WO2022194351A1 - Capsules de substances actives - Google Patents

Capsules de substances actives Download PDF

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Publication number
WO2022194351A1
WO2022194351A1 PCT/EP2021/056649 EP2021056649W WO2022194351A1 WO 2022194351 A1 WO2022194351 A1 WO 2022194351A1 EP 2021056649 W EP2021056649 W EP 2021056649W WO 2022194351 A1 WO2022194351 A1 WO 2022194351A1
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WO
WIPO (PCT)
Prior art keywords
sodium
peg
acid
potassium
sulfate
Prior art date
Application number
PCT/EP2021/056649
Other languages
German (de)
English (en)
Inventor
Ralf Bertram
Marcus HÖFLICH
Marek Münstermann
Benjamin ROST
Andreas Vogel
Britta RAABE
Christina KOEPKE
Lisette HOFFARTH
Daniela GREGOR
Nadine KRUG
Ines SCHÜNEMANN
Original Assignee
Symrise 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 Symrise Ag filed Critical Symrise Ag
Priority to PCT/EP2021/056649 priority Critical patent/WO2022194351A1/fr
Priority to EP21712800.8A priority patent/EP4308286A1/fr
Publication of WO2022194351A1 publication Critical patent/WO2022194351A1/fr

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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
    • B01J13/04—Making microcapsules or microballoons by physical processes, e.g. drying, spraying
    • B01J13/046—Making microcapsules or microballoons by physical processes, e.g. drying, spraying combined with gelification or coagulation
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/02—Acyclic compounds
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/04—Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00—Disinfectants; Antimicrobial compounds or mixtures thereof
    • 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
    • B01J13/06—Making microcapsules or microballoons by phase separation
    • B01J13/14—Polymerisation; cross-linking
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0097—Dye preparations of special physical nature; Tablets, films, extrusion, microcapsules, sheets, pads, bags with dyes
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039—Coated compositions or coated components in the compositions, (micro)capsules
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00—Compositions of detergents based essentially on soap
    • C11D9/005—Synthetic soaps
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D9/00—Compositions of detergents based essentially on soap
    • C11D9/04—Compositions of detergents based essentially on soap containing compounding ingredients other than soaps
    • C11D9/44—Perfumes; Colouring materials; Brightening agents ; Bleaching agents
    • C11D9/444—Dyes; Pigments

Definitions

  • the present invention is in the field of detergent preparations and relates to active ingredient capsules with stably incorporated dyes.
  • Core-shell capsules containing microcrystalline cellulose in the core are well known from the prior art, namely, for example
  • WO 2017 107628 A1 also discloses chitosan capsules which contain microcrystalline cellulose in the capsule shell.
  • the object of the present invention was therefore to provide capsules loaded with active ingredients and dyes, in which the active ingredients and dyes are stably incorporated, so that no bleeding takes place.
  • the capsules should be resistant to breakage, so that a sufficiently large or prolonged mechanical force is required before they break open and release both the dye and the active ingredient.
  • the capsules should be surfactant-stable, i.e. the shell should not disintegrate even in an environment containing a high level of surfactants, such as a soap base or a cream.
  • a first object of the invention relates to active ingredient capsules that can be obtained or obtained by
  • Another subject of the invention relates to an analogous production process, comprising or consisting of the following steps:
  • microcrystalline fibers specifically microcrystalline cellulose
  • the fiber is sealed with the dye in the second step.
  • the capsules are produced by coacervation in a hardening or precipitation bath and are not only extremely break-resistant, but also surfactant-stable.
  • the active substance capsules according to the invention can be obtained as described above by providing an emulsion comprising fibers, active substances, dyes and gel formers and dripping the emulsion into a hardening or precipitation bath.
  • the capsules are intensely colored after production. However, since they are only added to the end products in small amounts, they only affect their color when they are mechanically broken up and then primarily color the foam.
