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EP3047011A1 - Utilisation de dérivés d'alkyle /alcényl-oligoglycosides pour le traitement textile - Google Patents

Utilisation de dérivés d'alkyle /alcényl-oligoglycosides pour le traitement textile

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Publication number
EP3047011A1
EP3047011A1 EP14765940.3A EP14765940A EP3047011A1 EP 3047011 A1 EP3047011 A1 EP 3047011A1 EP 14765940 A EP14765940 A EP 14765940A EP 3047011 A1 EP3047011 A1 EP 3047011A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkenyl
agents
derived
textile treatment
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
EP14765940.3A
Other languages
German (de)
English (en)
Other versions
EP3047011B1 (fr
Inventor
Doris Dahlmann
Martina Seiler
Regina Stehr
Helga Werner
Sheila Edwards
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
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Filing date
Publication date
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3047011A1 publication Critical patent/EP3047011A1/fr
Application granted granted Critical
Publication of EP3047011B1 publication Critical patent/EP3047011B1/fr
Active legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/04—Carboxylic acids or salts 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • 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
    • C11D3/0021—Dye-stain or dye-transfer inhibiting 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • 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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the invention relates to the technical field of textile treatment.
  • the invention relates to the technical field of textile treatment.
  • the technical field of textile treatment In particular, the
  • alkyl / alkenyl oligoglycoside derivatives Use of alkyl / alkenyl oligoglycoside derivatives in textile treatment agents, suitable compositions and methods for treating textiles.
  • surfactant-containing agents which can remove soils of all kinds from the textile in an aqueous liquor.
  • Surfactants serve as wash-active
  • liquid detergents lack color transfer inhibiting agents that are sufficiently compatible with anionic surfactants.
  • the object of the present invention is to provide components for textile treatment agents, in particular for the treatment of dyed textiles, which enhance the color retention of textiles, in particular the decolorization of the textiles and the discoloration of the textiles in the textile Framework of a textile treatment, optimize or limit. If these components are incorporated in particular liquid preparations, the preparations should be stable on storage. If these components are incorporated in detergent, the detergent should have at least one equal or better cleaning performance, in particular primary washing power.
  • alkyl and / or alkenyl oligoglycoside carboxylates, sulfates, phosphates and / or isethionates which are derived from alkyl and / or alkenyl oligoglycosides of the general formula (I),
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit derived from a sugar with 5 or 6 carbon atoms, p number from 1 to 10.
  • Textile treatment agents such as detergents or fabric softeners leads to improved color stability of dyed textiles.
  • the fading of the textile dye and the discoloration of textiles is reduced to prevented.
  • said alkyl and / or alkenyl oligoglycosides are used in detergents, the cleaning performance of the detergent, in particular the primary washing power, is additionally improved.
  • the storage stability of the composition is increased compared with conventional dye transfer inhibitors.
  • a first subject of the invention is therefore the use of alkyl and / or alkenyl oligoglycoside carboxylates, sulfates, phosphates and / or isethionates, which are derived from alkyl and / or alkenyl oligoglycosides of the general formula (I),
  • R is C6-22-alkyl or Ce-22-alkenyl, (preferably Cs -is-alkyl or Cs -is-alkenyl),
  • G glycoside unit which is derived from a sugar having 5 or 6 carbon atoms, p number from 1 to 10, preferably a number between 1 and 5 in the textile treatment, in particular dyed textiles.
  • Colored textiles are in particular textiles to be understood, which have been dyed by at least one organic and / or at least one inorganic dye, said dye (s) is / are on the material of the textile / and there to remain for a targeted coloring (s).
  • color stability Under color stability according to the invention, the maintenance of an original coloration of a dyed textile after one or more textile treatments, in particular laundry and / or conditioning understood.
  • the degree of color stability can be seen, especially after several textile treatments, to the naked eye by comparison with the original color or otherwise determined by device analysis by colorimetric measurement.
  • Alkyl oligoglycoside carboxylates, sulfates, phosphates and / or isethionates, particularly preferably alkyl oligoglycoside carboxylates or phosphates, in particular alkyl glycoside carboxylates, are preferably used according to the invention.
