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WO2001047625A1 - Capsules de chitosane pigmentees - Google Patents

Capsules de chitosane pigmentees Download PDF

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Publication number
WO2001047625A1
WO2001047625A1 PCT/EP2000/012692 EP0012692W WO0147625A1 WO 2001047625 A1 WO2001047625 A1 WO 2001047625A1 EP 0012692 W EP0012692 W EP 0012692W WO 0147625 A1 WO0147625 A1 WO 0147625A1
Authority
WO
WIPO (PCT)
Prior art keywords
capsules
chitosan
dispersion
pigment
component
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/EP2000/012692
Other languages
German (de)
English (en)
Inventor
Wolfhard Scholz
Heike Schelges
Claudia Panzer
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
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Priority to AU28422/01A priority Critical patent/AU2842201A/en
Publication of WO2001047625A1 publication Critical patent/WO2001047625A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02—Making microcapsules or microballoons
    • 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
    • A61K8/11—Encapsulated compositions
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/22—Peroxides; Oxygen; Ozone
    • 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
    • A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25—Silicon; Compounds thereof
    • 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
    • A61K8/73—Polysaccharides
    • A61K8/736—Chitin; Chitosan; Derivatives thereof
    • 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
    • A61Q19/10—Washing or bathing preparations
    • 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
    • A61Q5/02—Preparations for cleaning the hair
    • 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
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • the invention relates to colored capsules with chitosan as a component of the wall material, which include a dispersion of a pigment and optionally a lipid component in water.
  • microcapsules from solutions of polymers which contain dissolved or dispersed active ingredients by precipitation reactions, coacervation or crosslinking agents is frequently described in the specialist literature. It is also known to use chitosan, a deacetylated chitin, as a cationic polymer for the production of microcapsules, e.g. B. from EP 0534572 AI by crosslinking with glyoxal hydrate or from PCT 96/00056 AI by crosslinking with polyanionic electrolytes, for. B. tripolyphosphate.
  • ES 2112150 AI describes a process for the formation of capsules, in which chitosan is precipitated with an anionic surfactant or an anionic dye.
  • WO 98/22210 AI describes a process for the microencapsulation of oil components by chitosan, which is coacervated by an anionic surfactant and stabilized by acetylation or crosslinking.
  • WO 98/43609 A2 describes chitosan microspheres which are obtained by precipitating the chitosan of an emulsion of oil components containing chitosan by means of alkaline surfactant solutions.
  • microcapsules described in the cited prior art are either colorless or milky white or have no useful cosmetic properties.
  • the incorporation of water-soluble dyes into such capsules had in the past frequently led to the bleeding of these dyes through the capsule wall and thus to products which had little shelf life.
  • the incorporation of anionic dyes into the capsule wall considerably limits the flexibility in the coloring and the range of color effects that can be achieved.
  • the inventors have therefore set themselves the task of producing capsules with chitosan as a component of the wall material, which have an aesthetically pleasing coloration which is stably anchored in the capsule. It has been found that this goal can be achieved very well if the capsules include a dispersion of at least one particulate pigment, possibly also a lipid component, in an aqueous medium.
  • the invention therefore relates to capsules with chitosan as a component of the wall material, characterized in that the capsules include a dispersion of a particulate pigment and optionally a lipid component in an aqueous medium.
  • the invention further relates to a process for the production of such capsules, in which a dispersion of a pigment and, if appropriate, a lipid component is prepared in an aqueous solution of a chitosan salt and is introduced into the aqueous solution of a precipitating or crosslinking agent for the chitosan in such a way that Form capsules.
