WO2008049616A1 - Controlled foam aqueous quaternary ammonium and phosphonium compositions - Google Patents
Controlled foam aqueous quaternary ammonium and phosphonium compositions Download PDFInfo
- Publication number
- WO2008049616A1 WO2008049616A1 PCT/EP2007/009271 EP2007009271W WO2008049616A1 WO 2008049616 A1 WO2008049616 A1 WO 2008049616A1 EP 2007009271 W EP2007009271 W EP 2007009271W WO 2008049616 A1 WO2008049616 A1 WO 2008049616A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- quaternary ammonium
- anionic surfactant
- compound
- branched
- alkyl
- Prior art date
Links
- 125000001453 quaternary ammonium group Chemical group 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title claims description 31
- 239000006260 foam Substances 0.000 title claims description 29
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 title claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 32
- 230000003115 biocidal effect Effects 0.000 claims abstract description 17
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- 239000003643 water by type Substances 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims description 28
- -1 phosphonium compound Chemical class 0.000 claims description 26
- 238000009472 formulation Methods 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 159000000007 calcium salts Chemical class 0.000 claims description 7
- 229910052700 potassium Inorganic materials 0.000 claims description 7
- 239000011591 potassium Substances 0.000 claims description 7
- 229910052708 sodium Inorganic materials 0.000 claims description 7
- 239000011734 sodium Substances 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 6
- 238000012360 testing method Methods 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- SOSQXPIKTBUEKF-UHFFFAOYSA-N 1,4-dihexoxy-1,4-dioxobutane-2-sulfonic acid Chemical compound CCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCC SOSQXPIKTBUEKF-UHFFFAOYSA-N 0.000 claims description 4
- 241000195493 Cryptophyta Species 0.000 claims description 4
- 241000233866 Fungi Species 0.000 claims description 4
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 239000000498 cooling water Substances 0.000 claims description 4
- 229960000878 docusate sodium Drugs 0.000 claims description 4
- 230000002147 killing effect Effects 0.000 claims description 4
- 244000005700 microbiome Species 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 claims description 4
- CBCQTCPKFYFJEU-UHFFFAOYSA-N 1,4-dioxo-1,4-dipentoxybutane-2-sulfonic acid Chemical compound CCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCC CBCQTCPKFYFJEU-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 3
- 239000000645 desinfectant Substances 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 229910052698 phosphorus Chemical group 0.000 claims description 3
- 239000011574 phosphorus Chemical group 0.000 claims description 3
- ICAXUQIEOXHXKK-UHFFFAOYSA-N 1,4-dioxo-1,4-di(tridecoxy)butane-2-sulfonic acid Chemical compound CCCCCCCCCCCCCOC(=O)CC(S(O)(=O)=O)C(=O)OCCCCCCCCCCCCC ICAXUQIEOXHXKK-UHFFFAOYSA-N 0.000 claims description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 230000000996 additive effect Effects 0.000 claims description 2
- 239000003139 biocide Substances 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 2
- 150000005690 diesters Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007924 injection Substances 0.000 claims description 2
- 229910052751 metal Inorganic materials 0.000 claims description 2
- 239000002184 metal Substances 0.000 claims description 2
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 239000004033 plastic Substances 0.000 claims description 2
- 238000011084 recovery Methods 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 239000002002 slurry Substances 0.000 claims description 2
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims description 2
- 239000002351 wastewater Substances 0.000 claims description 2
- 239000002023 wood Substances 0.000 claims description 2
- 239000003171 wood protecting agent Substances 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims 1
- 238000005187 foaming Methods 0.000 abstract description 10
- 150000004714 phosphonium salts Chemical class 0.000 abstract description 5
- 239000003619 algicide Substances 0.000 abstract description 3
- 230000002829 reductive effect Effects 0.000 abstract description 3
- 230000009182 swimming Effects 0.000 abstract description 3
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 description 17
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- 239000000243 solution Substances 0.000 description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000012085 test solution Substances 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 2
- RZMWTGFSAMRLQH-UHFFFAOYSA-L disodium;2,2-dihexyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCC RZMWTGFSAMRLQH-UHFFFAOYSA-L 0.000 description 2