  • microcrystalline is understood to mean fibers or fiber fragments that have dimensions of about 100 to about 1,500 ⁇ m, preferably from about 200 to about 1,200 ⁇ m and in particular in their longest extent (“length”) from about 500 to about 1000 ⁇ m.
  • these fibers are spherical in shape.
  • MCC microcrystalline cellulose
  • MKZ microcrystalline cellulose
  • E460i microcrystalline cellulose
  • Microcrystalline cellulose is used in particular in direct tabletting. MCC is made from woody parts of plants, not from waste paper. Here, the vegetable cellulose is freed from non-crystalline cellulose parts with diluted hydrochloric acid at temperatures above 100 °C. Thereafter, optional carboxylation can occur to increase hydrophilicity. Thus, a microcrystalline carboxy- or carboxymethyl cellulose is also included in the present invention.
  • component (b) the selection of the active ingredients that form component (b) is not critical since it depends only on the intended use. However, perfumes and/or antimicrobial agents are particularly preferred.
  • Perfumes which may be mentioned are mixtures of natural and synthetic fragrances. Natural fragrances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (aniseed, coriander, caraway, juniper), fruit peel (bergamot, lemon, oranges), roots (mace, angelica, celery, cardamom, costus, iris, Calmus), wood (pine, sand egg, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme).
  • Typical synthetic fragrance compounds are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type.
  • Perfume compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzyl salicylate.
  • the ethers include, for example, benzyl ethyl ether
  • the aldehydes include, for example, the linear alkanals with 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamenaldehyde, hydroxycitronellal, lilial and bourgeonal
  • the ketones include, for example, the ionones, a-isomethylionone and methylcedryl ketone
  • the alcohols anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol
  • the hydrocarbons mainly include terpenes and balms.
  • fragrance oils of lower volatility which are mostly used as aroma components, are also suitable as perfume oils, for example sage oil, camomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labolanum oil and lavandin oil.
  • flavors examples include peppermint oil, spearmint oil, anise oil, star anise oil, caraway oil, eucalyptus oil, fennel oil, lemon oil, wintergreen oil, clove oil, menthol and the like.
  • Suitable antimicrobial agents can be selected from the group consisting of benzoic acid and para-hydroxybenzoic acid, their esters and salts, benzyl benzoate, propionic acid and their salts, salicylic acid and their salts, 2,4-hexadienoic acid (sorbic acid) and their Salts, levulinic acid and its salts, anisic acid and its salts, perillaic acid and its salts, cinnamic acid and its salts, formaldehyde and paraformaldehyde, 4-hydroxybenzaldehyde, ortho-, meta- and para-anisaldehyde, cinnamaldehyde, cinnamic alcohol, 2-hydroxybiphenyl ether and Its salts, 2-zinc sulfidopyridine N-oxide, inorganic sulfites and bisulfites, sodium iodate, chlorobutanol, 4-ethylmercury(II)-5-amino
  • Phenylpropanol, o-cymen-5-ol, 1,2-pentanediol, 1,2-hexanediol, 1,2-octanediol, 1,2-decanediol, 4-hydroxyacetophenone and mixtures thereof are particularly preferred.
  • Pigments are preferably used as dyes, the particle diameter of which is smaller by a factor of 10 to 100 and in particular by a factor of 20 to 50 than the length of the microcrystalline fibers.
  • Preferred gel formers within the scope of the invention are substances which can form gels in aqueous solution at temperatures above 40.degree.
  • Typical examples of such gel formers are heteropolysaccharides and proteins.
  • Preferred thermogelling heteropolysaccharides are agaroses, which can also be present in the form of the agar-agar obtainable from red algae together with up to 30% by weight of non-gel-forming agaropectins.
  • the main components of agaroses are linear polysaccharides made from galactose and 3,6-anhydro-L-galactose with alternating 1,3- and 1,4-glycosidic bonds.
