EP3118297A1 - Produit de nettoyage et de lavage comprenant des liaisons contenant du bor et agent de conservation - Google Patents
Produit de nettoyage et de lavage comprenant des liaisons contenant du bor et agent de conservation Download PDFInfo
- Publication number
- EP3118297A1 EP3118297A1 EP16154051.3A EP16154051A EP3118297A1 EP 3118297 A1 EP3118297 A1 EP 3118297A1 EP 16154051 A EP16154051 A EP 16154051A EP 3118297 A1 EP3118297 A1 EP 3118297A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- substituted
- unsubstituted
- acid
- agents
- groups
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
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- 238000005406 washing Methods 0.000 title claims description 21
- 239000012459 cleaning agent Substances 0.000 title claims description 13
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 title abstract description 8
- 229910052796 boron Inorganic materials 0.000 title abstract description 8
- 239000003599 detergent Substances 0.000 claims abstract description 38
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- 230000000694 effects Effects 0.000 claims abstract description 12
- -1 2-aminoethoxy group Chemical group 0.000 claims description 59
- 239000000203 mixture Substances 0.000 claims description 39
- 239000003795 chemical substances by application Substances 0.000 claims description 38
- 238000004140 cleaning Methods 0.000 claims description 15
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 14
- 238000000034 method Methods 0.000 claims description 14
- 229960005323 phenoxyethanol Drugs 0.000 claims description 14
- 125000003118 aryl group Chemical group 0.000 claims description 13
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- 239000003112 inhibitor Substances 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 8
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- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 6
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- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims description 5
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- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
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- 239000007787 solid Substances 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
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- 239000003963 antioxidant agent Substances 0.000 claims description 2
- 239000002216 antistatic agent Substances 0.000 claims description 2
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 2
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 2
- 239000007844 bleaching agent Substances 0.000 claims description 2
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- 238000010409 ironing Methods 0.000 claims description 2
- 239000005871 repellent Substances 0.000 claims description 2
- 230000002940 repellent Effects 0.000 claims description 2
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- 125000001544 thienyl group Chemical group 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 abstract description 12
- 239000004327 boric acid Substances 0.000 abstract description 6
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 abstract description 5
- 125000005620 boronic acid group Chemical class 0.000 abstract description 3
- 230000002708 enhancing effect Effects 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 description 17
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 12
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- 229940088598 enzyme Drugs 0.000 description 10
- 150000007513 acids Chemical class 0.000 description 8
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- 125000001424 substituent group Chemical group 0.000 description 8
- JCAYXDKNUSEQRT-UHFFFAOYSA-N 2-aminoethoxyboronic acid Chemical compound NCCOB(O)O JCAYXDKNUSEQRT-UHFFFAOYSA-N 0.000 description 7
- 239000004372 Polyvinyl alcohol Substances 0.000 description 7
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 7
- 125000004432 carbon atom Chemical group C* 0.000 description 7
- 239000011248 coating agent Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 229920002451 polyvinyl alcohol Polymers 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 125000005842 heteroatom Chemical group 0.000 description 6
- 230000000845 anti-microbial effect Effects 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- 241000894006 Bacteria Species 0.000 description 4
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 4
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000004851 dishwashing Methods 0.000 description 4
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000002736 nonionic surfactant Substances 0.000 description 4
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 150000003254 radicals Chemical class 0.000 description 4
- 239000000344 soap Substances 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 108010065511 Amylases Proteins 0.000 description 3
- 102000013142 Amylases Human genes 0.000 description 3
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 239000004367 Lipase Substances 0.000 description 3
- 108090001060 Lipase Proteins 0.000 description 3
- 102000004882 Lipase Human genes 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 235000019418 amylase Nutrition 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
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- 150000004665 fatty acids Chemical class 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 150000002367 halogens Chemical class 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 235000019421 lipase Nutrition 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 229920000058 polyacrylate Polymers 0.000 description 3
