WO2007017216A1 - Produits nettoyants et detergents contenant 1,3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine en tant qu'activateur de blanchiment - Google Patents

Produits nettoyants et detergents contenant 1,3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine en tant qu'activateur de blanchiment Download PDF

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Publication number
WO2007017216A1
WO2007017216A1 PCT/EP2006/007774 EP2006007774W WO2007017216A1 WO 2007017216 A1 WO2007017216 A1 WO 2007017216A1 EP 2006007774 W EP2006007774 W EP 2006007774W WO 2007017216 A1 WO2007017216 A1 WO 2007017216A1
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Prior art keywords
acid
sodium
weight
tadht
triacetyl
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PCT/EP2006/007774
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German (de)
English (en)
Inventor
Gerd Reinhardt
Alexander Lerch
Ernst Zittlau
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Clariant Produkte (Deutschland) Gmbh
Mathilde Enterprise E.K.
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Application filed by Clariant Produkte (Deutschland) Gmbh, Mathilde Enterprise E.K. filed Critical Clariant Produkte (Deutschland) Gmbh
Priority to EP06762992A priority Critical patent/EP1920041A1/fr
Priority to JP2008525451A priority patent/JP2009504817A/ja
Publication of WO2007017216A1 publication Critical patent/WO2007017216A1/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
    • C11D3/39—Organic or inorganic per-compounds
    • C11D3/3902—Organic or inorganic per-compounds combined with specific additives
    • C11D3/3905—Bleach activators or bleach catalysts
    • C11D3/3907—Organic compounds
    • C11D3/3917—Nitrogen-containing compounds
    • C11D3/392—Heterocyclic compounds, e.g. cyclic imides or lactames

