CA2291869A1 - Peroxide preparations containing stabilized perfumes - Google Patents

Peroxide preparations containing stabilized perfumes Download PDF

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Publication number
CA2291869A1
CA2291869A1 CA 2291869 CA2291869A CA2291869A1 CA 2291869 A1 CA2291869 A1 CA 2291869A1 CA 2291869 CA2291869 CA 2291869 CA 2291869 A CA2291869 A CA 2291869A CA 2291869 A1 CA2291869 A1 CA 2291869A1
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Canada
Prior art keywords
preparations
perfumes
alcohol
contain
weight
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CA 2291869
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French (fr)
Inventor
Mercedes Mendoza Cruz
Adolf Arranz
Elisabet De Jorge
Miguel Osset Hernandez
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Henkel AG and Co KGaA
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
Mercedes Mendoza Cruz
Adolf Arranz
Elisabet De Jorge
Miguel Osset Hernandez
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Publication of CA2291869A1 publication Critical patent/CA2291869A1/en
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3947Liquid compositions
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0039Coated compositions or coated components in the compositions, (micro)capsules
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39Organic or inorganic per-compounds
    • C11D3/3942Inorganic per-compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/50Perfumes
    • C11D3/502Protected perfumes
    • C11D3/505Protected perfumes encapsulated or adsorbed on a carrier, e.g. zeolite or clay

Abstract

The present invention relates to peroxide preparations containing perfumes which are distinguished by the fact that the perfumes are present in microencapsulated form.