  • at least one OH group of the radical G according to formula (I) is replaced by a group -O-CH 2 -COONa.
  • alkyl oligoglycoside carboxylate in which the alkyl radical is a lauryl radical.
  • a Laurylglucosidcarboxylat as a Plantapon ® LGC and Plantapon ® LGC Sorb by BASF SE is available.
  • the glycoside units G are derived from the alkyl glycosides of the general formula (I).
  • the reducing saccharides the aldoses
  • the aldoses are used.
  • the aldoses comes because of their light weight
  • the alkyl glycosides used as starting materials are therefore the alkylglucosides.
  • Alkyl glycosides having a mean degree of oligomerization p of 1, 1 to 3.0 used. Particular preference is given to those alkyl glycosides whose degree of oligomerization is less than 1.5 and, in particular, lies between 1.1 and 1.4.
  • the alkyl radical R is derived from primary alcohols having 6 to 22, preferably 12 to 18
  • Typical examples are caproic alcohol, caprylic alcohol, capric alcohol, lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol and behenyl alcohol and technical fractions which, in addition to the saturated alcohols mentioned, may also contain portions of unsaturated alcohols and which are based on natural fats and oils, for example palm oil, palm kernel oil, coconut oil or beef tallow are obtained. The use of technical coconut oil is particularly preferred here.
  • the alkyl glycosides can also be derived from synthetic primary alcohols having 6 to 22 carbon atoms, in particular the so-called oxo alcohols, which have a proportion of 5 to 40% by weight of branched isomers.
  • Particularly preferred alkyl radicals are those having 8/10, 12/14, 8 to 16, 12 to 16 or 16 to 18 carbon atoms. Mixtures of the alkyl radicals result in a production starting from natural fats and oils or mineral oils.
  • alkyl oligo / polyglycosides APG
  • the alkyl or alkenyl oligoglycoside carboxylates, phosphates, sulfates or isethionates used according to the invention can be prepared by known processes.
  • the carboxylates are prepared, for example, by reacting the alkyloligoglycosides with salts of chlorocarboxylic acids in the presence of bases.
  • salts of chlorocarboxylic acids for example, it is possible to react with 2-chloroacetic acid sodium salt in the presence of NaOH.
  • both the hydroxyl groups in the ring and the -CH2-OH group can be reacted.
  • the degree of implementation depends inter alia on the stoichiometry of the feedstock.
  • the alkyl or alkenyl oligoglycoside carboxylates, phosphates, sulfates or isethionates used according to the invention can be prepared by known processes.
  • the carboxylates are prepared, for example, by reacting the alkyloli
  • Alkyl oligoglycosides reacted at least at the -Chh-OH group, wherein optionally an agent one or more of the hydroxyl groups located on the ring can be reacted.
  • hydroxyl groups may also be etherified, for example.
  • the preparation of the isethionates is described, for example, in WO 94/26857. It also states that the products can be used for hair and body care.
  • aqueous detergent mixtures are described which contain alkyloligoglycoside isethionates and, for example, further anionic surfactants.
  • Surfactant mixtures can be used in products that are used for washing, dyeing, waves or rinsing hair.
  • the preparation of the sulfates can also be carried out as described in EP-A-0 186 242.
  • the corresponding alkyl glycoside can be reacted with gaseous sulfur trioxide or with sulfuric acid followed by neutralization.
  • compositions which contain Alkyloligoglykosidsulfate.
  • DE-A-195 01 185 are detergent mixtures of Alkyloligoglykosidsulfaten and
  • Alkyl ether phosphates described which can be used for example in hair rinses, hair dyes or Haarwellschn.
  • the alkyl and / or alkenyl oligoglycoside carboxylates, sulfates, phosphates and / or isoethionates used according to the invention are used in particular in textile treatment agents, in particular in combination with at least one additional surfactant.
