WO2015044061A1 - Carbamates de cellulose utilisés comme principes actifs ayant la capacité de dissoudre les saletés - Google Patents

Carbamates de cellulose utilisés comme principes actifs ayant la capacité de dissoudre les saletés Download PDF

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Publication number
WO2015044061A1
WO2015044061A1 PCT/EP2014/070072 EP2014070072W WO2015044061A1 WO 2015044061 A1 WO2015044061 A1 WO 2015044061A1 EP 2014070072 W EP2014070072 W EP 2014070072W WO 2015044061 A1 WO2015044061 A1 WO 2015044061A1
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groups
acid
weight
cellulose
substituted
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PCT/EP2014/070072
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German (de)
English (en)
Inventor
Mareile Job
Frank Janssen
Christian Kropf
Christa JUNKES
Michael STROTZ
Thomas Heinze
Kristin Ganske
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Henkel Ag & Co. Kgaa
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Priority to EP14776608.3A priority Critical patent/EP3049508B1/fr
Publication of WO2015044061A1 publication Critical patent/WO2015044061A1/fr

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    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/22—Carbohydrates or derivatives thereof
    • C11D3/222—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
    • C11D3/227—Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin with nitrogen-containing groups
    • 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
    • C11D3/0036—Soil deposition preventing compositions; Antiredeposition agents

Definitions

  • the present invention relates to the use of certain soil release agents to enhance the cleaning performance of laundry detergents in laundry.
  • laundry detergents In addition to the ingredients indispensable for the washing process, such as surfactants and builder materials, laundry detergents generally comprise further constituents which can be summarized under the term laundry detergents and which comprise such different active ingredient groups as foam regulators, grayness inhibitors, bleaches, bleach activators and color transfer inhibitors. Such adjuvants also include substances which impart soil repellency properties to the laundry fiber and, if present during the wash, aid the soil release properties of the remaining detergent ingredients. The same applies mutatis mutandis to cleaners for hard surfaces. Such soil release agents are often referred to as “soil release” agents or because of their ability to render the treated surface, e.g., fiber, soil repellent, "soil repellents.” For example, U.S. Patent No.
  • European Patent Application EP 0 213 729 discloses the reduced redeposition when detergents containing a combination of soap and nonionic surfactant with alkyl hydroxyalkyl cellulose are used
  • European Patent Application EP 0 213 730 discloses textile treatment agents which containing cationic surfactants and nonionic cellulose ethers having HLB values of from 3, 1 to 3.8 US Pat. No.
  • 4,000,093 discloses detergents containing from 0.1% to 3% by weight of alkyl cellulose, Hydroxyalkyl cellulose or alkyl hydroxyalkyl cellulose and 5 wt .-% to 50 wt .-% surfactant, where wherein the surfactant component consists essentially of C10 to C13 alkyl sulfate and has up to 5% by weight of CW alkyl sulfate and less than 5% by weight alkyl sulfate with alkyl radicals of C15 and higher.
  • the polymers known from the prior art have the disadvantage that, in particular for textiles which are not or at least not predominantly made of polyester, have no or only insufficient effectiveness.
  • a large part of today's textiles consists of cotton or cotton-polyester blend fabrics, so that there is a need for especially greasy soiling on especially such textiles more effective soil release agents.
  • International Patent Application WO 00/18860 A1 discloses the rebuilding effect of cellulose esters known there, which may also be cellulose carbamates, on textiles. This is believed to be based on the fact that the cellulose esters deposit on the damaged textile sites, react by cleavage of the reactive ester functionality with the fiber and thereby reinforce the damaged areas by cellulose. It is known from international patent application WO 00/18861 A1 that such cellulose esters enhance the affinity of material to be deposited on a substrate, such as a fiber, for the substrate. International Patent Application WO 01/72937 A1 relates to the reduction of dye losses in the washing of dyed textiles by the use of such cellulose esters.
  • the invention relates to the use of cellulose carbamates which contain a substituted anhydroglucose unit of the general formula I
  • R and R 2 independently of one another, are -H, aryl, straight-chain or branched alkyl, aryl, alkylaryl or arylalkyl groups which have one or more functional groups, such as hydroxy, carboxy, oxy or hydroxy Amino groups, may be substituted, and / or which may be interrupted by heteroatoms, such as N, O or S,
  • Cellulose carbamates are obtainable by known preparation methods, for example by a two-step synthesis consisting of the reaction of cellulose with phenyl chloroformate or Nitrophenylchloroformate, as described in Cellulose (2013) 20: 339-353, to cellulose phenyl carbonates or cellulose nitrophenyl carbonates and subsequent aminolysis of the carbonates with amines of the type H-NR R 2 to give the corresponding cellulose carbamates.
  • Preferred groups - NR.sup.R 2 are derived from amino alcohols such as 2-aminoethanol, 3-aminopropanol, 2- (2-aminoethoxy) ethanol, N-2- (2-hydroxyethyl) ethylenediamine, 2-amino-1, 3 Propanediol, 2-amino-2-methyl-1, 3-propanediol, 2-amino-2-ethyl-1, 3-propanediol, tris (hydroxymethyl) aminomethane, polyalkoxylated and in particular ethoxylated amines, for example, under the trade name Jeffamine®, ⁇ -amino acids, ⁇ -amino acids, such as ⁇ -alanine, co-amino acids, aniline, which may optionally be substituted on the ring, benzylamine, which may optionally be substituted on the ring, such as p-aminobenzylamine , Morpholine, N-amino-morpholine
  • the cellulose carbamate to be used according to the invention contains further 1,4-.beta.-glycosidically linked with this hydro- glucose units, which may be unsubstituted or also correspond to the general formula I.