Description

Peroxide Preparations Containing Stabilized Perfumes Field of the Invention This invention relates generally to bleaching agents and disinfectants and, more particularly, to peroxide preparations containing perfumes in microencapsulated form.
Prior Art In Mediterranean countries and also in the United States, cold water is still predominantly used for washing laundry. The effect of this is that conventional bleaching agents, for example perborates or percarbonates, are hardly used because they do not develop any particular activity at temperatures around 20°C. For this reason, liquid bleaches - generally surface-active preparations containing up to 10% by weight of hydrogen peroxide - are normally added to the wash liquor. Even in heavily diluted form, peroxide liquors have an unpleasantly pungent odor so that perfumes are added to them Reference is also made in this connection to European patent application EP 0397246 A1 from which perfume capsules with an average size of less than 350 Nm, preferably no more than 150 Nm, and a water-insoluble fragile shell and detergents containing these perfume capsules are known.
Although a sufficiently large number of perfume oils which are stable to peroxide and are not oxidized, even over prolonged periods, are known from the prior art, substances with a citrus fragrance are not among them.
However, since it is precisely this fragrance which the consumer associates with freshness and cleanness, there is a desire at the commercial level to market peroxide bleaches with a citrus fragrance which are sufficiently stable in storage, i.e. emit the fresh fragrance required at the latest in use, despite the known chemical instability of the perfumes. Accordingly, the object of the present invention was to find a simple technical solution to the problem described above.
Description of the Invention The present invention relates to peroxide preparations containing perfumes which are characterized in that the perfumes are present in microencapsulated form.
It has surprisingly been found that peroxide-containing textile bleaching preparations can be formulated with perfumes when the perfumes are used in microencapsulated form. The microcapsules are chemically and physically, more particularly spatially, stable in the liquid preparations according to the invention, i.e. the microcapsules do not undergo decomposition or sedimentation in the preparations. In this way, peroxide-containing preparations can be produced with a virtually free choice of perfumes. In particular, even storage-stable preparations with a citrus fragrance can now be obtained.
Peroxide compounds Peroxide compounds in the context of the invention are understood to be substances wich contain an O-O-group. Typical examples are perborates, percarbonates, percarboxylic acids and, in particular, hydrogen peroxide. The aqueous preparations according to the invention preferably contain hydrogen peroxide in quantities of 1 to 10% by weight, preferably in quantities of 5 to 8% by weight and more preferably in quantities of 6 to 7%
by weight, based on 100% active substance. The hydrogen peroxide is used, for example, in the form of a 35% by aqueous solution.
Microcapsules "Microcapsules" are understood to be aggregates which contain at least one solid or liquid core surrounded by at least one continuous shell, more particularly a shell of polymer(s). They are normally finely disperses liquid or solid phases coated with film-forming polymers, in the production of which the polymers are deposited onto the material to be encapsulated after emulsification and coacervation or interfacial polymerization. The microscopically small capsules, also known as nanocapsules, can be dried in the same way as powders. Besides single-core microcapsules, there are also multiple-core aggregates, also known as microspheres, which contain two or more cores distributed in the continuous shell material. In addition, single-core or multiple-core microcapsules may be surrounded by an additional second, third etc. shell. Single-core microcapsules with a continuous shell are preferred. The shell may consist of natural, semisynthetic or synthetic materials. Natural shell materials are, for example, gum arabic, agar agar, agarose, maltodextrins, alginic acid and salts thereof, for example sodium or calcium alginate, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithins, gelatin, albumin, shellac, poly-saccharides, such as starch or dextran, sucrose and waxes. Semisynthetic shell materials are inter alia chemically modified celluloses, more particularly cellulose esters and ethers, for example cellulose acetate, ethyl cellulose, hydroxypropyl cellulose, hydroxypropyl methyl cellulose and carboxymethyl cellulose, and starch derivatives, more particularly starch ethers and esters. Synthetic shell materials are, for example, polymers, such as polyacrylates, polyamides, polyvinyl alcohol or polyvinyl pyrrolidone.
Although they may be produced in any shape, the microcapsules are preferably substantially spherical. Their diameter along their largest spatial dimension may be between 10 nm (visually not discernible as a capsule) and 10 mm, depending on the perfume present in their interior and the application envisaged. Visible microcapsules between 0.1 mm and 7 mm and, more particularly, between 0.4 mm and 5 mm are preferred.
Microcapsules invisible to the naked eye preferably have a diameter of 20 to 500 nm and more preferably 50 to 200 nm. The microcapsules may be obtained by known processes, of which coacervation and interfacial polymerization are the most important. Any commercially available surfactant-stable microcapsules may be used as the microcapsules, including for example the commercial products (the shell material is shown in brackets) Hallcrest Microcapsules (gelatin, gum arabic), Coletica Thalaspheres (maritime collagen), Lipotex Millicapseln (alginic acid, agar agar), Induchem Unispheres (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose), Unicerin C30 (lactose, microcrystalline cellulose, hydroxypropylmethyl cellulose), Kobo Glycospheres (modified starch, fatty acid esters, phospholipids), Softspheres (modified agar agar) and Kuhs Probiol Nanospheres (phospholipids).
The active substances are released from the microcapsules by mechanical, thermal, chemical or enzymatic destruction of the shell, normally during the use of the preparations containing the microcapsules.