  • the textile treatment compositions used according to the invention are preferably solid textile detergents, liquid laundry detergents, liquid laundry detergents in a water-soluble coating, solid textile fabric softeners, liquid textile softeners. Particularly preferred are the aforementioned liquid embodiments of the invention used
  • the textile treatment agents contain at least one alkyl and / or alkenyl oligoglycoside carboxylate, sulfate, phosphate and / or isethionate, preferably in one
  • Textile treatment agents for conditioning textiles are preferably 0.1 to 2.0% by weight, more preferably 0.2 to 1.0% by weight, of the glycoside compounds. It is again preferred if said textile treatment agents for conditioning textiles anionic surfactants (ie all anionic surfactants including said oligoglycoside compounds of the formula (I)) in a total amount of 0, 1 to 2.0 wt .-%, particularly preferably 0 , 2 to 1, 0 wt .-%, contained.
  • anionic surfactants ie all anionic surfactants including said oligoglycoside compounds of the formula (I)
  • the glycoside compounds of the formula (I) used can completely or partially replace the customary anionic surfactants.
  • the glycoside compounds can be used as the sole anionic surfactant in the agents, or it can be used mixtures with conventional other anionic surfactants. These conventional anionic surfactants are explained in more detail later.
  • the textile treatment agents described may advantageously additionally contain anionic and / or further nonionic surfactants for optimizing the cleaning performance.
  • Suitable anionic surfactants include, but are not limited to, alkylbenzenesulfonates, olefin sulfonates, alkanesulfonates, fatty alcohol sulfates, fatty alcohol ether sulfates or a mixture of two or more of these anionic surfactants. Of these anionic surfactants are
  • Alkylbenzenesulfonates, fatty alcohol ether sulfates and mixtures thereof are particularly preferred.
  • Suitable anionic surfactants are soaps, i. Salts of fatty acids, especially the Na or K salts of C12-18 fatty acids. Soaps can have a particularly advantageous effect on the cold washing performance.
  • Preferred surfactants of the sulfonate type are alkylbenzenesulfonates, olefin sulfonates, ie mixtures of alkene and hydroxyalkanesulfonates and disulfonates, as are obtained, for example, from C 12-18 monoolefins having terminal or internal double bonds by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acidic hydrolysis the sulfonation obtained.
  • Ci2-is-alkanesulfonates and the Esters of ⁇ -sulfo fatty acids for example the ⁇ -sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids.
  • Alkylbenzenesulfonates are preferably selected from linear or branched
  • Alk (en) ylsulfates are the salts of the sulfuric acid half esters of C 12-18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or the C 10 -C 20 oxo alcohols and those half-esters of secondary alcohols of these chain lengths prefers.
  • the Ci2-Ci6-alkyl sulfates and Ci2-Ci5-alkyl sulfates and Ci4-Ci5-alkyl sulfates are preferred.
  • 2,3-alkyl sulfates are also suitable anionic surfactants.
  • R is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, more preferably a fatty alcohol radical.
  • Preferred radicals R are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl radicals and mixtures thereof, where the representatives with even number of carbon atoms are preferred.
  • radicals R are derived from C 12 -C 18 -fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or C 10 -C 20 oxo alcohols.
  • AO represents an ethylene oxide (EO) or propylene oxide (PO) moiety, preferably an ethylene oxide moiety.
  • the index n stands for an integer from 1 to 50, preferably from 1 to 20 and especially from 2 to 10. Most preferably, n stands for the numbers 2, 3, 4, 5, 6, 7 or 8.
  • X stands for a monovalent cation or the nth part of an n-valent cation, the alkali metal ions are preferred, and Na + or K + including Na, with Na + being extremely preferred.
  • Other cations X + may be selected from H 3 N + CH 2 CH 2 OH, NH 4 + , / 2 Zn 2+ , / 2 Mg 2+ , / 2 Ca 2+ y 2 Mn 2+ , and mixtures thereof.
  • Degree of ethoxylation represents a statistical average that may be an integer or a fractional number for a particular product.
  • the indicated degrees of alkoxylation represent statistical averages, which may be an integer or a fractional number for a particular product.
  • Preferred alkoxylates / ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE).
  • the anionic surfactants including the fatty acid soaps may be in the form of their sodium, potassium or magnesium or ammonium salts.
  • the anionic surfactants are in the form of their sodium salts and / or ammonium salts.
  • Amines which can be used for neutralization are preferably choline, triethylamine, monoethanolamine, diethanolamine, triethanolamine,
  • Methylethylamine or a mixture thereof, with monoethanolamine is preferred.
