EP2358859B1 - Parfümiertes wasch- oder reinigungsmittel - Google Patents

Parfümiertes wasch- oder reinigungsmittel Download PDF

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Publication number
EP2358859B1
EP2358859B1 EP09783877.5A EP09783877A EP2358859B1 EP 2358859 B1 EP2358859 B1 EP 2358859B1 EP 09783877 A EP09783877 A EP 09783877A EP 2358859 B1 EP2358859 B1 EP 2358859B1
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EP
European Patent Office
Prior art keywords
encapsulated
odorants
agent according
weight
gew
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EP09783877.5A
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German (de)
English (en)
French (fr)
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EP2358859A1 (de
Inventor
Andreas Bauer
Werner Faber
Wolfgang Lahn
Matthias Sunder
Andreas Gerigk
Ralf Bunn
Hubert Smyrek
Tobias Segler
Mario Sturm
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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Classifications

    • 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

Definitions

  • the present invention relates to a washing or cleaning agent which contains at least one anionic and / or nonionic surfactant and encapsulated fragrances as well as non-encapsulated fragrances, wherein the encapsulated fragrances are selected in a special way. It further relates to the use of such a washing or cleaning agent for cleaning textile fabrics and a textile cleaning method.
  • the American registration US 2008/0194454 A1 describes detergents containing anionic and nonionic surfactants and encapsulated and non-encapsulated perfume, the perfume ingredients having specific boiling points.
  • Object of the present invention was to provide a detergent or cleaning agent, which allows the consumer in the context of conventional textile washing an improved Textilbeduftung.
  • a possible lower limit for the encapsulated fragrances having a ClogP value ⁇ 4.0 and a boiling point ⁇ 275 ° C may be e.g. at 0.1% by weight or, for example, at 1% by weight or e.g. at 2 wt .-%, wt .-% based on the total amount of the encapsulated fragrances.
  • the washing or cleaning agent e.g. 0.1 wt .-% to less than 10 wt .-%
  • encapsulated fragrances having a ClogP value ⁇ 4.0 and a boiling point ⁇ 275 ° C may contain, wt .-% based on the total amount of the encapsulated fragrances.
  • no encapsulated fragrances with a ClogP value ⁇ 4.0 and a boiling point ⁇ 275 ° C are contained in the washing or cleaning agent at all.
  • the washing or cleaning agents according to the invention after the washing process allow surprising odor advantages (increased favor / higher intensity / better durability) on the washed textiles. Furthermore, corresponding products have good storage stability.
  • the agents according to the invention make it possible to reduce the total amount of perfume contained in the middle, and nevertheless to achieve odor advantages on the washed textiles.
  • Particularly suitable anionic surfactants which can be used according to the invention are in particular alkylbenzenesulfonates, preferably secondary C 10 -C 13 -n-alkylbenzenesulfonate, alkanesulfonates, methyl ester sulfonates, ⁇ -olefinsulfonates, alkyl sulfates, preferably fatty alcohol sulfate, alkyl ether sulfates, preferably fatty alcohol ether sulfate and sulfosuccinates.
  • nonionic surfactants which can be used according to the invention are, in particular, fatty alcohol ethoxylates, oxoalcohol ethoxylates, alkylphenol polyglycol ethers, fatty acid ethoxylates, fatty amine ethoxylates, ethoxylated triacylglycerols and mixed ethers (alkylated on both sides of polyethylene glycol ethers) and also alkylpolyglucosides, sucrose esters, sorbitan esters, fatty acid glucamides and amine oxides.
  • Suitable, usable anionic and nonionic surfactants will be described in more detail below.
  • washing or cleaning agents which are distinguished by the fact that the proportion of the fragrances contained, which are not encapsulated, is between 0.05-5.0% by weight, preferably 0.1-3.0% by weight. % and the proportion of fragrances contained, which are encapsulated, between 0.05-4.0 wt .-%, preferably 0.1-2.0 wt .-%, wt.% Each, based on the total agent.
  • the proportion of the fragrances contained, which are not encapsulated is between 0.05-5.0% by weight, preferably 0.1-3.0% by weight. % and the proportion of fragrances contained, which are encapsulated, between 0.05-4.0 wt .-%, preferably 0.1-2.0 wt .-%, wt.% Each, based on the total agent.