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 101100288310 Arabidopsis thaliana KTI2 gene Proteins 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- JMHWNJGXUIJPKG-UHFFFAOYSA-N CC(=O)O[SiH](CC=C)OC(C)=O Chemical compound CC(=O)O[SiH](CC=C)OC(C)=O JMHWNJGXUIJPKG-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- JYNZIOFUHBJABQ-UHFFFAOYSA-N allyl-{6-[3-(4-bromo-phenyl)-benzofuran-6-yloxy]-hexyl-}-methyl-amin Chemical group C=1OC2=CC(OCCCCCCN(C)CC=C)=CC=C2C=1C1=CC=C(Br)C=C1 JYNZIOFUHBJABQ-UHFFFAOYSA-N 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000003134 recirculating effect Effects 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- YWQIGRBJQMNGSN-UHFFFAOYSA-M sodium;1,4-dioxo-1,4-di(tridecoxy)butane-2-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCOC(=O)CC(S([O-])(=O)=O)C(=O)OCCCCCCCCCCCCC YWQIGRBJQMNGSN-UHFFFAOYSA-M 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- AKUNSPZHHSNFFX-UHFFFAOYSA-M tributyl(tetradecyl)phosphanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[P+](CCCC)(CCCC)CCCC AKUNSPZHHSNFFX-UHFFFAOYSA-M 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
- B01D19/0422—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing S-atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
- A61L2/02—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using physical phenomena
- A61L2/08—Radiation
- A61L2/10—Ultraviolet radiation
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
- A61L2/16—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
- A61L2/18—Liquid substances or solutions comprising solids or dissolved gases
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D19/00—Degasification of liquids
- B01D19/02—Foam dispersion or prevention
- B01D19/04—Foam dispersion or prevention by addition of chemical substances
- B01D19/0404—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance
- B01D19/0413—Foam dispersion or prevention by addition of chemical substances characterised by the nature of the chemical substance compounds containing N-atoms
-
- 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
- C11D1/65—Mixtures of anionic 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
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0026—Low foaming or foam regulating 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
- 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
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/50—Treatment of water, waste water, or sewage by addition or application of a germicide or by oligodynamic treatment
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/02—Non-contaminated water, e.g. for industrial water supply
- C02F2103/023—Water in cooling circuits
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/26—Nature of the water, waste water, sewage or sludge to be treated from the processing of plants or parts thereof
- C02F2103/28—Nature of the water, waste water, sewage or sludge to be treated from the processing of plants or parts thereof from the paper or cellulose industry
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2103/00—Nature of the water, waste water, sewage or sludge to be treated
- C02F2103/42—Nature of the water, waste water, sewage or sludge to be treated from bathing facilities, e.g. swimming pools
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2303/00—Specific treatment goals
- C02F2303/04—Disinfection
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2303/00—Specific treatment goals
- C02F2303/12—Prevention of foaming
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2305/00—Use of specific compounds during water treatment
- C02F2305/04—Surfactants, used as part of a formulation or alone
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/123—Sulfonic acids or sulfuric acid esters; Salts thereof derived from carboxylic acids, e.g. sulfosuccinates
-
- 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
- C11D1/60—Sulfonium or phosphonium 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
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
Definitions
- This invention relates to a method for controlling foam formation in aqueous systems containing biocidal quaternary ammonium and/or phosphonium compounds ("quats").
- This in- vention also relates to low foam aqueous formulations comprising quaternary ammonium and/or phosphonium compounds and the use of said formulations compounds in a method for killing or inhibiting the growth of microorganisms, algae and fungi.
- quats quaternary ammonium and phosphonium compounds
- quats quaternary ammonium and phosphonium compounds
- Several quaternary ammonium and phosphonium compounds exhibit marked biocidal activity and, consequently, have been used as active ingredients in disinfectants, preservatives, or other compositions for killing or controlling the growth of microorganisms, such as bacteria or viruses, as well as algae and fungi for many years.
- many of those quats have also surfactant properties, their use in aqueous systems is often impaired by intensive foaming even at low quat concentrations in the ppm range, which is particularly detrimental in appli- cations where aqueous systems are agitated while being exposed to the atmosphere, such as swimming pool or spa waters or waters in cooling towers.
- the problem to be solved by the present invention was to provide a method for the suppression of foaming in aqueous systems containing at least one biocidal quat.
- the problem has been solved by the method of claim 1.
- Applicants have found that the addition of at least one anionic surfactant to an aqueous system containing at least one biocidal quaternary ammonium and/or phosphonium compound in an amount corresponding to a molar ratio of anionic surfactant to quaternary ammonium and/or phosphonium compound of from 0.001 to 0.2 (i.e., 0.001 :1 to 0.2:1), preferably from 0.001 to 0.09, substantially reduces the volume and lifetime of foam formed during the use of the aqueous system.