  • anionic surfactant in a total amount of 4.0 to 25.0 wt .-%, in particular from 5.0 to 20 wt .-%, included.
  • Textile treatment agent further in addition to the / the glycoside compound (s) used at least one nonionic surfactant.
  • Suitable nonionic surfactants include alkoxylated fatty alcohols, alkoxylated oxo alcohols, alkoxylated fatty acid alkyl esters, fatty acid amides, alkoxylated
  • Fatty acid amides polyhydroxy fatty acid amides, alkylphenol polyglycol ethers, amine oxides,
  • Alkyl (poly) glucosides and mixtures thereof.
  • Preferred textile treatment agents contain at least one fatty alcohol alkoxylate of the formula
  • R 2 is a linear or branched, substituted or unsubstituted alkyl radical
  • AO for an ethylene oxide (EO) or propylene oxide (PO) grouping
  • n stands for integers from 1 to 50.
  • R 2 is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, particularly preferably a fatty alcohol radical.
  • Preferred radicals R 2 are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, Nonadecyl, eicosyl and mixtures thereof, wherein the even number of C atoms are preferred.
  • radicals R 2 are derived from C 12-18 fatty alcohols, for example coconut oil fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or C 10 -C 20 oxo alcohols.
  • AO represents an ethylene oxide (EO) or propylene oxide (PO) moiety, preferably an ethylene oxide moiety.
  • EO ethylene oxide
  • PO propylene oxide
  • m is an integer from 1 to 50, preferably from 1 to 20 and especially from 2 to 10. Most preferably, m is the numbers 2, 3, 4, 5, 6, 7 or 8.
  • particularly preferred fatty alcohol alkoxylates are those of the formula
  • the textile treatment agents according to the invention contain nonionic surfactant in a total amount of from 1.0 to 15.0% by weight, in particular from 2.0 to 10.0% by weight.
  • Embodiments (A) to (H) to be used according to the invention are identical to Embodiments (A) to (H) to be used according to the invention:
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • p is from 1 to 10, at least one additional anionic surfactant,
  • At least one nonionic surfactant at least one nonionic surfactant.
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • p is from 1 to 10, at least one additional anionic surfactant,
  • At least one nonionic surfactant at least one nonionic surfactant.
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • p is from 1 to 10
  • R is -0- (CH 2 CH 2 O) n -SO 3 -X +
  • R is a linear or branched, substituted or unsubstituted alkyl radical having 10 to 20 carbon atoms
  • At least one alkyl and / or alkenyl oligoglycoside carboxylate which is derived from alkyl and / or alkenyl oligoglycosides of the general formula (I),
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • R is -0- (CH 2 CH 2 O) n -SO 3 -X +
  • R is a linear or branched, substituted or unsubstituted alkyl radical having 10 to 20 carbon atoms
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • R is -0- (CH 2 CH 2 O) n -SO 3 -X +
  • R is a linear or branched, substituted or unsubstituted alkyl radical having 10 to 20 carbon atoms
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • R is -0- (CH 2 CH 2 O) n -SO 3 -X +
  • R is a linear or branched, substituted or unsubstituted alkyl radical having 10 to 20 carbon atoms
  • Embodiments (A) to (H) are of course preferred according to the invention mutatis mutandis.
  • compounds of the general formula (I) are very particularly preferred, where in the general formula (I) the glycoside unit G is derived from aldoses or ketoses, in particular glucose, p is a number from 1 Is from 1 to 3.0 and R is a C12-18 alkyl radical.
  • the textile treatment agent used according to the invention may generally, and preferably the aforementioned preferred embodiments (in particular the
  • Embodiments (A) to (H) contain other ingredients that further improve the performance and / or aesthetic properties of the textile treatment agent.
  • the textile treatment agent preferably additionally contains one or more substances from the group of enzymes, bleaching agents, complexing agents, builders, electrolytes, nonaqueous solvents, pH adjusters, perfumes, perfume carriers,
  • Fluorescers dyes, hydrotropes, foam inhibitors, silicone oils, anti redeposition agents, grayness inhibitors, anti-shrinkage agents, crease inhibitors, dye transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, preservatives,
  • Corrosion inhibitors antistatic agents, bittering agents, ironing aids, repellents and impregnating agents, swelling and anti-slip agents, plasticizing components and UV absorbers.