  • the above selection of the encapsulated fragrances achieves a particularly good improvement of the textile fragrancing.
  • One possible upper limit to the proportion of fragrances that are not encapsulated may be e.g. also at 10 wt .-%, wt .-% based on the total mean.
  • One possible upper limit to the proportion of fragrances contained which are encapsulated may be e.g. also at 10 wt .-%, wt .-% based on the total mean.
  • the ClogP value is now also well known to the person skilled in the art from the patent literature. It is due to the octanol / water partition coefficient.
  • the octanol / water partition coefficient of a perfume ingredient is the ratio between its equilibrium concentration in octanol and in water. Since the distribution coefficients of the perfume ingredients are often high, e.g. 1000 or higher, they are more conveniently given in the form of their base 10 logarithm, one speaks of the so-called log P value.
  • the logP value of numerous fragrances is documented; For example, the Pomona92 database, available from Daylight Chemical Information Systems, Inc., (Daylight CIS), Irvine, California, contains numerous logP values, along with citations to the original literature. However, the logP values are most conveniently calculated by the "CLOGP” program, which is also available from Daylight CIS. This program also lists the experimental logP values if they are available in the Pomona92 database.
  • the "calculated logP" (this is the ClogP value) is determined by the fragment approximation according to Harsch and Leo (see Leo, in Comprehensive Medicinal Chemistry, Vol. 4, C. Harsch, PG Sammens, JB Taylor and CA Ransden, Eds., P.
  • the fragment approximation is based on the chemical structure of each of the perfume ingredients, taking into account the numbers and types of atoms, the atomic bonding ability, and the chemical bond.
  • the ClogP values which are the most reliable and widely used estimates for this physicochemical property, are preferably used in the present invention instead of the experimental logP values in selecting the perfume ingredients to be used in the present invention. If experimental logP is available, it is possible to use the experimental logP value instead of the ClogP value.
  • boiling point values can be obtained, for example, from various known chemical manuals and databases. If a boiling point is given only at a different pressure, usually a pressure lower than the normal pressure of 760 mm Hg, the boiling point at normal pressure can be determined approximately with the help of boiling point pressure nomographs such as those in " The Chemist's Companion, AJ Gordon and RA Ford, John Wiley & Sons Publishers, 1972, p ,
  • boiling point values can also be calculated by computer programs based on the molecular structure data such as those described in " Computer-assisted Prediction of Normal Boiling Points of Pyrans and Pynoles ", DT Starton et al., J. Chem. Inf. Comput. Sci., 32 (1992), pp. 306-316 .
  • "Computational Prediction of Normal Boiling Points of Furans, Tetrahydrofurans, and Thiophenes” Computer-Aided Prediction of the Normal Boiling Point of Furans, Tetrahydrofurans and Thiophenes
  • DT Starton et al. J. Chem. Inf. Comput. Sci., 31 (1992), pp.
  • fragrances are listed by way of example which fulfill the abovementioned criteria with respect to boiling point and / or ClogP, but without wishing to limit the invention to these fragrances in the following: (a) Exemplary fragrances having a ClogP value ⁇ 4.0 and a boiling point ⁇ 275 ° C fragrances Approximate boiling point (° C) ClogP ambrettolide 300 6.261 amyl cinnamic aldehyde 285 4,324 Amylzimtaldehyddimethylacetal 300 4,033 iso-amyl salicylate 277 4,601 aurantiol 450 4,216 benzyl 300 4,383 cardinene 275 7,346 cedrol 274 4,530 cedryl
  • an example is e.g. octylaldehyde with a boiling point of 167 ° C and a ClogP of 2.95. This fulfills both criterion (c) and criterion (d).
  • the encapsulated rich material composition e.g. 1 wt .-% octylaldehyde, wt .-% based on the total amount of the encapsulated fragrances, then would be to the o.g.
  • the encapsulated perfume prefferably be composed of at least 5 different, preferably at least 10 different and in particular at least 15 different fragrances.
  • encapsulated fragrances are preferably odoriferous substances which are encapsulated in microcapsules.
  • the microcapsules which can be used according to the invention may preferably be water-soluble and / or water-insoluble microcapsules. Preferably, however, they are water-insoluble microcapsules.
  • the water insolubility of the microcapsules has the advantage that this allows a washing application lasting outward separation of active ingredients can be made, and that an active ingredient release can be made only after the washing application.
