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
  • B01J13/06—Making microcapsules or microballoons by phase separation
  • B01J13/14—Polymerisation; cross-linking
• • 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
  • B01J13/18—In situ polymerisation with all reactants being present in the same phase
  • B01J13/185—In situ polymerisation with all reactants being present in the same phase in an organic phase
• • 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
  • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
  • A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
  • A01N25/28—Microcapsules or nanocapsules
• • 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
  • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
  • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
  • A61K8/88—Polyamides
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K9/00—Medicinal preparations characterised by special physical form
  • A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
  • A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
  • A61K9/5005—Wall or coating material
  • A61K9/5021—Organic macromolecular compounds
  • A61K9/5031—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poly(lactide-co-glycolide)
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q13/00—Formulations or additives for perfume preparations
• • 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
  • B01J13/043—Drying and spraying
• • 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
  • B01J13/20—After-treatment of capsule walls, e.g. hardening
  • B01J13/206—Hardening; drying
• • 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
  • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
  • C11D3/50—Perfumes
  • C11D3/502—Protected perfumes
  • C11D3/505—Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay
• • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
  • F28—HEAT EXCHANGE IN GENERAL
  • F28D—HEAT-EXCHANGE APPARATUS, NOT PROVIDED FOR IN ANOTHER SUBCLASS, IN WHICH THE HEAT-EXCHANGE MEDIA DO NOT COME INTO DIRECT CONTACT
  • F28D20/00—Heat storage plants or apparatus in general; Regenerative heat-exchange apparatus not covered by groups F28D17/00 or F28D19/00
  • F28D20/02—Heat storage plants or apparatus in general; Regenerative heat-exchange apparatus not covered by groups F28D17/00 or F28D19/00 using latent heat
  • F28D20/023—Heat storage plants or apparatus in general; Regenerative heat-exchange apparatus not covered by groups F28D17/00 or F28D19/00 using latent heat the latent heat storage material being enclosed in granular particles or dispersed in a porous, fibrous or cellular structure
• • 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
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
  • C10N2050/00—Form in which the lubricant is applied to the material being lubricated
  • C10N2050/12—Micro capsules
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
  • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
  • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
  • Y02E60/14—Thermal energy storage