  • the textile treatment agent used according to the invention preferably contains at least one enzyme.
  • all the enzymes established in the prior art for this purpose can be used in this regard.
  • it is one or more enzymes capable of exhibiting catalytic activity in a fabric treatment agent, in particular a protease, amylase, lipase, cellulase, hemicellulase, mannanase, pectin-splitting enzyme, tannase, xylanase, xanthanase, ⁇ -glucosidase, carrageenase , Perhydrolase, oxidase, oxidoreductase and their mixtures.
  • Preferred hydrolytic enzymes include in particular proteases, amylases, in particular ⁇ -amylases, cellulases, lipases, hemicellulases, in particular pectinases, mannanases, ⁇ -glucanases, and mixtures thereof.
  • proteases are particularly preferred, and proteases are particularly preferred.
  • These enzymes are basically of natural origin; starting from the natural molecules are available for use in textile treatment products, in particular
  • the enzymes to be used can also be used together with accompanying substances, such as from
  • Fermentation or be prepared with stabilizers.
  • a bleaching agent can serve all substances that destroy or absorb dyes by oxidation, reduction or adsorption and thereby discolor materials. These include, among others, hypohalite-containing bleach, hydrogen peroxide, perborate, percarbonate,
  • Suitable builders which may be present in the textile treatment agent used according to the invention are, in particular, silicates, aluminum silicates (in particular zeolites), carbonates, salts of organic di- and polycarboxylic acids and mixtures of these substances.
  • Organic builders which may be present in the textile treatment agent used according to the invention are, for example, those which can be used in the form of their sodium salts
  • Polycarboxylic acids polycarboxylic acids being understood to mean those carboxylic acids which carry more than one acid function.
  • these are citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, sugar acids, aminocarboxylic acids, and mixtures of these.
  • Preferred salts are the salts of polycarboxylic acids such as citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures thereof.
  • polymeric polycarboxylates are suitable. These are, for example, the alkali metal salts of polyacrylic acid or polymethacrylic acid, for example, those having a molecular weight of 600 to 750,000 g / mol.
  • Suitable polymers are in particular polyacrylates, which preferably have a molecular weight of from 1,000 to 15,000 g / mol. Because of their superior solubility, the short-chain polyacrylates, which have relative weight-average molecular weights of from 1,000 to 10,000 g / mol, and more preferably from 1,000 to 5,000 g / mol, may again be preferred from this group. Also suitable are copolymeric polycarboxylates, in particular those of acrylic acid with methacrylic acid and of acrylic acid or methacrylic acid with maleic acid. To improve the water solubility, the polymers may also contain allylsulfonic acids, such as allyloxybenzenesulfonic acid and methallylsulfonic acid, as a monomer.
  • Soluble builders such as citric acid, or acrylic polymers having a relative molecular weight (weight average) of from 1,000 to 5,000 g / mol are preferably used in liquid textile treatment compositions.
  • the textile treatment agents according to the invention are liquid, they preferably contain water as the main solvent. It is preferred that the textile treatment agent contains more than 5 wt .-%, preferably more than 15 wt .-% and particularly preferably more than 25 wt .-%, each based on the total amount of fabric treatment agent, water.
  • Particularly preferred liquid textile treatment agents contain - based on their weight - 5 to 90% by weight, preferably 10 to 85 wt .-%, particularly preferably 25 to 75 wt .-% and in particular 35 to 65 wt .-% water.
  • the fabric treatment agents may be low to water anhydrous fabric treatment agents, wherein the water content in a preferred embodiment is less than 10 weight percent, and more preferably less than 8 weight percent, based on the total liquid fabric treatment agent ,
  • nonaqueous solvents may be added to the fabric treatment agent.
  • Suitable non-aqueous solvents include mono- or polyhydric alcohols, alkanolamines or glycol ethers, provided that they are miscible with water in the specified concentration range.
