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WO2025181060A1 - Compositions aqueuses, leur fabrication et leur utilisation - Google Patents

Compositions aqueuses, leur fabrication et leur utilisation

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Publication number
WO2025181060A1
WO2025181060A1 PCT/EP2025/055001 EP2025055001W WO2025181060A1 WO 2025181060 A1 WO2025181060 A1 WO 2025181060A1 EP 2025055001 W EP2025055001 W EP 2025055001W WO 2025181060 A1 WO2025181060 A1 WO 2025181060A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition according
aqueous composition
branched
alkyl
range
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/EP2025/055001
Other languages
English (en)
Inventor
Michael Capracotta
Simone R Bright
Holger Tuerk
Frederic Bauer
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.)
BASF SE
Original Assignee
BASF SE
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 BASF SE filed Critical BASF SE
Publication of WO2025181060A1 publication Critical patent/WO2025181060A1/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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid 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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • 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
    • C11D1/83—Mixtures of non-ionic with anionic 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
    • C11D1/88—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
    • 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
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/33—Amino carboxylic acids

Definitions

  • the present invention is directed towards aqueous compositions with a pH value in the range of from 3.0 to 10.0 comprising
  • R 1 is selected from branched Ce-Cis-alkyl, u is in the range of from 1.1 to 4, and
  • G is selected from monosaccharides with 4 to 6 carbon atoms
  • Formulations for hard surface cleanings are still the field of developmental and research work. Improvement of the efficiency of current formulations is still of interest, since either more hard surfaces can be cleaned with the same amount of formulation, or less active matter needs to be used, and the environment can be spared sewage water containing a higher amount of surfactant. In addition, a reduction of fuel and fossil based raw materials is highly desired. Many of the bio-based surfactants, however, are based on palm oil (more precisely, “palm kernel oil”).
  • WO 2024/002922 discloses a liquid laundry formulation comprising several ingredients like alkyl polyglycosides and alkyl ether sulfates that are bio-based, preferably based on palm kernel oil.
  • US 2009/036345 discloses alkyl polyglycosides and their use in light-duty liquid dishwash compositions.
  • Palm kernel oil based surfactants appear to be indispensable due to the excellent foaming behaviour, see, e.g., C. Genova et al., J. Surfactants Det 2003, 6, 371 and to their advanced soil emulsification properties.
  • foaming is usually assigned to good cleaning behaviour by end users.
  • Hard surfaces in this context are surfaces that do not show an impact obvious to the naked eye, such as compression when pressed manually.
  • Examples of hard surfaces are stone, ceramics, china, glassware, metals and alloys such as steel, stainless steel, silver, iron, nickel, but also polymers (“plastics”) such as melamine resin, polyurethanes, polystyrene, nylon (polyamide) polypropylene, said plastics having a sufficient thickness, for example one mm or more.
  • Examples of dishware are plates, bowls, glass, cutlery, pots, pans, and tools like fish slices and ladles.
  • Examples of hard surfaces outside dishware are tiles, e.g., floor tiles and wall tiles such as in a kitchen or bathroom, additionally toilet bowls, bathtubs, sinks and the like.
  • Aliphatic alcohols based on palm kernel oil are usually non-branched, thus, straight-chain aliphatic or straight-chain olefinic alcohols.
  • anionic surfactants and non-ionic surfactants play an important role.
  • Significant amounts of palm kernel oil are thus used to manufacture sodium lauryl ether sulfate (“LES”) and linear alcohol ethoxylates.
  • LES sodium lauryl ether sulfate
  • inventive compositions have been found, hereinafter also referred to as inventive (aqueous) compositions or (aqueous) compositions according to the present invention.
  • inventive compositions have a pH value in the range of from 3.0 to 10.0, preferably from 3.5 to 9.5 and more preferably from 6.5 to 9.5, the pH value being determined at 20°C.