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 3
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 description 2
- VUWCWMOCWKCZTA-UHFFFAOYSA-N 1,2-thiazol-4-one Chemical class O=C1CSN=C1 VUWCWMOCWKCZTA-UHFFFAOYSA-N 0.000 description 2
- HLZKNKRTKFSKGZ-UHFFFAOYSA-N 1-Tetradecanol Natural products CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- GUUULVAMQJLDSY-UHFFFAOYSA-N 4,5-dihydro-1,2-thiazole Chemical class C1CC=NS1 GUUULVAMQJLDSY-UHFFFAOYSA-N 0.000 description 2
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 2
- 102100032487 Beta-mannosidase Human genes 0.000 description 2
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 description 2
- 235000013162 Cocos nucifera Nutrition 0.000 description 2
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- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 2
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
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- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 2
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- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
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- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 229960000541 cetyl alcohol Drugs 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
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- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
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- QDTJETFCBPOSSV-UHFFFAOYSA-N (3-bromothiophen-2-yl)boronic acid Chemical compound OB(O)C=1SC=CC=1Br QDTJETFCBPOSSV-UHFFFAOYSA-N 0.000 description 1
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- 229960000790 thymol Drugs 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Images
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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/166—Organic compounds containing borium
-
- 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
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2068—Ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2086—Hydroxy carboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/34—Organic compounds containing sulfur
- C11D3/349—Organic compounds containing sulfur additionally containing nitrogen atoms, e.g. nitro, nitroso, amino, imino, nitrilo, nitrile groups containing compounds or their derivatives or thio urea
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
Definitions
- the present invention relates to the use of boron-containing compounds, in particular boric acid, boronic acids and compounds derived therefrom and salts thereof, for enhancing the effect of a preservative in detergents and cleaners.
- Liquid detergents are becoming increasingly important in the marketplace. Unlike solid detergents, liquid detergents often contain preservatives to kill existing microorganisms in the detergent. Otherwise, it may be due to existing microorganisms, for example, mold or phase separation, whereby the detergent would no longer be used by the consumer. Since preservatives are antimicrobial biocides, the aim is to use them in the smallest possible amounts. High concentrations of this are usually associated with low ecological compatibility.
- the boron-containing compounds according to the invention in particular boric acid, boronic acids and compounds derived therefrom and salts thereof, can enhance the effect of preservatives and therefore make it possible to reduce their amount in the compositions without fear of loss of activity have to.
- the present invention is therefore directed to the use of a compound of the formula (I) in which R 1 and R 2 are each independently selected from -OH, -Cl, -F, -Br, substituted or unsubstituted C 1-8 alkyl or alkenyl groups, substituted or unsubstituted C 1-8 heteroalkyl or heteroalkenyl groups, substituted or unsubstituted Aryl groups and substituted or unsubstituted heteroaryl groups, to enhance the effect of a preservative in detergents and cleaners.
- R 1 and R 2 are each independently selected from -OH, -Cl, -F, -Br, substituted or unsubstituted C 1-8 alkyl or alkenyl groups, substituted or unsubstituted C 1-8 heteroalkyl or heteroalkenyl groups, substituted or unsubstituted Aryl groups and substituted or unsubstituted heteroaryl groups, to enhance the effect of a preservative in detergent
- the present invention is directed to a washing or cleaning agent containing at least one of the above-described boron-containing compounds of the formula (I) and at least one preservative.
- the present invention is further directed to the use of such a laundry or cleaning composition for laundering textiles or cleaning solid surfaces.
- the present invention is directed to a process for cleaning textiles or hard surfaces, characterized in that in at least one process step, a washing or cleaning agent as described herein is used.
- compositions described herein include all conceivable types of detergents or cleaners, both concentrates and neat agents, for use on a commercial scale, in the washing machine or in hand washing or cleaning.
- detergents for textiles, carpets, or natural fibers, for which the term detergent is used.
- washing and cleaning agents in the invention also include washing aids which are added to the actual detergent in the manual or machine textile laundry to achieve a further effect.