In the case of the bleaching agents normally used in undiluted form, they are preferably released by mechanical action, more particularly by mech-anical forces to which the microcapsules are exposed during dosing, pump-circulation or spinning in the washing machine. In one preferred embodiment of the invention, the preparations contain the same microcapsules or different microcapsules in quantities of 0.1 to 10% by weight, more preferably in quantities of 0.2 to 8% by weight and most preferably in quantities of 0.5 to 6% by weight.
Perfumes The perfumes used in microencapsulated form in accordance with the invention are preferably perfumes which would otherwise be unstable in peroxide preparations.
Typical examples of suitable perfumes are mixtures of natural and synthetic perfumes. Natural perfumes are extracts of blossoms (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (anise, coriander, caraway, juniper), fruit peel (bergamot, lemon, orange), roots (nutmeg, angelica, celery, cardamon, costus, iris, calmus), woods (pinewood, sandalwood, guaiac wood, cedarwood, rosewood), herbs and grasses (tarragon, lemon grass, sage, thyme), needles and branches (spruce, fir, pine, dwarf pine), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials, for example civet and beaver, may also be used.
Typical synthetic perfumes are products of the ester, ether, aldehyde, ketone, alcohol and hydrocarbon type. Examples of perfumes of 5 the ester type are benzyl acetate, phenoxyethyl isobutyrate, p-tert.butyl cyclohexylacetate, linalyl acetate, dimethyl benzyl carbinyl acetate, phenyl ethyl acetate, linalyl benzoate, benzyl formate, ethylmethyl phenyl glycinate, allyl cyclohexyl propionate, styrallyl propionate and benzyl salicylate. Ethers include, for example, benzyl ethyl ether while aldehydes include, for example, the linear alkanals containing 8 to 18 carbon atoms, citral, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxy-citronellal, lilial and bourgeonal. Examples of suitable ketones are the ionones, a-isomethylionone and methyl cedryl ketone. Suitable alcohols are anethol, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terpineol. The hydrocarbons mainly include the terpenes and balsams. However, it is preferred to use mixtures of different perfume compounds which, together, produce an agreeable fragrance.
Other suitable perfumes are essential oils of relatively low volatility which are mostly used as aroma components. Examples are sage oil, camomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil, lime-blossom oil, juniper berry oil, vetiver oil, olibanum oil, galbanum oil, labolanum oil and lavendin oil. The following are preferably used either individually or in the form of mixtures: bergamot oil, dihydromyrcenol, lilial, lyral, phenylethyl alcohol, a-hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene Forte, Ambroxan, indole, hedione, sandelice, citrus oil, mandarin oil, orange oil, allylamyl glycolate, cyclovertal, lavendin oil, clary oil, ~i-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix Coeur, Iso-E-Super, Fixolide NP, evernyl, iraldein gamma, phenylacetic acid, geranyl acetate, benzyl acetate, rose oxide, romillate, irotyl and floramate.
Besides the perfumes mentioned above, peroxide-stable perfumes may of course also be used in microencapsulated form. Examples of such perfumes are: citronellol (3,7-dimethyl-6-octen-1-ol), dimethyl octanol (3,7-dimethyl-1-octanol), hydroxycitronellol (3,7-dimethyloctane-1,7-diol), mugol (3,7-dimethyl-4,6-octatrien-3-ol), myrcenol (2-methyl-6-methylene-7-octen-2-0l), terpinolene (p-mentho-1,4-(8)-diene), ethyl-2-methyl butyrate, phenyl propyl alcohol, galaxolide (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl cyclopental-2-benzopyran), tonalide (7-acetyl-1,1,3,4,4,6-hexamethyl tetra-hydronaphthalene), rose oxide, linalol oxide, 2,6-dimethyl-3-octanol, tetrahydroethyl linalool, tetrahydroethyl linalyl acetate, o-sec.-butyl cyclohexyl acetate and isolone diphorenepoxide and also isoborneal, dihydroterpineol, isobornyl acetate, dihydroterpenyl acetate). Other suitable perfumes are the substances mentioned columns 3 and 4 of European patent application EP 0622451 A1 (Procter & Gamble). The microcapsules contain the perfumes in quantities of generally 1 to 95% by weight, preferably 50 to 80% by weight and more preferably 60 to 70% by weight, based on the capsule weight.
Sec~uesterinq acLents If the preparations are used for treating fabrics, it is advisable to add to them electrolytes which act as sequestrants for heavy metal ions and which therefore counteract yellowing of the fabrics. Suitable sequestering agents are, for example, silicates, phosphonic acids and phosphonates, polyacrylic acid compounds, alkali metal carbonates, lignin sulfonates and mixtures of the electrolytes mentioned. The total quantity of sequestrant used is normally 0.1 to 2% by weight, preferably 0.3 to 1.5% by weight and more preferably 0.5 to 1.0% by weight, based on the preparation.
Silicates in the context of the invention are understood to be salts and esters of orthosilicic acid Si(OH)4 and self-condensation products thereof. Accordingly, the following crystalline substances, for example, may be used as silicates:
(a) neosilicates (island silicates) such as, for example, phenakite, olivine and zircon;
(b) sorosilicates (group silicates) such as, for example, thortveitite and hemimorphite;
(c) cyclosilicates (ring silicates) such as, for example, benitoite, axinite, beryl, milarite, osumilite or eudialyte;
(d) inosilicates (chain and band silicates) such as, for example, metasilicates (for example diopside) or amphiboles (for example tremolite);
(e) phyllosilicates (sheet and layer silicates) such as, for example, talc, kaolinite and mica (for example muscovite);
(f) tectosilicates (framework silicates) such as, for example, feldspars and zeolites and clathrasils or dodecasils (for example melanophlogite), thaumasite and neptunite.
In contrast to the ordered crystalline silicates, silicate glasses such as, for example, soda waterglass or potash waterglass are preferably used.
These silicate glasses may be of natural origin (for example montmorillonite) or may have been produced by a synthetic route. In another embodiment of the invention, alumosilicates may also be used.
Typical examples of alkali metal or alkaline earth metal silicates are sodium and/or potassium silicates with a modulus of 1.0 to 3.0 and preferably 1.5 to 2Ø
Phosphonic acids in the context of the invention are understood to be organic derivatives of the acid HP(O)(OH)2; phosphonates represent the salts and esters of these phosphonic acids. The organic phosphonic acids and phosphonates preferably used are known chemical compounds which may be prepared, for example, by the Michaelis-Arbuzov reaction.
They correspond, for example, to formula (I):
O
(I) R -P-OR
I