  • compositions are aqueous compositions. This means that they are liquid or gel-type at ambient temperature, that is 15 to 25°C, preferably liquid.
  • inventive compositions contain mainly water, for example at least 50 vol-% with respect to solvent, preferably at least 80 vol-%.
  • solvent includes the water.
  • inventive compositions may comprise solvents other than water, for example ethanol, n-propanol, iso-propanol, n-butanol, iso-butanol, sec.- butanol, ethylene glycol, propylene glycol, 1,3-propane diol, butane diol, glycerol, diglycol, propyl diglycol, butyl diglycol, hexylene glycol, ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, and phenoxyethanol, preferred are ethanol, isopropanol or propylene glycol.
  • solvents other than water for example ethanol, n-propanol, iso-propanol, n-butanol, iso-butanol, sec.- butanol, ethylene glycol, propylene glycol, 1,3-propane diol, butane diol, gly
  • inventive compositions comprise 0.5 to 12 % by weight of organic solvent, referring to the total respective composition. In another embodiment, inventive compositions do not contain solvents other than water.
  • compositions contain
  • component (A) at least one alkyl polyglycoside of the general formula (I), hereinafter also referred to as component (A) or surfactant (A) or simply as (A),
  • R 1 is selected from branched Ce-Cis-alkyl, u is in the range of from 1.1 to 4, and
  • G is selected from monosaccharides with 4 to 6 carbon atoms
  • (B) at least one surfactant selected from sulfates of branched C -C2o-alkanols, hereinafter also referred to as component (B) or surfactant (B) or simply as (B), and
  • component (C) at least one surfactant selected from sulfates from ethoxylated branched C -C2o-alkanols, hereinafter also referred to as component (C) or surfactant (C) or simply as (C).
  • inventive compositions comprise less than in total 10% by weight of anionic or non-ionic surfactants with linear Ce-Cis-alkyl groups, percentages referring to the total amount of anionic and non-ionic surfactants in such inventive compositions.
  • inventive compositions comprise less than 20% by weight of surfactants other than anionic and non-ionic surfactants that are based on non-branched alkanols or nonbranched alkenols.
  • surfactants other than anionic and non-ionic surfactants as cationic or zwitterionic surfactants.
  • Components (A), (B) and (C) are described in more detail below.
  • Component (A) refers to one or more alkyl polyglycosides of the general formula (I),
  • R 1 is selected from branched Ce-Cis-alkyl, with one or more branchings, for example two or three.
  • a branching is in the 2-position, thus derived from a Guerbet alcohol, or the Ce-Cis-alkyl is iso-alkyl.
  • Examples are iso-hexyl, 2-methylpentyl, iso-heptyl, 2-ethylhexyl, isoheptyl, iso-octyl, isononyl, iso-decyl, 2-(n-propyl)heptyl (“2-propylheptyl”), 2-isopropyl-heptyl, 2- isopropyl-5-methylhexyl, 2-n-propyl-6-methylhexyl, combinations of at least two of 2- propylheptyl, 2-isopropyl-heptyl, 2-isopropyl-5-methylhexyl, and 2-n-propyl-6-methylhexyl, 2-n- butyloctyl, is-dodecyl, iso-myristyl, iso-pentadecyl, iso-hexadecyl, iso-octadecyl.
  • Another preferred example is 3-ethyl 8-methyl decyl.
  • variable u is the degree of polymerization and is in the range of from 1.1 to 4, preferred are 1.1 to 2 and in particularly preferred are 1.2 to 1.8.
  • the variable u refers to average values, and u is not necessarily a whole number. In a specific molecule only whole groups of G can occur. It is preferred to determine u by High Temperature Gas Chromatography (HTGC).
  • HTGC High Temperature Gas Chromatography
  • G is selected from monosaccharides with 4 to 6 carbon atoms, preferably from glucose and xylose and even more preferably, G is glucose.
  • component (A) is selected from branched C8-Ci4-alkyl polyglucosides such as compounds of general average formula (1.1).
  • R 3 is Ci-Ce-alkyl, straight-chain or branched, in particular ethyl, n-propyl, isopropyl, n-butyl and iso-butyl,
  • R 4 is -(CH2)2-R 3 , straight-chain or branched, wherein R 3 is defined as above.
  • G is defined as above, more preferably glucose, or glucose with up to 10 mole-% of xylose.
  • u is in the range of from 1.1 to 4, preferred are 1.1 to 2 and in particularly preferred are 1.2 to 1.8, u being an average number, vide supra.
  • R 1 in formula (I) is selected from 2-ethyl hexyl and 2-propylheptyl and 3-ethyl-8-methyl decyl.
  • component (A) has a colour number (Hazen) in the range of from 10 to 1 ,000, preferably in the range of from 50 to 800 and more preferably in the range of from 100 to 500.