- detergents and cleaners in the context of the invention also include textile pretreatment and post-treatment agents, ie those agents with which the laundry item is brought into contact before the actual laundry, for example, to dissolve stubborn soiling, and also such agents that give the laundry further desirable properties such as comfortable grip, crease resistance or low static charge in one of the actual textile laundry.
- the fabric softeners are calculated.
- At least one refers to 1 or more, for example, 1, 2, 3, 4, 5, 6, 7, 8, 9 or more.
- the present invention is directed to the use of compounds derived from boric acid or boronic acid as boosters of the effect of preservatives in detergents and cleaners.
- R 1 and R 2 are each independently selected from -OH, -Cl, -F, -Br, substituted or unsubstituted C 1-8 alkyl or alkenyl groups, substituted or unsubstituted C 1-8 heteroalkyl or heteroalkenyl groups, substituted or unsubstituted Aryl groups and substituted or unsubstituted heteroaryl groups.
- Substituted as used in connection with alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, and heteroaryl groups, for which R 1 and R 2 may each be independently, means that the corresponding group contains one or more Substituents are substituted, each independently selected from the group consisting of -OR ', -COOR', -NR'R ", -CONR'R", -NR “COR ', -NO 2 , -CN, halogen, C 6-14 aryl, C 2-14 heteroaryl containing 1 to 5 heteroatoms selected from O, N and S, C 3-10 cycloalkyl and C 2-10 heteroalicyclyl containing 1 to 5 heteroatoms selected from O, N and S.
- aryl, heteroaryl, cycloalkyl and heteroalicyclyl groups in turn may also be selected with one or more substituents selected from the group consisting of -OR ', -COOR', -NR ' R ", -NO 2 , -CN, halogen, unsubstituted C 1-10 alkyl, unsubstituted C 2-10 alkenyl and unsubstituted C 2-10 alkynyl R 'and R" are each independently selected from H, unsubstituted C 1-10 alkyl, unsubstituted C 2-10 alkenyl, unsubstituted C 2-10 alkynyl, unsubstituted C 6-14 aryl, unsubstituted C 2-14 heteroaryl, unsubstituted C 3-10 cycloalkyl, unsubstituted C 2-10 heteroalicyclyl, alkylaryl, arylalkyl , Heteroarylalkyl and alkylhe
- Alkyl refers to linear or branched alkyl groups such as methyl, ethyl, n -propyl, iso -propyl, n -butyl, n -pentyl, n -hexyl, n -heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl and n-dodecyl and the linear C 14 , C 16 and C 18 alkyl radicals.
- the alkyl radicals are short chain C 1-8 alkyl radicals, especially unsubstituted, linear C 1-8 alkyl radicals.
- the alkyl radicals may be substituted or unsubstituted, but are preferably unsubstituted. In particular, when substituted, the substituents are selected from the group of substituents described above.
- Heteroalkyl refers to alkyl radicals as defined above in which at least one carbon atom is replaced by a heteroatom, especially N or O, more preferably O.
- the alkenyl radicals may be substituted or unsubstituted, but are preferably unsubstituted. In particular, when substituted, the substituents are selected from the group of substituents described above.
- Heteroalkenyl refers to alkenyl radicals as defined above in which at least one carbon atom is replaced by a heteroatom, especially N or O, more preferably O.
- Aryl refers to aromatic groups which may have at least one aromatic ring, but also multiple condensed rings, such as phenyl, naphthyl, anthracenyl, and the like.
- the aryl radicals can be substituted or unsubstituted be. When substituted, the substituents are selected from the group described above.
- Heteroaryl refers to aryl radicals as defined above in which at least one carbon atom is replaced by a heteroatom, in particular N, S or O, more preferably O.
- Halogen refers to fluorine, chlorine, bromine and iodine.
- Cycloalkyl refers to non-aromatic, cyclic hydrocarbons, especially cyclic alkyl or alkenyl radicals as defined above, e.g. Cyclopentyl, cyclohexyl and cyclohexenyl radicals. When substituted, the substituents are selected from the group described above.
