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WO2025212766A1 - Compositions de nettoyage à viscosité élevée - Google Patents

Compositions de nettoyage à viscosité élevée

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Publication number
WO2025212766A1
WO2025212766A1 PCT/US2025/022740 US2025022740W WO2025212766A1 WO 2025212766 A1 WO2025212766 A1 WO 2025212766A1 US 2025022740 W US2025022740 W US 2025022740W WO 2025212766 A1 WO2025212766 A1 WO 2025212766A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
previous
surfactant
meth
cleaning
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.)
Pending
Application number
PCT/US2025/022740
Other languages
English (en)
Inventor
Mandar Pravin Lone
Nirav Paresh KOTHARI
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lubrizol Advanced Materials Inc
Original Assignee
Lubrizol Advanced Materials Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Lubrizol Advanced Materials Inc filed Critical Lubrizol Advanced Materials Inc
Publication of WO2025212766A1 publication Critical patent/WO2025212766A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/835—Mixtures of non-ionic with cationic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C11D3/3765—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions in liquid 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
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/75—Amino oxides
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/90—Betaines
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/92—Sulfobetaines ; Sulfitobetaines
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile
    • 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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces

Definitions

  • the present invention relates to cleaning compositions comprising cationic surfactants, nonionic surfactants and anionic polymers.
  • the compositions are particularly useful as detergents for cleaning hard surfaces, dishwashing and fabric care.
  • Liquid cleaning compositions containing cationic surfactants are common in home care and industrial applications.
  • Cationic surfactants provide disinfecting properties to cleaning compositions.
  • a liquid cleaner has an ideal viscosity. Viscosity allows for a controlled handling and dispensing of the product during use as compared to a thinner product. Viscosity also allows that the product can be applied to non-horizontal surfaces such as toilet bowls, bathtubs, shower stalls, etc., which makes it easier to use and improves its cleaning efficacy.
  • LIS20010044395 discloses toilet bowl cleaners containing a nonionic surfactant, a disinfecting agent, a polymeric viscosity modifier (quaternary acrylic acid homopolymer) and water.
  • the Brookfield viscosity at 25°C of the cleaner is low, from 150 to 400 cps.
  • EP0971997B1 teaches cleaning compositions for cleaning hard surfaces comprising non-ionic surfactants, cationic surfactants and anionic polymers.
  • the purpose of the combination is to form a three-component complex (cationic surfactant - nonionic surfactant - anionic polymer) which deposits the nonionic surfactant upon the soil and/or surface being cleaned.
  • US20160243016A1 discloses aqueous compositions for skin cleansing comprising a cationic surfactant, a nonionic surfactant, and a thickener comprising an alkoxylated methyl glucose ether.
  • the present invention provides a cleaning composition
  • a cleaning composition comprising: a) from about 0.01 to about 10 wt.% of a cationic surfactant; b) from about 0.1 to about 20 wt.% of a nonionic surfactant; c) from about 0.05 to about 15 wt.% of an anionic polymer comprising a crosslinked copolymer of (meth)acrylic acid and Cw to C30 alkyl esters of (meth)acrylic acid; and d) water; wherein all weight percentages are based on the weight of the total composition; and wherein the pH of the composition is in the range of from 5 to 9.
  • the cationic surfactant a) and the anionic polymer c) do not form a complex.
  • the invention relates to a process for preparing a cleaning composition
  • a process for preparing a cleaning composition comprising the steps of: i) mixing a dispersion of an anionic polymer comprising a crosslinked copolymer of (meth)acrylic acid and C to C30 alkyl esters of (meth)acrylic acid with a non-ionic surfactant; ii) optionally, adding an amphoteric surfactant; iii) adding a cationic surfactant; and iv) adjusting the pH of the composition to be in the range of from 5 to 9; wherein step i) is performed before step iii).
  • the invention in another aspect, relates to a method of cleaning a surface or an object comprising the step of applying a composition according to the first aspect onto the surface or the object.
  • the invention in another aspect, relates to a method of treating a fabric comprising the step of applying a composition according to the first aspect onto the fabric. [0019] Use of a cleaning composition according to the first aspect for cleaning a surface or an object is also contemplated herein.
  • the invention also relates to the use of a cleaning composition according to the first aspect for treating a fabric.
  • I & I The term “institutional and industrial care” (“I & I”) as used herein includes, without being limited thereto, products employed for surface cleaning or maintaining sanitary conditions in institutional and industrial environments, textile treatments (e.g., textile conditioners, carpet and upholstery cleaners), automobile care (e.g., hand and automatic car wash detergents, degreasers, tire shines, leather conditioners, liquid car polishes, plastic polishes and conditioners), paints and coatings, paint removers, carriers for active ingredients (e.g., pesticides, herbicides, antimicrobials, growth regulators), and the like.
