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WO2024256354A1 - Compositions détergentes - Google Patents

Compositions détergentes Download PDF

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Publication number
WO2024256354A1
WO2024256354A1 PCT/EP2024/065986 EP2024065986W WO2024256354A1 WO 2024256354 A1 WO2024256354 A1 WO 2024256354A1 EP 2024065986 W EP2024065986 W EP 2024065986W WO 2024256354 A1 WO2024256354 A1 WO 2024256354A1
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Prior art keywords
composition
alkyl
compound
amount
relative
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Inventor
Elke THEEUWES
Kristof Moonen
Kim Naz Rosemarie Dumoleijn
Stephanie Kay Clendennen
Thomas CUYPERS
Jordi VAN DER GUCHT
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Taminco BV
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Taminco BV
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Publication of WO2024256354A1 publication Critical patent/WO2024256354A1/fr
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/83Mixtures of non-ionic with anionic compounds
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2041Dihydric alcohols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2068Ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/34Organic compounds containing sulfur
    • C11D3/3418Toluene -, xylene -, cumene -, benzene - or naphthalene sulfonates or sulfates
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/72Ethers of polyoxyalkylene glycols
    • C11D1/721End blocked ethers
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/722Ethers of polyoxyalkylene glycols having mixed oxyalkylene groups; Polyalkoxylated fatty alcohols or polyalkoxylated alkylaryl alcohols with mixed oxyalkylele groups
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66Non-ionic compounds
    • C11D1/75Amino oxides

Definitions

  • the present invention relates to improved detergent compositions, suitable for use as cleaning compositions in laundry and in the washing of housewares such as including tableware, kitchenware, floors, and other hard surfaces, said detergent compositions demonstrating reduced aquatic toxicity characteristics.
  • the present invention further relates to a method of manufacturing said detergent compositions and the use thereof in cleaning operations.
  • Detergent compositions are ubiquitous and widely applied in domestic, institutional and industrial settings, especially with reference to their use as laundry detergent compositions, (manual) dishwashing detergent compositions, hard surface detergent compositions, and cleaning compositions in general for all sorts of applications wherein materials are contaminated with soils such as carbohydrate soils, protein soils, blood and water hardness soils in terms of high amounts of dissolved calcium and magnesium in water and soap scum, food oils soils, fat soils, and greasy soils thereby including sebum, cosmetics (e.g. lipstick), and dirty motor oil.
  • detergents are complex chemical compositions composed of surfactants and various additives, such as chelating agents, anti-redeposition agents, and fragrances.
  • Surfactants being large volume chemicals, constitute the predominant component in detergent or cleaning compositions, whether it be for household or professional use.
  • the incorporation of one or more surfactants in detergent compositions serves the purpose of reducing the interfacial tension between oil and water by adsorbing at the liquid-liquid and/or liquid-solid interface.
  • surfactants provide detergent compositions with the ability to remove soil from surfaces and further dispersion of said soil in the washing liquor.
  • each surfactant molecule is characterized by a hydrophilic head part, said hydrophilic head part being attracted to surrounding water molecules, and a hydrophobic tail part, said hydrophobic tail part repelling surrounding water molecules and simultaneously attaching itself to oil and grease in soil.
  • surfactants disperse soil that normally does not dissolve in water by itself. Therefore, surfactants constitute the key component in detergent or cleaning compositions by detaching stains and further keeping the soil in the surrounding aqueous environment thereby preventing re-deposition of the soil onto the surface from which it has been removed.
  • surfactants are generally of four types namely anionic surfactants, cationic surfactants, nonionic surfactants, and amphoteric surfactants.
  • Amphoteric surfactants have polar functional groups whose charge depends on the pH of the aqueous solution in which they are contained, and they exhibit cationic behavior at acidic pH, anionic behavior at alkaline pH, and are zwitterionic around their isoelectric point.
  • US 5,698,505 discloses liquid or gel dishwashing detergent compositions which exhibit good grease emulsification performance.
  • the described detergents compositions comprise anionic surfactants including C8-22 alkyl ether sulfates, nonionic surfactants including polyhydroxy fatty acid amides, and high amounts of C12 to C16 amine oxides for spontaneously emulsifying greasy/oily soils.
  • US 4,133,779 describes detergent compositions useful in the removal of greasy soils, said detergent compositions containing a water-soluble amine oxide as a semi-polar nonionic detergent as combined with an alkaline earth metal salt of an anionic detergent such as including linear alkyl benzene sulfonates, alkyl sulfates, alkyl ether sulfates, and alkyl glyceryl ether sulfonates.
  • GB 1458798 discloses liquid, concentrated, homogenous, aqueous detergent compositions, designed in particular for hand- washing tableware.
  • the liquid detergent compositions of GB 1458798 preferably contain: (A) a water soluble aliphatic sulphonate of formula (I); (B) a water soluble polyethylene glycol ether sulphate of formula (II); (C) a nonionic tertiary amine oxide of formula (III); (D) a water soluble aliphatic sulphate of formula (IV); and, optionally, (E) a reaction product of ethylene oxide and an organic hydrocarbon having a reactive hydrogen atom and from 8 to 20 carbon atoms, said liquid detergent compositions further being characterized by specific (A) / (B); and (C) / [(A) + (B)] weight ratios and a maximum amount of (D) + (E).
  • the disclosure of GB 1458783 relates to a liquid concentrated, homogeneous, aqueous detergent composition, designed in particular for hand-washing tableware.
  • a liquid concentrated, homogeneous, aqueous detergent composition designed in particular for hand-washing tableware.
  • balanced ratios of selected anionic and nonionic surface-active agents are described.
  • the liquid detergent compositions of GB 1458783 preferably contain: (A) a water soluble aliphatic sulphonate of formula (I); (B) a water soluble aliphatic sulphate of formula (II); (C) a water soluble polyethylene glycol ether sulphate of formula (III); (D) a tertiary amine oxide of formula (IV); and (E) a reaction product of ethylene oxide and an organic, hydrophobic compound having 8 to 20 carbon atoms and at least one reactive hydrogen atom, said liquid detergent compositions further being characterized by specific (A) / (B); (A) / (C); (D) / (A); and (B) / (E) weight ratios and a maximum amount of (B) + (E).
  • detergent compositions may pollute water and may, when present in sufficiently high concentrations, constitute toxicity problems to aquatic organisms, especially in untreated effluents for example when spilled into rivers or lakes without purification.
  • Numerous scientific studies reported that detergent compositions, thereby also including biodegradable detergent compositions, may have poisonous effects in one or more types of aquatic life if these compositions are present in sufficient quantities. Indeed, concern over the potential environmental impact of detergents and some of the components contained therein has led to extensive study of their environmental effects. For example, Warne, M. St. J. et al.
  • These treatment strategies may include physicochemical and biological methods of surfactant detoxification. Examples of these treatment strategies may further include effective remediation methods such as oxidation-based ozonation (O3), photocatalytic degradation via exposure to UV radiation, catalyst-coupled auto-oxidation, electrochemical degradation, and microbial biodegradation.
  • O3 oxidation-based ozonation
  • Another suitable strategy to reduce surfactant toxicity is to immediately act on the chemical and molecular architecture of the specific surfactant itself, i.e. prior to any usage and discharge thereof.
  • composition (C), herein after] comprising, relative to the total weight of the composition (C): a) from 5.00 to 50.00 weight percentage [wt. %, herein after] of at least one anionic surfactant; b) from 0.10 to 25.00 wt.
  • % of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; c) from 0.10 to 30.00 wt.
  • the present invention further provides a method for the manufacturing of the composition (C), as detailed above.
  • the present invention further provides a use of the composition (C), as detailed above, in a cleaning operation for at least partially removing at least one soil from a surface or from at least part of a surface of a substrate to be cleaned.
  • the present invention further provides a use of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; to reduce the aquatic toxicity of a detergent composition relative to a detergent composition comprising only N,N-dimethyl alkylamine N-oxide as the amine N- oxide.
  • compositions comprising components A and B
  • the scope of the expression “a composition comprising components A and B” should not be limited to compositions consisting only of components A and B. It means that with respect to the present invention, the only relevant components of the composition are A and B. Accordingly, the terms “comprising” and “including” encompass the more restrictive terms “consisting essentially of” and “consisting of”.
  • the terms “optional” or “optionally” means that a subsequently described event or circumstance can or cannot occur, and that the description includes instances where said event or circumstance occurs and instances where it does not.
  • the prefix “poly” is used for meaning “more than one”, which when limited to integers is the same as “2 or more” or “at least 2”.
  • polyol therefore stands for a component having at least 2 hydroxyl (-OH) functional groups.
  • the inventors have now surprisingly found that by using at least one compound (AO), as detailed above, in combination with at least one anionic surfactant, at least one compound (AE), as detailed above, and at least one hydrotrope and/or humectant, the resulting composition (C), as detailed above, yields a reduced aquatic toxicity, while at least maintaining good cleaning properties in terms of soil or stain removal performance, as demonstrated in the working examples of the experimental section according to the present invention.
  • the term “soil” or “stain” refers to organic and/or inorganic soils such as a non-polar oily substance, optionally further containing particulate matter.
  • Non-limiting examples of particulate matter notably include pigments, such as cosmetic pigments in lipstick, mineral clays, sand, natural mineral matter, carbon black, graphite, kaolin, environmental dust, and dirt.
  • the term “soil” or “stain” also refers to food soils.
  • Non-limiting examples of food soils notably include proteinaceous soils, starchy soils, polysaccharides, fatty soils including saturated and unsaturated fatty soils, and food particulate and matter.
  • the terms “soil” and “stain” are therefore used interchangeably herein.
  • alkyl has the broadest meaning generally understood in the art, and may include a moiety which is linear, branched, or a combination thereof.
  • alkyl alone or in combination, means a straight or branched alkane-derived radical, for example, CF-G alkyl defines a straight or branched alkyl radical having from F to G carbon atoms, e.g.