Definitions

  • This invention relates to the use of 1, 3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine, its granules and co-granules for enhancing the bleaching effect of peroxygen compounds in bleaching stained soils on textiles as well on hard surfaces. Furthermore, the invention relates to detergents and cleaning agents, the
  • Triacetyldioxohexahydrotriazin contained as a bleach activator.
  • Inorganic peroxygen compounds particularly hydrogen peroxide and solid peroxygen compounds which dissolve in water to release hydrogen peroxide, such as sodium perborate and sodium carbonate perhydrate, have long been used as oxidizing agents for disinfecting and bleaching purposes.
  • the oxidation effect of these substances in dilute solutions depends strongly on the temperature; Thus, for example, with hydrogen peroxide or perborate in alkaline bleaching liquors only at temperatures above about 80 0 C, a sufficiently fast bleaching of soiled textiles.
  • bleach activators are known that the oxidation effect of peroxidic bleaches, such as perborates, percarbonates, persilicates and perphosphates.
  • bleach activators Many substances are known in the art as bleach activators. These are usually reactive organic compounds having an O-acyl or N-acyl group which in alkaline solution together with a source of hydrogen peroxide form the corresponding peroxyacids.
  • Representative examples of bleach activators are, for example, N, N, N ', N'
  • Tetraacetylethylenediamine (TAED), glucose pentaacetate (GPA), xylose tetraacetate (TAX), sodium 4-benzoyloxybenzenesulfonate (SBOBS), sodium trimethylhexanoyloxybenzenesulfonate (STHOBS), tetraacetylglycoluril (TAGU), sodium nonanoyloxy benzenesulfonate (NOBS) 1 decanoyloxybenzoic acid, and sodium isononanoyloxybenzenesulfonate (ISONOBS).
  • TAED Tetraacetylethylenediamine
  • GPA glucose pentaacetate
  • TAX xylose tetraacetate
  • SBOBS sodium 4-benzoyloxybenzenesulfonate
  • STHOBS sodium trimethylhexanoyloxybenzenesulfonate
  • TAGU tetraacetylglycoluri
  • a major drawback of said bleach activators is that they mostly leave large volume leaving groups (e.g., phenolsulfonates) after perhydrolysis, which are of no importance to the bleaching process. Thus, e.g. only two acetyl groups in the form of peracetic acid split off from TAED, while the other two remain in the leaving group and go into wastewater unused.
  • leaving groups e.g., phenolsulfonates
  • DADHT Diacetyldioxohexaydrotriazin
  • TADHT also reacts with persalts or hydrogen peroxide, with the release of 3 molecules of peracetic acid. This was unexpected since it is known from similar peracetylated compounds such as TAGU or PAG that they do not all acetyl groups in the course of Release perhydrolysis, but that depending on the reaction conditions 30 to 50% of the acetyl groups remain in the molecule.
  • the invention relates to detergents and cleaners which contain a persalt or hydrogen peroxide and 1,3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine (TADHT) as bleach activator.
  • TADHT 1,3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine
  • detergents and cleaners should also include disinfectants and bleach.
  • the bleach activator TADHT according to the invention may contain from about 0.1 to 20% by weight, preferably from 0.5 to 10%, in particular from 0.5 to 5.0%, by weight together with a peroxy compound.
  • the proportion by weight of this peroxy compound is usually from 2 to 40%, preferably from 4 to 30%, especially from 5 to 20%.
  • Such granules contain from 5 to 95%, but preferably from 20 to 90% of the triacetyl dioxohexahydrotriazine according to the invention.
  • Such granules may contain a further bleach activator. Preference is given here to decanoyloxybenzoic acid,
  • granulation aids and / or coating materials can be used to construct the granules.
  • bleaching is understood here to mean both the bleaching of dirt present on the textile surface and the bleaching of dirt removed in the wash liquor from the textile surface. The same applies mutatis mutandis to the bleaching of stains on hard surfaces. Further potential applications are in the personal care field, for example in the bleaching of hair and to improve the effectiveness of denture cleaners. Furthermore, find the complexes of the invention Use in commercial laundries, in wood and paper bleach, bleached cotton and in disinfectants.
  • the invention relates to a process for the purification of textiles as well as hard surfaces, in particular crockery, using said cationic nitriles in aqueous, optionally further detergent or cleaner ingredients, in particular peroxygen-based oxidants, containing solution, and detergents and cleaning agents for hard Surfaces, especially dishwashing detergents, such being preferred for use in machine processes.
  • the use of the present invention is to provide conditions in the presence of a stained-soiled hard surface or fabric, respectively, under which a peroxidic oxidant and TADHT can react with each other, with the aim of obtaining more highly oxidizing secondary products , Such conditions are especially present when the reactants meet in aqueous solution.