in which R' is an optionally substituted alkyl and/or alkenyl group containing 1 to 22 carbon atoms, preferably 2 to 18 carbon atoms and more preferably 6 to 12 carbon atoms and R2 is hydrogen, an alkali metal and/or alkaline earth metal, ammonium, alkylammonium and/or alkanol-ammonium or an optionally substituted alkyl and/or alkenyl group containing 1 to 22, preferably 2 to 18 and more preferably 6 to 12 carbon atoms. Typical examples are optionally hydroxy-, nitrilo- and/or amino-substituted phosphonic acids such as, for example, ethyl phosphonic acid, nitrilotris-(methylenephosphonic acid), 1-amino- and 1-hydroxyalkane-1,1-diphosphonic acids. One preferred embodiment of the invention is characterized by the use of amine oxide phosphonic acids corresponding to formula (II):

II
HO-P (CH2)m(CH)~-N O ( ) in which R3 is hydrogen, a (CH2)m(CHCH3)nNH20 group or an alkali metal, m is a number of 1 to 4 and n has a value of 0 or 1. Amine oxide phosphonic acids are builders or sequestrants which are marketed, for example, by Bozetto (Italy) under the name of Sequion~. They are produced by reacting aminophosphonic acids to form the amine oxide.
According to the invention, both mono- and diamine oxides in the form of the phosphonic acids (or salts) corresponding to formula (II) may be used.
Amine oxide phosphonic acids in which R3 is hydrogen, m = 3 and n = 0 (amine oxide based on aminotrimethylene phosphonic acid) are preferably used.
Polyacrylic acid compounds are understood to be homopolymers of acrylic acid and methacrylic acid and esters thereof. Besides the acids, esters of the acids with alcohols containing 1 to 4 carbon atoms may also be polymerized. Polyacrylic acid compounds having a particularly advantageous stabilizing effect are present as alkali metal salts and have an average molecular weight in the range from 1,000 to 10,000 dalton and more particularly in the range from 4,000 to 6,000 dalton.
Thickeners The use of electrolytes is a very simple and inexpensive method of adjusting viscosity. However, it has been found that the presence of chloride ions besides peroxide can cause pitting on certain textile through the formation of chlorine. In one preferred embodiment of the invention, therefore, organic thickeners are used. Organic thickeners are, for example, polysaccharides, more particularly xanthan gum, guar guar, agar agar, alginates and tyloses, carboxymethyl cellulose and hydroxyethyl cellulose, also relatively high molecular weight polyethylene glycol monoesters and diesters of fatty acids, polyacrylates (for example Carbopols~ [Goodrich] or Synthalens~ [Sigma]), polyacrylamides, polyvinyl alcohol and polyvinyl pyrrolidone, aluminas such as, for example, Laponite~ of Southern Clay Products or Zeothix~ of Huber, surfactants such as, for example, ethoxylated fatty acid glycerides, esters of fatty acids with polyols such as, for example, pentaerythritol or trimethylol propane, narrow-range fatty alcohol ethoxylates or alkyl oligoglucosides, which may be added to the preparations in quantities of 0.1 to 2% by weight.