  • C2-6 alkyl defines a straight or branched alkyl radical having from 2 to 6 carbon atoms such as for example ethyl, 1-propyl, 2-propyl (isopropyl), 1-butyl, 2-butyl, 2-methyl-2-propyl (tert- butyl), 2-methyl-1-propyl (isobutyl), 1-pentyl, 1-methylbutyl, 2-methylbutyl, 3- methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, 1- ethylpropyl, 1-hexyl, 2-hexyl, 3-hexyl, 4-methylpent-1-yl, 4-methylpent-2-yl, 2- methylpent-2-yl, 2-methylpent-1-yl, and the like.
  • the expressions “at least one anionic surfactant”, “at least one compound (AO)”, “at least one compound (AE)”, and “at least one hydrotrope and/or humectant” are intended to denote one or more than one anionic surfactant, one or more than one compound (AO), one or more than one compound (AE), and one or more than one hydrotrope and/or humectant, respectively.
  • Mixtures of anionic surfactants, mixtures of compounds (AO), mixtures of compounds (AE), and mixtures of hydrotropes and/or humectants can also be used for the purpose of the invention, respectively.
  • composition (C) of the present invention may comprise one or more than one anionic surfactant, one or more than one compound (AO), one or more than one compound (AE), and one or more than one hydrotrope and/or humectant.
  • the composition (C), as detailed above comprises at least one anionic surfactant.
  • Anionic surfactants suitable for use in the composition (C) of the present invention are those known to a person skilled in the art of detergent compositions.
  • anionic surfactant is intended to denote a surface active compound which is categorized by a negatively charged polar head group (anion) of the hydrophilic section of the molecule, wherein the negatively charged polar head group is selected from carboxylate, sulfate, sulfonate, or phosphate; or a surface active compound in which the head group of the hydrophilic section of the molecule carries no charge unless the pH is elevated to the pKa or above (for instance in the case of carboxylic acid functional groups).
  • the anionic surfactant can further be in the form of its corresponding lithium, sodium, potassium, magnesium, calcium, barium, ammonium and alkanolammonium salt.
  • Non-limiting examples of alkanolammonium salts notably include monoethanolammonium salts, diethanolammonium salts, and triethanolammonium salts.
  • the at least one anionic surfactant of the present invention may be chemically synthesized using conventional methods known to the person skilled in the art.
  • the at least one anionic surfactant, as detailed below, may be commercially available from a wide variety of suppliers.
  • the at least one anionic surfactant is sulfated, sulfonated, and/or carboxylated.
  • Preferred sulfated anionic surfactants may be chosen among non- ethoxylated primary and secondary C8-22 alkyl sulfates, preferably C8-18 alkyl sulfates, more preferably C10-16 alkyl sulfates; alkyl ether sulfates such as C2-4 alkyleneoxy sulfates derived from the alkoxylation product of a C8-24 alcohol, preferably a C10-22 alcohol, more preferably a C10-16 alcohol, with an average of from 0.5 to 30.0 moles of C2-4 alkylene oxide per molecule, preferably from 0.5 to 20.0 moles of C2-4 alkylene oxide per molecule, more preferably from 1.0 to 15.0 moles of C2-4 alkylene oxide per molecule, more preferably from 3.0 to 12.0 moles of C2-4 alkylene oxide per molecule, and alkyl polyethoxylate sulfates derived from the alkoxylation product of a C8-24 alcohol, preferably a C10-22 alcohol
  • More preferred sulfated anionic surfactants may be chosen among non- ethoxylated primary and secondary C8-22 alkyl sulfates, preferably C8-18 alkyl sulfates, more preferably C10-16 alkyl sulfates; or alkyl polyethoxylate sulfates derived from the alkoxylation product of a C8-24 alcohol, preferably a C10-22 alcohol, more preferably a C10-16 alcohol, with an average of from 0.5 to 20.0 moles of ethylene oxide per molecule, preferably from 0.5 to 15.0 moles of ethylene oxide per molecule, more preferably from 1.0 to 12.0 moles of ethylene oxide per molecule, more preferably from 3.0 to 10.0 moles of ethylene oxide per molecule.
  • Preferred sulfonated anionic surfactants may be chosen among primary and secondary C8-22 alkyl sulfonates, preferably C8-18 alkyl sulfonates, more preferably C10-16 alkyl sulfonates; aryl sulfonates, optionally substituted with C8-22 alkyl, preferably C8-18 alkyl, such as linear C8-22 alkyl benzene sulfonates, for example linear dodecylbenzene sulfonate; or alpha-olefin sulfonates containing from 8 to 24 carbon atoms, preferably from 12 to 18 carbon atoms.
  • More preferred sulfonated anionic surfactants may be chosen among aryl sulfonates, optionally substituted with C8-22 alkyl, preferably C8-18 alkyl, such as linear C8-22 alkyl benzene sulfonates, for example linear dodecylbenzene sulfonate; or alpha-olefin sulfonates containing from 8 to 24 carbon atoms, preferably from 12 to 18 carbon atoms.
  • Preferred carboxylated anionic surfactants may be chosen among non- ethoxylated C8-22 alkyl carboxylates, preferably C8-18 alkyl carboxylates, more preferably C10-16 alkyl carboxylates; or fatty acid carboxylates, optionally sulfonated, such as sulfonated oleic acid. It is further understood that all definitions and preferences as described for the at least one anionic surfactant above equally apply for this embodiment and all further embodiments, as described below. As said above, the amount of the at least one anionic surfactant, as detailed above, is from 5.00 to 50.00 wt. %, relative to the total weight of the composition (C).
  • the expression “from 5.00 to 50.00 weight percentage [wt. %, herein after] of at least one anionic surfactant” refers either to the amount of anionic surfactant, when the composition (C) contains only one anionic surfactant, or to the sum of the amounts of anionic surfactant, when the composition (C) contains more than one anionic surfactant. This being said, it means that it is necessary that, when more than one anionic surfactant is present, then it is the sum of the amounts of each of said anionic surfactant that ranges from 5.00 to 50.00 wt. %, relative to the total weight of the composition (C).
  • the amount of the at least one anionic surfactant, as detailed above, relative to the total weight of the composition (C), is equal to or greater than 6.00 wt. %, or equal to or greater than 7.00 wt. %, or equal to or greater than 8.00 wt. %, or equal to or greater than 9.00 wt. %, or equal to or greater than 10.00 wt. %.
  • the upper limit of the amount of the at least one anionic surfactant, as detailed above, relative to the total weight of the composition (C) is equal to or less than 45.00 wt. %, or equal to or less than 40.00 wt. %, or equal to or less than 35.00 wt.
  • the at least one anionic surfactant, as detailed above, relative to the total weight of the composition (C), is present in an amount from 6.00 to 45.00 wt. %, or in an amount from 7.00 to 40.00 wt. %, or in an amount from 7.00 to 35.00 wt. %, or in an amount from 8.00 to 30.00 wt.
  • the composition (C), as detailed above, comprises at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl.
  • the inventors have surprisingly found that by choosing specific compounds (AO) according to general Formula (IAO), as detailed above, i.e. by chemically extending the hydrophobic alkyl chain length of the R2 and R3 substituents on the N-atom of said compounds (AO), the aquatic toxicity of the composition (C) of the present invention now comprising one or more of said compounds (AO) and furthermore comprising the anionic surfactant, as detailed above, the compound (AE), as detailed below, and at least one hydrotrope and/or humectant, as detailed below, can now be significantly reduced, while at least maintaining, and hence not negatively affecting, good cleaning properties of said composition (C) in terms of soil or stain removal performance.
  • specific compounds (AO) according to general Formula (IAO), as detailed above, i.e. by chemically extending the hydrophobic alkyl chain length of the R2 and R3 substituents on the N-atom of said compounds (AO)
  • the aquatic toxicity of the composition (C) of the present invention now comprising one
  • the inventors have surprisingly found that the aquatic toxicity of the composition (C) of the present invention can now be significantly reduced upon comparison with comparative detergent compositions comprising, as the amine N-oxide, N,N- dimethyl alkylamine N-oxides such as N,N-dimethyldodecylamine N-oxide which constitutes a widely applied amine N-oxide in detergent compositions known in the art, while at least maintaining, and hence not negatively affecting, good cleaning properties of said composition (C) in terms of soil or stain removal performance.
  • Amine N-oxides are described in the art, in particular in the art of detergent compositions, as semi-polar nonionic surfactants.
  • the compounds (AO) according to general Formula (IAO), as detailed above, may be chemically synthesized using conventional methods known to the person skilled in the art.
  • the compounds (AO), as detailed below, and/or the amine precursors of the compound (AO) may be commercially available.
  • the amine precursor of the compound (AO) may be chemically manufactured by methods known in the art. Non-limiting examples of such methods well-known in the art are alkylation of amines, hydroamination of olefins, alcohol aminations, reductive aminations and, as demonstrated in the experimental section of the present invention, modified Eschweiler-Clarke reactions.
  • each of R1 is independently selected from C8-22 alkyl, or each of R1 is independently selected from C8-20 alkyl. Desirably, each of R1 is independently selected from C8-18 alkyl, more desirably, each of R1 is independently selected from C8-16 alkyl. In a preferred embodiment of the composition (C) according to the present invention, each of R2 is independently selected from C2-5 alkyl.
  • each of R2 is independently selected from ethyl, propyl, isopropyl, n-butyl, s-butyl, t-butyl, or isobutyl, more desirably, each of R2 is independently selected from ethyl, propyl, or isopropyl.
  • each of R3 is independently selected from C2-5 alkyl.
  • each of R3 is independently selected from ethyl, propyl, isopropyl, n-butyl, s-butyl, t-butyl, or isobutyl, more desirably, each of R3 is independently selected from ethyl, propyl, or isopropyl.
  • each of R2, as detailed above, and R3, as detailed above, are equal to each other and selected from C2-5 alkyl, desirably, selected from ethyl, propyl, isopropyl, n-butyl, s-butyl, t-butyl, or isobutyl, more desirably, selected from ethyl, propyl, or isopropyl.
