenoxy) -1- (1H-imidazolyl) -3,3-dimethyl-2-butanone (INCI name: Climbazole, Trade name: Crinipan AD), (bis (1-hydroxy-2- (1H) -pyridinethionato) zinc (INCI name: Zinc Pyrithione, trade name: Zinc Omadine) and 1-hydroxy-4-methyl-6- (2, 4,4-trimethylpentyl) -2 (1H) -pyridinone, 2-aminoethanol salt (INCI name: Piroctone Olamine, trade name: Octopirox), furthermore from the group of synthetic or chemical compounds such as salicylic acid, sulfur, tar preparations, undecenoic acid derivatives and Hinokitiol and those from the group of natural products such as extracts of arnica, birch, burdock root, poplar, stinging nettle or walnut shell.
  • the compounds 1- (4
  • Preferred antidandruff active ingredients are climbazoles, piroctone olamine, undecylenamidopropyl betaine and zinc pyrithione. Particularly preferred are climbazoles and piroctone olamine.
  • Preferred concentration of the antidandruff agent is 0.001 to 10%, particularly preferably 0.01-5%, particularly preferably 0.1 to 3%.
  • the rinse-off preparations contain surfactants, thickeners, preservatives, perfume, oils and possibly other cosmetic ingredients.
  • glucosylglycerides of the general formula are advantageous
  • glucosylglycerides are preferred according to the invention. It is advantageous according to the invention to choose the molar ratio of one or more glucosylglycerides to one or more anti-dandruff active ingredients in the range from 100: 1 to 1: 100, preferably 50: 1 to 1:50, particularly preferably 20: 1 to 1:20 ,
  • those preparations are particularly advantageous, which are characterized in that the glucosylglyceride or in the water and / or oil phase in concentrations of 0.001 to 40.00 wt .-%, preferably 0.005 to 15.00 wt .-%, especially preferably 0.01 to 12.00 wt .-%, each based on the total weight of the composition.
  • the preparations are particularly advantageously characterized in that the one or more anti-dandruff active ingredients in concentrations of 0.01-10.00% by weight, preferably 0.05-5.00% by weight, particularly preferably 0.1 to 3.00% by weight, in each case based on the total weight of the composition, is present or present.
  • the preparation according to the invention is advantageous according to the invention.
  • the preparation according to the invention is preferably used as a shampoo and / or conditioner.
  • the cosmetic preparation according to the invention is stored in a bottle, squeeze bottle, pump spray or aerosol can and applied out of it.
  • bottles, squeeze bottles, double-chamber packing, pump spray or aerosol cans containing a preparation according to the invention are also suitable according to the invention.
  • the preparation according to the invention advantageously contains one or more anionic surfactants. These are according to the invention advantageously in a concentration of 1 to 20% by weight, and according to the invention preferably in a concentration of 5 to 12% by weight, in each case based on the total weight of the preparation, in the preparation. Particularly preferred according to the invention is the use of narium lauryl ether sulfate as anionic surfactant.
  • the preparation advantageously contains one or more amphoteric surfactants.
  • amphoteric surfactants are according to the invention advantageously in one Concentration of 1 to 20% by weight, and according to the invention preferably in a concentration of 3 to 8% by weight, in each case based on the total weight of the preparation, in the preparation.
  • Particularly preferred according to the invention is the use of cocamidopropylbetaine as the amphoteric surfactant.
  • the preparation according to the invention may advantageously also contain nonionic surfactants.
  • Particularly preferred according to the invention is the use of PEG-7 glyceryl cocoate and / or PEG-40 hydrogenated castor oil as nonionic surfactant.
  • Suitable cationic polymers are, for example
  • quaternized cellulose derivatives e.g. Polyquaternium-10, as are commercially available under the names Celquat and Polymer JR cationic guar derivatives, in particular those sold under the trade names Cosmedia Guar and Jaguar products
  • polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid in particular the products sold under the names Merquat 100 and Merquat 550 commercially available.
  • cationic polymer or mixtures of cationic polymers in a concentration of 0.01 to 2% by weight, preferably in a concentration of 0.05 to 1.5% by weight and more preferably of 0.1 to 1.0% by weight, in each case based on the total weight of the preparation to use.
  • compositions according to the invention optionally contain, in addition to the aforementioned substances, the additives customary in cosmetics, for example perfume, dyes, antimicrobials, moisturizing agents, complexing and sequestering agents, pearlescing agents, plant extracts, vitamins, active ingredients, preservatives, bactericides, pigments containing a have coloring, thickening, softening, wetting and / or moisturizing substances, or other conventional ingredients of a cosmetic or dermatological formulation such as alcohols, polyols, polymers, foam stabilizers, electrolytes, organic solvents or silicone derivatives.
  • inventively advantageous usable active ingredients, auxiliaries and additives are by no means limited to the substances and compounds mentioned here by name.
  • such active ingredients may advantageously be present in concentrations (individual concentration of an active substance) of from 0.001 to 5% by weight, based in each case on the total weight of the preparation, in the preparations.
  • effect substances for example color and / or bulking beads, glitter substances and the like
  • effect substances for example color and / or bulking beads, glitter substances and the like
  • Opacifying agents / pearlescing agents or mixtures which are advantageous according to the invention include:
  • PEG-3 distearate e.g., CUTINA TS from Cognis
  • glycol distearate glycerol, laureth-4 and
  • Cocamidopropylbetaine e.g., Euperlan PK 3000 and Euperlan PK 4000 the
  • glycol distearate coco glucosides, glyceryl oleate and glyceryl stearate (e.g., Lamesoft TM Benz from Cognis).