  • the microcapsules usable according to the invention are water-insoluble microcapsules, the wall material of the microcapsules being polyurethanes, polyolefins, polyamides, polyesters, polysaccharides, epoxy resins, silicone resins and / or polycondensation products of carbonyl compounds and compounds containing NH groups.
  • the water-insoluble microcapsules are drivable.
  • drittable microcapsules means such microcapsules, which by mechanical rubbing or by pressure, such as when drying hands with a towel, can be opened or wiped so that a release of content only as a result of mechanical action results, for example with a towel on which such microcapsules are deposited, dries hands.
  • Preferred microcapsules which can be used according to the invention have average diameters in the range from 0.05 to 500 ⁇ m, preferably between 5 and 150 ⁇ m, in particular between 10 and 100 ⁇ m, e.g. 10-80 ⁇ m.
  • the shell of the microcapsules surrounding the core or (filled) cavity has an average thickness in the range between advantageously about 0.01 and 50 ⁇ m, preferably between about 0.1 ⁇ m and about 30 ⁇ m, in particular between about 0.5 ⁇ m and about 8 ⁇ m.
  • microcapsules which have the aforementioned diameter and shell thickness, are drivable in the context of the invention.
  • microcapsule preparation as such is well known to those skilled in the art. Suitable methods for producing microcapsules are familiar to the person skilled in the art and are described, for example, in US Pat US 3,870,521 , in US 3,516,941 , in US 3,415,758 or in EP 0 026 914 A1 described. The latter describes, for example, the microcapsule preparation by acid-induced condensation of melamine-formaldehyde precondensates and / or their C 1 -C 4 -alkyl ethers in water in which the hydrophobic material forming the capsule core is dispersed, in the presence of a protective colloid.
  • melamine-urea-formaldehyde microcapsules or melamine-formaldehyde microcapsules or urea-formaldehyde microcapsules can be used, for example obtainable from 3M Corporation or BASF. Suitable microcapsules are also in WO 2001/049817 A2 described.
  • the water-insoluble microcapsules usable according to the invention in particular the e.g. Aminoplast capsules, during the normal washing process, apply it very well to the textile. After the washing process, these capsules then usually have a certain brittleness, so that a targeted release of fragrance from the capsule can take place by the action of mechanical force, e.g. while rubbing the skin with a towel which has been washed with a suitable detergent or cleaner. In this way, even after prolonged storage of the laundry targeted a fragrance can be caused. The consumer is enabled to produce specific fragrances.
  • the encapsulated perfume oil contained in the washing or cleaning agent according to the invention contains less than 15% by weight, preferably less than 10% by weight, in particular less than 5% by weight, for example 0.1-4% by weight, of solvent.
  • this limitation of the solvent in the perfume capsules contributes to improved stability of the capsules, both as regards the capsule in the detergent or cleaning agent, and the stability of the capsule deposited on the wash.
  • the quality of the scent impression after opening the capsule is improved, both in terms of intensity and taste of the fragrance impression.
  • the perfume contained in the capsule contains less than 3% by weight, better still less than 1% by weight of solvent, in particular is solvent-free. Then the best results are obtained with regard to the stability of the capsules in the washing or cleaning agent as well as the stability of the capsule deposited on the laundry.
  • the textile scenting is improved the most.
  • the washing or cleaning agent according to the invention contains skin care ingredients, e.g. Almond oil, green tea extract or aloe vera preparations, vitamin E, D-panthenol, plankton extract, vitamin C, urea and / or glycine contains, in particular in microencapsulated form (preferably water-insoluble microcapsules), so is also a preferred embodiment of the invention.
  • skin care ingredients e.g. Almond oil, green tea extract or aloe vera preparations, vitamin E, D-panthenol, plankton extract, vitamin C, urea and / or glycine
  • microencapsulated form preferably water-insoluble microcapsules
  • microcapsulated form preferably water-insoluble microcapsules
  • a targeted equipment of textiles with capsule systems which can use the consumer for active skin care.
  • a towel may be provided in this way, which gives off the skin-care substances during drying of the skin.
  • skin-care substances preferably as active substances in the microcapsules
  • they thus exert their effect preferably indirectly via the washed textile, which further transfers the skin-care substance to the skin upon contact with the skin, from which the skin can then derive a cosmetic benefit.