- anionic surfactants are known to decrease the biocidal efficacy of quaternary ammonium compounds, the observed foam reduction achieved by addition of anionic surfactants at much less than a molar equivalency is important from the quat performance perspective. Since only small amounts of e.g. 0.1 or 0.02 molar equivalents of anionic surfactant are required, the compositions retain about 90 or 98 percent, respectively, of their active quat concentrations.
- the molar ratio of anionic surfactant to quaternary ammonium and/or phosphonium compound is from 0.001 to 0.05.
- the at least one quaternary ammonium and/or phosphonium compound is selected
- R 3 is an optionally substituted benzyl, ethylbenzyl, naphthylmethyl, or linear or branched
- R 4 is an optionally substituted benzyl, ethylbenzyl, methylnaphthyl, or linear or branched Ci_ 22 alkyl group or -R 5 (O) n (C 6 H 4 )R 6 , wherein n is O or 1 ;
- R 5 is substituted or unsubstituted Ci_ 8 alkanediyl or -(CH 2 ) p -O-(CH 2 ) q - wherein p and q independently are integers from 1 to 8;
- R 6 is hydrogen or a substituted or unsubstituted, linear or branched Ci_i 2 alkyl group; and X ⁇ is a monovalent or one equivalent of a polyvalent anion; (ii) a compound having the formula R 19 R 20 R 21 R 22 Q + X " (II), wherein Q is nitrogen or phosphorus, R 19 , R 20 , R 21 , and R 22 are independently linear, branched, cyclic or any combination thereof saturated or unsaturated hydrocarbyl groups, X ⁇ is a monovalent or one equivalent of a polyvalent anion, and the sum of the carbon atoms numbers of R 19 ,
- R 20 , R 21 and R 22 ranges from 10 to 50; (iii) a polymeric quaternary ammonium or phosphonium biocide; and (iv) a mixture of two or more quaternary compounds of any of (i) to (iii).
- the quaternary ammonium and/or phosphonium compound has the formula [QR 1 R 2 R 3 R 4 J + X " (I), wherein Q is as defined above, both R 1 and R 2 are C 1-4 alkyl, R 3 is a linear or branched C ⁇ 22 alkyl, R 4 is benzyl or a linear or branched Ci_ 22 alkyl and X ⁇ is chloride.
- the quaternary ammonium and/or phosphonium compound has the formula [QR 1 R 2 R 3 R 4 J + X ⁇ (I), wherein Q is as defined above, both R 1 and R 2 are methyl, R 3 is a linear or branched C ⁇ 22 alkyl, R 4 is benzyl or a linear or branched C ⁇ - 22 alkyl and X ⁇ is chloride.
- Q is nitrogen
- ammonium and phosphonium compounds such as alkyldimethyl- benzylammonium chloride or tributyl-tetradecylphosphonium chloride.
- X ⁇ in formula (I) and/or (II) is selected from the group consisting of V ⁇ COf, HCO 3 and OH-.
- the at least one anionic surfactant is a sulfonate.
- the at least one anionic surfactant is a diester.
- the at least one anionic surfactant is selected from the group consisting of diamyl sulfosuccinate, dihexyl sulfosuccinate, dioctyl sulfosuccinate, ditri- decyl sulfosuccinate, the potassium, sodium and calcium salts of any of the foregoing and any mixture of any of the foregoing sulfosuccinates and salts.
- the at least one anionic surfactant is selected from the group consisting of dihexyl sulfosuccinate and the potassium, sodium and calcium salts thereof sulfonate.
- the at least one anionic surfactant is selected from the group consisting of dioctyl sulfosuccinate and the potassium, sodium and calcium salts thereof.
- the at least one anionic surfactant is selected from the group consisting of diamyl sulfosuccinate and the potassium, sodium and calcium salts thereof.
- the sodium salts are particularly preferred.
- the aqueous system contains from 0.1 to 100 ppm, more preferably from 0.5 to 50 ppm, of the biocidal quaternary ammonium and/or phosphonium compound.
- Another object of the invention is a low foam formulation comprising at least one biocidal quaternary ammonium and/or phosphonium compound and at least one anionic surfactant, wherein the molar ratio of anionic surfactant(s) to quaternary ammonium and/or phosphonium compound(s) is from 0.001 to 0.2, preferably from 0.001 to 0.09 and more preferably from 0.001 to 0.05.
- the low foam formulation comprises 5 to 80 wt.%, more preferably 10 to 50 wt.%, based on 100 wt.% total formulation, of the at least one biocidal quaternary ammonium and/or phosphonium compound.