Definitions

• the invention is in the field of capsules with a high active substance or active substance loading, and their use in cosmetic preparations, pharmaceutical agents, household and cleaning products and technical compositions, such as.
• Adhesive and coating compositions paints, lacquers, binders, materials such as plastics, paper, textiles, lubricants, building materials, dyes, organic and inorganic powders, pigment dispersions, agrochemicals, phase transfer materials, flame retardants and the production of the capsules.
• Encapsulation or encapsulation of active ingredients in particular of Aromacel. Fragrances or cosmetic or pharmaceutical active substances or agrochemicals are state of the art and often offer the possibility of stabilizing the encapsulated or encapsulated material and protecting it from reactions with the medium so as to obtain the effect of the active ingredient and to release it in a controlled manner ,
• microcapsules are of interest.
• spherical particles having a diameter in the range of about 0.0001 to about 5 and preferably 0.005 to 0.5 mm, which contain at least one solid or liquid core, which is enclosed by at least one continuous shell. More particularly, they are finely dispersed liquid or solid phases coated with polymers which, upon emulsification and e.g. Coacervation or interfacial polymerization on the material to be coated.
• the shell of such microcapsules may consist of natural, semi-synthetic or synthetic materials.
• microcapsules of the prior art are the following commercial products (in parentheses is the shell material): Hallcrest Microcapsules (gelatin, gum arabic), Coletica Thalaspheres (marine collagen), Lipotec Millicapseln (alginic acid, agar-agar), Induchem Unispheres (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose); Unicerin C30 (lactose, microcrystalline cellulose, hydroxypropylmethylcellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar-agar) and Kuhs Probiol Nanospheres (phospholipids) as well as Primaspheres and Primasponges (chitosan, alginates) and Primasys (phospholipids) , As well as capsules made from synthetic polymers thischen Micronal ® (BASF), microcapsules 500 and 560 (Koehler SE), Folco smart caps ®,
• microcapsules substances and agents are generally referred to as core material.
• microcapsules By selecting suitable wall materials, the physical and chemical properties of microcapsules can be influenced in a targeted manner. The handling and storage of the products in powder form makes them extremely user-friendly.
• ingredients and uses of microcapsules are in the areas of fragrances (scent marketing, fragrance varnishes), flavors, colors, e.g. in carbonless paper (first industrial application of micro-packaging, patent 1953), luminous colors, oils and lubricants (mechanical stress lubrication), adhesives (adhesives under pressure), solvents, detergents, disinfectants, preservatives, detergents (enzymes), pharmaceuticals, nutritional supplements ( delayed release, retardation), pesticides (better, less harmful handling), flame retardants, optical brighteners, reactive plastics (epoxy resins, polyurethanes) and self-healing surface coatings and solid materials, drilling aids, latent heat storage, corrosion protection, process aids such as catalysts, crosslinkers or rheology aids, defoamers and surfactants.
• fragrances cent marketing, fragrance varnishes
• flavors, colors e.g. in carbonless paper (first industrial application of micro-packaging, patent 1953), luminous colors, oils and lubricants (mechanical stress
• the object of the present invention has therefore been to produce stable capsules containing active substances or substances and which have a storage stability of at least 8 weeks in the application formulation. It was another object of the present invention to develop capsules that allow a va riable loading, and also allow high drug loading, so that the capsules can be widely applied as possible, ie the capsules can be active ingredients from different areas such as detergents and cleaners, adhesives , Encapsulate coating compositions, agrochemicals, but also cosmetic and pharmaceutical areas and can be incorporated accordingly in a wide variety of products. DESCRIPTION OF THE INVENTION
• a first subject of the invention are microcapsules, comprising or consisting of
• wall material of the shell is formed from one or more polymers and at least one at least five-membered cyclic aromatic or heteroaromatic component containing at least one hydroxy and at least one amino function
• a second aspect of the invention relates to microcapsules comprising or consisting of
• wall material of the shell is formed from one or more aminoplasts that are formed
• microcapsules whose wall material is formed from at least one aminophenol component (Ia) or (I b) or mixtures thereof are particularly stable in storage in e.g. surfactant-containing application formulations are.
• Another advantage of the capsules according to the invention is their stability, which makes it possible to use the capsules in a variety of areas to the desired, depending according to the application, to introduce different active ingredients and drug substances in the appropriate medium and release it as needed.
• active ingredients and ingredients from the areas detergents and cleaners, adhesives, Be Schweizerungszusammenam- compositions such.
• binders materials such as plastics, paper, textiles, lubricants, building materials, dyes, organic and inorganic powders, pigment dispersions, phase change materials, flame retardants agrochemicals, but also encapsulated materials from cosmetic and pharmaceutical fields
• the microcapsules of the invention contain active ingredients or active ingredients are preferably encapsulated according to the present method, which are selected from the group consisting of: fragrances, perfume oils, vitamins, minerals, antioxidants, anthocyanins, CoenzymlO, adhesives, mineral oils, waxes and Fatty biocides, fungicides, herbicides, pesticides, insecticides, fertilizers, disperse dyes and dye solutions or monomers for the synthesis of plastics.
• active ingredients or active ingredients are preferably encapsulated according to the present method, which are selected from the group consisting of: fragrances, perfume oils, vitamins, minerals, antioxidants, anthocyanins, CoenzymlO, adhesives, mineral oils, waxes and Fatty biocides, fungicides, herbicides, pesticides, insecticides, fertilizers, disperse dyes and dye solutions or monomers for the synthesis of plastics.
• it is fragrances or perfume oils.
• Natural fragrances are extracts of flowers (lily, lavender, roses, 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, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, Thyme), needles and twigs (spruce, fir, pine, pines), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
• Typical synthetic fragrance compounds are ester type products, ethers, aldehydes, ketones, alcohols and hydrocarbons. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert.-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, methylbenzoate, benzylformate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate.
• the ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, Citronellloxyacetaldehyd, Cyclamenaldehyd, Hydroxycitronellal, Lilial and Bourgeonal, to the ketones such as the Jonone, cc-lsomethylionon and Methylcedrylketon to the alcohols include aethethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol; the hydrocarbons mainly include the terpenes and balsams.
• fragrance oils are suitable as perfume oils, such as sage oil, chamomile oil, Clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
• Another preferred embodiment of the present invention consists in capsules which comprise the abovementioned active substances or active substance substances, but also those which comprise the ingredients or active substances or active substance substances for cosmetic and washing and cleaning agents mentioned below.
• Another object of the invention relates to a process for the preparation of microcapsules, comprising the following steps:
• the concentration of free aldehydes is preferably below 400 ppm, more preferably below 300 ppm, most preferably below 100 ppm.
• microcapsules thus prepared can be incorporated accordingly in different products accordingly.
• a preferred embodiment of a method according to the invention wherein in the production of the microcapsules less than 5 wt .-% of formaldehyde is formed, based on the total composition in the preparation.
• the limit is of free formaldehyde by the present preparation method in the range of 0.001 to 5 wt.%, Preferably from 0.01 to 3 wt.%, Particularly preferably from 0.01 to 1 wt.% Based on the total composition of a micro capsule.
• Wall formers and stabilizers are dissolved with stirring in water.
• the solution is adjusted to a temperature in the range of 10 to 100 ° C, preferably from 30 to 90 ° C. Thereafter, the core material is added and emulsified in this mixture. It is true that with stronger stirring power and a longer reaction time smaller capsules are formed and vice versa.
• Other additives include acids, such as acetic acid, formic acid, citric acid or mineral acids, such as. Hydrochloric or sulfuric acid with which the pH of the solution in the acidic range is kept at about 3 to 5. Since the formulations may tend to develop foam, for example, commercial silicone defoamer may be added.
• the capsules still have a flexible shell, which has no particular stability and therefore does not reach the desired diffusion density.
• a hardening or crosslinking of the shell is carried out.
• an aqueous melamine dispersion is added and at about 60 to about 70 ° C for about 30 min. stirred until about lh. It is then heated to about 80 ° C and an aqueous Aminophenolates added and at about 80 ° C to about 90 ° C for about 30 min. stirred until about lh.
• a urea derivative in the form of a solution or solid is added and again at about 80 ° C to about 90 ° C for about 30 min. stirred until about lh. Then it is cooled.
• the capsule dispersions according to the invention have a very high active substance loading, which is set variably depending on the application requirement.
• the capsules according to the invention accordingly preferably have an active ingredient loading of 10 to 60% by weight, preferably 20 to 45% by weight, very particularly preferably 25 to 40% by weight, based on the total composition of the capsule dispersion.
• the active substance or active ingredient loading depends on the end application of the capsules and varies accordingly depending on the field of use. The load can be varied and adjusted according to the application needs.
• the capsules according to the invention may preferably have a mean average diameter of from 1 to 1000 ⁇ m, preferably from 2 to 80 ⁇ m.
• the capsule size can be adjusted and adjusted according to the application requirements. Accordingly, the aforementioned capsule size ranges are to be understood as possible example sizes, and are not intended to be limiting for the capsule sizes that can be produced. In the present application, the term capsule is equated with the term particles. Both terms are equivalent and interchangeable.
• a wall material may be chosen which forms a second envelope around the present microcapsules. It may be made up of one or more polymers selected from natural, semi-synthetic, synthetic polymer material or mixtures thereof.
• shell materials are, for example, gum arabic, agar-agar, agarose, maltodextrins, alginic acid or its salts, e.g. Sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, polysaccharides such as starch or dextran, polypeptides, protein hydrolysates, sucrose and waxes.
• alginic acid or its salts e.g. Sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, polysaccharides such as starch or dextran, polypeptides, protein hydrolysates, sucrose and waxes.
• Semi-synthetic shell materials include chemically modified celluloses, in particular cellulose esters and ethers, e.g. Cellulose acetate, ethylcellulose, hydroxypropylcellulose, hydroxypropylmethylcellulose and carboxymethylcellulose, and also starch derivatives, in particular starch ethers and esters.
• Synthetic shell materials are, for example, polymers such as polyacrylates, polyamides, polyvinyl alcohol, aminoplasts, phenoplasts or polyvinylpyrrolidone.
• the urea derivative or melamine derivative for forming the present microcapsules is preferably selected from 2,4,6-triamino-1, 3,5-triazine (melamine) or tetrahydroimidazo [4,5-d] imidazole-2 , 5 (lH, 3H) -dione (glycouril), guanamines such as benzoguanamine and acetoguanamine, bisguanamines such as adipo and glutaroguanamine or mixtures thereof.
