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EP2475757A2 - Prevention of body odour - Google Patents

Prevention of body odour

Info

Publication number
EP2475757A2
EP2475757A2 EP10742149A EP10742149A EP2475757A2 EP 2475757 A2 EP2475757 A2 EP 2475757A2 EP 10742149 A EP10742149 A EP 10742149A EP 10742149 A EP10742149 A EP 10742149A EP 2475757 A2 EP2475757 A2 EP 2475757A2
Authority
EP
European Patent Office
Prior art keywords
alkyl
weight
oil
phenacylthiazolium
textiles
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
EP10742149A
Other languages
German (de)
French (fr)
Other versions
EP2475757B1 (en
Inventor
Ursula Huchel
Markus Egert
Andreas Bauer
Andreas Gerigk
Frank Pessel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and 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.)
Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP2475757A2 publication Critical patent/EP2475757A2/en
Application granted granted Critical
Publication of EP2475757B1 publication Critical patent/EP2475757B1/en
Not-in-force legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/005—Compositions containing perfumes; Compositions containing deodorants
    • 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0068—Deodorant compositions
    • 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
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C11D3/323—Amides; Substituted amides urea or derivatives thereof
    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/3481—Organic compounds containing sulfur containing sulfur in a heterocyclic ring, e.g. sultones or sulfolanes
    • 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
    • C11D3/16—Organic compounds
    • C11D3/34—Organic compounds containing sulfur
    • C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/35—Heterocyclic compounds
    • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402—Amides imides, sulfamic acids
    • D06M13/432—Urea, thiourea or derivatives thereof, e.g. biurets; Urea-inclusion compounds; Dicyanamides; Carbodiimides; Guanidines, e.g. dicyandiamides

Definitions

  • the present invention relates to a perfume composition, a textile treatment agent and a textile treatment method for inhibiting body odors on textiles using a textile treatment agent containing urea derivatives and / or phenacylthiazolium salts. It further relates to the use of urea derivatives and / or phenacylthiazolium salts in textile treatment for the inhibition of body odors on textiles.
  • perfume compositions have heretofore been developed that essentially extend to different fragrance combinations or their encapsulation or binding to particular carriers.
  • the effect of conventional perfume compositions is generally limited to producing fragrances.
  • the object of the present invention was to develop a perfume composition which, when applied to the human skin, prevents the formation of body odors or at least counteracts the formation of body odors, and which is preferably also suitable for use in textile treatment agents and textile treatment processes.
  • a perfume composition comprising urea derivatives and / or phenacylthiazolium salts.
  • a preferred perfume composition includes
  • (C) fragrances in amounts of 2 to 99.9 wt .-%, wt .-% each based on the total composition.
  • Preferred alcohols which can be used according to the invention are propylene glycol, ethanol, diethylene glycol, dipropylene glycol, benzyl alcohol, (2-methoxymethylethoxy) propanol, isopropanol and mixtures of the abovementioned.
  • the perfume composition of the invention may preferably comprise solubilizers for perfume oils, in particular in amounts of 0.001% to 15% by weight, preferably up to 10% by weight, in particular up to 5% by weight, based in each case on the total composition.
  • solvent Mediators are substances which by their presence dissolve or emulsify other compounds which are insoluble or at least sparingly soluble in a particular solvent in this solvent.
  • Preferred solubilizers which can be used according to the invention are isopropyl myristate and also fatty acid esters of ethoxylated glycerol and glycol ether.
  • the perfume composition according to the invention may preferably comprise emulsifiers, in particular in amounts of from 0.001% to 10% by weight, preferably ⁇ 5% by weight, in particular ⁇ 2% by weight, in each case based on the total composition.
  • emulsifiers are ethoxylated triglycerides, such as hydrogenated castor oil with, for example, about 40 or about 60 moles of EO (commercially available from Cognis Germany as Eumulgin HRE 40 and Eumulgin HRE 60), ethoxylated fatty alcohols such as Ci 2 -Ci 8 Fatty alcohol with, for example, about 5 or about 7 moles of EO (commercially available from Cognis Germany as Dehydol LT5 or Dehydol LT7).
  • the perfume composition according to the invention makes it possible, when applied to (in particular human) skin and / or hair, to prevent (in particular human) body odor or to at least counteract its formation.
  • the effect achieved is superior to that of conventional perfumes, as they only mask the body odor.
  • the perfume composition according to the invention makes it possible to actively prevent body odor, i. the development of body odor is counteracted.
  • the perfume composition also makes it possible, when applied to textile, that no bodily odor is manifested on the textile during or after (in particular human) body contact or its formation is counteracted.
  • the perfume composition according to the invention may preferably be applied directly to the object to be treated (preferably the body or the textile), or else indirectly, e.g. in a washing process.
  • the perfume composition is preferably realized with the following perfume contents:
  • the perfume content of the perfume composition is preferably above 5 wt .-%, preferably above 10 wt .-%, more advantageously above 15 wt .-%, in particular above 20 wt .-%, based on the total perfume composition.
  • Fragrances which can preferably be used according to the invention are in particular selected from the group comprising fragrances of natural or synthetic origin, preferably more volatile fragrances, higher-boiling fragrances, solid fragrances and / or adherent fragrances.
  • Adhesive-resistant fragrances which can be used advantageously in the context of the present invention are, for example, essential oils such as angelica root oil, aniseed oil, arnica blossom oil, basil oil, bay oil, bergamot oil, champagne blossom oil, fir pine oil, pinecone oil, elemi oil, eucalyptus oil, fennel oil, spruce alder oil, galbanum oil, geranium oil , Gingergrass oil, guaiac wood oil, gurdy balm oil, helichrysum oil, ho oil, ginger oil, iris oil, cajeput oil, calamus oil, chamomile oil, camphor oil, kanga oil, cardamom oil, cassia oil, pine needle oil,
  • fragrances can be used in the context of the present invention as adherent fragrances or fragrance mixtures, ie fragrances.
  • These compounds include, for example, the following compounds and mixtures thereof: ambrettolide, ⁇ -amylcinnamaldehyde, anethole, anisaldehyde, anisalcohol, anisole, methyl anthranilate, acetophenone, benzylacetone, benzaldehyde, ethyl benzoate, benzophenone, benzyl alcohol, benzyl acetate, benzyl benzoate, benzyl formate, Benzyl valerate, borneol, bornyl acetate, ⁇ -bromostyrene, n-decyl aldehyde, n-dodecyl aldehyde, eugenol, eugenol methyl ether, eucalypto
  • the more volatile fragrances include, in particular, These are the lower-boiling fragrances of natural or synthetic origin, which can be used alone or in mixtures.
  • Examples of more volatile fragrances are alkyl isothiocyanates (alkyl mustard oils), butanedione, limonene, linalool, linayl acetate and propionate, menthol, menthone, methyl-n-heptenone, phellandrene, phenylacetaldehyde, terpinyl acetate, citral, citronellal.
  • Fragrance aldehydes such as, for example, lyral, 1-dodecanal, 3,7-dimethyloctan-1-al, 1-undecanal, hexanal, trans-2-hexenal, etc., are preferably usable.
  • Fragrance ketones such as, for example, Alpha Damascon, Delta Damascon, are also preferably usable , Iso Damascone, Carvon, gamma-methyl-ionone, Iso-E-Super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzylacetone, beta damascone, damascenone, methyl dihydrojasmonate, methyl cedrylon , Hedione, etc.
  • fragrances mentioned here but also independent of these, of course, all the perfumers commonly available and available fragrances can be used.
  • the perfume composition according to the invention can be provided for incorporation into other products, in particular in detergents or cleaners, in cosmetics, in air care products and in adhesives.
  • detergents or cleaners the perfume composition according to the invention is incorporated in particular in amounts of 0.01 to 10 wt .-%, preferably 0, 1 to 5 wt .-%,% by weight based on the total washing or cleaning agent.
  • detergents for the treatment of textile products serves the consumer primarily for cleaning the textile material, so that e.g. Dirt particles, colored stains and grease and oil dirt are removed from the textile. Furthermore, the consumer has an interest in the fact that the textiles not only appear visually pure, but that they also smell good. For this reason, most detergents contain fragrances or perfume compositions. The problem, however, is that the textiles in use, e.g. when wearing undershirts or sportswear, relatively quickly may have off-odors, especially as a result of body fumes or body odors, so that the otherwise actually clean laundry is classified by the wearer as unpleasant.
  • Another object of the invention is a (preferably perfume-containing) textile treatment agent, in particular detergent, aftertreatment agent or textile freshener, for inhibiting body odor, in particular sweat odor, on textiles containing urea derivatives and / or phenacylthiazolium salts.
  • the textile treatment agent according to the invention preferably contains a Perfume composition according to the invention, for example in amounts of 0.01 to 10 wt .-%, preferably 0, 1 to 5 wt .-%, based on the total textile treatment agent.
  • Further possible ingredients of the textile treatment agent according to the invention such as, for example, washing, care, cleaning-active and / or cosmetic components, are listed below.
  • Another object of the invention is a textile treatment process for the inhibition of body odors, especially sweat odor, on textiles, characterized in that the textiles in the presence of water over a period of 2 minutes to 300 minutes at a temperature below 95 ° C using a Treated urea derivatives and / or containing phenacylthiazolium salts (preferably perfume-containing) textile treatment agent.
  • the urea derivatives and / or phenacylthiazolium salts of the textile treatment agent are introduced into the textile treatment agent, in particular in the form of a perfume composition according to the invention.
  • the treatment time is in the range of 5 minutes to 240 minutes, preferably 15 minutes to 120 minutes, in particular from 20 minutes to 60 minutes.
  • the temperature is in the range of 15 ° C to 60 ° C, in particular from 20 ° C to 40 ° C.
  • the urea derivative to be used according to the invention is preferably a sulfonylurea, sulfonylthiourea, acylurea or acylthiourea.
  • the sulfonylurea is a compound with the structural element
  • the acylurea is a compound with the structural element
  • the sulfonyl thiourea is a compound with the structural element
  • acylthiourea is a compound having the structural element
  • sulfonylurea to a compound having the general formula R -S0 2 -NX-C (0) -NY-R 2
  • the acyl urea is a compound of the general formula R -C (0) -NX-C (0) -NY-R 2
  • sulphonylthiourea is a compound of the general formula R -SO 2 -NX-C (S) -NY-R 2
  • acylthiourea a compound of the general formula R -C (0) -NX-C (S) -NY-R 2 , each being characterized in that X, Y, R and R 2 independently of one another are trifluoromethyl, hydrogen, alkyl, in particular C-22-alkyl, preferably d.
  • cycloalkyl in particular C 3 . 8 cycloalkyl, cycloalkylalkyl, particularly C 3-8 cycloalkyl-Ci -12 alkyl, alkenyl, in particular C 2 -18 alkenyl, alkynyl, in particular C 2 -ie alkynyl, heteroalkyl, hetero- rocycloalkyl, alkoxy, in particular Ci_i 8 alkoxy, alkoxyalkyl, in particular Ci.i 8 alkoxy-Ci.i 8 alkyl, alkylsulfanyl, especially Ci_i 8 alkylsulfanyl, alkylsulfinyl, especially Ci_i 8 alkylsulfinyl, alkyl sulfonyl, in particular Ci_i 8 alkylsulfonyl, alkanoyl, especially Ci_i 8 alkanoyl, alkanoyloxy, in particular special Ci_i 8
  • X is hydrogen and Y, R and R 2 are independently trifluoromethyl, alkyl, in particular 2 CI_ 2-alkyl, preferably Ci_i 8 -alkyl, cycloalkyl, in particular C. 3 8 -cycloalkyl, cycloalkylalkyl, in particular C 3 .
  • X and Y are independently hydrogen or CI_ 6 alkyl, preferably are independently hydrogen, and R and R 2 independently represents alkyl, especially Ci_i 8 alkyl, aryl, particularly phenyl, or arylalkyl, in particular phenyl -C-6 -alkyl, where the radicals mentioned may optionally also may be mono- or polysubstituted, in particular by radicals selected from alkyl, especially Ci_i 8 -alkyl, halogen, in particular chlorine, bromine or fluorine, hydroxy, hydroxyalkyl, especially hydroxy Ci_i 8 - alkyl, hydroxycarbonyl, hydroxycarbonylalkyl, especially hydroxycarbonyl-Ci_i 8 alkyl, alkoxy, in particular Ci_i 8 alkoxy, alkoxyalkyl, in particular Ci-8 alkoxy-i Ci_i 8 alkyl, alkoxycarbonyl, in particular C-i 8 alkoxycarbonyl, Alk
  • X and Y are hydrogen
  • R is an optionally substituted radical selected from alkyl, in particular Ci_i 8 alkyl, aryl, especially phenyl, and arylalkyl, in particular phenyl-Ci_ 6 alkyl, and R 2 by at least one hydroxy group, CI_ 6 alkoxy group, hydroxy CI_ 6 alkyl group, Ci. 6- alkoxy-Ci. 6- alkyl group, hydroxycarbonyl group, hydroxycarbonyl-Ci_ 6 alkyl group, Ci_ 6 alkoxycarbonyl group or d.
  • X and Y are hydrogen, R is optionally substituted phenyl and R 2 by at least one hydroxy group, CI_ 6 alkoxy group, hydroxy CI_ 6 alkyl group, Ci. 6- alkoxy-Ci. 6- alkyl group, hydroxycarbonyl group, hydroxycarbonyl-Ci-6-alkyl group, Ci_ 6 alkoxycarbonyl group or Ci. 6- alkoxycarbonyl-Ci.
  • substituents tuenten or further substituents are preferably selected from Ci_ 6 alkyl, in particular methyl, halogen, in particular chlorine, bromine or fluorine, and further hydroxy, Ci_ 6 alkoxy, hydroxy-d-6-alkyl, Ci. 6- alkoxy-Ci. 6- alkyl, hydroxycarbonyl, hydroxycarbonyl-Ci_ 6 alkyl, Ci_ 6 - alkoxycarbonyl or Ci. 6- alkoxycarbonyl-Ci. 6- alkyl groups.
  • the urea derivative is a sulfonylurea according to formula (I) or (II)
  • each R hydrogen or Ci_ 6 alkyl and wherein the alkyl and aryl groups of the aforementioned compounds of formulas (I), (II), (III) and (IV) are each optionally further substituents, in particular -alkyl- from the already mentioned above, especially selected from CI_ 6 alkyl, in particular methyl, halogen, in particular chlorine, bromine or fluorine, and the other hydroxy, CI_ 6 alkoxy, hydroxy-CI_ 6, Ci. 6- alkoxy-Ci. 6- alkyl, hydroxycarbonyl, hydroxycarbonyl-d-6-alkyl, Ci_ 6 alkoxycarbonyl or Ci. 6- alkoxycarbonyl-Ci. 6- alkyl groups can carry.
  • the phenacylthiazolium salt which can be used according to the invention preferably comprises a cation of the formula (V) said compound also mono- or polysubstituted, preferably mono-, di- or trisubstituted may be substituted, preferably by previously mentioned with respect to the urea derivatives substituents, in particular by substituents selected from CI_ 6 alkyl, in particular methyl, halogen , in particular chlorine, bromine or fluorine, hydroxy, CI_ 6 alkoxy, hydroxy-CI_ 6 alkyl, CI_ 6 alkoxy Ci-6 alkyl, hydroxycarbonyl, hydroxycarbonyl-CI_ 6 alkyl, CI_ 6 alkoxycarbonyl and CI_ 6 - alkoxycarbonyl-d-6-alkyl.
  • the counterion of the phenacylthiazolium cation may be any counterion.
  • the counterion is selected from halogen anions.
  • the compound is phenacylthiazolium chloride.
  • Ci-18-alkyl according to the invention each independently of one another for all saturated linear and branched alkyl radicals having up to 18 carbon atoms, wherein Ci_ 6 alkyl radicals are preferred.
  • C 3-8 cycloalkyl in the present invention each independently for all cyclic alkyl radicals having 3 to 8 carbon atoms, preferably having 5 to 6 carbon atoms, where the radicals can be saturated or unsaturated, in particular cyclopentyl, cyclohexyl or cyclopentadienyl ,
  • C 2 -18-alkenyl in each case independently of one another represents all linear and branched alkyl radicals having up to 18 C atoms which contain at least one double bond, C 2 -6-alkenyl radicals being preferred.
  • C 2 -6-alkenyl represents all linear and branched alkyl radicals having up to 6 C atoms which contain at least one double bond, in particular ethenyl, propenyl, i-propenyl and all isomers of butenyl, pentenyl and hexenyl ,
  • C 2 -18 -alkynyl independently of one another, denotes, in each case, all linear and unbranched alkyl radicals having up to 18 C atoms which contain at least one triple bond, where C 2 . 6 alkynyl radicals are preferred.
  • C 2 . 6 alkynyl is according to the invention for all linear and branched alkyl radicals having up to 6 C atoms which contain at least one triple bond, in particular ethynyl, propynyl, i-propynyl and all isomers of butynyl, pentynyl and hexynyl.
  • Heteroalkyl according to the invention in each case independently of one another for all saturated and mono- or polyunsaturated, linear or branched alkyl radicals containing at least one, preferably exactly one heteroatom, in particular selected from O, S and N, wherein the sum of C and Heteroatoms preferably up to 18, more preferably up to 6, is.
  • Heterocycloalkyl according to the invention is in each case independently of one another for all cyclic alkyl radicals which contain at least one, preferably exactly one, heteroatom, in particular selected from O, S or N, wherein the ring is preferably from three to eight membered, more preferably five to six membered , Examples of these are tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, 2-thiazolinyl, tetrahydrothiazolyl, tetrahydrooxazolyl, piperidinyl, piperazinyl, morpholinyl and thiomorpholinyl.
  • d-18-alkoxy in the present invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via an oxygen atom, wherein CI_ 6 alkoxy radicals are preferred.
  • CI_ 6 alkoxy in the present invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via an oxygen atom, in particular methoxy and ethoxy.
  • Ci-18-Alkylsulfanyl according to the invention each independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a sulfur atom, with Ci_ 6 alkylsulfanyl radicals are preferred.
  • Ci_ 6 -Alkylsulfanyl according to the invention is for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a sulfur atom, in particular for methysulfanyl and ethylsulfanyl.
  • Ci-is-alkylsulfinyl according to the invention each independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via an SO group, with Ci_ 6 alkylsulfonyl radicals are preferred.
  • Ci_ 6 alkylsulfinyl according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via an SO group, in particular methylsulfinyl and E- thylsulfinyl.
  • Ci_i8-alkylsulfonyl is erfindungsgennäß each independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a S0 2 - group, wherein Ci_ 6 alkylsulfoxidyl radicals are preferred.
  • CI_ 6 alkylsulfonyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via an S0 2 group, especially methylsulfonyl and ethylsulfonyl.
  • Ci-18-alkanoyl according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a carbonyl group, wherein CI_ 6 alkanoyl radicals are preferred.
  • CI_ 6 alkanoyl according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a carbonyl group, in particular Methycarbonyl and E- thylcarbonyl.
  • Ci-18-alkanoyloxy according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms which are bonded via a carbonyl nyloxy group wherein CI_ 6 alkanoyloxy radicals are preferred , CI_ 6 alkanoyloxy according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a carbonyloxy group, thanoyloxy particular for metal, ethanoyloxy, propanoyloxy, n-and i-propanoyloxy ,
  • Ci-18 alkoxycarbonyl stands according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms which are bonded through an oxycarbonyl group, CI_ 6 alkoxycarbonyl radicals are preferred.
  • Ci_ 6 - Alkoxycarbonyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 C-atoms, which are bonded via an oxycarbonyl group, in particular for methoxycarbonyl and ethoxycarbonyl.
  • C 1-8 -alkylaminocarbonyl independently of one another represents an aminocarbonyl group which is monosubstituted or disubstituted by a saturated or unsaturated, linear or branched alkyl radical having up to 18 carbon atoms, where one or two times by CI_ 6 - substituted alkyl groups aminocarbonyl radicals, in particular Monomethylaminocarbonyl, DIE methylaminocarbonyl, Monoethylaminocarbonyl and diethylaminocarbonyl are preferred.
  • Ci-18-Alkylsulfanylcarbonyl is according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a thiocarbonyl group, CI_ 6 -Alkylsulfanylcarbonyl radicals are preferred.
  • Ci-6-Alkylsulfanylcarbonyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a thiocarbonyl group, in particular methylthiocarbonyl and ethylthiocarbonyl.
  • (C-i 8 alkyl) NH is according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl groups having up to 18 carbon atoms, which are bonded via a hydrogenolysis namino group, wherein (Ci. 6 alkyl ) NH is preferred.
  • Di (C-i 8 alkyl) N stands according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl groups having up to 18 carbon atoms, which has a (C-i_ 18 - alkyl) amino group are bonded wherein di- (Ci_ 6 alkyl) N is preferred.
  • the two alkyl radicals here may be the same or different from each other.
  • Di- (CI_ 6 alkyl) N stands according to the invention for all saturated and unsaturated, linear and branched alkyl groups having up to 6 carbon atoms, which are bonded via a (CI_ 6 alkyl) amino group, in particular (CH 3) 2 N and (C 2 H 5) 2 N.
  • C 6 -io-aryl is according to the invention, in particular also in C 6 -io-aryl-Ci.i 2 -alkyl, C 6 -io-aryloxy, C 6 -io-arylamino, C 6 -io-arylsulfanyl, C 6 - io-arylsulfonyl, C 6 -alpha-arylsulfoxidyl, C 6 -io-arylcarbonyl, C 6 -io-arylcarbonyloxy, C 6 -io-aryloxycarbonyl, C 6 -io-arylaminocarbonyl and C 6 -io-arylsulfanylcarbonyl, preferably phenyl or Naphthyl, especially preferred for phenyl.
  • Heteroaryl is according to the invention, in particular also in heteroarylCi 2 -alkyl, heteroaryloxy, heteroarylamino, heteroarylsulfanyl, heteroarylsulfonyl, heteroarylsulfoxidyl, heteroarylcarbonyl, heteroarylcarbonyloxy, heteroaryloxycarbonyl, heteroarylaminocarbonyl and heteroarylsulfanylcarbonyl, unless stated otherwise, for at least one heteroatom selected from O, S and N containing aromatic radical having 5 to 10, preferably 5 or 6, ring members, preferably selected from furanyl, thienyl, thiophenyl, pyrrolyl, isopyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, isothiazolyl, pyridinyl, pyridazinyl , Pyrimidinyl, pyrazinyl, triazinyl, benzofuranyl
  • the alkyl radical may be saturated or unsaturated, branched or unbranched.
  • Preferred radicals are benzyl, phenylethyl, naphthylmethyl and naphthylethyl.
  • the textiles are synthetic fibers and / or natural fiber-containing textiles.
  • natural fibers include cotton, linen, wool (e.g., including virgin wool, angora natural fiber, cashmere natural fiber, llama natural fiber, alpaca natural fiber, camel natural fiber, mohair natural fiber, vicuna natural fiber), and silk.