  • Styrene / acrylate copolymers e.g., Acusol OP 301 from Rohm & Haas
  • antioxidants which are suitable or customary for cosmetic and / or dermatological applications can be used as favorable antioxidants.
  • the amount of antioxidants (one or more compounds) in the preparations is preferably from 0.001 to 30% by weight, particularly preferably from 0.05 to 20 Wt .-%, in particular 1 - 10 wt .-%, based on the total weight of the preparation.
  • the cosmetic or dermatological preparation in the sense of the present invention is a solution or emulsion or dispersion, it is possible to use as solvent:
  • Oils such as triglycerides of capric or caprylic acid, but preferably castor oil;
  • Fats, waxes and other natural and synthetic fats preferably esters of fatty acids with lower C-number alcohols, e.g. with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids;
  • Alcohols, diols or polyols of low C number, and their ethers preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analog products.
  • mixtures of the abovementioned solvents are used.
  • alcoholic solvents water can be another ingredient.
  • Cosmetic preparations in the context of the present invention may also be present as gels which, in addition to an effective content of the active ingredient according to the invention and solvents used for this purpose, preferably water, also organic thickening agents, e.g. Gum arabic, xanthan gum, sodium alginate, cellulose derivatives, preferably methylcellulose, hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose or inorganic thickening agents, e.g. For example, aluminum silicates such as Benetonite, or a mixture of polyethylene glycol and polyethylene glycol stearate or distearate.
  • organic thickening agents e.g. Gum arabic, xanthan gum, sodium alginate
  • cellulose derivatives preferably methylcellulose, hydroxymethylcellulose, hydroxyethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose or inorganic thickening agents, e.g.
  • aluminum silicates such as Beneto
  • Embodiments of the present invention which are advantageous according to the invention are characterized in that the preparation likewise contains polyacrylates as thickening agent.
  • Polyacrylates which are advantageous according to the invention are polymers of acrylic acid, in particular those selected from the group of the so-called carbomers or carbopols (Carbopol ⁇ (R)> is actually a registered trademark of the BF Goodrich Company).
  • Advantageous carbopols are for example the types 907, 910, 934, 940, 941, 951, 954, 980, 981, 1342, 1382, 2984 and 5984 or also the types ETD (Easy-to-disperse) 2001, 2020, 2050, Aqua -SF1 wherein these compounds can be present individually or in any desired combinations with one another.
  • the copolymers of C10-30-alkyl acrylates and one or more monomers of acrylic acid, methacrylic acid or their esters which are comparable to the acrylate-alkyl acrylate copolymers are advantageous.
  • the INCI name for such compounds is "Acrylates / C 10-30 Alkyl Acrylate Crosspolymer". Particularly advantageous are those available under the trade names Pemulen TR1 and Pemulen TR2 from the B.F. Goodrich Company.
  • the thickener is present in the gel e.g. in an amount between 0, 1 and 30 wt .-%, preferably between 0.5 and 15 wt .-%, included.
  • phase B is heated with stirring to about 70 ° C until a clear solution is formed. Subsequently, phase B is cooled and added to phase A.
  • phase C The water of phase C is mixed with the sodium hydroxide solution.
  • Jaguar Excel is slowly sprinkled while stirring. Subsequently, the mixture is heated to 70 ° C and stirred until a homogeneous phase is formed. With stirring, the citric acid is added. Phase C is cooled and added to phase A.
  • Genapol LA 090 is heated to about 70 ° C with stirring. Subsequently, the Crinipan AD is added and dissolved with stirring. The mixture is then cooled to 40 ° C and it is added with stirring, the addition of the remaining ingredients of the phase D. It is stirred until a homogeneous phase is formed and added to the phase A.
  • phase E The addition of the ingredients of phase E is carried out in the order given. It is stirred until a homogeneous shampoo is formed.
  • inventive product A is superior to the comparison product in terms of all features.
  • Ucare Polymer JR 400 is interspersed in the water of phase B.
  • the phase B is heated with stirring to about 70 ° C until a clear solution is formed.
  • Phase B is cooled and added to Phase A.
  • phase C The water of phase C is mixed with the sodium hydroxide solution.
  • Jaguar Excel is slowly sprinkled while stirring. Subsequently, the mixture is heated to 70 ° C and stirred until a homogeneous phase is formed. With stirring, the citric acid is added. Phase C is cooled and added to phase A.
  • phase E The raw materials of phase E are heated to about 75 ° C, mixed homogeneously and added to phase A.
  • Eumulgin HRE 40 is melted at a temperature of about 40 ° C.
  • the remaining phase F raw materials are added to the Eumulgin HRE 40.
  • the phase is mixed homogeneously and added to phase A.
  • phase E The addition of the ingredients of phase E is carried out in the order given. It is stirred until a homogeneous shampoo is formed.
  • Amount variable for adjusting a pH of the water phase from 3.8 to 4.8
  • the raw materials of phase A are mixed together and heated to 80 ° C.
  • phase B The water of phase B is mixed with the sodium hydroxide solution.
  • Jaguar Excel is slowly sprinkled while stirring. Subsequently, the mixture is heated to 70 ° C and stirred until a homogeneous phase is formed. With stirring, the citric acid is added. Phase B is added to Phase A.
  • phase C In a Kitchen Aid, the raw materials of phase C are heated to 80 ° C. and mixed homogeneously with stirring. Phase A is added to Phase C.
  • Phase A and Phase C are mixed and cooled in a Kitchen Aid.
  • Phase D is added at 40 ° C and Phase E at 30 ° C. It is stirred until a homogeneous conditioner is formed.
  • the viscosity of the conditioner is 3000-5000 mPas (measured with HAAKE viscotester VT02 with rotor 1)