  • anhydroglucose residues with other substituents, for example alkyl groups such as methyl or ethyl groups, hydroxyalkyl groups such as hydroxyethyl or hydroxypropyl groups or oligoethoxyethyl or oligopropoxypropyl groups, carboxyalkyl groups such as carboxymethyl or carboxyethyl groups, aminoalkyl groups such as aminoethyl or trimethylammoniumethyl groups, sulfoalkyl groups such as sulfoethyl or sulfopropyl groups, ester groups such as acetic acid, .beta.-aminopropionic acid, glycolic acid or malonic acid ester groups.
  • substituents for example alkyl groups such as methyl or ethyl groups, hydroxyalkyl groups such as hydroxyethyl or hydroxypropyl groups or oligoethoxyethyl or oligopropoxypropyl groups, carboxyalky
  • the average degree of substitution, based on the proportion of carbamate groups, in the cellulose carbamate to be used according to the invention is preferably in the range from 0.2 to 2, in particular from 0.4 to 1.2. If other substituents are present in addition to carbamate groups, the average degree of substitution, based on the proportion of such other groups, is preferably below 1 and in particular below the degree of substitution for the carbamate groups.
  • Another object of the invention is a process for washing textiles, in which a detergent and a soil release agent in the form of a cellulose secarnamate as defined above are used. These methods can be carried out manually or optionally with the aid of a conventional household washing machine. It is possible to use the detergent and soil release agent simultaneously or sequentially. The simultaneous application can be particularly advantageous by the use of a detergent containing the soil release agent, perform.
  • the effect of the active ingredient to be used according to the invention in the case of multiple use, that is to say, in particular for the removal of stains from textiles, which had already been washed and / or post-treated in the presence of the active substance before being soiled.
  • the designated positive aspect can also be realized by a washing process in which the textile after the actual washing process, with the help of a detergent which may contain a named active ingredient, but in this case also free may be carried out by this, with an aftertreatment agent, for example in the context of a fabric softening step, which contains an active substance to be used according to the invention is brought into contact.
  • the active ingredient used according to the invention leads to a significantly better detachment of, in particular, fatty and cosmetic stains on textiles, in particular those made of cotton or cotton-containing fabric, than is the case when compounds previously known for this purpose are used. Alternatively, significant amounts of surfactants can be saved while maintaining fat removal capability.
  • the use according to the invention can be carried out as part of a washing process by adding the soil release agent to a detergent-containing liquor, or preferably introducing the active ingredient as a component of a detergent into the liquor containing the object to be cleaned or contacted with it.
  • Further objects of the invention are therefore detergents which contain above-defined cellulose carbamates.
  • laundry aftertreatment process can be carried out in such a way that the rinse liquor is added separately to the rinse liquor which is used after the wash cycle using a particular bleach-containing detergent, or it is incorporated as a component of the laundry aftertreatment agent, in particular a softener.
  • the laundry detergent used before the laundry aftertreatment agent may also contain, but may be free from, an active ingredient to be used according to the invention.
  • the washing process is preferably carried out at a temperature of 15 ° C to 60 ° C, more preferably at a temperature of 20 ° C to 40 ° C.
  • the washing process is preferably carried out at a pH of 6 to 1 1, more preferably at a pH of 7.5 to 9.5.
  • the use concentration of the cellulose carbamate in the wash liquor is preferably from 0.001 g / l to 1 g / l, in particular from 0.005 g / l to 0.2 g / l.
  • Agents which contain an active ingredient to be used according to the invention in the form of said cellulose carbamate or are used together or used in the method according to the invention may contain all customary other constituents of such agents which do not undesirably interact with the active substance essential to the invention, in particular surfactant.
  • the above-defined active ingredient in amounts of 0.01 wt .-% to 10 wt .-%, particularly preferably from 0, 1 wt .-% to 3 wt .-%, is used, with these and the following amounts refer to the total amount, unless stated otherwise.
  • the active ingredient used according to the invention has a positive effect on the action of certain other detergent ingredients and conversely that the effect of the soil release active ingredient is additionally enhanced by certain other detergent ingredients.
  • these effects occur in particular in bleaching agents, in enzymatic active compounds, in particular proteases and lipases, in water-soluble inorganic and / or organic builders, in particular on the basis of oxidized carbohydrates or polymeric polycarboxylates, in synthetic anionic surfactants of the sulfate and sulfonate type, and in dye transfer inhibitors ,
  • vinylpyrrolidone, vinylpyridine or vinylimidazole polymers or copolymers or corresponding Polybetainen which is why the use of at least one of said other ingredients is preferred together with the invention to be used drug.
  • An agent which contains an active substance to be used according to the invention or is used together or is used in the process according to the invention preferably contains peroxygen-based bleaching agents, in particular in amounts ranging from 5% by weight to 70% by weight, and optionally However, bleach activator, especially in amounts ranging from 2% to 10% by weight, may in another preferred embodiment also be free of bleach and bleach activator.
  • the bleaches in question are preferably the peroxygen compounds generally used in detergents, such as percarboxylic acids, for example dodecanedioic acid or phthaloylaminoperoxicaproic acid, hydrogen peroxide, alkali metal perborate, which may be present as tetra- or monohydrate, percarbonate, perpyrophosphate and persilicate, which are generally used as alkali metal salts, in particular as sodium salts.
  • percarboxylic acids for example dodecanedioic acid or phthaloylaminoperoxicaproic acid
  • hydrogen peroxide alkali metal perborate
  • percarbonate percarbonate
  • perpyrophosphate and persilicate which are generally used as alkali metal salts, in particular as sodium salts.
  • Such bleaching agents are in detergents containing an active ingredient used in the invention, preferably in amounts of up to 25 wt .-%, in particular up to 15% by weight and particularly preferably from 5 wt .-% to 15 wt .-%, respectively on total agent, present, in particular percarbonate is used.