  • This can be done by separately adding the peroxygen compound and the TADHT to an optionally washing or cleaning agent-containing solution.
  • the process is carried out particularly advantageously using a hard surface cleaning agent or detergent according to the invention which contains TADHT and optionally a peroxygen-containing oxidizing agent.
  • the peroxygen compound may also be added to the solution separately, in bulk or as a preferably aqueous solution or suspension, when a non-oxygen detergent or cleaner is used.
  • washing and cleaning agents according to the invention which may be in the form of granules, pulverulent or tablet-like solids, other shaped articles, homogeneous solutions or suspensions, may, in addition to the TADHT and a
  • Peroxygen compound in principle contain all known and customary in such agents ingredients.
  • the agents according to the invention may in particular be builders, surface-active surfactants, peroxygen compounds, additional peroxygen activators or organic peracids, water-miscible organic solvents, sequestering agents, thickeners, preservatives, pearlescing agents, emulsifiers and enzymes, as well as special additives with color or fiber-sparing action.
  • Other auxiliaries such as electrolytes, pH regulators, silver corrosion inhibitors, foam regulators and dyes and fragrances are possible.
  • Suitable peroxygen compounds are hydrogen peroxide and under the washing and cleaning conditions hydrogen peroxide donating compounds such as alkali metal peroxides, organic peroxides such as urea-hydrogen peroxide adducts and inorganic persalts such as alkali metal perborates, percarbonates,
  • -perphosphates -persilicates, -persulfates and -peroxynitrites. Mixtures of two or more of these compounds are also suitable. Particularly preferred are - Natritimperborat ⁇ tetrahydrate and in particular sodium perborate monohydrate and sodium percarbonate. Sodium perborate monohydrate is preferred for its good storage stability and good solubility in water. Sodium percarbonate may be preferred for environmental reasons.
  • Alkali hydroperoxides are another suitable group of peroxide compounds. Examples of these substances are cumene hydroperoxide and t-butyl hydroperoxide. Aliphatic or aromatic mono- or dipercarboxylic acids and the corresponding salts are suitable as peroxy compounds.
  • Examples of these are peroxynaphthoic acid, peroxylauric acid, peroxystearic acid, N, N-phthaloylaminoperoxycaproic acid, 1,12-diperoxydodecanedioic acid, 1,9-diperoxyazelaic acid, diperoxysebacic acid, diperoxyisophthalic acid, 2-decyldiperoxybutane-1,4-diacid and 4,4'-sulfonyl-bisperoxybenzoic acid.
  • bleach activators preferably in the form of the granules
  • BteichBktivatorerrgeauch are organic 'Verbihdungen with a 0-acyl or N-acyl-group from miningr and derakttvrerten-Garbonklareester, especially sodium nonanoyloxybenzenesulfonate, sodium isononanoyloxy- benzene sulfonate, sodium-4-benzoyloxy-benzene sulfonate, sodium trimethyl hexanoyloxy- benzenesulfonate, carboxylic anhydrides, in particular phthalic anhydride, acylated polyhydric alcohols, in particular triacetin, ethylene glycol diacetate, 2,5-diacetoxy- 2,5-dihydrofuran, lactones, acyls
  • sulfonimines open-chain or cyclic quaternary iminium compounds such as dihydroisoquinolinium betaines and / or other bleach-enhancing transition metal salts or mononuclear or polynuclear transition metal complexes with acyclic or macrocyclic ligands may also be included.
  • the detergents and cleaners may comprise one or more surfactants, in particular anionic surfactants, nonionic surfactants and mixtures thereof, but also cationic, zwitterionic and amphoteric surfactants.
  • surfactants are present in detergent compositions according to the invention in proportions of preferably from 1 to 50% by weight, in particular from 3 to 30% by weight, whereas in hard surface cleaners - usually lower proportions. that is to say amounts of up to 20% by weight, in particular up to 10% by weight and preferably in admixture, of 0-5 to 5% by weight are contained.
  • Dishwashing detergents typically use low-foam compounds.
  • Suitable anionic surfactants are in particular soaps and those which contain sulfate or sulfonate groups.
  • surfactants of the sulfonate type are preferably C 9 -C 3 alkylbenzenesulfonates, olefinsulfonates, that is mixtures of alkene and hydroxyalkanesulfonates and disulfonates, such as those of monoolefins with terminal or internal double bond by sulfonation with gaseous sulfur trioxide and subsequent alkaline or acid hydrolysis of the sulfonation obtained.
  • alkanesulfonates the 2 -C 8 alkanes, for example, obtained by sulfochlorination or sulfoxidation and subsequent hydrolysis or neutralization from Ci.
  • esters of alpha-sulfo fatty acids for example the alpha-sulfonated methyl esters of hydrogenated coconut, palm kernel or tallow fatty acids obtained by sulfonation of the methyl esters of fatty acids of plant and / or animal origin with 8 bis -26-C-atoms-in-fatty acid molecule and subsequent neutralization to water-soluble mono-salts.