  • the heteropolysaccharides preferably have a molecular weight of 110,000 to 160,000 and are both odorless and tasteless. Suitable alternatives are pectins, xanthans (including xanthan gum) and mixtures thereof. Other preferred types are those that still form gels in a 1% by weight aqueous solution, which below 80° C. do not melt and solidify again above 40°C. Examples from the group of thermo-gelling proteins are the various gelatins.
  • alginic acid or its salts are preferably used as the gelling agent.
  • Alginic acid is a mixture of carboxyl-containing polysaccharides with the following idealized monomer unit:
  • alginic acid or alginates The average molecular weight of alginic acid or alginates is in the range from 150,000 to 250,000.
  • Salts of alginic acid and its complete and partial neutralization products are understood to mean, in particular, the alkali metal salts, preferably sodium alginate ("algin"), and the ammonium and alkaline earth metal salts.
  • Mixed alginates for example sodium/magnesium or sodium/calcium alginates, are particularly preferred.
  • carboxymethyl cellulose and anionic chitosan derivatives for example the carboxylation and especially succinylation products, are also suitable for this.
  • chitosans can also be used as gel formers.
  • biopolymers that also belong to the group of hydrocolloids. From a chemical point of view, these are partially deacetylated chitins with different molecular weights, which contain the following - idealized - monomer unit:
  • chitosans In contrast to most hydrocolloids, which are negatively charged at biological pH values, chitosans are cationic biopolymers under these conditions. The positively charged chitosans are able to interact with oppositely charged surfaces and are therefore used in cosmetic hair and body care products and pharmaceutical preparations. emulsifiers
  • the emulsions can optionally also contain emulsifiers, which represent component (e).
  • emulsifiers are nonionic surfactants from at least one of the following groups:
  • Alkyl and/or alkenyl oligoglycosides having 8 to 22 carbon atoms in the alk(en)yl radical and their ethoxylated analogues;
  • Partial esters of polyglycerol (average degree of self-condensation 2 to 8), polyethylene glycol (molecular weight 400 to 5000), trimethylolpropane, pentaerythritol, sugar alcohols (e.g. sorbitol), alkyl glucosides (e.g. methyl glucoside, butyl glucoside, lauryl glucoside) and polyglucosides (e.g. cellulose) with saturated and/or unsaturated, linear or branched fatty acids having 12 to 22 carbon atoms and/or hydroxycarboxylic acids having 3 to 18 carbon atoms and their adducts with 1 to 30 moles of ethylene oxide;
  • block copolymers e.g., polyethylene glycol-30 dipolyhydroxystearates
  • Polymer emulsifiers e.g. Pemulen types (TR-1JR-2) from Goodrich or Cosmedia®
  • Alkoxylates The addition products of ethylene oxide and/or propylene oxide with fatty alcohols, fatty acids, alkylphenols or castor oil are known, commercially available products. These are homologous mixtures whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and/or propylene oxide and Substrate with which the addition reaction is carried out corresponds. C12 / 1 & - Fatty acid mono- and diesters of addition products of ethylene oxide to glycerol are known as moisturizing agents for cosmetic preparations.
  • Alkyl and/or alkenyl oligoglycoside Alkyl and/or alkenyl oligoglycosides, their preparation and their use are known from the prior art. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols having 8 to 18 carbon atoms.
  • the glycoside residue both monoglycosides, in which a cyclic sugar residue is glycosidically bonded to the fatty alcohol, and oligomeric glycosides with a degree of oligomerization of preferably up to about 8 are suitable.
  • the degree of oligomerization is a statistical mean value which is based on a homolog distribution customary for such technical products.