  • Non-limiting examples of suitable compounds (AO) of Formula (IAO) notably include N,N-diethyldodecylamine N-oxide; N,N-dipropyldodecylamine N- oxide; N-ethyl-N-propyldodecylamine N-oxide; N,N-dibutyldodecylamine N- oxide; N,N-dipentyldodecylamine N-oxide; N,N-dihexyldodecylamine N-oxide; N,N-diethyltetradecylamine N-oxide; N-ethyl-N-propyltetradecylamine N-oxide; N,N-dipropyltetradecylamine N-oxide; N,N-dibutyltetradecylamine N-oxide; N,N- diethylhexadecylamine N-oxide; N,
  • the amount of the at least one compound (AO) according to general Formula (IAO), as detailed above, is from 0.10 to 25.00 wt. %, relative to the total weight of the composition (C).
  • the expression “from 0.10 to 25.00 wt. % of at least one compound (AO) according to general Formula (IAO)” refers either to the amount of compound (AO), when the composition (C) contains only one compound (AO), or to the sum of the amounts of compound (AO), when the composition (C) contains more than one compound (AO).
  • the amount of the compound (AO) according to general Formula (IAO), as detailed above, relative to the total weight of the composition (C), is equal to or greater than 0.50 wt. %, or equal to or greater than 1.00 wt. %, or equal to or greater than 1.50 wt. %, or equal to or greater than 1.80 wt. %, or equal to or greater than 2.00 wt. %.
  • the upper limit of the amount of the compound (AO) according to general Formula (IAO), as detailed above, relative to the total weight of the composition (C), is equal to or less than 22.00 wt. %, or equal to or less than 19.00 wt. %, or equal to or less than 17.00 wt. %, or equal to or less than 15.00 wt. %, or equal to or less than 13.00 wt. %, or equal to or less than 12.00 wt. %, or equal to or less than 11.00 wt. %, or equal to or less than 10.00 wt. %.
  • the compound (AO) according to general Formula (IAO), as detailed above, relative to the total weight of the composition (C), is present in an amount from 0.50 to 22.00 wt. %, or in an amount from 1.00 to 19.00 wt. %, or in an amount from 1.00 to 17.00 wt. %, or in an amount from 1.50 to 15.00 wt. %, or in an amount from 1.50 to 13.00 wt. %, or in an amount from 1.80 to 12.00 wt. %, or in an amount from 1.80 to 11.00 wt. %, or in an amount from 2.00 to 10.00 wt. %.
  • the composition (C), as detailed above, comprises at least one alcohol ethoxylate of Formula (IAE) [compound (AE), herein after] Formula (IAE) wherein ⁇ m is an integer in the range from 1 to 5; ⁇ n is an integer in the range from 0 to 5; ⁇ p is an integer in the range from 3 to 50; ⁇ each of R4 is independently selected from C8-24 alkyl; ⁇ each of R5 is independently selected from hydrogen, or end- capping group.
  • Compounds (AE) according to general Formula (IAE) of the present invention are known in the art, in particular in the detergent field, as nonionic surfactants.
  • These compounds (AE) may be commercially available or may be chemically synthesized, for instance via the alkoxylation reaction between on the one hand a suitable aliphatic alcohol and on the other hand ethylene oxide, propylene oxide, or mixtures thereof.
  • the length of the hydrophilic polyoxyalkylene moiety of the compound (AE), which is alkoxylated with any particular hydrophobic group R4 as detailed in Formula (IAE) can be readily adjusted to yield a water dispersible or a water-soluble compound having the desired degree of balance between hydrophilic and hydrophobic properties of said compound (AE) within the composition (C), as detailed above.
  • end-capping group is intended to denote the modification of a terminal hydroxy group in the compound (AE) according to general Formula (IAE), i.e. when R5 is equal to hydrogen, to reduce or suppress foaming via a reaction with a further hydrophobic molecule.
  • Non-limiting examples of these further hydrophobic molecules for the purpose of end-capping notably include benzyl chloride, short chain fatty acids, and C1-5 alkyl halides.
  • m is an integer in the range from 1 to 4, or m is an integer in the range from 1 to 3.
  • n is an integer in the range from 1 to 2, more desirably, m is equal to 1.
  • n is an integer in the range from 0 to 4, or n is an integer in the range from 0 to 3, or n is an integer in the range from 0 to 2.
  • n is an integer in the range from 0 to 1, more desirably, n is equal to 0. It is further understood that, within the context of the present invention, when n in the compound (AE) according to general Formula (IAE) is not equal to 0, i.e.
  • the polyoxypropylene moieties and the polyoxyethylene moieties in the compound (AE) can be in the form of a block copolymer, a random copolymer, or an alternating copolymer.
  • n in the compound (AE) according to general Formula (IAE) is not equal to 0, the polyoxypropylene moieties and the polyoxyethylene moieties in the compound (AE) are in the form of a block copolymer.
  • p is an integer in the range from 3 to 30, or p is an integer in the range from 4 to 22.
  • each of R4 is independently selected from C8-22 alkyl, or each of R4 is independently selected from C10-22 alkyl. Desirably, each of R4 is independently selected from C10-20 alkyl, more desirably, each of R4 is independently selected from C10-18 alkyl.
  • the at least one compound (AE) according to general Formula (IAE) is a compound of Formula (IAE’) [compound (AE’), herein after]: Formula (IAE’) wherein p, R4, and R5 have the same meaning as defined above for Formula (IAE). It is further understood that all definitions and preferences as described for the at least one compound (AE) above equally apply for this embodiment and all further embodiments, as described below.
  • the amount of the compound (AE) according to general Formula (IAE), as detailed above, is from 0.10 to 30.00 wt. %, relative to the total weight of the composition (C).
  • the expression “from 0.10 to 30.00 wt. % of at least one compound (AE) according to general Formula (IAE)” refers either to the amount of compound (AE), when the composition (C) contains only one compound (AE), or to the sum of the amounts of compound (AE), when the composition (C) contains more than one compound (AE). This being said, it means that it is necessary that, when more than one compound (AE) is present, then it is the sum of the amounts of each of said compound (AE) that ranges from 0.10 to 30.00 wt. %, relative to the total weight of the composition (C).
  • the amount of the compound (AE) according to general Formula (IAE), as detailed above, relative to the total weight of the composition (C), is equal to or greater than 0.30 wt. %, or equal to or greater than 0.50 wt. %, or equal to or greater than 1.00 wt. %. It is further understood that the upper limit of the amount of the compound (AE) according to general Formula (IAE), as detailed above, relative to the total weight of the composition (C), is equal to or less than 25.00 wt. %, or equal to or less than 20.00 wt. %, or equal to or less than 15.00 wt. %, or equal to or less than 12.00 wt. %, or equal to or less than 10.00 wt.
  • the compound (AE) according to general Formula (IAE), as detailed above, relative to the total weight of the composition (C), is present in an amount from 0.30 to 25.00 wt. %, or in an amount from 0.50 to 20.00 wt. %, or in an amount from 0.50 to 15.00 wt. %, or in an amount from 1.00 to 12.00 wt. %, or in an amount from 1.00 to 10.00 wt. %.
  • the composition (C), as detailed above comprises at least one hydrotrope and/or humectant.
  • Hydrotropes suitable for use in the composition (C) of the present invention are those known to the person skilled in the art, in particular within the art of detergent compositions.
  • the term “hydrotrope” is intended to denote a short-chain organic compound encompassing a hydrophilic part and a hydrophobic part, similar to long-chain surfactants but said hydrophobic part being generally shorter upon comparison with the hydrophobic part in long-chain surfactants which have longer apolar chains.
  • the addition of hydrotropes to detergent compositions further helps to solubilize other surfactants by modifying and increasing their aqueous solubilities, and preventing aqueous detergent compositions from phase separation as described in S.E. Friberg and M.
  • Non-limiting examples of suitable hydrotropes notably include C1-6 alkyl monoalcohols; C1-4 alkyl mono- or disubstituted benezene sulfonates such as xylene sulfonate, cumene sulfonate, and toluene sulfonate; C1-4 mono- or disubstituted alkyl naphthalene sulfonates; C1-7 alkyl carboxylates, non-ethoxylated and ethoxylated C1-7 alkyl sulfates.
  • Non-limiting examples of suitable C1-6 alkyl monoalcohols as the at least one hydrotrope suitable for use in the composition (C) of the present invention notably include ethanol, n-propanol, and isopropanol.
  • Non-limiting examples of suitable C1-4 alkyl mono- or disubstituted benezene sulfonates as the at least one hydrotrope suitable for use in the composition (C) of the present invention notably include xylene sulfonate, cumene sulfonate, and toluene sulfonate.
  • Non-limiting examples of suitable xylene sulfonates as the at least one hydrotrope suitable for use in the composition (C) of the present invention notably include sodium xylene sulfonate, potassium xylene sulfonate, and ammonium xylene sulfonate.
  • suitable cumene sulfonates as the at least one hydrotrope suitable for use in the composition (C) of the present invention notably include sodium cumene sulfonate, potassium cumene sulfonate, and ammonium cumene sulfonate.
  • Non-limiting examples of suitable toluene sulfonates as the at least one hydrotrope suitable for use in the composition (C) of the present invention notably include sodium toluene sulfonate, potassium toluene sulfonate, and ammonium toluene sulfonate.
  • the at least one hydrotrope may be chosen among C1-6 alkyl monoalcohols; or C1-4 alkyl mono- or disubstituted benezene sulfonates such as xylene sulfonate, cumene sulfonate, and toluene sulfonate.
  • Humectants suitable for use in the composition (C) of the present invention are those known to the person skilled in the art.
  • the term “humectant” is intended to denote a hygroscopic substance that promotes retention of moisture for moisturization and solubilization purposes.
  • the at least one humectant can be a compound containing multiple hydrophilic groups which may form form hydrogen bonds with water, such as hydroxyl, amine, carboxylic acid, esterified carboxylic acid, and combinations thereof.
  • Non- limiting examples of suitable humectants notably include fatty acid methyl esters, phospholipids, collagen, elastin, ceramides, lecithin, lactic acid and its salts such as sodium lactate, urea, pyrrolidone carboxylic acids and its salts, ethylene glycol, glycerol, glycerol triacetate, butylene glycol, hexylene glycol, 1,3-propanediol, propylene glycol, dipropylene glycol, tripropylene glycol, sorbitol, xylitol, maltitol, polydextrose, and polyalkylene glycol ethers such as polyethylene glycol.