Surfactants To support their cleaning performance, the preparations may additionally contain peroxide-stable surfactants such as, for example, fatty acid salts, alkyl sulfates, alkyl sulfonates, alkyl benzenesulfonates, xylene 5 sulfonates, sarcosinates, taurides, isethionates, sulfosuccinates, betaines, sugar esters and fatty acid-N-alkyl glucamides. However, alkyl ether sulfates, amine oxides, alk(en)yl oligoglycosides and fatty alcohol polyglycolethers are preferably used. The surfactants together generally make up from 1 to 15% by weight and preferably from 5 to 10% by weight 10 of the preparations.
Alkyl ether sulfates are anionic surfactants which may be obtained by sulfation of alkyl polyglycol ethers and subsequent neutralization. Alkyl ether sulfates suitable for use in accordance with the invention correspond to formula (III):
R4O-(CHZCH2O)"SO3X (III) in which R4 is an alkyl group containing 12 to 18 and, more particularly, 12 to 14 carbon atoms, n is a number of 2 to 5 and, more particularly, 2 to 3 and X stands for sodium or potassium. Typical examples are the sodium salts of sulfates of the C~v~a cocoalcohol +2, +2.3 and +3 EO adduct. The alkyl ether sulfates may have a conventional or narrow homolog distribution. The alkyl ether sulfates are preferably used in quantities of 1 to 8% by weight, preferably 1.5 to 6% by weight and more preferably 2 to 4% by weight, based on the preparation.
Amine oxides are also known compounds which are occasionally classified as cationic surfactants, but generally as nonionic surfactants.
They are produced by oxidation of tertiary fatty amines, which normally have either one long and two short alkyl chains or two short and one long alkyl chain, in the presence of hydrogen peroxide. The amine oxides suitable as surface-active ingredients in accordance with the present invention correspond to formula (IV):
Rs R5-N->O ~ (IV) R' in which R5 is a linear or branched alkyl group containing 12 to 18 carbon atoms and R6 and R' independently of one another have the same meaning as R5 or represent an optionally hydroxysubstituted alkyl group containing 1 to 4 carbon atoms. Amine oxides corresponding to formula (IV) in which R5 and R6 represent C~2,~4 or C~2,~8 cocoalkyl groups and R' represents a methyl group or a hydroxyethyl group, are preferably used.
Amine oxides corresponding to formula (IV), in which R5 represents a 02114 or C~z~8 cocoalkyl group and R6 and R' represent a methyl or hydroxyethyl group, are also preferred. The amine oxides are preferably used in quantities of 1.5 to 6% by weight and preferably 2 to 4% by weight, based on the preparation.
Alkyl and alkenyl oligoglycosides are known nonionic surfactants which correspond to formula (V):
R80-[G]p (V) in which R$ is an alkyl and/or alkenyl radical containing 4 to 22 carbon atoms, G is a sugar unit containing 5 or 6 carbon atoms and p is a number of 1 to 10. The alkyl and/or alkenyl oligoglycosides, which are also suitable as surface-active ingredient, may be derived from aldoses or ketoses containing 5 or 6 carbon atoms, preferably glucose. Accordingly, the preferred alkyl and/or alkenyl oligoglycosides are alkyl and/or alkenyl oligoglucosides. The index p in general formula (V) indicates the degree of oligomerization (DP), i.e. the distribution of mono- and oligoglycosides, and is a number of 1 to 10. Whereas p in a given compound must always be an integer and, above all, may assume a value of 1 to 6, the value p for a certain alkyl oligoglycoside is an analytically determined calculated quantity which is generally a broken number. Alkyl and/or alkenyl oligo-glycosides having an average degree of oligomerization p of 1.1 to 3.0 are preferably used. Alkyl and/or alkenyl oligoglycosides having a degree of oligomerization of less than 1.7 and, more particularly, between 1.2 and 1.4 are preferred from the applicational point of view. The alkyl or alkenyl radical Rs may be derived from primary alcohols containing 4 to 11 and preferably 8 to 10 carbon atoms. Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and the technical mixtures thereof obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the hydrogenation of aldehydes from Roelen's oxosynthesis. Alkyl oligoglucosides having a chain length of C8 to Coo (DP = 1 to 3), which are obtained as first runnings in the separation of technical C&~8 coconut oil fatty alcohol by distillation and which may contain less than 6% by weight of C~2 alcohol as an impurity, and also alkyl oligoglucosides based on technical C9,» oxoalcohols (DP = 1 to 3) are preferred. In addition, the alkyl or alkenyl radical R8 may also be derived from primary alcohols containing 12 to 22 and preferably 12 to 14 carbon atoms. Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and technical mixtures thereof which may be obtained as described above. Alkyl oligoglucosides based on hydrogenated C~2,~4 cocoalcohol with a DP of 1 to 3 are preferred. The glycosides are preferably used in quantities of 1.5 to 6% by weight and more preferably in quantities of 2 to 4% by weight, based on the preparation.