  • textile treatments e.g., textile conditioners, carpet and upholstery cleaners
  • automobile care e.g., hand and automatic car wash detergents, degreasers, tire shines, leather conditioners, liquid car polishes, plastic polishes and conditioners
  • paints and coatings e.g., paint removers, carriers for active ingredients (e.g., pesticides, herbicides, antimicrobial
  • the cationic surfactant does not form a complex and remains available in free form (i.e. active form), which maintains its cleaning and disinfecting properties.
  • an anionic polymer comprising a crosslinked copolymer of (meth)acrylic acid and C to C30 alkyl esters of (meth)acrylic acid allows to obtain compositions with superior viscosity, good suspension properties (no precipitation), easy to pour and easy to dilute. If applied in concentrate format it will even give long vertical cling time making it useful for cleaning non-horizontal surfaces such as for example toilet bowls, bathtubs and shower stalls. Furthermore, the compositions remain stable in time. As used herein, the terms “stable” and “stability” mean that no precipitation is observed, and the cationic surfactant remains present, in particular in active form, for a period of at least one month at room temperature.
  • Cationic surfactants are typically quaternary ammonium compounds. Of particular interest in the context of the present technology are cationic surfactants with “disinfecting” properties.
  • the term “disinfecting” as used herein refers to the ability to inactive or destroy microorganisms such as bacteria, fungus and/or virus.
  • Cationic surfactants with disinfecting properties are also referred as “disinfecting agents” or “disinfecting compounds”.
  • the cationic surfactant can be a Cs-Cis alkylbenzyl dimethyl ammonium chloride, e.g. benzalkonium chloride.
  • Benzalkonium chloride also known as alkyldimethylbenzylammonium chloride, is a mixture of alkylbenzyldimethylammonium chlorides of various even-numbered alkyl chain lengths.
  • BKC is typically represented by the following formula: where n can be 8, 10, 12, 14, 16 or 18.
  • the composition of the present invention comprises a nonionic surfactant.
  • the nonionic surfactant is typically in an amount from about 0.1 to about 20 wt.% based on the total weigh of the composition. Particularly, the nonionic surfactant can be in an amount of from about 1 to about 10 wt.%.
  • Suitable nonionic surfactants are commercially well known by the skilled person and can be broadly described as compounds produced by the condensation of alkylene oxide groups, which are hydrophilic in nature, with an organic hydrophobic compound which may be aliphatic or alkyl aromatic in nature.
  • the nonionic surfactant can be selected from the group consisting of fatty alcohol ethoxylates, alkylphenol ethoxylates, ethylene-oxides of sorbate and mixtures thereof.
  • Examples of fatty alcohol ethoxylates include the condensation product of saturated or unsaturated fatty alcohols containing 8 to 18 carbon atoms with 3 to 30 moles of an alkylene oxide.
  • the alkylene oxide can be selected from ethylene oxide, propylene oxide and combinations thereof.
  • the fatty alcohol ethoxylates can be represented by the formula: where R is a residue of a primary or secondary alcohol having an alkyl chain length of 12 to 15 carbon atoms, and n is from 3 to 18.
  • Non-limiting examples of fatty alcohol ethoxylates useful in the context of the present technology include materials commercially marketed under the NeodolTM and DobanolTM trade name by Shell Chemical Company and TomadolTM from Evonik Industries AG.
  • the sorbitan ester surfactants in accordance with the present technology may include alkoxylated sorbitan esters in which sorbitan fatty acid esters (e.g., monoesters, diester, triesters of C8-C22 alkyl or alkenyl fatty acids) have been modified with polyoxyethylene. These materials are typically prepared through the addition of ethylene oxide to a 1 ,4-sorbitan ester. Such materials are commercially available under the TWEENTM tradename from Croda (e.g., TWEEN-20, or polyoxyethylene (20) sorbitan monooleate).
  • TWEENTM tradename from Croda (e.g., TWEEN-20, or polyoxyethylene (20) sorbitan monooleate).
  • the amount of nonionic surfactant in the composition is higher than the amount of cationic surfactant, i.e. the weight ratio of nonionic surfactant to cationic surfactant is higher than 1 :1.
  • the weight ratio of nonionic surfactant to cationic surfactant is higher than 1 :1. More particularly, the weight ratio of nonionic surfactant to cationic surfactant can be from 1 :1 to 5:1 , even more particularly can be 1 :1 to 2:1.
  • the composition of the present technology comprises an anionic polymer comprising a crosslinked copolymer of (meth)acrylic acid and C10 to C30 alkyl esters of (meth)acrylic acid in an amount of from about 0.05 to about 15 wt.%, or from about 0.1 to about 10 wt.%, or from about 0.5 wt.% to about 2 wt.%, based on the total weight of the composition.
  • crosslinked copolymers claimed in the present disclosure are built up from (meth)acrylic acid and non-ethoxylated esters of (meth)acrylic acid with linear C10- C30 monoalcohols as monomers.