  • Preferred skin care active ingredients are preferably also essential oils, such as e.g. Angelica fine - Angelica archangelica, Rosewood - Aniba pink odora, Sage - Salvia officinalis.
  • essential oils corresponds to a preferred embodiment of the invention.
  • perfume precursors in the compositions according to the invention is likewise very advantageous, preferably if they are present in the (preferably water-insoluble) microcapsule which can be used according to the invention.
  • a perfume precursor is a compound which releases a desired odor and / or perfume molecule by the breaking of a chemical bond, for example by hydrolysis.
  • a fragrance precursor is formed 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, perspiration upon wear), humidity, heat, and / or sunlight during storage or drying on the clothesline.
  • 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.
  • inventively employable perfume precursors obey the formula in which R is hydrogen, linear C 1 -C 8 -alkyl, branched C 3 -C 20 -alkyl, cyclic C 3 -C 20 -alkyl, branched cyclic C 6 -C 20 -alkyl, linear C 6 -C 20 -alkenyl, branched C 6 -C 20 -alkenyl, cyclic C6- C20 alkenyl, branched cyclic C6-C20 alkenyl, substituted or unsubstituted C6-C20 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 C3-C20 cyclic alkyl; substituted or unsubstituted C 6 -C 20 aryl, substituted or unsub
  • a preferred embodiment is when the inventively employable fragrance precursor releases compounds, obeying the formula wherein R is hydrogen, methyl, ethyl, phenyl and mixtures thereof; R 1 is selected from the group consisting of 4- (1-methylethyl) cyclohexanemethyl, 2,4-dimethyl-3-cyclohexen-1-ylmethyl, 2,4-dimethylcyclo-hex-1-ylmethyl, 2,4,6-trimethyl-3-cyclohexen-1-ylmethyl, 2-phenylethyl, 1- (4-isopropylcyclohexyl) ethyl, 2,2-dimethyl-3-one 3-methylphenyl) propan-1-yl, 3-phenyl-2-propen-1-yl, 2-methyl-4- (2,2,3-trimethyl-3-cyclopent-1-yl) -2- buten-1-yl, 3-methyl-5-phenyl-pentan-1-yl, 3-methyl-5-phenyl-pentan-1-yl, 3-methyl
  • perfume precursors obey the formula wherein R 1 , R 2 , R 3 and R 4 are independently linear, branched or substituted C 1 -C 20 -alkyl; linear, branched or substituted C2-C20 alkenyl; substituted or unsubstituted C5-C20 cyclic alkyl; substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C 2 -C 40 -alkyleneoxy; substituted or unsubstituted C3-C40 alkyleneoxyalkyl; substituted or unsubstituted C6-C40-alkylarylene; substituted or unsubstituted C6-C32 aryloxy; substituted or unsubstituted C6-C40 alkylene-oxyaryl; C6-C40 oxyalkylenearyl; and mixtures thereof.
  • R 1 , R 2 , R 3 and R 4 are independently linear, branched or substituted C1 -C 20
  • the fragrances used comprise silicic acid ester mixtures which are silicic acid esters of the formulas and wherein all R are independently selected from the group consisting of H, straight or branched, saturated or unsaturated, substituted or unsubstituted C 1-6 hydrocarbon radicals, and the perfume alcohol radicals and / or biocide alcohol radicals, and m is from 1 to 20 and n takes values from the range 2 to 100.
  • the silicic acid esters of the formulas (I) and (II) each contain at least one perfume alcohol residue and / or biocide alcohol residue.
  • the silicic acid ester mixtures are used in the (preferably water-insoluble) microcapsules which can be used according to the invention. It has surprisingly been found that the presence of the silicic acid ester mixtures leads to the fact that the fragrance impression, caused by the mechanical opening of the capsule noticeably, as far as pleasure and intensity, can be improved. The fragrance impression is not only qualitative, ie the pleasing, better, but also lasts longer. If the silicic acid 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, then a preferred embodiment of the invention is present.
  • non-encapsulated fragrances comprise silicic acid ester mixtures, as described above, wherein the silicic acid ester mixtures preferably account for at least 5 wt .-% of the non-encapsulated fragrance amount, wt .-% based on the amount of non-encapsulated fragrances.
  • Particularly suitable 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.
  • an amino-functional polymer especially an amino-functional silicone
  • a perfume ingredient selected from ketone, aldehyde, and mixtures thereof 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.