  • the optional component of the bleach activators includes the commonly used N- or O- Acyl compounds, for example polyacylated alkylenediamines, in particular tetraacetylethylenediamine, acylated glycolurils, in particular tetraacetylglycoluril, N-acylated hydantoins, hydrazides, triazoles, urazoles, diketopiperazines, sulphurylamides and cyanurates, and also carboxylic anhydrides, in particular phthalic anhydride, carboxylic acid esters, especially sodium monosononanoylphenolsulphonate, and acylated sugar derivatives, especially pentaacetyl glucose, as well as cationic nitrile derivatives such as trimethylammonium acetonitrile salts.
  • N- or O- Acyl compounds for example polyacylated alkylenediamines, in particular tetraacetylethylenediamine, acy
  • the bleach activators may have been coated or granulated in known manner with encapsulating substances, granulated tetraacetylethylenediamine having weight-average particle sizes of 0.01 mm to 0.8 mm, granulated 1, 5 with the aid of carboxymethylcellulose. Diacetyl-2,4-dioxohexahydro-1, 3,5-triazine, and / or formulated in particulate trialkylammonium acetonitrile is particularly preferred.
  • Such bleach activators are preferably contained in detergents in amounts of up to 8% by weight, in particular from 2% by weight to 6% by weight, based in each case on the total agent.
  • an agent used according to the invention or used in the process according to the invention contains nonionic surfactant selected from fatty alkyl polyglycosides, fatty alkyl polyalkoxylates, in particular ethoxylates and / or propoxylates, fatty acid polyhydroxyamides and / or ethoxylation and / or propoxylation products of fatty alkylamines , vicinal diols, fatty acid alkyl esters and / or fatty acid amides and mixtures thereof, in particular in an amount in the range of 2 wt .-% to 25 wt .-%.
  • a further embodiment of such agents comprises the presence of synthetic anionic surfactant of the sulfate and / or sulfonate type, in particular fatty alkyl sulfate, fatty alkyl ether sulfate, sulfofatty acid esters and / or sulfo fatty acid salts, in particular in an amount in the range from 2% by weight to 25% by weight. -%.
  • the anionic surfactant is preferably selected from the alkyl or alkenyl sulfates and / or the alkyl or alkenyl ether sulfates in which the alkyl or alkenyl group has 8 to 22, in particular 12 to 18, carbon atoms. These are usually not individual substances, but cuts or mixtures. Of these, preference is given to those whose content of compounds having longer-chain radicals in the range from 16 to 18 carbon atoms is more than 20% by weight.
  • Suitable nonionic surfactants include the alkoxylates, in particular the ethoxylates and / or propoxylates of saturated or mono- to polyunsaturated linear or branched-chain alcohols having 10 to 22 C atoms, preferably 12 to 18 C atoms.
  • the degree of alkoxylation of the alcohols is generally between 1 and 20, preferably between 3 and 10. They can be prepared in a known manner by reacting the corresponding alcohols with the corresponding alkylene oxides.
  • Particularly suitable are the derivatives of fatty alcohols, although their branched-chain isomers, in particular so-called oxo alcohols, can be used for the preparation of usable alkoxylates.
  • the alkoxylates in particular the ethoxylates, primary alcohols with linear, especially dodecyl, tetradecyl, hexadecyl or octadecyl radicals and mixtures thereof.
  • suitable alkoxylation products of alkylamines, vicinal diols and carboxylic acid amides, which correspond to the said alcohols with respect to the alkyl moiety are usable.
  • the ethylene oxide and / or propylene oxide insertion products of fatty acid alkyl esters as well as fatty acid polyhydroxy amides come into consideration.
  • Suitable so-called alkylpolyglycosides for incorporation in the compositions according to the invention are compounds of the general formula (G) n-OR 12 , in which R 2 is an alkyl or alkenyl radical having 8 to 22 C atoms, G is a glycose unit and n is a number between 1 and 10 mean.
  • the glycoside component (G) n are oligomers or polymers of naturally occurring aldose or ketose monomers, in particular glucose, mannose, fructose, galactose, talose, gulose, altrose, allose, idose, ribose, arabinose, Include xylose and lyxose.
  • the oligomers consisting of such glycosidically linked monomers are characterized not only by the nature of the sugars contained in them by their number, the so-called Oligomermaschinesgrad.
  • the degree of oligomerization n assumes as the value to be determined analytically generally broken numerical values; it is between 1 and 10, with the glycosides preferably used below a value of 1, 5, in particular between 1, 2 and 1, 4.
  • Preferred monomer building block is glucose because of its good availability.
  • the alkyl or alkenyl part R 2 of the glycosides preferably also originates from readily available derivatives of renewable raw materials, in particular from fatty alcohols, although their branched-chain isomers, in particular so-called oxo alcohols, can also be used for the preparation of usable glycosides.
  • the primary alcohols having linear octyl, decyl, dodecyl, tetradecyl, hexadecyl or octadecyl radicals and mixtures thereof are particularly suitable.
  • R 2 tetradecyl
  • Nonionic surfactant is used in compositions which comprise a soil release active substance used according to the invention, used according to the invention or used in the process according to the invention, preferably in amounts of from 1% by weight to 30% by weight, in particular from 1% by weight to 25% Wt .-%, with amounts in the upper part of this range are more likely to be found in liquid detergents and particulate detergents preferably contain rather lower amounts of up to 5 wt .-%.
  • the agents may instead or additionally contain other surfactants, preferably synthetic anionic surfactants of the sulfate or sulfonate type, such as alkylbenzenesulfonates, in amounts of preferably not more than 20 wt .-%, in particular from 0.1 wt .-% to 18 wt .-%, in each case relative to the total agent.
