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
  • C11D1/66—Non-ionic 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
  • C11D1/66—Non-ionic compounds
  • C11D1/835—Mixtures of non-ionic with cationic 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
  • C11D3/02—Inorganic compounds ; Elemental compounds
  • C11D3/04—Water-soluble compounds
  • C11D3/044—Hydroxides or bases
• • 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
  • C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial 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
  • C11D1/38—Cationic compounds
  • C11D1/62—Quaternary ammonium 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
  • C11D1/66—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
  • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
  • C11D1/66—Non-ionic compounds
  • C11D1/75—Amino oxides

Definitions

• the invention relates to a washing or cleaning agent comprising a biocidal quaternary ammonium compound.
• the invention also relates to the use and a method for producing such a washing or cleaning agent.
• adhesion of microorganisms to surfaces is undesirable, especially in pathogenic microorganisms.
• Adherent microorganisms often lead to infections or reinfection in humans, animals and plants.
• problems with bad odors can occur because residual germs multiply when drying, carrying or storing on the laundry and produce bad-smelling metabolites.
• problems with bad odors can occur because residual germs multiply when drying, carrying or storing on the laundry and produce bad-smelling metabolites.
• inside a washing machine itself can be caused by adhering biofilms a bad smell.
• Antimicrobially active compounds and compositions and their use in detergents, cleaners, aftertreatment agents or washing auxiliaries are known in the art. Frequently, the antimicrobial compounds used are quaternary ammonium compounds. For example, from the WO 09/065823 A1 a biocidal textile treatment agent with Didecyldimethylammoniumchlorid known as a biocidal compound.
• Detergents for cleaning textiles are mostly anionic surfactant-containing formulations.
• the incorporation of antimicrobially active, quaternary ammonium compounds in such Formulations leads to undesirable interactions between the anionic surfactants and the quaternary ammonium compounds.
• EP 85448 and WO 03/020036 disclose compositions containing in addition to a biocidal, quaternary ammonium compound additionally an oxo-alcohol.
• amine oxide and potassium salt to be added for stabilization.
• alkoxylated oxo alcohols as nonionic surfactants and KOH as base stable antimicrobial detergent or cleaning agent can be obtained which contain a quaternary ammonium compound as antimicrobially active compound, when further an amine oxide is added.
• the biocidal quaternary ammonium compound is selected from the group comprising alkyltrimethylammonium halides, dialkyldimethylammonium halides, benzalkonium salts, pyridinium salts and mixtures thereof. It is particularly preferred that the biocidal quaternary ammonium compound is a Dialkyldimethylammoniumhalogenid selected from the group comprising di-n-decyl-dimethyl-ammonium chloride, Didecyldimethylammoniumbromid, Dioctyldimethylammoniumchlorid and mixtures thereof.
• biocidal quaternary ammonium compounds are effective against viruses, bacteria, mold or yeasts that adhere to textiles.
• alkoxylated oxo-alcohol an ethoxylated C 11 -Oxo-alcohol, an ethoxylated C 13 -oxo-alcohol, an ethoxylated C 12 -C 15 -Oxo-alcohol, an ethoxylated C 13 -C 15 - Oxo-alcohol, ethoxylated C 14 -C 15 -Oxo-alcohol or a mixture of one more of these ethoxylated oxo-alcohols.
• alkoxylated oxo alcohols have a particularly favorable foaming and wetting properties for use in a liquid washing or cleaning agent.
• the washing or cleaning agent has a pH in the range of 7.5 to 10.5.
• a pH in this range leads to liquid washing or cleaning agents with particularly good washing or cleaning performance.
• the liquid detergent or cleaning agent in addition to an amine oxide up to 10 wt .-%, based on the total amount of liquid detergent or cleaning agent, alkoxylated fatty alcohol.
• the detergent is free of alkoxylated fatty alcohols.
• the addition of an amine oxide also makes it possible to incorporate optical brighteners stably into the liquid detergents or cleaners.
• the liquid washing or cleaning agent in addition to an amine oxide up to 2 wt .-%, based on the total amount of liquid detergent or cleaning agent, an optical brightener.
• washing or cleaning agent further contains a boric acid and / or boron salt.
• detergents or cleaners have a higher antimicrobial performance, in particular with respect to fungi, than otherwise identical detergents or cleaners without the addition of boric acid and / or boron salt.
• the invention also relates to the use of a washing or cleaning agent according to the invention in the washing, cleaning and / or pretreatment of textile fabrics.
• the invention relates to the use of a combination of a potassium salt and an alkoxylated oxo-alcohol for stabilizing a quaternary ammonium compound in the matrix of a liquid detergent or cleaning agent.