  • This introduction is preferably carried out so that the aqueous dispersion in the, for. B. by stirring, moving solution of the precipitating or crosslinking agent so that capsules form about the size of the drops, preferably with a diameter of 0.1 to 10 mm.
  • the size of the drops can be controlled within certain limits by the type of feed as well as by the viscosity and surface tension of the dispersion. You can e.g. B. also bring the dispersion through a nozzle under the surface of the precipitant solution and thereby the drop size z. B. by the size and shape of the nozzle opening or by the injection pressure and the movement of the precipitant solution.
  • the solution of a chitosan salt which is suitable according to the invention preferably contains, as chitosan, an deacetylated chitin whose molecular weight is in the range from 50,000 to 5,000,000 D and which has a degree of deacetylation of at least 80%.
  • a chitosan can be in solid form as a white to light pink colored powder and is e.g. B. available under the trade name Hydagen ® CMFP (Cognis GmbH).
  • Inorganic and organic water-soluble acids e.g. As hydrochloric acid, sulfuric acid, or phosphoric acid.
  • organic acids in particular carboxylic acids with 2-10 C atoms, are preferably used.
  • Suitable carboxylic acids are especially the hydroxycarboxylic acids and polyhydroxycarboxylic acids and acidic amino acids with 2-10 C atoms.
  • Such preferably suitable acids are e.g. As glycolic acid, lactic acid, glutamic acid, citric acid, tartaric acid, ascorbic acid.
  • other carboxylic acids with 2-10 C atoms e.g. B. unsaturated carboxylic acids such as sorbic acid, ketocarboxylic acids such as pyruvic acid, aromatic carboxylic acids such as. B. benzoic acid, dicarboxylic acids such as. B. glutaric or adipic acid, maleic acid, phthalic acid or mucic acid are suitable as salt-forming acids for chitosan.
  • the solution of the chitosan salt to be used according to the invention contains the chitosan salt in an amount of 0.1 to 10% by weight.
  • Suitable as pigments are all water-soluble colorless or colored, inorganic or organic particulate substances which bring about a color effect, a gloss or pearlescent or clouding.
  • Suitable white pigments are e.g. B. titanium dioxide, zinc oxide, zinc sulfide, combinations of titanium dioxide or kaolin and mica, barium sulfate, barium carbonate, Barium tungstate, bismuth oxychloride, basic bismuth nitrate, lead sulfate, basic lead carbonate, lead silicate, strontium sulfide, calcium silicate and antimony (3) oxide.
  • Suitable color pigments are especially oxides, oxide hydrates, carbonates, sulfides, selenides, sulfates, chromates, molybdates, sulfur-containing silicates and complex metal cyanides of metals from the 6th to 12th group of the periodic system.
  • examples of such pigments are various iron oxides, chromium oxide, copper phthalocyanine and iron (3) cyanoferrate (4).
  • Carbon black and iron oxide black or mixed crystals of copper oxide, chromium oxide and iron oxide are suitable as black pigments.
  • Metal powders e.g. B. of aluminum, copper and its alloys with silver and cadmium.
  • pearlescent pigments are, for. B. lead carbonate, bismuth oxychloride or titanium dioxide mica.
  • luminescent pigments can be used with metals such as copper, manganese or silver and other doped, highly pure sulfides, oxides, selenides or carbonates, for. B. with silver-doped zinc sulfate (blue light pigment) or with copper and aluminum-doped zinc sulfide (green light pigment).
  • Organic color pigments are e.g. B. azo pigments, indigoids, dioxazine, quinacridone, phthalocyanine, isoindolinone, perylene and perinone pigments, metal complex pigments, alkali blue and diketopyrolopyrrole pigments and synthetic melanin.
  • natural color pigments e.g. As chlorophyll, and ground flowers, shells, stems, leaves or roots of plants can be used.
  • matting or opacifying agents can also be present in the pigment dispersions.
  • opacifiers are e.g. B. inorganic Powder such as As silicas, talc, Veegum, kaolin, organic fillers such. B. starch or starch derivatives, polymer powder or natural flours (e.g. core flours).
  • the pigment is contained in an amount of 0.001 to 1% by weight, based on the weight of the capsules, and in a particle size of less than 1 ⁇ m, preferably less than 0.5 ⁇ m.
  • the capsule contains a dispersed lipid component in addition to the dispersed pigment.
  • this serves to stabilize the pigment dispersion, and on the other hand, the lipid component can be used to introduce interesting cosmetic, skin-softening substances into the capsules.