  • Non-limiting examples of C10 to C30 alkyl esters of (meth)acrylic acid include for example, decyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, myristyl (meth)acrylate, stearyl (meth)acrylate, behenyl (meth)acrylate and melissyl (meth)acrylate, and mixtures thereof.
  • the crosslinked copolymer can be based on acrylic acid and nonethoxylated esters of acrylic acid with linear C10-C30 monoalcohols as monomers.
  • the copolymer can be crosslinked with conventional crosslinking monomers.
  • crosslinking monomers include di(meth)acrylate compounds such as ethylene glycol di(meth)acrylate, polyethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, 1 ,3-butylene glycol di(meth)acrylate, 1 ,6-butylene glycol di(meth)acrylate, 1 ,6-hexanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1 ,9- nonanediol di(meth)acrylate, 2,2'-bis(4-(acryloxy-propyloxyphenyl)propane, and 2,2'- bis(4-(acryloxydiethoxy-phenyl)propane; tri(meth)acrylate compounds such as, trimethylolpropane tri(meth)acrylate, trimethylolethane tri(me
  • the amount of carboxylic group containing monomer present in the polymerizable monomer mixture can range from about 60 to about 99 wt.%, and the amount of C10-C30 alkyl ester of (meth)acrylic acid monomer can rage ranges from about 1 to about 40 wt.%, and the amount of crosslinking monomer can range from about 0.01 to about 5 wt.% based on the total weight of monomers in the polymerizable monomer mixture, with the proviso that the total amount does not exceed 100%.
  • the weight ratio of anionic polymer (c) and nonionic surfactant b) can be from 1 :1 to 1 :20, particularly from 1 :2 to 1 :10, more particularly from 1 :4 to 1 :8.
  • the weight ratio of anionic polymer (c) and nonionic surfactant b) can be from 1 :1 to 1 :20 and the weight ratio of nonionic surfactant b) to cationic surfactant a) can be from 1 :1 to 5: 1 .
  • a sufficient amount of water is added to bring the sum of the total component content to 100 weight percent (q.s. to 100%), based on the weight of the total composition.
  • the water component (d) present in the composition of the present technology can range from about 50 to about 90 wt.%, based on the weight of the total composition, more particularly from about 70 to about 90 wt.%.
  • compositions according to the present technology are used for manual dishwashing, the additives can be selected from the list above. However, the compositions according to the invention could be used in different applications (e.g., hard surface cleaners, laundry detergents, and automatic dish).
  • compositions of the present technology may also optionally include builders and/or electrolytes. Whereas some amount of builders and/or electrolytes can be incorporated, it is preferred that the compositions of the present technology do not include high amounts of builders or electrolytes as they may reduce the viscosity built up by the anionic polymer comprising a crosslinked copolymer of (meth)acrylic acid and Cw to C30 alkyl esters of (meth)acrylic acid.
  • electrolytes those which are commonly used in detergents, e.g. zeolites (aluminosilicate), crystalline and amorphous silicates, carbonates, phosphorous containing compositions, borates, as well as organic based builders.
  • electrolyte components include NaCI, KCI, MgCh, MgSC>4, Na2SC>4, sodium citrate, and mixtures thereof.
  • the cleaning compositions of the present technology do not include high amounts of anionic surfactants as they can complex with the cationic surfactant and thus reduce the cleaning efficacy of the cleaning composition.
  • the composition of the invention can have a viscosity of from 14,000 to 25,000 cps as measured Brookfield viscosity at 20 rpm at 25 °C and a turbidity of 200 NTU or less, and a clarity of more than 20% light transmittance.
  • anionic polymers form a complex with the cationic polymer (i.e. BKC) that results in non-stable formulation and thus, thus not allow to increase viscosity.
  • BKC cationic polymer
  • a cleaning formulation as set out in TABLE 3 was prepared including benzalkonium chloride as cationic disinfecting agent, Acrylates/C 10-30 Alkyl Acrylate Crosspolymer as thickening agent, and a nonionic surfactant.
  • EXAMPLE 9 Stability of composition of EXAMPLE 3 was assessed by determining the presence of active benzalkonium chloride (i.e. not complexed) over time. For determining the presence of active BKC, 10 ml of sample was placed into a 100 mL measuring cylinder with stoper. Twenty-five milliliters (25 mL) of chloroform and 15 mL of acid methylene blue solution (0.05 g of Methylene blue, 50 g Anhydrous Sodium Sulphate and 6.8 ml of concentrated sulfuric acid in sufficient water and make up the volume to 1000 mL) were added. A 0.004M sodium lauryl sulphate solution was added slowly in portions of 0.2 mL. After each addition the cylinder was shacked well, and the phases allowed to separate. The end point was considered the volume necessary to achieve the same methylene blue intensity in both the chloroform and the aqueous layer. BKC content was calculated according to the following equation:
  • VLSL means the volume of standard sodium lauryl used for titration and M is the molarity of the sodium lauryl sulphate.
  • Results show that the inventive composition of EXAMPLE 3 has comparable red intensity than the other samples demonstrating that BKC is active, i.e. not degraded or forming a complex.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