- the low foam formulations of the present invention are stable single phase clear solutions.
- the low foam formulation contains at least one performance additive such as a dye or perfume.
- Still another object of the invention is a method for killing or inhibiting the growth of microorganisms, zooplankton, algae and/or fungi comprising applying the above formulations to an aqueous system or to a porous or hard surface.
- the porous or hard surface is wood, metal or plastic.
- the formulation is used as a wood preservative.
- the formulation is used as a disinfectant or sanitizer for hard surfaces.
- the aqueous system is selected from the group consisting of cooling waters, waste waters, waters used on oil fields for injection, test or recovery purposes, recreational pool or spa waters, ballast water, and pulp or papermaking slurries.
- the aqueous system is cooling water, ballast water or recreational pool or spa water.
- the aqueous system contains from 0.1 to 100 ppm, preferably from 0.5 to 50 ppm, of the biocidal quaternary ammonium and/or phosphonium compound.
- ADBAC dimethylbenzylammonium chloride
- Table 1 An alkyl (67% Ci 2 , 25% C H , 7% C I 6 , 1% Cs, io, is) dimethylbenzylammonium chloride (ADBAC; Barquat ® 50-65B, Lonza Inc., Allendale, NJ) was selected as a representative quaternary ammonium compound for foam evaluation.
- ADBAC produced a substantial amount of foam, generating an initial foam volume of 25 mL and maintaining 1O mL of foam after 30 seconds.
- WSCP oxyethylene(dimethyliminio)ethylene(dimethyliminio)ethylene dichloride
- NaDHSS sodium dihexyl sulfosuccinate
- NaDTSS sodium ditri- decyl sulfosuccinate
- NaDOSS can be applied separately to quat-containing solutions to achieve the desired foam reduction.
- Sodium dioctyl sulfosuccinate (NaDOSS) and sodium dihexyl sulfosuccinate (NaDHSS) were tested in a dynamic recirculation foam test designed to simulate cooling applications.
- the dynamic foam test consisted of recirculating a 1.5 liter water sample through a large graduated cylinder at a flow rate of 5.7 liter/min (1.5 GPM).
- phase stability of two formulations containing Bardac ® LF 18 and NaDOSS were tested. As shown in Table 4 below, formulations containing NaDOSS at molar ratios of 0.02 and 0.05 are compatible, providing clear, single phase solutions.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Public Health (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Dentistry (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR1020097010550A KR101461690B1 (en) | 2006-10-25 | 2007-10-25 | Controlled foam alkyl quat formulations |
CA2670201A CA2670201C (en) | 2006-10-25 | 2007-10-25 | Controlled foam aqueous quaternary ammonium and phosphonium compositions |
CN2007800473501A CN101563140B (en) | 2006-10-25 | 2007-10-25 | Controlled foam aqueous quaternary ammonium and phosphonium compositions |
AU2007308351A AU2007308351B2 (en) | 2006-10-25 | 2007-10-25 | Controlled Foam Alkyl Quat Formulations |
HK10103764.6A HK1137686A1 (en) | 2006-10-25 | 2010-04-19 | Controlled foam aqueous quaternary ammonium and phosphonium compositions |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US85410906P | 2006-10-25 | 2006-10-25 | |
US60/854,109 | 2006-10-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2008049616A1 true WO2008049616A1 (en) | 2008-05-02 |
Family
ID=38963055
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2007/009271 WO2008049616A1 (en) | 2006-10-25 | 2007-10-25 | Controlled foam aqueous quaternary ammonium and phosphonium compositions |
Country Status (12)
Country | Link |
---|---|
KR (1) | KR101461690B1 (en) |
CN (1) | CN101563140B (en) |
AR (1) | AR063405A1 (en) |
AU (1) | AU2007308351B2 (en) |
CA (1) | CA2670201C (en) |
CL (1) | CL2007003086A1 (en) |
HK (1) | HK1137686A1 (en) |
MY (1) | MY151415A (en) |
NZ (1) | NZ598418A (en) |
SG (1) | SG176422A1 (en) |
TW (1) | TWI445499B (en) |
WO (1) | WO2008049616A1 (en) |