  • non-encapsulated fragrances having a ClogP value of at least 4.0 and a boiling point ⁇ 275 ° C for example, at 0.1 wt .-% or 1 wt .-%, wt .-% based on the Total amount of non-encapsulated fragrances. It is thus possible, for example, that non-encapsulated fragrances having a ClogP value of at least 4.0 and a boiling point ⁇ 275 ° C. are present in amounts of, for example, from 0.1% by weight to less than 20% by weight,
  • Wt .-% based on the total amount of non-encapsulated fragrances, which is contained in the agent according to the invention.
  • a possible lower limit for the non-encapsulated fragrances with a ClogP value less than 3.0 may be e.g. at 0.1 wt .-% or 1 wt .-%, wt .-% based on the total amount of non-encapsulated fragrances. It is thus e.g. possible that unencapsulated fragrances having a ClogP value less than 3.0 in amounts of e.g. 0.1 wt .-% to less than 20 wt .-%, wt .-% based on the total amount of non-encapsulated fragrances, which is included in the inventive composition.
  • Exemplary fragrances with a ClogP value of at least 4.0 and a boiling point> 275 ° C have already been exemplified above.
  • Exemplary fragrances with a ClogP value of at least 4.0 and a boiling point ⁇ 275 ° C have already been listed above as examples.
  • Exemplary fragrances with a boiling point ⁇ 250 ° C have already been listed above as examples.
  • Exemplary fragrances with a ClogP value of less than 3.0 have already been listed above as an example.
  • non-encapsulated perfume is particularly preferred for the non-encapsulated perfume to be composed of at least 5 different, preferably at least 10 different and in particular at least 15 different fragrances.
  • the washing or cleaning agents according to the invention contain anionic and / or nonionic surfactant (s), it being preferred to use mixtures of anionic and nonionic surfactants.
  • the total content of the amount of anionic and / or nonionic surfactant of a washing or cleaning agent according to the invention is preferably above 5% by weight, better above 10% by weight, but advantageously below 40% by weight and particularly preferably below 35 Wt .-%, based on the total agent.
  • nonionic surfactants which may be used are alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 1 to 12 moles of ethylene oxide (EO) per mole of alcohol in which the alcohol residue is linear or preferably methyl-branched in the 2-position may contain or linear and methyl-branched radicals in the mixture, as they are usually present in Oxoalkoholresten.
  • alcohol ethoxylates with linear radicals of alcohols of natural origin having 12 to 18 carbon atoms, for example from coconut, palm, tallow or oleyl alcohol, and on average 2 to 8 EO per mole of alcohol are preferred.
  • the preferred ethoxylated alcohols include, for example, C 12-14 alcohols with 3 EO, 4 EO or 7 EO, C 9-11 alcohols with 7 EO, C 13-15 alcohols with 3 EO, 5 EO, 7 EO or 8 EO, C 12-18 -alcohols with 3 EO, 5 EO or 7 EO and mixtures of these, such as mixtures of C 12-14 -alcohol with 3 EO and C 12-18 -alcohol with 7 EO.
  • the degrees of ethoxylation given represent statistical means which, for a particular product, may be an integer or a fractional number.
  • Preferred alcohol ethoxylates have a narrow homolog distribution (narrow range ethoxylates, NRE).
  • fatty alcohols with more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO.
  • Nonionic surfactants containing EO and PO groups together in the molecule can also be used according to the invention.
  • block copolymers with EO-PO block units or PO-EO block units can be used, but also EO-PO-EO copolymers or PO-EO-PO copolymers.
  • nonionic surfactants and alkyl glycosides of the general formula RO (G) x can be used in which R is a primary straight-chain or methyl-branched, especially in the 2-position methyl-branched aliphatic radical having 8 to 22, preferably 12 to 18 carbon atoms and G is the symbol which represents a glycose unit having 5 or 6 C atoms, preferably glucose.
  • the degree of oligomerization x which indicates the distribution of monoglycosides and oligoglycosides, is any number between 1 and 10; preferably x is 1.2 to 1.4.
  • Alkyl glycosides are known, mild surfactants.
  • nonionic surfactants that are used either as the sole nonionic surfactant or in combination with other nonionic surfactants are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated fatty acid alkyl esters, preferably having from 1 to 4 carbon atoms in the alkyl chain, especially fatty acid methyl esters.