• the aminophenol component used in the curing of the present microcapsules is preferably the compound (Ia) or (I b) or a mixture of (Ia) and (I b), where in the case of a mixture of (Ia) and (I b) the ratio of components (Ia): (Ib) is from 10: 1 to 1: 5.
• the aminophenol component is preferably 3-aminophenol for the preparation of the present microcapsules.
• an advantage of the capsules according to the invention in which the urea derivative or melamine derivative and the said aminophenol components are used to form the present microcapsules, is their good retention capacity, i. the capsules according to the invention have at least 30% to 70%, preferably at least 40% to 60% retention of the capsule contents after storage in a surfactant-containing application formulation of 8 weeks at a temperature of 45 ° C., preferably after storage for 12 weeks 20% to 60%, preferably 30% to 50%.
• the capsules according to the invention are preferably used for the production of pharmaceutical or cosmetic products or detergents and cleaners.
• pharmaceutical and cosmetic products in particular suitable for use on the skin.
• an ointment, cream, lotion, gel and paste is to be understood as meaning a semisolid spreadable preparation which is suitable for application to the skin.
• Such preparations may for example be based on an aqueous (hydrophilic) and an oily or fatty (lipophilic) component, one of which is distributed like an emulsion in the other.
• O / W type hydrophilic creams may also be O / W type hydrophilic creams or W / O type lipophilic creams.
• creams that are not clearly attributable to the O / W or W / O type, which consist of gel-like, coherently distributed lipophilic and hydrophilic phase (amphiphilic cream).
• structures of a multi-emulsion of the type W / O / W emulsion are possible.
• the inner phase is in the form of an emulsion.
• In the inner oil phase again smallest water droplets are stored. This type of emulsion should combine the advantages of W / O emulsions and O / W emulsions.
• ointments which is usually a semi-solid and homogeneous-looking preparation, and which is suitable for use on the skin (eg., As an ointment) or on the mucous membranes. Ointments are usually used for topical application of the active ingredient or for the care and protection of the skin or mucous membranes.
• an ointment consists of a hydrophobic or hydrophilic base of natural or synthetic substances and may be a single-phase (e.g., vaseline) or multi-phase (e.g., water-in-oil) system.
• microcapsules according to the invention can be used for the production of e.g. Perfume extracts, eau de perfumes, eau de toilettes, shaving lotions, eau de colognes, pre-shave products, splash colognes and perfumed tea towels, and the perfuming of acidic, alkaline and neutral detergents, such as e.g.
• Skin creams and lotions face creams and lotions, sun creams and lotions, after-sun creams and lotions, hand creams and lotions, foot creams and lotions, depilatory creams and lotions, after-shave creams and lotions, tanning creams and lotions, hair care products such as Hair sprays, hair gels, firm hair lotions, hair rinses, permanent and semipermanent hair dyes, hair styling agents such as cold waving and hair straightening agents, hair lotions, hair creams and lotions, deodorants and antiperspirants such as hair wipes.
• WSR agents in the context of the present invention may be present in solid form as powders, granules, tablets and the like, but also in liquid, gel or paste form. They are preferably detergents which are suitable both for manual or machine washing, in particular for textiles. It may also be washing or cleaning agents for industrial or household use. Cleaning agents can also be used, for example, for cleaning hard surfaces. These may be, for example, dishwashing detergents which are used for the manual or automated cleaning of dishes. It can also be common industrial or household cleaners, which are used to clean hard surfaces such as furniture surfaces, tiles, tiles, wall and floor coverings. In addition to tableware, all other hard surfaces, in particular of glass, ceramic, plastic or metal, in household and in trade are also considered hard surfaces.
• the WSR agents may contain further commercially available constituents, for example surfactants, builders, bleaches, bleach activators, thickeners, enzymes, electrolytes, pH adjusters, dyes and fragrances, foam inhibitors, anti-doping agents, optical brighteners, grayness inhibitors, anti-crease agents , antimicrobial agents, preservatives, antioxidants, antistatic agents, UV adsorbers, heavy metal complexing agents and the like.
• constituents for example surfactants, builders, bleaches, bleach activators, thickeners, enzymes, electrolytes, pH adjusters, dyes and fragrances, foam inhibitors, anti-doping agents, optical brighteners, grayness inhibitors, anti-crease agents , antimicrobial agents, preservatives, antioxidants, antistatic agents, UV adsorbers, heavy metal complexing agents and the like.
• Another aspect of the present invention is the use of amino phenol components of the formula (Ia) and / or (Ia)
• the compound (Ia) or (I b) is used or a mixture of (Ia) and (I b), wherein in the case of a mixture of (Ia) and (Ib) the ratio of the components (Ia) : (lb) is from 10: 1 to 1: 5.
• 3-aminophenol is used as Aminophenol- component.
• Aminophenolkomponente in the production process of microcapsules is that they are added in the post-curing step.
• Another object of the present invention are detergents and cleaners, cosmetic preparations (especially personal care products), perfume compositions agrochemicals or adhesives containing the microcapsules of the invention or the use of the microcapsules for the preparation of these products.
• Suitable builders or builders which can be present in the liquid detergents and cleaners which can be encapsulated are, in particular, silicates, aluminum silicates (in particular zeolites), carbonates, organic cobuilders, phosphates, salts of organic diamines. and polycarboxylic acids and mixtures of these substances.
• Suitable crystalline, layered sodium silicates have the general formula NaMSLO 2 ⁇ + ⁇ * ⁇ 20, where M is sodium or hydrogen, x is a number from 1.9 to 4 and y is a number from 0 to 20 and preferred values for x , 3 or 4 are.
• Preferred crystalline layered silicates of the formula given are those in which M is sodium and x assumes the values 2 or 3.
• both beta and delta sodium disilicates Na 2 Si 2 O 5 .yH 2 O are preferred.
• amorphous sodium silicates with a Na 2 O: SiO 2 modulus of from 1: 2 to 1: 3.3, preferably from 1: 2 to 1: 2.8 and in particular from 1: 2 to 1: 2, 6, which are delay-delayed and have secondary washing properties.
• the dissolution delay compared with conventional amorphous sodium silicates may have been caused in various ways, for example by surface treatment, compounding, compaction / densification or by overdrying.
• the term "amorphous” is also understood to mean "X-ray amorphous”.
• the silicates do not yield sharp X-ray reflections typical of crystalline substances in X-ray diffraction experiments, but at most one or more maxima of the scattered X-rays which have a width of several degrees of diffraction angle. However, it may well even lead to particularly good builder properties if the silicate particles give washed-out or even sharp diffraction maxima in electron diffraction experiments. This is to be interpreted as meaning that the products have microcrystalline regions of size 10 to a few hundred nm, with values of up to a maximum of 50 nm and in particular up to a maximum of 20 nm are preferred. Such so-called X-ray amorphous silicates also have a dissolution delay compared with the conventional water glasses. Particularly preferred are compacted / compacted amorphous silicates, compounded amorphous silicates and overdried X-ray amorphous silicates.
• a useful fine crystalline, synthetic and bound water-containing zeolite is preferably zeolite A and / or P.
• zeolite P zeolite MAP TM commercial product from Crosfield
• zeolite X and mixtures of A, X and / or P are particularly preferred.
• commercially available and preferably usable in the context of the present invention is, for example, a cocrystal of zeolite X and zeolite A (about 80% by weight of zeolite X) marketed by the company SASOL under the trade name VEGOBOND AX (R) and by the formula
• the zeolite can be used as a spray-dried powder or else as undried, still moist, stabilized suspension of its preparation.
• the zeolite may contain small additions of nonionic surfactants as stabilizers, for example, 1 to 3 wt.%, Based on zeolite, of ethoxylated C 2 -C 8 fatty alcohols containing 2 to 5 ethylene oxide groups, Ci 2 -Ci 4 fatty alcohols having 4 to 5 ethylene oxide groups or ethoxylated iso tridecanols.
• Suitable zeolites have an average particle size of less than 10 ⁇ m (volume distribution, measuring method: Coulter Counter) and preferably contain from 18 to 22% by weight, in particular from 20 to 22% by weight, of bound water.
• phosphates As building substances, if such use should not be avoided for ecological reasons.
• Suitable builders are organic cobuilders, in particular polycarboxylates / polycarboxylic acids, polymeric polycarboxylates, aspartic acid, polyacetals, dextrins and also phosphonates.
• Polymeric polycarboxylates are, for example, the alkali metal salts of polyacrylic acid or polymethacrylic acid, for example those having a relative molecular mass of 500 to 70,000 g / mol.
• the molecular weights stated for polymeric polycarboxylates are weight-average molecular weights M w of the particular acid form, which were determined in principle by means of gel permeation chromatography (GPC), a UV detector being used. The measurement was carried out against an external polyacrylic acid standard, which provides realistic molecular weight values due to its structural relationship with the polymers investigated. These data differ significantly from the molecular weight data, in which polystyrene sulfonic acids are used as standard. The molar masses measured against polystyrenesulfonic acids are generally significantly higher than the molecular weights specified in this document.
• Suitable polymers are in particular polyacrylates, which preferably have a molecular weight of 2,000 to 20,000 g / mol. Because of their superior solubility, the short-chain polyacrylates, which have molar masses of from 2000 to 10000 g / mol, and particularly preferably from 3000 to 5000 g / mol, may again be preferred from this group. Also suitable are copolymeric polycarboxylates, in particular those of acrylic acid with methacrylic acid and of acrylic acid or methacrylic acid with maleic acid. Copolymers of acrylic acid with maleic acid which contain 50 to 90% by weight of acrylic acid and 50 to 10% by weight of maleic acid have proven to be particularly suitable. Their relative molecular weight, based on free acids, is generally 2,000 to 70,000 g / mol, preferably 20,000 to 50,000 g / mol and in particular 30,000 to 40,000 g / mol.
• biodegradable polymers of more than two different monomer units for example those containing as monomers salts of acrylic acid and maleic acid and vinyl alcohol or vinyl alcohol derivatives or the monomers monomers of acrylic acid and 2-alkylallylsulfonic acid as monomers and sugar derivatives.
• copolymers are those which have as monomers preferably acrolein and acrylic acid / acrylic acid salts or acrolein and vinyl acetate.
• polymeric aminodicarboxylic acids their salts or their precursors.
• Particular preference is given to polyaspartic acids or their salts and derivatives which, in addition to cobuilder properties, also have a bleach-stabilizing effect.
• polyacetals which can be obtained by reacting dialdehydes with polyolcarboxylic acids which have 5 to 7 C atoms and at least 3 hydroxyl groups.
• Preferred polyacetals are obtained from dialdehydes such as glyoxal, glutaraldehyde, terephthalaldehyde and mixtures thereof and from polyol carboxylic acids such as gluconic acid and / or glucoheptonic acid.
• dextrins for example oligomers or polymers of carbohydrates, which can be obtained by partial hydrolysis of starches.
• the hydrolysis can be carried out by customary, for example acid or enzyme catalyzed processes.
• it is hydrolysis products having average molecular weights in the range of 400 to 500,000 g / mol.
• a polysaccharide with a dextrose equivalent (DE) in the range from 0.5 to 40, in particular from 2 to 30 is preferred, DE being a customary measure of the reducing action of a polysaccharide in comparison with dextrose, which is a DE of Owns 100 is.
• DE dextrose equivalent