  • textile treatment or washability of cotton, as far as the washing temperature is concerned, is not critical, since readily high temperatures (eg 60-95 ° C) are compatible, the care of wool and silk requires special care, since textiles made from these fibers are very sensitive to elevated temperatures.
  • the process according to the invention now has the advantage, in particular of textiles containing wool and / or silk, that despite low washing or treatment temperature (eg T ⁇ 40 ° C., for example 10 ° C. to ⁇ 30 ° C. or ⁇ 20 ° C) a particularly efficient removal of odors, which result from body perspiration, especially sweat.
  • the textiles are therefore textiles with wool and / or silk content. It may of course also be textiles that are made entirely of silk or wool, e.g. a silk blouse or wool socks. However, fiber blends which include silk and / or wool in addition to other fibers, e.g. Cotton include.
  • the textiles are therefore textiles with a synthetic fiber content, e.g. Viscose or polyester. It may of course also be textiles which are made entirely of man-made fibers, e.g. a viscose shirt. However, fiber blends which are synthetic fibers, such as e.g. Viscose or polyester among other fibers, e.g. Cotton include.
  • the method according to the invention is carried out in an automatic washing machine.
  • the contact of the urea derivatives and / or phenacylthia zolium salts with the textile to be treated takes place during the wash cycle and / or the rinse cycle.
  • the concentration of the urea derivatives and / or phenacylthiazole salts used according to the invention in the aqueous treatment liquor in the process according to the invention is preferably in the range from 0.001 g / l to 0.6 g / l, in particular from 0.01 g / l to 0 , 3 g / l.
  • Another object of the invention is the use of urea derivatives and / or Phenacylthiazolium salts in the textile treatment for the inhibition of body odors on textiles.
  • the urea derivatives and / or phenacylthiazolium salts are present as a constituent of a (preferably fragrance-containing) textile treatment agent, in particular a detergent, an aftertreatment agent (such as fabric softeners, hygiene rinse) or a textile freshener.
  • a textile treatment agent in particular a detergent, an aftertreatment agent (such as fabric softeners, hygiene rinse) or a textile freshener.
  • Urea derivatives and / or phenacylthiazolium salts to be used according to the invention are preferably present in the compositions according to the invention in an amount of up to 20% by weight, more preferably in amounts of from 0.001 to 10% by weight, in particular from 0.01 to 5% by weight .-%, especially from 0.1 to 2 wt .-%.
  • Textile treatment agents according to the invention have already been mentioned above, including e.g. also the textile fresheners.
  • Particularly preferred textile fresheners are liquid household spraying compositions which, in addition to the urea derivatives and / or phenacylthiazolium salts, preferably also contain other ingredients to absorb volatile, unpleasant-smelling molecules and in particular to mask or mask them by pleasant fragrances ,
  • cyclodextrins and / or ricinoleates in particular zinc ricinoleate
  • the textile treatment agent according to the invention comprises at least one, preferably several, active components, in particular washing, care, cleaning and / or cosmetic components, advantageously selected from the group comprising anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic Surfactants, acidifiers, alkalizers, anti-wrinkle compounds, antibacterial substances, antioxidants, anti-redeposition agents, antistatics, builders, bleaches, bleach activators, bleach stabilizers, bleach catalysts, ironing aids, cobuilders, fragrances, anti-shrinkage agents, electrolytes, enzymes, colorants, colorants, dyes, color transfer inhibitors, fluorescers, fungicides, germicides, odor-complexing agents Substances, adjuvants, hydrotropes, rinse aids, chelating agents, preservatives, corrosion inhibitors, water-miscible organic solvents, optical brighteners, perfumes, perfume carriers, pearlescers, pH adjusters, repel
  • the amounts of the individual ingredients in the textile treatment agents according to the invention are in each case based on the intended use of the agents concerned, and the person skilled in the art is familiar with the orders of magnitude of the amounts of ingredients to be used or can refer to these from the associated specialist literature.
  • the surfactant content e.g. of detergents is between 10 and 50% by weight, preferably between 12.5 and 30% by weight and in particular between 15 and 25% by weight, while fabric softeners e.g. may contain between 5 and 30 wt .-%, preferably between 10 and 20 wt .-% surfactants.
  • perfume (s) are contained in the textile treatment agent according to the invention.
  • perfume (s) are contained in the textile treatment agent according to the invention.
  • examples of particularly suitable fragrances have already been mentioned above.
  • the content of fragrances in the textile treatment agent according to the invention is preferably 0.001 wt .-% to 10 wt .-%, advantageously 0.01 to 5 wt .-% and in particular 0, 1 wt .-% to 3 wt .-%, wt. -% based on the total textile treatment agent.
  • the textile treatment agents according to the invention may contain surfactants, in particular anionic surfactants, nonionic surfactants and mixtures thereof, but also cationic surfactants.
  • Suitable nonionic surfactants are in particular ethoxylation and / or propoxylation of alkyl glycosides and / or linear or branched alcohols each having 12 to 18 carbon atoms in the alkyl moiety and 3 to 20, preferably 4 to 10 alkyl ether groups.
  • Suitable anionic surfactants are in particular soaps and those which contain sulfate or sulfonate groups with preferably alkali ions as cations.
  • Usable soaps are preferably the alkali salts of the saturated or unsaturated fatty acids having 12 to 18 carbon atoms. Such fatty acids can also be used in incompletely neutralized form.
  • Useful surfactants of the sulfate type include the salts of the sulfuric acid half-esters of fatty alcohols having 12 to 18 carbon atoms and the sulfation products of said nonionic surfactants having a low degree of ethoxylation.
  • Suitable surfactants of the sulfonate type include linear alkylbenzenesulfonates having 9 to 14 carbon atoms in the alkyl moiety, alkanesulfonates having 12 to 18 carbon atoms, and olefin sulfonates having 12 to 18 carbon atoms, which are formed in the reaction of corresponding monoolefins with sulfur trioxide, and alpha-sulfofatty acid esters resulting from the sulfonation of fatty acid methyl or ethyl esters.
  • Cationic surfactants are preferably selected from esterquats and / or quaternary ammonium compounds (QAV) according to the general formula (R ') (R ") (R"') (R IV ) N + X - , in which R 1 to R IV for identical or different Ci_ 2 2-alkyl radicals, C 7 . 2 8-arylalkyl radicals, or heterocyclic radicals, wherein two or in the case of an aromatic compound such as pyridine-even three groups together with the nitrogen atom zoliniumharm a pyridinium or imidazolinium the heterocycle, for example, form, and X ⁇ of halide ions, sulfate ions, hydroxide ions or similar anions.
  • QAV quaternary ammonium compounds
  • Esterquats are here preferably compounds of the general formula VI,
  • R 5 is an alkyl or alkenyl radical having 12 to 22 carbon atoms and 0, 1, 2 or 3 double bonds
  • R 6 and R 7 are independently H, OH or O (CO)
  • R 5 , s, t and u each independently is 1, 2 or 3
  • X ⁇ is an anion, especially halide, methosulfate, methophosphate or phosphate and mixtures thereof, is.
  • Examples of compounds of the formula (VI) are methyl N- (2-hydroxyethyl) -N, N-di (tallow acyl oxyethyl) ammonium methosulfate, bis (palmitoyl) ethyl hydroxyethyl, methyl ammonium methosulfate or methyl -N, N-bis (acyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate.
  • Surfactants may be present in the textile treatment agents according to the invention in proportions of preferably from 5% by weight to 50% by weight, in particular from 8% by weight to 30% by weight. Particularly in laundering agents, preferably up to 30% by weight, in particular from 5% by weight to 15% by weight, of surfactants, among these preferably at least partially cationic surfactants, are used.
  • a textile treatment agent according to the invention preferably contains at least one water-soluble and / or water-insoluble, organic and / or inorganic builder.
  • the water-soluble organic builder substances include polycarboxylic acids, in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid, and polyaspartic acid, polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediaminetetrakis (methylenephosphonic acid) and Hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers of these, which may also contain copolymerized small amounts of polymerizable substances without carboxylic acid functionality.
  • organic builder substances may be present in amounts of up to 40% by weight, in particular up to 25% by weight and preferably from 1% by weight to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-like or liquid, in particular water-containing, textile treatment agents according to the invention. Aftertreatment agents according to the invention, such as e.g. Softener, may optionally also be free of organic builder.
  • Suitable water-soluble inorganic builder materials are, in particular, alkali metal silicates and polyphosphates, preferably sodium triphosphate. Crystalline or amorphous alkali aluminosilicates, if desired in amounts of up to 50% by weight, preferably not more than 40% by weight and in liquid agents, in particular from 1% by weight to 5, are particularly suitable water-insoluble, water-dispersible inorganic builder materials Wt .-%, used. Among these, preferred are the detergent grade crystalline sodium aluminosilicates, especially zeolite A, P and optionally X. Amounts near the above upper limit are preferably used in solid, particulate agents. Suitable aluminosilicates have, in particular, no particles with a particle size greater than 30 ⁇ m and preferably consist of at least 80% by weight of particles having a size of less than 10 ⁇ m.
  • Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates.
  • the alkali metal silicates useful as builders according to the invention preferably have a molar ratio of alkali metal oxide to SiO 2 of less than 0.95, in particular of 1: 1, 1 to 1: 12, and may be amorphous or crystalline.
  • Preferred alkali silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio Na 2 0: Si0 2 of 1: 2 to 12.8.
  • Builder substances may preferably be present in the textile treatment compositions according to the invention in amounts of up to 60% by weight, in particular from 5% by weight to 40% by weight.
  • Aftertreatment agents according to the invention such as e.g. Softener, are preferably free of inorganic builder.
  • Suitable peroxygen compounds are, in particular, organic peracids or pers acid salts of organic acids, such as phthalimidopercaproic acid, perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and inorganic salts which release hydrogen peroxide under the conditions of use, such as perborate, percarbonate and / or persilicate.
  • organic peracids or pers acid salts of organic acids such as phthalimidopercaproic acid, perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and inorganic salts which release hydrogen peroxide under the conditions of use, such as perborate, percarbonate and / or persilicate.
  • solid peroxygen compounds can be used in the form of powders or granules, which can also be enveloped in a manner known in principle.
  • alkali metal percarbonate, alkali metal perborate monohydrate or, in particular, liquid hydrogen peroxide in the form of aqueous solutions which contain from 3% by weight to 10% by weight of hydrogen peroxide are used in liquid textile treatment compositions.
  • a textile treatment agent according to the invention contains bleaches, such as preferably peroxygen compounds, these are present in amounts of preferably up to 50% by weight, in particular from 5% by weight to 30% by weight.
  • bleach stabilizers such as phosphonates, borates or metaborates and metasilicates and magnesium salts such as magnesium sulfate may be useful.
  • bleach activators it is possible to use compounds which, under perhydrolysis conditions, give aliphatic peroxocarboxylic acids having preferably 1 to 10 C atoms, in particular 2 to 4 C atoms, and / or optionally substituted perbenzoic acid. Suitable substances are those which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups. Preference is given to polyacylated alkylenediamines, in particular tetraacetylethylenediamine (TAED). Combinations of conventional bleach activators can also be used. Such bleach activators can be present in the customary amount range, preferably in amounts of from 1% by weight to 10% by weight, in particular from 2% by weight to 8% by weight, based on the total textile treatment agent.
  • Suitable enzymes which can be used in the textile treatment agents are those from the class of the proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof. They can be used in the textile preferably in amounts not exceeding 5 wt .-%, in particular from 0.2 wt .-% to 2 wt .-%, be contained.
  • organic solvents which can be used in the textile treatment agents according to the invention, especially if they are in liquid or pasty form, are alcohols having 1 to 4 C atoms, in particular methanol, ethanol, isopropanol and tert-butanol, diols having 2 to 4 C atoms , in particular ethylene glycol and propylene glycol, and mixtures thereof and the derivable from said classes of compound ethers.
  • Such water-miscible solvents are preferably present in the compositions according to the invention in amounts of not more than 30% by weight, in particular from 6% by weight to 20% by weight.
  • the teaching according to the invention can be used to significantly reduce the perfume fraction in washing, cleaning and personal care products. This makes it possible to offer perfumed products even for those particularly sensitive consumers who can not use normally perfumed products due to special intolerances and irritations, or only to a limited extent.
  • a preferred solid, in particular powdered, detergent according to the invention may contain, in particular, components which are e.g. are selected from the following:
  • Anionic surfactants preferably alkylbenzenesulfonate, alkylsulfate, e.g. in amounts of preferably 5-30% by weight
  • Nonionic surfactants such as preferably fatty alcohol polyglycol ethers, alkylpolyglucoside, fatty acid glucamide, e.g. in amounts of preferably 0.5-15% by weight
  • 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 wt .-%, preferably 0, 1-3 wt .-%, in particular 0.2-1 wt .-%,
  • Enzymes eg proteases, amylases, cellulases, lipases, advantageously 0-2% by weight, preferably 0.2-1% by weight, in particular 0.3-0.8% by weight, Graying inhibitor, eg carboxymethylcellulose, advantageously 0-1% by weight,
  • Discoloration inhibitor e.g. Polyvinylpyrrolidone derivatives, preferably 0-2% by weight,
  • Optical brighteners e.g. Stilbene derivative, biphenyl derivative, advantageously 0-0.4 wt .-%, in particular 0, 1-0.3 wt .-%,
  • the washing, cleaning or care agent is in liquid form, preferably in gel form.
  • Preferred liquid washing, cleaning or care agents have water contents of e.g. 10-95 wt .-%, preferably 20-80% by weight 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.
  • a preferred liquid, in particular gel detergent according to the invention may contain, in particular, components which may be e.g. are selected from the following:
  • Anionic surfactants preferably alkylbenzenesulfonate, alkylsulfate, e.g. in amounts of preferably 5-40% by weight
  • Nonionic surfactants such as preferably fatty alcohol polyglycol ethers, alkylpolyglucoside, fatty acid glucamide, e.g. in amounts of preferably 0.5-25% by weight
  • 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% by weight, advantageously 0, 1-4% by weight, preferably 0.2-2% by weight, in particular 1-3% by weight,
  • Enzymes e.g. Proteases, amylases, cellulases, lipases, in amounts of e.g. 0-3 wt .-%, advantageously 0, 1-2 wt .-%, preferably 0.2-1 wt .-%, in particular 0.3-0.8 wt .-%,
  • Optical brighteners e.g. Stilbene derivative, biphenyl derivative, in amounts of e.g. 0-1% by weight, advantageously 0, 1-0.3% by weight, in particular 0.1-1.0% 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.
  • a preferred liquid fabric softener according to the invention may in particular also contain components which are selected from the following:
  • Cationic surfactants such as in particular esterquats, e.g. in amounts of 5-30% by weight, cosurfactants, e.g. Glycerol monostearate, stearic acid, fatty alcohols, fatty alcohol ethoxylates, e.g. in amounts of 0-5 wt .-%, preferably 0, 1-4 wt .-%,
  • Emulsifiers e.g. Fatty alcohol ethoxylates, e.g. in amounts of 0-4 wt .-%, preferably 0, 1-3 wt .-%,
  • Stabilizers preferably in the ppm range
  • Solvents in particular water, in amounts of preferably 60-90% by weight,
  • Detergent (b) Commercial powder detergent, but not including 1% by weight of sulfonylurea (added via perfume oil); Dosage: 80g
  • Detergent Commercially available powder detergent. but not including 1% by weight of phenacylthiazolium chloride (added via perfume oil); Dosage: 80g ii) Washing conditions
  • the men's shirts concerned were then subjected to a wearing test, ie attracted by subjects who had worn these shirts directly on the skin over a period of 8 hours The subjects had previously used no deodorant, and after the 8-hour wearing test, the men's shirts were again olfactorily tested for odor by the same group of 5 perfumers, again scoring on a scale from 0 to 10.
  • the results are summarized below The numerical values given are the average values from the evaluations of the perfumers.
  • the sports textiles in question were then subjected to wear, ie attracted by volunteers, who then exercised over a period of 2 hours (jogging). The sports textiles were worn directly on the skin. The subjects had previously used no deodorant.

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Abstract

Bad odours on textile materials are often caused by body odour. The invention relates to a textile material treatment method for inhibiting body odour on textile materials, by which means the treated textiles, after having been worn, even after sweat-inducing sports activities, have a significantly reduced bad odour or even no odour. The invention also relates to a perfume composition and to a textile material treatment agent, respectively comprising urea derivatives and/or phenacylthiazolium salts, that counteract the formation of body odour.

Description

Inhibierung von Körpergerüchen  Inhibition of body odors
Die vorliegende Erfindung betrifft eine Parfümkomposition, ein Textilbehandlungsmittel sowie ein Textilbehandlungsverfahren zur Inhibierung von Körpergerüchen auf Textilien unter Einsatz eines Harnstoff-Derivate und/oder Phenacylthiazolium-Salze enthaltenden Textilbehandlungsmittels. Sie betrifft weiterhin die Verwendung von Harnstoff-Derivaten und/oder Phenacylthiazolium-Salzen bei der Textilbehandlung zur Inhibierung von Körpergerüchen auf Textilien. The present invention relates to a perfume composition, a textile treatment agent and a textile treatment method for inhibiting body odors on textiles using a textile treatment agent containing urea derivatives and / or phenacylthiazolium salts. It further relates to the use of urea derivatives and / or phenacylthiazolium salts in textile treatment for the inhibition of body odors on textiles.
Es sind bisher eine Vielzahl von Parfümkompositionen entwickelt worden, die sich im wesentlichen auf unterschiedliche Duftkombinationen oder deren Verkapselung oder Bindung an bestimmte Träger erstrecken. Die Wirkung der herkömmlichen Parfümkompositionen beschränkt sich im allgemeinen darauf, Wohlgerüche zu erzeugen. A variety of perfume compositions have heretofore been developed that essentially extend to different fragrance combinations or their encapsulation or binding to particular carriers. The effect of conventional perfume compositions is generally limited to producing fragrances.
Aufgabe der vorliegenden Erfindung war es, eine Parfümkomposition zu entwickeln, die beim Auftragen auf die menschliche Haut eine Verhinderung der Entstehung von Körpergerüchen bewirkt bzw. der Entstehung von Körpergerüchen zumindest entgegenwirkt, und welche vorzugsweise auch für den Einsatz in Textilbehandlungsmitteln sowie Textilbehandlungsverfahren geeignet ist. The object of the present invention was to develop a perfume composition which, when applied to the human skin, prevents the formation of body odors or at least counteracts the formation of body odors, and which is preferably also suitable for use in textile treatment agents and textile treatment processes.
Diese Aufgabe wird erfindungsgemäß gelöst durch eine Parfümkomposition, umfassend Harnstoff- Derivate und/oder Phenacylthiazolium-Salze. This object is achieved according to the invention by a perfume composition comprising urea derivatives and / or phenacylthiazolium salts.
Eine bevorzugte Parfüm komposition umfaßt A preferred perfume composition includes
(a) einen oder mehrere (einwertige und/oder mehrwertige) Alkohole mit 2 bis 8 Kohlenstoffatomen in Mengen von 0, 1 - 80 Gew.-%, vorzugsweise 1-70 Gew.-%, insbesondere 5-60 Gew.-%  (a) one or more (monohydric and / or polyhydric) alcohols having 2 to 8 carbon atoms in amounts of 0.1 to 80% by weight, preferably 1 to 70% by weight, in particular 5 to 60% by weight
(b) 0,001 bis 50 Gew.-%, vorzugsweise 0,01 bis 30 Gew.-%, insbesondere 0, 1 bis 20 Gew.-% Harnstoff-Derivate und/oder Phenacylthiazolium-Salze,  (b) 0.001 to 50% by weight, preferably 0.01 to 30% by weight, in particular 0 to 1 to 20% by weight, of urea derivatives and / or phenacylthiazolium salts,
(c) Duftstoffe in Mengen von 2 bis 99,9 Gew.-%, Gew.-% jeweils bezogen auf die Gesamtzusammensetzung.  (C) fragrances in amounts of 2 to 99.9 wt .-%, wt .-% each based on the total composition.
Bevorzugte, erfindungsgemäß einsetzbare Alkohole sind Propylenglycol, Ethanol, Diethylenglycol, Dipropylenglykol, Benzylalkohol, (2-Methoxymethylethoxy)propanol, Isopropanol sowie Mischungen der vorgenannten. Preferred alcohols which can be used according to the invention are propylene glycol, ethanol, diethylene glycol, dipropylene glycol, benzyl alcohol, (2-methoxymethylethoxy) propanol, isopropanol and mixtures of the abovementioned.
Die erfindungsgemäße Parfümkomposition kann vorzugsweise Lösungsvermittler für Parfümöle umfassen, insbesondere in Mengen von 0,001 % bis 15 Gew-%, vorzugsweise bis 10 Gew.-%, insbesondere bis 5 Gew.-%, Gew.-% jeweils bezogen auf die Gesamtzusammensetzung. Lösungs- vermittler sind Stoffe, die durch ihre Gegenwart andere, in einem bestimmten Lösungsmittel unlösliche oder zumindest schwerlösliche Verbindungen in diesem Lösungsmittel lösen oder emulgier- bar machen. Bevorzugte, erfindungsgemäße einsetzbare Lösungsvermittler sind Isopropylmyristat sowie Fettsäureester von ethoxyliertem Glycerol und Glycolether. The perfume composition of the invention may preferably comprise solubilizers for perfume oils, in particular in amounts of 0.001% to 15% by weight, preferably up to 10% by weight, in particular up to 5% by weight, based in each case on the total composition. solvent Mediators are substances which by their presence dissolve or emulsify other compounds which are insoluble or at least sparingly soluble in a particular solvent in this solvent. Preferred solubilizers which can be used according to the invention are isopropyl myristate and also fatty acid esters of ethoxylated glycerol and glycol ether.
Die erfindungsgemäße Parfümkomposition kann vorzugsweise Emulgatoren umfassen, insbesondere in Mengen von 0,001 % bis 10 Gew-%, vorzugsweise < 5 Gew.-%, insbesondere < 2 Gew.-%, jeweils bezogen auf die Gesamtzusammensetzung. Bevorzugt erfindungsgemäße einsetzbare Emulgatoren sind ethoxylierte Triglyceride, wie z.B. gehärtetes Rizinusöl mit z.B. ca. 40 oder ca. 60 Mol EO (kommerziell erhältlich von Cognis Deutschland als Eumulgin HRE 40 bzw. Eumulgin HRE 60), ethoxylierte Fettalkohole, wie z.B. Ci2-Ci8-Fettalkohol mit z.B. ca. 5 oder ca. 7 Mol EO (kommerziell erhältlich von Cognis Deutschland als Dehydol LT5 bzw. Dehydol LT7.) The perfume composition according to the invention may preferably comprise emulsifiers, in particular in amounts of from 0.001% to 10% by weight, preferably <5% by weight, in particular <2% by weight, in each case based on the total composition. Preference for use according to the invention emulsifiers are ethoxylated triglycerides, such as hydrogenated castor oil with, for example, about 40 or about 60 moles of EO (commercially available from Cognis Germany as Eumulgin HRE 40 and Eumulgin HRE 60), ethoxylated fatty alcohols such as Ci 2 -Ci 8 Fatty alcohol with, for example, about 5 or about 7 moles of EO (commercially available from Cognis Germany as Dehydol LT5 or Dehydol LT7).