- Heteroalicyclyl refers to cycloalkyl radicals as defined above in which at least one carbon atom is replaced by a heteroatom, especially N, S or O, more preferably O.
- R 1 is -OH and R 2 is selected from substituted or unsubstituted C 1-8 alkyl groups, preferably C 1-4 alkyl groups. Most preferred are compounds in which R 2 is a 2-aminoethoxy group.
- R 1 is -OH and R 2 is selected from substituted or unsubstituted aryl groups and substituted or unsubstituted heteroaryl groups, preferably from substituted or unsubstituted phenyl groups or substituted or unsubstituted naphthyl groups or substituted or unsubstituted thienyl groups.
- Particularly preferred examples of compounds of the formula (I) are ortho, meta or para-substituted phenylboronic acids and their salts and esters. Particular mention may be made of: 2-thienylboronic acid, 3-thienylboronic acid, (2-acetamidophenyl) boronic acid, 2-benzofuranylboronic acid, 1-naphthylboronic acid, 2-naphthylboronic acid, 2-formylphenylboronic acid, 3-formylphenylboronic acid, 4-formylphenylboronic acid, 4-dibenzofuranylboronic acid, 5-methyl 2 thienylboronic acid, 2-furanylboronic acid, 3-furanylboronic acid, 4,4'-biphenyldiboronic acid, 6-hydroxy-2-naphthylboronic acid, 4- (methylthio) phenylboronic acid, 4- (trimethylsilyl) phenylboronic acid, 3-bromo-2-thi
- the boron-containing compounds described above are used in an amount of 0.01-5% by weight, preferably 0.01-2% by weight, in detergent formulations, based on the total weight of the respective formulation.
- the present invention is further directed to a laundry or cleaning composition containing at least one boric acid or boronic acid compound of the formula (I) as defined herein and at least one preservative.
- Suitable preservatives are known in the art and can be selected, for example, from alcohols, aldehydes, antimicrobial acids and / or their salts, carboxylic esters, acid amides, phenols, phenol derivatives, diphenyls, diphenylalkanes, urea derivatives, oxygen, nitrogen acetals and formals, Benzamidines, isothiazoles and their derivatives such as isothiazolines and isothiazolinones, phthalimide derivatives, pyridine derivatives, antimicrobial surface-active compounds, guanidines, antimicrobial amphoteric compounds, quinolines, 1,2-dibromo-2,4-dicyanobutane, iodo-2-propynyl-butyl-carbamate, iodine , iodophores and peroxides.
- Preferred antimicrobial agents are preferably selected from the group comprising 2-phenoxyethanol, undecylenic acid, lactic acid, benzoic acid, salicylic acid, thymol, 2-benzyl-4-chlorophenol, 2,2'-methylenebis (6-bromo-4-chlorophenol) , 2,4,4'-trichloro-2'-hydroxydiphenyl ether, N- (4-chlorophenyl) -N- (3,4-dichlorophenyl) -urea, N, N '- (1,10-decanediyldi-1-pyridinyl 4-ylidene) bis (1-octanamine) dihydrochloride, N, N'-bis (4-chlorophenyl) -3,12-diimino-2,4,11,13-tetraazatetradecane diimidamide, antimicrobial quaternary surface active compounds, guanidines.
- preservatives are selected from 2-phenoxyethanol, salicylic acid, quaternary surfactants (in particular benzalkonium chloride) and isothiazoles and derivatives thereof, such as isothiazolines and isothiazolinones. Most preferred is 2-phenoxyethanol.
- the preservatives described above are used in an amount of 0.0001-2% by weight, preferably in an amount of 0.001-1% by weight in detergent formulations, based on the total weight of the respective formulation. Since the combination of the boron-containing compound of formula (I) the effect the preservative, the amount of preservatives compared to conventional formulations can be reduced without adversely affecting the preservative properties.
- the washing or cleaning agent may further contain other ingredients that further improve the performance and / or aesthetic properties of the detergent or cleaning agent.