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010071804A1 (en) * | 2008-12-18 | 2010-06-24 | Keith Branly | Formulations of broad spectrum biocides and their use in improved methods for the treatment of ballast water |
WO2013155618A1 (en) * | 2012-04-20 | 2013-10-24 | 9163-0384 Québec Inc. | Anodized metal product with antimicrobial properties and method for producing the same |
US8747534B2 (en) | 2010-12-29 | 2014-06-10 | United States Gypsum Company | Antimicrobial size emulsion and gypsum panel made therewith |
WO2014114851A1 (en) * | 2013-01-25 | 2014-07-31 | Kemira Oyj | Biocide composition and method for treating water |
WO2016086012A1 (en) * | 2014-11-26 | 2016-06-02 | Microban Products Company | Surface disinfectant with residual biocidal property |
WO2017091251A1 (en) * | 2015-11-23 | 2017-06-01 | Microban Products Company | Surface disinfectant with residual biocidal property |
WO2017091250A1 (en) * | 2015-11-23 | 2017-06-01 | Microban Products Company | Surface disinfectant with residual biocidal property |
WO2018049508A1 (en) * | 2016-09-13 | 2018-03-22 | Exigence Technologies Inc. | Antimicrobial compounds or precursors thereof comrpising one or more cationic centers and a coating-incorporation group |
EP3496540A4 (en) * | 2016-08-11 | 2020-07-15 | Ecolab USA Inc. | Interaction between antimicrobial quaternary compounds and anionic surfactants |
US10842147B2 (en) | 2014-11-26 | 2020-11-24 | Microban Products Company | Surface disinfectant with residual biocidal property |
US10925281B2 (en) | 2014-11-26 | 2021-02-23 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11033023B2 (en) | 2014-11-26 | 2021-06-15 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11116220B2 (en) | 2017-12-22 | 2021-09-14 | Ecolab Usa Inc. | Antimicrobial compositions with enhanced efficacy |
US11162055B2 (en) | 2018-06-14 | 2021-11-02 | Ecolab Usa Inc. | Compositions comprising cellulase with quaternary ammonium compounds |
US11254897B2 (en) | 2015-12-28 | 2022-02-22 | Ecolab Usa Inc. | Hard surface cleaning compositions |
US11261113B2 (en) | 2017-08-30 | 2022-03-01 | Ecolab Usa Inc. | Molecules having one hydrophobic group and two identical hydrophilic ionic groups and compositions thereof and methods of preparation thereof |
US11370998B2 (en) | 2018-06-14 | 2022-06-28 | Ecolab Usa Inc. | Synergistic cellulase-surfactant interactions for degradation of bacterial cellulose |
US11406103B2 (en) | 2016-03-01 | 2022-08-09 | Ecolab Usa Inc. | Sanitizing rinse based on quat-anionic surfactant synergy |
US11466233B2 (en) | 2014-11-21 | 2022-10-11 | Ecolab Usa Inc. | Compositions to boost fabric softener performance |
US11503824B2 (en) | 2016-05-23 | 2022-11-22 | Microban Products Company | Touch screen cleaning and protectant composition |
US11597893B2 (en) | 2019-06-28 | 2023-03-07 | Ecolab Usa Inc. | Solid laundry softener composition |
US11814606B2 (en) | 2018-06-29 | 2023-11-14 | Ecolab Usa Inc. | Formula design for a solid laundry fabric softener |
US11889832B2 (en) | 2019-05-17 | 2024-02-06 | Ecolab Usa Inc. | Antimicrobial enhancement of cationic active skin antiseptics |
US11937602B2 (en) | 2017-09-26 | 2024-03-26 | Ecolab Usa Inc. | Solid acid/anionic antimicrobial and virucidal compositions and uses thereof |
Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1204475A (en) * | 1966-09-30 | 1970-09-09 | Diversey Ltd | Cleaning and sterilizing composition |
US3684736A (en) * | 1970-09-10 | 1972-08-15 | William L Groves Jr | Low-foaming surface active compositions and method of preparing such compositions |
DE2803487A1 (en) * | 1978-01-27 | 1979-08-02 | Ulrich Dipl Ing Grajecki | Low-foaming aq. disinfectant soln. - contains quat. ammonium cpd. and is mixed and heated with alkali sulphamate |
US4165375A (en) * | 1975-07-09 | 1979-08-21 | Henkel Kommanditgesellschaft Auf Aktien | Low-foaming disinfecting agents based on quaternary ammonium compounds |
GB1562961A (en) * | 1977-03-18 | 1980-03-19 | Unilever Ltd | Germicidal compositions |
EP0363855A1 (en) * | 1988-10-11 | 1990-04-18 | Hoechst Aktiengesellschaft | Concentrated and liquid aqueous surfactant composition and its use |