  • Suitable anionic surfactants are sulfated fatty acid glycerol esters, which are mono-, di- and triesters and mixtures thereof.
  • Alk (en) yl sulfates are the alkali and especially the sodium salts of Schwefelcherester the C 12 -C 18 are - fatty alcohols, for example, from coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol, or C ⁇ -C 2 oxo alcohols and those half-esters of secondary alcohols of this chain length are preferred.
  • alk (en) ylsulfates of said chain length which contain a synthetic, straight-chain alkyl radical produced on a petrochemical basis.
  • 2,3-alkyl sulfates are also suitable anionic surfactants.
  • the sulfuric monoesters of the straight chain or branched alcohols ethoxylated with 1 to 6 moles of ethylene oxide, such as 2-methyl-branched C are suitable 9-Cn alcohols containing on average 3.5 mol ethylene oxide (EO) or C 2 -C 8 fatty alcohols containing 1 to 4 EO.
  • Suitable anionic surfactants also include the salts of the alkylsulfurstates of the invention as sulfosuccinates-odefs
  • Sulfosuccinic acid esters and the monoesters and / or diesters of sulfosuccinic acid with alcohols, preferably fatty alcohols and in particular ethoxylated fatty alcohols represent.
  • Preferred sulfosuccinates contain C ⁇ -C-i ⁇ fatty alcohol residues or mixtures of these.
  • anionic surfactants are fatty acid derivatives of amino acids, for example N-methyltaurine (Tauride) and / or N-methylglycine (sarcosinate) into consideration.
  • anionic surfactants are in particular soaps, for example in amounts of 0.2 to 5 wt .-%, into consideration.
  • saturated fatty acid soaps such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, hydrogenated erucic acid and behenic acid and, in particular, soap mixtures derived from natural fatty acids, for example coconut, palm kernel or tallow fatty acids.
  • the anionic surfactants may be in the form of their sodium, potassium or ammonium salts and as soluble salts of organic bases, such as mono-, di- or triethanolamine.
  • the anionic surfactants in their sodium or potassium salts are especially in the form of the sodium salts
  • Anionic surfactants are preferably present in detergents of the present invention in amounts of from 0.5% to 10%, and especially in amounts of 5% contain up to 25 wt .-%.
  • the nonionic surfactants used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 1 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical can be linear or preferably methyl-branched in the 2-position , or may contain linear and methyl-branched radicals in the mixture, as they are usually present in Oxoalkoholresten.
  • EO ethylene oxide
  • alcohol ethoxylates with linear radicals of alcohols of natural origin having 12 to 18 carbon atoms, for example from coconut, palm, tallow or oleyl alcohol, and on average 2 to 8 EO per mole of alcohol are preferred.
  • preferred alcohol ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE)
  • fatty alcohols containing more than 12 EO can also be used be used. Examples of these are (TaIg) fatty alcohols with 14 EO, 16 EO, 20 EO, 25 EO, 30 EO or 40
  • the nonionic surfactants also include alkyl glycosides of the general formula RO (G) x , in which R is a primary straight-chain or methyl-branched, in particular 2-methyl-branched aliphatic radical having 8 to 22, preferably 12 to 18 carbon atoms and 6 for a Glycoside unit with 5 or 6 C-atoms, preferably for glucose.
  • R is a primary straight-chain or methyl-branched, in particular 2-methyl-branched aliphatic radical having 8 to 22, preferably 12 to 18 carbon atoms and 6 for a Glycoside unit with 5 or 6 C-atoms, preferably for glucose.
  • the degree of oligomerization x which indicates the distribution of monoglycosides and oligoglycosides, is an arbitrary number - which, as a variable to be determined analytically, may also assume fractional values - between 1 and 10; preferably x is 1, 2 to 1, 4.
  • polyhydroxy fatty acid amides of the formula (I) in which R 1 CO is a " ⁇ 1ipha perennialBn ⁇ Acylrest ⁇ nit” 6 bfs "22 Kohlenstoffato ⁇ enrR 2 ⁇ is hydrogen, an alkyl or hydroxyalkyl having 1 to 4 carbon atoms and [Z] is a linear or branched polyhydroxyalkyl having 3 to 10 carbon atoms and 3 to 10 hydroxyl groups
  • the polyhydroxy fatty acid amides are preferably derived from reducing sugars having 5 or 6 carbon atoms, in particular from glucose.
  • the group of polyhydroxy fatty acid amides also includes compounds of the formula (II) R 3 for a linear or branched alkyl or alkenyl radical having 7 to 12 carbon atoms, R 4 for a linear, branched or cyclic alkylene radical or an arylene radical having 2 to 8 carbon atoms and R 5 for a linear, branched or cyclic alkyl group or an aryl group or an oxyalkyl group having 1 to 8 carbon atoms, where GrG 4 alkyl or phenyl groups are preferred, and [Z] is a linear polyoxyalkylalkyl group, alkyl group thereof with at least two hydroxyl groups substituted, or alkoxylated, preferably ethoxylated or propoxylated derivatives of this group.
  • [Z] is also obtained here preferably by reductive amination of a sugar such as glucose, fructose, maltose, lactose, galactose, mannose or xylose.