- the washing or cleaning agent contains at least one or preferably several substances from the group of enzymes, surfactants, bleaching agents, complexing agents, builders, electrolytes, nonaqueous solvents, pH adjusters, perfumes, perfume carriers, fluorescers, dyes, hydrotropes, Foam inhibitors, silicone oils, anti-redeposition agents, graying inhibitors, anti-shrinkage agents, anti-crease agents, color transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, corrosion inhibitors, antistatic agents, bittering agents, ironing aids, repellents and impregnating agents, swelling and anti-slip agents, plasticizing components and UV absorbers.
- the washing or cleaning agent preferably contains at least one surfactant.
- Suitable surfactants are, in particular, anionic surfactants, nonionic surfactants and mixtures thereof, but also cationic, zwitterionic and amphoteric surfactants.
- the agent comprises at least one alkylbenzenesulfonate.
- alkylbenzenesulfonates are preferably selected from linear or branched alkylbenzenesulfonates of the formula in which R 'and R "are independently H or alkyl and together contain 9 to 19, preferably 9 to 15 and in particular 9 to 13 C atoms
- R 'and R "are independently H or alkyl and together contain 9 to 19, preferably 9 to 15 and in particular 9 to 13 C atoms
- a particularly preferred representative is sodium dodecylbenzylsulfonate.
- the agents may comprise at least one alkyl ether sulfate.
- Preferred alkyl ether sulfates are those of the formula R 1 is -O- (AO) n -SO 3 - X + (III).
- R 1 is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, more preferably a fatty alcohol radical.
- Preferred radicals R 1 are selected from decyl, undecyl, dodecyl, tridecyl, Tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl and mixtures thereof, wherein the even number of C atoms are preferred.
- radicals R 1 are derived from C 12 -C 18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or C 10 -C 20 oxo alcohols.
- AO represents an ethylene oxide (EO) or propylene oxide (PO) moiety, preferably an ethylene oxide moiety.
- the index n stands for an integer from 1 to 50, preferably from 1 to 20 and especially from 2 to 10. Most preferably, n stands for the numbers 2, 3, 4, 5, 6, 7 or 8.
- X stands for a monovalent cation or the nth part of an n-valent cation, the alkali metal ions are preferred, and Na + or K + including Na, with Na + being extremely preferred.
- Other cations X + may be selected from NH 4 + , 1 ⁇ 2Zn 2+ , 1 ⁇ 2Mg 2+ , 1 ⁇ 2Ca 2+ , 1 ⁇ 2Mn 2+ , and mixtures thereof.
- the stated degree of ethoxylation represents a statistical average that may be an integer or a fractional number for a particular product.
- R 2 is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, particularly preferably a fatty alcohol radical.
- Preferred radicals R 2 are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, Nonadecyl, eicosyl and mixtures thereof, wherein the even number of C atoms are preferred.
- radicals R 2 are derived from C 12 -C 18 -fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or C 10 -C 20 -oxo alcohols.
- AO represents an ethylene oxide (EO) or propylene oxide (PO) moiety, preferably an ethylene oxide moiety.
- EO ethylene oxide
- PO propylene oxide
- m is an integer from 1 to 50, preferably from 1 to 20 and especially from 2 to 10. Most preferably, m is the numbers 2, 3, 4, 5, 6, 7 or 8.
- nonionic surfactants which may be included in the described compositions within the meaning of the present invention include, but are not limited to, alkyl glycosides, alkoxylated fatty acid alkyl esters, amine oxides, fatty acid alkanolamides, hydroxy mixed ethers, sorbitan fatty acid esters, polyhydroxy fatty acid amides, and alkoxylated alcohols.
- the amount of surfactants based on the weight of the agent is 1 to 40 wt.%, Preferably 2 to 30 wt.%, More preferably 5 to 30 wt.%, Most preferably 12 to 27 wt. ,
- Preferred detergents are therefore characterized in that they-based on their weight-0.25 to 15 wt .-%, preferably 0.5 to 12.5 wt .-%, more preferably 1 to 10 wt .-%, even further preferably from 1.5 to 7.5% by weight and in particular from 2 to 6% by weight of soap (s).