US5476615A (en) * | 1994-05-20 | 1995-12-19 | Lonza Inc. | Low foam sanitizers |
WO1997045236A1 (en) * | 1996-05-28 | 1997-12-04 | Lonza Ag | Wood preservatives |
EP0832964A1 (en) * | 1996-09-19 | 1998-04-01 | The Procter & Gamble Company | Liquid stable thickened cleaning compositions |
US6010996A (en) * | 1998-10-01 | 2000-01-04 | Albemarle Corporation | Biocidal surfactant compositions and their use |
WO2001019507A1 (en) * | 1999-09-17 | 2001-03-22 | Stepan Company | Ternary surfactant blends comprising cationic, anionic, and bridging surfactants and methods of preparing same |
WO2001065939A1 (en) * | 2000-03-09 | 2001-09-13 | Unilever N.V. | Bactericidal compositions comprising a quaternary ammonium salt |
US20040029758A1 (en) * | 2000-10-12 | 2004-02-12 | Masashi Yoshida | Method of circulating water in circulatory water tank system and liquid composition for sterilizing and disinfecting circulatory water tank system |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07187967A (en) * | 1993-12-28 | 1995-07-25 | Kao Corp | Hair cleansing agent |
CN1161451C (en) * | 1997-07-29 | 2004-08-11 | 普罗格特-甘布尔公司 | Aqueous gel laundry detergent composition |
-
2007
- 2007-10-25 AR ARP070104746A patent/AR063405A1/en active IP Right Grant
- 2007-10-25 TW TW096140004A patent/TWI445499B/en not_active IP Right Cessation
- 2007-10-25 NZ NZ598418A patent/NZ598418A/en unknown
- 2007-10-25 CN CN2007800473501A patent/CN101563140B/en active Active
- 2007-10-25 CL CL200703086A patent/CL2007003086A1/en unknown
- 2007-10-25 CA CA2670201A patent/CA2670201C/en active Active
- 2007-10-25 SG SG2011078458A patent/SG176422A1/en unknown
- 2007-10-25 KR KR1020097010550A patent/KR101461690B1/en active IP Right Grant
- 2007-10-25 WO PCT/EP2007/009271 patent/WO2008049616A1/en active Application Filing
- 2007-10-25 MY MYPI20092094 patent/MY151415A/en unknown
- 2007-10-25 AU AU2007308351A patent/AU2007308351B2/en active Active
-
2010
- 2010-04-19 HK HK10103764.6A patent/HK1137686A1/en unknown
Patent Citations (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1204475A (en) * | 1966-09-30 | 1970-09-09 | Diversey Ltd | Cleaning and sterilizing composition |
US3684736A (en) * | 1970-09-10 | 1972-08-15 | William L Groves Jr | Low-foaming surface active compositions and method of preparing such compositions |
US4165375A (en) * | 1975-07-09 | 1979-08-21 | Henkel Kommanditgesellschaft Auf Aktien | Low-foaming disinfecting agents based on quaternary ammonium compounds |
GB1562961A (en) * | 1977-03-18 | 1980-03-19 | Unilever Ltd | Germicidal compositions |
DE2803487A1 (en) * | 1978-01-27 | 1979-08-02 | Ulrich Dipl Ing Grajecki | Low-foaming aq. disinfectant soln. - contains quat. ammonium cpd. and is mixed and heated with alkali sulphamate |
EP0363855A1 (en) * | 1988-10-11 | 1990-04-18 | Hoechst Aktiengesellschaft | Concentrated and liquid aqueous surfactant composition and its use |
US5476615A (en) * | 1994-05-20 | 1995-12-19 | Lonza Inc. | Low foam sanitizers |
WO1997045236A1 (en) * | 1996-05-28 | 1997-12-04 | Lonza Ag | Wood preservatives |
EP0832964A1 (en) * | 1996-09-19 | 1998-04-01 | The Procter & Gamble Company | Liquid stable thickened cleaning compositions |
US6010996A (en) * | 1998-10-01 | 2000-01-04 | Albemarle Corporation | Biocidal surfactant compositions and their use |
WO2001019507A1 (en) * | 1999-09-17 | 2001-03-22 | Stepan Company | Ternary surfactant blends comprising cationic, anionic, and bridging surfactants and methods of preparing same |
WO2001065939A1 (en) * | 2000-03-09 | 2001-09-13 | Unilever N.V. | Bactericidal compositions comprising a quaternary ammonium salt |
US20040029758A1 (en) * | 2000-10-12 | 2004-02-12 | Masashi Yoshida | Method of circulating water in circulatory water tank system and liquid composition for sterilizing and disinfecting circulatory water tank system |
Cited By (40)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010071804A1 (en) * | 2008-12-18 | 2010-06-24 | Keith Branly | Formulations of broad spectrum biocides and their use in improved methods for the treatment of ballast water |