  • the at least one humectant is selected from the group consisting of: a) C2-9 alkyl polyols; b) ether alcohols derived from C2-9 alkyl polyols; c) ester alcohols derived from C2-9 alkyl polyols; and d) mono- and oligosaccharides.
  • the at least one humectant may be chosen among glycerol; ethylene glycol; propylene glycol; dimers of glycerol, ethylene glycol, and propylene glycol; trimers of glycerol, ethylene glycol, and propylene glycol; tri(propylene glycol) n-butyl ether, butylene glycol; hexylene glycol; or polyalkylene glycol ethers such as polyethylene glycol. It is further understood that all definitions and preferences as described for the at least one hydrotrope and/or humectant above equally apply for this embodiment and all further embodiments, as described below.
  • the amount of the at least one hydrotrope and/or humectant is from 0.10 to 30.00 wt. %, relative to the total weight of the composition (C).
  • the expression “from 0.10 to 30.00 wt. % of at least one hydrotrope and/or humectant” refers either to the amount of hydrotrope and/or humectant, when the composition (C) contains only one hydrotrope and/or humectant, or to the sum of the amounts of hydrotrope and/or humectant, when the composition (C) contains more than one hydrotrope and/or humectant.
  • the amount of the hydrotrope and/or humectant, as detailed above, relative to the total weight of the composition (C), is equal to or greater than 0.30 wt. %, or equal to or greater than 0.50 wt. %, or equal to or greater than 1.00 wt. %.
  • the upper limit of the amount of the hydrotrope and/or humectant, as detailed above, relative to the total weight of the composition (C), is equal to or less than 25.00 wt. %, or equal to or less than 20.00 wt. %, or equal to or less than 15.00 wt. %, or equal to or less than 12.00 wt. %, or equal to or less than 10.00 wt. %.
  • the hydrotrope and/or humectant, as detailed above, relative to the total weight of the composition (C) is present in an amount from 0.30 to 25.00 wt. %, or in an amount from 0.50 to 20.00 wt.
  • the composition (C) may further comprise at least one further surfactant chosen among nonionic surfactants, or amphoteric surfactants.
  • the expression “at least one further surfactant” is intended to denote one or more than one further surfactant. Mixtures of further surfactants can also be used for the purpose of the invention.
  • the expression “further surfactant” is understood, for the purposes of the present invention, both in the plural and the singular form.
  • Non-limiting examples of suitable nonionic surfactants notably include amides, glucamides or polyhydroxy fatty acid amides, alkyl polyglycosides, alkylphenol ethoxylates, rhamnolipids, and sophorolipids.
  • suitable amides notably include those according to formula R6CON(R7)2 wherein each of R6 is independently selected from C7-21 alkyl; each of R7 is independently selected from hydrogen, C1-4 alkyl optionally substituted with OH, and (C2H4O)xH wherein x is an integer in the range from 1 to 3.
  • Non-limiting examples of suitable amide surfactants notably include lauric ethanolamide, stearic ethanolamide, dimethyl lauramide, lauramide, stearamide, lauryl lauramide, myristic N-methyl ethanolamide, butyl capramide, capric butanolamide, dibutyl capramide, dibutyl myristamide, stearic acid amide of tris(hydroxymethyl)amino methane, myristic glycerylamide, N-lauroyl morpholine, lauric glycerylamide, palmitic acid amide of 3-amino-3-methyl-2,4-propanediol, lauryl hydroxy-acetamide, myristyl formamide, lauric isopropanol amide, lauric isopropanol amide, myristic acid amide of 3-amino-3-methyl-2,4-pentanediol, and tallow acyl monoethanolamide.
  • Non-limiting examples of suitable glucamides or polyhydroxy fatty acid amides notably include those according to formula R9CONR8Z wherein each of R8 is independently selected from hydrogen, C1-4 alkyl optionally substituted with OH, OR10 wherein each of R10, equal to or different from each other and at each occurrence, is C1-4 alkyl; each of R9 is independently selected from C5-31 alkyl; and each of Z is independently selected from a polyhydroxy-substituted alkyl with at least 3 OH functionalies directly connected to said alkyl, and alkoxylated derivates thereof.
  • Z can be derived from a reducing sugar in a reductive amination reaction, preferably Z is glycityl.
  • Non-limiting examples of suitable reducing sugars notably include glucose, fructose, maltose, lactose, galactose, mannose, and xylose.
  • suitable amphoteric surfactants notably include betaines, and sultaines.
  • suitable betaines and sultaines are notably described on pages 26 – 27 of WO 2020/236873 A1, the whole content of which is herein incorporated by reference.
  • Suitable betaines notably include coconut acylamidopropyldimethyl betaine; hexadecyl dimethyl betaine; C2-14 acylamidopropylbetaine; C8-14 acylamidohexyldiethyl betaine; 4-C14-16- acylmethylamidodiethylammonio-1- carboxybutane; C6-18 acylamidodimethylbetaine; C12-16 acylamidopentanediethylbetaine; and C2- 16 acylmethylamidodimethylbetaine.
  • the amount of the at least one further surfactant is from 0.05 wt. % to 20.00 wt. %, or from 0.10 wt. % to 10.00 wt. %, or from 0.10 wt. % to 5.00 wt. %.
  • the composition (C), as detailed above, may further comprise at least one additional ingredient [ingredient (IC), herein after] to enhance the appearance, storage, transport, handling, sensory experience and/or performance.
  • additional ingredients [ingredient (IC), herein after] is intended to denote one or more than one ingredient (IC).
  • Mixtures of ingredients (IC) can also be used for the purpose of the invention.
  • the expression “ingredient (IC)” is understood, for the purposes of the present invention, both in the plural and the singular form. Said ingredients (IC) are known to those skilled in the art of detergent compositions (C).
  • Non-limiting examples of ingredients (IC) notably include alkaline sources, anti-redeposition agents, suspending soil polymers, suds suppressors, opacifiers or pearlescent agents, bleaching agents, chelating/sequestering agents, corrosion inhibitors, detergent builders, fillers, dyes, odorants, perfumes, fragrances, odor enhancing agents, colorants, enzymes, enzyme stabilizing systems, bactericides, germicides, neutralizers, pH modifiers, salts, silicates, and thickening agents.
  • suitable alkaline sources notably include alkali metal hydroxides, and alkaline earth metal hydroxides. Suitable alkali metal hydroxides notably include sodium hydroxide, and potassium hydroxide.
  • a suitable alkaline earth metal hydroxide notably includes magnesium hydroxide.
  • suitable anti-redeposition agents capable of facilitating sustained suspension of soils in a cleaning solution and preventing the removed soils from being redeposited onto the substrate being cleaned notably include fatty acid amides, polyvinyl alcohols, fluorocarbon surfactants, phosphate esters, styrene maleic anhydride copolymers, and cellulosic derivatives such as hydroxyethyl cellulose, and hydroxypropyl cellulose.
  • Non-limiting examples of suitable suspending soil polymers notably include alkoxylated polyethyleneimine (APEI) polymers, such as ethoxylated polyethyleneimine (APEI) polymers; and polyethylene glycol.
  • suitable suds suppressors notably include silicone-based suds suppressors.
  • suitable opacifiers or pearlescent agents notably include inorganic opacifiers or pearlescent agents such as TiO2, and clays; and organic opacifiers or pearlescent agents, said organic opacifiers or pearlescent agents including polymeric organic opacifiers or pearlescent agents such as styrene acrylates; and non-polymeric organic opacifiers or pearlescent agents such as glycol distearate.
  • Non-limiting examples of suitable bleaching agents notably include a peroxygen or active oxygen source.
  • Suitable peroxygen or active oxygen sources notably include hydrogen peroxide, perborates, sodium carbonate peroxyhydrate, phosphate peroxyhydrates, potassium permonosulfate, sodium perborate monohydrate, sodium perborate tetrahydrate, optionally in combination with activators such as tetraacetylethylene diamine.
  • Non-limiting examples of suitable chelating/sequestering agents capable of coordinating metal ions commonly found in water to prevent these metal ions from interfering with the action of other detersive ingredients of a detergent composition notably include aminocarboxylic acids, condensed phosphates, phosphonates, iminodisuccinates, and polyacrylates.
  • Suitable aminocarboxylic acids notably include N-hydroxyethyliminodiacetic acid, nitrilotriacetic acid, ethylenediaminetetraacetic acid, N-hydroxyethyl-ethylenediaminetriacetic acid, tetrasodium glutamate diacetate, methylglycine N,N-diacetic acid trisodium salt, and diethylenetriaminepentaacetic acid.
  • Suitable condensed phosphates notably include sodium orthophosphate, potassium orthophosphate, sodium pyrophosphate, potassium pyrophosphate, sodium tripolyphosphate, and sodium hexametaphosphate.
  • a suitable phosphonate notably includes 1-hydroxyethane- 1,1-diphosphonic acid.
  • Suitable polyacrylates notably include polyacrylic acid, acrylic acid-maleic acid copolymers, maleic acid-olefin copolymers, acrylic acid- methacrylic acid copolymers, polymethacrylic acid, hydrolyzed polyacrylamide, hydrolyzed polymethacrylamide, hydrolyzed acrylamide-methacrylamide copolymers, hydrolyzed polyacrylonitrile, hydrolyzed polymethacrylonitrile, and hydrolyzed acrylonitrile-methacrylonitrile copolymers.
  • suitable corrosion inhibitors notably include the combination of one or more sources of aluminum ions and one or more sources of zinc ions.
  • Suitable sources of aluminum ions notably include sodium aluminate, aluminum bromide, aluminum chlorate, aluminum chloride, aluminum iodide, aluminum nitrate, aluminum sulfate, aluminum acetate, aluminum formate, aluminum tartrate, aluminum lactate, aluminum oleate, aluminum bromate, aluminum borate, aluminum potassium sulfate, and aluminum zinc sulfate.