  • Suitable synthetic anionic surfactants which are particularly suitable for use in such compositions are the alkyl and / or alkenyl sulfates having 8 to 22 C atoms which contain an alkali metal, ammonium or alkyl or hydroxyalkyl-substituted ammonium ion Wear countercation, to name.
  • alkyl and alkenyl sulfates can be prepared in a known manner by reaction of the corresponding alcohol component with a customary sulfating reagent, in particular sulfur trioxide or chlorosulfonic acid, and subsequent neutralization with alkali, ammonium or alkyl or hydroxyalkyl-substituted ammonium bases.
  • Sulfur-type surfactants which can be used also include the sulfated alkoxylation products of the alcohols mentioned, known as ether sulfates.
  • Such ether sulfates preferably contain from 2 to 30, in particular from 4 to 10, ethylene glycol groups per molecule.
  • Suitable anionic surfactants of the sulfonate type include the ⁇ -sulfoesters obtainable by reaction of fatty acid esters with sulfur trioxide and subsequent neutralization, in particular those of fatty acids having 8 to 22 C atoms, preferably 12 to 18 C atoms, and linear alcohols having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, derivative sulfonation, as well as the formal saponification resulting from these sulfo fatty acids.
  • soaps suitable being saturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid or stearic acid, and soaps derived from natural fatty acid mixtures, for example coconut, palm kernel or tallow fatty acids.
  • those soap mixtures are preferred which are composed of 50% by weight to 100% by weight of saturated C 12-18 fatty acid soaps and up to 50% by weight of oleic acid soap.
  • soap is included in amounts of 0.1 to 5% by weight.
  • higher amounts of soap as a rule up to 20% by weight, can also be present.
  • compositions may also contain betaines and / or cationic surfactants, which, if present, are preferably used in amounts of from 0.5% by weight to 7% by weight.
  • betaines and / or cationic surfactants which, if present, are preferably used in amounts of from 0.5% by weight to 7% by weight.
  • esterquats discussed below are particularly preferred.
  • the composition contains water-soluble and / or water-insoluble builder, in particular selected from alkali metal aluminosilicate, crystalline alkali metal silicate with modulus above 1, monomeric polycarboxylate, polymeric polycarboxylate and mixtures thereof, in particular in amounts ranging from 2.5 wt .-% to 60 wt .-%.
  • water-soluble and / or water-insoluble builder in particular selected from alkali metal aluminosilicate, crystalline alkali metal silicate with modulus above 1, monomeric polycarboxylate, polymeric polycarboxylate and mixtures thereof, in particular in amounts ranging from 2.5 wt .-% to 60 wt .-%.
  • the agent preferably contains from 20% to 55% by weight of water-soluble and / or water-insoluble, organic and / or inorganic builders.
  • the water-soluble organic building substances include, in particular, those from the class of the polycarboxylic acids, in particular citric acid and sugar acids, and also the polymeric (poly) carboxylic acids, in particular the polycarboxylates obtainable by oxidation of polysaccharides, polymeric acrylic acids, Thacrylic acids, maleic acids and copolymers thereof, which may also contain polymerized small amounts of polymerizable substances without carboxylic acid functionality.
  • the relative molecular mass of the homopolymers of unsaturated carboxylic acids is generally between 5000 g / mol and 200,000 g / mol, that of the copolymers between 2000 g / mol and 200,000 g / mol, preferably 50,000 g / mol to 120,000 g / mol, based on the free acid ,
  • a particularly preferred acrylic acid-maleic acid copolymer has a molecular weight of 50,000 g / mol to 100,000 g / mol.
  • Suitable, albeit less preferred, compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene, in which the proportion of the acid is at least 50% by weight.
  • vinyl ethers such as vinylmethyl ethers, vinyl esters, ethylene, propylene and styrene
  • Terpolymers which contain two carboxylic acids and / or salts thereof as monomers and also vinyl alcohol and / or a vinyl alcohol derivative or a carbohydrate as the third monomer may also be used as water-soluble organic builder substances.
  • the first acidic monomer or its salt is derived from a monoethylenically unsaturated C 3 -C 5 -carboxylic acid and preferably from a C 3 -C 4 -monocarboxylic acid, in particular from (meth) acrylic acid.
  • the second acidic monomer or its salt may be a derivative of a C4-Cs-dicarboxylic acid, with maleic acid being particularly preferred.
  • the third monomeric unit is formed in this case of vinyl alcohol and / or preferably an esterified vinyl alcohol.
  • Preferred terpolymers contain from 60 wt .-% to 95 wt .-%, in particular 70 wt .-% to 90 wt .-% of (meth) acrylic acid or (meth) acrylate, particularly preferably acrylic acid or acrylate, and maleic acid or maleate and 5 wt .-% to 40 wt .-%, preferably 10 wt .-% to 30 wt .-% of vinyl alcohol and / or vinyl acetate.
  • the second acidic monomer or its salt may also be a derivative of an allylsulfonic acid substituted in the 2-position with an alkyl radical, preferably with a C 1 -C 4 -alkyl radical, or an aromatic radical which is preferably derived from benzene or benzene derivatives is.
  • Preferred terpolymers contain from 40% by weight to 60% by weight, in particular from 45 to 55% by weight, of (meth) acrylic acid or (meth) acrylate, particularly preferably acrylic acid or acrylate, from 10% by weight to 30% by weight. %, preferably 15 wt .-% to 25 wt .-% methallylsulfonic acid or Methallylsulfonat and as the third monomer 15 wt .-% to 40 wt .-%, preferably 20 wt .-% to 40 wt .-% of a carbohydrate.
  • This carbohydrate may be, for example, a mono-, di-, oligo- or polysaccharide, mono-, di- or oligosaccharides being preferred, sucrose being particularly preferred.