  • Nonionic surfactants of the amine oxide type for example N-cocoalkyl-N, N-dimethylamine oxide and N-tallowalkyl-N, N-dihydroxyethylamine oxide, and the fatty acid alkanolamides may also be suitable.
  • the amount of these nonionic surfactants is preferably not more than that of the ethoxylated fatty alcohols, especially not more than half thereof.
  • polyhydroxy fatty acid amides of the formula (VII) in which RCO is an aliphatic acyl radical having 6 to 22 carbon atoms, R 1 is hydrogen, an alkyl or hydroxyalkyl radical having 1 to 4 carbon atoms and [Z] is a linear or branched polyhydroxyalkyl radical having 3 to 10 carbon atoms and 3 to 10 hydroxyl groups.
  • the polyhydroxy fatty acid amides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
  • the group of polyhydroxy fatty acid amides also includes compounds of the formula (VIII) in the R is a linear or branched alkyl or alkenyl radical having 7 to 12 carbon atoms, R 1 is a linear, branched or cyclic alkyl radical or an aryl radical having 2 to 8 carbon atoms and R 2 is a linear, branched or cyclic alkyl radical or an aryl radical or an oxyalkyl radical having 1 to 8 carbon atoms, with C 1-4 alkyl or phenyl radicals being preferred and [Z] being a linear polyhydroxyalkyl radical whose alkyl chain is substituted by at least two hydroxyl groups, or alkoxylated, preferably ethoxylated or propoxylated Derivatives of this residue.
  • R is a linear or branched alkyl or alkenyl radical having 7 to 12 carbon atoms
  • R 1 is a linear, branched or cyclic alkyl radical or an aryl radical
  • [Z] is preferably obtained by reductive amination of a sugar, for example glucose, fructose, maltose, lactose, galactose, mannose or xylose.
  • a sugar for example glucose, fructose, maltose, lactose, galactose, mannose or xylose.
  • the N-alkoxy- or N-aryloxy-substituted compounds can then be converted into the desired polyhydroxy fatty acid amides by reaction with fatty acid methyl esters in the presence of an alkoxide as catalyst.
  • the possible content of nonionic surfactants in the detergents or cleaners is preferably> 0.1% by weight, for example 5 to 30% by weight, preferably 7 to 20% by weight and in particular 9 to 15% by weight, in each case based on the entire detergent or cleaning agent.
  • the washing or cleaning agent contains no nonionic surfactants or only minor amounts, e.g. ⁇ 5% by weight. ⁇ 2% by weight or ⁇ 0.5% by weight.
  • anionic surfactants for example, those of the sulfonate type and sulfates can be used.
  • the surfactants of the sulfonate type are preferably C 9-13 -alkylbenzenesulfonates, olefinsulfonates, ie mixtures of alkene and hydroxyalkanesulfonates and disulfonates, as are obtained, for example, from C 12-18 -monoolefins having terminal or internal double bonds by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acid hydrolysis of the sulfonation products into consideration.
  • alkanesulfonates which are obtained from C 12-18 alkanes, for example by sulfochlorination or sulfoxidation with subsequent hydrolysis or neutralization.
  • esters of ⁇ -sulfo fatty acids esters of ⁇ -sulfo fatty acids (ester sulfonates), for example the ⁇ -sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
  • anionic surfactants are sulfated fatty acid glycerol esters.
  • Fatty acid glycerol esters are to be understood as meaning the mono-, di- and triesters and mixtures thereof, as obtained in the preparation by esterification of a monoglycerol with 1 to 3 moles of fatty acid or in the transesterification of triglycerides with 0.3 to 2 moles of glycerol.
  • Preferred sulfated fatty acid glycerol esters are the sulfonation products of saturated fatty acids having 6 to 22 carbon atoms, for example caproic acid, caprylic acid, capric acid, myristic acid, lauric acid, palmitic acid, stearic acid or behenic acid.
  • Alk (en) ylsulfates are the alkali metal salts and in particular the sodium salts of the sulfuric monoesters of C 12 -C 18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or the C 10 -C 20 oxo alcohols and those half-esters of secondary alcohols of these chain lengths are preferred. Also preferred are alk (en) ylsulfates of said chain length, which contain a synthetic, produced on a petrochemical basis straight-chain alkyl radical, which have an analogous degradation behavior as the adequate compounds based on oleochemical raw materials.