  • Suitable sources of zinc ions notably include zinc chloride, zinc sulfate, zinc nitrate, zinc iodide, zinc thiocyanate, zinc fluorosilicate, zinc dichromate, zinc chlorate, sodium zincate, zinc gluconate, zinc acetate, zinc benzoate, zinc citrate, zinc lactate, zinc formate, zinc bromate, zinc bromide, zinc fluoride, zinc fluorosilicate, and zinc salicylate.
  • Non-limiting examples of suitable detergent builders and fillers notably include carbonates, bicarbonates, sulfates such as sodium sulfate, sodium chloride, borates such as tetraborates, starch, sugars, C1-10 alkylene glycols, orthophosphates, tripolyphosphates, hexametaphosphates, pyrophosphates, water-soluble amino polycarboxylates, water-soluble salts of phytic acid, water- soluble polyphosphonates, and polycarboxylates such as water-soluble salts of mellitic acid, citric acid, carboxymethyloxysuccinic acid, tartrate monosuccinate, and tartrate disuccinate.
  • Preferred enzymes are chosen among proteases, amylases, cellulases, or lipases.
  • Non-limiting examples of suitable enzyme stabilizing systems notably include boric acid salts such as alkali metal borates and alkanolamine borates; water-soluble sources of calcium ions such as calcium chloride, calcium hydroxide, calcium formate, calcium malate, calcium maleate, calcium sulfate, and calcium acetate; water-soluble sources of magnesium ions such as magnesium chloride, magnesium hydroxide, magnesium formate, magnesium malate, magnesium maleate, magnesium sulfate, and magnesium acetate; chlorine scavengers such as salts containing ammonium cations with sulfite, bisulfite, thiosulfate, thiosulfate, and iodide anions; and antioxidants such as carbamates and ascorbates.
  • boric acid salts such as alkali metal borates and alkanolamine borates
  • water-soluble sources of calcium ions such as calcium chloride, calcium hydroxide, calcium formate, calcium malate, calcium maleate, calcium
  • Non-limiting examples of suitable neutralizers notably include amino alcohols such as amino-2-methyl-1-propanol, monoethanolamine, diethanolamine, and triethanolamine.
  • suitable silicates notably include sodium silicate, and potassium silicate.
  • suitable thickening agents notably include inorganic thickeners such as clays, silicates, and salts such as sodium chloride; and organic thickeners such as polyacrylic acids, polyacrylates, ethoxylated cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, polyacrylamide, xanthan, guargum, sodium alginate and algin by-products.
  • the amount of the additional ingredients (IC) it is understood that the skilled person in the art will practise said additional ingredients (IC) in a suitable amount according to standard and general practice known by said skilled person in the art.
  • the amount of the ingredient (IC), when present, in the composition (C), as detailed above, relative to the total weight of the composition (C), is from 0.05 wt. % to 20.00 wt. %, or from 0.10 wt. % to 10.00 wt. %, or from 0.10 wt. % to 5.00 wt. %.
  • the composition (C), as detailed above may be in the form of a liquid composition (C), a gel composition (C), or a solid composition (C).
  • the composition (C) may further comprise a balanced amount of water, relative to the total weight of the composition (C).
  • the amount of water, when present, in the composition (C), as detailed above, relative to the total weight of the composition (C), is from 0.10 wt. % to 95.00 wt. %, or from 1.00 wt. % to 92.50 wt. %, or from 5.00 wt. % to 90.00 wt. %, or from 10.00 wt. % to 87.50 wt. %, or from 15.00 wt. % to 85.00 wt. %, or from 30.00 wt.
  • the composition (C), as detailed above, comprises, or consists essentially of, relative to the total weight of the composition (C): a) from 7.00 to 40.00 wt. % of at least one anionic surfactant; b) from 1.00 to 19.00 wt.
  • % of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; c) from 0.50 to 20.00 wt.
  • Formula (IAE) wherein ⁇ m is an integer in the range from 1 to 5; ⁇ n is an integer in the range from 0 to 5; ⁇ p is an integer in the range from 3 to 50; ⁇ each of R4 is independently selected from C8-24 alkyl; ⁇ each of R5 is independently selected from hydrogen, or end- capping group; d) from 0.50 to 20.00 wt. % of at least one hydrotrope and/or humectant; e) from 5.00 to 90.00 wt.
  • the composition (C), as detailed above, comprises, or consists essentially of, relative to the total weight of the composition (C): a) from 8.00 to 30.00 wt. % of at least one anionic surfactant; b) from 1.50 to 15.00 wt.
  • % of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; c) from 0.50 to 15.00 wt.
  • Formula (IAE) wherein ⁇ m is an integer in the range from 1 to 5; ⁇ n is an integer in the range from 0 to 5; ⁇ p is an integer in the range from 3 to 50; ⁇ each of R4 is independently selected from C8-24 alkyl; ⁇ each of R5 is independently selected from hydrogen, or end- capping group; d) from 0.50 to 15.00 wt. % of at least one hydrotrope and/or humectant; e) from 10.00 to 87.50 wt. % of water; f) from 0.00 to 10.00 wt.
  • the composition (C), as detailed above, comprises, or consists essentially of, relative to the total weight of the composition (C): a) from 9.00 to 27.00 wt. % of at least one anionic surfactant; b) from 1.80 to 12.00 wt.
  • % of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; c) from 1.00 to 10.00 wt.
  • Formula (IAE) wherein ⁇ m is an integer in the range from 1 to 5; ⁇ n is an integer in the range from 0 to 5; ⁇ p is an integer in the range from 3 to 50; ⁇ each of R4 is independently selected from C8-24 alkyl; ⁇ each of R5 is independently selected from hydrogen, or end- capping group; d) from 1.00 to 10.00 wt. % of at least one hydrotrope and/or humectant; e) from 15.00 to 85.00 wt. % of water; f) from 0.10 to 10.00 wt.
  • the expression “consists essentially of” is intended to denote that any additional ingredient different from the at least one surfactant, the at least one compound (AO), the at least one compound (AE), the at least one hydrotrope and/or humectant, and the at least one additional ingredient (IC), is present in minor amounts in said composition (C), being understood that these latter do not substantially modify the properties of said composition (C), i.e. these latter do not materially affect the essential characteristics of said composition (C).
  • the present invention also relates to a method for the manufacturing of the composition (C), as detailed above. It is further understood that all definitions and preferences, as described above, equally apply for all further embodiments, as described below.
  • the composition (C) of the present invention can be prepared by a variety of methods known in the art. For manufacturing composition (C) of the present invention, several methods known in the art may adequately be used.
  • the method for the manufacturing of the composition (C), as detailed above comprises intimate admixing of the at least one anionic surfactant, as detailed above, the at least one compound (AO) according to Formula (IAO), as detailed above, the at least one compound (AE) according to Formula (IAE), as detailed above, the at least one hydrotrope and/or humectant, as detailed above, optionally the at least one further surfactant, as detailed above, optionally the at least one additional ingredient (IC), as detailed above, and optionally water.
  • the method for the manufacturing of the composition (C), as detailed above comprises the steps of intimate admixing: ⁇ from 5.00 to 50.00 wt.
  • % or from 6.00 to 45.00 wt. %, or from 7.00 to 40.00 wt. %, or from 7.00 to 35.00 wt. %, or from 8.00 to 30.00 wt. %, or from 8.00 to 28.00 wt. %, or from 9.00 to 27.00 wt. %, or from 9.00 to 26.00 wt. %, or from 10.00 to 25.00 wt. %, of the at least one anionic surfactant, as detailed above; ⁇ from 0.10 to 25.00 wt. %, or from 0.50 to 22.00 wt. %, or from 1.00 to 19.00 wt. %, or from 1.00 to 17.00 wt.
  • from 0.10 to 30.00 wt. %, or from 0.30 to 25.00 wt. %, or from 0.50 to 20.00 wt. %, or from 0.50 to 15.00 wt. %, or from 1.00 to 12.00 wt. %, or from 1.00 to 10.00 wt. %, of the at least one compound (AO) according to general Formula (IAO), as detailed above; ⁇ from 0.10 to 30.00 wt. %, or from 0.30 to 25.00 wt. %, or from 0.50 to 20.00 wt. %, or from 0.50 to 15.00 wt. %, or from 1.00 to 12.00 wt. %, or from 1.00 to 10.00 wt.
  • from 0.10 to 30.00 wt. %, or from 0.30 to 25.00 wt. %, or from 0.50 to 20.00 wt. %, or from 0.50 to 15.00 wt. %, or from 1.00 to 12.00 wt. %, or from 1.00 to 10.00 wt.
  • optionally water
  • optionally at least one further surfactant chosen among nonionic surfactants, or amphoteric surfactants, as detailed above
  • optionally at least one additional ingredient (IC), as detailed above
  • all wt. % are relative to the total weight of the composition (C).
  • said intimate admixing may be carried out by using traditional mixers and blenders, high intensity mixers, and electric stirrers.
  • intimate admixing according to general practice such as notably using optimal times, order of admixing of the various components as comprised in the composition (C) as detailed above, speeds, weights, volumes and batch quantities. Furthermore, it is understood that any order of intimate admixing of the various components as comprised in the composition (C), as detailed above, is acceptable.
  • one or more of the steps of intimate admixing of the various components as comprised in the composition (C), as detailed above, may be carried out at atmospheric pressure at a temperature from 25 to 60 °C, preferably from 30 to 50 °C, in order to effectively enhance the mixing and homogenization of all the components comprised in said composition (C).
  • the pH of said composition (C) may be adjusted by known means in the art to the intended end-use of the composition (C).
  • the pH of the composition (C) is greater than 7, such as from 7.2 to 9.2.
  • the pH of the composition (C), as detailed above can be measured according to a variety of techniques which are generally well-known in the art, thereby incorporating the use of a standard pH meter containing a voltmeter attached to a pH-responsive electrode and a reference electrode.
  • the present invention also relates to a use of the composition (C), as detailed above, in a cleaning operation for at least partially removing at least one soil from a surface or from at least part of a surface of a substrate to be cleaned.
