WO2010060677A1 - Détergent ou nettoyant parfumé - Google Patents

Détergent ou nettoyant parfumé Download PDF

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Publication number
WO2010060677A1
WO2010060677A1 PCT/EP2009/063144 EP2009063144W WO2010060677A1 WO 2010060677 A1 WO2010060677 A1 WO 2010060677A1 EP 2009063144 W EP2009063144 W EP 2009063144W WO 2010060677 A1 WO2010060677 A1 WO 2010060677A1
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WO
WIPO (PCT)
Prior art keywords
encapsulated
fragrances
encapsulated fragrances
less
composition according
Prior art date
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PCT/EP2009/063144
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German (de)
English (en)
Inventor
Andreas Bauer
Werner Faber
Wolfgang Lahn
Matthias Sunder
Andreas Gerigk
Ralf Bunn
Hubert Smyrek
Tobias Segler
Mario Sturm
Original Assignee
Henkel Ag & Co. Kgaa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by Henkel Ag & Co. Kgaa filed Critical Henkel Ag & Co. Kgaa
Priority to EP09783877.5A priority Critical patent/EP2358859B1/fr
Priority to ES09783877.5T priority patent/ES2589152T3/es
Publication of WO2010060677A1 publication Critical patent/WO2010060677A1/fr

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    • 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.
  • 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 detergent or cleaning agent comprising at least one anionic and / or nonionic surfactant and encapsulated fragrances and non-encapsulated fragrances, wherein
  • (A) less than 20 wt .-%, preferably less than 15 wt .-%, in particular less than 10 wt .-% of the encapsulated fragrances have a ClogP value> 4.0 and a boiling point> 275 ° C, wt. % based on the total amount of encapsulated fragrances,
  • a possible lower limit for the encapsulated fragrances with a ClogP value> 4.0 and a boiling point> 275 ° C may be, for example, 0.1% by weight or eg 1% by weight or eg 2% by weight , Wt .-% based on the total amount of encapsulated fragrances.
  • the washing or cleaning agent may contain, for example, from 0.1% by weight to less than 20% by weight, encapsulated fragrances having a ClogP value> 4.0 and a boiling point> 275 ° C., % based on the total amount of encapsulated fragrances. But it may also be possible that no encapsulated fragrances with a ClogP value> 4.0 and a boiling point> 275 ° C are contained in the detergent or cleaning agent.
  • 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 fragrances contained, which are not encapsulated, between 0.05 to 5.0 wt .-%, preferably 0.1 to 3.0 wt. % and the proportion of fragrances contained, which are encapsulated, between 0.05 to 4.0 wt .-%, preferably 0.1 to 2.0 wt .-%, wt .-% in each case based on the total agent ,
  • the above selection of the encapsulated fragrances achieves a particularly good improvement of the textile fragrancing.
  • a possible upper limit for the proportion of the fragrances contained, which are not encapsulated may for example also be 10 wt .-%, wt .-% based on the total mean.
  • a possible upper limit for the proportion of fragrances contained, which are encapsulated may for example also be 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, which is referred to as the so-called Iog-P value.
  • the logP value of numerous fragrances is documented;
  • 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.
  • the logP values are most conveniently calculated by the "CLOGP" program, also available from Daylight CIS, which also lists the experimental logP values if they are available in the Pomona92 database logP "(this is the ClogP value) is determined by the Harsch and Leo fragment approach (see A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Harsch, PG Sammens, JB Taylor and CA Ransden, eds. P.
  • the fragment approach is based on the chemical structure of each of the perfume ingredients, and takes into account the numbers and types of atoms, the atomic bonding ability, and the chemical bond and most widely used estimates for this physicochemical property are preferred in the context of this invention rather than the experimental logP values in the selection of the Duf used in the present invention. If experimental logP is available, it is possible to use the experimental logP value instead of the ClogP value.
  • fragrance perfume and perfume (ol) are to be seen as synonymous in this invention.