The preparations according to the invention may contain as further surfactants fatty alcohol polyglycol ethers corresponding to formula (VI):
acid salts corresponding to formula (VI):
R90(CH2CH20)"H (VI) in which R9 is a linear or branched alkyl and/or alkenyl group containing 6 to 22 and preferably 12 to 18 carbon atoms and n is a number of 1 to 10.
Typical examples are products of the addition of on average 1 to 10 and preferably 2 to 5 moles of ethylene oxide onto caproic alcohol, caprylic alcohol, 2-ethylhexyl alcohol, capric alcohol, lauryl alcohol, isotridecyl alcohol, myristyl alcohol, cetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, linolyl alcohol, linolenyl alcohol, elaeostearyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol and brassidyl alcohol and the technical mixtures thereof obtained, for example, in the high-pressure hydrogenation of technical methyl esters based on fats and oils or aldehyde from Roelen's oxosynthesis and as monomer fraction in the dimerization of unsaturated fatty alcohols. Products of the addition of 2 to 5 moles of ethylene oxide onto technical fatty alcohols containing 12 to 18 carbon atoms such as, for example, cocofatty alcohol, palm oil fatty alcohol, palm kernel oil fatty alcohol and tallow fatty alcohol are preferred.
The polyglycol ethers may have a conventional broad homolog distribution, but also a narrow homolog distribution . Mixtures of fatty alcohol polyglycol ethers with a linear and branched alkyl chain have proved to be advantageous by virtue of their favorable thickening effect. In addition, particularly high-performance preparations contain mixtures of various fatty alcohol polyglycol ethers in which one component has an HOB value above and the other an HLB value below 10. The polyglycol ethers are used in quantities of preferably 1 to 5% by weight and more preferably 2 to 4% by weight, based on the preparation.
Commercial Aplalications 5 The preparations according to the invention are generally aqueous with a non-aqueous component of, preferably, 5 to 35% by weight and, more preferably, 8 to 15% by weight and are particularly suitable for the treatment of flat textile materials such as, for example, yarns, fabric webs and, in particular, textiles. They are normally used at low temperatures, i.e.
10 at cold-wash temperatures (ca. 15 to 25°C). Not only are the preparations distinguished by excellent stain removal, they also reliably prevent the deposition of lime and metal traces on the fibers and thus also prevent incrustation and yellowing. Although the actual use of the preparations is directed to the removal of stains during washing, they are also suitable in principle for other applications in which bleaching solutions are used, for example for the cleaning and disinfection of hard surfaces. The prepar-ations according to the invention may additionally contain optical brighteners, dyes and pigments in total quantities of 0.01 to 0.5% by weight, based on the preparation. The optical brightener used may be, for example, the potassium salt of 4,4'-bis-(1,2,3-triazolyl)-(2)-stilbene-2,2-sulfonic acid which is marketed under the name of Phorwite~ BHC 766.
Suitable pigments are inter alia green chlorophthalocyanines (Pigmosol~
Green, Hostaphine~ Green) or yellow Solar Yellow BG 300 (Sandoz). The preparations may also contain typical auxiliaries and additives, for example antioxidants, such as phenols and phenol derivatives, for example butyl hydroxytoluene (BHT, 2,6-ditert.-butyl-4-methylphenol). The preparations according to the invention are prepared by stirring. The product obtained may optionally be decanted or filtered to remove foreign bodies and/or agglomerates. In addition, the preparations have a viscosity above 100 and preferably above 200 mPas, as measured at 20°C in a Brookfield viscosimeter (spindle 1, 10 r.p.m.).
Examples On the one hand perfume capsules and on the other hand the pure perfume were added to various hydrogen peroxide solutions which were 5 then introduced into dark bottles and stored at 25°C. Quantities of 100 ml of the solutions were visually evaluated immediately after their preparation and after storage for 1 week and 4 weeks, subsequently poured into glass beakers and then treated for 1 minute with a magnetic stirrer on a low-speed setting. The odor impression was then subjectively evaluated. The 10 results are set out in Table 1. Examples 1 to 3 correspond to the invention while Examples C1 to C3 are intended for comparison.