• the oxidized derivatives of such dextrins are their reaction products with oxidizing agents which are capable of oxidizing at least one alcohol function of the saccharide ring to the carboxylic acid function.
• a product oxidized at C6 of the saccharide ring may be particularly advantageous.
• a preferred dextrin is described in British Patent Application GB 9,419,091 Bl.
• the oxidized derivatives of such dextrins are their reaction products with oxidizing agents which are capable of oxidizing at least one alcohol function of the saccharide ring to the carboxylic acid function.
• Such oxidized dextrins and processes for their preparation are known, for example, from European patent applications EP 0 322 202 A, EP 0427349 A, EP 0 472 042 A and EP 0542496 A and international patent applications WO 1992/018542 A, WO 1993/008251 A, WO 1994/028030 A, WHERE 1995/007303 A, WO 1995/012619 A and WO 1995/020608 A known.
• a product oxidized to C 6 of the saccharide ring may be particularly advantageous.
• Oxydisuccinates and other derivatives of disuccinates are further suitable co-builders.
• ethylenediamine-N, N'-disuccinate (EDDS) is preferably used in the form of its sodium or magnesium salts.
• glycerol disuccinates and glycerol trisuccinates are also preferred in this connection, as described, for example, in US Pat. Nos. 4,524,009, 4,639,325, European Patent Application EP 0150930 A and Japanese Patent Application JP 1993/339896 A.
• organic cobuilders are, for example, acetylated hydroxycarboxylic acids or their salts, which may optionally also be present in lactone form and which contain at least 4 carbon atoms and at least one hydroxyl group and a maximum of two acid groups.
• Such co-builders are described, for example, in international patent application WO 1995/020029 A.
• phosphonates are in particular hydroxyalkane or aminoalkane phosphonates.
• hydroxyalkane phosphonates l-hydroxyethane-1,1-diphosphonate (HEDP) is of particular importance as a co-builder.
• HEDP l-hydroxyethane-1,1-diphosphonate
• Preferred aminoalkane phosphonates are ethylenediamine tetramethylene phosphonate (EDTM P), diethylene triamine pentamethylene phosphonate (DTPM P) and their higher homologs. They are preferably in the form of neutral sodium salts, eg. B.
• the builder used here is preferably HEDP from the class of phosphonates.
• the aminoalkanephosphonates also have a pronounced heavy metal binding capacity. Accordingly, in particular if the detergents and cleaning agents also contain bleach, it may be preferred to use aminoalkane phosphonates, in particular DTPM P, or to use mixtures of the phosphonates mentioned for the preparation of the compositions.
• the bleaching agent which may be encapsulated Natriumpercar- are for example carbonate, to name peroxypyrophosphates, citrate perhydrates and H 2 0 2 -yielding peracidic salts or peracids, such as perbenzoates, peroxophthalates, diperazelaic acid, diperdodecanedioic acid or Phthaloiminoperklare.
• peroxypyrophosphates citrate perhydrates
• H 2 0 2 -yielding peracidic salts or peracids such as perbenzoates, peroxophthalates, diperazelaic acid, diperdodecanedioic acid or Phthaloiminoperklare.
• bleach activators can be incorporated into the detergents and cleaners.
• Bleach activators which may be used are compounds which, under perhydrolysis conditions, give aliphatic peroxycarboxylic acids having preferably Ibis 10 C atoms, in particular 2 to 4 C atoms, and / or optionally substituted perbenzoic acid. Suitable substances are those which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups.
• polyacylated alkylenediamines in particular Tetraacetylethylenediamine (TAED), acylated triazine derivatives, in particular 1,5-diacetyl-2,4-dioxohexahydro-1,3,5-triazine (DADHT), acylated glycolurils, in particular tetraacetylglycoluril (TAGU), N-acylimides, in particular N- Nonanoylsuccinimide (NOSI), acylated phenolsulfonates, in particular nonanoyl or isononanoyloxybenzenesulfonate (n- or iso-NOBS), carboxylic acid anhydrides, in particular phthalic anhydride, acylated polyhydric alcohols, in particular triacetin, ethylene glycol diacetate and 2,5-diacetoxy-2, 5-dihydrofuran.
• TAED Tetraacetylethylenediamine
• bleach catalysts can also be incorporated into the fabric treatment agents.
• These substances are bleach-enhancing transition metal salts or transition metal complexes, such as, for example, M n, Fe, Co, Ru or Mo saline complexes or carbonyl complexes.
• M n, Fe, Co, Ru, Mo, Ti, V and Cu complexes with nitrogen-containing tripod ligands and Co, Fe, Cu and Ru amine complexes are useful as bleach catalysts.
• a liquid washing and cleaning agent may contain a thickening agent.
• the thickener can likewise be encapsulated according to the invention and comprises, for example, polyacrylate thickener, xanthan gum, gellan gum, guar gum, alginate, carrageenan, carboxymethylcellulose, bentonite, wellan gum, locust bean gum, agar-agar, tragacanth, gum arabic, pectin, polyose , Starch, dextrin, gelatin and casein.
• modified natural substances such as modified starches and celluloses, examples which may be mentioned here include carboxymethylcellulose and other cellulose ethers, hydroxyethyl and -propylcellulose and core flour ethers, can be used as thickeners.
• polyacrylic and polymethacrylic thickeners include the high molecular weight homopolymers of acrylic acid crosslinked with a polyalkenyl polyether, in particular an allyl ether of sucrose, pentaerythritol or propylene (I NCI designation according to the International Dictionary of Cosmetic Ingredients of The Cosmetic Toiletry and Fragrance Association (CTFA): Carbomer), also referred to as carboxyvinyl polymers.
• CTF Cosmetic Toiletry and Fragrance Association
• Such polyacrylic acids are obtainable inter alia from Fa. 3V Sigma under the tradename Polygel ® such as Polygel DA, and by the company.
• Carbopol ® for example, Carbopol 940 (molecular weight about 4,000,000 g / mol), Carbopol 941 (molecular weight about 1,250,000 g / mol) or Carbopol 934 (molecular weight about 3,000,000 g / mol).
• acrylic acid copolymers are included: (i) Copolymers of two or more monomers from the group of acrylic acid, methacrylic acid and their simple, preferably with Cl-4-alkanols formed esters (INCI AcrylatesCopolymer), which include the copolymers of methacrylic acid, butyl acrylate and methyl methacrylate (CAS name according to Chemical Abstracts service: 25035-69-2) or of butyl acrylate and methyl methacrylate (CAS 25852-37-3) and, for example, by the company Rohm and Haas under the tradename Aculyn ®.
• Acusol ® and from Degussa (Goldschmidt) are available under the trade name Tego ® polymer, for example the anionic non-associative polymers Aculyn 22, Aculyn 28, Aculyn 33 (crosslinked), Acusol 810, Acusol 820, Acusol 823 and Acusol 830 ( CAS 25852-37-3); (ii) crosslinked high molecular weight acrylic acid copolymers, such as those crosslinked with an allyl ether of sucrose or pentaerythritol copolymers of C10-30 alkyl acrylates with one or more monomers from the group of acrylic acid, methacrylic acid and their simple, preferably with Cl-4 - Alkanols formed, esters (INCI Acrylates / C10-30Alkyl Acrylate Crosspolymer) include and which are obtainable for example from the company.
• Tego ® polymer for example the anionic non-associative polymers Aculyn 22, Aculy
• Carbopol ® for example hydrophobized Carbopol ETD 2623 and Carbopol® 1382 (I NCI Acrylates / C10 30Alkyl Acrylate Crosspolymer) and Carbopol Aqua 30 (formerly Carbopol EX 473).
• xanthan gum a microbial anionic heteropolysaccharide produced by xanthomonascampestris and some other species under aerobic conditions and having a molecular weight of 2 to 15 million g / mol.
• Xanthan is formed from a chain of beta-1,4-linked glucose (cellulose) with side chains.
• the structure of the subgroups consists of glucose, mannose, glucuronic acid, acetate and pyruvate, the number of pyruvate units determining the viscosity of the xanthan gum.
• a fatty alcohol is also suitable as thickener. Fatty alcohols may be branched or unbranched, of native origin or of petrochemical origin.
• Preferred fatty alcohols have a C chain length of 10 to 20 C atoms, preferably 12 to 18. Preference is given to using mixtures of different C chain lengths, such as tallow fatty alcohol or coconut oil fatty alcohol. Examples are Lorol® ® Special (C12-14 ROH) or Lorol® ® Technical (C12-18 ROH) (both ex Cognis).
• Preferred liquid detergents and cleaners contain from 0.01 to 3% by weight, and preferably from 0.1 to 1% by weight, of thickener, based on the total agent. The amount of thickener used depends on the type of thickening agent and the desired degree of thickening.
• the detergents and cleaning agents may contain enzymes in encapsulated form and / or directly in the washing and cleaning agent.
• Suitable enzymes are, in particular, those from the classes of the hydrolases such as the proteases, esterases, lipases or lipolytic enzymes, amylases, cellulases or other glycosyl hydrolases, hemicellulases, cutinases, beta-glucanases, oxidases, peroxidases, perhydrolases and / or laccases and mixtures the enzymes mentioned in question. All of these hydrolases in the wash contribute to the removal of stains such as proteinaceous, greasy or starchy stains and graying.
• cellulases and other glycosyl hydrolases contribute to color retention and to increasing the softness of the fabric by removing pilling and microfibrils.
• Oxireductases can also be used for bleaching or inhibiting color transfer.
• Particularly suitable are enzymatic agents obtained from bacterial strains or fungi such as Bacillus subtilis, Bacillus licheniformis, Streptomyceus griseus and Humicolainsolens. Preference is given to the use of subtilisin-type proteases and in particular proteases derived from Bacillus lentus.
• enzyme mixtures for example from protease and amylase or protease and lipase or lipolytic enzymes or protease and cellulase or from cellulase and lipase or lipolytic enzymes or from protease, amylase and lipase or lipolytic enzymes or protease, lipase or lipolytic enzymes and cellulase, but in particular protease and / or lipase-containing mixtures or mixtures with lipolytic enzymes of particular interest.
• lipolytic enzymes are the known cutinases. Peroxidases or oxidases have also proved suitable in some cases.
• Suitable amylases include, in particular, alpha-amylases, iso-amylases, pullulanases and pectinases.
• As cellulases are preferably cellobiohydrolases, endoglucanases and p-glucosidases, which also Cellobiases are called, or mixtures thereof used. Since different cellulase types differ by their CMCase and avicelase activities, the desired activities can be set by targeted mixtures of the cellulases.
• the enzymes may be adsorbed to carriers to protect them from premature decomposition.
• the proportion of enzymes, of the enzyme liquid formulation (s) or of the enzyme granules directly in detergents and cleaners can be, for example, about 0.01 to 5% by weight, preferably 0.12 to about 2.5% by weight.
• the detergent and cleaning agent contains no enzymes.
• electrolytes from the group of inorganic salts a wide variety of different salts can be used.
• Preferred cations are the alkali metal and alkaline earth metals, preferred anions are the halides and sulfates. From a manufacturing point of view, the use of NaCl or MgCl 2 in the detergents and cleaners is preferred.
• the proportion of electrolytes in the washing and cleaning agent is usually 0.1 to 5 wt .-%.
• Optical brighteners may be added to the detergents and cleaners to eliminate graying and yellowing of the treated fabrics which will attract the fiber and cause lightening and fake bleaching by being invisible
• Ultraviolet radiation is converted to visible long-wave light, where the ultraviolet light absorbed from the sunlight is emitted as a faint bluish fluorescence and gives pure yellow with the yellowness of the buffed laundry
• Yellow compounds of the invention can be encapsulated, for example, from the substance classes of 4,4'-diamino-2,2'-stilbenedisulfonic acids (flavonic acids), 4,4'-distyrylbiphenyls, methyl umbeliferones, coumarins, dihydroquinolinones, 1,3-diarylpyrazolines, naphthalic acid imides, benzoxazole, benzisoxazole and Benzimidazole systems and substituted by heterocycles pyrene derivatives.
• the optical brighteners are usually used
• Graying inhibitors have the task to keep suspended from the fiber debris suspended in the fleet and so to prevent the re-uptake of the dirt.
• Water-soluble colloids of mostly organic nature are suitable for this purpose, for example glue, gelatine, salts of ether sulfonic acids or cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
• the detergents and cleaners synthetic crease inhibitors the encapsulated according to the invention contained.