  • 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, typically a pressure lower than the normal pressure of 760 mm Hg, the boiling point at normal pressure can be determined approximately using the boiling point pressure nomographs such as those described in "The Chemist's Companion", AJ Gordon and RA Ford, John Wiley & Sons Publishers, 1972, p. 30-36, are estimated. Where applicable, boiling point values can also be calculated by computer programs based on 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.
  • fragrances are exemplified, which the o.g. Meet criteria for boiling point and / or ClogP, but without the following to limit the invention to these fragrances: (a) Exemplary fragrances with a ClogP value> 4.0 and a boiling point> 275 ° C.
  • the encapsulated material composition contains, for example, 1% by weight of octylaldehyde,% by weight, based on the total amount of the encapsulated fragrances, then in order to fulfill the abovementioned criteria (c) and (d) , still at least 19 wt .-% of other fragrances with a ClogP value less than 3.0 necessary, and also at least 9 wt .-% of other fragrances having a boiling point ⁇ 250 0 C.
  • 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.
  • drivable 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 of microcapsule preparation are familiar to those skilled in the art and are e.g. in US Pat. No. 3,870,552, in US Pat. No. 3,516,941, in US Pat. No. 3,415,758 or also in EP 0 026 914 A1.
  • the latter describes, for example, the production of microcapsules by acid-induced condensation of melamine-formaldehyde precondensates and / or their C1-C4-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 may be used, e.g. available from 3M Corporation or BASF. Suitable microcapsules are e.g. also described in WO 2001/049817 A2.
  • 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, 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.
  • 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 unsubstituted C 2 -C 40 alky
  • a preferred embodiment is when the inventively employable fragrance precursor releases compounds, obeying the formula
  • 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- (2,2,3-trimethyl-3-cyclopenten-1-yl) -4-pen-ten-2 yl, 2-methyl-4-
  • 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 C6-C20 alkenyl, substituted or unsubstituted C6-C20 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 C 1 -C 20 -alkyl, branched C 3 -C 20 -alkyl, cyclic C 3 -C 20 -alkyl, branched cyclic C 6 -C 20 -alkyl, linear C 6 -alkyl C20 alkenyl, branched C6
  • perfume precursors obey the formula
  • 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 cyclic C5-C20-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.
  • the use of such substances, in particular in the invention (preferably water-insoluble) microcapsules, corresponds to a preferred embodiment of the invention.
  • fragrances used comprise silicic acid ester mixtures which are silicic acid esters of the formulas
  • 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 can be used in particular in the invention (preferably water-insoluble) microcapsules used. 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 cupola 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.
  • the non-encapsulated fragrances which are contained in the agent according to the invention fulfill certain criteria, namely that
  • a possible lower limit for the 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, for non-encapsulated fragrances having a ClogP value of at least 4.0 and a boiling point ⁇ 275 ° C. to be 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 0 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 aforementioned embodiment leads to a particularly good and further improved fragrance effect in the context of the invention, in particular as regards the criteria of pleasure, intensity and durability of the scent impression of the washed textiles.
  • 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 wt .-%, better above 10 wt .-%, but advantageously below 40 wt .-% and particularly preferably below of 35% by weight, 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- 2 - 14 -alcohols with 3 EO, 4 EO or 7 EO, C 9 .n-alcohol with 7 EO, Ci 3 .i 5 -alcohols with 3 EO, 5 EO, 7 EO or 8 EO, Ci 2 -i 8 Alcohols with 3 EO, 5 EO or 7 EO and mixtures of these, such as mixtures of C 12 -i 4 -alcohol with 3 EO and C 12 -i 8 -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 rank ethoxylates, NRE).