  • Sorbitan Esters Als Sorbitanester Arlington Sorbitanmonoisostearat, Sorbitan- sesquiisostearat, Sorbitan-diisostearat, Sorbitantriisostearat, Sorbitanmonooleat, Sorbitan- sesquioleat, Sorbitan-dioleat, Sorbitantrioleat, Sorbitanmonoerucat, Sorbitansesquierucat, Sorbitandierucat, Sorbitantrierucat, Sorbitanmonoricinoleat, Sorbitansesquiricinoleat, Sor- bitandiricinoleat, Sorbitantriricinoleat, Sorbitanmonohydroxystearat, Sorbitan- sesquihydroxystearat , sorbitan dihydroxystearate, sorbitan trihydroxystearate, sorbitan mono tartrate, sorbitan sesqui tartrate, sorbitan di tartrate, sorbitan tri tart
  • Polyglycerol esters are polyglyceryl-2 dipolyhydroxystearate (Dehymuls® PGPH), polyglycerol-3-diisostearate (Lameform® TGI), polyglyceryl-4 isostearate (Isolan® Gl 34), polyglyceryl-3 oleate, diisostearoyl polyglyceryl- 3 Diisostearate (Isolan® PDI), Polyglyceryl-3 Methylglucose Distearate (Tego Care® 450), Polyglyceryl-3 Beeswax (Cera Bellina®), Polyglyceryl-4 Caprate (Polyglycerol Caprate T2010/90), Polyglyceryl-3 Cetyl Ether (Chimexane® NL), polyglyceryl-3 distearate (C
  • polystyrene resin examples include the mono-, di- and triesters of trimethylolpropane or pentaerythritol with lauric acid, coconut fatty acid, tallow fatty acid, palmitic acid, stearic acid, oleic acid, behenic acid and the like, optionally reacted with 1 to 30 moles of ethylene oxide.
  • Anionic emulsifiers are aliphatic fatty acids having 12 to 22 carbon atoms, such as palmitic acid, stearic acid or behenic acid, and dicarboxylic acids having 12 to 22 carbon atoms, such as azelaic acid or sebacic acid.
  • zwitterionic surfactants are those surface-active compounds which contain at least one quaternary ammonium group and at least one carboxylate and one sulfonate group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines, such as the N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and 2-alkyl-3-carboxylmethyl -3-Hydroxyethylimidazoline each having 8 to 18 carbon atoms in the alkyl or acyl group and the cocoacylaminoethylhydroxyethylcarboxymethylglycinate.
  • betaines such as the N-alkyl-N,N-dimethylammonium glycinates, for example coconut alkyldimethylammonium glycinate, N-acylaminopropyl-N,N-dimethylammonium gly
  • fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • suitable emulsifiers are ampholytic surfactants.
  • Ampholytic surfactants are surface-active compounds which contain at least one free amino group and at least one --COOH or --SO.sub.3 H group in addition to a C.sub.s /i.s.-alkyl or acyl group in the molecule and are capable of forming inner salts.
  • ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylaminobutyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamidopropylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids, each with about 8 to 18 carbon atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci 2/18 -acylsarcosine.
  • cationic surfactants are also suitable as emulsifiers, with those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred. thickener
  • the thickeners that represent the optional component (f) can be selected from the group formed by Aerosil types (hydrophilic silicic acids), polysaccharides, in particular xanthan gum, guar guar, agar-agar, Alginates and tyloses, carboxymethyl cellulose and hydroxyethyl and hydroxypropyl cellulose, also high molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates (e.g. Carbopole® and Pemulen types from Goodrich; Synthalene® from Sigma; Keltrol types from Kelco; Sepigel types from Seppic; Salcare grades from Allied Colloids), polyacrylamides, polymers, polyvinyl alcohol and polyvinylpyrrolidone.
  • Aerosil types hydrophilic silicic acids
  • polysaccharides in particular xanthan gum, guar guar, agar-agar, Alginates and tyloses, carboxymethyl cellulose and hydroxyeth
  • Bentonites such as Bentone® Gel VS-5PC (Rheox), which is a mixture of cyclopentasiloxane, disteardimonium hectorite and propylene carbonate, have also proven particularly effective.
  • Surfactants such as ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with a narrow homolog distribution or alkyl oligoglucosides and electrolytes such as sodium chloride and ammonium chloride are also suitable.
  • the emulsions as described above are preferably Pickering emulsions.