• These include, for example, synthetic products based on fatty acids, fatty acid esters, fatty acid amides, alkylol esters, -alkylolamides or fatty alcohols, which are usually reacted with ethylene oxide, or products based on lecithin or modified phosphoric acid ester.
• washing and cleaning agents may contain encapsulated antimicrobial agents.
• antimicrobial agents Depending on the antimicrobial spectrum and mechanism of action, a distinction is made between bacteriostatic agents and bactericides, fungistatics and fungicides, etc.
• Important substances from these groups are, for example, benzalkonium chlorides, alkylarylsulfonates, halophenols and phenolmercuric acetate.
• the detergents and cleaners may contain antioxidants which are encapsulated according to the invention.
• This class of compounds includes, for example, substituted phenols, hydroquinones, catechols and aromatic amines, as well as organic sulfides, polysulfides, dithiocarbamates, phosphites, phosphonates and vitamin E.
• the treated fabrics can be used in the textile treatment agents, for example, silicone derivatives. These additionally improve the rinsing behavior of the detergents and cleaning agents by their foam-inhibiting properties.
• silicone derivatives are, for example, polydialkyl or alkylaryl siloxanes in which the alkyl groups have one to five carbon atoms and are completely or partially fluorinated.
• Preferred silicones are polydimethylsiloxanes, which may optionally be derivatized and are then amino-functional or quaternized or have Si-OH, Si-H and / or Si-Cl bonds.
• the viscosities of the preferred silicones are in the range between 100 and 100,000 mPas at 25 ° C., wherein the silicones can be used in amounts of between 0.2 and 5% by weight, based on the total detergent and cleaning agent.
• the detergents and cleaners may also contain UV absorbers, which wick on the treated fabrics and improve the light fastness of the fibers.
• Compounds which have these desired properties can be encapsulated according to the invention and are, for example, the compounds which act by radiationless deactivation and derivatives of benzophenone having substituents in the 2- and / or 4-position. Also suitable are substituted benzotriazoles, phenyl-substituted acrylates (cinnamic acid derivatives) in the 3-position, optionally with cyano groups in the 2-position, salicylates, organic Ni complexes and natural substances such as umbelliferone and the endogenous urocanic acid.
• Suitable heavy metal complexing agents which are encapsulated according to the invention are, for example, the alkali metal salts of ethylenediaminetetraacetic acid (EDTA) or nitrilotriacetic acid ( NTA) and alkali metal salts of anionic polyelectrolytes such as polymaleates and polysulfonates.
• EDTA ethylenediaminetetraacetic acid
• NTA nitrilotriacetic acid
• anionic polyelectrolytes such as polymaleates and polysulfonates.
• a preferred class of complexing agents are the phosphonates, which are contained in preferred textile treatment agents in amounts of from 0.01 to 2.5% by weight, preferably 0.02 to 2% by weight and in particular from 0.03 to 1.5% by weight.
• organophosphonates such as, for example, hydroxyethane-1,1-diphosphonic acid (HEDP), aminotri (methylenephosphonic acid) (ATMP), diethylenetriaminepenta (methylenephosphonic acid) (DTPM P or DETPM P) and 2-phosphonobutane-1,2 , 4-tricarboxylic acid (PBS-AM), which are used mostly in the form of their ammonium or alkali metal salts.
• organophosphonates such as, for example, hydroxyethane-1,1-diphosphonic acid (HEDP), aminotri (methylenephosphonic acid) (ATMP), diethylenetriaminepenta (methylenephosphonic acid) (DTPM P or DETPM P) and 2-phosphonobutane-1,2 , 4-tricarboxylic acid (PBS-AM), which are used mostly in the form of their ammonium or alkali metal salts.
• the capsules according to the invention are particularly suitable for introducing active substances and substances into cosmetic products (especially personal care products) and / or pharmaceutical agents. Preference is given to the perfume oils, flavors, flavorings, perfumes.
• therapeutic agents can be encapsulated in the capsules of the invention.
• cosmetic products and pharmaceutical agents include a variety of excipients and additives. These auxiliaries and additives can, depending on the necessity, also be encapsulated in the capsules according to the invention.
• the typical auxiliaries and additives which can be present in cosmetic products and / or pharmaceutical agents and which can also be encapsulated in the capsules according to the invention are, for example, mild surfactants, oil bodies, emulsifiers, pearlescent waxes, coolants, bodying agents, thickeners, superfatting agents, Stabilizers, polymers, silicone compounds, fats, waxes, lecithins, phospholipids, UV protection factors, humectants, biogenic agents, antioxidants, deodorants, antiperspirants, antidandruff agents, film formers, swelling agents, insect repellents, self-tanner, tyrosine Inhibitors (depigmenting agents), hydrotropes, solubilizers, preservatives, perfume oils, dyes and the like.
• mild surfactants for example, mild surfactants, oil bodies, emulsifiers, pearlescent waxes, coolants, bodying agents, thickeners, superfatting agents, Stabilizers, polymers
• active ingredients such as cooling agents are suitable for being encapsulated in the capsules according to the invention. It is advantageous in such an encapsulation that the cooling, e.g. For creams, pastes, sprays, etc. only when used, so when triturating on the skin, uses. In such an application, e.g. as after-sun cream or after-sun sprays the capsules according to the invention are particularly suitable.
• esters of linear C 6 -C 22 fatty acids with linear or branched C 6 -C 22 fatty alcohols or esters of branched C are, for example, used as oil bodies 6 -C 3 -carboxylic acids with linear or branched C 6 -C 22 -fatty alcohols, such as, for example, myristyl myristate, myristyl palmitate, myristyl stearate, myristyl isostearate, myristyl oleate, myristyl behenate, myristyl erucate, cetyl myristate, cetyl palmitate, cetyl stearate, cetyl isostearate, cetyl oleate, cetyl behenate, cetyl erucate, Stearylmyristat, stearyl palmitate, stearyl stearate, Steary
• esters of linear C 6 -C 22 fatty acids with branched alcohols are esters of linear and / or branched fatty acids with polyhydric alcohols (for example propylene glycol, dimer diol or trimer triol) and / or Guerbet alcohols, triglycerides based on C 6 -C 0 fatty, liquid mono- / di- / triglyceride mixtures based on C 6 -C 8 - fatty acids, esters of C 6 -C 22 fatty alcohols and / or Guerbet alcohols with aromatic carboxylic acids, in particular benzoic acid, esters of C 2 -C 2 dicarboxylic acids with straight-line or branched alcohols having 1 to 22 carbon
• Typical examples of fats are glycerides, ie solid or liquid vegetable or animal products, consisting essentially of mixed glycerol esters of higher fatty acids natural waxes, such as candelilla wax, carnauba wax, Japan wax, esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugarcane wax, ouricury wax, montan wax, beeswax, shellac wax, spermaceti, lanolin (wool wax), raffia fat, ceresin, ozokerite ( Groundwax), petrolatum, paraffin waxes, microwaxes; chemically modified waxes (hard waxes), such as montan ester waxes, Sasol waxes, hydrogenated jojoba waxes and synthetic waxes, such as polyalkylene waxes and polyethylene glycol waxes in question.
• natural waxes such as candelilla wax, carnauba wax, Japan wax, e
• lecithins In addition to the fats come as additives and fat-like substances such as lecithins and phospholipids in question.
• lecithin those skilled in the art will understand those glycerophospholipids which are formed from fatty acids, glycerol, phosphoric acid and choline by esterification.
• Lecithins are therefore often referred to in the art as Phosphatidylcholine (PC).
• PC Phosphatidylcholine
• Examples of natural lecithins include the cephalins, which are also referred to as phosphatidic acids and derivatives of l, 2-diacyl-sn-glycerol-3-phosphoric acids.
• phospholipids are usually understood as meaning mono- and preferably diesters of phosphoric acid with glycerol (glycerol phosphates), which are generally regarded as fats.
• glycerol phosphates glycerol phosphates
• sphingosines or sphingolipids are also suitable.
• suitable pearlescent waxes are: alkylene glycol esters, especially ethylene glycol distearate; Fatty acid alkanolamides, especially coconut fatty acid diethanolamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total have at least 24 carbon atoms, especially laurone and distearyl ether.
• Coolants are compounds that produce a sensation of coldness on the skin.
• these are menthol compounds which - in addition to the parent menthol themselves - for example selected from the group formed by menthol methyl ether, menthone glyceryl acetal (FEMA GRAS 3807), Menthone glyceryl ketal (FEMA GRAS 3808), Menthyl Lactate (FEMA GRAS 3748), Menthol Ethylene Glycol Carbonate (FEMA GRAS 3805), Menthol Propylene Glycol Carbonate (FEMA GRAS 3806), Menthyl N-Ethyloxamate, Monomethyl Succinate (FEMA GRAS 3810), Monomenthyl Glutamate (FEMA GRAS 4006), Menthoxy-1,2-propanediol (FEMA GRAS 3784), menthoxy-2-methyl-1,2-propanediol (FEMA GRAS 3849) and the menthane carboxylic acid esters and amides WS-3,
• FEMA GRAS 3810 A first important representative of these substances is the monomenthyl succinate (FEMA GRAS 3810). Both the succinate and the analogous monomenthyl glutarate (FEMA GRAS 4006) are important representatives of monomenthyl esters based on dicarboxylic and polycarboxylic acids:
• FEMA GRAS 3748 Frescolat ® ML
• FEMA GRAS 3807 Menthone glyceryl acetal
• FEMA GRAS 3808 Menthone glyceryl ketal
• menthones glyceryl acetal / ketal and the Menthyl Lactate and Menthol Ethylene Glycol carbonates or menthol Propylene Glycol Carbonatw have proven that the Applicant under the names Frescolat ® MGA, Frescolat ® ML, Frecolat ® MGC and Frescolat ® M PC sells.
• menthol compounds were developed for the first time which have a C-C bond in the 3-position and from which a number of representatives can likewise be used. These substances are generally referred to as WS types.
• the parent is a menthol derivative in which the hydroxyl group is replaced by a carboxyl group (WS-1). From this structure, all other types of WS are derived, such as the preferred species WS-3, WS-4, WS-5, WS-12, WS-14 and WS-30.
• Suitable consistency factors are primarily fatty alcohols or hydroxy fatty alcohols having 12 to 22 and preferably 16 to 18 carbon atoms and, in addition, partial glycerides, fatty acids or hydroxyfatty acids. Preference is given to a combination of these substances with alkyl oligoglucosides and / or fatty acid N-methylglucamides of the same chain length and / or polyglycerol poly-12-hydroxystearates.
• Suitable thickeners are, for example, Aerosil types (hydrophilic silicas), polysaccharides.
• Bentone ® Gel VS-5PC (Rheox)
• bentonites such as Bentone ® Gel VS-5PC (Rheox)
• surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols, for example pentaerythritol or trimethylolpropane, fatty alcohol ethoxylates with narrow homolog distribution or alkyl oligoglucosides, and electrolytes, such as common salt and ammonium chloride.
• superfatting agents and stabilizers such as Bentone ® Gel VS-5PC (Rheox)
• substances such as lanolin and lecithin, as well as polyethoxylated or acylated lanolin and lecithin derivatives, polyol fatty acid esters, monoglycerides and fatty acid alkanolamides can be used, the latter also serving as foam stabilizers.
• UV sun protection factors are meant, for example, at room temperature liquid or crystalline organic substances (light protection filters) which are able to absorb ultraviolet rays and absorb the absorbed energy in the form of longer-wave radiation, e.g. Heat again.
• the UV sunscreen factors are present in amounts of 0.1 to 5 and preferably 0.2 to 1 wt .-%.
• UVB filters can be oil-soluble or water-soluble. As oil-soluble substances are e.g. to call:
• 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and 4- (dimethylamino) benzoic acid amyl ester;
• Esters of cinnamic acid preferably 4-methoxycinnamic acid 2-ethylhexyl ester, 4-methoxycinnamic acid propyl ester, 4-methoxycinnamic acid isoamyl ester 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene);
• Esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl salicylate;
• benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
• Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
• Triazine derivatives e.g. 2,4,6-trianilino (p-carbo-2'-ethyl-1-hexyloxy) -l, 3,5-triazine and octyl triazone or dioctyl butamido triazone (Uvasorb® HEB);