  • fatty alcohols with more than 12 EO can also be used. Examples of these are 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.
  • surfactants are polyhydroxy fatty acid amides of the formula (VII) R 1
  • 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
  • [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)
  • 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
  • R 2 is a linear, branched or cyclic alkyl radical or an aryl radical or an oxyalkyl radical having 1 to 8 carbon atoms, wherein d ⁇ alkyl or phenyl radicals are preferred and [Z] is a linear polyhydroxyalkyl radical whose alkyl chain is substituted with at least two hydroxyl groups, or alkoxylated, preferably ethoxylated or propoxylated derivatives thereof residue.
  • [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 total washing or cleaning agent.
  • the washing or cleaning agent contains no nonionic surfactants or only small amounts, for example ⁇ 5 wt .-%. ⁇ 2% by weight or ⁇ 0.5% by weight.
  • anionic surfactants for example, those of the sulfonate type and sulfates can be used.
  • surfactants of the sulfonate type preferably come C 9 _ 13 - alkylbenzenesulfonates, olefin sulfonates, ie mixtures of alkene and hydroxyalkanesulfonates and disulfonates, such as those from C 12 -i 8 monoolefins with terminal or internal double bond by sulfonation with gaseous Sulfur trioxide and subsequent alkaline or acid hydrolysis of the sulfonation obtained.
  • alkanesulfonates which from C
  • esters of .alpha.-sulfo fatty acids esters of .alpha.-sulfo fatty acids (ester sulfonates), for example the .alpha.-sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
  • Further suitable 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, myrilecyl, 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 also C 14 -C 15 -alkyl sulfates are preferred.
  • 2,3-alkyl sulfates which can be obtained as commercial products from Shell Oil Company under the name DAN ®, are suitable anionic surfactants.
  • 21 -alcohols such as 2-methyl-branched C ⁇ - ⁇ -alcohols having an average of 3.5 moles of ethylene oxide (EO) or C 12 . 18 fatty alcohols with 1 to 4 EO are suitable. You will be in cleaning mittein due to their high foaming behavior only in relatively small amounts, for example in amounts of optionally 1 to 5 wt .-%, used.
  • Suitable anionic surfactants are also the salts of alkylsulfosuccinic 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.
  • alcohols preferably fatty alcohols and in particular ethoxylated fatty alcohols.
  • Preferred sulfosuccinates contain C 8 -i 8 -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.
  • 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 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 Brighteners, grayness inhibitors, shrinkage inhibitors, anti-crease agents, dye transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, other surfactants such as zwitterionic or amphoteric surfactants, preservatives, corrosion inhibitors, antistatics, bittering agents, ironing auxiliaries, repellents and impregnating agents, swelling and anti-slip agents, neutral filling salts and UV absorbers included.
  • 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, for example, zeolite, polycarboxylate, sodium citrate, is preferably 1-70% by weight. Meaningful lower limits can z. B. 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.
  • 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 bleaching agents is preferably> 1% by weight, may be for example 5-25% by weight or preferably also 10-20% by weight, based on the total agent, if the presence of bleach is desired.
  • the washing or cleaning agent is characterized in that it is not a fabric softener or fabric rinse, in particular contains substantially no effective amounts of fabric softening components (fabric softeners), such as esterquats.
  • fabric softeners such as esterquats.
  • 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.
  • a preferred solid, in particular powdered, detergent according to the invention may contain, in addition to the ingredients according to the invention (anionic and / or nonionic surfactant as well as encapsulated fragrances as well as non-encapsulated fragrances) preferably components which are e.g. are selected from the following:
  • Builders e.g. Zeolite, polycarboxylate, sodium citrate, in amounts of e.g. 0-70% by weight, advantageously 5-60% by weight, preferably 10-55% by weight, in particular 15-40% by weight,
  • Alkalis e.g. Sodium carbonate
  • Alkalis e.g. Sodium carbonate
  • amounts of e.g. 0-35 wt .-% advantageously 1-30 wt .-%, preferably 2-25 wt .-%, in particular 5-20 wt .-%,
  • Bleaching agents e.g. Sodium perborate, sodium percarbonate, in amounts of e.g. 0-30% by weight, advantageously 5-25% by weight, preferably 10-20% by weight,
  • - corrosion inhibitors e.g. Sodium silicate
  • amounts of e.g. 0-10% by weight advantageously 1-6% by weight, preferably 2-5% by weight, in particular 3-4% by weight,
  • Stabilizers e.g. Phosphonates, advantageously 0-1% by weight
  • Foam inhibitor e.g. Soap, silicone oils, paraffins, advantageously 0-4% by weight, preferably 0.1-3% by weight, in particular 0.2-1% by weight,
  • Enzymes e.g. Proteases, amylases, cellulases, lipases, advantageously 0-2% by weight, preferably 0.2-1% by weight, in particular 0.3-0.8% by weight,
  • - grayness inhibitor e.g. Carboxymethylcellulose, advantageously 0-1% by weight
  • Discoloration inhibitor e.g. Polyvinylpyrrolidone derivatives, advantageously 0-2% by weight,
  • Optical brighteners e.g. Stilbene derivative, biphenyl derivative, advantageously 0-0.4% by weight, in particular 0.1-0.3% by weight,
  • 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 wt .-%, preferably ⁇ 20 wt .-%, in particular ⁇ 15 wt .-%, wt .-% in each case based on the total agent.
  • the liquid agents may also contain non-aqueous solvents.
  • Non-aqueous solvents which can preferably be used in the liquid detergents or cleaners according to the invention are derived, for example, from the group of monohydric or polyhydric alcohols, alkanolamines or glycol ethers.
  • the solvents are selected from ethanol, n- or i-propanol, butanols, glycol, propane or butanediol, glycerol, detergents or cleaners, - ethyl or -propyl ether, dipropylene glycol monomethyl or -ethyl ether, di-isopropylene glycol monomethyl or ethyl ether, methoxy, ethoxy or butoxytriglycol, 1-butoxyethoxy-2-propanol, 3-methyl-3-methoxybutanol, propylene glycol t-butyl ether and mixtures of these solvents.
  • Non-aqueous solvents may preferably be used in the compositions according to the invention in amounts of
  • the viscosity of the washing or cleaning agents according to the invention can be measured by conventional standard methods (for example, Brookfield LVT-II viscosimeter at 20 rpm and 20 ° C., spindle 3) and is preferably from 20 to 4000 mPas Values between 40 and 2000 mPas are particularly preferred.
  • a preferred liquid heavy-duty detergent according to the invention may, in addition to the ingredients according to the invention (anionic and / or nonionic surfactant as well as encapsulated fragrances as well as non-encapsulated fragrances) preferably contain components which are e.g. are selected from the following:
  • Builders e.g. Zeolite, polycarboxylate, sodium citrate, advantageously 0-15% by weight, preferably 0.01-10% by weight, in particular 0.1-5% by weight,
  • Foam inhibitor e.g. Soap, silicone oils, paraffins, in amounts of e.g. 0-10 wt .-%, advantageously 0.1-4 wt .-%, preferably 0.2-2 wt .-%, in particular 1-3 wt .-%,
  • Enzymes for example proteases, amylases, cellulases, lipases, in amounts of, for example, 0-3 wt .-%, advantageously 0.1-2 wt .-%, preferably 0.2-1 wt .-%, in particular 0.3 -0.8% by weight
  • Optical brightener eg stilbene derivative, biphenyl derivative, in amounts of eg 0-1% by weight, advantageously 0.1-0.3% by weight, in particular 0.1-0.4% by weight .
  • optionally soap in quantities of e.g. 0-25% by weight, advantageously 1-20% by weight, preferably 2-15% by weight, in particular 5-10% by weight,
  • solvents preferably alcohols
  • solvents advantageously 0-25 wt .-%, preferably 1-20 wt .-%, in particular 2-15 wt .-%, wt .-% in each case based on the total agent.
  • 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 may be e.g. as a dispersion in the otherwise finished liquid product.
  • the microcapsules may be e.g. sprayed as a dispersion on the otherwise finished product.
  • the microcapsules may also be applied to separate carrier particles, e.g. 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)