  • This is a system that is stabilized by solid particles (here: microcrystalline fibers) that adsorb at the interface between the two phases.
  • This type of emulsion was made according to S.U. Pickering, who described the phenomenon in 1907.
  • S.U. Pickering who described the phenomenon in 1907.
  • solid particles are added to the mixture, they bind to the surface of the interface and prevent the droplets from coalescing, making the emulsion more stable.
  • Emulsions are preferably used which
  • the emulsions form the matrix, which still has to be cured. This is preferably done by coacervation, in particular by dripping in a hardening or precipitation bath, for example by imparting vibration to the emulsion with the aid of an oscillating membrane and then dripping through at least one nozzle, as described for example in EP 1413238 A1 (COGNIS).
  • COGNIS EP 1413238 A1
  • Corresponding apparatuses are available, for example, from Rieter Automatic GmbH.
  • alginic acid or chitosan or their salts are used as gel formers.
  • the hardening or precipitation bath contains a cationic compound, for example calcium ions. If a cationic gelling agent such as chitosan is used, the bath must contain an anionic compound such as alginate.
  • microcapsules with an average diameter of preferably 1 to 3 mm are obtained. It is advisable to sieve the capsules to ensure an even size distribution.
  • the microcapsules thus obtained can have any shape within the production-related limits, but are preferably essentially spherical.
  • the present invention also encompasses detergent preparations which contain the active ingredient capsules according to the invention.
  • These preparations are, for example, soap bases, bar soaps, syndet soaps, liquid soaps, cream soaps and the like intended for body cleansing.
  • the product types mentioned to which the capsules are to be added are collectively referred to as detergent bases.
  • the detergent base may contain the capsules of the invention in amounts of from about 0.5% to about 5% by weight, preferably from about 1% to about 2% by weight.
  • the detergent base essentially consists of a surfactant or a surfactant mixture, which in turn is preferably composed of anionic and mixtures of anionic and amphoteric surfactants.
  • the detergent base can contain vegetable oils and the components that are also part of the above be called emulsions, so mainly emulsifiers, thickeners, perfumes and dyes.
  • anionic and amphoteric (also called zwitterionic) surfactants forming component (a) include: mandelamidopropylamine oxide, mandelamidopropylbetaine, aminopropyllaurylglutamine, ammonium C12-15 alkyl sulfate, ammonium C12-16 alkyl sulfate, ammonium capryth sulfate, Ammonium Cocomonoglyceride Sulfate, Ammonium Coco Sulfate, Ammonium Cocoyl Isethionate, Ammonium Cocoyl Sarcosinate, Ammonium C12-15 Pareth Sulfate, Ammonium C9-10 Perfluoroalkylsulfonates, Ammonium Dinonyl Sulfosuccinate, Ammonium Dodecylbenzenesulfonate, Ammonium Isostearate, Ammonium Laureth-6 Carboxylate, Ammonium Laureth-8 Carboxylate, Ammonium
  • Capryloamphodipropionate Disodium Capryloylglutamate, Disodium Cetearylsulfosuccinate, Disodium Cetylphenyletherdisulfonate, Disodium Cetyl Sulfosuccinate, Disodium Cocamido MEA-Sulfosuccinate, Disodium Cocamido MIPA PEG-4 Sulfosuccinate, Disodium Cocamido MIPA-Sulfosuccinate, Disodium Cocamido PEG-3 Sulfosuccinate, Disodium Coceth-3 Sulfo succinate, disodium cocoamphocarboxyethylhydroxypropylsulfonate, disodium cocoampho- diacetate, disodium cocoamphodipropionate, disodium coco-glucoside sulfosuccinate, disodium coco sulfosuccinate, disodium cocoyl butyl gluceth-10 sulfosuccinate, disodium