US8747534B2 (en) | 2010-12-29 | 2014-06-10 | United States Gypsum Company | Antimicrobial size emulsion and gypsum panel made therewith |
US9518363B2 (en) | 2010-12-29 | 2016-12-13 | United States Gypsum Company | Antimicrobial size emulsion and gypsum panel made therewith |
WO2013155618A1 (en) * | 2012-04-20 | 2013-10-24 | 9163-0384 Québec Inc. | Anodized metal product with antimicrobial properties and method for producing the same |
US9723833B2 (en) | 2013-01-25 | 2017-08-08 | Kemira Oyj | Biocide composition and method for treating water |
WO2014114851A1 (en) * | 2013-01-25 | 2014-07-31 | Kemira Oyj | Biocide composition and method for treating water |
CN104936448A (en) * | 2013-01-25 | 2015-09-23 | 凯米罗总公司 | Biocide composition and method for treating water |
JP2016510330A (en) * | 2013-01-25 | 2016-04-07 | ケミラ ユルキネン オサケイティエKemira Oyj | Biocide composition and water treatment method |
RU2664302C2 (en) * | 2013-01-25 | 2018-08-16 | Кемира Ойй | Biocide composition and method for treating water |
US11466233B2 (en) | 2014-11-21 | 2022-10-11 | Ecolab Usa Inc. | Compositions to boost fabric softener performance |
WO2016086012A1 (en) * | 2014-11-26 | 2016-06-02 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11033023B2 (en) | 2014-11-26 | 2021-06-15 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11134678B2 (en) | 2014-11-26 | 2021-10-05 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11134674B2 (en) | 2014-11-26 | 2021-10-05 | Microban Products Company | Surface disinfectant with residual biocidal property |
US10834922B2 (en) | 2014-11-26 | 2020-11-17 | Microban Products Company | Surface disinfectant with residual biocidal property |
US10842147B2 (en) | 2014-11-26 | 2020-11-24 | Microban Products Company | Surface disinfectant with residual biocidal property |
US10925281B2 (en) | 2014-11-26 | 2021-02-23 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11026418B2 (en) | 2014-11-26 | 2021-06-08 | Microban Products Company | Surface disinfectant with residual biocidal property |
WO2017091251A1 (en) * | 2015-11-23 | 2017-06-01 | Microban Products Company | Surface disinfectant with residual biocidal property |
WO2017091250A1 (en) * | 2015-11-23 | 2017-06-01 | Microban Products Company | Surface disinfectant with residual biocidal property |
US11254897B2 (en) | 2015-12-28 | 2022-02-22 | Ecolab Usa Inc. | Hard surface cleaning compositions |
US11406103B2 (en) | 2016-03-01 | 2022-08-09 | Ecolab Usa Inc. | Sanitizing rinse based on quat-anionic surfactant synergy |
US11503824B2 (en) | 2016-05-23 | 2022-11-22 | Microban Products Company | Touch screen cleaning and protectant composition |
US11044907B2 (en) | 2016-08-11 | 2021-06-29 | Ecolab Usa Inc. | Interaction between antimicrobial quaternary compounds and anionic surfactants |
US11839209B2 (en) | 2016-08-11 | 2023-12-12 | Ecolab Usa Inc. | Interaction between antimicrobial quaternary compounds and anionic surfactants |
EP3496540A4 (en) * | 2016-08-11 | 2020-07-15 | Ecolab USA Inc. | Interaction between antimicrobial quaternary compounds and anionic surfactants |
WO2018049508A1 (en) * | 2016-09-13 | 2018-03-22 | Exigence Technologies Inc. | Antimicrobial compounds or precursors thereof comrpising one or more cationic centers and a coating-incorporation group |
US11565958B2 (en) | 2017-08-30 | 2023-01-31 | Ecolab Usa Inc. | Use of di-ionic compounds as corrosion inhibitors in a water system |
US11261113B2 (en) | 2017-08-30 | 2022-03-01 | Ecolab Usa Inc. | Molecules having one hydrophobic group and two identical hydrophilic ionic groups and compositions thereof and methods of preparation thereof |
US11937602B2 (en) | 2017-09-26 | 2024-03-26 | Ecolab Usa Inc. | Solid acid/anionic antimicrobial and virucidal compositions and uses thereof |
US11950595B2 (en) | 2017-09-26 | 2024-04-09 | Ecolab Usa Inc. | Acid/anionic antimicrobial and virucidal compositions and uses thereof |
US11116220B2 (en) | 2017-12-22 | 2021-09-14 | Ecolab Usa Inc. | Antimicrobial compositions with enhanced efficacy |