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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)
  • Cosmetics (AREA)

Abstract

L'invention concerne des associations de principes actifs constituées (i) d'une ou de plusieurs substances actives contre les pellicules, ainsi que (ii) d'un ou de plusieurs glucosylglycérides.
PCT/EP2011/071176 2010-12-23 2011-11-28 Associations de principes actifs constituées de glucosylglycérides et d'une ou de plusieurs substances actives contre les pellicules Ceased WO2012084419A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102010055763.3 2010-12-23
DE201010055763 DE102010055763A1 (de) 2010-12-23 2010-12-23 Wirkstoffkombinationen aus Glucosylglyceriden und einem oder mehreren gegen Kopfschuppen wirksamen Substanzen

Publications (2)

Publication Number Publication Date
WO2012084419A2 true WO2012084419A2 (fr) 2012-06-28
WO2012084419A3 WO2012084419A3 (fr) 2013-07-18

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PCT/EP2011/071176 Ceased WO2012084419A2 (fr) 2010-12-23 2011-11-28 Associations de principes actifs constituées de glucosylglycérides et d'une ou de plusieurs substances actives contre les pellicules

Country Status (2)

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DE (1) DE102010055763A1 (fr)
WO (1) WO2012084419A2 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114025736A (zh) * 2019-07-09 2022-02-08 宝洁公司 局部用头皮护理组合物

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112014003463A2 (pt) 2011-08-15 2017-01-17 Procter & Gamble métodos destinados a acentuar a hidratação da pele e melhorar a pele saudável
JP2023514673A (ja) * 2020-01-17 2023-04-07 ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ ヘアトリートメント組成物

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ZA82301B (en) * 1981-01-31 1982-12-29 Beecham Group Plc Medicated conditioner
DE19540749A1 (de) * 1995-11-02 1997-05-07 Beiersdorf Ag Kosmetische Zubereitungen mit einem wirksamen Gehalt an Glycosylglyceriden
DE19634019A1 (de) * 1996-08-23 1998-02-26 Beiersdorf Ag Gegen Mikroogranismen, Viren, Parasiten und Protozoen wirksame Glycoglycerolipide
JP3996543B2 (ja) * 2003-05-08 2007-10-24 株式会社ノエビア 頭皮頭髪外用剤、育毛剤、及び血管内皮細胞増殖因子産生促進剤
JP4050676B2 (ja) * 2003-08-22 2008-02-20 花王株式会社 洗浄料
GB2438047A (en) * 2006-05-08 2007-11-14 Ciba Sc Holding Ag Triazine derivatives as UV filters for cosmetic compositions
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JP4817182B2 (ja) * 2006-07-20 2011-11-16 花王株式会社 毛髪化粧料
US20080159970A1 (en) * 2006-12-20 2008-07-03 L'oreal Kit comprising silicone compounds and a cosmetic and/or dermatological active agent

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"International Cosmetic Ingredient Dictionary and Handbook", vol. 1 - 3, 1997, THE COSMETIC, TOILETRY, AND FRAGRANCE ASSOCIATION

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114025736A (zh) * 2019-07-09 2022-02-08 宝洁公司 局部用头皮护理组合物
US12472132B2 (en) 2019-07-09 2025-11-18 The Procter & Gamble Company Topical scalp composition

Also Published As

Publication number Publication date
DE102010055763A1 (de) 2012-06-28
WO2012084419A3 (fr) 2013-07-18

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