Erfindungsgemäß bevorzugt einsetzbare Harnstoff-Derivate sowie Phenacylthiazolium-Salze werden weiter unten sehr ausführlich beschrieben. Urea derivatives which are preferably usable according to the invention and also phenacylthiazolium salts are described in great detail below.
Die erfindungsgemäße Parfümkomposition ermöglicht es, beim Auftragen auf (insbesondere menschliche) Haut und/oder Haar eine Verhinderung von (insbesondere menschlichem) Körpergeruch zu bewirken bzw. dessen Bildung zumindest entgegenzuwirken. Die erzielte Wirkung ist der von herkömmlichen Parfümen überlegen, da solche den Körpergeruch lediglich überdecken. Die erfindungsgemäße Parfümkomposition ermöglicht hingegen eine aktive Verhinderung von Körpergeruch, d.h. der Entstehung von Körpergeruch wird entgegengewirkt. Die Parfümkomposition ermöglicht auch beim Auftragen auf Textil, dass sich auf dem Textil bei bzw. nach (insbesondere menschlichem) Körperkontakt kein Körpergeruch manifestiert bzw. dessen Bildung entgegengewirkt wird. The perfume composition according to the invention makes it possible, when applied to (in particular human) skin and / or hair, to prevent (in particular human) body odor or to at least counteract its formation. The effect achieved is superior to that of conventional perfumes, as they only mask the body odor. By contrast, the perfume composition according to the invention makes it possible to actively prevent body odor, i. the development of body odor is counteracted. The perfume composition also makes it possible, when applied to textile, that no bodily odor is manifested on the textile during or after (in particular human) body contact or its formation is counteracted.
Die erfindungsgemäße Parfümkomposition kann vorzugsweise direkt auf das zu behandelnde Objekt (vorzugsweise den Körper oder das Textil) appliziert werden, oder auch indirekt, z.B. bei einem Waschverfahren. The perfume composition according to the invention may preferably be applied directly to the object to be treated (preferably the body or the textile), or else indirectly, e.g. in a washing process.
Die Parfümkomposition wird vorzugweise mit folgenden Duftstoffgehalten verwirklicht: The perfume composition is preferably realized with the following perfume contents:
als "Extrait" vorzugsweise enthaltend Duftstoffe in Mengen von 10-25 Gew.-%;  as "Extrait" preferably containing fragrances in amounts of 10-25 wt .-%;
als„Eau de Parfüm" vorzugsweise enthaltend Duftstoffe in Mengen von 8-10 Gew.-%; als„Eau de Toilette" vorzugsweise enthaltend Duftstoffe in Mengen von 5-8 Gew.-%; als„Eau de Cologne" vorzugsweise enthaltend Duftstoffe in Mengen von 2-5 Gew.-%, Gew.-% jeweils bezogen auf die gesamte Parfümkomposition. Der Duftstoffgehalt der Parfüm komposition liegt aber bevorzugt oberhalb 5 Gew.-%, vorzugsweise oberhalb 10 Gew.-%, weiter vorteilhaft oberhalb 15 Gew.-%, insbesondere oberhalb 20 Gew.-%, bezogen auf die gesamte Parfümkomposition. as "Eau de Perfume" preferably containing fragrances in amounts of 8-10% by weight; as "Eau de Toilette" preferably containing fragrances in quantities of 5-8% by weight; as "Eau de Cologne" preferably containing fragrances in amounts of 2-5 wt .-%, wt .-% each based on the total perfume composition. However, the perfume content of the perfume composition is preferably above 5 wt .-%, preferably above 10 wt .-%, more advantageously above 15 wt .-%, in particular above 20 wt .-%, based on the total perfume composition.
Erfindungsgemäß bevorzugt einsetzbare Duftstoffe sind insbesondere ausgewählt aus der Gruppe umfassend Duftstoffe natürlichen oder synthetischen Ursprungs, bevorzugt leichter flüchtige Duftstoffe, höhersiedende Duftstoffe, feste Duftstoffe und/oder haftfeste Duftstoffe. Haftfeste Riechstoffe, die im Rahmen der vorliegenden Erfindung mit Vorteil einsetzbar sind, sind beispielsweise etherische Öle wie Angelikawurzelöl, Anisöl, Arnikablütenöl, Basilikumöl, Bayöl, Bergamottöl, Champa- cablütenöl, Edeltannenöl, Edeltannenzapfenöl, Elemiöl, Eukalyptusöl, Fenchelöl, Fichtennandelöl, Galbanumöl, Geraniumöl, Gingergrasöl, Guajakholzöl, Gurjunbalsamöl, Helichrysumöl, Ho-Öl, Ingweröl, Irisöl, Kajeputöl, Kalmusöl, Kamillenöl, Kampferöl, Kanagaöl, Kardamomenöl, Kassiaöl, Kiefernnadelöl, Kopaivabalsamöl, Korianderöl, Krauseminzeöl, Kümmelöl, Kuminöl, Lavendelöl, Lemon-grasöl, Limetteöl, Mandarinenöl, Melissenöl, Moschuskörneröl, Myrrhenöl, Nelkenöl, Neroli- öl, Niaouliöl, Olibanumöl, Orangenöl, Origanumöl, Palmarosaöl, Patschuliöl, Perubalsamöl, Pe- titgrainöl, Pfefferöl, Pfefferminzöl, Pimentöl, Pine-Öl, Rosenöl, Rosmarinöl, Sandelholzöl, Sellerieöl, Spiköl, Sternanisöl, Terpentinöl, Thujaöl, Thymianöl, Verbenaöl, Vetiveröl, Wacholderbeeröl, Wer- mutöl, Wintergrünöl, Ylang-Ylang-Öl, Ysop-Öl, Zimtöl, Zimtblätteröl, Zitronellöl, Zitronenöl sowie Zypressenöl. Aber auch höhersiedende bzw. feste Riechstoffe natürlichen oder synthetischen Ursprungs können im Rahmen der vorliegenden Erfindung als haftfeste Riechstoffe bzw. Riechstoffgemische, also Duftstoffe eingesetzt werden. Zu diesen Verbindungen zählen z.B. die nachfolgend genannten Verbindungen sowie Mischungen aus diesen: Ambrettolid, α-Amylzimtaldehyd, Anethol, Anisaldehyd, Anisalkohol, Anisol, Anthranilsäuremethylester, Acetophenon, Benzylaceton, Benzaldehyd, Benzoesäureethylester, Benzophenon, Benzylalkohol, Benzylacetat, Benzylbenzoat, Ben- zylformiat, Benzylvalerianat, Borneol, Bornylacetat, a-Bromstyrol, n-Decylaldehyd, n-Dodecylalde- hyd, Eugenof, Eugenolmethylether, Eukalyptol, Farnesol, Fenchon, Fenchylacetat, Geranylacetat, Geranylformiat, Heliotropin, Heptincarbonsäuremethylester, Heptaldehyd, Hy-drochinon- Dimethyl- ether, Hydroxyzimtaldehyd, Hydroxyzimtalkohol, Indol, Iron, Isoeugenol, Isoeugenolmethylether, Isosafrol, Jasmon, Kampfer, Karvakrol, Karvon, p-Kresol-methylether, Cumarin, p-Methoxyaceto- phenon, Methyl-n-amylketon, Methylanthranil-säure-methylester, p-Methylacetophenon, Methyl- chavikol, p-Methylchinolin, Methyl-ß-naphthylketon, Methyl-n-nonylacetaldehyd, Methyl-n-nonyl- keton, Muskon, ß-Naphtholethylether, ß-Naphtholmethylether, Nerol, Nitrobenzol, n-Nonylaldehyd, Nonylakohol, n-Octylaldehyd, p-Oxy-Acetophenon, Pentadekanolid, ß-Phenylethylalkohol, Phenyl- acetaldehyd-Dimethyacetal, Phenylessigsäure, Pulegon, Safrol, Salicylsäureisoamylester, Salicyl- säuremethylester, Salicylsäurehexylester, Salicylsäurecyclohexylester, Santalol, Terpineol, Thymen, Thymol, γ-Undelacton, Vanilin, Veratrumaldehyd, Zimtaldehyd, Zimatalkohol, Zimtsäure, Zimtsäureethylester, Zimtsäurebenzylester. Zu den leichter flüchtigen Duftstoffen zählen insbeson- dere die niedriger siedenden Riechstoffe natürlichen oder synthetischen Ursprung, die allein oder in Mischungen eingesetzt werden können. Beispiele für leichter flüchtige Duftstoffe sind Alkylisothi- ocyanate (Alkylsenföle), Butandion, Limonen, Linalool, Linaylacetat und -Propionat, Menthol, Men- thon, Methyl-n-heptenon, Phellandren, Phenylacetaldehyd, Terpinylacetat, Zitral, Zitronellal. Bevorzugt einsetzbar sind Duftaldehyde, wie z.B. Lyral, 1-Dodecanal, 3,7-Dimethyloctan-1-al, 1-Undeca- nal, Hexanal, trans-2-Hexenal usw. Ebenfalls bevorzugt einsetzbar sind Duftketone wie z.B. Alpha Damascon, Delta Damascon, Iso Damascon, Carvon, Gamma-Methyl-ionon, Iso-E-Super, 2,4,4,7- Tetramethyl-oct-6-en-3-on, Benzylaceton, Beta Damascon, Damascenon, Methyldihydrojasmonat, Methyl-cedrylon, Hedion usw.. Neben den hier genannten Duftstoffen, aber auch unabhängig von diesen, können selbstverständlich alle dem Parfumeur geläufigen und verfügbaren Duftstoffe eingesetzt werden. Fragrances which can preferably be used according to the invention are in particular selected from the group comprising fragrances of natural or synthetic origin, preferably more volatile fragrances, higher-boiling fragrances, solid fragrances and / or adherent fragrances. Adhesive-resistant fragrances which can be used advantageously in the context of the present invention are, for example, essential oils such as angelica root oil, aniseed oil, arnica blossom oil, basil oil, bay oil, bergamot oil, champagne blossom oil, fir pine oil, pinecone oil, elemi oil, eucalyptus oil, fennel oil, spruce alder oil, galbanum oil, geranium oil , Gingergrass oil, guaiac wood oil, gurdy balm oil, helichrysum oil, ho oil, ginger oil, iris oil, cajeput oil, calamus oil, chamomile oil, camphor oil, kanga oil, cardamom oil, cassia oil, pine needle oil, copaiba balsam oil, coriander oil, spearmint oil, cumin oil, cumin oil, lavender oil, lemon grass oil, lime oil , Tangerine oil, lemon balm oil, musk kernel oil, myrrh oil, clove oil, neroli oil, niaouli oil, olibanum oil, orange oil, origanum oil, palmarosa oil, patchouli oil, balsam of Peru, piterraine oil, pepper oil, peppermint oil, allspice oil, pine oil, rose oil, rosemary oil, sandalwood oil, celery oil , Spiked oil, star aniseed oil, turpentine oil, thuja oil, Thy mian oil, verbena oil, vetiver oil, juniper berry oil, gunpowder oil, wintergreen oil, ylang-ylang oil, hyssop oil, cinnamon oil, cinnamon oil, lemon oil, lemon oil and cypress oil. But also higher-boiling or solid fragrances of natural or synthetic origin can be used in the context of the present invention as adherent fragrances or fragrance mixtures, ie fragrances. These compounds include, for example, the following compounds and mixtures thereof: ambrettolide, α-amylcinnamaldehyde, anethole, anisaldehyde, anisalcohol, anisole, methyl anthranilate, acetophenone, benzylacetone, benzaldehyde, ethyl benzoate, benzophenone, benzyl alcohol, benzyl acetate, benzyl benzoate, benzyl formate, Benzyl valerate, borneol, bornyl acetate, α-bromostyrene, n-decyl aldehyde, n-dodecyl aldehyde, eugenol, eugenol methyl ether, eucalyptol, farnesol, fenchone, fenchyl acetate, geranyl acetate, geranyl formate, heliotropin, heptincarboxylic acid methyl ester, heptaldehyde, hydroquinone dimethyl ether, Hydroxycinnamaldehyde, hydroxycinnamyl alcohol, indole, iron, isoeugenol, isoeugenol methyl ether, isosafrole, jasmon, camphor, karvakrol, karvon, p-cresol methyl ether, coumarin, p-methoxyacetophenone, methyl n-amyl ketone, methyl anthranilic acid methyl ester, p Methylacetophenone, methylchavikol, p-methylquinoline, methyl-.beta.-naphthylketone, methyl-n-nonylacetaldehyde, methyl-n-nonyl ketone, Muskon, β-naphthol ethyl ether, β-naphthol methyl ether, nerol, nitrobenzene, n-nonylaldehyde, nonyl alcohol, n-octylaldehyde, p-oxyacetophenone, pentadecanolide, β-phenylethyl alcohol, phenylacetaldehyde dimethyacetal, phenylacetic acid, pulegone, safrole, Salicylic acid isoamyl ester, salicylic acid methyl ester, salicylic acid hexyl ester, cyclohexyl salicylate, santalol, terpineol, thymes, thymol, γ-undelactone, vanilin, veratrumaldehyde, cinnamaldehyde, cinnamyl alcohol, cinnamic acid, cinnamic acid ethyl ester, cinnamic acid benzyl ester. The more volatile fragrances include, in particular, These are the lower-boiling fragrances of natural or synthetic origin, which can be used alone or in mixtures. Examples of more volatile fragrances are alkyl isothiocyanates (alkyl mustard oils), butanedione, limonene, linalool, linayl acetate and propionate, menthol, menthone, methyl-n-heptenone, phellandrene, phenylacetaldehyde, terpinyl acetate, citral, citronellal. Fragrance aldehydes, such as, for example, lyral, 1-dodecanal, 3,7-dimethyloctan-1-al, 1-undecanal, hexanal, trans-2-hexenal, etc., are preferably usable. Fragrance ketones, such as, for example, Alpha Damascon, Delta Damascon, are also preferably usable , Iso Damascone, Carvon, gamma-methyl-ionone, Iso-E-Super, 2,4,4,7-tetramethyl-oct-6-en-3-one, benzylacetone, beta damascone, damascenone, methyl dihydrojasmonate, methyl cedrylon , Hedione, etc. In addition to the fragrances mentioned here, but also independent of these, of course, all the perfumers commonly available and available fragrances can be used.
Die erfindungsgemäße Parfümkomposition kann vorgesehen sein zur Einarbeitung in andere Produkte, insbesondere in Wasch- oder Reinigungsmittel, in Kosmetika, in Air-Care-Produkte sowie in Klebstoffe. In Wasch- oder Reinigungsmittel wird die erfindungsgemäße Parfüm komposition insbesondere in Mengen von 0,01 bis 10 Gew.-%, vorzugsweise 0, 1 bis 5 Gew.-% eingearbeitet, Gew.- % bezogen auf das gesamte Wasch- oder Reinigungsmittel. The perfume composition according to the invention can be provided for incorporation into other products, in particular in detergents or cleaners, in cosmetics, in air care products and in adhesives. In detergents or cleaners the perfume composition according to the invention is incorporated in particular in amounts of 0.01 to 10 wt .-%, preferably 0, 1 to 5 wt .-%,% by weight based on the total washing or cleaning agent.
Der Einsatz von Waschmitteln zur Behandlung von Textilerzeugnissen dient dem Verbraucher in erster Linie zur Reinigung des Textilgutes, so dass z.B. Schmutzteilchen, farbige Anschmutzungen sowie Fett- und Ölschmutz von dem Textil entfernt werden. Weiterhin hat der Verbraucher ein Interesse daran, dass die Textilien nicht nur optisch rein erscheinen, sondern dass sie auch gut riechen mögen. Aus diesem Grunde enthalten die meisten Waschmittel Riechstoffe bzw. Parfümkompositionen. Problematisch ist allerdings, dass die Textilien beim Gebrauch, z.B. beim Tragen von Unterhemden oder Sportkleidung, relativ schnell Fehlgerüche aufweisen können, insbesondere resultierend aus Körperausdünstungen bzw. Körpergerüchen, so dass die ansonsten eigentlich saubere Wäsche vom Träger als unangenehm eingestuft wird. The use of detergents for the treatment of textile products serves the consumer primarily for cleaning the textile material, so that e.g. Dirt particles, colored stains and grease and oil dirt are removed from the textile. Furthermore, the consumer has an interest in the fact that the textiles not only appear visually pure, but that they also smell good. For this reason, most detergents contain fragrances or perfume compositions. The problem, however, is that the textiles in use, e.g. when wearing undershirts or sportswear, relatively quickly may have off-odors, especially as a result of body fumes or body odors, so that the otherwise actually clean laundry is classified by the wearer as unpleasant.
Der Einsatz der erfindungsgemäßen Parfüm kom Positionen bei der Textil behandlung ermöglicht es nun, dem Entstehen von Fehlgerüchen auf den behandelten Textilien nach bzw. bei dem Tragen der Textilien, resultierend aus Körperausdünstungen und Körpergerüchen, wie insbesondere Schweiß, entgegenzuwirken. The use of the perfume com positions according to the invention in the textile treatment now makes it possible to counteract the emergence of malodors on the treated textiles after or when wearing the textiles, resulting from body perspiration and body odors, in particular sweat.
Ein weiterer Gegenstand der Erfindung ist ein (vorzugsweise duftstoffhaltiges) Textilbehandlungs- mittel, insbesondere Waschmittel, Nachbehandlungsmittel oder Textilerfrischer, zur Inhibierung von Körpergeruch, insbesondere Schweißgeruch, auf Textilien, enthaltend Harnstoff-Derivate und/oder Phenacylthiazolium-Salze. Das erfindungsgemäße Textilbehandlungsmittel enthält vorzugsweise eine erfindungsgemäße Parfümkomposition, z.B. in Mengen von 0,01 bis 10 Gew.-%, vorzugsweise 0, 1 bis 5 Gew.-%, bezogen auf das gesamte Textilbehandlungsmittel. Weitere mögliche Inhaltsstoffe des erfindungsgemäßen Textilbehandlungsmittels, wie z.B. wasch-, pflege-, reinigungsaktive und/oder kosmetische Komponenten, werden weiter unten noch aufgeführt. Another object of the invention is a (preferably perfume-containing) textile treatment agent, in particular detergent, aftertreatment agent or textile freshener, for inhibiting body odor, in particular sweat odor, on textiles containing urea derivatives and / or phenacylthiazolium salts. The textile treatment agent according to the invention preferably contains a Perfume composition according to the invention, for example in amounts of 0.01 to 10 wt .-%, preferably 0, 1 to 5 wt .-%, based on the total textile treatment agent. Further possible ingredients of the textile treatment agent according to the invention, such as, for example, washing, care, cleaning-active and / or cosmetic components, are listed below.
Der kombinierte Einsatz der Harnstoff-Derivate und/oder Phenacylthiazolium-Salze mit Duftstoffen, insbesondere in Kombination mit Tensiden ermöglicht eine ganz besonders gute, erfindungsgemäß angestrebte Verminderung von Fehlgerüchen. The combined use of the urea derivatives and / or phenacylthiazolium salts with fragrances, in particular in combination with surfactants, makes possible a particularly good, inventively aimed reduction of offensive odors.
Ein weiterer Gegenstand der Erfindung ist ein Textilbehandlungsverfahren zur Inhibierung von Körpergerüchen, insbesondere von Schweißgeruch, auf Textilien, dadurch gekennzeichnet, dass man die Textilien in Gegenwart von Wasser über einen Zeitraum von 2 Minuten bis 300 Minuten bei einer Temperatur unter 95 °C unter Einsatz eines Harnstoff-Derivate und/oder Phenacylthiazolium-Salze enthaltenden (vorzugsweise duftstoffhaltigen) Textilbehandlungsmittels behandelt. Die Harnstoff-Derivate und/oder Phenacylthiazolium-Salze des Textilbehandlungsmittels werden insbesondere in Form einer erfindungsgemäßen Parfüm komposition in das Textilbehandlungsmittel eingebracht. Another object of the invention is a textile treatment process for the inhibition of body odors, especially sweat odor, on textiles, characterized in that the textiles in the presence of water over a period of 2 minutes to 300 minutes at a temperature below 95 ° C using a Treated urea derivatives and / or containing phenacylthiazolium salts (preferably perfume-containing) textile treatment agent. The urea derivatives and / or phenacylthiazolium salts of the textile treatment agent are introduced into the textile treatment agent, in particular in the form of a perfume composition according to the invention.
Es konnte gefunden werden, dass die derart behandelten Textilien nach dem Tragen, sogar nach schweißtreibender sportlicher Aktivität, einen deutlich verminderten Fehlgeruch aufweisen oder sogar geruchsneutral sind. Ein weiterer Vorteil des erfindungsgemäßen Verfahrens liegt darin, dass Schweißgeruch bei der Textilbehandlung als solcher entfernt wird, denn oftmals riecht sogar gewaschene Wäsche noch nach Schweiß, nämlich insbesondere solche Wäsche, die nur bei niedrigen Temperaturen gewaschen werden kann. It could be found that the textiles treated in this way after wear, even after strenuous physical activity, have a markedly reduced malodor or are even odorless. Another advantage of the method according to the invention is that sweat odor is removed in the textile treatment as such, because often even washed laundry still smells of sweat, namely in particular those laundry that can be washed only at low temperatures.
Gemäß einer bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens liegt die Behandlungsdauer im Bereich von 5 Minuten bis 240 Minuten, vorzugsweise 15 Minuten bis 120 Minuten, insbesondere von 20 Minuten bis 60 Minuten. Nach einer weiteren bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens liegt die Temperatur im Bereich von 15 °C bis 60 °C, insbesondere von 20 °C bis 40 °C. According to a preferred embodiment of the method according to the invention, the treatment time is in the range of 5 minutes to 240 minutes, preferably 15 minutes to 120 minutes, in particular from 20 minutes to 60 minutes. According to a further preferred embodiment of the method according to the invention, the temperature is in the range of 15 ° C to 60 ° C, in particular from 20 ° C to 40 ° C.
Bei dem erfindungsgemäß einzusetzenden Harnstoff-Derivat handelt es sich vorzugsweise um einen Sulfonylharnstoff, Sulfonylthioharnstoff, Acylharnstoff oder Acylthioharnstoff. The urea derivative to be used according to the invention is preferably a sulfonylurea, sulfonylthiourea, acylurea or acylthiourea.