• the invention also provides a process for the preparation of a washing or cleaning agent having a pH in the range from 7.5 to 10.5, comprising a biocidal quaternary ammonium compound and an alkoxylated oxo-alcohol, in which KOH is used to adjust the pH. Value and / or neutralization of acids is used.
• the washing or cleaning agent necessarily contains a biocidal quaternary ammonium compound, a potassium salt, an alkoxylated oxo alcohol and further an amine oxide.
• the liquid detergent or cleaning agent contains a biocidal quaternary ammonium compound.
• the suitable as biocidal agents quaternary ammonium compounds (QAC) have the general formula (R 1 ) (R 2 ) (R 3 ) (R 4 ) N + X - , in which R 1 to R 4 identical or different C 1 -C 22 -alkyl radicals, C 7 -C 28 -aralkyl radicals or heterocyclic radicals, where two or, in the case of an aromatic inclusion as in pyridine, even three radicals together with the nitrogen atom form the heterocycle, for example a pyridinium or imidazolinium compound, and Halide ions, sulfate ions, hydroxide ions or similar anions.
• QACs can be prepared by reacting tertiary amines with alkylating agents, such as, for example, methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
• alkylating agents such as, for example, methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
• alkylating agents such as, for example, methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
• alkylating agents such as, for example, methyl chloride, benzyl chloride, dimethyl sulfate, dodecyl bromide, but also ethylene oxide.
• the alkylation of tertiary amines with a long alkyl radical and two methyl groups succeeds particularly easily, and the quaternization of tertiary
• Suitable QACs are, for example, benzalkonium chloride (N-alkyl-N, N-dimethylbenzyl-ammonium chloride, CAS No. 8001-54-5 Benzalkone B ( m, p -dichlorobenzyl-dimethyl-C 12 -alkylammonium chloride, CAS No. 58390-78-6 ), Benzoxonium chloride (benzyldodecyl-bis (2-hydroxyethyl) ammonium chloride), cetrimonium bromide (N-hexadecyl-N, N, N-trimethyl-ammonium bromide, CAS No.
• benzalkonium chloride N-alkyl-N, N-dimethylbenzyl-ammonium chloride, CAS No. 8001-54-5
• Benzalkone B m, p -dichlorobenzyl-dimethyl-C 12 -alkylammonium chloride, CAS
• Benzethonium chloride N, N-dimethyl-N- [2- [2- [p- (1,1,3,3-tetramethylbutyl) phenoxy] ethoxy] ethyl] benzyl ammonium chloride, CAS No. 121-54-0 ), Dialkyldimethylammonium chlorides such as didecyldimethylammonium chloride ( CAS No. 7173-51-5 ) Didecyldimethylammonium bromide ( CAS No. 2390-68-3 ), Dioctyldimethylammonium chloride, 1-cetylpyridinium chloride ( CAS No. 123-03-5 ) and thiazolium iodides and mixtures thereof.
• Particularly preferred QACs are dialkyldimethylammonium chlorides, in particular didecyldimethylammonium chloride, N-octadecyl-N, N, N-trimethylammonium chloride, N-hexadecyl-N, N, N-trimethylammonium chloride and the benzalkonium chlorides having C 8 -C 18 -alkyl radicals, in particular C 12 -C 14 alkylbenzyl dimethyl ammonium chloride.
• Another preferred biocidal compound is methyl N- (2-hydroxyethyl) -N, N-di (caprocyloxyethyl) ammonium methosulfate. Apart from the fact that these biocidal compounds effectively act against numerous microorganisms, the cationic compounds attract particularly well on cotton-containing fabrics and blended fabrics.
• dialkyldimethylammonium halides the benzalkonium halides and / or substituted benzalkonium halides are, for example, commercially available as Bardac® or Barquat® ex Lonza, Marquat® ex Mason, Variquat® ex Evonik Industries and Hyamine® ex Lonza.
• the biocidal quaternary ammonium compound is used in an amount of from 0.1% by weight to 20% by weight, preferably from 0.5% by weight to 10% by weight and more preferably from 1% by weight to 5% by weight .-%, in each case based on the total amount of liquid detergents or cleaning agents used. It is particularly preferred from a toxicological and ecological point of view that the amount of biocidal quaternary ammonium compound is less than 3% by weight.
• the liquid detergent or cleaning agent contains an alkoxylated oxo-alcohol.
• Oxo-alcohols are primary, partially branched higher alcohols, which are obtained by oxo-synthesis.
• oxo-aldehydes are first prepared by means of hydroformylation, which is then converted by catalytic hydrogenation into the corresponding oxo alcohols.