  • the Hazen colour number can be determined according to DIN EN ISO 6271-1 or 6271-2.
  • Said branched C -C2o-alkanol may have one or more branches per alkyl chain, preferred is one branching.
  • said alcohol is an iso-alkanol with an uneven number of carbon atoms, for example iso-undecyl, iso-tridecyl, iso-pentadecyl, or iso-heptadecanol.
  • Iso-tridecanol may contain one or more isomers as impurities, for example 2-tridecanol, 3-tridecanol, 4-tridecanol or others.
  • Component (C) is at least one surfactant selected from sulfates from ethoxylated branched C10- C2o-alkanols, preferably with an even number of carbon atoms per molecule.
  • Preferred are Guerbet alcohols such as, but not limited to 2-ethylhexyl, 2-propylheptyl, 2-butyl octyl, and mixtures of isomers such as 2-isopropyl-heptyl, 2-isopropyl-5-methylhexyl, 2-n-propyl-6- methylhexyl, and combinations of at least two of 2-propylheptyl, 2-isopropyl-heptyl, 2-isopropyl- 5-methylhexyl, and 2-n-propyl-6-methylhexyl.
  • iso-alkyl groups are comprised in component (C).
  • Component (C) may bear 1 to 10, preferably 2 to 7 ethoxy groups.
  • R 2 is selected from branched C -Cis-alkyl, especially 2-propylheptyl,
  • EO is ethylene oxide, CH 2 -CH 2 -O, and the variable y is selected from 1 to 7, preferably 2 to 6, and
  • M is alkali metal selected from Na and K, especially Na.
  • surfactants (B) and (C) are comprised in a weight ratio of from 5: 1 to 15: 1.
  • the total solids content of inventive formulations is in the range of from 5 to 40% by weight, preferably 10 to 39% by weight, more preferably 20 to 38% by weight.
  • the solids content is preferably determined by evaporating the volatiles at 115°C at ambient pressure.
  • compositions may contain further ingredients such as fragrance, perfumes, dyestuff and the like.
  • inventive compositions comprise in the range of from 0.5 to 10% by weight of component (A), preferably 4 to 7% by weight, in the range of from 5 to 30% by weight of component (B), preferably 15 to 30% by weight, in the range of from 0.5 to 10% by weight of component (C), preferably 2 to 5 % by weight, percentages referring to the total weight of the respective inventive composition.
  • R 2 1 is 2-propylheptyl, y1 is 4 or 5.
  • inventive compositions may contain a complexing agent, for example for water hardness removal.
  • complexing agents are EDTA, NTA, and STPP (sodium tripolyphosphate) but such ingredients raise ecological concerns.
  • Further examples are citric acid, methyl glycine N,N-diacetate (“MGDA”), ethylendiamine tetraacetic acid (“EDTA”), iminodisuccininic acid (“IDS”), diethylene triamine pentaacetic acid (“DTPA”), and glutamic acid N,N-diacetate (“GLDA”).
  • inventive compositions comprise
  • mono-or di- or trialkali metal salts are comprised, or in the case of GLDA and EDTA the tetraalkali salt, especially the mono- or disodium salt of citric acid or MGDA.
  • inventive compositions comprise 0.01 to 0.5 % alkali metal salt (D) of citric acid or MGDA or GLDA or EDTA or IDS or DTPA, preferably a sodium salt, more preferably a sodium salt of citric acid or MGDA.
  • D alkali metal salt
  • inventive compositions comprise (E) at least one zwitterionic surfactant, hereinafter also referred to as component (E) or surfactant (E) or simply (E).
  • Zwitterionic surfactants are sometimes also referred to as amphoteric surfactants.
  • Zwitterionic surfactants (E) bear a positive and a negative charge in the same molecule under use conditions.
  • Preferred examples of zwitterionic surfactants are so-called betaine-surfactants.
  • Many examples of betaine-surfactants bear one quaternized nitrogen atom and one carboxylic acid group per molecule.
  • An example of amphoteric surfactants is lauramidopropyl betaine, for example generated as cocamidopropyl betaine or babussu amidopropyl betaine.
  • amine oxide surfactants (E) are compounds of the general formula (III)
  • R 5 is selected from Cs-C2o-alkyl or C2-C4-alkylene C -C2o-alkylamido and R 6 and R 7 are both methyl.
  • a particularly preferred example is lauryl dimethyl aminoxide, sometimes also called lauramine oxide.
  • a further particularly preferred example is cocamidylpropyl dimethylaminoxide, sometimes also called cocamidopropylamine oxide.
  • amphoteric surfactants are sultaines (sulfobetaines), for example fatty alkyl hydroxysultaines.
  • inventive compositions exhibit a dynamic viscosity at 23°C in the range of from 500 to 2200 mPa s (Brookfield viscosimeter, spindel No. 2, 50 rpm).