  • the C 12 -C 16 alkyl sulfates and C 12 -C 15 alkyl sulfates and C 14 -C 15 alkyl sulfates are preferred.
  • 2,3-alkyl sulfates which can be obtained as commercial products of Shell Oil Company under the name DAN ® , are suitable anionic surfactants.
  • EO ethylene oxide
  • Fatty alcohols with 1 to 4 EO are suitable.
  • sulfosuccinic acid which are also referred to as sulfosuccinates or as sulfosuccinic acid esters and the monoesters and / or diesters of sulfosuccinic acid with alcohols, preferably fatty alcohols and in particular ethoxylated fatty alcohols.
  • Preferred sulfosuccinates contain C 8-18 fatty alcohol residues or mixtures of these.
  • Particularly preferred sulfosuccinates contain a fatty alcohol residue derived from ethoxylated fatty alcohols, which by themselves are nonionic surfactants. Sulfosuccinates, whose fatty alcohol residues are derived from ethoxylated fatty alcohols with a narrow homolog distribution, are again particularly preferred. Likewise, it is also possible to use alk (en) ylsuccinic acid having preferably 8 to 18 carbon atoms in the alk (en) yl chain or salts thereof. Particularly preferred anionic surfactants are soaps.
  • Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid and, in particular, soap mixtures derived from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids.
  • the anionic surfactants, including the soaps may be in the form of their sodium, potassium or ammonium salts and as soluble salts of organic bases, such as mono-, di- or triethanolamine.
  • the anionic surfactants are preferably present in the form of their sodium or potassium salts, in particular in the form of the sodium salts.
  • the possible content of preferred detergents or cleaning agents to anionic surfactants is preferably> 0.1 wt .-%, for example 2 to 30 wt .-%, preferably 4 to 25 wt .-% and in particular 5 to 22 wt .-%, respectively based on the entire detergent or cleaning agent.
  • the entire washing or cleaning agent contains at least 5 wt.%, Preferably at least 8 wt .-%, in particular at least 10 wt .-% anionic surfactant.
  • the detergents or cleaning agents may contain further ingredients which further improve the performance and / or aesthetic properties of the washing or cleaning agent.
  • preferred washing or cleaning agents may additionally comprise one or more substances, in particular from the group of builders, bleaches, bleach activators, enzymes, fluorescers, dyes, foam inhibitors, anti redeposition agents, optical agents
  • surfactants e.g. zwitterionic or amphoteric surfactants
  • Suitable builders which may be present in the detergents or cleaners are in particular silicates, aluminum silicates (in particular zeolites), carbonates, salts of organic di- and polycarboxylic acids and mixtures of these substances.
  • the total amount of optionally included builders, including e.g. Zeolite, polycarboxylate, sodium citrate is preferably 1-70% by weight.
  • Useful lower limits may e.g. at 5, 10, 15, 20 or 30 wt .-%, wt .-% each based on the total agent.
  • Useful upper limits may e.g. at 35, 40, 55 or 60 wt .-% are.
  • sodium perborate tetrahydrate and sodium perborate monohydrate are of particular importance.
  • Further useful bleaching agents are, for example, sodium percarbonate, peroxypyrophosphates, citrate perhydrates and H 2 O 2 -producing peracidic salts or peracids, such as perbenzoates, peroxophthalates, diperazelaic acid, phthalimino peracid or diperdodecanedioic acid.
  • the total amount of optionally contained bleaches is preferably> 1 wt .-%, for example, 5-25 wt.%, Or preferably also 10-20 wt .-%, wt .-% based on the total agent, provided that the presence of Bleaching agent is desired.
  • the washing or cleaning agent is characterized in that it is not a laundry softener or fabric rinse, in particular substantially no effective amounts of laundry softening components (fabric softeners), such as esterquats contains.
  • fabric softeners such as esterquats contains.
  • Substantially not containing effective amounts of fabric softening components means that the typical product benefit of the fabric softener ingredients, which is to produce a soft "touch" on the fabric, can not be achieved.
  • the problem is namely that the active principle of the softener active ingredients is that the fabric softener active ingredients such as ester quats raise to the textile fibers.
  • the softener active ingredients may then, if they come into contact with the skin, possibly attack an already hypersensitive skin and possibly negatively influence allergic problems in the upper skin layer in the case of skin that is already overly sensitive.