US11930819B2 (en) | 2017-12-22 | 2024-03-19 | Ecolab Usa Inc. | Antimicrobial compositions with enhanced efficacy |
US11370998B2 (en) | 2018-06-14 | 2022-06-28 | Ecolab Usa Inc. | Synergistic cellulase-surfactant interactions for degradation of bacterial cellulose |
US11162055B2 (en) | 2018-06-14 | 2021-11-02 | Ecolab Usa Inc. | Compositions comprising cellulase with quaternary ammonium compounds |
US11591550B2 (en) | 2018-06-14 | 2023-02-28 | Ecolab Usa Inc. | Compositions comprising cellulase with a nonionic surfactant and a quaternary ammonium compound |
US11859157B2 (en) | 2018-06-14 | 2024-01-02 | Ecolab Usa Inc. | Synergistic cellulase-surfactant interactions for degradation of bacterial cellulose |
US11814606B2 (en) | 2018-06-29 | 2023-11-14 | Ecolab Usa Inc. | Formula design for a solid laundry fabric softener |
US11889832B2 (en) | 2019-05-17 | 2024-02-06 | Ecolab Usa Inc. | Antimicrobial enhancement of cationic active skin antiseptics |
US11597893B2 (en) | 2019-06-28 | 2023-03-07 | Ecolab Usa Inc. | Solid laundry softener composition |
Also Published As
Publication number | Publication date |
---|---|
MY151415A (en) | 2014-05-30 |
AU2007308351B2 (en) | 2013-05-16 |
TW200824564A (en) | 2008-06-16 |
CA2670201C (en) | 2016-01-05 |
NZ598418A (en) | 2013-03-28 |
KR101461690B1 (en) | 2014-11-17 |
SG176422A1 (en) | 2011-12-29 |
HK1137686A1 (en) | 2010-08-06 |
CN101563140B (en) | 2013-06-19 |
CN101563140A (en) | 2009-10-21 |
TWI445499B (en) | 2014-07-21 |
KR20090074087A (en) | 2009-07-03 |
CA2670201A1 (en) | 2008-05-02 |
AU2007308351A1 (en) | 2008-05-02 |
CL2007003086A1 (en) | 2008-03-14 |
AR063405A1 (en) | 2009-01-28 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA2670201C (en) | Controlled foam aqueous quaternary ammonium and phosphonium compositions | |
US10178867B2 (en) | Treating microbe contamination in water with THP salts and polymeric biopenetrants | |
US5741757A (en) | Biocidal mixture of tetrakis (hydroxymethyl) phosphonium salt and a surfactant | |
US20190124919A1 (en) | Fast acting disinfection composition | |
US20030029812A1 (en) | Mixtures of free halogen-generating biocides, halogen stabilizers and nitrogen containing biocides in water treatment and papermaking applications | |
US5668084A (en) | Polyhexamethylene biguanide and surfactant composition and method for preventing waterline residue | |
ZA200302473B (en) | Disinfectant agent. | |
CN1106150C (en) | Stable microbicide formulation | |
CA3079390A1 (en) | Compositions exhibiting synergy in biofilm control | |
WO1997034834A1 (en) | Water clarifying compositions | |
AU2013231824B2 (en) | Biocidal compositions and their use in the control of microorganisms in aqueous and water containing systems | |
US6620330B2 (en) | Detoxification of quaternary onium compounds with polycarboxylate-containing compound | |
CA2228148C (en) | Biguanide composition and method for treating water | |
EP2888207A1 (en) | Recreational water with improved interaction with skin, hair and eyes | |
AU2002320240A1 (en) | Mixtures of halogen-generating biocides, halogen stabilizers and nitrogen containing biocides |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 200780047350.1 Country of ref document: CN |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 07819322 Country of ref document: EP Kind code of ref document: A1 |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2670201 Country of ref document: CA |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2007308351 Country of ref document: AU Ref document number: 577132 Country of ref document: NZ Ref document number: 3341/DELNP/2009 Country of ref document: IN Ref document number: 1020097010550 Country of ref document: KR |
|
ENP | Entry into the national phase |
Ref document number: 2007308351 Country of ref document: AU Date of ref document: 20071025 Kind code of ref document: A |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 07819322 Country of ref document: EP Kind code of ref document: A1 |