  • inventive compositions may contain one or more adjunct ingredients.
  • adjunct ingredients are special effect polymers, enzymes, for example proteases, lipases, cellulases, hemicellulases.
  • Other examples of adjunct ingredients are hydrotropes dyestuffs and fragrances.
  • dyestuffs are Acid Blue 9, Acid Yellow 3, Acid Yellow 23, Acid Yellow 73, Pigment Yellow 101 , Acid Green 1 , Solvent Green 7, and Acid Green 25.
  • Other examples of adjunct ingredients are rheology modifiers, for example thickeners, or NaCI.
  • adjunct ingredients are biocides, for example 1 ,2- benzisothiazolin-3-one (“BIT”) (commercially available as Proxel® grades from Avecia Lim.) or alkali metal salts thereof; other suitable biocides are 2-methyl-2H-isothiazol-3-one (“MIT”) and 5- chloro-2-methyl-2H-isothiazol-3-one (“CIT”), also 2-bromo-2-nitropropane-1 ,3-diol, benzalkonium chlorides and 4,4‘-dichloro-2-hydroxydiphenyl ether.
  • BIT 2-methyl-2H-isothiazol-3-one
  • CIT chloro-2-methyl-2H-isothiazol-3-one
  • adjunct ingredients are stabilizers, such as UV absorbants, for example benzophenone, sodium benzotriazolyl butylphenol sulfonate and ESQ like Tris(tetramethylhydroxypiperidinol)citrate.
  • stabilizers are antioxidants such as, but not limited to tocopherol BHT, phenolic antioxidants such as pentaerythritol tetrakis (3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate), and non-phenolic antioxidants such as didodecyl 3,3'-thiodipropionate.
  • Sodium benzoate may serve as hydrotrope.
  • Examples of special effect polymers are alkoxylated polyethylenimines.
  • Other examples are polyacrylates, copolymers of acrylic acid, and polyoxymers.
  • adjunct ingredients are re-fattening agents, for example squalene and cetyl palmitate.
  • Another adjunct ingredient is sodium chloride.
  • a further aspect of the present invention is directed towards a process for making inventive compositions, hereinafter also referred to as inventive process.
  • inventive process In order to perform the inventive process, components (A) to (C) and, optionally, at least one of component (D) and (E) are mixed in the presence of water in one or more steps. The order of addition is not critical.
  • the inventive process comprises the additional step of adjusting the pH value to 3.0 to 10.0 with citric acid or its sodium salt, with the trisodium salt of MGDA, with a sodium salt of GLDA, IDS, EDTA, DTPA, or with NaOH.
  • Citric acid, the trisodium salt of citric acid, the trisodium salt of MGDA and the tetrasodium salt of GLDA are preferred.
  • the inventive process is carried out at a temperature in the range of from 10°C to 50°C, preferably at ambient temperature which is in the range of from 15 to 25°C.
  • the mixing step can be performed by shaking, or preferably by stirring. In order to avoid strong foaming, gentle stirring is preferred. In laboratory trials, magnetic stirring is preferred. In one embodiment of the present invention, one or more adjunct ingredients is added during the inventive process.
  • inventive compositions are related to the use of inventive compositions as or for the manufacture of manual dishwashing compositions.
  • Manual dishwashing is sometimes also referred to as hand dishwash.
  • inventive compositions may be diluted with water, or at least one more adjunct ingredient is added.
  • Another aspect of the present invention is a process for cleaning dishware with the help of an inventive composition, hereinafter also referred to as inventive cleaning process.
  • Cleaning dishware with the help of an inventive composition may be performed by mixing a shot of an inventive composition with water, thus creating a dishwashing liquor, and contacting soiled dishware with dishwashing liquor.
  • the temperature of the dishwashing liquor is preferably in the range of from 20 to 50°C, preferably 40 to 45°C.
  • Cleaning may be supported with a brush or a sponge or a cloth. It is advantageous to rinse the cleaned dishware with water before allowing to dry or removing wetness with a tea towel or a dishcloth.
  • a high efficiency can be detected, for example measured with the plate test, and a high amount of foam is generated during manufacture of the respective dishwashing liquor.
  • Soil B consists of 50% flour, 48% Crisco, and 2% oleic acid.
  • Table 1 contents of inventive and comparative compositions All quantities in g active ingredient per 100 g
  • the dynamic viscosity q was determined with a Brookfield LV viscosimeter, spindle SC4-31 , at 25°C unless indicated otherwise.