  • the lipid phase can also serve as a carrier phase for cosmetic and dermatological active ingredients dissolved therein.
  • Dispersed solid lipophilic substances can e.g. B. waxes or wax-like substances, e.g. B. fatty alcohols with 16-22 carbon atoms, hardened triglyceride fats from C ⁇ 6 -C 22 fatty acids, synthetic fatty acid fatty alcohol esters, paraffins, polyethylene wax, silicone waxes or other polymer powders.
  • lipophilic, solid cosmetic or pharmaceutical active ingredients can also be dispersed in the chitosan solution.
  • Such substances are e.g. B. the ceramides, retinol or retinol esters, cholesterol or phytosterols.
  • Liquid lipophilic substances which can be contained in the chitosan salt solution in emulsified form are, above all, cosmetic oil components and liquid cosmetic and pharmacological active substances.
  • Suitable oil components are e.g. B. paraffin oil and other liquid hydrocarbons, e.g. B. 1,3-dioctylcyclohexane, silicone oils, di-n-alkyl ethers with a total of 12-36 carbon atoms, liquid fatty alcohols, e.g. B. Guerbet alcohols with 12-36 carbon atoms, olefin alcohol, esters of C 6 -C 22 fatty acids with C 6 -C 22 fatty alcohols, especially those of branched Fatty acids or from branched alcohols, liquid di- and triglyceride oils, e.g. B.
  • B. paraffin oil and other liquid hydrocarbons e.g. B. 1,3-dioctylcyclohexane, silicone oils, di-n-alkyl ethers with a total of 12-36 carbon atoms, liquid fatty alcohols, e.g. B. Guerbet alcohols with 12-36 carbon atoms,
  • lipophilic cosmetic and / or dermatological active ingredients e.g. B. vitamins such as tocopherol or tocopherol esters, ascorbyl palmitate, retinol palmitate, bisabolol, phytantriol, essential oils (aromas, fragrances), oil-soluble UV filter substances, oil-soluble dyes, ceramides and other lipophilic active substances.
  • B. vitamins such as tocopherol or tocopherol esters, ascorbyl palmitate, retinol palmitate, bisabolol, phytantriol, essential oils (aromas, fragrances), oil-soluble UV filter substances, oil-soluble dyes, ceramides and other lipophilic active substances.
  • emulsification of a lipid component requires the use of an emulsifier, preferably an oil-in-water emulsifier.
  • Preferred emulsifiers and dispersants are nonionic surfactants, e.g. B.
  • Partial esters based on linear, branched, unsaturated or saturated C 6/22 fatty acids, ricinoleic acid or 12-hydroxystearic acid with glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (eg., Sorbitol), alkyl glucosides (for. Example methyl glucoside, butyl glucoside , Lauryl glucoside) and polyglucosides (e.g. cellulose);
  • the adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters and sorbitan mono- and diesters of fatty acids or with castor oil are known, commercially available products. These are mixtures of homologs, the middle of which Degree of alkoxylation corresponds to the molar ratio of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out.
  • C 8/18 alkyl mono- and oligoglycosides are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms.
  • glycoside residue both monoglycosides in which a sugar residue is glycosidically bonded to the fatty alcohol and oligomeric glycosides with a degree of oligomerization of up to about 8 are suitable.
  • the degree of oligomerization is a statistical mean based on a homolog distribution common for such technical products.
  • Zwitterionic surfactants can also be used as emulsifiers.
  • Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one carboxylate or sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example coconut alkyldimethylammonium glycinate, N-acylamino-propyl-N, N-dimethylammonium glycinate, for example coconut acylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylate -3-hydroxyethylimidazoline, each with 8 to 18 carbon atoms in the alkyl or acyl group, and the cocoacylaminoethyl-hydroxyethyl carboxymethylglycinate.
  • the fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • Suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are understood to mean those surface-active compounds which, in addition to a C 8/18 alkyl or acyl group, contain at least one free amino group and at least one -COOH or -SO 3 H group in the molecule and are capable of forming internal salts ,
  • ampholytic surfactants are N-alkylglycine, N-alkylaminopropionic acid, N-alkylaminobutyric acid, N-alkyliminodipropionic acid, N-hydroxyethyl-N-alkylamidopropylglycine, N-alkyltaurine, N-alkyl sarcosine, and alkylaminoacetic acid each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethyl aminopropionate and C ⁇ 2 / ⁇ 8 acyl sarcosine.