  • a sugar such as glucose, fructose, maltose, lactose, galactose, mannose or xylose.
  • the N-alkoxy or N-alyloxy-substituted Compounds can then be converted into the desired polyhydroxy fatty acid amides by reaction with fatty acid methyl esters in the presence of an alkoxide as catalyst.
  • nonionic surfactants used either as the sole nonionic surfactant or in combination with other nonionic surfactants, in particular together with alkoxylated fatty alcohols and / or alkyl glycosides, are alkoxylated, preferably ethoxylated or ethoxylated and propoxylated fatty acid alkyl esters, preferably from 1 to 4 carbon atoms in the alkyl chain, especially fatty acid methyl ester.
  • Nonionic surfactants of the amine oxide type for example N-cocoalkyl-N, N-dimethylamine oxide and N-tallowalkyl-N, N-dihydroxyethylamine oxide and the fatty acid alkanolamides ⁇ may also be suitable:
  • surfactants are so-called gemini surfactants. These are generally understood as meaning those compounds which have two hydrophilic groups per molecule. These groups are usually separated by a so-called “spacer". This spacer is typically a carbon chain that should be long enough for the hydrophilic groups to be spaced sufficiently apart for them to act independently of each other. Such surfactants are generally characterized by an unusually low critical micelle concentration and the ability to greatly reduce the surface tension of the water. However, it is also possible to use gemini-polyhydroxy fatty acid amides or poly-polyhydroxy fatty acid amides. Other surfactant types may have dendrimeric structures.
  • Suitable organic and inorganic builders are salts which are neutral or, in particular, alkaline, which precipitates or precipitates calcium ions and thus preserves ecologically harmless oil-depleted silica-layered silicates of the general formula NaMSi ( X) O (2x + i), where M is sodium or hydrogen, x is a number from 1, 9 to 22, preferably from 1, 9 to 4 and y is a number from 0 to 33, for example Na-SKS-5 (Ct-Na 2 Si 2 O 5 ), Na-SKS-7 (P-Na 2 Si 2 O 5 , natrosilite), Na-SKS-9 (NaHSi 2 O 5 .H 2 O), Na-SKS-10 (NaHSi 2 O 3 * 3H 2 O, kanemite), Na-SKS-11 (t-Na 2 Si 2 0 5) and Na-SKS-13 (NaHSi 2 O 5 ), but especially Na-SKS-6 (5-Na 2 Si 2 O 5 ) and finely crystalline, synthetic
  • non-neutralized or partially neutralized (co) polymeric polycarboxylic acids are suitable. These include the homopolymers of acrylic acid or methacrylic acid or their copolymers with other ethylenically unsaturated monomers such as acrolein, dimethylacrylic acid, ethylacrylic acid, vinylacetic acid, allylacetic acid, maleic acid, fumaric acid, itaconic acid, meth (allylsulfonic acid), vinylsulfonic acid, styrenesulfonic acid, acrylamidomethylpropanesulfonic acid and phosphorous groups
  • Moi materials such as vinyl phosphoric acid allyl phosphoric acid and acrylamidomethyl propane phosphoric acid and its salts, and hydroxyethyl (meth) acrylate sulfate, allyl alcohol sulfate and allyl alcohol phosphates.
  • Preferred (co) polymers have an average molar mass of from 1000 to 100 000 g / mol, preferably from 2000 to 75000 g / mol and in particular from 2000 to 35000 g / mol.
  • the degree of neutralization of the acid groups is advantageously from 0 to 90%, preferably from 10 to 80% and in particular from 30 to 70%.
  • Particularly suitable polymers include homopolymers of acrylic acid and copolymers of (meth) acrylic acid with maleic acid or maleic anhydride.
  • graft polymers of monosaccharides, oligosaccharides, Polysaccharides and modified polysaccharides and animal or vegetable proteins are also suitable.
  • -Wettere suitable polymers are polyaspartic acid or its derivatives in non-or partially neutralized form. Also particularly suitable are graft polymers of acrylic acid, methacrylic acid, maleic acid and other ethylenically unsaturated monomers to salts of polyaspartic acid, as usually obtained in the hydrolysis of the polysuccinimide described above. This can be dispensed with the otherwise necessary addition of acid for the preparation of only partially neutralized form of polyaspartic acid. The amount of polyaspartate is usually chosen so that the degree of neutralization of all incorporated in the polymer carboxyl groups does not exceed 80%, preferably 60%.
  • Disodium dihydrogen phosphate, pentasodium triphosphate, so-called Sodium hexametaphosphate, oligomeric trisodium phosphate with oligomerization amounts in the range of 5 to 1000, especially 5 to 50, and mixtures of sodium and potassium salts.
  • These builders may be contained from 5 to 80 wt .-%, preferably a proportion of 10 to 60 wt .-%.
  • the desired viscosity of the liquid agents can be adjusted by adding water and / or organic solvents or by adding a combination of organic solvents and thickeners.
  • Alcohols having 1 to 4 carbon atoms such as Isopropanol radical and branched butanol, glycerol and mixtures of the alcohols mentioned.
  • More preferred alcohols are polyethylene glycols having a molecular weight less than 2,000.
  • An advantageous mixture of solvents consists of monomeric alcohol, for example ethanol and polyethylene glycol in a ratio of 0.5: 1 to 1, 2: 1.