  • softener active ingredients possibly less moisture can be absorbed in the textile fibers, which may be detrimental to certain textiles such as towels, bathrobes, underwear, sheets.
  • our invention is also particularly advantageous because our invention makes it possible to achieve the particularly fresh scent of the laundry which can be achieved when fabric softener is used, even without the use of fabric softener, solely by the use of the washing or cleaning agents according to the invention .
  • biocidal quaternary ammonium salts having a hydrophobic moiety eg, dodecylbenzylammonium chloride, may be contained in the usual amount, if desired.
  • the washing or cleaning agent is in solid form, preferably in powder form, optionally also in compacted form.
  • the microcapsules are contained in and / or on carrier particles.
  • the washing or cleaning agent is in liquid form, preferably in gel form.
  • Preferred liquid detergents or cleaners have water contents of e.g. 10-95 wt .-%, preferably 20-80 wt .-% and in particular 30-70 wt .-%, based on the total agent.
  • the water content may also be particularly low, e.g. ⁇ 30% by weight, preferably ⁇ 20% by weight, in particular ⁇ 15% by weight,% by weight, based in each case on the total agent.
  • the liquid agents may also contain non-aqueous solvents.
  • the washing or cleaning agents according to the invention can be used in particular for cleaning textile fabrics.
  • Another object of the present invention is therefore in a textile cleaning process in which the textile to be cleaned is subjected to a textile washing using a washing or cleaning agent according to the invention, in particular in an automatic washing machine.
  • Another object of the present invention is the use of a washing or cleaning agent according to the invention for cleaning textile fabrics, in particular in an automatic washing machine.
  • the microcapsules can be added, for example, as a dispersion in the otherwise finished liquid product.
  • the microcapsules can be sprayed, for example, as a dispersion on the otherwise finished product.
  • the microcapsules can also be applied to separate carrier particles, for example by spraying, then these loaded carrier particles can then be mixed with the otherwise finished product.

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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Fats And Perfumes (AREA)
EP09783877.5A 2008-11-27 2009-10-09 Parfümiertes wasch- oder reinigungsmittel Active EP2358859B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200810059448 DE102008059448A1 (de) 2008-11-27 2008-11-27 Parfümiertes Wasch- oder Reinigungsmittel
PCT/EP2009/063144 WO2010060677A1 (de) 2008-11-27 2009-10-09 Parfümiertes wasch- oder reinigungsmittel

Publications (2)

Publication Number Publication Date
EP2358859A1 EP2358859A1 (de) 2011-08-24
EP2358859B1 true EP2358859B1 (de) 2016-07-06

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EP (1) EP2358859B1 (pl)
DE (1) DE102008059448A1 (pl)
ES (1) ES2589152T3 (pl)
PL (1) PL2358859T3 (pl)
WO (1) WO2010060677A1 (pl)

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EP2791304B1 (en) * 2011-12-16 2016-03-09 Unilever PLC Fabric treatment
WO2013087367A1 (en) * 2011-12-16 2013-06-20 Unilever Plc Fabric treatment
WO2013087549A1 (en) 2011-12-16 2013-06-20 Unilever Plc Improvements relating to fabric treatment compositions
CN103987825A (zh) * 2011-12-16 2014-08-13 荷兰联合利华有限公司 织物处理
WO2013087550A1 (en) 2011-12-16 2013-06-20 Unilever Plc Fabric treatment
EP2791306B1 (en) * 2011-12-16 2016-02-03 Unilever PLC, a company registered in England and Wales under company no. 41424 Fabric treatment
EP2689835B1 (de) 2012-07-26 2019-05-08 Papierfabrik August Koehler SE Duftölverkapselung
US20150284660A1 (en) 2012-08-21 2015-10-08 Firmenich Sa Method to improve the performance of encapsulated fragrances
EP3061500B1 (de) * 2015-02-25 2019-07-10 Symrise AG Stabile Dispersion
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CN111615551B (zh) * 2018-01-17 2021-10-01 联合利华知识产权控股有限公司 洗衣洗涤剂

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Also Published As

Publication number Publication date
WO2010060677A1 (de) 2010-06-03
ES2589152T3 (es) 2016-11-10
DE102008059448A1 (de) 2010-06-02
PL2358859T3 (pl) 2016-12-30
EP2358859A1 (de) 2011-08-24

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