  • cationic emulsifiers are also suitable, those of the esterquat type, preferably methyl-autogenized difatty acid triethanolamine ester salts, being particularly preferred.
  • the emulsifiers are used in an amount of 0.001 to 1 part by weight per part by weight of the emulsified lipid. In a preferred embodiment of the process according to the invention, a dispersion is produced which
  • a pigment dispersion it is advantageous to incorporate the pigment into the aqueous phase together with the oil component and the emulsifier. But you can also first create an emulsion of the lipid component and then incorporate the pigment into the emulsion. In any case, a stable dispersion of the pigment is achieved by the emulsified lipid component.
  • the aqueous solution of the chitosan salt or the pigment dispersion prepared therefrom may contain further water-soluble substances which either contain pharmaceutical auxiliaries, for. B. to increase the microbiological or physical stability of the emulsion or the capsule wall or cosmetic or dermatological active ingredients.
  • Such hydrophilic substances are salts, e.g. B. buffer salts, water-soluble preservatives (Na benzoate, Na sorbate, 1, 6-hexanediol, p-hydroxybenzoic acid methyl ester), water-soluble cosmetic active ingredients such as. B. ascorbic acid, urea, allantoin, panthenol, fruit acids, amino acids, plant extracts, water-soluble UV filter substances, polyols such as glycerol, sorbitol and 1,2-propylene glycol, polyethylene glycols, sugars, glucamines and water-soluble dyes, nonionic or cationic polymers such. B. agar-agar, gelatin, cellulose (derivatives), polyquaternium 7 etc.
  • B. buffer salts e.g. B. buffer salts
  • water-soluble preservatives Na benzoate, Na sorbate, 1, 6-hexanediol, p-hydroxybenzoic acid methyl ester
  • the aqueous solution of the chitosan salt or the dispersion produced therefrom also contains further dissolved cationic polymers.
  • Suitable water-soluble cationic polymers are synthetic polymer salts, the monomer units of which carry primary, secondary or tertiary amino groups, which make these polymers water-soluble by salt formation with acids.
  • Other suitable cationic polymers carry recurring monomer units with quaternary ammonium groups, which also cause the molecule to be water-soluble.
  • water-soluble derivatives of natural polysaccharides or of proteins with cationic groups can also be used as cation polymers.
  • Suitable cationic polymers are e.g. B. the water-soluble homopolymers of dimethyl dialkyl ammonium chloride and its water-soluble copolymers with z.
  • Precipitants or crosslinking agents are understood to mean those substances which react in aqueous solution with the chitosan salt to form water-insoluble products.
  • an alkali e.g. B. a dissolved alkali hydroxide, an alkali carbonate, guanidine, an alkanolamine or another basic product which displaces the chitosan from its salt and causes it to precipitate.
  • Anionic polyelectrolytes e.g. B. the water-soluble salts of polyphosphoric acids, for. B. sodium tripolyphosphate, the water-soluble salts of polycarboxylic acids, for. B. sodium polyacrylate or crosslinked polyacrylates.
  • water-soluble salts of polymeric sulfonic acids e.g. B. 01 _.,., _
  • Polyvinyl sulfonates, or of polymeric phosphoric acid esters, e.g. B. nucleic acids such. B. deoxyribonucleic acid and polymeric organophosphonic acids are suitable as precipitants for the chitosan.
  • Anionic derivatives of natural polymers such as. B. salts of carboxymethyl cellulose, carboxymethyl starch or carboxymethyl guar are suitable as precipitants.
  • anionic surfactants are also suitable, since at a concentration above their critical micelle formation concentration they form associations which appear as micelles, lamellar phases, vesicles or other association colloids.
  • Anionic surfactants are generally understood to be those molecules which have a water-solubilizing, anionic group, e.g. B. have a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl or acyl group with about 8-22 carbon atoms.
  • anionic group e.g. B. have a carboxylate, sulfate, sulfonate or phosphate group and a lipophilic alkyl or acyl group with about 8-22 carbon atoms.
  • glycol or polyglycol ether groups, ester, ether and / or amide groups and hydroxyl groups can be present in the molecule.