Bei dem Sulfonylharnstoff handelt es sich um eine Verbindung mit dem Strukturelement The sulfonylurea is a compound with the structural element
bei dem Acylharnstoff handelt es sich um eine Verbindung mit dem Strukturelement the acylurea is a compound with the structural element
bei dem Sulfonylthioharnstoff handelt es sich um eine Verbindung mit dem Strukturelement the sulfonyl thiourea is a compound with the structural element
und bei dem Acylthioharnstoff handelt es sich um eine Verbindung mit dem Strukturelement and the acylthiourea is a compound having the structural element
Es handelt sich vorzugsweise bei dem Sulfonylharnstoff um eine Verbindung mit der allgemeinen Formel R -S02-NX-C(0)-NY-R2, bei dem Acylharnstoff um eine Verbindung der allgemeinen Formel R -C(0)-NX-C(0)-NY-R2, bei dem Sulfonylthioharnstoff um eine Verbindung der allgemeinen Formel R -S02-NX-C(S)-NY-R2 und bei dem Acylthioharnstoff um eine Verbindung der allgemeinen Formel R -C(0)-NX-C(S)-NY-R2, jeweils dadurch gekennzeichnet, dass X, Y, R und R2 unabhängig voneinander für Trifluormethyl, Wasserstoff, Alkyl, insbesondere Ci-22-Alkyl, vorzugsweise d. -is-Alkyl, Cycloalkyl, insbesondere C3.8-Cycloalkyl, Cycloalkylalkyl, insbesondere C3-8-Cycloalkyl-Ci- -12-alkyl, Alkenyl, insbesondere C2-18-Alkenyl, Alkinyl, insbesondere C2-ie-Alkinyl, Heteroalkyl, Hete- rocycloalkyl, Alkoxy, insbesondere Ci_i8-Alkoxy, Alkoxyalkyl, insbesondere Ci.i8-Alkoxy-Ci.i8-alkyl, Alkylsulfanyl, insbesondere Ci_i8-Alkylsulfanyl, Alkylsulfinyl, insbesondere Ci_i8-Alkylsulfinyl, Alkyl- sulfonyl, insbesondere Ci_i8-Alkylsulfonyl, Alkanoyl, insbesondere Ci_i8-Alkanoyl, Alkanoyloxy, ins- besondere Ci_i8-Alkanoyloxy, Hydroxycarbonyl, Alkoxycarbonyl, insbesondere Ci-i8-Alkoxycarbonyl, Alkylaminocarbonyl, insbesondere Ci-i8-Alkylanriinocarbonyl, Alkylsulfanylcarbonyl, insbesondere C-i-18-Alkylsulfanylcarbonyl, Hydroxy, Hydroxyalkyl, insbesondere Hydroxy-Ci_i8-alkyl, Amino, Alky- lamino, insbesondere (Ci-i8-Alkyl)NH oder D i-(Ci _i 8-Alkyl )N , Aryl, insbesondere C6-io-Aryl, Arylalkyl, insbesondere C6-io-Aryl-Ci-i2-alkyl, Aryloxy, insbesondere C6-io-Aryloxy, Arylamino, insbesondere C6-io-Arylamino, Arylsulfanyl, insbesondere C6-io-Arylsulfanyl, Arylsulfinyl, insbesondere C6-io- Arylsulfinyl, Arylsulfonyl, insbesondere C6-io-Arylsulfonyl, Arylcarbonyl, insbesondere C6-io-Arylcar- bonyl, Arylcarbonyloxy, insbesondere C6-io-Arylcarbonyloxy, Aryloxycarbonyl, insbesondere C6-io- Aryloxycarbonyl, Arylaminocarbonyl, insbesondere C6-i o-Arylaminocarbonyl, Arylsulfanylcarbonyl, insbesondere C6-io-Arylsulfanylcarbonyl, Heteroaryl, Heteroarylalkyl, insbesondere Heteroaryl-d. -i2-alkyl, Heteroaryloxy, Heteroarylamino, Heteroarylsulfanyl, Heteroarylsulfonyl, Heteroarylsulfoxi- dyl, Heteroarylcarbonyl, Heteroarylcarbonyloxy, Heteroaryloxycarbonyl, Heteroarylaminocarbonyl, Heteroarylsulfanylcarbonyl, Alkoxysulfonyl, insbesondere Ci_i8-Alkoxysulfonyl, Alkoxycarbinol, insbesondere d-12-Alkoxycarbinol, Sulfo, Sulfino, Sulfeno, Formyl oder Thioformyl stehen, wobei alle Reste des sich so ergebenden Moleküls, insbesondere die aliphatischen und aromatischen Reste jeweils unabhängig voneinander gegebenenfalls auch ein- oder mehrfach, insbesondere ein-, zwei- oder dreifach, vorzugsweise einfach, substituiert sein können, insbesondere durch Substituenten ausgewählt aus den zuvor genannten Resten sowie ausgewählt aus Halogen, insbesondere Chlor, Brom, lod oder Fluor, und Nitro. It is preferably the sulfonylurea to a compound having the general formula R -S0 2 -NX-C (0) -NY-R 2 , wherein the acyl urea is a compound of the general formula R -C (0) -NX-C (0) -NY-R 2 , in which sulphonylthiourea is a compound of the general formula R -SO 2 -NX-C (S) -NY-R 2 and in the case of the acylthiourea a compound of the general formula R -C (0) -NX-C (S) -NY-R 2 , each being characterized in that X, Y, R and R 2 independently of one another are trifluoromethyl, hydrogen, alkyl, in particular C-22-alkyl, preferably d. -is-alkyl, cycloalkyl, in particular C 3 . 8 cycloalkyl, cycloalkylalkyl, particularly C 3-8 cycloalkyl-Ci -12 alkyl, alkenyl, in particular C 2 -18 alkenyl, alkynyl, in particular C 2 -ie alkynyl, heteroalkyl, hetero- rocycloalkyl, alkoxy, in particular Ci_i 8 alkoxy, alkoxyalkyl, in particular Ci.i 8 alkoxy-Ci.i 8 alkyl, alkylsulfanyl, especially Ci_i 8 alkylsulfanyl, alkylsulfinyl, especially Ci_i 8 alkylsulfinyl, alkyl sulfonyl, in particular Ci_i 8 alkylsulfonyl, alkanoyl, especially Ci_i 8 alkanoyl, alkanoyloxy, in particular special Ci_i 8 alkanoyloxy, hydroxycarbonyl, alkoxycarbonyl, in particular C-i 8 alkoxycarbonyl, alkylaminocarbonyl, especially C-i 8 -Alkylanriinocarbonyl, Alkylsulfanylcarbonyl, in particular Ci-18 Alkylsulfanylcarbonyl, hydroxy, hydroxyalkyl, especially hydroxy-Ci_i 8 alkyl, aminoC , alkylene lamino, in particular (Ci-i 8 alkyl) NH or D i- (Ci _i 8 alkyl) N, aryl, especially C 6 -io aryl, arylalkyl, in particular C 6 -io-aryl-Ci- i2-alkyl, aryloxy, in particular C 6 -io aryloxy, arylamino, in particular C 6 -io-arylamino, arylsulfanyl, in particular C 6 -io-arylsulfanyl, arylsulfinyl, in particular C 6 -io- arylsulfinyl, arylsulfonyl, especially C 6 - io arylsulfonyl, arylcarbonyl, especially C 6 -io arylcarbonyl, arylcarbonyloxy, especially C 6 -io-arylcarbonyloxy, aryloxycarbonyl, in particular C 6 -io- aryloxycarbonyl, arylaminocarbonyl, in particular C 6 -i o-arylaminocarbonyl, Arylsulfanylcarbonyl, in particular C 6 -io-arylsulfanylcarbonyl, heteroaryl, heteroarylalkyl, i especially heteroaryl-d. -i2-alkyl, heteroaryloxy, heteroarylamino, heteroarylsulfanyl, heteroarylsulfonyl, heteroarylsulfoxydyl, heteroarylcarbonyl, heteroarylcarbonyloxy, heteroaryloxycarbonyl, heteroarylaminocarbonyl, heteroarylsulfanylcarbonyl, alkoxysulfonyl, in particular Ci_i 8 -alkoxysulfonyl, alkoxycarbinol, especially d-12-alkoxycarbinol, sulfo, sulfino, sulfeno, Formyl or thioformyl, all radicals of the resulting molecule, in particular the aliphatic and aromatic radicals, each independently of one another optionally also mono- or polysubstituted, in particular mono-, di- or trisubstituted, preferably monosubstituted, may be substituted, in particular by substituents from the abovementioned radicals and selected from halogen, in particular chlorine, bromine, iodine or fluorine, and nitro.
In einer besonders bevorzugten Ausführungsform stehen X für Wasserstoff und Y, R und R2 unabhängig voneinander für Trifluormethyl, Alkyl, insbesondere Ci_22-Alkyl, vorzugsweise Ci_i8-Alkyl, Cycloalkyl, insbesondere C3.8-Cycloalkyl, Cycloalkylalkyl, insbesondere C3.8-Cycloalkyl-Ci-i2-alkyl, Alkenyl, insbesondere C2-i8-Alkenyl, Alkinyl, insbesondere C2-i8-Alkinyl, Heteroalkyl, Heterocycloal- kyl, Alkanoyl, insbesondere Ci_i8-Alkanoyl, Hydroxycarbonyl, Alkoxycarbonyl, insbesondere C-i_18- Alkoxycarbonyl, Alkylaminocarbonyl, insbesondere Ci_i8-Alkylaminocarbonyl, Alkylsulfanylcarbonyl, insbesondere Ci_i8-Alkylsulfanylcarbonyl, Aryl, insbesondere C6-io-Aryl, Arylalkyl, insbesondere C6- -io-Aryl-C-i-12-alkyl, Arylcarbonyl, insbesondere C6-io-Arylcarbonyl, Aryloxycarbonyl, insbesondere C6-io-Aryloxycarbonyl, Arylaminocarbonyl, insbesondere C6-io-Arylaminocarbonyl, Arylsulfanylcarbonyl, insbesondere C6-io-Arylsulfanylcarbonyl, Heteroaryl, Heteroarylalkyl, insbesondere Heteroa- ryl-C-i-12-alkyl, Heteroarylcarbonyl, Heteroaryloxycarbonyl, Heteroarylaminocarbonyl, Heteroarylsulfanylcarbonyl oder Formyl, wobei vorzugsweise auch Y für Wasserstoff steht, und wobei alle Reste des sich so ergebenden Moleküls, insbesondere die aliphatischen und aromatischen Reste jeweils unabhängig voneinander gegebenenfalls auch ein- oder mehrfach, insbesondere ein-, zwei- oder dreifach, vorzugsweise einfach, substituiert sein können, insbesondere durch Substituenten ausgewählt aus den zuvor genannten Resten sowie ausgewählt aus Halogen, insbesondere Chlor, Brom, lod oder Fluor, Hydroxy, Hydroxyalkyl, insbesondere Hydroxy-Ci_i8-alkyl, Hydroxycarbonyl, Hydroxycarbonylalkyl, insbesondere Hydroxycarbonyl-Ci_i8-alkyl, Alkoxy, insbesondere C-i_18- Alkoxy, Alkoxyalkyl, insbesondere Ci.i8-Alkoxy-Ci.i8-alkyl, Alkoxycarbonyl, insbesondere C-i_18- Alkoxycarbonyl, Alkoxycarbonylalkyl, insbesondere Ci.i8-Alkoxy-carbonyl-Ci.i8-alkyl, Amino, Alky- lamino, insbesondere (Ci_i8-Alkyl)NH oder Di-(Ci_i8-Alkyl)N, Alkanoyloxy, insbesondere C-i_18- Alkanoyloxy, Alkylsulfonyl, insbesondere Ci_i8-Alkylsulfonyl, Arylsulfonyl, insbesondere C6-io- Arylsulfonyl, Nitro oder Sulfo. In a particularly preferred embodiment, X is hydrogen and Y, R and R 2 are independently trifluoromethyl, alkyl, in particular 2 CI_ 2-alkyl, preferably Ci_i 8 -alkyl, cycloalkyl, in particular C. 3 8 -cycloalkyl, cycloalkylalkyl, in particular C 3 . 8 cycloalkyl-Ci-i2-alkyl, alkenyl, in particular C 2 -i 8 alkenyl, alkynyl, in particular C 2 -i 8 alkynyl, heteroalkyl, Heterocycloal- alkanoyl, especially Ci_i kyl, 8 alkanoyl, hydroxycarbonyl, alkoxycarbonyl, in particular C-i_ 18 - alkoxycarbonyl, alkylaminocarbonyl, especially Ci_i 8 alkylaminocarbonyl, Alkylsulfanylcarbonyl, particularly Ci_i 8 -Alkylsulfanylcarbonyl, aryl, especially C 6 -io aryl, arylalkyl, in particular C 6 - -io-aryl-Ci-12-alkyl , Arylcarbonyl, in particular C 6 -aryl-arylcarbonyl, aryloxycarbonyl, in particular C 6 -io-aryloxycarbonyl, arylaminocarbonyl, in particular C 6 -io-arylaminocarbonyl, arylsulfanylcarbonyl, in particular C 6 -io-arylsulfanylcarbonyl, heteroaryl, heteroarylalkyl, in particular heteroaryl Ci-12-alkyl, heteroarylcarbonyl, heteroaryloxycarbonyl, heteroarylaminocarbonyl, heteroarylsulfanylcarbonyl or formyl, wherein preferably also Y is hydrogen, and wherein all the radicals of the resulting molecule, in particular the alipha and each aromatic radical independently of one another may optionally be mono- or polysubstituted, in particular mono-, di- or trisubstituted, preferably monosubstituted, in particular by substituents selected from the abovementioned radicals and selected from halogen, in particular chlorine, bromine, iodine or fluorine, hydroxy, hydroxyalkyl, in particular hydroxy-Ci_i 8 -alkyl, hydroxycarbonyl, Hydroxycarbonylalkyl, in particular hydroxycarbonyl-Ci_i 8 -alkyl, alkoxy, in particular C-i_ 18 - alkoxy, alkoxyalkyl, in particular Ci.i 8 -alkoxy-Ci.i 8 -alkyl, alkoxycarbonyl, in particular C-i_ 18 - alkoxycarbonyl, alkoxycarbonylalkyl, in particular Ci.i 8 alkoxycarbonyl-Ci.i 8 alkyl, amino, Alky- lamino, in particular (Ci_i 8 alkyl) NH or di- (Ci_i 8 alkyl) N, alkanoyloxy, in particular C-i_ 18 - alkanoyloxy , Alkylsulfonyl, in particular Ci_i 8 alkylsulfonyl, arylsulfonyl, in particular C 6 -io-arylsulfonyl, nitro or sulfo.
In einer weiteren besonders bevorzugten Ausführungsform stehen X und Y unabhängig voneinander für Wasserstoff oder Ci_6-Alkyl, vorzugsweise für Wasserstoff, und R und R2 unabhängig voneinander für Alkyl, insbesondere Ci_i8-Alkyl, Aryl, insbesondere Phenyl, oder Arylalkyl, insbesondere Phenyl-C-i-6-alkyl, wobei die genannten Reste gegebenenfalls auch ein- oder mehrfach substituiert sein können, insbesondere durch Reste ausgewählt aus Alkyl, insbesondere Ci_i8-Alkyl, Halogen, insbesondere Chlor, Brom oder Fluor, Hydroxy, Hydroxyalkyl, insbesondere Hydroxy-Ci_i8- alkyl, Hydroxycarbonyl, Hydroxycarbonylalkyl, insbesondere Hydroxycarbonyl-Ci_i8-alkyl, Alkoxy, insbesondere Ci_i8-Alkoxy, Alkoxyalkyl, insbesondere Ci-i8-Alkoxy-Ci_i8-alkyl, Alkoxycarbonyl, insbesondere Ci-i8-Alkoxycarbonyl, Alkoxycarbonylalkyl, insbesondere Ci-i8-Alkoxy-carbonyl-Ci_i8- alkyl, Amino, Alkylamino, insbesondere (Ci_i8-Alkyl)NH oder Di-(Ci_i8-Alkyl)N, Alkanoyloxy, insbesondere Ci-i8-Alkanoyloxy, Alkylsulfonyl, insbesondere Ci_i8-Alkylsulfonyl, Arylsulfonyl, insbesondere C6-io-Arylsulfonyl, Nitro oder Sulfo. In a further particularly preferred embodiment X and Y are independently hydrogen or CI_ 6 alkyl, preferably are independently hydrogen, and R and R 2 independently represents alkyl, especially Ci_i 8 alkyl, aryl, particularly phenyl, or arylalkyl, in particular phenyl -C-6 -alkyl, where the radicals mentioned may optionally also may be mono- or polysubstituted, in particular by radicals selected from alkyl, especially Ci_i 8 -alkyl, halogen, in particular chlorine, bromine or fluorine, hydroxy, hydroxyalkyl, especially hydroxy Ci_i 8 - alkyl, hydroxycarbonyl, hydroxycarbonylalkyl, especially hydroxycarbonyl-Ci_i 8 alkyl, alkoxy, in particular Ci_i 8 alkoxy, alkoxyalkyl, in particular Ci-8 alkoxy-i Ci_i 8 alkyl, alkoxycarbonyl, in particular C-i 8 alkoxycarbonyl, Alkoxycarbonylalkyl, in particular Ci-i 8- Alkoxycarbonyl-Ci_i 8 - alkyl, amino, alkylamino, in particular (Ci_i 8 alkyl) NH or di (Ci_i 8 alkyl) N, alkanoyloxy, in particular Ci-i 8 alkanoyloxy, alkylsulfonyl, especially Ci_i 8 alkylsulfonyl, arylsulfonyl, especially C 6 -io-arylsulfonyl, nitro or sulfo.
In einer weiteren besonders bevorzugten Ausführungsform stehen X und Y für Wasserstoff, R für einen gegebenenfalls substituierten Rest ausgewählt aus Alkyl, insbesondere Ci_i8-Alkyl, Aryl, insbesondere Phenyl, und Arylalkyl, insbesondere Phenyl-Ci_6-alkyl, und R2 für durch mindestens eine Hydroxy-Gruppe, Ci_6-Alkoxy-Gruppe, Hydroxy-Ci_6-alkyl-Gruppe, Ci.6-Alkoxy-Ci.6-alkyl-Gruppe, Hydroxycarbonyl-Gruppe, Hydroxycarbonyl-Ci_6-alkyl-Gruppe, Ci_6-Alkoxycarbonyl-Gruppe oder d. 6-Alkoxycarbonyl-Ci-6-alkyl-Gruppe sowie gegebenenfalls durch weitere Reste substituiertes Alkyl, insbesondere Ci_i8-Alkyl, Aryl, insbesondere Phenyl, oder Arylalkyl, insbesondere Phenyl-Ci_6-alkyl, wobei die Substituenten bzw. weiteren Reste vorzugsweise ausgewählt sind aus Ci_6-Alkyl, insbesondere Methyl, Halogen, insbesondere Chlor, Brom oder Fluor, sowie weiteren Hydroxy-, Ci_6- Alkoxy-, Hydroxy-d-6-alkyl-, Ci.6-Alkoxy-Ci.6-alkyl-, Hydroxycarbonyl-, Hydroxycarbonyl-Ci_6-alkyl, C-i-6-Alkoxycarbonyl- oder Ci.6-Alkoxycarbonyl-Ci.6-alkyl-Gruppen. In a further particularly preferred embodiment, X and Y are hydrogen, R is an optionally substituted radical selected from alkyl, in particular Ci_i 8 alkyl, aryl, especially phenyl, and arylalkyl, in particular phenyl-Ci_ 6 alkyl, and R 2 by at least one hydroxy group, CI_ 6 alkoxy group, hydroxy CI_ 6 alkyl group, Ci. 6- alkoxy-Ci. 6- alkyl group, hydroxycarbonyl group, hydroxycarbonyl-Ci_ 6 alkyl group, Ci_ 6 alkoxycarbonyl group or d. 6- alkoxycarbonyl-Ci- 6- alkyl group and optionally substituted by further radicals alkyl, especially Ci_i 8 alkyl, aryl, especially phenyl, or arylalkyl, in particular phenyl-Ci_ 6 alkyl, wherein the substituents or further radicals are preferably selected are from Ci_ 6 alkyl, especially methyl, halogen, in particular chlorine, bromine or fluorine, and further hydroxy, Ci_ 6 - alkoxy, hydroxy-d-6-alkyl, Ci. 6- alkoxy-Ci. 6- alkyl, hydroxycarbonyl, hydroxycarbonyl-Ci_ 6 alkyl, Ci-6-alkoxycarbonyl or Ci. 6- alkoxycarbonyl-Ci. 6- alkyl groups.
In einer ganz besonders bevorzugten Ausführungsform stehen X und Y für Wasserstoff, R für gegebenenfalls substituiertes Phenyl und R2 für durch mindestens eine Hydroxy-Gruppe, Ci_6-Alkoxy- Gruppe, Hydroxy-Ci_6-alkyl-Gruppe, Ci.6-Alkoxy-Ci.6-alkyl-Gruppe, Hydroxycarbonyl-Gruppe, Hydroxycarbonyl-C-i-6-alkyl-Gruppe, Ci_6-Alkoxycarbonyl-Gruppe oder Ci.6-Alkoxycarbonyl-Ci.6- alkyl-Gruppe sowie gegebenenfalls durch weitere Reste substituiertes Phenyl, wobei die Substi- tuenten bzw. weiteren Substituenten vorzugsweise ausgewählt sind aus Ci_6-Alkyl, insbesondere Methyl, Halogen, insbesondere Chlor, Brom oder Fluor, sowie weiteren Hydroxy-, Ci_6-Alkoxy-, Hydroxy-d-6-alkyl-, Ci.6-Alkoxy-Ci.6-alkyl-, Hydroxycarbonyl-, Hydroxycarbonyl-Ci_6-alkyl, Ci_6- Alkoxycarbonyl- oder Ci.6-Alkoxycarbonyl-Ci.6-alkyl-Gruppen. In a very particularly preferred embodiment, X and Y are hydrogen, R is optionally substituted phenyl and R 2 by at least one hydroxy group, CI_ 6 alkoxy group, hydroxy CI_ 6 alkyl group, Ci. 6- alkoxy-Ci. 6- alkyl group, hydroxycarbonyl group, hydroxycarbonyl-Ci-6-alkyl group, Ci_ 6 alkoxycarbonyl group or Ci. 6- alkoxycarbonyl-Ci. 6 -alkyl group and optionally substituted by further radicals substituted phenyl, wherein the substituents tuenten or further substituents are preferably selected from Ci_ 6 alkyl, in particular methyl, halogen, in particular chlorine, bromine or fluorine, and further hydroxy, Ci_ 6 alkoxy, hydroxy-d-6-alkyl, Ci. 6- alkoxy-Ci. 6- alkyl, hydroxycarbonyl, hydroxycarbonyl-Ci_ 6 alkyl, Ci_ 6 - alkoxycarbonyl or Ci. 6- alkoxycarbonyl-Ci. 6- alkyl groups.