  • the use of the third monomer presumably incorporates predetermined breaking points in the polymer which are responsible for the good biodegradability of the polymer.
  • These terpolymers generally have a molecular weight between 1000 g / mol and 200000 g / mol, preferably between 3000 g / mol and 10000 g / mol. They can be used, in particular for the preparation of liquid agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All the polycarboxylic acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Such organic builder substances are preferably present in amounts of up to 40% by weight, in particular up to 25% by weight and particularly preferably from 1% by weight to 5% by weight. Quantities close to the stated upper limit are preferably used in pasty or liquid, in particular hydrous, agents.
  • Crystalline or amorphous alkali metal aluminosilicates 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% by weight, are particularly suitable as water-insoluble, water-dispersible inorganic builder materials.
  • the detergent-grade crystalline aluminosilicates especially zeolite NaA and optionally NaX, are preferred. Amounts near the above upper limit are preferably used in solid, particulate agents.
  • suitable aluminosilicates have no particles with a particle size greater than 30 mm and preferably consist of at least 80% by weight of particles having a size of less than 10 mm.
  • 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 in the compositions preferably have a molar ratio of alkali metal oxide to SiO 2 below 0.95, in particular from 1: 1, 1 to 1: 12, and may be present in amorphous or crystalline form.
  • Preferred alkali metal silicates are the sodium silicates, in particular the amorphous sodium silicates, with a molar ratio of Na 2 O: SiO 2 of from 1: 2 to 1: 2.8.
  • Such amorphous alkali silicates are commercially available, for example, under the name Portil®. They are preferably added in the course of the production as a solid and not in the form of a solution.
  • Crystalline silicates which may be present alone or in a mixture with amorphous silicates are preferably crystalline phyllosilicates of the general formula Na.sub.2SixO.sub.2 O.sub.x + VH.sub.2O, in which x, the so-called modulus, is a number from 1.9 to 4 and y is a number from 0 is up to 20 and preferred values for x are 2, 3 or 4.
  • Preferred crystalline phyllosilicates are those in which x in the abovementioned general formula assumes the values 2 or 3. In particular, both .beta.
  • .delta.-sodium disilicates Na.sub.2Si.sub.20.sup.yH.sub.2O.sub.2 are preferred.
  • amorphous alkali metal silicates practically anhydrous crystalline alkali silicates of the above general formula in which x is a number from 1, 9 to 2, 1, can be used in compositions which contain an active ingredient to be used according to the invention.
  • a crystalline sodium layer silicate with a modulus of 2 to 3 is used, as prepared from sand and soda can be.
  • Crystalline sodium silicates with a modulus in the range from 1.9 to 3.5 are used in a further preferred embodiment of detergents containing an active ingredient used according to the invention.
  • Their content of alkali metal silicates is preferably 1 wt .-% to 50 wt .-% and in particular 5 wt .-% to 35 wt .-%, based on anhydrous active substance. If alkali metal aluminosilicate, in particular zeolite, is present as an additional builder substance, the content of alkali silicate is preferably 1% by weight to 15% by weight and in particular 2% by weight to 8% by weight, based on anhydrous active substance.
  • the weight ratio of aluminosilicate to silicate, in each case based on anhydrous active substances, is then preferably 4: 1 to 10: 1.
  • the weight ratio of amorphous alkali metal silicate to crystalline alkali metal silicate is preferably 1: 2 to 2: 1 and especially 1: 1 to 2: 1.
  • water-soluble or water-insoluble inorganic substances may be contained in the compositions which contain an active substance to be used according to the invention together with it or used in the process according to the invention.
  • Suitable in this context are the alkali metal carbonates, alkali metal bicarbonates and alkali metal sulfates and mixtures thereof.
  • Such additional inorganic material may be present in amounts up to 70% by weight.
  • the agents may contain other ingredients customary in detergents and cleaners.
  • These optional constituents include, in particular, enzymes, enzyme stabilizers, complexing agents for heavy metals, for example aminopolycarboxylic acids, aminohydroxypolycarboxylic acids, polyphosphonic acids and / or aminopolyphosphonic acids, foam inhibitors, for example organopolysiloxanes or paraffins, solvents and optical brighteners, for example stilbene disulfonic acid derivatives.
  • agents which contain an active substance used according to the invention up to 1% by weight, in particular 0.01% by weight to 0.5% by weight, of optical brighteners, in particular compounds from the class of the substituted 4,4 ' Bis (2,4,6-triamino-s-triazinyl) -stilbene-2,2'-disulfonic acids, up to 5% by weight, in particular
  • 0.1 wt .-% to 2 wt .-% complexing agent for heavy metals in particular Aminoalkylenphos- phosphonic acids and their salts and up to 2 wt .-%, in particular 0.1 wt .-% to 1 wt .-% foam inhibitors, wherein said parts by weight each refer to total means.
  • Solvents which can be used in particular for liquid agents are, in addition to water, preferably those which are water-miscible. These include the lower alcohols, for example ethanol, propanol, isopropanol, and the isomeric butanols, glycerol, lower glycols, for example ethylene and propylene glycol, and the ethers derivable from the classes of compounds mentioned.
  • the active compounds used in the invention are usually dissolved or in suspended form.
  • present enzymes are preferably selected from the group comprising protease, amylase, lipase, cellulase, hemicellulase, oxidase, peroxidase or mixtures thereof.
  • proteases derived from microorganisms such as bacteria or fungi, come into question. It can be obtained in a known manner by fermentation processes from suitable microorganisms. Proteases are commercially available, for example, under the names BLAP®, Savinase®, Esperase®, Maxatase®, Optimase®, Alcalase®, Durazym® or Maxapem®.
  • the lipase which can be used can be obtained, for example, from Humicola lanuginosa, from Bacillus species, from Pseudomonas species, from Fusarium species, from Rhizopus species or from Aspergillus species.