  • solvents are, for example, triacetin (glycerol triacetate) and 1-methoxy-2-propanol.
  • Preferred thickeners are hardened castor oil, salts of long-chain fatty acids, preferably in amounts of from 0 to 5% by weight and in particular in amounts of from 0.5 to 2% by weight, for example sodium, potassium, aluminum, magnesium and titanium stearates, or the sodium and / or potassium salts of cattle acid, such as Polysacehafts, Hosteseftdefe-X-anthan, GumrGuar guar, agar-agar, alginates and tyloses, carboxymethylcellulose and hydroxyethylcellulose, furthermore higher molecular weight polyethylene glycol mono- and diesters of fatty acids, polyacrylates, polyvinyl alcohol and Polyvinylpyrrolidone and electrolytes such as sodium chloride and ammonium chloride used.
  • cattle acid such as Polysacehafts, Hosteseftdefe-X-anthan, GumrGuar guar, agar-agar, alginates and tyloses,
  • Suitable thickeners are water-soluble polyacrylates which are, for example, cross-linked with about 1% of a polyallyl ether of sucrose and which have a relative molecular mass of more than one million. Examples include under the name Carbopol ® 940 and 941 polymers available.
  • the cross-linked polyacrylates are used in amounts not exceeding 1% by weight, preferably in amounts of from 0.2 to 0.7% by weight.
  • the enzymes optionally contained in agents according to the invention include proteases, amylases, pullulanases, cellulases, cutinases and / or lipases, for example proteases such as BLAP®, Optimase®, Opticlean®, Maxacal®,
  • Maxapem®, Durazym®, Purafect® OxP, Esperase® and / or Savinase®, amylases such as Termamy®, amylase-LT, Maxamyl®, Duramyl®, Purafectel OxAm, cellulases - such as HeHuzyme®r6arezyme®rK A6®-and or the cellulases and / or lipases known from international patent applications WO 96/34108 and WO 96/34092, such as Lipolase®, Lipomax®, Lumafast® and / or Lipozym®.
  • the enzymes used can be adsorbed on carriers and / or embedded in encapsulants, as described, for example, in International Patent Applications WO 92/111347 or WO 94/23005, in order to protect them against premature inactivation. They are preferably present in detergents and cleaners according to the invention in amounts of up to 10% by weight, in particular from 0.05 to 5% by weight, enzymes which are particularly preferably stabilized against oxidative degradation being used.
  • Machine dishwashing detergents according to the invention preferably comprise the customary alkali carriers, for example alkali metal silicates, alkali metal carbonates and / or alkali hydrogen carbonates.
  • Alkali metal silicates may be present in amounts of up ⁇ to ⁇ 4O ⁇ weight ⁇ % 7 in particular 3 to 30 ⁇ Gew7% 7 réelle on the total composition, enthaitef ⁇ etn-DasHn ⁇ rfindungsgernäßeri-Retnistsstoffn preferably alkali carrier system used is a mixture of carbonate and hydrogen carbonate, preferably sodium carbonate and hydrogen carbonate, in an amount of up to 50 wt .-% , preferably 5 to 40 wt .-%, may be included.
  • a further subject of the invention is a machine dishwashing composition containing from 15 to 65% by weight, in particular from 20 to 60% by weight of water-soluble builder component, from 5 to 25% by weight, in particular from 8 to 17% by weight.
  • Oxygen-based bleaching agents respectively; based on the total agent, and 0.1 to 5 wt .-% TADHT.
  • Such an agent is preferably low alkaline, that is its weight percent solution has a pH of 8 to 11, 5, in particular 9 to 11.
  • inventive means for the automatic cleaning of dishes are 20 to 60 wt .-% of water-soluble organic builder, in particular alkali citrate, 3 to 20 wt .-% alkali carbonate and 3 to 40 wt .-% Alkalidisilikat included.
  • silver corrosion inhibitors can be used in dishwashing detergents according to the invention.
  • Preferred silver corrosion inhibitors are organic sulfides such as cystine and cysteine, di- or trihydric phenols, optionally alkyl- or aryl-substituted triazoles such as benzotriazole, isocyanuric acid, titanium, zirconium, hafnium, molybdenum, vanadium or cerium salts and / or complexes.
  • agents foam too much during use, they may still contain up to 6% by weight, preferably about 0.5 to 4% by weight, of a foam-regulating compound, preferably from the group comprising silicones, paraffins, paraffin-alcohol combinations , hydrophobized silicas, Bisfettklareamide and mixtures thereof and other other known commercially available
  • a foam-regulating compound preferably from the group comprising silicones, paraffins, paraffin-alcohol combinations , hydrophobized silicas, Bisfettklareamide and mixtures thereof and other other known commercially available
  • Foam inhibitors are added.
  • the foam inhibitors in particular silicone and / or paraffin-containing foam inhibitors, are bound to a granular, water-soluble or dispersible carrier substance.
  • a granular, water-soluble or dispersible carrier substance In particular, mixtures of paraffins and bis-aryl ethylenediamide are preferred.
  • Other aliphatic propionic agents are, for example, perfume oils.