  • the at least one soil is dispersed in the washing liquor.
  • the composition (C) is preferably suitable for use as a laundry detergent composition, a dishwashing detergent composition, and a hard surface detergent composition.
  • the laundry detergent composition can also be used as a laundry pre-treater. It is further understood that all definitions and preferences, as described above, equally apply for all further embodiments, as described below.
  • Non-limiting examples of suitable substrates notably include laundry textiles; tableware such as dishes, pots, and pans; kitchenware such as ovens, and fryers; tiles; floors; rails; counters; walls; chairs; stools; benches; doors; handles; doorknobs; sewer drain lines; and vehicles.
  • the use of the composition (C), as detailed above, in a cleaning operation for at least partially removing at least one soil from a surface or from at least part of a surface of a substrate to be cleaned is not limited to substrates made of a particular type of material.
  • Non-limiting examples of suitable substrates notably include those substrates made of materials chosen among one or more of textile, ceramic, metal, glass, plastic, composite, wood, stone, concrete, grout, laminate, vinyl, or linoleum. It is further understood that according to the present invention the composition (C), as detailed above, can be applied to the surface or to at least part of the surface of a substrate to be cleaned, as detailed above, in any desired manner suitable for the particular surface.
  • composition (C) can be applied to the surface or to at least part of the surface of a substrate to be cleaned, as detailed above, in suitable amounts according to standard and general practice known by the skilled person in the art and depending on the intended end-use of the composition (C).
  • composition (C) before applying the composition (C), as detailed above, to the surface or to at least part of the surface of a substrate to be cleaned, as detailed above, said composition (C) may be first diluted with a diluent.
  • diluents (dil) suitable for use in the present invention mention may be notably made of water.
  • the weight ratio of the composition (C) to the diluent (dil), as detailed above is equal to or at least 1 to 10, or equal to or at least 1 to 100, or equal to or at least 1 to 1000, or equal to or at least 1 to 10000.
  • the composition (C) is contacted with said surface for an amount of time sufficient to at least partially remove said soil from said surface.
  • the composition (C) is contacted with said surface for an amount of time from 30 seconds to 180 minutes, or from 30 seconds to 10 minutes, or from 1 minute to 5 minutes.
  • said surface is in a following step subjected to at least one rinsing step.
  • the present invention also relates to a use of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; to reduce the aquatic toxicity of a first detergent composition relative to a second detergent composition, wherein the second detergent composition is the first detergent composition wherein the amount of the compound (AO) is at least partially replaced, preferably completely replaced, by an N,N-dimethyl alkylamine N-oxide wherein said N,N-dimethyl alkylamine N-oxide has the same R1 substituent as the compound (AO), and wherein the aquatic toxicities of the first detergent composition and the second detergent composition are measured in accordance with the standard ISO 8692:2012.
  • the aquatic toxicity of the composition (C), as detailed above, may be measured according to a variety of standards, methodologies, and/or protocols which are generally well-known in the art.
  • aquatic toxicity is often measured, determined and assessed on organisms representing the three trophic levels, i.e. i) plants (algae), ii) invertebrates (crustaceans as Daphnia), and iii) vertebrates (fish).
  • the aquatic toxicity of the composition (C) is preferably measured, determined and assessed on the first trophic level of the algae, said first trophic level being the most stringent and sensitive in terms of aquatic toxicity as compared to the other two trophic levels (see for instance Belanger, S. E. et al., Ecotoxicology and Environmental Safety 2016, 134, 95 - 105), and further in accordance with the standard ISO 8692:2012 (WAC/V/B/003), as demonstrated in the working examples of the experimental section according to the present invention. It is further understood that all definitions and preferences, as described above, equally apply for all further embodiments, as described below.
  • the present invention relates to a use of at least one amine N-oxide of Formula (IAO) [compound (AO), herein after] Formula (IAO) wherein ⁇ each of R1 is independently selected from C8-24 alkyl; ⁇ each of R2 and R3, equal to or different from each other and at each occurrence, is independently selected from C2-6 alkyl; to reduce the aquatic toxicity of a first detergent composition, wherein the first detergent composition is devoid of any N,N-dimethyl alkylamine N-oxide, relative to a second detergent composition, wherein the second detergent composition is the first detergent composition wherein the amount of the compound (AO) is at least partially replaced, preferably completely replaced, by an N,N-dimethyl alkylamine N-oxide wherein said N,N-dimethyl alkylamine N-oxide has the same R1 substituent as the compound (AO), and wherein the aquatic toxicities of the first detergent composition and the second detergent composition are measured in accordance with the standard ISO 86
  • the inventors have now surprisingly found that by using at least one compound (AO), as detailed above, the aquatic toxicity of a first detergent composition, wherein the first detergent composition is preferably devoid of any N,N-dimethyl alkylamine N-oxide, can now be successfully reduced relative to a second detergent composition, wherein the second detergent composition is the first detergent composition wherein the amount of the compound (AO) is at least partially replaced, preferably completely replaced, by an N,N-dimethyl alkylamine N-oxide wherein said N,N-dimethyl alkylamine N-oxide has the same R1 substituent as the compound (AO) (such as for instance N,N-dimethyl dodecylamine N-oxide (C1C12) or N,N-dimethyl tetradecyl
  • the first detergent composition is preferably devoid of any N,N-dimethyl alkylamine N-oxide
  • the compound (AO) may thus for instance now be used in a first detergent composition, wherein the first detergent composition is preferably devoid of any N,N-dimethyl alkylamine N-oxide, at locations where wastewater treatment capabilities are less adequate or optimal, since the disposal of said first detergent composition poses less hazard and risk to the environment, relative to a second detergent composition, wherein the second detergent composition is the first detergent composition wherein the amount of the compound (AO) is at least partially replaced, preferably completely replaced, by an N,N-dimethyl alkylamine N-oxide wherein said N,N-dimethyl alkylamine N- oxide has the same R1 substituent as the compound (AO).
  • the at least one N,N-dimethyl alkylamine N-oxide is a N,N- dimethyl C8-24 alkylamine N-oxide; or a N,N-dimethyl C8-22 alkylamine N-oxide; or a N,N-dimethyl C8-20 alkylamine N-oxide; or a N,N-dimethyl C8-18 alkylamine N- oxide; or a N,N-dimethyl C8-16 alkylamine N-oxide.
  • the present invention provides for the use of the at least one compound (AO), as detailed above, for the partial or complete replacement of an N,N-dimethyl alkylamine N-oxide as the amine N-oxide, wherein said N,N-dimethyl alkylamine N-oxide has the same R1 substituent as the compound (AO), in a detergent composition to reduce the aquatic toxicity thereof.
  • AO at least one compound
  • the 1-liter double-wall glass reactor was charged with 400 mL of n-propanol and 103.43 g of diethylamine (1.4 mol). Then, 78.09 of formic acid (1.68 mol) was added dropwise to the mixture which was subsequently heated to 100 °C. In a following step, 260.39 g of dodecanal (dodecyl aldehyde; 1.4 mol), commercially available from TCI Europe, was added dropwise to said mixture in the reactor and the formation of CO2 gas was observed.
  • dodecanal dodecyl aldehyde; 1.4 mol
  • the tertiary amines N,N-dipropyldodecylamine and N,N- dihydroxyethyldodecylamine were prepared using the same recipe with di-n- propylamine and dihydroxyethylamine (diethanolamine) instead of diethylamine as the starting material, respectively.
  • N,N-diethyldodecylamine, N,N- dipropyldodecylamine, N,N-dihydroxyethyldodecylamine, and N,N-dioctyl-N- methylamine (commercially available and obtained from TCI Europe), respectively, into their corresponding tertiary amine N-oxides was performed in a 3-liter jacketed glass reactor heated with a Julabo HT30-M1 oil circulator and equipped with an overhead stirrer, reflux cooler, and addition funnel.
  • % H2O2 aqueous solution may be added if any residual and unreacted tertiary amine is still detected via titration techniques generally known in the art. After 4 hours, n- propanol was removed from the reaction mixture via distillation and water was added to give a final mixture of 30 wt. % of N,N-diethyldodecylamine N-oxide in water. Residual H2O2 was removed at 60 °C over a period of 1 to 4 hours using MnO2 followed by filtration.
  • the tertiary amine N-oxides N,N- dipropyldodecylamine N-oxide, N,N-dihydroxyethyldodecylamine N-oxide, and N,N-dioctyl-N-methylamine N-oxide were prepared via an analogous synthesis using N,N-dipropyldodecylamine, N,N-dihydroxyethyldodecylamine, and N,N- dioctyl-N-methylamine instead of N,N-diethyldodecylamine as the tertiary amine substrate, respectively.
  • SLS sodium lauryl sulfate
  • SLES sodium laureth sulfate
  • SLES mosselman 70 wt. % in H2O s odium laureth sulfate
  • SDBS sodium dodecylbenzene s ulfonate
  • compositions of Examples and Comparative Examples were prepared by admixing and homogenizing in a clean container all the various components as describes and listed in Tables 2 – 7 below until complete and homogeneous dissolution was obtained.
  • the admixing of the various components was carried out using an electric and magnetic stirrer (IKA C-MAG HS 7) with temperature control (IKA ETS-D5).
  • IKA C-MAG HS 7 electric and magnetic stirrer
  • IKA ETS-D5 temperature control
  • a more detailed procedure for manufacturing the compositions of the Examples and Comparative Examples is described for each of the below experiments, respectively.
  • In vitro aquatic toxicity of dishwashing detergent compositions – Test 1 The compositions of Example 3 (Ex 3) according to the invention and Comparative Example 2 (CEx 2) were manufactured according to the general procedure as described and detailed above.
  • the composition of Comparative Example 1 (CEx 1) does not contain any amine N-oxide compound.
  • This composition of Comparative Example 1 (CEx 1) was manufactured by admixing the respective components of the composition as described in Table 2 below.
  • the compositions of Example 3 (Ex 3) and Comparative Example 1 – 2 (CEx 1 – 2) were manufactured as follows. Water was first electrically heated to 45 °C under constant low speed mixing with a magnetic rod. Gradually, the anionic surfactants and the alcohol ethoxylate were added one by one. Heating was switched off and the pH was adjusted using an aqueous sodium hydroxide (40 – 45 wt. %), until pH 8.0 was reached.