  • Suitable lipases are commercially available, for example, under the names Lipolase®, Lipozym®, Lipomax®, Lipex®, Amano®-Lipase, Toyo-Jozo®-Lipase, Meito®-Lipase and Dionys®-Lipase.
  • Suitable amylases are commercially available, for example, under the names Maxamyl®, Termamyl®, Duramyl® and Purafect® OxAm.
  • the usable cellulase may be a recoverable from bacteria or fungi enzyme, which has a pH optimum, preferably in the weakly acidic to slightly alkaline range of 6 to 9.5.
  • Such cellulases are commercially available under the names Celluzyme®, Carezyme® and Ecostone®.
  • customary enzyme stabilizers include amino alcohols, for example mono-, di-, triethanol- and -propanolamine and mixtures thereof, lower carboxylic acids, boric acid or alkali borates, boric acid-carboxylic acid combinations, boric acid esters, boronic acid derivatives, calcium salts, for example Ca-formic acid combination, magnesium salts, and / or sulfur-containing reducing agents.
  • Suitable foam inhibitors include long-chain soaps, in particular behenic soap, fatty acid amides, paraffins, waxes, microcrystalline waxes, organopolysiloxanes and mixtures thereof, which moreover can contain microfine, optionally silanated or otherwise hydrophobicized silica.
  • foam inhibitors are preferably bound to granular, water-soluble carrier substances.
  • an agent to which the active ingredient to be used according to the invention is incorporated is particulate and contains up to 25% by weight, in particular from 5% by weight to 20% by weight, of bleaching agent, in particular alkali percarbonate, up to 15% by weight.
  • % in particular from 1% by weight to 10% by weight of bleach activator, from 20% by weight to 55% by weight of inorganic builder, up to 10% by weight, in particular from 2% by weight to 8% by weight % water-soluble organic builder, 10% by weight to 25% by weight of synthetic anionic surfactant, 1% by weight to 5% by weight of nonionic surfactant and up to 25% by weight, in particular 0.1% by weight to 25 wt .-% of inorganic salts, in particular alkali carbonate and / or bicarbonate.
  • an agent in which the active ingredient to be used according to the invention is incorporated is liquid and contains from 1% by weight to 25% by weight, in particular from 5% by weight to 15% by weight, of nonionic surfactant, up to 10 wt .-%, in particular 0.5 wt .-% to 8 wt .-% of synthetic anionic surfactant, 3 wt .-% to 15 wt .-%, in particular 5 wt .-% to 10 wt .-% soap, 0 , 5 wt .-% to 5 wt .-%, in particular 1 wt .-% to 4 wt .-% organic builder, especially polycarboxylate such as citrate, up to 1, 5 wt .-%, in particular 0, 1 wt. % to 1 wt .-% complexing agent for heavy metals, such as phosphonate, and in addition to optionally contained enzyme, enzyme stabilizer, color and /
  • polyester-active soil release polymers that can be used in addition to the essential ingredients of the invention include copolyesters of dicarboxylic acids, for example adipic acid, phthalic acid or terephthalic acid, diols, for example ethylene glycol or propylene glycol, and polydiols, for example, polyethylene glycol or polypropylene glycol.
  • dicarboxylic acids for example adipic acid, phthalic acid or terephthalic acid
  • diols for example ethylene glycol or propylene glycol
  • polydiols for example, polyethylene glycol or polypropylene glycol.
  • Preferred soil release polymers include those compounds which are formally accessible by esterification of two monomeric moieties, the first monomer being a dicarboxylic acid HOOC-Ph-COOH and the second monomer being a diol HO- (CHR-) a OH, also known as a polymeric diol H- (O- (CHR -) a ) t > OH may be present.
  • Ph is an o-, m- or p-phenylene radical which may carry 1 to 4 substituents selected from alkyl radicals having 1 to 22 C atoms, sulfonic acid groups, carboxyl groups and mixtures thereof
  • R is hydrogen
  • a is a number from 2 to 6
  • b is a number from 1 to 300.
  • the molar ratio of monomer diol units to polymer diol units is preferably 100: 1 to 1: 100, in particular 10: 1 to 1:10.
  • the degree of polymerization b is preferably in the range from 4 to 200, in particular from 12 to 140.
  • the molecular weight or the average molecular weight or the maximum of the molecular weight distribution of preferred soil release polymers is in the range from 250 g / mol to 100,000 g / mol. in particular from 500 g / mol to 50,000 g / mol.
  • the acid underlying the radical Ph is preferably selected from terephthalic acid, isophthalic acid, phthalic acid, trimellitic acid, metilitic acid, the isomers of sulfophthalic acid, sulfoisophthalic acid and sulfoterephthalic acid and mixtures thereof.
  • their acid groups are part of the Teritatien in the polymer, they are preferably in salt form, in particular as an alkali or ammonium salt.
  • the sodium and potassium salts are particularly preferable.
  • the soil release-capable polyester may be present in the soil release-capable polyester.
  • these include, for example, alkylene and alkenylene dicarboxylic acids such as malonic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid and sebacic acid.
  • Preferred diols HO- (CHR-) a OH include those in which R is hydrogen and a is a number from 2 to 6, and those in which a is 2 and R is hydrogen and the alkyl radicals have from 1 to 10 , in particular 1 to 3 C-atoms is selected.
  • R is hydrogen and a is a number from 2 to 6
  • a is 2 and R is hydrogen and the alkyl radicals have from 1 to 10 , in particular 1 to 3 C-atoms is selected.
  • those of the formula HO-CH 2 -CHR 11 -OH, in which R has the abovementioned meaning are particularly preferred.