  • the solvents are preferably selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, glycerol, diglycol, propyldiglycol, butyldiglycol, hexyleneglycol, ethylene glycol methyl ether, ethylene glycol ethyl ether,
  • Propylene glycol propyl ether dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol, 3-methyl-3-methoxybutanol, propylene glycol t-butyl ether, di-n-octyl ether and mixtures thereof
  • the textile treatment agent contains an alcohol, in particular ethanol and / or glycerol, in amounts between 0.5 and 5 wt .-%, based on the total fabric treatment agent.
  • Softening components which are preferably used in the textile treatment agents according to the invention are selected from at least one compound from the group formed from quaternary groups
  • Ammonium compounds cationic polymers, polysiloxanes, fabric softening clays.
  • quaternary ammonium compounds are, for example, in the formulas
  • X " is either a halide, methosulfate,
  • Methophosphate or phosphate ion as well as mixtures of these.
  • Examples of cationic compounds of the formula (Q1) are monotaltrimethylammonium chloride,
  • Ditallow dimethyl ammonium chloride or dihexadecyl ammonium chloride Ditallow dimethyl ammonium chloride or dihexadecyl ammonium chloride.
  • R 4 is an aliphatic alk (en) yl radical having 1 to 21 carbon atoms with 0, 1, 2 or 3 double bonds and / or optionally with substituents
  • R 5 is H, OH or O (CO) R 7
  • R 6 is, independently of R 5, H, OH or O (CO) R 8
  • R 7 and R 8 are each independently an aliphatic alk (ene) ylrest having 1 1 to 21 carbon atoms with 0, 1, 2 or 3 double bonds
  • m, n and p may each independently have the value 1, 2 or 3 have.
  • X " can be either a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions, preference being given to compounds in which R 5 represents the group O (CO) R 7 .
  • R 5 is the group 0 (CO)
  • R 7 and R 4 and R 7 are alk (en) yl radicals having 15 to 17 carbon atoms.
  • Particularly preferred are compounds in which R 5 is the group 0 (CO)
  • R 7 and R 4 and R 7 are alk (en) yl radicals having 15 to 17 carbon atoms.
  • Preferred esterquats of the formula (Q2) as the softening component are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulfate, methyl N- (2-hydroxyethyl) -N, N-di ( palmacyloxyethyl) ammonium methosulfate, 1,2-bis [tallowacyloxy] -3-trimethylammonium propane chloride, N, N-dimethyl-N, N-di (tallowacyloxyethyl) ammonium methosulfate, N, N-dimethyl-N, N-di ( tallowacyloxyethyl) ammonium chloride or methyl N, N-bis (stearoyl oxyethyl) -N- (2-hydroxyethyl) ammonium m
  • Stepan Commercial examples are sold by Stepan under the tradename Stepantex ® methylhydroxyalkyldialkoyloxyalkylammonium or those known under Dehyquart ® Cognis products, known under Rewoquat ® products of Evonik or those known under Tetranyl® products of Kao.
  • ester group 0 (CO) R where R is a long-chain alk (en) yl radical
  • softening compounds which have the following groups: RO (CO), N (CO) R or RN (CO), where of these groups, N (CO) R groups are preferred.
  • At least one polysiloxane is used as a fabric softening compound, as these not only have a softening effect, but also enhance the perfume impression on the laundry.
  • a preferably usable polysiloxane has at least the following structural unit
  • R independently of one another C 1 -C 30 -alkyl, preferably C 1 -C 4 -alkyl, in particular methyl or ethyl,
  • n 1 to 5000, preferably 10 to 2500, in particular 100 to 1500.
  • polysiloxane additionally has the following structural unit:
  • R is C 1 -C 30 -alkyl, preferably C 1 -C 4 -alkyl, in particular methyl or ethyl,
  • x 1 to 5000, preferably 10 to 2500, in particular 100 to 1500.
  • Polydimethylpolysiloxanes are known as efficient fabric care compounds.
  • Suitable polydimethysiloxanes include DC-200 (ex Dow Corning), Baysilone® M 50, Baysilone® M 100, Baysilone® M 350, Baysilone® M 500, Baysilone® M 1000, Baysilone® M 1500, Baysilone® M 2000 or Baysilone® M 5000 (all ex GE Bayer Silicones).