  • the standard ISO 8692:2012 specifies a method for the determination of the growth inhibition of unicellular green algae by substances and mixtures contained in water (or by waste water). Particularly, following the standard ISO 8692:2012 (WAC/V/B/003), the compositions of Example 3 (Ex 3) and Comparative Examples 1 – 2 (CEx 1 – 2) were tested on the growth inhibition of the green algae Pseudokirchneriella subcapitata. The green algae test organisms were exposed for 72 hours to a control medium and to aqueous dilution series of the respective compositions in a standardized environment. Despite the relatively short test duration, it is generally accepted within the art that this standard allows aquatic toxicity effects to be measured, determined and assessed over multiple generations.
  • the growth rate of the green algae will be reduced and hence the growth rate of the green algae will be lower.
  • the inhibition of the growth rate is calculated relative to the growth rate of the control sample.
  • a first test i.e. a range finding test
  • concentration ranges and dilution factors were used (0.01; 0.10; 1.00; 10.00; and 100.00 mg/L).
  • Example 1 Comparative Example 1 (CEx 1): 0.56; 1.00; 5.60; 10.00; and 56.00 g/mL
  • Comparative Example 2 Comparative Example 2
  • Example 3 Example 3
  • the experimental results are shown below in Table 2.
  • the measured in vitro aquatic toxicities of the compositions of Example 3 (Ex 3) and Comparative Examples 1 – 2 (CEx 1 – 2) are expressed as ErCx values in ppm or mg/L.
  • ErCx constitutes a generally accepted parameter in the art, particularly in toxicology, and designates the concentration of test substance or composition which results in a x percent reduction in growth rate or inhibition of growth rate (hence the term ErCx), relative to the control within a 72 hour exposure.
  • Table 2 influence of the chemical nature of the amine N-oxide on the in vitro aquatic toxicity of detergent compositions and as expressed in ErC50 values CEx 1 CEx 2 Ex 3
  • Anionic surfactant Amount (wt. %) sodium lauryl
  • compositions of Comparative Example 2 (CEx 2) in presence of N,N-dimethyldodecylamine N-oxide and Example 3 (Ex 3) in presence of N,N-dipropyldodecylamine N-oxide as the compound (AO) according to Formula (IAO), respectively, are characterized by lower ErCx values and hence higher in vitro aquatic toxicities for the green algae.
  • composition of Comparative Example 2 (CEx 2) in presence of N,N- dimethyldodecylamine N-oxide is characterized by the highest in vitro aquatic toxicity, while the in vitro aquatic toxicity of the composition of Example 3 (Ex 3) according to the present invention in presence of N,N-dipropyldodecylamine N- oxide as the compound (AO) is far more similar or close to the in vitro aquatic toxicity of the composition of Comparative Example 1 (CEx 1) in the absence of any amine N-oxide compound.
  • Example 6 (Ex 6) according to the invention and Comparative Examples 4 – 5 (CEx 4 – 5) were manufactured according to the general procedure as described and detailed above. These compositions of Example 6 (Ex 6) and Comperative Examples 4 – 5 (CEx 4 – 5) were manufactured by admixing the respective components of the compositions as described in Table 3 below. In particular, the compositions of Example 6 (Ex 6) and Comparative Examples 4 – 5 (CEx 4 – 5) were manufactured as follows. Water was first electrically heated to 45 °C under constant low speed mixing with a magnetic rod. Gradually, the anionic surfactants and the alcohol ethoxylate were added one by one.
  • the in vitro aquatic toxicity of the compositions of Example 6 (Ex 6) and Comparative Examples 4 – 5 (CEx 4 – 5) is determined in accordance with the standard ISO 8692:2012 (WAC/V/B/003).
  • the standard ISO 8692:2012 specifies a method for the determination of the growth inhibition of unicellular green algae by substances and mixtures contained in water (or by waste water).
  • the compositions of Example 6 (Ex 6) and Comparative Examples 4 – 5 (CEx 4 – 5) were tested on the growth inhibition of the green algae Pseudokirchneriella subcapitata.
  • the green algae test organisms were exposed for 72 hours to a control medium and to aqueous dilution series of the respective compositions in a standardized environment. Despite the relatively short test duration, it is generally accepted within the art that this standard allows aquatic toxicity effects to be measured, determined and assessed over multiple generations.
  • the respective composition comprises components which appear relatively more toxic for the green algae, the growth rate of the green algae will be reduced and hence the growth rate of the green algae will be lower.
  • the inhibition of the growth rate is calculated relative to the growth rate of the control sample.
  • a first test i.e. a range finding test
  • concentration ranges and dilution factors were used (0.01; 0.10; 1.00; 10.00; and 100.00 mg/L).
  • Comparative Example 4 (CEx 4): 0.10; 0.32; 1.00; 3.20; and 10.00 g/mL
  • Comparative Example 5 (CEx 5): 0.10; 0.32; 1.00; 3.20; and 10.00 mg/L
  • Example 6 (Ex 6): 1.00; 1.80; 3.20; 5.60; and 10.00 mg/L.
  • the experimental results are shown below in Table 3.
  • the measured in vitro aquatic toxicities of the compositions of Example 6 (Ex 6) and Comparative Examples 4 – 5 (CEx 4 – 5) are expressed as ErCx values in ppm or mg/L.
  • ErCx constitutes a generally accepted parameter in the art, particularly in toxicology, and designates the concentration of test substance or composition which results in a x percent reduction in growth rate or inhibition of growth rate (hence the term ErCx), relative to the control within a 72 hour exposure.
  • Table 3 influence of the chemical nature of the amine N-oxide on the in vitro aquatic toxicity of detergent compositions and as expressed in ErC50 values CEx 4 CEx 5 Ex 6
  • Anionic surfactant Amount (wt. %) sodium lauryl
  • the composition of Comparative Example 4 (CEx 4) in presence of N,N-dimethyldodecylamine N- oxide and the composition of Comparative Example 5 (CEx 5) in presence of N,N- dihydroxyethyldodecylamine N-oxide, respectively, are both characterized by having significantly lower ErCx values and hence significantly higher in vitro aquatic toxicities for the green algae.
  • Example 5 When compared to the composition of Example 6 (Ex 6) in presence of N,N-dipropyldodecylamine N-oxide as the compound (AO) according to Formula (IAO), the in vitro aquatic toxicity of the composition of Comparative Example 5 (CEx 5) in presence of N,N- dihydroxyethyldodecylamine N-oxide is far more similar or close to the in vitro aquatic toxicity of the composition of Comparative Example 4 (CEx 4) in presence of N,N-dimethyldodecylamine N-oxide.
  • compositions of Examples 11 – 12 (Ex 11 – 12) according to the invention and Comparative Examples 9 – 10 (CEx 9 – 10) were manufactured according to the general procedure described above.
  • the compositions of Comparative Examples 7 – 8 (CEx 7 – 8) do not contain any amine N-oxide compound.
  • These compositions of Comparative Examples 7 – 8 (CEx 7 – 8) were manufactured by admixing the respective components of the composition as described in Table 4 below.
  • the compositions of Examples 11 – 12 (Ex 11 – 12) and Comparative Examples 7 – 10 (CEx 7 – 10) were manufactured as follows.
  • the performed stain removal performance tests are directed to the measurements of the stain removal efficiency by submitting the compositions of Examples 11 – 12 (Ex 11 – 12) and Comparative Examples 7 – 10 (CEx 7 – 10) to a washing test.
  • the washing test was conducted by filling the drum of a washing machine (Miele W1946/45, without Fuzzy logic function) with, respectively, (i) a 3 kg load of clean cotton towels, said cotton towels being pre- washed three times at 60 °C with 50 g of ECE reference detergent no.2 (ECE-2) on a white/color with short & hydroplus option cycle prior to the present washing test; (ii) monitors containing stain swatches; and (iii) a soil ballast load consisting of four sheets of W-SBL 2004 (commercially available from Center for Testmaterials (CFT) BV, Vlaardingen (NL)) in order to simulate a medium soil and ballast content.
  • CFT Center for Testmaterials
  • NL
  • compositions of Examples 11 – 12 in presence of a compound (AO) according to Formula (IAO), i.e.
  • N,N-diethyldodecylamine N-oxide or N,N- dipropyldodecylamine N-oxide, respectively, are characterized by having a superior stain removing performance at 20 °C on the tested types of stain swatches upon comparison with the composition of Comparative Example 10 (CEx 10) in presence of N,N-dihydroxyethyldodecylamine N-oxide.
  • Laundry performance test of laundry detergent compositions via high throughput laundry test at 30 °C The compositions of Examples 15 – 16 (Ex 15 – 16) according to the invention and Comparative Example 14 (CEx 14) were manufactured according to the general procedure described above.
  • the composition of Comparative Example 13 does not contain any amine N-oxide compound.
  • This composition of Comparative Example 13 was manufactured by admixing the respective components of the composition as described in Table 5 below.
  • the compositions of Examples 15 – 16 (Ex 15 – 16) and Comparative Examples 13 – 14 (CEx 13 – 14) were manufactured as follows. Water was first electrically heated to 45 °C under constant low speed mixing with a magnetic rod. Gradually, the anionic surfactants, propylene glycol as the humectant and citric acid as a builder and additional ingredient (IC) were added one by one. Heating was switched off and the pH was adjusted using an aqueous sodium hydroxide (40 – 45 wt.
  • stain removal performance via the high throughput laundry test at 30 °C, as detailed and described below, use is made of seven different stain swatches (5.0 cm x 2.5 cm), said stain swatches all being commercially available from Center for Testmaterials (CFT) BV, Vlaardingen (NL), and having the following codes: ⁇ C-S-216: lipstick, diluted, red on cotton; ⁇ P-S-216: lipstick, diluted, red on polyester; ⁇ C-S-132: high discriminative sebum BEY with pigment, on cotton; ⁇ C-S-46b: frying fat, used, colored with violet dye, on cotton; ⁇ P-S-46b: frying fat, used, colored with violet dye, on polyester; ⁇ C-S-65: dirty motor oil (DMO) on cotton; and ⁇ C-S-17: fluid make-up, on cotton.