  • diol components are ethylene glycol, 1, 2-propylene glycol, 1, 3-propylene glycol, 1, 4-butanediol, 1, 5-pentanediol, 1, 6-hexanediol, 1, 8-octanediol, 1, 2-decanediol, 1, 2-dodecanediol and neopentyl glycol.
  • Particularly preferred among the polymeric diols is polyethylene glycol having an average molecular weight in the range from 1000 g / mol to 6000 g / mol.
  • these polyesters composed as described above may also be end-group-capped, alkyl groups having from 1 to 22 carbon atoms and esters of monocarboxylic acids being suitable as end groups.
  • the ester groups bonded via end groups can be based on alkyl, alkenyl and aryl monocarboxylic acids having 5 to 32 carbon atoms, in particular 5 to 18 carbon atoms.
  • valeric acid caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, undecanoic acid, undecenoic acid, lauric acid, lauroleinic acid, tridecanoic acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid, stearic acid, petroselinic acid, petroselaidic acid, oleic acid, linoleic acid, linolaidic acid, linolenic acid, levostearic acid , Arachidic acid, gadoleic acid, arachidonic acid, behenic acid, erucic acid, brasidoside acid, clupanodonic acid, lignoceric acid, cerotic acid, melissic acid, benzoic acid, which may carry 1 to 5 substituents having a total of up to 25 carbon atoms, in particular 1 to 12 carbon atoms, for example tert-buty
  • the end groups may also be based on hydroxymonocarboxylic acids having 5 to 22 carbon atoms, which include, for example, hydroxyvaleric acid, hydroxycaproic acid, ricinoleic acid, the hydrogenation product of which includes hydroxystearic acid and o-, m- and p-hydroxybenzoic acid.
  • the hydroxymonocarboxylic acids may in turn be linked to one another via their hydroxyl group and their carboxyl group and thus be present several times in an end group.
  • the number of hydroxymonocarboxylic acid units per end group is in the range from 1 to 50, in particular from 1 to 10.
  • polyester-active soil release polymers are preferably water-soluble, the term "water-soluble” being understood to mean a solubility of at least 0.01 g, preferably at least 0.1 g of the polymer per liter of water at room temperature and pH 8. Polymers preferably used have these Conditions, however, a solubility of at least 1 g per liter, in particular at least 10 g per liter.
  • Preferred laundry aftertreatment compositions which comprise an active substance to be used according to the invention have, as a laundry softening active ingredient, a so-called esterquat, that is to say a quaternized ester of carboxylic acid and aminoalcohol.
  • esterquat that is to say a quaternized ester of carboxylic acid and aminoalcohol.
  • These are known substances which can be obtained by the relevant methods of preparative organic chemistry, for example by partially esterifying triethanolamine in the presence of hypophosphorous acid with fatty acids, passing air through and then quaternizing with dimethyl sulfate or ethylene oxide.
  • the preparation of solid ester quats is also known, in which the quaternization of triethanolamine esters is carried out in the presence of suitable dispersants, preferably fatty alcohols.
  • Ester quats preferred in the compositions are quaternized fatty acid triethanolamine ester salts which follow formula (IV),
  • R is CO for an acyl radical having 6 to 22 carbon atoms
  • R 2 and R 3 are independently hydrogen or R is CO
  • R 4 is an alkyl radical having 1 to 4 carbon atoms or a
  • esterquats which can be used in the context of the invention are products based on caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachidic acid, behenic acid and erucic acid and their technical mixtures, such as They occur, for example, in the pressure splitting of natural fats and oils.
  • the fatty acids and the triethanolamine can generally be used in a molar ratio of 1, 1: 1 to 3: 1.
  • an employment ratio of 1.2: 1 to 2.2: 1, preferably 1.5: 1 to 1.9: 1, has proven particularly advantageous.
  • the preferred esterquats used are technical mixtures of mono-, di- and triesters with an average degree of esterification of 1.5 to 1.9 and are derived from technical C 16/18 tallow or palm oil fatty acid (iodine number 0 to 40). from. Quaternized fatty acid triethanolamine ester salts of the formula (IV) in which R is CO for an acyl radical having 16 to 18 carbon atoms, R 2 is R CO, R 3 is hydrogen, R 4 is a methyl group, m, n and p is 0 and X is Methyl sulfate is, have proven to be particularly advantageous.
  • suitable esterquats are quaternized ester salts of carboxylic acids with diethanolalkylamines of the formula (V),
  • R is CO for an acyl radical having 6 to 22 carbon atoms
  • R 2 is hydrogen or R is CO
  • R 4 and R 5 are independently alkyl radicals having 1 to 4 carbon atoms
  • m and n are in total 0 or numbers from 1 to 12
  • X represents a charge-balancing anion such as halide, alkyl sulfate or alkyl phosphate.
  • R 7 in the R CO for an acyl radical having 6 to 22 carbon atoms R 2 is hydrogen or R CO
  • R 4 , R 6 and R 7 are independently alkyl radicals having 1 to 4 carbon atoms, m and n in total for 0 or numbers from 1 to 12
  • X is a charge-balancing anion such as halide, alkylsulfate or alkyl phosphate.
  • ester quats usually come in the form of 50 to 90 percent by weight alcohol.
  • commercially available solutions which can also be easily diluted with water, with ethanol, propanol and isopropanol being the usual alcoholic solvents.
  • Esterquats are preferably used in amounts of from 5% by weight to 25% by weight, in particular from 8% by weight to 20% by weight, in each case based on the total laundry aftertreatment agent.
  • the laundry aftertreatment agents used according to the invention may additionally contain detergent ingredients listed above, provided that they do not unduly interact negatively with the esterquat. It is preferably a liquid, water-containing agent.
  • the precipitate was washed 3 times with 2 l of 2-propanol and taken up without drying in 3 l of distilled water until a clear solution formed.