  • PEG/PPG-150/35 Copolymer PEG/PPG-160/30 Copolymer, PEG/PPG-190/60 Copolymer,
  • PEG/PPG-200/40 Copolymer PEG/PPG-300/55 Copolymer, PEG/PPG-20/22 Methyl Ether Dimethicone, PEG-26-PPG-30 Phosphate, PEG/PPG-4/2 Propyl Heptyl Ether, PEG/PPG -6/2 propyl heptyl ether, PEG-7/PPG-2 propyl heptyl ether, PEG/PPG-8/2 propyl heptyl ether, PEG/PPG- 10/2 propyl heptyl ether, PEG/PPG-14/2 propyl heptyl ether, PEG/PPG-40 /2 Propylheptyl Ether, PEG/PPG-10/2 Ricinoleate, PEG/PPG-32/3 Ricinoleate, PEG-55 Propylene Glycol Oleate, PEG-25 Propylene Glycol Stearate, PEG-75 Propylene Glycol Stearate,
  • Caproyl methyl taurate sodium caprylate, sodium capryleth-2-carboxylate, sodium capryleth-9-carboxylate, sodium capryloamphoacetate, sodium
  • Cocoglyceryl Ether Sulfonate Sodium Coco/Hydrogenated Tallow Sulfate, Sodium Cocoiminodiacetate, Sodium Cocomonoglyceride Sulfate, Sodium Cocomonoglyceride Sulfonate, Sodium Coco PG-Dimonium Chloride Phosphate, Sodium Coco Sulfate, Sodium Cocoyl Sulfoacetate, Sodium Cocoyl Alaninate , Sodium Cocoyl Amino Acids, Sodium Cocoyl Collagen Amino Acids, Sodium Cocoyl Glutamate, Sodium Cocoyl Glutamate, Sodium Cocoyl Glycinate, Sodium Cocoyl/Hydrogenated Tallow Glutamate, Sodium Cocoyl Hydrolyzed Collagen, Sodium Cocoyl Hydrolyzed Keratin, Sodium Cocoyl Hydrolyzed Rice Protein, Sodium Cocoyl Hydrolyzed Silk, Sodium Cocoyl Hydrolyzed Soy Protein, Sodium Cocoyl Hydrolyzed
  • Cocoyl/Palmoyl/Sunfloweroyl Glutamate Sodium Cocoyl Proline, Sodium Cocoyl Sarcosinate, Sodium Cocoyl Taurate, Sodium Cocoyl Threoninate, Sodium Cocoyl Wheat Amino Acids, Sodium C12-14 Olefin Sulphonate, Sodium C14-16 Olefin Sulfonate, Sodium C14-18 Olefin Sulfonate, Sodium C16-18 Olefin Sulfonate, Sodium Cornamphopropionate, Sodium Cottonseedamphoacetate, Sodium C13-15 Pareth-8-Butyl Phosphate, Sodium C9-II Pareth- 6-Carboxylate, Sodium Cll-15 Pareth-7 Carboxylate, Sodium C12-13 Pareth-5 Carboxylate, Sodium C12-13 Pareth-8 Carboxylate, Sodium C12-13 Pareth-12 carboxylate, sodium C12- 15 pareth-6 carboxylate, sodium C12-15 pareth
  • Lauryl Glucoside Crosspolymer Sodium Hydroxystearate, Sodium Isostearate, Sodium Isosteareth-6-Carboxylate, Sodium Isosteareth- 11 Carboxylate, Sodium Isostearoamphoacetate, Sodium Isostearoamphopropionate, Sodium N- Isostearoyl Methyltaurate, Sodium Laneth Sulfate, Sodium Lanolate, Sodium Lardate, Sodium Lauramido Diacetate, Sodium Lauraminopropionate, Sodium laurate, Sodium laureth-3 carboxylate, Sodium laureth-4 carboxylate, Sodium laureth-5 carboxylate, Sodium laureth-6 carboxylate, Sodium laureth- 8 carboxylate, Sodium laureth-11 carboxylate, Sodium Laureth-12 carboxylate, sodium laureth-13 carboxylate, sodium laureth-14 carboxylate, sodium laureth-16 carboxylate, sodium laureth-17 carboxylate, sodium laure
  • Preferred anionic surfactants are one or more compounds selected from the group consisting of sodium laureth sulfate, sodium lauryl sulfate, sodium/potassium stearate, sodium/potassium oleate, sodium/potassium palmitate, sodium/potassium palmate, sodium/potassium palm kernelate, sodium/ Potassium Linoleate, Sodium/Potassium Laurate, Sodium/Potassium Myristate, Sodium/Potassium Caprylate, Sodium/Potassium Caprate, Sodium/Potassium Cocoate, Sodium/Potassium C14-16 Olefin Sulfonate, Sodium/Potassium Tallowate, Sodium/Potassium Lauroyl Isethionate, Sodium/potassium isethionate, coconut acid, coconut fatty acid C12-18, palm acid, palm kernel acid, stearic acid, lauric acid and mixtures thereof.