• Propane-1,3-diones e.g. 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione;
• UV-A filter in particular derivatives of benzoylmethane are suitable, such as, for example, 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-l, 3-dione, 4-tert Butyl 4'-methoxydibenzoylmethane (Parsol® 1789), 2- (4-diethylamino-2-hydroxybenzoyl) benzoic acid hexyl ester (Uvinul® A Plus), 1-phenyl-3- (4'-isopropylphenyl) propane -l, 3-dione and enamine compounds.
• the UV-A and UV-B filters can be used also be used in mixtures.
• Particularly favorable combinations consist of the derivatives of benzoylmethane, for example 4-tert-butyl-4'-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene) in combination with Esters of cinnamic acid, preferably 4-methoxycinnamic acid 2-ethylhexyl ester and / or 4-methoxycinnamic acid propyl ester and / or 4-methoxycinnamic acid isoamyl ester.
• benzoylmethane for example 4-tert-butyl-4'-methoxydibenzoylmethane (Parsol® 1789) and 2-cyano-3,3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene) in combination with Esters of cinnamic acid,
• insoluble photoprotective pigments namely finely dispersed metal oxides or salts
• suitable metal oxides are in particular zinc oxide and titanium dioxide and, in addition, oxides of iron, zirconium, silicon, manganese, aluminum and cerium and mixtures thereof.
• salts silicates (talc), barium sulfate or zinc stearate can be used.
• the oxides and salts are used in the form of the pigments for skin-care and skin-protecting emulsions and decorative cosmetics.
• the particles should have an average diameter of less than 100 nm, preferably between 5 and 50 nm and in particular between 15 and 30 nm.
• the pigments may have a spherical shape, but it is also possible to use those particles which have an ellipsoidal or otherwise deviating shape from the spherical shape.
• the pigments can also be surface-treated, ie hydrophilized or hydrophobized. Typical examples are coated titanium dioxides, for example Titandioxid T 805 (Degussa) or Eusolex ® T2000, Eusolex ® T, Eusolex ® T-ECO, Eusolex ® TS, Eusolex ® T-Aqua, Eusolex ® T-45D (all Merck), Uvinul TiO 2 (BASF).
• Suitable hydrophobic coating agents are in particular silicones and in particular trialkoxyoctylsilanes or simethicones.
• sunscreens so-called micro- or nanopigments are preferably used.
• micronized zinc oxide such as Z-COTE ® or Z-COTE HP1 ® is used.
• biogenic active substances include tocopherol, tocopherol acetate, tocopherol palmitate, ascorbic acid, (deoxy) ribonucleic acid and its fragmentation products, ⁇ -glucans, retinol, bisabolol, allantoin, phytantriol, panthenol, AHA acids, amino acids, ceramides, pseudoceramides, essential oils, Plant extracts, such as Prunus extract, Bambaranussexschreib and vitamin complexes to understand.
• Antioxidants interrupt the photochemical reaction chain, which is triggered when UV radiation penetrates into the skin.
• Typical examples are amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, midazoles (eg urocaninic acid) and their derivatives, peptides such as D, L-carnosine, D-carnosine, L-carnosine and their derivatives ( eg anserine), carotenoids, carotenes (eg carotene, beta-carotene, lycopene) and their derivatives, chlorogenic acid and its derivatives, lipoic acid and its derivatives (eg dihydrolipoic acid), aurothioglucose, propylthiouracil and other thiols (eg thioredoxin, glutathione, Cysteine, cystine, cystamine and their glycosyl, N-acetyl, methyl, ethyl, propyl, amyl
• Cosmetic deodorants counter, mask or eliminate body odors. Body odors are caused by the action of skin bacteria on apocrine sweat, forming unpleasant-smelling degradation products. Accordingly, deodorants contain active substances which act as antimicrobial agents, enzyme inhibitors, odor absorbers or odor maskers.
• Odor Absorber Suitable odor absorbers are substances that absorb and largely retain odor-forming compounds. They reduce the partial pressure of the individual components and thus also reduce their propagation speed. It is important that perfumes must remain unimpaired. Odor absorbers have no activity against bacteria. They contain, for example as Ha upt Anlagenteil a complex zinc salt of ricinoleic acid or special, largely odorless fragrances, which are known in the art as "fixators" such. B. Extracts of Labdanum or Sty- rax or certain Abietinklarivate. Odor maskers are fragrances or perfume oils which, in addition to their function as odor maskers, give the deodorants their respective scent. Examples of perfume oils are mixtures of natural and synthetic fragrances.
• Natural fragrances are extracts of flowers, stems and leaves, fruits, fruit peel, roots, woods, herbs and grasses, needles and twigs, as well as resins and balsams. Furthermore, animal raw materials come into question, such as civet and Castoreum.
• Typical synthetic fragrance compounds are products of the ester type, ethers, aldehydes, ketones, alcohols and hydrocarbons.
• Fragrance compounds of the ester type are, for example, benzyl acetate, p-tert-butylcyclohexyl acetate, linalyl acetate, phenylethyl acetate, linalyl benzoate, benzyl formate, allycyclohexyl propionate, styrallyl propionate and benzyl salicylate.
• Ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal, to the ketones, for example, the ionones and methyl cedryl ketone, to the alcohols Anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol, the hydrocarbons mainly include the terpenes and balsams.
• fragrance oils are used, which together produce an attractive fragrance.
• essential oils lesser Volatility which are mostly used as aroma components, are useful as perfume oils, eg sage oil, camomile oil, clove oil, lemon balm oil, mint oil, cinnamon leaf oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labdanum oil and lavandin oil.
• Antiperspirants reduce the formation of sweat by influencing the activity of eccrine sweat glands and thus counteract underarm wetness and body odor.
• Aqueous or anhydrous formulations of antiperspirants typically contain the following ingredients:
• antiperspirants may contain customary oil-soluble auxiliaries in smaller amounts.
• oil-soluble adjuvants may be e.g. be :
• Suitable antidandruff active ingredients are piroctone olamine (l-hydroxy-4-methyl-6- (2,4,4-trimythylpentyl) -2- (lH) -pyridinonmonoethanolaminsalz) Baypival ® (Climbazole), zol® Ketocona-, ( 4-acetyl-l - ⁇ - 4- [2- (2,4-dichlorophenyl) r-2- (1H-imidazol-1-ylmethyl) -l, 3-dioxylan-c-4-ylmethoxyphenyl] piperazine, ketoconazole, elubiol, selenium disulfide, Sulfur colloidal, sulfur polyethylene glycol sorbitan monooleate, sulfur trizinol polyethoxylate, black tea tar distillates, salicylic acid (or in combination with hexachlorophene), undecylenic acid monoethanolamide sulfosuccinate Na salt,
• I nsekten repellents are N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl Butylacetylaminopropionate in question.
• Ingredients for oral and dental care products are N, N-diethyl-m-toluamide, 1,2-pentanediol or ethyl Butylacetylaminopropionate in question.
• M and- and dental care means products are to be understood that serve the M and- and teeth cleaning and care. Examples of these are toothpastes, tooth gels, and the like.
• Toothpastes or toothpastes are generally understood to mean gelatinous or pasty preparations of water, thickening agents, humectants, abrasives or cleaning articles, surfactants, sweeteners, flavorings, deodorant active substances and active substances against M and and dental diseases.
• all the usual cleaning bodies such as. For example, chalk, dicalcium phosphate, insoluble sodium metaphosphate, aluminum silicates, calcium pyrophosphate, finely divided synthetic resins, silicas, alumina and alumina trihydrate can be used.
• Particularly suitable cleansing bodies for the toothpastes according to the invention are, above all, finely divided xerogel silicas, hydrogel silicic acids, precipitated silicas, aluminum oxide trihydrate and finely divided alpha alumina or mixtures of these cleansers in amounts of from 15 to 40% by weight of the toothpaste.
• the humectants are mainly low molecular weight polyethylene glycols, glycerol, sorbitol or mixtures of these products in amounts up to 50 wt .-% in question.
• the known thickeners are the thickening, finely divided gel silicas and hydrocolloids, such as.
• carboxymethyl cellulose As carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl guar, hydroxyethyl starch, polyvinyl pyrrolidone, high molecular weight polyethylene glycol, vegetable gums such as tragacanth, agar-agar, Irish moss, gum arabic, xantham gum, and carboxyvinyl polymers (eg. Carbopol ® grades) is suitable.
• the dentifrices and dentifrices may in particular be surface-active substances, preferably anionic and nonionic high-foaming surfactants, such as the abovementioned substances, but in particular alkyl ether sulfate salts, alkyl polyglucosides and mixtures thereof.
• Preservatives and antimicrobials such. P-hydroxybenzoic acid methyl, ethyl or propyl ester, sodium sorbate, sodium benzoate, bromochlorophene, phenylsilicic acid ester, thymol and the like;
• Anticalculus ingredients e.g., organophosphates such as 1-hydroxyethane-1,1-diphosphonic acid, l-phosphonopropane-l, 2,3-tricarboxylic acid and others, the z. B. from US 3,488,419, DE 2224430 AI and DE 2343196 AI are known;
• Sweeteners such as. B. saccharin sodium, sodium cyclamate, sucrose, lactose, maltose, fructose or Apartam ®, (L-aspartyl-L-phenylalanine-methylester), Stivia extracts or their sweetening components, in particular Ribeaudioside;
• pigments such as For example, titanium dioxide
• Buffer substances such.
• a preferred embodiment of the cosmetic preparations are toothpastes in the form of an aqueous, pasty dispersion containing polishing agents, humectants, viscosity regulators and optionally other conventional components, and the mixture of menthofuran and menthol compounds in amounts of 0.5 to 2 wt .-% contain.
• Hydrotropes such as, for example, ethanol, isopropyl alcohol, or polyols, can also be used to improve the flow behavior; These substances largely correspond to the initially described carriers.
• Polyols contemplated herein preferably have from 2 to 15 carbon atoms and at least two hydroxyl groups.
• the polyols may contain other functional groups, in particular amino groups, or be modified with nitrogen. Typical examples are
• Alkylene glycols such as ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, hexylene glycol and polyethylene glycols having an average molecular weight of 100 to 1,000 g / mol;
• Methyl compounds in particular trimethylolethane, trimethylolpropane, trimethylolbutane, pentaerythritol and dipentaerythritol;
• Lower alkyl glucosides especially those having 1 to 8 carbons in the alkyl radical, such as, for example, methyl and butyl glucoside;
• Sugar alcohols with 5 to 12 carbon atoms such as sorbitol or mannitol,
• sugars having 5 to 12 carbon atoms such as glucose or sucrose
• Dialcoholamines such as diethanolamine or 2-amino-l, 3-propanediol.
• Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the known under the name ® Surfacine silver complexes and the other classes of compounds listed in Appendix 6, Parts A and B of the Cosmetics Directive.
• Natural fragrances are extracts of flowers (lily, lavender, roses, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (aniseed, coriander, caraway, juniper), fruit peel (bergamot, lemon, Oranges), roots (macis, angelica, celery, cardamom, costus, iris, calmus), wood (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (tarragon, lemongrass, sage, thyme), Needles and twigs (spruce, fir, pine, pines), resins and balsams (Galbanum, Elemi, Benzoea, Myrrh, Olibanum, Opoponax).
• Typical synthetic fragrance compounds are Products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Fragrance 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, styralpropylate and benzylsalicylate.
• the ethers include, for example, benzyl ethyl ether, to the aldehydes, for example, the linear alkanals having 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronellal, lilial and bourgeonal, to the ketones such as the ionone, cc-lsomethylionon and Methylcedrylketon to the alcohols Anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpinene, the hydrocarbons mainly include the terpenes and balsams.
• fragrance oils are suitable as perfume oils, eg sage oil, chamomile oil, clove oil, lemon balm oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
• Suitable flavors are, for example, peppermint oil, sparkling oil, aniseed oil, star aniseed oil, caraway oil, eucalyptus oil, fennel oil, citrus oil, wintergreen oil, clove oil, menthol and the like.
• Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, parabens, pentanediol or sorbic acid and the silver complexes known under the name Surfacine® and the further classes of compounds listed in Appendix 6, Part A and B of the Cosmetics Regulation.
• fragrances or perfume oils are not subject to any restrictions.
• perfumes individual fragrance compounds, both synthetic or natural compounds of the ester type, ethers, aldehydes, ketones, alcohols, hydrocarbons, acids, carbonic esters, aromatic hydrocarbons, aliphatic hydrocarbons, saturated and / or unsaturated hydrocarbons and mixtures thereof can be used.
• As fragrant aldehydes orWketone thereby all usual fragrance aldehydes and fragrance ketones can be used, which are typically used to bring about a pleasant fragrance sensation.
• Suitable fragrance aldehydes and fragrance ketones are well known to those skilled in the art.
• the fragrance ketones can all comprise ketones which can impart a desired fragrance or sensation of freshness.
• the ketone be selected from the group consisting of buccoxime, iso-jasmon, methyl-beta-naphthyl-ketone, musk indanone, tonalid / musk plus, alpha-damascon, beta-damascone, delta-damascone, iso-damascone, damascenone, damarose, methyl dihydrojasmonate, Menthone, car-of, camphor, fenchone, alphalons, beta-ionone, dihydro-beta-ionone, gamma-methyl so-called ionone, fleuramon, dihydrojasmon, cis-jasmone, iso-E-super, methyl cetrenyl ketone or methyl -cedrylon, acetophenone, methyl-acetophenone, para-methoxy-acetophenone,
• the ketones may be selected from alpha damascone, delta damascone, iso damascone, carvone, gamma-methyl-ionone, iso-E-super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzylacetone , Beta Damascone, Damascenone, Methyl Dihydrojasmonate, Methyl Cedrylon, Hedione and mixtures thereof.
• Suitable fragrance aldehydes may be any aldehydes which, in accordance with the fragrance ketones, impart a desired fragrance or sensation of freshness. In turn, they may be individual aldehydes or aldehyde mixtures. Suitable aldehydes are, for example, Melonal, Triplal, Ligustral, Adoxal, Anisaldehyde, Cymal, Ethylvanillin, Florhydral, Floralozon, Helional, Heliotropin, Hydroxycitronellal, Koavon, Laurinaldehyde, Canthoxal, Lyral, Lilial, Adoxal, Anisaldehyde, Cumal methyl-nonyl-acetaldehyde Citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, bourgeonal, p, t-bucinal, phenylacetaldehyde, undecylenaldehyde, vanillin; 2,6,10-trimethyl
• the fragrance aldehydes and fragrance ketones may have an aliphatic, cycloaliphatic, aromatic, ethylenically unsaturated structure or a combination of these structures. There may also be further heteroatoms or polycyclic structures. The structures may have suitable substituents such as hydroxyl or amino groups.
• suitable fragrances selected from aldehydes and ketones see Steffen Arctander "Published 1960 and 1969, respectively, Reprinted 2000 ISBN: Aroma Chemicals Vol. 1: 0-931710-37-5, Aroma Chemicals Vol. 2: 0-931710 -38-3 ", referenced.
• Suitable fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate (DM BCA), phenylethyl acetate, benzyl acetate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate, benzylsalicylate, cyclohexylsalicylate, floccyl Ramat, Melusat and Jasmacyclat.
• DM BCA dimethylbenzylcarbinyl acetate
• benzyl acetate ethylmethylphenylglycinate
• allylcyclohexylpropionate styrallylpropionate
• benzylsalicylate cyclohe
• Fragrance compounds of the hydrocarbon type are, for example, terpenes such as limonene and pinene.
• Suitable fragrances of the ether type are, for example, benzyl ethyl ether and ambroxan.
• Suitable perfume alcohols are, for example, 10-undecen-1-ol, 2,6-dimethylheptan-2-ol, 2-methylbutanol, 2-methylpentanol, 2-phenoxyethanol, 2-phenylpropanol, 2-tert-butycyclohexanol, 3,5, 5-trimethylcyclohexanol, 3-hexanol, 3-methyl-5-phenylpentanol, 3-octanol, 1-octen-3-ol, 3-phenylpropanol, 4-heptenol, 4-isopropylcyclohexanol, 4-tert-butycyclohexanol, 6,8- Dimethyl-2-nonanol, 6-nonen
• Fragrances or perfume oils may also be natural fragrance mixtures, as are available from vegetable sources, e.g. Pine, citrus, jasmine, patchouli, rose or ylang-ylang oil. Also suitable are Muscat sage oil, chamomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil, linden flower oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil and labdanum oil and orange blossom oil, neroli oil, orange peel oil and sandalwood oil.
• Essential oils such as angelica root oil, aniseed oil, arnica blossom oil, basil oil, bay oil, champa blossom oil, fir pine oil, pinecone oil, elemi oil, eucalyptus oil, fennel oil, pine needle oil, galbanum oil, geranium oil, ginger grass oil, guaiac wood oil, guriuri balsam oil, heirloom oil, ho oil, ginger oil, iris oil, cajeput oil , Calamus oil, chamomile oil, camphor oil, kanga oil, cardamom oil, cassia oil, pine oil, copaiba balsam, coriander oil, spearmint oil, caraway oil, cumin oil, lavender oil, lemongrass oil, lime oil, tangerine oil, lemon balm oil, musk nut oil, myrrh oil, clove oil, neroli oil, niaouli oil, olibanum oil, origanum oil , Palmarose oil, Patchouli oil, Peruvian
• perfume precursors are compounds which release a desired odoriferous and / or perfume molecule by the breaking of a chemical bond, for example by hydrolysis.
• a desired perfume raw material is chemically combined with a carrier, preferably a slightly volatile or moderately volatile carrier.
• the combination results in a less volatile and more hydrophobic perfume precursor with improved attachment to fabrics.
• the perfume is then released by breaking the bond between the perfume raw material and the carrier, for example, by a change in pH (eg, by perspiration upon wear), humidity, heat and / or sunlight during storage or drying on the skin Clothes line.
• the perfume raw material for use in perfume precursors are typically saturated or unsaturated volatile compounds containing an alcohol, an aldehyde and / or a ketone group. Fragrance raw materials useful herein include any fragrant substances or mixtures of substances already described above.
• R is hydrogen, linear Ci-C 8 alkyl, branched C 3 -C 20 alkyl, cyclic C 3 -C 20 - alkyl, C 6 -C 20 branched cyclic alkyl, linear C 6 -C 20 - Alkenyl, branched C 6 -C 20 alkenyl, cyclic C 6 -C 20 alkenyl, branched cyclic C 6 -C 20 alkenyl, substituted or unsubstituted C 6 -C 20 aryl, and mixtures thereof;
• R 1 , R 2 and R 3 are independently linear, branched or substituted C 1 -C 20 -alkyl; linear, branched or substituted C 2 -C 20 alkenyl; substituted or unsubstituted C 3 -C 20 cyclic alkyl; substituted or substituted C 6 -C 20 -aryl, substituted or unsubstituted C 2 -C 40 -alkyleneoxy
• usable perfume precursors are acetals or ketals, preferably obeying the formula (IV)
• R is linear C 1 -C 20 -alkyl, branched C 3 -C 20 -alkyl, cyclic C 6 -C 20 -alkyl, branched cyclic C 6 -C 20 -alkyl, linear C 2 -C 20 -alkenyl, branched C 3 -C 20 alkenyl, cyclic C 6 -C 20 alkenyl, branched cyclic C 6 -C 20 alkenyl, substituted or unsubstituted C 6 -C 20 aryl, and mixtures thereof;
• R 1 is hydrogen or R;
• R 2 and R 3 are each independently selected from the group consisting of linear Ci-C 20 alkyl, branched C 3 -C 20 alkyl, cyclic C 3 -C 20 alkyl, C 6 -C 20 branched cyclic - Alkyl, linear C 6 -C 20 alkenyl, branched C 6 -C 20 alkenyl, cyclic
• R 1 , R 2 , R 3 and R 4 are independently linear, branched or substituted Ci-C 20 alkyl; linear, branched or substituted C 2 -C 20 alkenyl; substituted or unsubstituted C 5 -C 20 cyclic alkyl; substituted or unsubstituted C 6 -C 20 -aryl, substituted or unsubstituted C 2 -C 40 -alkyleneoxy; substituted or unsubstituted C 3 -C 40 -alkyleneoxyalkyl; substituted or unsubstituted C 6 -C 40 alkylene aryl; substituted or unsubstituted C 6 -C 32 -aryloxy; substituted or unsubstituted C 6 -C 40 alkyleneoxyaryl; C 6 -C 40 oxyalkylene aryl; and mixtures thereof.
• the use of such substances, especially in (preferably water-insoluble) microcapsules, corresponds to a preferred embodiment of
• fragrances used include silicic acid ester mixtures.
• Silica esters are represented, for example, by the formula (V)
• R is independently selected from the group containing H, straight or branched, saturated or unsaturated, substituted or unsubstituted C 1 -C 6 -hydrocarbon radicals and the perfume alcohol radicals and / or bicarbonyl radicals, and m Values from the range 1 to 20 and n values from the range 2 to 100.
• the silicic acid esters of the formulas preferably contain at least one perfume alcohol residue and / or biocide alcohol residue.
• the silicic ester mixtures can be encapsulated, but also used without encapsulation.
• the presence of silicic ester mixtures often leads to the fact that the achievable fragrance impression, both in terms of pleasure and intensity, can be further improved.
• the fragrance impression is not only qualitative, ie the pleasing, better, but also longer.
• the silicic acid ester mixtures may also be contained in the microcapsules. If the silicic ester mixtures in the microcapsules preferably make up at least 2% by weight of the total encapsulated amount of fragrance,% by weight, based on the amount of the encapsulated fragrances, a preferred embodiment of the invention is provided, which is a further improvement of the desired Odor effect after drying causes.
• perfume precursors are reaction products of compounds comprising at least one primary and / or secondary amine group, for example an amino-functional polymer, especially an amino-functional silicone, and a perfume ingredient selected from ketone, aldehyde and mixtures thereof.
• Suitable flavors are, for example, whistling oil, curcumin oil, aniseed oil, star aniseed oil, carob oil, eucalyptus oil, fennel oil, lemon oil, wintergreen oil, clove oil, menthol and the like.
• Flavorings include, for example: acetophenone, allyl capronate, alpha-ionone, beta-ionone, anisaldehyde, anisylacetate, anisylformate, benzaldehyde, benzothiazole, benzylacetate, benzylalcohol, benzylbenzoate, beta-ionone, butylbutyrate, butylcapronate, butylidenphthalide, carvone, camphene , Caryophyllene, cineol, cinnamylacetate, citral, citronellol, citronellal, citronellylacetate, cyclohexylacetate, cymene, damascone, decalactone, dihydrocoumarin, dimethylanthranilate, dimethylanthranilate, dodecalactone, ethoxyethylacetate, ethylbutyric acid, ethylbutyrate,
• the total amount of the at least one perfume is the amount of all perfumes in the mixture together relative to the total amount of the agent.
• the suitable and suitable for cosmetic purposes substances can be used, as for example in the publication "Cosmetic Colorants” of the Dye Commission of the Irish Klastician, Verlag Chemie, Weinheim, 1984, p.81-106 are compiled. Examples are Kochillerot A (Cl. 16255), Patent Blue V (C.1.42051), I ndigotin (C.1.73015), chlorophyllin (C.1.75810), quinoline yellow (C.1.47005), titanium dioxide (C.1.77891), I ndanthrenblau RS (Cl 69800) and Krapplack (Cl. 58000). As a luminescent dye and luminol may be included. These colorants are usually used in concentrations of 0.001 to 0.1% by weight, based on the total mixture.
• ingredients of adhesives and agrochemicals are encapsulated in the capsules of the invention.
• microcapsules were prepared using once resorcinol (Kl, not according to the invention), then 4-aminophenol (KM) and then 3-aminophenol (KIM) were used in the curing.
• an aqueous mixture of 31.5 g Lupasol PA 140 and 36.56 g Lucaroll SD is stirred and heated to 35 ° C.
• 180 g of a fragrance oil was added, stirring and for a further 30 min. emulsified and the particle size adjusted accordingly.
• formic acid is added until the reaction mixture has a pH of 3.0-3.7.
• the mixture is slowly heated to 60 ° C (1000U / min) and a melamine dispersion added. The mixture is then stirred lh and then heated to 80 ° C.
• an aqueous solution of an aminophenol is added (8.4 g of 3-aminophenol and 42 g of water) and stirred at 80 ° C for 1 h.
• the pH is then checked and an aqueous urea solution is added and stirred at 800-900 rpm for 1 h at 80 ° C. It is then cooled, optionally treated with sodium hydroxide solution and a thickener.
• Example 1 The stability of the capsules prepared in Example 1 was determined by incorporating the capsules in a fabric softener formulation (about 15% esterquat) at a concentration of 1% and then storing this mixture at 45 ° C. Subsequently, GC-headspace measurements were used to determine the concentration of fragrances diffused into the fabric softener formulation. With the help of these results, the remaining portion of the perfume oil still present in the capsule was calculated. The results are shown in Table 1. Table 1
• Resorcinol 100 96 50 - -
• the fragrance mixture used here was composed according to Table 3: Table 3