In dieser ganz besonders bevorzugten Ausführungsform handelt es sich bei dem Harnstoff-Derivat um einen Sulfonylharnstoff gemäß Formel (I) oder (II) In this very particularly preferred embodiment, the urea derivative is a sulfonylurea according to formula (I) or (II)
oder um einen Sulfonylthioharnstoff gemäß Formel (III) oder (IV) or a sulfonylthiourea according to formula (III) or (IV)
oder um Mischungen davon, mit jeweils R = Wasserstoff oder Ci_6-Alkyl und wobei die Alkyl- und Arylgruppen der zuvor genannten Verbindungen der Formeln (I), (II), (III) und (IV) jeweils gegebenenfalls weitere Substituenten, insbesondere ausgewählt aus den bereits zuvor genannten, vor allem ausgewählt aus Ci_6-Alkyl, insbesondere Methyl, Halogen, insbesondere Chlor, Brom oder Fluor, sowie weiteren Hydroxy-, Ci_6-Alkoxy-, Hydroxy-Ci_6-alkyl-, Ci.6-Alkoxy-Ci.6-alkyl-, Hydroxycarbonyl-, Hydroxycarbonyl-d-6-alkyl, Ci_6-Alkoxycarbonyl- oder Ci.6-Alkoxycarbonyl-Ci.6-alkyl- Gruppen tragen können. or mixtures thereof, each R = hydrogen or Ci_ 6 alkyl and wherein the alkyl and aryl groups of the aforementioned compounds of formulas (I), (II), (III) and (IV) are each optionally further substituents, in particular -alkyl- from the already mentioned above, especially selected from CI_ 6 alkyl, in particular methyl, halogen, in particular chlorine, bromine or fluorine, and the other hydroxy, CI_ 6 alkoxy, hydroxy-CI_ 6, Ci. 6- alkoxy-Ci. 6- alkyl, hydroxycarbonyl, hydroxycarbonyl-d-6-alkyl, Ci_ 6 alkoxycarbonyl or Ci. 6- alkoxycarbonyl-Ci. 6- alkyl groups can carry.
Das erfindungsgemäß einsetzbare Phenacylthiazolium-Salz umfasst vorzugsweise ein Kation gemäß Formel (V) wobei diese Verbindung auch ein- oder mehrfach, vorzugsweise ein-, zwei- oder dreifach, substituiert sein kann, vorzugsweise durch bereits zuvor hinsichtlich der Harnstoff-Derivate genannte Sub- stituenten, insbesondere durch Substituenten ausgewählt aus Ci_6-Alkyl, insbesondere Methyl, Halogen, insbesondere Chlor, Brom oder Fluor, Hydroxy, Ci_6-Alkoxy, Hydroxy-Ci_6-alkyl, Ci_6-Alkoxy- C-i-6-alkyl, Hydroxycarbonyl, Hydroxycarbonyl-Ci_6-alkyl, Ci_6-Alkoxycarbonyl und Ci_6- Alkoxycarbonyl-d-6-alkyl. The phenacylthiazolium salt which can be used according to the invention preferably comprises a cation of the formula (V) said compound also mono- or polysubstituted, preferably mono-, di- or trisubstituted may be substituted, preferably by previously mentioned with respect to the urea derivatives substituents, in particular by substituents selected from CI_ 6 alkyl, in particular methyl, halogen , in particular chlorine, bromine or fluorine, hydroxy, CI_ 6 alkoxy, hydroxy-CI_ 6 alkyl, CI_ 6 alkoxy Ci-6 alkyl, hydroxycarbonyl, hydroxycarbonyl-CI_ 6 alkyl, CI_ 6 alkoxycarbonyl and CI_ 6 - alkoxycarbonyl-d-6-alkyl.
Bei dem Gegenion des Phenacylthiazolium-Kations kann es sich um jedes beliebige Gegenion handeln. In einer bevorzugten Ausführungsform ist das Gegenion ausgewählt aus Halogen- Anionen. Besonders bevorzugt handelt es sich bei der Verbindung um Phenacylthiazoliumchlond. The counterion of the phenacylthiazolium cation may be any counterion. In a preferred embodiment, the counterion is selected from halogen anions. Most preferably, the compound is phenacylthiazolium chloride.
Ci-18-Alkyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, wobei Ci_6-Alkyl-Reste bevorzugt sind. Ci_6-Alkyl steht erfindungsgemäß für alle gesättigten linearen und verzweigten Alkyl-Reste mit bis zu 6 C- Atomen, insbesondere für Methyl, Ethyl, n-Propyl, i-Propyl, n-Butyl, i-Butyl, t-Butyl sowie alle Isomere des Pentyl und des Hexyl. Ci-18-alkyl according to the invention each independently of one another for all saturated linear and branched alkyl radicals having up to 18 carbon atoms, wherein Ci_ 6 alkyl radicals are preferred. Ci_ 6 alkyl according to the invention for all saturated linear and branched alkyl radicals having up to 6 carbon atoms, in particular methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl and all Isomers of pentyl and hexyl.
C3-8-Cycloalkyl steht erfindungsgemäß jeweils unabhängig voneinander für alle cyclischen Alkyl- Reste mit 3 bis 8 C-Atomen, vorzugsweise mit 5 bis 6 C-Atomen, wobei die Reste gesättigt oder ungesättigt sein können, insbesondere für Cyclopentyl, Cyclohexyl oder Cyclopentadienyl. C 3-8 cycloalkyl in the present invention each independently for all cyclic alkyl radicals having 3 to 8 carbon atoms, preferably having 5 to 6 carbon atoms, where the radicals can be saturated or unsaturated, in particular cyclopentyl, cyclohexyl or cyclopentadienyl ,
C2-18-Alkenyl steht erfindungsgemäß jeweils unabhängig voneinander für alle linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die mindestens eine Doppelbindung enthalten, wobei C2-6-Alkenyl-Reste bevorzugt sind. C2-6-Alkenyl steht erfindungsgemäß für alle linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die mindestens eine Doppelbindung enthalten, insbesondere für Ethenyl, Propenyl, i-Propenyl sowie alle Isomere des Butenyl, Pentenyl und He- xenyl. According to the invention, C 2 -18-alkenyl in each case independently of one another represents all linear and branched alkyl radicals having up to 18 C atoms which contain at least one double bond, C 2 -6-alkenyl radicals being preferred. According to the invention, C 2 -6-alkenyl represents all linear and branched alkyl radicals having up to 6 C atoms which contain at least one double bond, in particular ethenyl, propenyl, i-propenyl and all isomers of butenyl, pentenyl and hexenyl ,
C2-18-Alkinyl steht erfindungsgemäß jeweils unabhängig voneinander für alle linearen und unverzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die mindestens eine Dreifachbindung enthalten, wobei C2.6-Alkinyl-Reste bevorzugt sind. C2.6-Alkinyl steht erfindungsgemäß für alle linearen und un- verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die mindestens eine Dreifachbindung enthalten, insbesondere für Ethinyl, Propinyl, i-Propinyl sowie alle Isomere des Butinyl, Pentinyl und Hexinyl. According to the invention, C 2 -18 -alkynyl, independently of one another, denotes, in each case, all linear and unbranched alkyl radicals having up to 18 C atoms which contain at least one triple bond, where C 2 . 6 alkynyl radicals are preferred. C 2 . 6 alkynyl is according to the invention for all linear and branched alkyl radicals having up to 6 C atoms which contain at least one triple bond, in particular ethynyl, propynyl, i-propynyl and all isomers of butynyl, pentynyl and hexynyl.
Heteroalkyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ein- oder mehrfach ungesättigten, linearen oder verzweigten Alkyl-Reste, die mindestens ein, bevorzugt genau ein Heteroatom, insbesondere ausgewählt aus O, S und N, enthalten, wobei die Summe aus C- und Hetero-Atomen bevorzugt bis zu 18, besonders bevorzugt bis zu 6, beträgt. Heteroalkyl according to the invention in each case independently of one another for all saturated and mono- or polyunsaturated, linear or branched alkyl radicals containing at least one, preferably exactly one heteroatom, in particular selected from O, S and N, wherein the sum of C and Heteroatoms preferably up to 18, more preferably up to 6, is.
Heterocycloalkyl steht erfindungsgemäß jeweils unabhängig voneinander für alle cyclischen Alkyl- Reste, die mindestens ein, bevorzugt genau ein, Heteroatom, insbesondere ausgewählt aus O, S oder N, enthalten, wobei der Ring vorzugsweise drei- bis achtgliederig, besonders bevorzugt fünf- bis sechsgliedrig ist. Beispiele hierfür sind Tetrahydrofuranyl, Tetrahydrothiophenyl, Pyrrolidinyl, 2- Thiazolinyl, Tetrahydrothiazolyl, Tetrahydrooxazolyl, Piperidinyl, Piperazinyl, Morpholinyl und Thi- omorpholinyl. d-18-Alkoxy steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über ein Sauerstoff- Atom gebunden sind, wobei Ci_6-Alkoxy-Reste bevorzugt sind. Ci_6-Alkoxy steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über ein Sauerstoff-Atom gebunden sind, insbesondere für Methoxy und Ethoxy. Heterocycloalkyl according to the invention is in each case independently of one another for all cyclic alkyl radicals which contain at least one, preferably exactly one, heteroatom, in particular selected from O, S or N, wherein the ring is preferably from three to eight membered, more preferably five to six membered , Examples of these are tetrahydrofuranyl, tetrahydrothiophenyl, pyrrolidinyl, 2-thiazolinyl, tetrahydrothiazolyl, tetrahydrooxazolyl, piperidinyl, piperazinyl, morpholinyl and thiomorpholinyl. d-18-alkoxy in the present invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via an oxygen atom, wherein CI_ 6 alkoxy radicals are preferred. CI_ 6 alkoxy in the present invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via an oxygen atom, in particular methoxy and ethoxy.
C-i-18-Alkylsulfanyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über ein Schwefel-Atom gebunden sind, wobei Ci_6-Alkylsulfanyl-Reste bevorzugt sind. Ci_6-Alkylsulfanyl steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über ein Schwefel-Atom gebunden sind, insbesondere für Methysulfanyl und Ethylsulfanyl. Ci-18-Alkylsulfanyl according to the invention each independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a sulfur atom, with Ci_ 6 alkylsulfanyl radicals are preferred. Ci_ 6 -Alkylsulfanyl according to the invention is for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a sulfur atom, in particular for methysulfanyl and ethylsulfanyl.
C-i-is-Alkylsulfinyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über eine SO- Gruppe gebunden sind, wobei Ci_6-Alkylsulfonyl-Reste bevorzugt sind. Ci_6-Alkylsulfinyl steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über eine SO-Gruppe gebunden sind, insbesondere für Methylsulfinyl und E- thylsulfinyl. Ci_i8-Alkylsulfonyl steht erfindungsgennäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über eine S02- Gruppe gebunden sind, wobei Ci_6-Alkylsulfoxidyl-Reste bevorzugt sind. Ci_6-Alkylsulfonyl steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über eine S02-Gruppe gebunden sind, insbesondere für Methylsulfonyl und Ethylsulfonyl. Ci-is-alkylsulfinyl according to the invention each independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via an SO group, with Ci_ 6 alkylsulfonyl radicals are preferred. Ci_ 6 alkylsulfinyl according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via an SO group, in particular methylsulfinyl and E- thylsulfinyl. Ci_i8-alkylsulfonyl is erfindungsgennäß each independently of one another for all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a S0 2 - group, wherein Ci_ 6 alkylsulfoxidyl radicals are preferred. CI_ 6 alkylsulfonyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via an S0 2 group, especially methylsulfonyl and ethylsulfonyl.
C-i-18-Alkanoyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über eine Carbonyl- Gruppe gebunden sind, wobei Ci_6-Alkanoyl-Reste bevorzugt sind. Ci_6-Alkanoyl steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C- Atomen, die über eine Carbonyl-Gruppe gebunden sind, insbesondere für Methycarbonyl und E- thylcarbonyl. Ci-18-alkanoyl according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a carbonyl group, wherein CI_ 6 alkanoyl radicals are preferred. CI_ 6 alkanoyl according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a carbonyl group, in particular Methycarbonyl and E- thylcarbonyl.
C-i-18-Alkanoyloxy steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über eine Carbo- nyloxy-Gruppe gebunden sind, wobei Ci_6-Alkanoyloxy-Reste bevorzugt sind. Ci_6-Alkanoyloxy steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über eine Carbonyloxy-Gruppe gebunden sind, insbesondere für Me- thanoyloxy, Ethanoyloxy, n-Propanoyloxy und i-Propanoyloxy. Ci-18-alkanoyloxy according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms which are bonded via a carbonyl nyloxy group wherein CI_ 6 alkanoyloxy radicals are preferred , CI_ 6 alkanoyloxy according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a carbonyloxy group, thanoyloxy particular for metal, ethanoyloxy, propanoyloxy, n-and i-propanoyloxy ,
C-i-18-Alkoxycarbonyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über eine Oxycarbonyl-Gruppe gebunden sind, wobei Ci_6-Alkoxycarbonyl-Reste bevorzugt sind. Ci_6- Alkoxycarbonyl steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über eine Oxycarbonyl-Gruppe gebunden sind , insbesondere für Methoxycarbonyl und Ethoxycarbonyl. Ci-18 alkoxycarbonyl stands according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms which are bonded through an oxycarbonyl group, CI_ 6 alkoxycarbonyl radicals are preferred. Ci_ 6 - Alkoxycarbonyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 C-atoms, which are bonded via an oxycarbonyl group, in particular for methoxycarbonyl and ethoxycarbonyl.
Ci-i8-Alkylaminocarbonyl steht erfindungsgemäß jeweils unabhängig voneinander für eine Amino- carbonyl-Gruppe, die ein- oder zweifach durch einen gesättigten oder ungesättigten, linearen oder verzweigten Alkyl-Rest mit bis zu 18 C-Atomen substituiert ist, wobei ein- oder zweifach durch Ci_6- Alkyl-Gruppen substituierte Aminocarbonyl-Reste, insbesondere Monomethylaminocarbonyl, Die- methylaminocarbonyl, Monoethylaminocarbonyl und Diethylaminocarbonyl, bevorzugt sind. According to the invention, C 1-8 -alkylaminocarbonyl independently of one another represents an aminocarbonyl group which is monosubstituted or disubstituted by a saturated or unsaturated, linear or branched alkyl radical having up to 18 carbon atoms, where one or two times by CI_ 6 - substituted alkyl groups aminocarbonyl radicals, in particular Monomethylaminocarbonyl, DIE methylaminocarbonyl, Monoethylaminocarbonyl and diethylaminocarbonyl are preferred.
C-i-18-Alkylsulfanylcarbonyl steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 18 C-Atomen, die über eine Thiocarbonyl-Gruppe gebunden sind, wobei Ci_6-Alkylsulfanylcarbonyl-Reste bevorzugt sind. Ci-6-Alkylsulfanylcarbonyl steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über eine Thiocarbonyl-Gruppe gebunden sind, insbesondere für Methylthiocarbonyl und Ethylthiocarbonyl. Ci-18-Alkylsulfanylcarbonyl is according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl radicals having up to 18 carbon atoms, which are bonded via a thiocarbonyl group, CI_ 6 -Alkylsulfanylcarbonyl radicals are preferred. Ci-6-Alkylsulfanylcarbonyl is according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a thiocarbonyl group, in particular methylthiocarbonyl and ethylthiocarbonyl.
(Ci-i 8-Alkyl)NH steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkylreste mit bis zu 18 C-Atomen, die über eine Hydroge- namino-Gruppe gebunden sind, wobei (Ci.6-Alkyl)NH bevorzugt ist. (Ci.6-Alkyl)NH steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkyl-Reste mit bis zu 6 C-Atomen, die über eine Hydrogenamino-Gruppe gebunden sind, insbesondere für CH3NH und C2H5NH. (C-i 8 alkyl) NH is according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl groups having up to 18 carbon atoms, which are bonded via a hydrogenolysis namino group, wherein (Ci. 6 alkyl ) NH is preferred. (Ci. 6 alkyl) NH according to the invention for all saturated and unsaturated, linear and branched alkyl radicals having up to 6 carbon atoms, which are bonded via a Hydrogenamino-group, in particular CH 3 NH and C 2 H 5 NH ,
Di-(Ci-i8-Alkyl)N steht erfindungsgemäß jeweils unabhängig voneinander für alle gesättigten und ungesättigten, linearen und verzweigten Alkylreste mit bis zu 18 C-Atomen, die über eine (C-i_18- Alkyl)amino-Gruppe gebunden sind, wobei Di-(Ci_6-Alkyl)N bevorzugt ist. Die beiden Alkyl-Reste können hierbei gleich oder unterschiedlich voneinander sein. Di-(Ci_6-Alkyl)N steht erfindungsgemäß für alle gesättigten und ungesättigten, linearen und verzweigten Alkylreste mit bis zu 6 C- Atomen, die über eine (Ci_6-Alkyl)amino-Gruppe gebunden sind, insbesondere für (CH3)2N und (C2H5)2N. Di (C-i 8 alkyl) N stands according to the invention are each independently, all saturated and unsaturated, linear and branched alkyl groups having up to 18 carbon atoms, which has a (C-i_ 18 - alkyl) amino group are bonded wherein di- (Ci_ 6 alkyl) N is preferred. The two alkyl radicals here may be the same or different from each other. Di- (CI_ 6 alkyl) N stands according to the invention for all saturated and unsaturated, linear and branched alkyl groups having up to 6 carbon atoms, which are bonded via a (CI_ 6 alkyl) amino group, in particular (CH 3) 2 N and (C 2 H 5) 2 N.
C6-io-Aryl steht erfindungsgemäß, insbesondere auch in C6-io-Aryl-Ci.i2-alkyl, C6-io-Aryloxy, C6-io- Arylamino, C6-io-Arylsulfanyl, C6-io-Arylsulfonyl, C6-io-Arylsulfoxidyl, C6-io-Arylcarbonyl, C6-io- Arylcarbonyloxy, C6-io-Aryloxycarbonyl, C6-io-Arylaminocarbonyl und C6-io-Arylsulfanylcarbonyl, vorzugsweise für Phenyl oder Naphthyl, besonders bevorzugt für Phenyl. C 6 -io-aryl is according to the invention, in particular also in C 6 -io-aryl-Ci.i 2 -alkyl, C 6 -io-aryloxy, C 6 -io-arylamino, C 6 -io-arylsulfanyl, C 6 - io-arylsulfonyl, C 6 -alpha-arylsulfoxidyl, C 6 -io-arylcarbonyl, C 6 -io-arylcarbonyloxy, C 6 -io-aryloxycarbonyl, C 6 -io-arylaminocarbonyl and C 6 -io-arylsulfanylcarbonyl, preferably phenyl or Naphthyl, especially preferred for phenyl.
Heteroaryl steht erfindungsgemäß, insbesondere auch in Heteroaryl-Ci_i2-alkyl, Heteroaryloxy, He- teroarylamino, Heteroarylsulfanyl, Heteroarylsulfonyl, Heteroarylsulfoxidyl, Heteroarylcarbonyl, He- teroarylcarbonyloxy, Heteroaryloxycarbonyl, Heteroarylaminocarbonyl und Heteroarylsulfanylcarbo- nyl, sofern nicht anders angegeben, für einen mindestens ein Heteroatom ausgewählt aus O, S und N enthaltenden aromatischen Rest mit 5 bis 10, vorzugsweise 5 oder 6, Ringgliedern, vorzugsweise ausgewählt aus Furanyl, Thienyl, Thiophenyl, Pyrrolyl, Isopyrrolyl, Pyrazolyl, Imidazolyl, O- xazolyl, Thiazolyl, Isothiazolyl, Pyridinyl, Pyridazinyl, Pyrimidinyl, Pyrazinyl, Triazinyl, Benzofuranyl, Benzothiophenyl, Indolyl, Chinolinyl, Isochinolinyl, Benzimidazolyl, Indazolyl, Pyridofuranyl und Py- ridothienyl. Heteroaryl is according to the invention, in particular also in heteroarylCi 2 -alkyl, heteroaryloxy, heteroarylamino, heteroarylsulfanyl, heteroarylsulfonyl, heteroarylsulfoxidyl, heteroarylcarbonyl, heteroarylcarbonyloxy, heteroaryloxycarbonyl, heteroarylaminocarbonyl and heteroarylsulfanylcarbonyl, unless stated otherwise, for at least one heteroatom selected from O, S and N containing aromatic radical having 5 to 10, preferably 5 or 6, ring members, preferably selected from furanyl, thienyl, thiophenyl, pyrrolyl, isopyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, isothiazolyl, pyridinyl, pyridazinyl , Pyrimidinyl, pyrazinyl, triazinyl, benzofuranyl, benzothiophenyl, indolyl, quinolinyl, isoquinolinyl, benzimidazolyl, indazolyl, pyridofuranyl and pyridothienyl.
In C6-io-Aryl-Ci-i2-alkyl und Heteroarylalkyl kann der Alkyl-Rest gesättigt oder ungesättigt, verzweigt oder unverzweigt sein. Bevorzugte Reste sind Benzyl, Phenylethyl, Naphthylmethyl und Naphthylethyl. Nach einer weiteren bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens handelt es sich bei den Textilien um Chemiefaser- und/oder naturfaserhaltige Textilien. In C 6 -io-aryl-Ci-i 2 -alkyl and heteroarylalkyl, the alkyl radical may be saturated or unsaturated, branched or unbranched. Preferred radicals are benzyl, phenylethyl, naphthylmethyl and naphthylethyl. According to a further preferred embodiment of the method according to the invention, the textiles are synthetic fibers and / or natural fiber-containing textiles.
Zu den Naturfasern zählen insbesondere Baumwolle, Leinen, Wolle (z.B. auch umfassend Schurwolle, Angora-Naturfaser, Kaschmir-Naturfaser, Lama-Naturfaser, Alpaka-Naturfaser, Kamel- Naturfaser, Mohair-Naturfaser, Vikunja-Naturfaser) und Seide. Während die Textilbehandlung (bzw. Waschbarkeit) von Baumwolle, was die Waschtemperatur angeht, unkritisch ist, da ohne weiteres hohe Temperaturen ( z.B. 60-95°C) verträglich sind, erfordert die Pflege von Wolle und Seide besondere Sorgfalt, da Textilien aus diesen Fasern gegenüber erhöhten Temperaturen sehr empfindlich sind. In particular, natural fibers include cotton, linen, wool (e.g., including virgin wool, angora natural fiber, cashmere natural fiber, llama natural fiber, alpaca natural fiber, camel natural fiber, mohair natural fiber, vicuna natural fiber), and silk. While the textile treatment (or washability) of cotton, as far as the washing temperature is concerned, is not critical, since readily high temperatures (eg 60-95 ° C) are compatible, the care of wool and silk requires special care, since textiles made from these fibers are very sensitive to elevated temperatures.
Das erfindungsgemäße Verfahren hat nun bei der Behandlung insbesondere von Textilien enthaltend Wolle und/oder Seide den Vorteil, dass trotz niedriger Wasch- bzw. Behandlungstemperatur (z.B. T < 40°C, beispielsweise 10°C bis < 30°C oder bis < 20°C) eine besonders effiziente Entfernung von Gerüchen erfolgt, die von Körperausdünstungen, insbesondere Schweiß herrühren. Nach einer weiteren bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens handelt es sich bei den Textilien daher um Textilien mit Woll- und/oder Seidenanteil. Es kann sich selbstverständlich auch um Textilien handeln, die vollständig aus Seide oder Wolle bestehen, z.B. eine Seidenbluse oder um Wollsocken. Bevorzugt sind aber auch Fasermischungen, die Seide und/oder Wolle neben anderen Fasern, wie z.B. Baumwolle umfassen. The process according to the invention now has the advantage, in particular of textiles containing wool and / or silk, that despite low washing or treatment temperature (eg T <40 ° C., for example 10 ° C. to <30 ° C. or <20 ° C) a particularly efficient removal of odors, which result from body perspiration, especially sweat. According to a further preferred embodiment of the method according to the invention, the textiles are therefore textiles with wool and / or silk content. It may of course also be textiles that are made entirely of silk or wool, e.g. a silk blouse or wool socks. However, fiber blends which include silk and / or wool in addition to other fibers, e.g. Cotton include.