Abstract

L'invention concerne un détergent ou nettoyant parfumé contenant des tensioactifs anioniques et/ou non ioniques ainsi que des substances odorantes encapsulées et des substances odorantes non encapsulées. Grâce à la sélection particulière notamment des substances odorantes encapsulées, ce détergent ou nettoyant peut conférer des avantages olfactifs surprenants aux textiles lavés dans le cadre d'un procédé de lavage habituel, en particulier du point de vue de l'intensité de l'effet parfumant, de sa persistance et du plaisir procuré par cet effet. Il est même possible de réduire la quantité totale de parfum contenue dans le produit, tout en conférant des avantages olfactifs aux textiles.
PCT/EP2009/063144 2008-11-27 2009-10-09 Détergent ou nettoyant parfumé WO2010060677A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP09783877.5A EP2358859B1 (fr) 2008-11-27 2009-10-09 Détergent ou nettoyant parfumé
ES09783877.5T ES2589152T3 (es) 2008-11-27 2009-10-09 Agente de lavado o de limpieza perfumado

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE200810059448 DE102008059448A1 (de) 2008-11-27 2008-11-27 Parfümiertes Wasch- oder Reinigungsmittel
DE102008059448.2 2008-11-27

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WO2010060677A1 true WO2010060677A1 (fr) 2010-06-03

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WO2013087367A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087365A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087549A1 (fr) 2011-12-16 2013-06-20 Unilever Plc Améliorations relatives à des compositions de traitement de tissus
WO2013087368A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087366A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087550A1 (fr) 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
EP2689835A1 (fr) 2012-07-26 2014-01-29 Papierfabrik August Koehler AG Aromatic oil encapsulation
CN107427422A (zh) * 2015-02-25 2017-12-01 西姆莱斯股份公司 用于洗涤剂组合物的芳香剂分散体
WO2019141528A1 (fr) * 2018-01-17 2019-07-25 Unilever Plc Détergent textile
WO2019141530A1 (fr) * 2018-01-17 2019-07-25 Unilever Plc Détergent textile

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US20150284660A1 (en) * 2012-08-21 2015-10-08 Firmenich Sa Method to improve the performance of encapsulated fragrances

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WO2001040430A1 (fr) * 1999-12-03 2001-06-07 The Procter & Gamble Company Systeme de liberation dote d'un support poreux encapsule charge d'additifs, notamment d'additifs detergents tels que des parfums
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Cited By (18)

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Publication number Priority date Publication date Assignee Title
CN103987827A (zh) * 2011-12-16 2014-08-13 荷兰联合利华有限公司 织物处理
WO2013087549A1 (fr) 2011-12-16 2013-06-20 Unilever Plc Améliorations relatives à des compositions de traitement de tissus
CN103987830A (zh) * 2011-12-16 2014-08-13 荷兰联合利华有限公司 关于织物处理组合物的改进
CN103987826A (zh) * 2011-12-16 2014-08-13 荷兰联合利华有限公司 织物处理
WO2013087366A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087550A1 (fr) 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087367A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
CN103987830B (zh) * 2011-12-16 2018-07-31 荷兰联合利华有限公司 关于织物处理组合物的改进
CN103998594A (zh) * 2011-12-16 2014-08-20 荷兰联合利华有限公司 织物处理
WO2013087365A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2013087368A1 (fr) * 2011-12-16 2013-06-20 Unilever Plc Traitement de tissus
WO2014016395A1 (fr) 2012-07-26 2014-01-30 Papierfabrik August Koehler Ag Encapsulation d'huile parfumée
EP2689835A1 (fr) 2012-07-26 2014-01-29 Papierfabrik August Koehler AG Aromatic oil encapsulation
CN107427422A (zh) * 2015-02-25 2017-12-01 西姆莱斯股份公司 用于洗涤剂组合物的芳香剂分散体
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
WO2019141528A1 (fr) * 2018-01-17 2019-07-25 Unilever Plc Détergent textile
WO2019141530A1 (fr) * 2018-01-17 2019-07-25 Unilever Plc Détergent textile
CN111615551A (zh) * 2018-01-17 2020-09-01 荷兰联合利华有限公司 洗衣洗涤剂

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DE102008059448A1 (de) 2010-06-02
EP2358859B1 (fr) 2016-07-06
EP2358859A1 (fr) 2011-08-24
PL2358859T3 (pl) 2016-12-30
ES2589152T3 (es) 2016-11-10

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