• the alkoxylated oxo alcohols are preferably ethoxylated and / or propoxylated, with ethoxylated oxo alcohols preferably being used. It is particularly preferred that the ethoxylated oxo-alcohol is an ethoxylated C 11 -oxo alcohol, an ethoxylated C 13 -oxo alcohol, an ethoxylated C 12 -C 15 -oxo alcohol, an ethoxylated C 13 -C 15 -oxo Alcohol, ethoxylated C 14 -C 15 oxo alcohol or a mixture of one or more of these ethoxylated oxo alcohols.
• the degree of ethoxylation is preferably 3 EO, 4 EO, 5 EO, 6 EO, 7 EO, 8 EO, 10 EO, 11 EO or 30 EO.
• the degrees of ethoxylation given represent statistical means which, for a particular product, may be an integer or a fractional number.
• the alkoxylated oxo-alcohol used is an ethoxylated C 13 -C 15 -Oxo-alcohol with 7 EO.
• the content of alkoxylated oxo alcohols in the liquid washing or cleaning agent is preferably from 1 to 17% by weight, preferably from 2 to 12% by weight and in particular from 3 to 10% by weight, based in each case on the total liquid washing or cleaning agent. or detergent.
• the liquid washing or cleaning agent contains a potassium salt.
• the liquid washing or cleaning agent contains at least one potassium salt, because KOH is used instead of NaOH to adjust the pH and / or to neutralize acidic components, such as citric acid, boric acid or phosphonic acid.
• the liquid washing or cleaning agent preferably comprises potassium citrate and / or potassium borate as the potassium salt.
• a mandatory, another ingredient is an amine oxide.
• Amine oxides belong to the nonionic surfactants and preferably usable amine oxides are, for example, N-cocoalkyl-N, N-dimethylamine oxide, N-tallowalkyl-N, N-dihydroxyethylamine oxide, myristylcetyldimethylamine oxide or lauryldimethylamine oxide.
• the amount of amine oxide is preferably up to 5 wt .-%, more preferably between 0.5 and 3 wt .-% and particularly preferably between 1 and 2 wt .-%, each based on the total amount of liquid detergent or cleaning agent.
• the washing or cleaning agent may contain other ingredients that further improve the performance and / or aesthetic properties of the detergent or cleaning agent.
• the washing or cleaning agent preferably additionally contains one or more substances from the group of nonionic surfactants, builders, bleaching agents, bleach catalysts, bleach activators, enzymes, electrolytes, nonaqueous solvents, pH adjusters, perfume compositions, perfume carriers, fluorescers, dyes , Hydrotropes, foam inhibitors, silicone oils, soil release polymers, grayness inhibitors, shrinkage inhibitors, anti-crease agents, dye transfer inhibitors, other antimicrobial agents, germicides, fungicides, antioxidants, preservatives, corrosion inhibitors, antistatics, bittering agents, ironing aids, repellents and impregnants, swelling and anti-seizing agents , plasticizing components and UV absorbers.
• Particularly preferred additional ingredients are nonionic surfactants, builders, enzymes, electrolytes, nonaqueous solvents, pH modifiers, perfume compositions, fluorescers, dyes, hydrotopes, foam inhibitors, soil release polymers, preservatives, grayness inhibitors, dye transfer inhibitors, UV absorbers, and mixtures thereof.
• An advantage of using an amine oxide is that the presence of the aminonoxide stabilizes the liquid matrix of the detergent or cleaning agent such that the presence of alkoxylated fatty alcohols is tolerated.
• the liquid detergent or cleaning agent in addition to an amine oxide up to 10 wt .-%, based on the total amount of liquid detergent or cleaning agent, of an ethoxylated fatty alcohol.
• the alkoxylated fatty alcohols used are, in particular, primary alcohols having preferably 8 to 18 C atoms and, on average, 1 to 12 mol of ethylene oxide (EO) per mole of alcohol.
• EO ethylene oxide
• alcohol ethoxylates with linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example of coconut, palm, tallow or oleyl alcohol, and on average 2 to 8 EO per mole of alcohol are preferred.
• the preferred ethoxylated alcohols include, for example, C 12-14 alcohols with 3 EO, 4 EO or 7 EO, C 12-18 alcohols with 3 EO, 5 EO or 7 EO and mixtures of these.
• the degrees of ethoxylation given represent statistical means which, for a particular product, may be an integer or a fractional number.
• Preferred alcohol ethoxylates have a narrow homolog distribution (narrow range ethoxylates, NRE).
• fatty alcohols with more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO.
• Alkoxylated fatty alcohols which contain EO and PO groups together in the molecule can also be used according to the invention.
• washing or cleaning agent contains a C 12-18 fatty alcohol with 7 EO as alkoxylated fatty alcohol.
• the liquid washing or cleaning agent is free of alkoxylated fatty alcohols, as these lead to a slight turbidity of the liquid detergent or cleaning agent and thereby for some users to a less aesthetically pleasing product.