  • organic solvents which can be used in the compositions according to the invention, in particular if they are in liquid or pasty form, belong Alcohols having 1 to 4 carbon atoms, in particular methanol, ethanol, isopropanol and tert-butanol, diols having 2 to 4 carbon atoms, in particular ethylene glycol and propylene glycol, and mixtures thereof and the derivable from said classes of compounds ethers.
  • Such water-miscible solvents are preferably present in the detergents according to the invention not more than 20% by weight, in particular from 1 to 15% by weight.
  • the compositions of the invention system and environmentally acceptable acids especially citric acid, acetic acid, tartaric acid, malic acid, lactic acid, glycolic acid, succinic acid, glutaric acid and / or adipic acid, but also mineral acids, in particular sulfuric acid or alkali hydrogen sulfates, or bases, in particular ammonium or alkali metal hydroxides.
  • Such pH regulators are preferably not more than 10% by weight, in particular from 0.5 to 6% by weight, in the compositions according to the invention.
  • Suitable preservatives are, for example, phenoxyethanol, formaldehyde solution, pentanediol or sorbic acid.
  • Suitable pearlescing agents are, for example, glycol distearate esters, such as ethylene glycol distearate, but also fatty acid monoglycol esters.
  • Suitable salts or setting agents are, for example, sodium sulfate, sodium carbonate or sodium silicate (water glass).
  • Typical individual examples of further additives include sodium borate, starch, sucrose, polydextrose, RAED, stilbene compounds, methylcellulose, toluenesulfonate, cumene sulfonate, soaps and silicones.
  • compositions according to the invention are preferably in the form of pulverulent, granular or tablet-like preparations which are prepared in a manner known per se, for example by mixing, granulating, roll compacting and / or spray-drying the thermally stable components and admixing the more sensitive components, in particular enzymes, bleaches and the bleach activator can be expected to be produced.
  • Solutions according to the invention in the form of aqueous or other conventional solvent-containing solutions are particularly advantageously prepared by simply mixing the ingredients, which can be added in bulk or as a solution in an automatic mixer.
  • compositions according to the invention in the form of non-dusting, storage-stable free-flowing powders and / or granules with high bulk densities in the range from 800 to 1000 g / l can also be achieved by using the builder components with at least a proportion of liquid mixture components in a first process stage while increasing the bulk density of this premix and subsequently - if desired, after an intermediate drying - the other constituents of the agent, including TADHT, combined with the thus obtained premix.
  • compositions according to the invention in tablet form, the procedure is preferably such that all constituents are mixed together in a mixer and the mixture is compressed by means of conventional tablet presses, for example eccentric presses or rotary presses.
  • a tablet produced in this way has a weight of 1-5 g to 40 g, in particular from 20 g to 30 g; at a diameter of 3-5 mm to 40 mm.
  • Detergents contain any of the conventional additives in amounts commonly found in such compositions. Examples
  • the distance between roller and ring die was set at approximately 0.4 mm, the distance of the wiper blade was adjusted to approximately 4 mm
  • the resulting noodle granules had a temperature of approx.
  • the powder mixture thus prepared was then pressed in a roll compactor (type: Hosokawa-Bepex Pharmapaktor L 200/30 P).
  • the number of revolutions of the rolls was in the range of about 4-8 min -1 and the speed of the plug screw was varied in the range of about 18-25 min -1 in order to obtain a sufficient compaction of the powder
  • the bleaching performance of TADHT powder was investigated in a Linitest apparatus (Messrs. Out) at 40 0 C.
  • a Linitest apparatus (Messrs. Out) at 40 0 C.
  • WMP bleach-free basic detergent
  • Krefeld 0.5 g / l of sodium perborate monohydrate
  • the washing time was 30 min.
  • the bleaching test fabric used was grass and tea on cotton (CS-8 and BC-1, WFK Testgewebe GmbH, Krefeld).
  • the remission difference measured with an Elrepho apparatus, after washing compared to the unwashed fabric was evaluated.
  • the bleaching performance of TADHT powder was investigated in a Linitest apparatus (Messrs. Out) at 60 0 C.
  • a Linitest apparatus (Messrs. Out) at 60 0 C.
  • WMP bleach-free basic detergent
  • Degussa sodium perborate monohydrate
  • the washing time was 30 min.
  • the bleaching test fabric used was red wine and tea on cotton (E114 test fabric (EMPA, CH 1 )) and BC-1, WFK Testgewebe ⁇ GmbH, Krefeld).
  • EMPA E114 test fabric
  • BC-1 WFK Testgewebe ⁇ GmbH, Krefeld
  • the bleach activator according to the invention (prepared according to Example 1) has a better bleaching action than TAED, which represents the state of the art.
  • TADHT 0 32% 72% 101% 116% T TAAEEDD 0 0 74% 85% 87% 89%