Auch Chemiefasern sind in der Regel temperaturempfindlich, sie werden meist bei Temperaturen < 60°C gewaschen, z.B. bei Temperaturen < 40°C (beispielsweise 10°C bis < 30°C oder bis < 20°C). Hier ergibt sich der gleiche Vorteil, nämlich dass trotz niedriger Wasch- bzw. Behandlungstemperatur eine besonders effiziente Entfernung von Gerüchen erfolgt, die von Körperausdünstungen, insbesondere Schweiß herrühren. Nach einer weiteren bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens handelt es sich bei den Textilien daher um Textilien mit Chemiefaseranteil, z.B. Viskose oder Polyester. Es kann sich selbstverständlich auch um Textilien handeln, die vollständig aus Chemiefaser bestehen, z.B. ein Viskosehemd. Bevorzugt sind aber auch Fasermischungen, die Chemiefasern, wie z.B. Viskose oder Polyester neben anderen Fasern, wie z.B. Baumwolle umfassen. Chemical fibers are usually sensitive to temperature, they are usually washed at temperatures <60 ° C, e.g. at temperatures <40 ° C (for example 10 ° C to <30 ° C or to <20 ° C). This results in the same advantage, namely that despite low washing or treatment temperature is a particularly efficient removal of odors, which stem from body perspiration, especially sweat. According to a further preferred embodiment of the method according to the invention, the textiles are therefore textiles with a synthetic fiber content, e.g. Viscose or polyester. It may of course also be textiles which are made entirely of man-made fibers, e.g. a viscose shirt. However, fiber blends which are synthetic fibers, such as e.g. Viscose or polyester among other fibers, e.g. Cotton include.
Besonders vorteilhaft ist es, wenn das erfindungsgemäße Verfahren in einer automatischen Waschmaschine durchgeführt wird. Nach einer weiteren bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens findet dabei der Kontakt der Harnstoff-Derivate und/oder Phenacylthia- zolium-Salze mit dem zu behandelnden Textil im Rahmen des Waschgangs und/oder des Spülgangs stattfindet. It is particularly advantageous if the method according to the invention is carried out in an automatic washing machine. According to a further preferred embodiment of the method according to the invention, the contact of the urea derivatives and / or phenacylthia zolium salts with the textile to be treated takes place during the wash cycle and / or the rinse cycle.
Die Konzentration der erfindungsgemäß eingesetzten Harnstoff-Derivate und/oder Phenacylthia- zolium-Salze in der wäßrigen Behandlungsflotte liegt beim erfindungsgemäßen Verfahren vorzugsweise im Bereich von 0,001 g/l bis 0,6 g/l, insbesondere von 0,01 g/l bis 0,3 g/l. The concentration of the urea derivatives and / or phenacylthiazole salts used according to the invention in the aqueous treatment liquor in the process according to the invention is preferably in the range from 0.001 g / l to 0.6 g / l, in particular from 0.01 g / l to 0 , 3 g / l.
Ein weiterer Gegenstand der Erfindung liegt in der Verwendung von Harnstoff-Derivaten und/oder Phenacylthiazolium-Salzen bei der Textilbehandlung zur Inhibierung von Körpergerüchen auf Textilien. Another object of the invention is the use of urea derivatives and / or Phenacylthiazolium salts in the textile treatment for the inhibition of body odors on textiles.
Dabei ist es besonders bevorzugt, dass die Harnstoff-Derivate und/oder Phenacylthiazolium-Salze als Bestandteil eines (vorzugsweise riechstoffhaltigen) Textilbehandlungsmittels, insbesondere eines Waschmittels, eines Nachbehandlungsmittels (wie vorzugsweise Weichspülmittel, Hygienespü- ler) oder eines Textilerfrischers vorliegen. Dies entspricht einer bevorzugten Ausführungsform des erfindungsgemäßen Verfahrens. Erfindungsgemäß einzusetzende Harnstoff-Derivate und/oder Phenacylthiazolium-Salze sind in den erfindunsgemäßen Mitteln vorzugsweise in einer Menge von bis zu 20 Gew.-%, besonders bevorzugt in Mengen von 0,001 bis 10 Gew.-%, insbesondere von 0,01 bis 5 Gew.-%, vor allem von 0,1 bis 2 Gew.-% enthalten. It is particularly preferred that the urea derivatives and / or phenacylthiazolium salts are present as a constituent of a (preferably fragrance-containing) textile treatment agent, in particular a detergent, an aftertreatment agent (such as fabric softeners, hygiene rinse) or a textile freshener. This corresponds to a preferred embodiment of the method according to the invention. Urea derivatives and / or phenacylthiazolium salts to be used according to the invention are preferably present in the compositions according to the invention in an amount of up to 20% by weight, more preferably in amounts of from 0.001 to 10% by weight, in particular from 0.01 to 5% by weight .-%, especially from 0.1 to 2 wt .-%.
Wenn die erfindungsgemäße Verwendung im Rahmen eines Wäschewaschprozesses, insbesondere in einer automatischen Waschmaschine erfolgt, so liegt wiederum eine bevorzugte Ausführungsform der Erfindung vor. If the use according to the invention takes place in the context of a laundry process, in particular in an automatic washing machine, then again a preferred embodiment of the invention is present.
Erfindungsgemäße Textilbehandlungsmittel wurden bereits weiter oben genannt, dazu zählen z.B. auch die Textilerfrischer. Besonders bevorzugte Textilerfrischer sind flüssige Mittel zum Besprühen von Textilien im Haushalt, welche neben den Harnstoff-Derivaten und/oder Phenacylthiazolium- Salzen vorzugsweise noch weitere Inhaltsstoffe enthalten, um flüchtige, unangenehm riechende Moleküle zu absorbieren und insbesondere durch angenehme Düfte zu überdecken bzw. zu maskieren. Zur Absorption können insbesondere Cyclodextrine und/oder Ricinoleate (wie insbesondere Zinkricinoleat) eingesetzt werden. Textile treatment agents according to the invention have already been mentioned above, including e.g. also the textile fresheners. Particularly preferred textile fresheners are liquid household spraying compositions which, in addition to the urea derivatives and / or phenacylthiazolium salts, preferably also contain other ingredients to absorb volatile, unpleasant-smelling molecules and in particular to mask or mask them by pleasant fragrances , In particular, cyclodextrins and / or ricinoleates (in particular zinc ricinoleate) can be used for absorption.
Nach einer weiteren bevorzugten Ausführungsform weist das erfindungsgemäße Textilbehandlungsmittel, wenigstens eine, vorzugsweise mehrere, aktive Komponenten, insbesondere wasch-, pflege-, reinigungsaktive und/oder kosmetische Komponenten auf, vorteilhafterweise ausgewählt aus der Gruppe umfassend anionische Tenside, kationische Tenside, amphotere Tenside, nichtionische Tenside, Acidifizierungsmittel, Alkalisierungsmittel, Anti-Knitter-Verbindungen, antibakteriel- le Stoffe, Antioxidantien, Antiredepositionsmittel, Antistatika, Buildersubstanzen, Bleichmittel, Bleichaktivatoren, Bleichstabilisatoren, Bleichkatalysatoren, Bügelhilfsmittel, Cobuilder, Duftstoffe, Einlaufverhinderer, Elektrolyte, Enzyme, Farbschutzstoffe, Färbemittel, Farbstoffe, Farbü bertrag ung- sinhibitoren, Fluoreszensmittel, Fungizide, Germizide, geruchskomplexierende Substanzen, Hilfsmittel, Hydrotrope, Klarspüler, Komplexbildner, Konservierungsmittel, Korrosionsinhibitoren, wassermischbare organische Lösungsmittel, optische Aufheller, Parfüme, Parfümträger, Perlglanzgeber, pH-Stellmittel, Phobier- und Imprägniermittel, Polymere, Quell- und Schiebefestmittel, Schauminhibitoren, Schichtsilikate, schmutzabweisende Stoffe, Silberschutzmittel, Silikonöle, Soil re- lease-Wirkstoffe, UV-Schutz-Substanzen, Viskositätsregulatoren, Verdickungsmittel, Verfärbungsinhibitoren, Vergrauungsinhibitoren, Vitamine und/oder Weichspüler. Im Sinne dieser Erfindung beziehen sich Angaben für das erfindungsgemäße Textilbehandlungsmittel in Gew.-%, wenn nicht anders angegeben, auf das Gesamtgewicht des erfindungsgemäßen Textilbehandlungsmittels. According to a further preferred embodiment, the textile treatment agent according to the invention comprises at least one, preferably several, active components, in particular washing, care, cleaning and / or cosmetic components, advantageously selected from the group comprising anionic surfactants, cationic surfactants, amphoteric surfactants, nonionic Surfactants, acidifiers, alkalizers, anti-wrinkle compounds, antibacterial substances, antioxidants, anti-redeposition agents, antistatics, builders, bleaches, bleach activators, bleach stabilizers, bleach catalysts, ironing aids, cobuilders, fragrances, anti-shrinkage agents, electrolytes, enzymes, colorants, colorants, dyes, color transfer inhibitors, fluorescers, fungicides, germicides, odor-complexing agents Substances, adjuvants, hydrotropes, rinse aids, chelating agents, preservatives, corrosion inhibitors, water-miscible organic solvents, optical brighteners, perfumes, perfume carriers, pearlescers, pH adjusters, repellents and impregnating agents, polymers, swelling and anti-slip agents, foam inhibitors, phyllosilicates, dirt-repellent substances, Silver protectants, silicone oils, soil release agents, UV protectants, viscosity regulators, thickeners, discoloration inhibitors, grayness inhibitors, vitamins and / or fabric softeners. For the purposes of this invention, details for the textile treatment agent according to the invention in% by weight, unless stated otherwise, relate to the total weight of the textile treatment agent according to the invention.
Die Mengen der einzelnen Inhaltsstoffe in den erfindungsgemäßen Textilbehandlungsmitteln orientieren sich jeweils am Einsatzzweck der betreffenden Mittel und der Fachmann ist mit den Größenordnungen der einzusetzenden Mengen der Inhaltsstoffe vertraut oder kann diese der zugehörigen Fachliteratur entnehmen. Je nach Einsatzzweck der erfindungsgemäßen Mittel wird man z.B. den Tensidgehalt höher oder niedriger wählen. Üblicherweise kann z. B. der Tensidgehalt z.B. von Waschmitteln zwischen 10 und 50 Gew.-%, vorzugsweise zwischen 12,5 und 30 Gew.-% und insbesondere zwischen 15 und 25 Gew.-% betragen, während Weichspüler z.B. zwischen 5 und 30 Gew.-%, vorzugsweise zwischen 10 und 20 Gew.-% Tenside enthalten können. The amounts of the individual ingredients in the textile treatment agents according to the invention are in each case based on the intended use of the agents concerned, and the person skilled in the art is familiar with the orders of magnitude of the amounts of ingredients to be used or can refer to these from the associated specialist literature. Depending on the intended use of the agents according to the invention, e.g. select the surfactant content higher or lower. Usually z. The surfactant content e.g. of detergents is between 10 and 50% by weight, preferably between 12.5 and 30% by weight and in particular between 15 and 25% by weight, while fabric softeners e.g. may contain between 5 and 30 wt .-%, preferably between 10 and 20 wt .-% surfactants.
Nach einer weiteren bevorzugten Ausführungsform der Erfindung sind in dem erfindungsgemäßen Textilbehandlungsmittel Duftstoff(e) enthalten. Beispiele für besonders geeignete Duftstoffe wurden schon weiter oben genannt. Der Gehalt an Duftstoffen in dem erfindungsgemäßen Textilbehandlungsmittel beträgt vorzugsweise 0,001 Gew.-% bis 10 Gew.-%, vorteilhafterweise 0,01 bis 5 Gew.- % und insbesondere 0, 1 Gew.-% bis 3 Gew.-%, Gew.-% bezogen auf das gesamte Textilbehandlungsmittel. According to a further preferred embodiment of the invention, perfume (s) are contained in the textile treatment agent according to the invention. Examples of particularly suitable fragrances have already been mentioned above. The content of fragrances in the textile treatment agent according to the invention is preferably 0.001 wt .-% to 10 wt .-%, advantageously 0.01 to 5 wt .-% and in particular 0, 1 wt .-% to 3 wt .-%, wt. -% based on the total textile treatment agent.
Die erfindungsgemäßen Textilbehandlungsmittel können Tenside enthalten, wobei insbesondere anionische Tenside, nichtionische Tenside und deren Gemische, aber auch kationische Tenside in Frage kommen. Geeignete nichtionische Tenside sind insbesondere Ethoxylierungs- und/oder Propoxylierungsprodukte von Alkylglykosiden und/oder linearen oder verzweigten Alkoholen mit jeweils 12 bis 18 C-Atomen im Alkylteil und 3 bis 20, vorzugsweise 4 bis 10 Alkylethergruppen. Weiterhin sind entsprechende Ethoxylierungs- und/oder Propoxylierungsprodukte von N-Alkyl- aminen, vicinalen Diolen, Fettsäureestern und Fettsäureamiden, die hinsichtlich des Alkylteils den genannten langkettigen Alkoholderivaten entsprechen, sowie von Alkylphenolen mit 5 bis 12 C- Atomen im Alkylrest brauchbar. The textile treatment agents according to the invention may contain surfactants, in particular anionic surfactants, nonionic surfactants and mixtures thereof, but also cationic surfactants. Suitable nonionic surfactants are in particular ethoxylation and / or propoxylation of alkyl glycosides and / or linear or branched alcohols each having 12 to 18 carbon atoms in the alkyl moiety and 3 to 20, preferably 4 to 10 alkyl ether groups. Furthermore, corresponding ethoxylation and / or propoxylation of N-alkyl amines, vicinal diols, fatty acid esters and fatty acid amides, with respect to the alkyl part of the corresponding long-chain alcohol derivatives, as well as of alkylphenols having 5 to 12 carbon atoms in the alkyl radical useful.
Geeignete anionische Tenside sind insbesondere Seifen und solche, die Sulfat- oder Sulfonat- Gruppen mit bevorzugt Alkaliionen als Kationen enthalten. Verwendbare Seifen sind bevorzugt die Alkalisalze der gesättigten oder ungesättigten Fettsäuren mit 12 bis 18 C-Atomen. Derartige Fettsäuren können auch in nicht vollständig neutralisierter Form eingesetzt werden. Zu den brauchbaren Tensiden des Sulfat-Typs gehören die Salze der Schwefelsäurehalbester von Fettalkoholen mit 12 bis 18 C-Atomen und die Sulfatierungsprodukte der genannten nichtionischen Tenside mit niedrigem Ethoxylierungsgrad. Zu den verwendbaren Tensiden vom Sulfonat-Typ gehören lineare Alkylbenzolsulfonate mit 9 bis 14 C-Atomen im Alkylteil, Alkansulfonate mit 12 bis 18 C-Atomen, sowie Olefinsulfonate mit 12 bis 18 C-Atomen, die bei der Umsetzung entsprechender Monoolefine mit Schwefeltrioxid entstehen, sowie alpha-Sulfofettsäureester, die bei der Sulfonierung von Fettsäuremethyl- oder -ethylestern entstehen. Suitable anionic surfactants are in particular soaps and those which contain sulfate or sulfonate groups with preferably alkali ions as cations. Usable soaps are preferably the alkali salts of the saturated or unsaturated fatty acids having 12 to 18 carbon atoms. Such fatty acids can also be used in incompletely neutralized form. Useful surfactants of the sulfate type include the salts of the sulfuric acid half-esters of fatty alcohols having 12 to 18 carbon atoms and the sulfation products of said nonionic surfactants having a low degree of ethoxylation. Suitable surfactants of the sulfonate type include linear alkylbenzenesulfonates having 9 to 14 carbon atoms in the alkyl moiety, alkanesulfonates having 12 to 18 carbon atoms, and olefin sulfonates having 12 to 18 carbon atoms, which are formed in the reaction of corresponding monoolefins with sulfur trioxide, and alpha-sulfofatty acid esters resulting from the sulfonation of fatty acid methyl or ethyl esters.
Kationische Tenside werden vorzugsweise unter den Esterquats und/oder den quaternären Ammoniumverbindungen (QAV) gemäß der allgemeinen Formel (R')(R")(R'")(RIV)N+ X~ ausgewählt, in der R1 bis RIV für gleiche oder verschiedene Ci_22-Alkylreste, C7.28-Arylalkylreste oder heterozyklische Reste stehen, wobei zwei oder im Falle einer aromatischen Einbindung wie im Pyridin sogar drei Reste gemeinsam mit dem Stickstoffatom den Heterozyklus, z.B. eine Pyridinium- oder Imida- zoliniumverbindung, bilden, und X~ für Halogenidionen, Sulfationen, Hydroxidionen oder ähnliche Anionen steht. Cationic surfactants are preferably selected from esterquats and / or quaternary ammonium compounds (QAV) according to the general formula (R ') (R ") (R"') (R IV ) N + X - , in which R 1 to R IV for identical or different Ci_ 2 2-alkyl radicals, C 7 . 2 8-arylalkyl radicals, or heterocyclic radicals, wherein two or in the case of an aromatic compound such as pyridine-even three groups together with the nitrogen atom zoliniumverbindung a pyridinium or imidazolinium the heterocycle, for example, form, and X ~ of halide ions, sulfate ions, hydroxide ions or similar anions.
Unter Esterquats sollen hier vorzugsweise Verbindungen der allgemeinen Formel VI, Esterquats are here preferably compounds of the general formula VI,
verstanden werden, in der R5 für einen Alkyl- oder Alkenylrest mit 12 bis 22 Kohlenstoffatomen und 0, 1 , 2 oder 3 Doppelbindungen, R6 und R7 unabhängig voneinander für H, OH oder 0(CO)R5, s, t und u jeweils unabhängig voneinander für den Wert 1 , 2 oder 3 und X~ für ein Anion, insbesondere Halogenid, Methosulfat, Methophosphat oder Phosphat sowie Mischungen aus diesen, steht. Beispiele für Verbindungen der Formel (VI) sind Methyl-N-(2-hydroxyethyl)-N,N-di(talgacyl- oxyethyl)ammonium-methosulfat, Bis-(palmitoyl)-ethyl-hydroxyethyl-methyl-ammonium-methosulfat oder Methyl-N,N-bis(acyloxyethyl)-N-(2-hydroxyethyl)ammonium-methosulfat. Tenside können in den erfindungsgennäßen Textilbehandlungsmitteln in Mengenanteilen von vorzugsweise 5 Gew.-% bis 50 Gew.-%, insbesondere von 8 Gew.-% bis 30 Gew.-%, enthalten sein. Insbesondere in Wäschenachbehandlungsmitteln werden vorzugsweise bis zu 30 Gew.-%, insbesondere 5 Gew.-% bis 15 Gew.-% Tenside, unter diesen bevorzugt wenigstens anteilsweise Kati- ontenside, eingesetzt. in which R 5 is an alkyl or alkenyl radical having 12 to 22 carbon atoms and 0, 1, 2 or 3 double bonds, R 6 and R 7 are independently H, OH or O (CO) R 5 , s, t and u each independently is 1, 2 or 3 and X ~ is an anion, especially halide, methosulfate, methophosphate or phosphate and mixtures thereof, is. Examples of compounds of the formula (VI) are methyl N- (2-hydroxyethyl) -N, N-di (tallow acyl oxyethyl) ammonium methosulfate, bis (palmitoyl) ethyl hydroxyethyl, methyl ammonium methosulfate or methyl -N, N-bis (acyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate. Surfactants may be present in the textile treatment agents according to the invention in proportions of preferably from 5% by weight to 50% by weight, in particular from 8% by weight to 30% by weight. Particularly in laundering agents, preferably up to 30% by weight, in particular from 5% by weight to 15% by weight, of surfactants, among these preferably at least partially cationic surfactants, are used.
Ein erfindungsgemäßes Textilbehandlungsmittel enthält vorzugsweise mindestens einen wasserlöslichen und/oder wasserunlöslichen, organischen und/oder anorganischen Builder. Zu den wasserlöslichen organischen Buildersubstanzen gehören Polycarbonsäuren, insbesondere Citronen- säure und Zuckersäuren, monomere und polymere Aminopolycarbonsäuren, insbesondere Methyl- glycindiessigsäure, Nitrilotriessigsäure und Ethylendiamintetraessigsäure sowie Polyasparaginsäu- re, Polyphosphonsäuren, insbesondere Aminotris(methylenphosphonsäure), Ethylendiamintetra- kis(methylenphosphonsäure) und 1-Hydroxyethan-1 , 1-diphosphonsäure, polymere Hydroxy- verbindungen wie Dextrin sowie polymere (Poly-)carbonsäuren, polymere Acrylsäuren, Methacryl- säuren, Maleinsäuren und Mischpolymere aus diesen, die auch geringe Anteile polymerisierbarer Substanzen ohne Carbonsäurefunktionalität einpolymerisiert enthalten können. A textile treatment agent according to the invention preferably contains at least one water-soluble and / or water-insoluble, organic and / or inorganic builder. The water-soluble organic builder substances include polycarboxylic acids, in particular citric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid, and polyaspartic acid, polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediaminetetrakis (methylenephosphonic acid) and Hydroxyethane-1, 1-diphosphonic acid, polymeric hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers of these, which may also contain copolymerized small amounts of polymerizable substances without carboxylic acid functionality.
Organische Buildersubstanzen können gewünschtenfalls in Mengen bis zu 40 Gew.-%, insbesondere bis zu 25 Gew.-% und vorzugsweise von 1 Gew.-% bis 8 Gew.-% enthalten sein. Mengen nahe der genannten Obergrenze werden vorzugsweise in pastenförmigen oder flüssigen, insbesondere wasserhaltigen, erfindungsgemäßen Textilbehandlungsmitteln eingesetzt. Erfindungsgemäße Wäschenachbehandlungsmittel, wie z.B. Weichspüler, können gegebenenfalls auch frei von organischem Builder sein. If desired, organic builder substances may be present in amounts of up to 40% by weight, in particular up to 25% by weight and preferably from 1% by weight to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-like or liquid, in particular water-containing, textile treatment agents according to the invention. Aftertreatment agents according to the invention, such as e.g. Softener, may optionally also be free of organic builder.