  • amphoteric surfactants include cocamidopropyl betaine, sodium cocoamphoacetate, and mixtures thereof.
  • Another subject of the invention relates to a method for producing a detergent preparation comprising or consisting of the following steps:
  • Incorporation means that the capsules are stirred into the base formulation with the necessary care either directly or after redispersion in a suitable solvent and are distributed homogeneously therein without the capsules mechanically breaking.
  • Example 1 Active ingredient capsules based on Aigmat
  • phase A The components of phase A were placed in water and processed into a homogeneous pre-emulsion. Then the emulsifier and the carrier (phase B) were added and also homogenized with stirring. In the third step, phase C was added and the carrier was loaded with the dye particles.
  • the composition of the overall mixture is given in Table 1.
  • composition of active ingredient capsules (quantities as % by weight)
  • Example 1 was repeated.
  • the composition of the overall mixture is given in Table 2.
  • composition of active ingredient capsules (quantities as % by weight) The mixture was then dropped into a bath consisting of a 30% strength by weight aqueous calcium chloride solution, during which the capsules hardened. After about 30 minutes, the intensely red colored capsules were filtered off and dried. Thereafter they were ready for incorporation into a detergent base.
  • phase A The components of phase A were placed in water and processed into a homogeneous pre-emulsion.
  • the emulsifier and the carrier (phase B) were then added and also homogenized with stirring.
  • phase C was added and the carrier was loaded with the dye particles.
  • Table 3 The composition of the overall mixture is given in Table 3.
  • Liquid soap (amounts in % by weight)
  • Liquid soap (amounts in % by weight)
  • Body cleansers (amounts in % by weight)
  • Liquid soap (amounts as % by weight)

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Abstract

L'invention concerne de nouvelles capsules de substances actives qui sont ou peuvent être obtenues par (i) la fourniture d'une émulsion aqueuse contenant (a) au moins une fibre microcristalline, (b) au moins une substance active, (c) au moins un colorant et (d) au moins un agent de formation de gel ; (ii) l'atomisation de l'émulsion dans un bain de durcissement en gouttelettes pour former des capsules ; et (iii) ultérieurement, la séparation et éventuellement le séchage des capsules.