  • anionic surfactants are, in each case in the form of the sodium, potassium, ammonium or the mono-, di- or trialkanolammonium salts with 2 or 3 carbon atoms in the alkanol group
  • Acyl sarcosides with 10-18 C-atoms in the acyl group, and acylated protein hydrolyzates with 12-22 C-atoms in the acyl group, linear alkyl sulfates and alkyl polyglycol ether sulfates of the formula RO- (CH 2 -CH - O) x -OSO 3 H, in the R is a linear alkyl group with 10-18 carbon atoms and X 0 or 1-12
  • Fatty acid monoglyceride sulfates of -C 8 -C 8 fatty acids for.
  • anionic dyes are also suitable as precipitants for the chitosan.
  • Suitable anionic dyes are water-soluble and contain, as a water-solubilizing group, carboxylate or phenolate groups (fluorescein, phenolphthalein) or preferably sulfonate groups bound to a chromophoric, mostly aromatic system.
  • Suitable anionic dyes can be found in the Food Red and Food Yellow series or in the Acid Red, Acid Orange, Acid Yellow, Acid Violet and Acid Blue series with one or two carboxyl and / or sulfo groups on a chromophoric aromatic ring system ,
  • the precipitant is selected from the group of anionic surfactants, anionic dyes, anionic polyelectrolytes or mixtures thereof.
  • Such further stabilization can e.g. B. by crosslinking or derivatization of the chitosan z. B. by implementation with an aliphatic dialdehyde, e.g. B. with glyoxal or with glutardialdehyde.
  • Another way of crosslinking is to react with a diisocyanate or with a dicarboxylic anhydride such as. B.
  • the reagents required for the crosslinking or derivatization are added to the solution of the precipitant either before or preferably after the addition of the chitosan solution and the formation of the capsules.
  • the capsules produced according to the invention can be isolated from the aqueous production medium, e.g. B. by filtration, sedimentation or centrifugation. You should then be taken up in another aqueous or oily carrier phase as soon as possible because the enclosed dispersion can release water into the air through the capsule wall and the capsule can therefore be deformed or completely destroyed when stored in the air.
  • the capsules pigmented according to the invention are suitable as a component for producing aesthetic effects and, if appropriate, also as a carrier of cosmetic or dermatological active ingredients in aqueous preparations for cleaning and care of the body or the hair. They can also be used in liquid and gel-like oral and dental care products, e.g. B. incorporate into mouthwashes or liquid toothpastes. However, the preferred area of application is that of liquid and yellow shower and bath preparations, shampoos and liquid soaps.
  • Paraffin oil 170 g
  • Emulgin 05 5 g
  • Emulgin 05 was mixed with paraffin oil and the pigment and the mixture was heated to 60 ° C. The mixture was then dripped into the hydragen CMF heated to 60 ° C. with stirring and processed into a dispersion using a homogenizer (Ultra-Turrax).
  • a homogenizer Ultra-Turrax
  • the dispersion was then introduced into a solution by means of an automatic dosing device
  • the capsules could be separated by decanting and taken up in water or any aqueous or oily media. 2. Production of further pigmented capsules
  • Iron Oxide Yellow (Pigment Yellow 42), C.I. 77 492 Iron Oxide Red (Pigment Red 101), C.I. 77 491 Chromium Oxide Green (Pigment Green 17), C.I. 77 288 Chromophthal Blue 4 GN (Pigment Blue 15), C.I. 74160 Real Red-Dark (Pigment Red 5), C.I. 12 490 Prussian blue (Pigment Blue 27).
  • the dispersion and the capsules were prepared analogously to Example 1.
  • oil component 2.1.8 (Cetiol ® PLG)
  • nucleic acid Na salt DNA from fish sperm
  • Talc powder 1.0 g 1.0 g Asebiol LS 2539 BT2 - 1.0 g chrome oxide green (C.I. 77288) 0.05 g 0.05 g Hydagen CMF 30.0 g 30.0 g
  • Talcum powder and chrome oxide green were stirred into Hydagen CMF (and Asebiol LS 2539 BT2 added).
  • the mixture was processed with a homogenizer (Ultra-Turrax) into a stable dispersion.
  • the dispersion was dissolved in a solution by means of an automatic dosing system
  • Hydagen R CMF chitosan salt solution (1% by weight chitosan, 0.4% by weight glycolic acid in water)
  • Eumulgin R 05 Cetyl-oleyl alcohol polyglycol ether (5 EO) Dragocolor R True Red Dark: Pigment Red 5 (C 10 H 3I C1 NO 7 S) (CI12490)
  • Texapon R Kl 2-98 sodium lauryl sulfate
  • Asebiol R LS 2539-BT-2 protein hydrolyzate mixture (Aqua, Hydrolized Yeast Protein, Pyridoxine, Niacinamide, Glycerol, Panthenol, Propyleneglycol, Allantoin, Biotin)