Table 1 Odor impression a r r,~ ~, ':> ' =::~'s ,~ -,, 08 r ~3 ,'a s ~ , , '. a, ".,, ,~ - 'r r, ~f n,. g'k e., ~ .
x ~: PH.. 4f". , ~' :~ ': .,.j A / ,.. ,;M:~~;.," ~~f ; r : ,n .. ~..,. , ~o~"....' ~ t.. f ~.. f~ ;., ~ a: ~
'i" 93 ~ . ,.' ~ ~ ~a~
f n ~~' if x :ro ~

3y, , ". 1~ d , . < , , .~I~".~~',v . c, ,. ;. , ': ~
~; ':. P~f; .:, , ~ . -<' ..
.",~ ~ ~4 ,5 " . - ! ~.~~~,s,' , ~ i ., ."'.
. .-> n .. :
.

Hydrogen peroxide7.5 7.5 7.5 7.5 7.5 7.5 Cocofatty alcohol0.75 2.0 2.0 0.75 2.0 2.0 +2E0 sulfate TEA

salt C~u~4 cocofatty8.5 - - 8.5 - -alcohol+6E0 C,v~4 cocofatty0.75 - - 0.75 - -alcohol+4E0 C,z~4 cocofatty- 0.7 0.7 - - -alcohol+2.5E0 (NRE) Xanthan gum - - 0.7 - - 0.7 Polyacrylate - 1.0 - - 1.0 -Trilon~M 0.1 0.1 0.1 0.1 0.1 0.1 Microcapsules 0.3 0.3 0.3 - - -(Lipotec)4~

Citrus fragrance- - - 0.3 0.3 0.3 (Vercitron) EtOH 0.19 0.19 0.19 0.19 0.19 0.19 13HT 0.01 0.01 0.01 0.01 0.01 0.01 Dye <0.001 <0.001 <0.001 <0.001 <0.001 <0.001 Water to 100 Odor impression -after productioncitrus-citrus-citrus-citrus-citrus-citrus-like like like like like like -after 1 week citrus-citrus-citrus-pungentpungentpungent like like like -after4 weeks citrus-citrus-citrus-pungentpungentpungent like like like Optical impressionhomo- homo- homo- clear clear clear geneousgeneousgeneous '~ Keltrol~ T (Kelco); 2~ Carbopol 497 (Goodrich); 3~ methylglycine diacetic acid trisodium salt (BASF); 4~ filling, 90% by weight citrus fragrance (Vercitron), shell material: sodium alginate; 5~ Pigmosol~ Blue 6900 =
water-dispersible copper phthalocyanine preparation = Pigment Blue 15 =
C.I. 74160 (BASF) The preparations according to the invention containing the microencapsulated perfume are homogeneous even after storage for 4 weeks, i.e. the capsules have not sedimented. Whereas the comparison formulations, despite their 30% higher perfume content, lose their citrus fragrance and instead assume a pungent odor after only 1 week due to chemical decomposition, an adequate quantity of citrus fragrance is released, even after storage, when the preparations according to the invention are exposed to a mechanical load. Accordingly, the microencapsulation is suitable for preventing chemical decomposition of the sensitive perfumes.