La présente technologie concerne des compositions de nettoyage comprenant un tensioactif cationique, un tensioactif non ionique, un polymère anionique comprenant un copolymère réticulé d'acide (méth)acrylique et d'esters alkyliques C10 à C30 d'acide (méth)acrylique, et un pH dans la plage de 5 à 9. Les compositions présentent une viscosité et une efficacité de suspension améliorées tout en maintenant leurs propriétés de nettoyage et de désinfection.
PCT/US2025/022740 2024-04-03 2025-04-02 Compositions de nettoyage à viscosité élevée Pending WO2025212766A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202463573513P 2024-04-03 2024-04-03
US63/573,513 2024-04-03

Publications (1)

Publication Number Publication Date
WO2025212766A1 true WO2025212766A1 (fr) 2025-10-09

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2025/022740 Pending WO2025212766A1 (fr) 2024-04-03 2025-04-02 Compositions de nettoyage à viscosité élevée

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Country Link
WO (1) WO2025212766A1 (fr)

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20010044395A1 (en) 2000-04-20 2001-11-22 Harry Aszman Toilet bowl cleaning compositions
US20020011584A1 (en) * 2000-02-14 2002-01-31 Hirotaka Uchiyama Stable, aqueous compositions for treating surfaces, especially fabrics
EP0971997B1 (fr) 1997-03-11 2003-07-23 Unilever Plc Compositions de nettoyage de surfaces dures
US20040052748A1 (en) 2002-09-06 2004-03-18 Vondruska Brian Jay Compositions of anionic polymeric rheology modifiers and cationic materials
WO2009050447A2 (fr) * 2007-10-19 2009-04-23 Magenta Trading Limited Produits pour la peau à base d'eau
WO2015152324A1 (fr) * 2014-04-01 2015-10-08 ライオン株式会社 Composition de détergent liquide pour vêtements
US20160243016A1 (en) 2013-09-26 2016-08-25 Colgate-Palmolive Company Cationic and nonionic surfactant cleansing composition
US20170175036A1 (en) * 2015-12-22 2017-06-22 The Procter & Gamble Company Antimicrobial hard surface cleaning compositions providing improved grease removal
US20180016525A1 (en) * 2015-02-27 2018-01-18 Evonik Degussa Gmbh Composition containing rhamnolipid and siloxane

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0971997B1 (fr) 1997-03-11 2003-07-23 Unilever Plc Compositions de nettoyage de surfaces dures
US20020011584A1 (en) * 2000-02-14 2002-01-31 Hirotaka Uchiyama Stable, aqueous compositions for treating surfaces, especially fabrics
US20010044395A1 (en) 2000-04-20 2001-11-22 Harry Aszman Toilet bowl cleaning compositions
US20040052748A1 (en) 2002-09-06 2004-03-18 Vondruska Brian Jay Compositions of anionic polymeric rheology modifiers and cationic materials
WO2009050447A2 (fr) * 2007-10-19 2009-04-23 Magenta Trading Limited Produits pour la peau à base d'eau
US20160243016A1 (en) 2013-09-26 2016-08-25 Colgate-Palmolive Company Cationic and nonionic surfactant cleansing composition
WO2015152324A1 (fr) * 2014-04-01 2015-10-08 ライオン株式会社 Composition de détergent liquide pour vêtements
US20180016525A1 (en) * 2015-02-27 2018-01-18 Evonik Degussa Gmbh Composition containing rhamnolipid and siloxane
US20170175036A1 (en) * 2015-12-22 2017-06-22 The Procter & Gamble Company Antimicrobial hard surface cleaning compositions providing improved grease removal

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
PATTANANANDECHA, T. ET AL.: "Pharmaceutical Incompatibility of Lubricating Gel Formulation Reduces Antibacterial Activity of Chlorhexidine Gluconate", VITRO STUDY IN NORTHERN THAILAND. INT. J. ENVIRON. RES. PUBLIC HEALTH, vol. 19, 2022, pages 12285
R. J. CRAWFORDC. R. ROBBINS: "A replacement for Rubine dye for detecting cationics on keratin", J. OF THE SOC. OF COSM. CHEM., vol. 31, 1980, pages 273 - 278, XP009052226

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