Als wasserlösliche anorganische Buildermaterialien kommen insbesondere Alkalisilikate und Poly- phosphate, vorzugsweise Natriumtriphosphat, in Betracht. Als wasserunlösliche, wasserdispergier- bare anorganische Buildermaterialien werden insbesondere kristalline oder amorphe Alkali- alumosilikate, gewünschtenfalls in Mengen von bis zu 50 Gew.-%, vorzugsweise nicht über 40 Gew.-% und in flüssigen Mitteln insbesondere von 1 Gew.-% bis 5 Gew.-%, eingesetzt. Unter diesen sind die kristallinen Natriumalumosilikate in Waschmittelqualität, insbesondere Zeolith A, P und gegebenenfalls X, bevorzugt. Mengen nahe der genannten Obergrenze werden vorzugsweise in festen, teilchenförmigen Mitteln eingesetzt. Geeignete Alumosilikate weisen insbesondere keine Teilchen mit einer Korngröße über 30 μιτι auf und bestehen vorzugsweise zu wenigstens 80 Gew.- % aus Teilchen mit einer Größe unter 10 μιτι. Suitable water-soluble inorganic builder materials are, in particular, alkali metal silicates and polyphosphates, preferably sodium triphosphate. Crystalline or amorphous alkali aluminosilicates, if desired in amounts of up to 50% by weight, preferably not more than 40% by weight and in liquid agents, in particular from 1% by weight to 5, are particularly suitable water-insoluble, water-dispersible inorganic builder materials Wt .-%, used. Among these, preferred are the detergent grade crystalline sodium aluminosilicates, especially zeolite A, P and optionally X. Amounts near the above upper limit are preferably used in solid, particulate agents. Suitable aluminosilicates have, in particular, no particles with a particle size greater than 30 μm and preferably consist of at least 80% by weight of particles having a size of less than 10 μm.
Geeignete Substitute beziehungsweise Teilsubstitute für das genannte Alumosilikat sind kristalline Alkalisilikate, die allein oder im Gemisch mit amorphen Silikaten vorliegen können. Die in den er- findungsgemäßen Mitteln als Gerüststoffe brauchbaren Alkalisilikate weisen vorzugsweise ein molares Verhältnis von Alkalioxid zu Si02 unter 0,95, insbesondere von 1 : 1 , 1 bis 1 : 12 auf und können amorph oder kristallin vorliegen. Bevorzugte Alkalisilikate sind die Natriumsilikate, insbesondere die amorphen Natriumsilikate, mit einem molaren Verhältnis Na20:Si02 von 1 :2 bis 12,8. Suitable substitutes or partial substitutes for the said aluminosilicate are crystalline alkali silicates which may be present alone or in a mixture with amorphous silicates. The The alkali metal silicates useful as builders according to the invention preferably have a molar ratio of alkali metal oxide to SiO 2 of less than 0.95, in particular of 1: 1, 1 to 1: 12, and may be amorphous or crystalline. Preferred alkali silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio Na 2 0: Si0 2 of 1: 2 to 12.8.
Buildersubstanzen können in den erfindungsgemäßen Textilbehandlungsmitteln vorzugsweise in Mengen bis zu 60 Gew.-%, insbesondere von 5 Gew.-% bis 40 Gew.-%, enthalten sein. Erfindungsgemäße Wäschenachbehandlungsmittel, wie z.B. Weichspüler, sind vorzugsweise frei von anorganischem Builder. Builder substances may preferably be present in the textile treatment compositions according to the invention in amounts of up to 60% by weight, in particular from 5% by weight to 40% by weight. Aftertreatment agents according to the invention, such as e.g. Softener, are preferably free of inorganic builder.
Als geeignete Persauerstoffverbindungen kommen insbesondere organische Persäuren beziehungsweise persaure Salze organischer Säuren, wie Phthalimidopercapronsäure, Perbenzoe- säure oder Salze der Diperdodecandisäure, Wasserstoffperoxid und unter den Anwendungsbedingungen Wasserstoffperoxid abgebende anorganische Salze, wie Perborat, Percarbonat und/oder Persilikat, in Betracht. Sofern feste Persauerstoffverbindungen eingesetzt werden sollen, können diese in Form von Pulvern oder Granulaten verwendet werden, die auch in im Prinzip bekannter Weise umhüllt sein können. Besonders bevorzugt wird gewünschtenfalls Alkalipercarbonat, Alkaliperborat-Monohydrat oder insbesondere in flüssigen Textilbehandlungsmitteln Wasserstoffperoxid in Form wäßriger Lösungen, die 3 Gew.-% bis 10 Gew.-% Wasserstoffperoxid enthalten, eingesetzt. Falls ein erfindungsgemäßes Textilbehandlungsmittel Bleichmittel, wie vorzugsweise Persauerstoffverbindungen, enthält, sind diese in Mengen von vorzugsweise bis zu 50 Gew.-%, insbesondere von 5 Gew.-% bis 30 Gew.-%, vorhanden. Der Zusatz geringer Mengen bekannter Bleichmittelstabilisatoren wie beispielsweise von Phosphonaten, Boraten bzw. Metaboraten und Metasilikaten sowie Magnesiumsalzen wie Magnesiumsulfat kann zweckdienlich sein. Suitable peroxygen compounds are, in particular, organic peracids or pers acid salts of organic acids, such as phthalimidopercaproic acid, perbenzoic acid or salts of diperdodecanedioic acid, hydrogen peroxide and inorganic salts which release hydrogen peroxide under the conditions of use, such as perborate, percarbonate and / or persilicate. If solid peroxygen compounds are to be used, they can be used in the form of powders or granules, which can also be enveloped in a manner known in principle. If desired, alkali metal percarbonate, alkali metal perborate monohydrate or, in particular, liquid hydrogen peroxide in the form of aqueous solutions which contain from 3% by weight to 10% by weight of hydrogen peroxide are used in liquid textile treatment compositions. If a textile treatment agent according to the invention contains bleaches, such as preferably peroxygen compounds, these are present in amounts of preferably up to 50% by weight, in particular from 5% by weight to 30% by weight. The addition of small amounts of known bleach stabilizers such as phosphonates, borates or metaborates and metasilicates and magnesium salts such as magnesium sulfate may be useful.
Als Bleichaktivatoren können Verbindungen, die unter Perhydrolysebedingungen aliphatische Pe- roxocarbonsäuren mit vorzugsweise 1 bis 10 C-Atomen, insbesondere 2 bis 4 C-Atomen, und/oder gegebenenfalls substituierte Perbenzoesäure ergeben, eingesetzt werden. Geeignet sind Substanzen, die O- und/oder N-Acylgruppen der genannten C-Atomzahl und/oder gegebenenfalls substituierte Benzoylgruppen tragen. Bevorzugt sind mehrfach acylierte Alkylendiamine, insbesondere Tetraacetylethylendiamin (TAED). Auch Kombinationen konventioneller Bleichaktivatoren können eingesetzt werden. Derartige Bleichaktivatoren können im üblichen Mengenbereich, vorzugsweise in Mengen von 1 Gew.-% bis 10 Gew.-%, insbesondere 2 Gew.-% bis 8 Gew.-%, bezogen auf gesamtes Textilbehandlungsmittel, enthalten sein. As bleach activators, it is possible to use compounds which, under perhydrolysis conditions, give aliphatic peroxocarboxylic acids having preferably 1 to 10 C atoms, in particular 2 to 4 C atoms, and / or optionally substituted perbenzoic acid. Suitable substances are those which carry O- and / or N-acyl groups of the stated C atom number and / or optionally substituted benzoyl groups. Preference is given to polyacylated alkylenediamines, in particular tetraacetylethylenediamine (TAED). Combinations of conventional bleach activators can also be used. Such bleach activators can be present in the customary amount range, preferably in amounts of from 1% by weight to 10% by weight, in particular from 2% by weight to 8% by weight, based on the total textile treatment agent.
Als in den Textilbehandlungsmitteln verwendbare Enzyme kommen solche aus der Klasse der Proteasen, Cutinasen, Amylasen, Pullulanasen, Hemicellulasen, Cellulasen, Lipasen, Oxidasen und Peroxidasen sowie deren Gemische in Frage. Sie können in den erfindungsgemäßen Textilbe- handlungsmitteln vorzugsweise in Mengen nicht über 5 Gew.-%, insbesondere von 0,2 Gew.-% bis 2 Gew.-%, enthalten sein. Suitable enzymes which can be used in the textile treatment agents are those from the class of the proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof. They can be used in the textile preferably in amounts not exceeding 5 wt .-%, in particular from 0.2 wt .-% to 2 wt .-%, be contained.
Zu den in den erfindungsgemäßen Textilbehandlungsmitteln, insbesondere wenn sie in flüssiger oder pastöser Form vorliegen, verwendbaren organischen Lösungsmitteln gehören Alkohole mit 1 bis 4 C-Atomen, insbesondere Methanol, Ethanol, Isopropanol und tert.-Butanol, Diole mit 2 bis 4 C-Atomen, insbesondere Ethylenglykol und Propylenglykol, sowie deren Gemische und die aus den genannten Verbindungsklassen ableitbaren Ether. Derartige wassermischbare Lösungsmittel sind in den erfindungsgemäßen Mitteln vorzugsweise in Mengen von nicht über 30 Gew.-%, insbesondere von 6 Gew.-% bis 20 Gew.-%, vorhanden. Among the organic solvents which can be used in the textile treatment agents according to the invention, especially if they are in liquid or pasty form, are alcohols having 1 to 4 C atoms, in particular methanol, ethanol, isopropanol and tert-butanol, diols having 2 to 4 C atoms , in particular ethylene glycol and propylene glycol, and mixtures thereof and the derivable from said classes of compound ethers. Such water-miscible solvents are preferably present in the compositions according to the invention in amounts of not more than 30% by weight, in particular from 6% by weight to 20% by weight.
Gemäß einer bevorzugten Ausführungsform kann die erfindungsgemäße Lehre dazu eingesetzt werden, den Parfümanteil in Wasch-, Reinigungs- und Körperpflegemitteln signifikant herabzusetzen. Dadurch ist es möglich, parfümierte Produkte auch für solche besonders empfindlichen Konsumenten anzubieten, die normal parfümierte Produkte aufgrund spezieller Unverträglichkeiten und Irritationen nur eingeschränkt oder gar nicht verwenden können. According to a preferred embodiment, the teaching according to the invention can be used to significantly reduce the perfume fraction in washing, cleaning and personal care products. This makes it possible to offer perfumed products even for those particularly sensitive consumers who can not use normally perfumed products due to special intolerances and irritations, or only to a limited extent.
Ein bevorzugtes erfindungsgemäßes festes, insbesondere pulverförmiges Waschmittel kann neben den erfindungsgemäßen Bestandteilen (also Harnstoff-Derivate und/oder Phenacylthiazolium- Salze) insbesondere noch Komponenten enthalten, die z.B. ausgewählt sind aus den folgenden:In addition to the constituents according to the invention (that is to say urea derivatives and / or phenacylthiazolium salts), a preferred solid, in particular powdered, detergent according to the invention may contain, in particular, components which are e.g. are selected from the following:
- Aniontenside, wie vorzugsweise Alkylbenzolsulfonat, Alkylsulfat, z.B. in Mengen von vorzugsweise 5-30 Gew.-% Anionic surfactants, preferably alkylbenzenesulfonate, alkylsulfate, e.g. in amounts of preferably 5-30% by weight
- Nichtionische Tenside, wie vorzugsweise Fettalkoholpolyglycolether, Alkylpolyglucosid, Fettsäu- reglucamid z.B. in Mengen von vorzugsweise 0,5-15 Gew.-%  Nonionic surfactants, such as preferably fatty alcohol polyglycol ethers, alkylpolyglucoside, fatty acid glucamide, e.g. in amounts of preferably 0.5-15% by weight
- Gerüststoffe, wie z.B. Zeolith, Polycarboxylat, Natriumeitrat, in Mengen von z.B. 0-70 Gew.-% , vorteilhafterweise 5-60 Gew.-%, vorzugsweise 10-55 Gew.-%, insbesondere 15-40 Gew.-%, 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,
- Alkalien, wie z.B. Natriumcarbonat, in Mengen von z.B. 0-35 Gew.-% vorteilhafterweise 1-30 Gew.-%, vorzugsweise 2-25 Gew.-%, insbesondere 5-20 Gew.-%, Alkalis, e.g. Sodium carbonate, in amounts of e.g. 0-35 wt .-% advantageously 1-30 wt .-%, preferably 2-25 wt .-%, in particular 5-20 wt .-%,
- Bleichmittel, wie z.B. Natriumperborat, Natriumpercarbonat, in Mengen von z.B. 0-30 Gew.-% vorteilhafterweise 5-25 Gew.-%, vorzugsweise 10-20 Gew.-%,  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,
- Korrosionsinhibitoren, z.B. Natriumsilicat, in Mengen von z.B. 0-10 Gew.-%, vorteilhafterweise 1-6 Gew.-%, vorzugsweise 2-5 Gew.-%, insbesondere 3-4 Gew.-%,  - corrosion inhibitors, e.g. Sodium silicate, in amounts of e.g. 0-10% by weight, advantageously 1-6% by weight, preferably 2-5% by weight, in particular 3-4% by weight,
- Stabilisatoren, z.B. Phosphonate, vorteilhafterweise 0-1 Gew.-%,  Stabilizers, e.g. Phosphonates, advantageously 0-1% by weight,
- Schauminhibitor, z.B. Seife, Siliconöle, Paraffine vorteilhafterweise 0-4 Gew.-%, vorzugsweise 0, 1-3 Gew.-%, insbesondere 0,2-1 Gew.-%,  Foam inhibitor, e.g. Soap, silicone oils, paraffins advantageously 0-4 wt .-%, preferably 0, 1-3 wt .-%, in particular 0.2-1 wt .-%,
- Enzyme, z.B. Proteasen, Amylasen, Cellulasen, Lipasen, vorteilhafterweise 0-2 Gew.-%, vorzugsweise 0,2-1 Gew.-%, insbesondere 0,3-0,8 Gew.-%, - Vergrauungsinhibitor, z.B. Carboxymethylcellulose, vorteilhafterweise 0-1 Gew.-%,Enzymes, eg proteases, amylases, cellulases, lipases, advantageously 0-2% by weight, preferably 0.2-1% by weight, in particular 0.3-0.8% by weight, Graying inhibitor, eg carboxymethylcellulose, advantageously 0-1% by weight,
- Verfärbungsinhibitor, z.B. Polyvinylpyrrolidon-Derivate, vorzugsweise 0-2 Gew.-%, Discoloration inhibitor, e.g. Polyvinylpyrrolidone derivatives, preferably 0-2% by weight,
- Stellmittel, z.B. Natriumsulfat, vorteilhafterweise 0-20 Gew.-%,  - Adjustment means, e.g. Sodium sulfate, advantageously 0-20% by weight,
- Optische Aufheller, z.B. Stilben-Derivat, Biphenyl-Derivat, vorteilhafterweise 0-0,4 Gew.-%, insbesondere 0, 1-0,3 Gew.-%,  Optical brighteners, e.g. Stilbene derivative, biphenyl derivative, advantageously 0-0.4 wt .-%, in particular 0, 1-0.3 wt .-%,
- ggf. Duftstoffe  - If necessary fragrances
- ggf. Wasser  - If necessary water
- ggf. Seife  - if necessary, soap
- ggf. Bleichaktivatoren  - optionally bleach activators
- ggf. Cellulosderivate  - If necessary, cellulose derivatives
- ggf. Schmutzabweiser,  - if necessary dirt deflector,
Gew.-% jeweils bezogen auf das gesamte Mittel.  % By weight, based in each case on the total agent.
In einer anderen bevorzugten Ausführungsform der Erfindung liegt das Wasch-, Reinigungs- oder Pflegemittel in flüssiger Form vor, vorzugsweise in Gelform. Bevorzugte flüssige Wasch-, Reinigungs- oder Pflegemittel haben Wassergehalte von z.B. 10-95 Gew.-%, vorzugsweise 20-80 Gew.- % und insbesondere 30-70 Gew.-%, bezogen auf das gesamte Mittel. Im Falle von flüssigen Konzentraten kann der Wassergehalt auch besonders gering sein, z.B. < 30 Gew.-%, vorzugsweise < 20 Gew.-%, insbesondere < 15 Gew.-% betragen, Gew.-% jeweils bezogen auf das gesamte Mittel. Die flüssigen Mittel können auch nichtwässrige Lösungsmittel enthalten. In another preferred embodiment of the invention, the washing, cleaning or care agent is in liquid form, preferably in gel form. Preferred liquid washing, cleaning or care agents have water contents of e.g. 10-95 wt .-%, preferably 20-80% by weight and in particular 30-70 wt .-%, based on the total agent. In the case of liquid concentrates, 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.
Ein bevorzugtes erfindungsgemäßes flüssiges, insbesondere gelförmiges Waschmittel kann neben den erfindungsgemäßen Bestandteilen (also Harnstoff-Derivate und/oder Phenacylthiazolium- Salze) insbesondere noch Komponenten enthalten, die z.B. ausgewählt sind aus den folgenden:In addition to the constituents according to the invention (ie urea derivatives and / or phenacylthiazolium salts), a preferred liquid, in particular gel detergent according to the invention may contain, in particular, components which may be e.g. are selected from the following:
- Aniontenside, wie vorzugsweise Alkylbenzolsulfonat, Alkylsulfat, z.B. in Mengen von vorzugsweise 5-40 Gew.-% Anionic surfactants, preferably alkylbenzenesulfonate, alkylsulfate, e.g. in amounts of preferably 5-40% by weight
- Nichtionische Tenside, wie vorzugsweise Fettalkoholpolyglycolether, Alkylpolyglucosid, Fettsäu- reglucamid z.B. in Mengen von vorzugsweise 0,5-25 Gew.-%  Nonionic surfactants, such as preferably fatty alcohol polyglycol ethers, alkylpolyglucoside, fatty acid glucamide, e.g. in amounts of preferably 0.5-25% by weight
- Gerüststoffe, wie z.B. Zeolith, Polycarboxylat, Natriumeitrat, vorteilhafterweise 0-15 Gew.-%, vorzugsweise 0,01-10 Gew.-%, insbesondere 0, 1-5 Gew.-%,  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,
- Schauminhibitor, z.B. Seife, Siliconöle, Paraffine, in Mengen von z.B. 0-10 Gew.-%, vorteilhafterweise 0, 1-4 Gew.-%, vorzugsweise 0,2-2 Gew.-%, insbesondere 1-3 Gew.-%,  Foam inhibitor, e.g. Soap, silicone oils, paraffins, in amounts of e.g. 0-10% by weight, advantageously 0, 1-4% by weight, preferably 0.2-2% by weight, in particular 1-3% by weight,
- Enzyme, z.B. Proteasen, Amylasen, Cellulasen, Lipasen, in Mengen von z.B. 0-3 Gew.-%, vorteilhafterweise 0, 1-2 Gew.-%, vorzugsweise 0,2-1 Gew.-%, insbesondere 0,3-0,8 Gew.-%, Enzymes, e.g. Proteases, amylases, cellulases, lipases, in amounts of e.g. 0-3 wt .-%, advantageously 0, 1-2 wt .-%, preferably 0.2-1 wt .-%, in particular 0.3-0.8 wt .-%,
- Optische Aufheller, z.B. Stilben-Derivat, Biphenyl-Derivat, in Mengen von z.B. 0-1 Gew.-%, vorteilhafterweise 0, 1-0,3 Gew.-%, insbesondere 0, 1-0,4 Gew.-%, Optical brighteners, e.g. Stilbene derivative, biphenyl derivative, in amounts of e.g. 0-1% by weight, advantageously 0, 1-0.3% by weight, in particular 0.1-1.0% by weight,
- ggf. Duftstoffe - ggf. Stabilisatoren, - If necessary fragrances - stabilizers if necessary,
- Wasser  - Water
- ggf. Seife, in Mengen von z.B. 0-25 Gew.-%, vorteilhafterweise 1-20 Gew.-%, vorzugsweise 2- 15 Gew.-%, insbesondere 5-10 Gew.-%,  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,
- ggf. Lösungsmittel (vorzugsweise Alkohole), vorteilhafterweise 0-25 Gew.-%, vorzugsweise 1-20 Gew.-%, insbesondere 2-15 Gew.-%, Gew.-% jeweils bezogen auf das gesamte Mittel.  - If necessary, solvents (preferably alcohols), advantageously 0-25 wt .-%, preferably 1-20 wt .-%, in particular 2-15 wt .-%, wt .-% in each case based on the total agent.
Ein bevorzugter erfindungsgemäßer flüssiger Weichspüler kann neben den erfindungsgemäßen Bestandteilen (also Harnstoff-Derivate und/oder Phenacylthiazolium-Salze) insbesondere noch Komponenten enthalten, die ausgewählt sind aus den folgenden: In addition to the constituents according to the invention (ie urea derivatives and / or phenacylthiazolium salts), a preferred liquid fabric softener according to the invention may in particular also contain components which are selected from the following:
Kationische Tenside, wie insbesondere Esterquats, z.B. in Mengen von 5-30 Gew.-%, Cotenside, wie z.B. Glycerolmonostearat, Stearinsäure, Fettalkohole, Fettalkoholethoxylate, z.B. in Mengen von 0-5 Gew.-%, vorzugsweise 0, 1-4 Gew.-%,  Cationic surfactants, such as in particular esterquats, e.g. in amounts of 5-30% by weight, cosurfactants, e.g. Glycerol monostearate, stearic acid, fatty alcohols, fatty alcohol ethoxylates, e.g. in amounts of 0-5 wt .-%, preferably 0, 1-4 wt .-%,
Emulgatoren, wie z.B. Fettami nethoxylate, z.B. in Mengen von 0-4 Gew.-%, vorzugsweise 0, 1-3 Gew.-%,  Emulsifiers, e.g. Fatty alcohol ethoxylates, e.g. in amounts of 0-4 wt .-%, preferably 0, 1-3 wt .-%,
ggf. Duftstoffe  possibly fragrances
Farbstoffe, vorzugsweise im ppm-Bereich  Dyes, preferably in the ppm range
Stabilisatoren, vorzugsweise im ppm-Bereich  Stabilizers, preferably in the ppm range
Lösemittel, wie insbesondere Wasser, in Mengen von vorzugsweise 60-90 Gew.-%, Solvents, in particular water, in amounts of preferably 60-90% by weight,
- Gew.-% jeweils bezogen auf das gesamte Mittel. -% by weight, based in each case on the total agent.