Claims (10)

1. Peroxide preparations containing perfumes, characterized in that the perfumes are present in microencapsulated form.
2. Preparations as claimed in claim 1, characterized in that they contain 0.5 to 10% by weight, based on the preparation, of hydrogen peroxide.
3. Preparations as claimed in claims 1 and/or 2, characterized in that they contain 0.1 to 10% by weight, based on the preparation, of microcapsules containing perfumes.
4. Preparations as claimed in at least one of claims 1 to 3, characterized in that they contain microcapsules of which the shell substance is selected from the group consisting of gum arabic, agar, agarose, maltodextrins, alginic acid, alginates, fats and fatty acids, cetyl alcohol, collagen, chitosan, lecithin, gelatin, albumin, shellac, polysaccharides, celluloses, cellulose esters, cellulose ethers, starch ethers, starch esters, polyacrylates, polyamides, polyvinyl alcohols and polyvinyl pyrrolidone.
5. Preparations as claimed in at least one of claims 1 to 4, characterized in that they contain microcapsules of which the diameter along their largest spatial dimension is 0.01 to 10,000 µm.
6. Preparations as claimed in at least one of claims 1 to 5, characterized in that they contain microcapsules which contain 1 to 95% by weight, based on the weight of the capsules, of perfumes.
7. Preparations as claimed in at least one of claims 1 to 6, characterized in that they additionally contain sequestrants.
8. Preparations as claimed in at least one of claims 1 to 7, characterized in that they additionally contain thickeners.
9. Preparations as claimed in at least one of claims 1 to 8, characterized in that they additionally contain surfactants.
10. Preparations as claimed in at least one of claims 1 to 9, characterized in that they have a Brookfield viscosity above 100 mPas.
CA 2291869 1998-12-01 1999-12-01 Peroxide preparations containing stabilized perfumes Abandoned CA2291869A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19855349.8 1998-12-01
DE1998155349 DE19855349A1 (en) 1998-12-01 1998-12-01 Peroxide-containing preparations with stabilized fragrances

Publications (1)

Publication Number Publication Date
CA2291869A1 true CA2291869A1 (en) 2000-06-01

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Application Number Title Priority Date Filing Date
CA 2291869 Abandoned CA2291869A1 (en) 1998-12-01 1999-12-01 Peroxide preparations containing stabilized perfumes

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AU (1) AU1272700A (en)
CA (1) CA2291869A1 (en)
DE (1) DE19855349A1 (en)
WO (1) WO2000032730A1 (en)

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Publication number Priority date Publication date Assignee Title
CN102282246A (en) * 2009-01-16 2011-12-14 宝洁公司 Bleaching compositions containing perfume microcapsules

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EP2208776A1 (en) * 2009-01-16 2010-07-21 The Procter and Gamble Company Bleaching compositions containing perfume microcapsules
CA2754009A1 (en) * 2009-04-02 2010-10-07 The Procter & Gamble Company Composition comprising delivery particles

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GB1367622A (en) * 1970-11-10 1974-09-18 Unilever Ltd Abrasive cleaning compositions
US4145184A (en) * 1975-11-28 1979-03-20 The Procter & Gamble Company Detergent composition containing encapsulated perfume
US4234627A (en) * 1977-02-04 1980-11-18 The Procter & Gamble Company Fabric conditioning compositions
DE3016170A1 (en) * 1980-04-26 1981-10-29 Bayer Ag, 5090 Leverkusen MICROCAPSULES WITH A DEFINED OPENING TEMPERATURE, METHOD FOR THE PRODUCTION AND USE THEREOF
GB8332682D0 (en) * 1983-12-07 1984-01-11 Procter & Gamble Laundry additive products
US4767557A (en) * 1985-06-28 1988-08-30 The Procter & Gamble Company Dry bleach and stable enzyme granular composition
US5093021A (en) * 1985-08-21 1992-03-03 The Clorox Company Encapsulated enzyme in dry bleach composition
JPH0288699A (en) * 1988-09-26 1990-03-28 Kao Corp Liquid bleaching agent for treatment before washing
CA2015737C (en) * 1989-05-11 1995-08-15 Diane Grob Schmidt Coated perfume particles
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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102282246A (en) * 2009-01-16 2011-12-14 宝洁公司 Bleaching compositions containing perfume microcapsules

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AU1272700A (en) 2000-06-19
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