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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)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Molecular Biology (AREA)
  • Detergent Compositions (AREA)

Abstract

Compositions aqueuses de pH compris entre 3,0 et 10,0, déterminé à 20 °C, comprenant (A) au moins un alkylpolyglycoside de formule générale (I) (G)u-OR1, R1 étant choisi parmi alkyle en C6-C18 ramifié, u étant compris entre 1,1 et 4 et G étant choisi parmi les monosaccharides comportant de 4 à 6 atomes de carbone, (B) au moins un tensioactif choisi parmi les sulfates d'alcanols en C10-C20 ramifiés et (C) au moins un tensioactif choisi parmi les sulfates d'alcanols en C10-C20 ramifiés éthoxylés.
PCT/EP2025/055001 2024-03-01 2025-02-25 Compositions aqueuses, leur fabrication et leur utilisation Pending WO2025181060A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP24160745 2024-03-01
EP24160745.6 2024-03-01

Publications (1)

Publication Number Publication Date
WO2025181060A1 true WO2025181060A1 (fr) 2025-09-04

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ID=90123760

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2025/055001 Pending WO2025181060A1 (fr) 2024-03-01 2025-02-25 Compositions aqueuses, leur fabrication et leur utilisation

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Country Link
WO (1) WO2025181060A1 (fr)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090036345A1 (en) 2005-06-23 2009-02-05 Reckitt Benckiser Inc. Light-Duty Dishwashing Detergent Compositions
US20120245070A1 (en) * 2009-12-05 2012-09-27 Cognis Ip Management Gmbh Use Of Branched Alkyl(Oligo)Glycosides In Cleaning Agents
US20160312154A1 (en) * 2013-07-03 2016-10-27 Basf Se Mixtures of compounds, their preparation, and uses
WO2024002922A1 (fr) 2022-06-29 2024-01-04 Novozymes A/S Formulation de détergent à lessive liquide

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090036345A1 (en) 2005-06-23 2009-02-05 Reckitt Benckiser Inc. Light-Duty Dishwashing Detergent Compositions
US20120245070A1 (en) * 2009-12-05 2012-09-27 Cognis Ip Management Gmbh Use Of Branched Alkyl(Oligo)Glycosides In Cleaning Agents
US20160312154A1 (en) * 2013-07-03 2016-10-27 Basf Se Mixtures of compounds, their preparation, and uses
WO2024002922A1 (fr) 2022-06-29 2024-01-04 Novozymes A/S Formulation de détergent à lessive liquide

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
C. GENOVA ET AL., J. SURFACTANTS DET, vol. 6, 2003, pages 371

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