  • the polysiloxane contains the structural units a) and b).
  • a particularly preferred polysiloxane has the following structure:
  • n + x is a number between 2 and 10,000.
  • Suitable polysiloxanes having the structural units a) and b) are commercially available, for example, under the trade names DC2-8663, DC2-8035, DC2-8203, DC05-7022 or DC2-8566 (all ex Dow Corning). Also suitable are for example the commercially available products Dow Corning ® 7224, Dow Corning® 929 Cationic Emulsion or Formasil 410 (GE Silicones). Furthermore, cationic polymers are also suitable fabric softening compounds. Some of these additionally have skin and / or textile-care properties. Suitable cationic polymers include, in particular, those described in "CTFA International Cosmetic Ingredient Dictionary", Fourth Edition, JM Nikitakis, et al., Editors, published by the Cosmetic, Toiletry, and Fragrance Association, 1991, and US Pat
  • a suitable fabric softening clay is, for example, a smectite clay.
  • Preferred smectite clays are beidellite clays, hectorite clays, laponite clays, montmorillonite clays, nontronite clays, saponite clays, sauconite clays, and mixtures thereof.
  • Montmorillonite clays are the preferred softening clays.
  • Bentonites contain mainly montmorillonites and can serve as a preferred source of fabric softening clay.
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • p is from 1 to 10
  • R 5 is H, OH or O (CO) R 7 ,
  • R 6 independently of R 5 is H, OH or O (CO) R 8 ,
  • R 7 and R 8 independently of one another each represent an aliphatic alk (en) yl radical having 1 to 21 carbon atoms with 0, 1, 2 or 3 double bonds
  • m, n and p independently of one another have the value 1, 2 or 3
  • X " represents a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions.
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • p is from 1 to 10, in a total amount of from 0.1 to 2.0% by weight of at least one quaternary ammonium compound selected from formula (Q2) in which
  • R 4 is an aliphatic alk (en) yl radical having 1 1 to 21 carbon atoms with 0, 1,
  • R 5 is H, OH or O (CO) R 7 ,
  • R 6 independently of R 5 is H, OH or O (CO) R 8 ,
  • R 7 and R 8 independently of one another each represent an aliphatic alk (en) yl radical having 1 to 21 carbon atoms with 0, 1, 2 or 3 double bonds
  • m, n and p independently of one another have the value 1, 2 or 3
  • X " represents a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions.
  • R is Ce-22-alkyl or Ce-22-alkenyl
  • G glycoside unit which is derived from a sugar with 5 or 6 carbon atoms
  • R 4 is an aliphatic alk (en) yl radical having 1 1 to 21 carbon atoms with 0, 1,
  • R 5 is H, OH or O (CO) R 7 ,
  • R 6 independently of R 5 is H, OH or O (CO) R 8 ,
  • R 7 and R 8 independently of one another each represent an aliphatic alk (en) yl radical having 1 to 21 carbon atoms with 0, 1, 2 or 3 double bonds
  • m, n and p independently of one another have the value 1, 2 or 3
  • X " represents a halide, methosulfate, methophosphate or phosphate ion as well
  • Embodiments (J) to (L) are of course preferred according to the invention mutatis mutandis.
  • compounds of the general formula (I) are very particularly preferred, where in the general formula (I) the glycoside unit G is derived from aldoses or ketoses, in particular glucose, p is a number from 1 Is 1 to 3.0, R is C12-18 alkyl.
  • Another subject of the invention is a process for textile treatment, wherein textiles, in particular dyed textiles, with at least one alkyl and / or alkenyl oligoglycoside compound as described in the first subject of the invention
  • liquid detergent formulation was prepared by mixing the components:
  • the color of the respective same laundry items from the laundry loads was compared.