- Particularly preferred are soaps of C 12 -C 18 fatty acids.
- the agent preferably contains at least one enzyme.
- all the enzymes established in the prior art for this purpose can be used in this regard.
- it is one or more enzymes that can develop a catalytic activity in a detergent, in particular an amylase, lipase, cellulase, hemicellulase, mannanase, pectin-splitting enzyme, tannase, xylanase, xanthanase, ß-glucosidase, carrageenase, perhydrolase , Oxidase, oxidoreductase and their mixtures.
- Preferred hydrolytic enzymes include in particular Amylases, in particular ⁇ -amylases, cellulases, lipases, hemicellulases, in particular pectinases, mannanases, ⁇ -glucanases, and mixtures thereof. Particularly preferred are amylases and / or lipases and mixtures thereof. These enzymes are basically of natural origin; Starting from the natural molecules, improved variants are available for use in detergents or cleaning agents, which are preferably used accordingly.
- the enzymes to be used may also be formulated together with accompanying substances, for example from the fermentation, or with stabilizers.
- Suitable builders which may be present in the composition are, in particular, silicates, aluminum silicates (in particular zeolites), carbonates, salts of organic di- and polycarboxylic acids and mixtures of these substances.
- Organic builders which may be present in the composition are, for example, the polycarboxylic acids which can be used in the form of their sodium salts, polycarboxylic acids meaning those carboxylic acids which carry more than one acid function.
- these are citric acid, adipic acid, succinic acid, glutaric acid, malic acid, tartaric acid, maleic acid, fumaric acid, sugar acids, aminocarboxylic acids, and mixtures of these.
- Preferred salts are the salts of polycarboxylic acids such as citric acid, adipic acid, succinic acid, glutaric acid, tartaric acid, sugar acids and mixtures thereof.
- polymeric polycarboxylates are suitable. These are, for example, the alkali metal salts of polyacrylic acid or polymethacrylic acid, for example, those having a molecular weight of 600 to 750,000 g / mol.
- Suitable polymers are in particular polyacrylates, which preferably have a molecular weight of from 1,000 to 15,000 g / mol. Because of their superior solubility, the short-chain polyacrylates, which have molecular weights of from 1,000 to 10,000 g / mol, and particularly preferably from 1,000 to 5,000 g / mol, may again be preferred from this group.
- copolymeric polycarboxylates in particular those of acrylic acid with methacrylic acid and of acrylic acid or methacrylic acid with maleic acid.
- the polymers may also contain allylsulfonic acids, such as allyloxybenzenesulfonic acid and methallylsulfonic acid, as a monomer.
- liquid detergents in particular washing or dishwashing detergents, soluble builders, such as, for example, citric acid, or acrylic polymers having a molar mass of from 1,000 to 5,000 g / mol are preferably used.
- Liquid or gelled agents preferably contain water as the main solvent. It is preferred that the agent more than 5 wt .-%, preferably more than 15 wt .-% and particularly preferably more than 25 wt .-%, each based on the total amount of detergent, water. Particularly preferred liquid agents contain - based on their weight - 5 to 90 wt .-%, preferably 10 to 85 wt .-%, particularly preferably 25 to 75 wt .-% and in particular 35 to 65 wt .-% water. Alternatively, the agents may be low to anhydrous, the level of water in a preferred embodiment being less than 10% by weight, and more preferably less than 8% by weight, based on the total liquid agent ,
- non-aqueous solvents may be added to the composition.
- Suitable non-aqueous solvents include mono- or polyhydric alcohols, alkanolamines or glycol ethers, provided that they are miscible with water in the specified concentration range.
- the solvents are selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, glycerol, diglycol, propyldiglycol, butyldiglycol, hexylene glycol, ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol methyl ether, Diethylene glycol ethyl ether, propylene glycol methyl ether, propylene glycol ethyl ether, propylene glycol propyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol
- liquid agents described herein may be filled into a water-soluble wrapper and thus be part of a water-soluble wrapper.