  • CFT Center for Testmaterials
  • NL Vlaardingen
  • the combined mass of all seven different stain swatches was measured before and after the high throughput laundry test at 30 °C.
  • the seven stain swatches were placed in a 60 mL polypropylene sample container equipped with a low-density polyethylene screw cap (VWR article code 216-1809), to which 40 mL of a washing solution was added prior to performing the high throughput laundry test at 30 °C, and said washing solution consisting of an aqueous dilution in water of each of the compositions of Examples 15 – 16 (Ex 15 – 16) and Comparative Examples 13 – 14 (CEx 13 – 14), as detailed in Table 5 below, to a diluted concentration of 2.0 g of each of said compositions per 250 mL washing solution.
  • the washing machine was operated at 30 °C using the cotton program and without any rinsing phase.
  • the polypropylene sample containers were immediately removed from the drum of the washing machine.
  • the polypropylene sample containers were opened and the washing solution was subsequently discarded.
  • the seven stain swatches were left drying in open air. After said drying of the seven stain swatches in open air, and per propylene sample container, the corresponding combined mass of the dried seven stain swatches was determined. Accordingly, an average combined mass difference was calculated for each of the tested laundry detergent compositions before and after the high throughput laundry test at 30 °C.
  • the experimental results are shown below in Table 5.
  • the measured high throughput laundry performances at 30 °C on seven stain swatches (5.0 cm x 2.5 cm) for the compositions of Examples 15 – 16 (Ex 15 – 16) and Comparative Examples 13 – 14 (CEx 13 – 14) are expressed as the average combined mass difference of the seven stain swatches before and after the high throughput laundry test at 30 °C.
  • Table 5 high throughput laundry performance test at 30 °C of detergent compositions on stain swatches, as expressed as an average combined mass difference before and after a high throughput laundry test at 30 °C CEx 13 CEx 14 Ex 15 Ex 16 Anionic surfactant Amount (wt.
  • compositions of Examples 18 – 19 (Ex 18 – 19) according to the invention and Comparative Example 17 (CEx 17) were manufactured according to the general procedure described above.
  • the compositions of Examples 18 – 19 (Ex 18 – 19) and Comparative Example 17 (CEx 17) were manufactured as follows. Water was first electrically heated to 45 °C under constant low speed mixing with a magnetic rod.
  • the anionic surfactant, tri(propylene glycol) n-butyl ether as the humectant and citric acid as a builder and additional ingredient (IC) were added one by one. Heating was switched off and the pH was adjusted using an aqueous sodium hydroxide (40 – 45 wt. %), until a desired pH in the range from 7.5 – 8.0 was reached. Next, the alcohol ethoxylate, ethanol as the hydrotrope, and, when present, the amine N-oxide were added under low speed mixing. Water was finally added to obtain the desired final amounts and concentrations. Then, the pH was verified again and adjusted if needed (pH 7.5 – 8.0).
  • the amounts of the various components are respectively expressed as the 100% active compound.
  • all dishwashing detergent compositions of Examples 18 – 19 (Ex 18 – 19) and Comparative Example 17 (CEx 17) were stable, and no phase separation or turbid solutions were observed.
  • a fat removing power test or a grease cutting power test was performed. In general, said test assesses the composition’s ability to disperse fat or grease and further avoid their redeposition onto the substrate being cleaned. The test is based on the suds mileage test known in the art.
  • the plates were washed one by one (one at a time) during a timeframe of 15 seconds with a controlled speed and thereby further using a mechanical brushing apparatus that simulated hand washing.
  • the fat removing power test was stopped when fat drops started to reappear on the surface of the plates via visual observations with the naked human eye.
  • Example 18 in presence of N,N-diethyldodecylamine N-oxide demonstrates an improved dishwashing performance upon comparison with the compositions of Comparative Example 17 (CEx 17) and Example 19 (Ex 19).
  • Pre-treatment laundry performance test of laundry pre-treater detergent compositions used for direct spot treatment of textiles prior to a washing step in a washing machine The compositions of Example 22 (Ex 22) according to the invention and Comparative Example 21 (CEx 21) were manufactured according to the general procedure described above.
  • Comparative Example 20 (CEx 20) does not contain any amine N-oxide compound. This Comparative Example 20 (CEx 20) was manufactured by admixing the respective components of the composition as described in Table 7 below.
  • Example 22 Example 22
  • Comparative Examples 20 – 21 Example 22
  • Example 22 Comparative Examples 20 – 21
  • Example 22 and Comparative Examples 20 – 21 were manufactured as follows. Water was first electrically heated to 45 °C under constant low speed mixing with a magnetic rod. Gradually, the anionic surfactants, the alcohol ethoxylate, propylene glycol as the humectant, and citric acid as a builder and additional ingredient (IC) were added one by one. Heating was switched off and the pH was adjusted using an aqueous sodium hydroxide (40 – 45 wt. %), until pH 9.0 was reached. Next, when present, the amine N-oxide was added under low speed mixing. Water was finally added to obtain the desired final amounts and concentrations.
  • aqueous sodium hydroxide 40 – 45 wt. %
  • Example 22 Example 22
  • Comparative Examples 20 – 21 Example 20 – 21
  • each of said four monitors containing three stain swatches (5 cm x 5 cm), all being commercially available from Center for Testmaterials (CFT) BV, Vlaardingen (NL), and having the following codes: – P-S-61: beef fat, colored with Sudan red, on polyester; – C-S-62: lard, colored with Sudan red, on cotton; and – C-S-216: lipstick, diluted, red on cotton.
  • CFT Center for Testmaterials
  • Example 22 Example 22
  • Comparative Examples 20 – 21 CEx 20 – 21
  • CIELAB DL* values of each of said stain swatches of each of the four monitors
  • Example 22 Example 22
  • Comparative Examples 20 – 21 Example 20 – 21
  • Example 22 Example 22
  • Comparative Examples 20 – 21 Example 20 – 21
  • the composition was left soaking into the respective stain swatches of each of the four monitors during 30 minutes.
  • six wet and pre-rinsed bath towels and nine wet and pre-rinsed kitchen towels were added to the drum of a washing machine (Samsung WW80K7605OW AddWash) in presence of the pre-treated four monitors containing the pre-treated stain swatches.
  • a washing machine Standardsung WW80K7605OW AddWash
  • the content of the drum of the washing machine was then submitted to a wash program at 30 °C having the following specifications: – no other laundry detergent compositions were added; – number of rinse cycles: 2; – spin speed: 1600 rpm; and – cotton program.
  • the four monitors containing the washed pre-treated stain swatches were allowed to air dry.
  • Table 7 pre-treatment laundry performance test at 30 °C of laundry pre- treater detergent compositions on stain swatches, as expressed as an average difference in DL* values calculated and determined before and after a pre-treatment followed by a washing step Control CEx 20 CEx 21 Ex 22 Anionic surfactant Amount (wt. %) sodium laureth sulfate (SLES) 0.00 10.00 10.00 10.00 sodium dodecylbenzene sulfonate ( SDBS) 0.00 1.50 1.50 1.50 Amine N-oxide Amount (wt.
  • compositions of Comparative Examples 23 – 28 do not contain any alcohol ethoxylate and/or any tertiary amine N-oxide compound.
  • These compositions of Comparative Examples 23 – 28 were manufactured by admixing the respective components of these compositions as described in Table 8 below.
  • the compositions of Examples 30 – 31 (Ex 30 – 31) and Comparative Examples 23 – 29 and 32 (CEx 23 – 29 and 32) were manufactured as follows. Water was first electrically heated to 45 °C under constant low speed mixing with a magnetic rod.
  • the anionic surfactants, propylene glycol as the humectant and citric acid as a builder and additional ingredient (IC) were added one by one. Heating was switched off and the pH was adjusted using an aqueous sodium hydroxide (40 – 45 wt. %), until pH 8.0 was reached. Next, when present, the alcohol ethoxylate and, when present, the amine N-oxide were added under low speed mixing. Water was finally added to obtain the desired final amounts and concentrations. Then, the pH was verified again and adjusted if needed to pH 8.0. The amounts of the various components are respectively expressed as the 100% active compound.
  • a dynamic strain sweep was performed to determine the linear regime for each sample.
  • the dynamic strain sweep was then followed by a dynamic frequency sweep (DFS) starting from an angular frequency ⁇ of 100 rad/s to an angular frequency ⁇ of 1 rad/s at a strain ⁇ equal to 1 %, previously confirmed to be in the linear regime as determined above by the dynamic strain sweep (DSS).
  • the dynamic frequency sweep was then followed by a flow curve measuring the viscosity ⁇ as a function of the shear rate, with the shear rate varied between 0.1 and 1000 s -1 .
  • the experimental results are shown below in Table 8.

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Abstract

La présente invention concerne une composition détergente [composition (C), ci-après], appropriée pour être utilisée en tant que compositions de nettoyage pour la lessive et le lavage d'articles dans la maison, tels que de la vaisselle, des ustensiles de cuisine, des sols et d'autres surfaces dures, ladite composition (C) comprenant, par rapport au poids total de la composition (C), entre 5,00 et 50,00 pour cent en poids [% en poids, ci-après] d'au moins un tensioactif anionique, entre 0,10 et 25,00 % en poids d'au moins une amine/un oxyde V de formule (IAO) [composé (AO), ci-après], entre 0,10 et 30,00 % en poids d'au moins un éthoxylate d'alcool de formule (IAE) [composé (AE), ci-après], et entre 0,10 et 30,00 % en poids d'au moins un hydrotrope et/ou humectant.
PCT/EP2024/065986 2023-06-12 2024-06-10 Compositions détergentes Pending WO2024256354A1 (fr)

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Citations (8)

* Cited by examiner, † Cited by third party
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GB1458783A (en) 1974-04-19 1976-12-15 Procter & Gamble Liquid detergent composition
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