• Another advantage of using an amine oxide is that the presence of the aminonoxide stabilizes the liquid matrix of the detergent or cleaning agent such that optical brighteners can be incorporated.
• the liquid detergent or cleaning agent up to 2 wt .-%, based on the total amount of liquid detergent or cleaning agent, an optical brightener.
• Suitable optical brighteners include, for example, compounds from the classes of bisstyrylbenzenes, stilbenes, benzoxazoles, coumarins, pyrenes and naphthalenes.
• Commercially available optical brighteners are sold under the trademarks Tinopal®, Uvitex® (both from Ciba Specialty Chemicals), Ultraphor® (BASF SE) and Blankophor® (Bayer).
• optical brighteners include disodium 4,4'-bis (2-morpholino-4-anilino-s-triazin-6-ylamino) stilbene disulfonate, disodium 2,2'-bis (phenyl-styryl) disulfonate, 4 , 4'-bis [(4-anilino-6- [bis (2-hydroxyethyl) amino] -1,3,5-triazin-2-yl) amino] stilbene-2,2'-disulphonic acid, hexanatriene-2, 2 '- [vinylenbis [(3-sulphonato-4,1-phenylene) imino [6- (diethylamino) -1,3,5-triazine-4,2-diyl] imino]] bis- (benzene-1,4 disulfonate), 2,2 '- (2,5-thiophenediyl) bis [5-1,1-dimethylethyl] benzoxazole,
• boric acid or a salt of boric acid is another preferred ingredient.
• the liquid washing or cleaning agent contains a salt of boric acid, it is particularly preferred that it be the kaluim salt, ie potassium borate.
• boric acid or a salt of boric acid leads to an increase in the antimicrobial performance of the liquid detergent or cleaning agent. In particular, the antimicrobial performance against fungi is increased, with a particular performance increase over Candida albicans can be observed.
• the washing or cleaning agents according to the invention preferably contain water as the main solvent.
• a washing or cleaning agent is carried out by means of customary and known methods and processes.
• the ingredients of the detergents, cleaners can be simply mixed in stirred tanks, wherein water, the acidic components, if any, such as citric acid, boric acid, phosphonic acid, etc., and the alkoxylated oxo alcohols are conveniently presented.
• the nonaqueous solvents, if present, are preferably also added at this time, but the addition may be made at a later time.
• the acidic components are neutralized with KOH and the biocidal quaternary ammonium compound is added.
• the further ingredients are preferably added in portions. If the washing or cleaning agent additionally contains a thickener, this is dissolved in water at the very beginning of the process and then preswollen, and then the acidic components and the alkoxylated oxo alcohols are then added to this mixture.
• Table 1 shows the compositions of the comparative formulations V1 to V6 and E1 and the composition of the washing or cleaning agent E2 according to the invention (all amounts are given in% by weight of active compound based on the composition): Table 1 V1 V2 V3 V4 V5 V6 E1 E2 C 12-18 fatty alcohol with 7 EO 9 - 9 9 4.5 4.5 - 4.5 C 13-15 oxo-alcohol with 7 EO - 9 - - 4.5 4.5 9 4.5 C 12-14 alkyldimethylamine oxide - - - 2 - - - 2 Didecyldimethylammoniumchlorid 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5 2.5
• the bactericidal activity of washing or cleaning agents E1 and E2 was determined against Staphylococcus aureus and Pseudomonas aeruginosa and the fungicidal activity against Candida albicans . Under the conditions tested (concentration of the agent 0.5 and 1% by weight, contact time: 60 minutes, temperature: 20 ° C) a reduction in the bacterial efficacy was at least a factor of 10 5 and the fungicidal test effectiveness factor of at least 10 4 observed.
• optical brighteners can be stably incorporated into liquid detergents or cleaners containing the biocidal quaternary ammonium compound.

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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)
• Inorganic Chemistry (AREA)
• Detergent Compositions (AREA)
• Agricultural Chemicals And Associated Chemicals (AREA)

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• 2010
  • 2010-10-28 DE DE102010043066A patent/DE102010043066A1/de not_active Withdrawn
• 2011
  • 2011-10-21 HU HUE11776733A patent/HUE033201T2/hu unknown
  • 2011-10-21 PL PL11776733T patent/PL2633019T3/pl unknown
  • 2011-10-21 WO PCT/EP2011/068402 patent/WO2012055775A1/de not_active Ceased
  • 2011-10-21 EP EP11776733.5A patent/EP2633019B1/de active Active
  • 2011-10-21 ES ES11776733.5T patent/ES2613983T3/es active Active
• 2013
  • 2013-04-25 US US13/870,211 patent/US20130237470A1/en not_active Abandoned

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