- the content of water is less than 10% by weight based on the total liquid agent and that anionic surfactants, if present, are in the form of their ammonium salts.
- low-water liquid agents can be prepared which are directly suitable for use in water-soluble coatings.
- a water-soluble packaging contains, in addition to the liquid agent, a water-soluble coating.
- the water-soluble coating is preferably formed by a water-soluble film material.
- Such water-soluble packages can be made by either vertical fill-seal (VFFS) or thermoforming techniques.
- VFFS vertical fill-seal
- the thermoforming process generally includes forming a first layer of water-soluble sheet material to form protrusions for receiving a composition therein, filling the composition into the protrusions, covering the composition-filled protrusions with a second layer of water-soluble sheet material, and sealing the first and second layers at least around the bulges.
- the water-soluble coating is preferably formed from a water-soluble film material selected from the group consisting of polymers or polymer blends.
- the wrapper may be formed of one or two or more layers of the water-soluble film material.
- the water-soluble film material of the first layer and the further layers, if present, may be the same or different.
- the water-soluble package comprising the liquid agent and the water-soluble envelope may have one or more chambers.
- the liquid agent may be contained in one or more chambers, if present, of the water-soluble coating.
- the amount of liquid agent preferably corresponds to the full or half dose needed for a wash or rinse cycle.
- the water-soluble coating contains polyvinyl alcohol or a polyvinyl alcohol copolymer.
- Suitable water-soluble films for producing the water-soluble coating are preferably based on a polyvinyl alcohol or a polyvinyl alcohol copolymer whose molecular weight is in the range of 10,000 to 1,000,000 gmol -1 , preferably 20,000 to 500,000 gmol -1 , more preferably 30,000 to 100,000 gmol -1 and especially from 40,000 to 80,000 gmol -1 .
- a suitable for preparing the water-soluble coating sheet material may additionally polymers, selected from the group comprising acrylic acid-containing polymers, polyacrylamides, oxazoline polymers, polystyrene sulfonates, polyurethanes, polyesters, polyether polylactic acid, and / or mixtures of the above polymers may be added.
- Preferred polyvinyl alcohol copolymers include, in addition to vinyl alcohol, dicarboxylic acids as further monomers.
- Suitable dicarboxylic acids are itaconic acid, malonic acid, succinic acid and mixtures thereof, with itaconic acid being preferred.
- polyvinyl alcohol copolymers include, in addition to vinyl alcohol, an ethylenically unsaturated carboxylic acid, its salt or its esters. Particularly preferably contain such Polyvinyl alcohol copolymers in addition to vinyl alcohol, acrylic acid, methacrylic acid, acrylic acid esters, methacrylic acid esters or mixtures thereof.
- Suitable water-soluble films for use in the casings of the water-soluble packaging according to the invention are films sold by the company MonoSol LLC, for example under the designation M8630, C8400 or M8900.
- Other suitable films include films named Solublon® PT, Solublon® GA, Solublon® KC or Solublon® KL from Aicello Chemical Europe GmbH or the films VF-HP from Kuraray.
- the water-soluble packages may have a substantially dimensionally stable spherical and pillow-shaped configuration with a circular, elliptical, square or rectangular basic shape.
- the water soluble package may include one or more chambers for storing one or more agents. If the water-soluble package has two or more chambers, at least one chamber contains the liquid agent. The further chambers may each contain a solid or a liquid agent.
- Another subject of the invention is the use of an agent described herein for cleaning or washing textiles or for cleaning hard surfaces.
- a further subject of the invention is a method for the cleaning of textiles or hard surfaces, which is characterized in that in at least one method step a means described herein is used.
- Methods for cleaning textiles are generally distinguished by the fact that various cleaning-active substances are applied to the items to be cleaned and washed off after the contact time, or that the items to be cleaned are otherwise treated with a detergent or a solution or dilution of this product.