Beispiele Examples
Beispiel I: Synthesebeispiele  Example I: Synthesis Examples
1.1. Herstellung eines Sulfonylharnstoffs  1.1. Preparation of a sulfonylurea
1.1.1. Umsetzung von Tosylsulfonsäureisocyanat mit Methylanthranilat  1.1.1. Reaction of tosylsulfonic acid isocyanate with methyl anthranilate
Methylanthranilat p- osysu ons ure socyanat  Methyl anthranilate p-osysu ons ure socyanat
In einem 250 ml Dreihalskolben wurden unter Stickstoffatmosphäre 4,38 g (28,7 mmol) Methylanthranilat in 20 ml Dichlormethan gelöst. 5,96 g (28,7 mmol) p-Tosylsulfonsäureisocyanat wurden in 20 ml Dichlormethan gelöst und langsam innerhalb einer Stunde bei 0°C zugetropft. Es wurde über Nacht gerührt. Anschließend wurde das Lösungsmittel im Vakuum entfernt. Man erhielt ein klares farbloses hochviskoses Öl. Unter Verwendung des Heizbades erfolgte die Entfernung von Lösungsmittelresten bis zur einsetzenden Kristallisation. Anschließend erfolgte weitere Kristallisation im Kühlschrank und danach Trocknen im Vakuum. Die Ausbeute betrug 9,7 g (27.8 mmol, 97 %). In a 250 ml three-necked flask, 4.38 g (28.7 mmol) of methyl anthranilate were dissolved in 20 ml of dichloromethane under a nitrogen atmosphere. 5.96 g (28.7 mmol) of p-tosylsulfonic acid isocyanate were dissolved in 20 ml of dichloromethane and slowly added dropwise over one hour at 0 ° C. It was stirred overnight. Subsequently, the solvent was removed in vacuo. A clear, colorless, highly viscous oil was obtained. Using the heating bath, the removal of solvent residues was carried out until the onset of crystallization. Subsequently, further crystallization took place in the refrigerator and then drying in vacuo. The yield was 9.7 g (27.8 mmol, 97%).
DC (Toluol/Ethylacetat 3: 1 ): Rf = 0.17 - 0.23 H-NMR (400 MHz, CDCI3, TMS): δ = 8.30 (d, 1 H, H-2), 8.03 (d, 1 H, H-5), 7.95 (d, 2H, H-8), 7.50 (t, 1 H, H-4), 7.30 (d, 2H, H-9), 7.10 (t, 1 H, H-3), 4.00 (s, 3H, H-1 ), 2.42 (s, 3H, H-10). TLC (toluene / ethyl acetate 3: 1): R f = 0.17-0.23 H-NMR (400 MHz, CDCl 3 , TMS): δ = 8.30 (d, 1 H, H-2), 8.03 (d, 1 H, H-5), 7.95 (d, 2H, H-8), 7.50 (t, 1H, H-4), 7.30 (d, 2H, H-9), 7.10 (t, 1H, H-3) , 4.00 (s, 3H, H-1), 2.42 (s, 3H, H-10).
In einem 100 ml Dreihalskolben wurden 2,5 g (7,2 mmol) der Ausgangssubstanz in 62 ml Methanol gelöst. Es wurde mit 2 M Natronlauge auf pH = 9 eingestellt und für 2 Stunden zum Rückfluss erhitzt. Nach DC-Kontrolle (Toluol/ Ethylacetat 3: 1 ) wurde für weitere 4 Stunden zum Rückfluss er- hitzt. Da die Reaktion immer noch nicht abgeschlossen war, wurden einige Körner festen Natriumhydroxids zugegeben und für 6 Stunden zum Rückfluss erhitzt. Es wurde mit Essigsäure (konz.) neutralisiert und auf pH = 5 eingestellt. Das Lösungsmittel wurde im Vakuum entfernt und ein gelbes Öl erhalten. Das Lösen in Toluol, Ethylacetat und Dichlormethan zur Aufreinigung durch eine Filtersäule war nicht erfolgreich. Nach Zugabe von Wasser wurde ein trübes Gemisch erhalten. Nach Zugabe von Ethylacetat erfolgte Kristallisation eines farblosen Feststoffs, welcher abgesaugt wurde. Die Ausbeute betrug 1 , 1 g (3,3 mmol, 46 %). In a 100 ml three-necked flask, 2.5 g (7.2 mmol) of the starting material was dissolved in 62 ml of methanol. It was adjusted to pH = 9 with 2 M sodium hydroxide solution and heated to reflux for 2 hours. After TLC monitoring (toluene / ethyl acetate 3: 1) refluxing was continued for a further 4 hours. hitzt. Since the reaction was still incomplete, a few granules of solid sodium hydroxide were added and heated to reflux for 6 hours. It was neutralized with acetic acid (conc.) And adjusted to pH = 5. The solvent was removed in vacuo to give a yellow oil. Dissolution in toluene, ethyl acetate and dichloromethane for purification through a filter column was unsuccessful. After adding water, a cloudy mixture was obtained. After addition of ethyl acetate, crystallization of a colorless solid was carried out, which was filtered off with suction. The yield was 1.1 g (3.3 mmol, 46%).
DC (Toluol/Ethylacetat 3: 1 ): Rf = 0 H-NMR (400 MHz, DMSO, DMSO): δ = 10.35 (br. S, 1 H, COOH), 8.39 (d, 1 H, Ar-H), 7.86 (d, 1 H, Ar-H), 7.70 (d, 2H, Ar-H), 7.36 (t, 1 H, Ar-H), 7.22 (d, 2H, Ar-H), 6.83 (t, 1 H, Ar-H), 2.33 (s, 3H, Ar- CH3). TLC (toluene / ethyl acetate 3: 1): Rf = OH-NMR (400 MHz, DMSO, DMSO): δ = 10.35 (br. S, 1H, COOH), 8.39 (d, 1H, Ar-H ), 7.86 (d, 1H, Ar-H), 7.70 (d, 2H, Ar-H), 7.36 (t, 1H, Ar-H), 7.22 (d, 2H, Ar-H), 6.83 ( t, 1 H, Ar-H), 2.33 (s, 3H, Ar-CH 3 ).
2.2. 2.2.
Formula Weight = 154.59358  Formula Weight = 154.59358
15,46 g (0, 10 mol) 2-Chloracetophenon wurde eingewogen und in 60 ml Ethylacetat gelöst. Die klare Lösung wurde auf 75°C erwärmt und unter Rühren 4,4 ml (0,0624 mmol) Thiazol zugetropft. Die so erhaltene klare Lösung wurde anschließend für 3,5 Stunden am Rückfluss gerührt und danach für einen Tag unter Stickstoff-Atmosphäre stehen gelassen und die so erhaltene Suspension abgesaugt und am Hochvakuum getrocknet. Die Ausbeute betrug 1 ,94 g (13%).  15.46 g (0.10 mol) of 2-chloroacetophenone was weighed out and dissolved in 60 ml of ethyl acetate. The clear solution was heated to 75 ° C and added dropwise with stirring 4.4 ml (0.0624 mmol) of thiazole. The clear solution thus obtained was then stirred for 3.5 hours at reflux and then allowed to stand for one day under a nitrogen atmosphere and the resulting suspension was filtered off with suction and dried under high vacuum. The yield was 1.94 g (13%).
Beispiel II: Waschversuche Example II: Washing Tests
i) Eingesetzte Waschmittel: i) detergent used:
Waschmittel (a) Handelsübliches Pulverwaschmittel; Dosierung: 80g  Detergent (a) Commercial powder detergent; Dosage: 80g
Waschmittel (b) Handelsübliches Pulverwaschmittel, jedoch davon abweichend umfassend 1 Gew.-% Sulfonylharnstoff (zugegeben über Parfümöl); Dosierung: 80g  Detergent (b) Commercial powder detergent, but not including 1% by weight of sulfonylurea (added via perfume oil); Dosage: 80g
Waschmittel (c) Handelsübliches Pulverwaschmittel. jedoch davon abweichend umfassend 1 Gew.- % Phenacylthiazoliumchlorid (zugegeben über Parfümöl); Dosierung: 80g ii) Waschbedingungen  Detergent (c) Commercially available powder detergent. but not including 1% by weight of phenacylthiazolium chloride (added via perfume oil); Dosage: 80g ii) Washing conditions
Miele Waschautomat W 1734 WPS Miele washing machine W 1734 WPS
Hauptwaschgang: 40°C Main wash: 40 ° C
Menge Textilien: 3,0kg Schleuderzahl: 1200 Umdrehungen per Minute Amount of textiles: 3,0kg Spin number: 1200 revolutions per minute
iii) Waschgut: iii) laundry:
a) Herrenhemden (100% Baumwolle) a) Men's shirts (100% cotton)
b) Sporttextilien (100% Polyester) b) sports textiles (100% polyester)
Die Herrenhemden ((100% Baumwolle) wurden jeweils getrennt voneinander mit den Waschmitteln (a), (b) und (c) gewaschen und an der Leine getrocknet. Danach wurden sie von einer Gruppe von 5 Parfumeuren auf Schweißgeruch olfaktorisch untersucht, wonach eine Bewertung auf einer Skala von 0 bis 10 erfolgte (0 = kein Schweißgeruch bis 10 = sehr starker Schweißgeruch). Die betreffenden Herrenhemden wurden dann einem Trageversuch unterworfen, d.h. von Probanden angezogen, die diese Hemden über einen Zeitraum von 8 Stunden direkt auf der Haut getragen haben. Die Probanden hatten zuvor kein Deodorant verwendet. Nach dem 8-stündigen Tragetest wurden die Herrenhemden wiederum von der gleichen Gruppe von 5 Parfumeuren auf Schweißgeruch olfaktorisch untersucht, wobei wiederum eine Bewertung auf einer Skala von 0 bis 10 erfolgte. Die Ergebnisse sind weiter unten zusammengefasst. Die angegebenen Zahlenwerte sind die gemittel- ten Werte aus den Bewertungen der Parfumeure. The men's shirts (100% cotton) were each washed separately with the detergents (a), (b) and (c) and leashed, then olfactively tested for odor by a group of 5 perfumers, followed by evaluation on a scale from 0 to 10 (0 = no smell of sweat to 10 = very strong smell of sweat) .The men's shirts concerned were then subjected to a wearing test, ie attracted by subjects who had worn these shirts directly on the skin over a period of 8 hours The subjects had previously used no deodorant, and after the 8-hour wearing test, the men's shirts were again olfactorily tested for odor by the same group of 5 perfumers, again scoring on a scale from 0 to 10. The results are summarized below The numerical values given are the average values from the evaluations of the perfumers.
Die Sporttextilien (100% Polyester) wurden ebenso jeweils getrennt voneinander mit den Waschmitteln (a), (b) und (c) gewaschen und an der Leine getrocknet. Danach wurden sie von einer Gruppe von 5 Parfumeuren auf Schweißgeruch olfaktorisch untersucht, wonach eine Bewertung auf einer Skala von 0 bis 10 erfolgte (0 = kein Schweißgeruch bis 10 = sehr starker Schweißgeruch). Die betreffenden Sporttextilien wurden dann einem Trageversuch unterworfen, d.h. von Probanden angezogen, die dann über einen Zeitraum von 2 Stunden Sport trieben (Jogging). Die betreffenden Sporttextilien wurden direkt auf der Haut getragen. Die Probanden hatten zuvor kein Deodorant verwendet. Nach dem 2-stündigen Tragetest wurden die Sporttextilien wiederum von der gleichen Gruppe von 5 Parfumeuren auf Schweißgeruch olfaktorisch untersucht, wobei wiederum eine Bewertung auf einer Skala von 0 bis 10 erfolgte. Die Ergebnisse sind ebenfalls weiter unten zusammengefasst. Die angegebenen Zahlenwerte sind die gemittelten Werte aus den Bewertungen der Parfumeure. Intensität des Intensität des The sports textiles (100% polyester) were also each washed separately with the detergents (a), (b) and (c) and dried on a leash. Thereafter, they were olfactorily examined by a group of 5 perfumers for sweat odor, after which they were scored on a scale of 0 to 10 (0 = no sweat odor to 10 = very strong sweat odor). The sports textiles in question were then subjected to wear, ie attracted by volunteers, who then exercised over a period of 2 hours (jogging). The sports textiles were worn directly on the skin. The subjects had previously used no deodorant. After the 2-hour wearing test, the sports textiles were examined olfactorily by the same group of 5 perfumers for the smell of sweat, again on a scale of 0 to 10. The results are also summarized below. The numerical values given are the average values from the perfumers' assessments. Intensity of the intensity of the
Schweißgeruches Schweißgeruches vor dem Trageversuch nach dem Trageversuch (8h) Herrenhemden 100% Baumwolle Herrenhemden 100% Baumwolle Sweaty smell of sweat before wearing after wearing (8h) Men's shirts 100% cotton Men's shirts 100% cotton
Waschmittel (a) 0 6, 1 Detergent (a) 0 6, 1
Waschmittel (b) 0 2,8  Detergent (b) 0 2,8
Waschmittel (c) 0 3,9  Detergent (c) 0 3.9
Intensität des Intensität des Intensity of the intensity of the
Schweißgeruches Schweißgeruches vor dem Trageversuch nach dem Trageversuch (2h Sport) Sporttextil 100% Polyester Sporttextil 100% Polyester Sweaty smell of sweat before wearing after the wearing test (2h Sport) Sport textile 100% polyester Sport textile 100% polyester
Waschmittel (a) 0 8,2 Detergent (a) 0 8,2
Waschmittel (b) 0 2,9 Detergent (b) 0 2.9
Waschmittel (c) 0 4,8 Detergent (c) 0 4.8

Claims

Patentansprüche claims
1. Parfümkomposition, umfassend Harnstoff-Derivate und/oder Phenacylthiazolium-Salze. 1. perfume composition comprising urea derivatives and / or phenacylthiazolium salts.
2. Textilbehandlungsmittel, insbesondere Waschmittel, Nachbehandlungsmittel oder Textilerfri- scher, zur Inhibierung von Körpergeruch, insbesondere Schweißgeruch, auf Textilien, enthaltend Harnstoff-Derivate und/oder Phenacylthiazolium-Salze. 2. Textile treatment agents, in particular detergents, aftertreatment agents or Textilerfri- shear, for the inhibition of body odor, in particular sweat odor, on textiles containing urea derivatives and / or Phenacylthiazolium salts.
3. Textilbehandlungsverfahren zur Inhibierung von Körpergerüchen, insbesondere von Schweißgeruch, auf Textilien, dadurch gekennzeichnet, dass man die Textilien in Gegenwart von Wasser über einen Zeitraum von 2 Minuten bis 300 Minuten bei einer Temperatur unter 95 °C unter Einsatz eines Harnstoff-Derivate und/oder Phenacylthiazolium-Salze enthaltenden Textilbehandlungsmittels behandelt. 3. Textile treatment process for inhibiting body odors, in particular sweat odor, on textiles, characterized in that the textiles in the presence of water over a period of 2 minutes to 300 minutes at a temperature below 95 ° C using a urea derivatives and / or phenacylthiazolium salts containing textile treatment agent.
4. Verfahren nach Anspruch 3, dadurch gekennzeichnet, dass die Behandlungsdauer im Bereich von 5 Minuten bis 240 Minuten, vorzugsweise 15 Minuten bis 120 Minuten, insbesondere von 20 Minuten bis 60 Minuten liegt. 4. The method according to claim 3, characterized in that the treatment time in the range of 5 minutes to 240 minutes, preferably 15 minutes to 120 minutes, in particular from 20 minutes to 60 minutes.
5. Verfahren nach Anspruch 3 oder 4, dadurch gekennzeichnet, dass die Temperatur im Bereich von 15 °C bis 60 °C, insbesondere von 20 °C bis 40 °C liegt. 5. The method according to claim 3 or 4, characterized in that the temperature is in the range of 15 ° C to 60 ° C, in particular from 20 ° C to 40 ° C.
6. Verfahren nach einem der Ansprüche 3 bis 5, dadurch gekennzeichnet, dass es sich bei den Textilien um Chemiefaser- und/oder naturfaserhaltige Textilien handelt. 6. The method according to any one of claims 3 to 5, characterized in that it is the textiles to synthetic fibers and / or natural fibers containing textiles.
7. Verfahren nach einem der Ansprüche 3 bis 6, dadurch gekennzeichnet, dass das Harnstoff- Derivat ausgewählt ist aus Sulfonylharnstoffen, Acylharnstoffen, Sulfonylthioharnstoffen und A- cylthioharnstoffen. 7. The method according to any one of claims 3 to 6, characterized in that the urea derivative is selected from sulfonylureas, acyl ureas, sulfonylthioureas and acylthioureas.
8. Verfahren nach Anspruch 7, dadurch gekennzeichnet, dass die Sulfonylharnstoffe, Acylharnstof- fe, Sulfonylthioharnstoffe und Acylthioharnstoffe ausgewählt sind aus Verbindungen der allgemeinen Formeln R -S02-NX-C(0)-NY-R2, R -C(0)-NX-C(0)-NY-R2, R -S02-NX-C(S)-NY-R2 und R - C(0)-NX-C(S)-NY-R2, jeweils dadurch gekennzeichnet, dass X, Y, R und R2 unabhängig voneinander für Trifluormethyl, Wasserstoff, Alkyl, Cycloalkyl, Cycloalkylalkyl, Alkenyl, Alkinyl, Heteroalkyl, Heterocycloalkyl, Alkoxy, Alkoxyalkyl, Alkylsulfanyl, Alkylsulfinyl, Alkylsulfonyl, Alkanoyl, Alkanoylo- xy, Alkoxycarbonyl, Alkylaminocarbonyl, Alkylsulfanylcarbonyl, Hydroxy, Hydroxyalkyl, Hydroxycar- bonyl, Amino, Alkylamino, Aryl, Arylalkyl, Aryloxy, Arylamino, Arylsulfanyl, Arylsulfinyl, Arylsulfonyl, Arylcarbonyl, Arylcarbonyloxy, Aryloxycarbonyl, Arylaminocarbonyl, Arylsulfanylcarbonyl, Heteroa- ryl, Heteroarylalkyl, Heteroaryloxy, Heteroarylamino, Heteroarylsulfanyl, Heteroarylsulfonyl, Hete- roarylsulfoxidyl, Heteroarylcarbonyl, Heteroarylcarbonyloxy, Heteroaryloxycarbonyl, Heteroarylami- nocarbonyl, Heteroarylsulfanylcarbonyl, Alkoxysulfonyl, Alkoxycarbinol, Sulfo, Sulfino, Sulfeno, Formyl oder Thioformyl stehen, wobei alle Reste des sich so ergebenden Moleküls jeweils unabhängig voneinander gegebenenfalls auch ein- oder mehrfach substituiert sein können. 8. The method according to claim 7, characterized in that the sulfonylureas, Acylharnstof- fe, sulfonylthioureas and acylthioureas are selected from compounds of the general formulas R -S0 2 -NX-C (0) -NY-R 2 , R -C (0 ) -NX-C (O) -NY-R 2 , R -SO 2 -NX-C (S) -NY-R 2 and R - C (O) -NX-C (S) -NY-R 2 , in each case characterized in that X, Y, R and R 2 independently of one another are trifluoromethyl, hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl, heteroalkyl, heterocycloalkyl, alkoxy, alkoxyalkyl, alkylsulfanyl, alkylsulfinyl, alkylsulfonyl, alkanoyl, alkanoyloxy, Alkoxycarbonyl, alkylaminocarbonyl, alkylsulfanylcarbonyl, hydroxy, hydroxyalkyl, hydroxycarbonyl, amino, alkylamino, aryl, arylalkyl, aryloxy, arylamino, arylsulfanyl, arylsulfinyl, arylsulfonyl, arylcarbonyl, arylcarbonyloxy, aryloxycarbonyl, arylaminocarbonyl, arylsulfanylcarbonyl, heteroaromatic Ryl, heteroarylalkyl, heteroaryloxy, heteroarylamino, heteroarylsulfanyl, heteroarylsulfonyl, heteroarylsulfoxidyl, heteroarylcarbonyl, heteroarylcarbonyloxy, heteroaryloxycarbonyl, heteroarylaminocarbonyl, heteroarylsulfanylcarbonyl, alkoxysulfonyl, alkoxycarbinol, sulfo, sulfino, sulfeno, formyl or thioformyl, all radicals of the thus resulting Molecule each independently, if appropriate, may also be mono- or polysubstituted.
9. Verfahren nach einem der Ansprüche 7 bis 8, dadurch gekennzeichnet, dass es sich bei dem Harnstoff-Derivat um einen Sulfonylharnstoff gemäß Formel (I) oder (II) 9. The method according to any one of claims 7 to 8, characterized in that it is in the urea derivative to a sulfonylurea according to formula (I) or (II)
oder um Mischungen davon handelt, or mixtures thereof,
mit jeweils R = Wasserstoff oder Ci_6-Alkyl und wobei die genannten Verbindungen gegebenenfalls auch weitere Substituenten tragen können. each R = hydrogen or Ci_ 6 alkyl and wherein said compounds may optionally also carry further substituents.
10. Verfahren nach einem der Ansprüche 3 bis 9, dadurch gekennzeichnet, dass das Phenacylthi- azolium-Salz ein gegebenenfalls substituiertes Kation gemäß Formel (V) 10. The method according to any one of claims 3 to 9, characterized in that the phenacylthiazolium salt is an optionally substituted cation according to formula (V)
umfasst.  includes.
1 1 . Verfahren nach einem der Ansprüche 3-10, dadurch gekennzeichnet, dass es sich bei dem Phenacylthiazolium-Salz um Phenacylthiazoliumchlorid handelt. 1 1. Process according to any one of Claims 3-10, characterized in that the phenacylthiazolium salt is phenacylthiazolium chloride.
12. Verfahren nach einem der Ansprüche 3-1 1 , dadurch gekennzeichnet, dass es in einer automatischen Waschmaschine durchgeführt wird. 12. The method according to any one of claims 3-1 1, characterized in that it is carried out in an automatic washing machine.
13. Verfahren nach Anspruch 12, dadurch gekennzeichnet, dass der Kontakt der Harnstoff- Derivate und/oder Phenacylthiazolium-Salze mit dem zu behandelnden Textil im Rahmen des Waschgangs und/oder des Spülgangs stattfindet. 13. The method according to claim 12, characterized in that the contact of the urea derivatives and / or phenacylthiazolium salts takes place with the textile to be treated in the context of the wash cycle and / or the rinse cycle.
14. Verwendung von Harnstoff-Derivaten und/oder Phenacylthiazolium-Salzen bei der Textilbe- handlung zur Inhibierung von Körpergerüchen auf Textilien. 14. Use of urea derivatives and / or phenacylthiazolium salts in textile treatment for the inhibition of body odors on textiles.
15. Verwendung nach Anspruch 14, wobei die Harnstoff-Derivate und/oder Phenacylthiazolium- Salze als Bestandteil eines Textilbehandlungsmittels, insbesondere eines Waschmittels, eines Nachbehandlungsmittels (wie vorzugsweise Weichspülmittel, Hygienespüler) oder eines Textilerfri- schers vorliegen. 15. The use according to claim 14, wherein the urea derivatives and / or phenacylthiazolium salts are present as constituent of a textile treatment agent, in particular a detergent, an aftertreatment agent (such as, for example, fabric conditioner, hygiene rinse aid) or a textile mill.
EP10742149.7A 2009-09-11 2010-08-12 Prevention of body odour Not-in-force EP2475757B1 (en)

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DE102009029370A DE102009029370A1 (en) 2009-09-11 2009-09-11 Inhibition of body odors
PCT/EP2010/061737 WO2011029688A2 (en) 2009-09-11 2010-08-12 Prevention of body odour

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EP2475757B1 (en) 2016-08-10
WO2011029688A2 (en) 2011-03-17
US9217222B2 (en) 2015-12-22
WO2011029688A3 (en) 2011-05-26
DE102009029370A1 (en) 2011-03-24

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