  • the cellulose carbamate solution was purified by azeotropic distillation at 80 mbar of 2- Propanol released and the pure solid by freeze drying (5 days, -55 ° C, 0.36 mbar).
  • the moist product was taken up in 1 l of distilled water and the cellulose secarbamate solution was freed from 2-propanol by azeotropic distillation at 80 mbar.
  • the pure solid was obtained by freeze-drying (6 days, -55 ° C, 0.36 mbar).
  • Table 1 shows the composition (ingredients in percent by weight, in each case based on the total agent) of the inventive detergents M1 to M6 and of the active ingredient free agent V1: Table 1: Compositions
  • the means V1, M1, M2 or M3 were tested in a Miele® W 1714 washing machine (cotton washing program, 40 ° C., water hardness 16 ° dH, standardized soil carrier, dosage 70 g of the respective product per wash cycle).
  • the cotton materials listed in Table 2 were used (each 8 textile pieces in the size 20 x 40 cm).
  • Table 2 shows the difference in the brightness change (delta delta Y value) of the materials after 3 washes with the respective agent M1, M2 or M3 in comparison with 3 washes with the agent V1.
  • Table 2 Brightness change to V1
  • Polyester clean textiles were washed 3 times in a Miele® W 1514 washing machine at 40 ° C. with water of 16 ° dH with the detergent V1 stated in Example 2 or with the detergents M4, M5 or M6 likewise indicated there, and then air-dried.
  • the thus prepared fabrics were again washed with the detergent V under the above conditions at a capacity of 3.5 kg (clean linen plus polyester test fabrics).
  • the evaluation was carried out colorimetrically; Table 3 shows the mean values of the brightness values (Y values) from 6-fold determinations.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
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Abstract

L'objectif de cette invention est d'améliorer les performances de nettoyage de détergents lors du lavage de textiles. Cet objectif est atteint essentiellement par l'utilisation de carbamates de cellulose.
PCT/EP2014/070072 2013-09-24 2014-09-22 Carbamates de cellulose utilisés comme principes actifs ayant la capacité de dissoudre les saletés WO2015044061A1 (fr)

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DE201310219183 DE102013219183A1 (de) 2013-09-24 2013-09-24 Cellulosecarbamate als schmutzablösevermögende Wirkstoffe
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Cited By (10)

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Publication number Priority date Publication date Assignee Title
EP4134421A1 (fr) 2021-08-12 2023-02-15 The Procter & Gamble Company Composition détergente comprenant un tensioactif détergent et un polymère greffé
EP4134420A1 (fr) 2021-08-12 2023-02-15 The Procter & Gamble Company Composition détergente comprenant un tensioactif détergent et des polymères greffés biodégradables
WO2023064749A1 (fr) 2021-10-14 2023-04-20 The Procter & Gamble Company Tissu et produit d'entretien domestique comprenant un polymère cationique facilitant le lavage et une enzyme lipase
EP4321604A1 (fr) 2022-08-08 2024-02-14 The Procter & Gamble Company Tissu et composition de soins à domicile comprenant un tensioactif et un polyester
WO2024094802A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Tissu et composition d'entretien ménager
WO2024094800A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Composition d'entretien textile et ménager
WO2024094803A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Composition d'entretien textile et ménager
WO2024119298A1 (fr) 2022-12-05 2024-06-13 The Procter & Gamble Company Composition de soin textile et ménager comprenant un composé de carbonate de polyalkylène
EP4386074A1 (fr) 2022-12-16 2024-06-19 The Procter & Gamble Company Composition de soin pour le linge et le domicile
WO2024129520A1 (fr) 2022-12-12 2024-06-20 The Procter & Gamble Company Composition de soin textile et ménager

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WO2001072944A1 (fr) * 2000-03-29 2001-10-04 Unilever Plc Traitement lavant pour des tissus
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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4134421A1 (fr) 2021-08-12 2023-02-15 The Procter & Gamble Company Composition détergente comprenant un tensioactif détergent et un polymère greffé
EP4134420A1 (fr) 2021-08-12 2023-02-15 The Procter & Gamble Company Composition détergente comprenant un tensioactif détergent et des polymères greffés biodégradables
WO2023019153A1 (fr) 2021-08-12 2023-02-16 The Procter & Gamble Company Composition détergente comprenant un tensioactif détersif et un polymère greffé
WO2023019152A1 (fr) 2021-08-12 2023-02-16 The Procter & Gamble Company Composition détergente comprenant un tensioactif détersif et des polymères greffés biodégradables
WO2023064749A1 (fr) 2021-10-14 2023-04-20 The Procter & Gamble Company Tissu et produit d'entretien domestique comprenant un polymère cationique facilitant le lavage et une enzyme lipase
WO2024036126A1 (fr) 2022-08-08 2024-02-15 The Procter & Gamble Company Tissu et composition d'entretien de la maison comprenant un tensioactif et un polyester
EP4321604A1 (fr) 2022-08-08 2024-02-14 The Procter & Gamble Company Tissu et composition de soins à domicile comprenant un tensioactif et un polyester
WO2024094802A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Tissu et composition d'entretien ménager
WO2024094800A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Composition d'entretien textile et ménager
WO2024094803A1 (fr) 2022-11-04 2024-05-10 The Procter & Gamble Company Composition d'entretien textile et ménager
WO2024119298A1 (fr) 2022-12-05 2024-06-13 The Procter & Gamble Company Composition de soin textile et ménager comprenant un composé de carbonate de polyalkylène
WO2024129520A1 (fr) 2022-12-12 2024-06-20 The Procter & Gamble Company Composition de soin textile et ménager
EP4386074A1 (fr) 2022-12-16 2024-06-19 The Procter & Gamble Company Composition de soin pour le linge et le domicile

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