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
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Abstract

L'invention concerne des produits nettoyants et détergents qui contiennent un persel ou du peroxyde d'hydrogène, ainsi que 1,3,5-triacétyl-2,4-dioxo-1,3,5-hexahydrotriazine en tant qu'activateur de blanchiment.
PCT/EP2006/007774 2005-08-10 2006-08-05 Produits nettoyants et detergents contenant 1,3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine en tant qu'activateur de blanchiment WO2007017216A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
EP06762992A EP1920041A1 (fr) 2005-08-10 2006-08-05 Produits nettoyants et detergents contenant 1,3,5-triacetyl-2,4-dioxo-1,3,5-hexahydrotriazine en tant qu'activateur de blanchiment
JP2008525451A JP2009504817A (ja) 2005-08-10 2006-08-05 漂白活性化剤として１，３，５−トリアセチル−２，４−ジオキソ−１，３，５−ヘキサ−ヒドロトリアジンを含有する洗剤および清浄剤

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005037761.0 2005-08-10
DE200510037761 DE102005037761A1 (de) 2005-08-10 2005-08-10 Wasch- und Reinigungsmittel enthaltend 1,3,5-Triacetyl-2,4-dioxo-1,3,5-hexahydrotriazin als Bleichaktivator

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WO2007017216A1 true WO2007017216A1 (fr) 2007-02-15

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Country Status (4)

Country Link
EP (1) EP1920041A1 (fr)
JP (1) JP2009504817A (fr)
DE (1) DE102005037761A1 (fr)
WO (1) WO2007017216A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007074063A1 (fr) * 2005-12-22 2007-07-05 Wacker Chemie Ag Procede de production de 1,3,5-triacetyl-2,4-dioxohexahydro-1,3,5-triazine

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0077321A2 (fr) * 1981-10-09 1983-04-20 Leuna-Werke Ag Produit de blanchiment bactéricide, virucide ainsi que fongicide
DD253634A1 (de) * 1986-10-30 1988-01-27 Genthin Waschmittelwerk Bleichmittelkombination

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0077321A2 (fr) * 1981-10-09 1983-04-20 Leuna-Werke Ag Produit de blanchiment bactéricide, virucide ainsi que fongicide
DD253634A1 (de) * 1986-10-30 1988-01-27 Genthin Waschmittelwerk Bleichmittelkombination

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
BECKHAUS, WOLFGANG ET AL: "A new bleaching agent activator: 1,5-diacetyl-2,4-dioxohexahydro-1,3,5- triazine", CHEMISCHE TECHNIK (LEIPZIG, GERMANY) ( 1988 ), 40(11), 423-7 CODEN: CHTEAA; ISSN: 0045-6519, vol. 40, no. 10, October 1988 (1988-10-01), XP009072370 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007074063A1 (fr) * 2005-12-22 2007-07-05 Wacker Chemie Ag Procede de production de 1,3,5-triacetyl-2,4-dioxohexahydro-1,3,5-triazine

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EP1920041A1 (fr) 2008-05-14
DE102005037761A1 (de) 2007-02-15
JP2009504817A (ja) 2009-02-05

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