- Example 1 Comparison of a borate-free detergent with a borate-containing detergent
- Table 1 detergent formulations with and without borate ingredient Gel Reference Active Ingredient [wt%] Gel according to the invention Active substance [% by weight] water rest rest surfactants 20.5 20.5 boric acid - 1 Builder (citric acid, phosphonates) 2.4 2.4 caustic soda 1.13 1.45 Soap 4 4 ethanol 2.5 2.5 enzymes 2 1.6 Additives (optional brightener, defoamer, thickener) 0.14 0.14 Perfume, dye 0.25 0.25 Table 2: Test results of the challenge test method laundry detergent pH Preservation test B Preservation test F Preservation test Res. Cat.
- Table 3 detergent formulation connection Frame formulation of active substance [% by weight] water rest surfactants 20.1 Builder (citric acid, phosphonates) 4.06 preservative according to column C of Tables 4 & 5 propanediol 3.0 enzymes 0.085
- the method is used to test the stability of raw materials, premixes and end products against microbial spoilage.
- the sample to be examined was artificially inoculated with representative bacteria and fungi (contaminated).
- the death of the microorganisms was monitored quantitatively at defined test times.
- the microbial cells from the vaccinated formulation were measured at defined intervals for a period of 4 weeks. Each time viable cell counts were calculated and compared to the minimum requirements of the test series. This evaluation of the standard challenge test and the categorization was carried out schematically illustration 1
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Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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PL16154051T PL3118297T3 (pl) | 2015-07-16 | 2016-02-03 | Środek piorący i czyszczący, który zawiera związki zawierające bor i konserwanty |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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DE102015213416.4A DE102015213416A1 (de) | 2015-07-16 | 2015-07-16 | Wasch- und Reinigungsmittel enthaltend bor-haltige Verbindungen und Konservierungsmittel |
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EP3118297A1 true EP3118297A1 (fr) | 2017-01-18 |
EP3118297B1 EP3118297B1 (fr) | 2019-05-08 |
Family
ID=55637133
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP16154051.3A Active EP3118297B1 (fr) | 2015-07-16 | 2016-02-03 | Produit de nettoyage et de lavage comprenant des liaisons contenant du bor et agent de conservation |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP3118297B1 (fr) |
DE (1) | DE102015213416A1 (fr) |
PL (1) | PL3118297T3 (fr) |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009146275A1 (fr) * | 2008-05-28 | 2009-12-03 | The Procter & Gamble Company | Détergents à lessive assouplisseurs de tissu présentant une bonne stabilité |
WO2012055775A1 (fr) * | 2010-10-28 | 2012-05-03 | Henkel Ag & Co. Kgaa | Produit lessiviel ou détergent à effet antimicrobien |
DE102012215642A1 (de) * | 2012-09-04 | 2014-03-06 | Henkel Ag & Co. Kgaa | Wasch- oder Reinigungsmittel mit verbesserter Enzymleistung |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19945503A1 (de) * | 1999-09-23 | 2001-04-05 | Henkel Kgaa | Mehrphasiges Reinigungsmittel mit antimikrobieller Wirkung |
-
2015
- 2015-07-16 DE DE102015213416.4A patent/DE102015213416A1/de not_active Withdrawn
-
2016
- 2016-02-03 EP EP16154051.3A patent/EP3118297B1/fr active Active
- 2016-02-03 PL PL16154051T patent/PL3118297T3/pl unknown
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009146275A1 (fr) * | 2008-05-28 | 2009-12-03 | The Procter & Gamble Company | Détergents à lessive assouplisseurs de tissu présentant une bonne stabilité |
WO2012055775A1 (fr) * | 2010-10-28 | 2012-05-03 | Henkel Ag & Co. Kgaa | Produit lessiviel ou détergent à effet antimicrobien |
DE102012215642A1 (de) * | 2012-09-04 | 2014-03-06 | Henkel Ag & Co. Kgaa | Wasch- oder Reinigungsmittel mit verbesserter Enzymleistung |
Also Published As
Publication number | Publication date |
---|---|
PL3118297T3 (pl) | 2019-10-31 |
EP3118297B1 (fr) | 2019-05-08 |
DE102015213416A1 (de) | 2017-01-19 |
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