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
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  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
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  • Inorganic Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne des capsules pigmentées comportant du chitosane en tant que constituant du matériau de paroi. Ces capsules sont fabriquées par préparation d'une dispersion d'un pigment et éventuellement d'une composante lipidique dans une solution aqueuse d'un sel de chitosane, et par introduction de cette dispersion dans la solution aqueuse d'un agent précipitant ou réticulant destiné au chitosane, de manière à former des capsules ayant de préférence un diamètre de 0,1-10 mm. Ces capsules peuvent être utilisées en tant que constituant pour la création d'effets esthétiques, et en tant que porteur d'agents cosmétiques ou dermatologiques dans des préparations aqueuses.
PCT/EP2000/012692 1999-12-23 2000-12-14 Capsules de chitosane pigmentees Ceased WO2001047625A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU28422/01A AU2842201A (en) 1999-12-23 2000-12-14 Pigmented chitosan capsules

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19962348.1 1999-12-23
DE1999162348 DE19962348A1 (de) 1999-12-23 1999-12-23 Pigmentierte Chitosan-Kapseln

Publications (1)

Publication Number Publication Date
WO2001047625A1 true WO2001047625A1 (fr) 2001-07-05

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PCT/EP2000/012692 Ceased WO2001047625A1 (fr) 1999-12-23 2000-12-14 Capsules de chitosane pigmentees

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AU (1) AU2842201A (fr)
DE (1) DE19962348A1 (fr)
WO (1) WO2001047625A1 (fr)

Cited By (5)

* Cited by examiner, † Cited by third party
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EP1243321A1 (fr) * 2001-03-22 2002-09-25 Primacare S.L., c/o Cognis Iberica S.L. Microcapsules (IX)
WO2014064121A3 (fr) * 2012-10-25 2014-07-31 Unilever Plc Améliorations se rapportant à des compositions de traitement de surface
CN113248633A (zh) * 2021-06-25 2021-08-13 项斌 一种低分子壳聚糖的制备方法
US11253458B2 (en) 2016-10-28 2022-02-22 Conopco, Inc. Personal care composition comprising particles
US11471396B2 (en) 2016-10-28 2022-10-18 Conopco, Inc. Personal care compositions comprising surface-modified particles and non-volatile funcationalised silicone

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2850271B1 (fr) * 2003-01-27 2006-08-04 Oreal Utilisation de nanoparticules semiconductrices luminescentes en cosmetique
US7736631B2 (en) 2003-04-01 2010-06-15 L'oreal S.A. Cosmetic dye composition with a lightening effect for human keratin materials, comprising at least one fluorescent dye and at least one aminosilicone, and process of dyeing
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EP1243321A1 (fr) * 2001-03-22 2002-09-25 Primacare S.L., c/o Cognis Iberica S.L. Microcapsules (IX)
WO2014064121A3 (fr) * 2012-10-25 2014-07-31 Unilever Plc Améliorations se rapportant à des compositions de traitement de surface
US11253458B2 (en) 2016-10-28 2022-02-22 Conopco, Inc. Personal care composition comprising particles
US11471396B2 (en) 2016-10-28 2022-10-18 Conopco, Inc. Personal care compositions comprising surface-modified particles and non-volatile funcationalised silicone
CN113248633A (zh) * 2021-06-25 2021-08-13 项斌 一种低分子壳聚糖的制备方法
CN113248633B (zh) * 2021-06-25 2022-06-21 时垠(上海)生物科技有限公司 一种低分子壳聚糖的制备方法

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