  • the color retention of the washing load washed with liquid detergent E was better than the color retention of the washing load washed with the liquid detergent V.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

L'invention concerne l'utilisation de carboxylates, sulfates, phosphates et/ou isothionates d'alkyle et/ou alcényl-oligoglycosides, qui sont dérivés d'alkyle et/ou alcényl-oligoglycosides de formule générale (I), R-O-(G)P (I) où R représente un groupe alkyle en C6 à C22 ou alcényle en C6 à C22, G représente un motif de glycoside qui est dérivé d'un sucre comprenant 5 ou 6 atomes de carbone, p représente un nombre allant de 1 à 10, pour le traitement textile, en particulier de textiles colorés. Les textiles traités avec les composés présentent une meilleure stabilité des couleurs. Les composés peuvent être intégrés de façon stable en particulier dans des lessives liquides.
EP14765940.3A 2013-09-17 2014-09-12 Utilisation de dérivés d'alkyle /alcényl-oligoglycosides pour le traitement textile Active EP3047011B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102013218616.9A DE102013218616A1 (de) 2013-09-17 2013-09-17 Verwendung von Alkyl-/Alkenyl-Oligoglykosidderivaten zur Textilbehandlung
PCT/EP2014/069543 WO2015039973A1 (fr) 2013-09-17 2014-09-12 Utilisation de dérivés d'alkyle /alcényl-oligoglycosides pour le traitement textile

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EP3047011A1 true EP3047011A1 (fr) 2016-07-27
EP3047011B1 EP3047011B1 (fr) 2020-04-15

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DE102023210111A1 (de) 2023-10-16 2025-04-17 Henkel Ag & Co. Kgaa Waschmittelzusammensetzung mit carboxylierten Alkylpolyglycosiden mit Weichspülereffekt

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US3547828A (en) 1968-09-03 1970-12-15 Rohm & Haas Alkyl oligosaccharides and their mixtures with alkyl glucosides and alkanols
US3839318A (en) 1970-09-27 1974-10-01 Rohm & Haas Process for preparation of alkyl glucosides and alkyl oligosaccharides
US4597770A (en) 1984-12-24 1986-07-01 The Procter & Gamble Company Coal-water slurry compositions
US4806275A (en) * 1986-09-05 1989-02-21 A. E. Staley Manufacturing Company Ionic derivatives of alkyl mono and polyglycosides
DE3723826A1 (de) 1987-07-18 1989-01-26 Henkel Kgaa Verfahren zur herstellung von alkylglykosiden
DE4010876A1 (de) 1990-04-04 1991-10-10 Henkel Kgaa Waessrige tensidmischungen mit guter hautvertraeglichkeit
JP3240150B2 (ja) * 1991-04-26 2001-12-17 花王株式会社 洗浄剤組成物
DE4137893A1 (de) 1991-11-18 1993-05-19 Henkel Kgaa Waessrige detergensgemische
DE4315810A1 (de) * 1993-05-12 1994-11-17 Henkel Kgaa Wäßrige Detergensgemische
DE19500780A1 (de) 1995-01-13 1996-07-18 Henkel Kgaa Kosmetische und/oder pharmazeutische Zubereitungen
DE19501185A1 (de) 1995-01-17 1996-07-18 Henkel Kgaa Detergensgemische mit verbesserter Reinigungsleistung
US6159921A (en) * 1997-02-28 2000-12-12 Henkel Corporation Dye transfer inhibition system
DE10027975A1 (de) 2000-06-06 2001-12-13 Henkel Kgaa Verfahren zur oxidativen Färbung keratinischer Fasern
DE10031014A1 (de) 2000-06-23 2002-01-10 Goldwell Gmbh Haarfärbemittel
DE10138094A1 (de) 2001-08-03 2003-02-13 Henkel Kgaa Selektive Farbveränderung
JP2007084631A (ja) * 2005-09-20 2007-04-05 Dai Ichi Kogyo Seiyaku Co Ltd 移染防止剤
DE102006004697A1 (de) * 2006-01-31 2007-08-02 Henkel Kgaa Wasch- oder Reinigungsmittel mit Farbübertragungsinhibitor
DE102007001115A1 (de) * 2007-01-04 2008-07-10 Cognis Ip Management Gmbh Verwendung von wässrigen Emulsionen in Schaumform zum Reload von Textilien

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DE102013218616A1 (de) 2015-03-19
EP3047011B1 (fr) 2020-04-15

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