PCT/EP2021/056649 2021-03-16 2021-03-16 Capsules de substances actives WO2022194351A1 (fr)

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Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999042087A2 (fr) 1998-02-20 1999-08-26 EGIS Gyógyszergyár Rt. Compositions pharmaceutiques a liberation lente, a base de billes de chlorure de potassium et ayant une teneur elevee en principe actif
EP1413238A2 (fr) 2002-10-23 2004-04-28 Matsushita Electric Industrial Co., Ltd. Aspirateur
WO2006047931A1 (fr) 2004-11-05 2006-05-11 Guolian Liu Application du dipyridamole dans la fabrication de médicaments contre les tumeurs malignes
WO2012027968A1 (fr) 2010-09-02 2012-03-08 成都华神集团股份有限公司制药厂 Granule entérique de saponines de panaxatriol, capsule comprenant celui-ci et procédé pour préparer celui-ci
WO2015172608A1 (fr) 2014-05-14 2015-11-19 上海春芝堂生物制品有限公司 Capsule d'assistance à la réduction des lipides sanguins et son procédé de préparation
WO2017051362A1 (fr) 2015-09-25 2017-03-30 Casi Pharmaceuticals, Inc. Formulation orale de melphalan
WO2017107628A1 (fr) 2015-12-24 2017-06-29 广东药科大学 Capsule de chtiosnaoligosaccharide et son procédé de préparation
US20180072624A1 (en) 2015-03-31 2018-03-15 Shenzhen University Microcapsule for self-healing concrete and preparation method thereof, and self-healing concrete and preparation method thereof
WO2020098795A1 (fr) 2018-11-15 2020-05-22 Hutchison Medipharma Limited Préparation pharmaceutique de fruquintinib et son utilisation

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999042087A2 (fr) 1998-02-20 1999-08-26 EGIS Gyógyszergyár Rt. Compositions pharmaceutiques a liberation lente, a base de billes de chlorure de potassium et ayant une teneur elevee en principe actif
EP1413238A2 (fr) 2002-10-23 2004-04-28 Matsushita Electric Industrial Co., Ltd. Aspirateur
WO2006047931A1 (fr) 2004-11-05 2006-05-11 Guolian Liu Application du dipyridamole dans la fabrication de médicaments contre les tumeurs malignes
WO2012027968A1 (fr) 2010-09-02 2012-03-08 成都华神集团股份有限公司制药厂 Granule entérique de saponines de panaxatriol, capsule comprenant celui-ci et procédé pour préparer celui-ci
WO2015172608A1 (fr) 2014-05-14 2015-11-19 上海春芝堂生物制品有限公司 Capsule d'assistance à la réduction des lipides sanguins et son procédé de préparation
US20180072624A1 (en) 2015-03-31 2018-03-15 Shenzhen University Microcapsule for self-healing concrete and preparation method thereof, and self-healing concrete and preparation method thereof
WO2017051362A1 (fr) 2015-09-25 2017-03-30 Casi Pharmaceuticals, Inc. Formulation orale de melphalan
WO2017107628A1 (fr) 2015-12-24 2017-06-29 广东药科大学 Capsule de chtiosnaoligosaccharide et son procédé de préparation
WO2020098795A1 (fr) 2018-11-15 2020-05-22 Hutchison Medipharma Limited Préparation pharmaceutique de fruquintinib et son utilisation

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
FENG ZHAO-ZHAO ET AL: "Astaxanthin from Phaffia rhodozyma: Microencapsulation with carboxymethyl cellulose sodium and microcrystalline cellulose and effects of microencapsulated astaxanthin on yogurt properties", LWT- FOOD SCIENCE AND TECHNOLOGY, vol. 96, 31 October 2018 (2018-10-31), United Kingdom, pages 152 - 160, XP055861447, ISSN: 0023-6438, DOI: 10.1016/j.lwt.2018.04.084 *
HUQ TANZINA ET AL: "Alginate based nanocomposite for microencapsulation of probiotic: Effect of cellulose nanocrystal (CNC) and lecithin", CARBOHYDRATE POLYMERS, APPLIED SCIENCE PUBLISHERS , LTD BARKING, GB, vol. 168, 11 March 2017 (2017-03-11), pages 61 - 69, XP029989248, ISSN: 0144-8617, DOI: 10.1016/J.CARBPOL.2017.03.032 *
PARK SAEROM ET AL: "Cellulose/biopolymer/FeOhydrogel microbeads for dye and protein adsorption", CELLULOSE, SPRINGER NETHERLANDS, NETHERLANDS, vol. 27, no. 5, 9 January 2020 (2020-01-09), pages 2757 - 2773, XP037048627, ISSN: 0969-0239, [retrieved on 20200109], DOI: 10.1007/S10570-020-02974-5 *

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