Landscapes

• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Life Sciences & Earth Sciences (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Dispersion Chemistry (AREA)
• Engineering & Computer Science (AREA)
• General Health & Medical Sciences (AREA)
• Veterinary Medicine (AREA)
• Animal Behavior & Ethology (AREA)
• Public Health (AREA)
• Wood Science & Technology (AREA)
• Epidemiology (AREA)
• Oil, Petroleum & Natural Gas (AREA)
• Birds (AREA)
• Physics & Mathematics (AREA)
• Dentistry (AREA)
• Medicinal Chemistry (AREA)
• Bioinformatics & Cheminformatics (AREA)
• Thermal Sciences (AREA)
• Mechanical Engineering (AREA)
• General Engineering & Computer Science (AREA)
• Agronomy & Crop Science (AREA)
• Pest Control & Pesticides (AREA)
• Plant Pathology (AREA)
• Toxicology (AREA)
• Pharmacology & Pharmacy (AREA)
• Zoology (AREA)
• Environmental Sciences (AREA)
• Detergent Compositions (AREA)
• Manufacturing Of Micro-Capsules (AREA)
• Cosmetics (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)
• Fats And Perfumes (AREA)
• Adhesives Or Adhesive Processes (AREA)
• Medicinal Preparation (AREA)

Priority Applications (6)

Applications Claiming Priority (2)

Publications (1)

Family

ID=57965903

Family Applications (1)

Country Status (6)

Cited By (11)

Families Citing this family (9)

Citations (27)

Family Cites Families (16)

• 2017
  • 2017-01-25 JP JP2019534831A patent/JP6899909B2/ja active Active
  • 2017-01-25 ES ES17703342T patent/ES2919277T3/es active Active
  • 2017-01-25 US US16/472,413 patent/US11344857B2/en active Active
  • 2017-01-25 CN CN201780082933.1A patent/CN110167667B/zh active Active
  • 2017-01-25 WO PCT/EP2017/051481 patent/WO2018114056A1/de not_active Ceased
  • 2017-01-25 EP EP17703342.0A patent/EP3558508B1/de active Active
  • 2017-01-25 EP EP22164973.4A patent/EP4039361A3/de active Pending

Patent Citations (27)

Non-Patent Citations (5)

Also Published As

Similar Documents

Legal Events