EP3638757A1 - Détergent ou produit de nettoyage liquide contenant un dérivé de glucosamine - Google Patents

Détergent ou produit de nettoyage liquide contenant un dérivé de glucosamine

Info

Publication number
EP3638757A1
EP3638757A1 EP18732292.0A EP18732292A EP3638757A1 EP 3638757 A1 EP3638757 A1 EP 3638757A1 EP 18732292 A EP18732292 A EP 18732292A EP 3638757 A1 EP3638757 A1 EP 3638757A1
Authority
EP
European Patent Office
Prior art keywords
surfactant
composition according
formula
radical
substituted
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
EP18732292.0A
Other languages
German (de)
English (en)
Inventor
Peter Schmiedel
Anna KLEMMER
Filiz Yapici
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE102017210143.1A external-priority patent/DE102017210143A1/de
Priority claimed from DE102017210141.5A external-priority patent/DE102017210141A1/de
Priority claimed from DE102017223455.5A external-priority patent/DE102017223455A1/de
Application filed by Henkel AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP3638757A1 publication Critical patent/EP3638757A1/fr
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2096—Heterocyclic compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/26—Organic compounds containing nitrogen
    • C11D3/32—Amides; Substituted amides
    • C11D3/323—Amides; Substituted amides urea or derivatives thereof

Definitions

  • the present application relates to liquid surfactant compositions, in particular detergents or cleaners which contain at least one glucosamine derivative and have a yield point, and to a process for preparing the composition according to the invention. Moreover, the use of at least one glucosamine derivative of formula (I), (Ia) or (Ib) of the present invention for stabilizing liquid surfactant compositions to produce yield stress is included.
  • liquid surfactant compositions for incorporation into liquid surfactant compositions, in particular washing or
  • Detergents either offer those ingredients that dissolve in the liquid phase of the agent or can be suspended according to homogeneous unresolved. In the case of insoluble ingredients, a stable, homogeneous suspension is desired for the function and aesthetics of the detergent or cleaning agent. Sedimented solid particles can clump and when applied to local overconcentrations of the ingredient and thus to
  • Visible clumps, greasy precipitates, or solid ingredient deposits on an e.g. transparent wall of the storage vessel also mean an aesthetic flaw.
  • microcapsules are also solid ingredients and include each one
  • Matrix capsules are porous shaped bodies that have a structure similar to a
  • Core-shell capsules are shaped bodies having a core and a shell.
  • the sedimentation of particles from the suspension is usually avoided by the use of surfactant compositions having a flow limit.
  • a yield point can be generated by the selection of special surfactant combinations usually in the presence of an electrolyte salt by establishing a lamellar phase.
  • the use of selected polymeric thickeners is also conceivable for generating a yield stress.
  • lamellar phases it is disadvantageous that an often relatively narrow range in the phase diagram of the surfactant system has to be selected in order to obtain the desired rheology. This limits the freedom of variation in the design of the surfactant system.
  • different substances for example enzyme formulations or, in particular, perfume have an influence on the phase behavior. Replacement or alteration of these components can thus greatly affect the rheology and then require adaptation of the surfactant system.
  • the surfactant composition still contains linear alkylbenzenesulfonates, it is particularly difficult, since a great many thickeners, which in principle can produce a yield point, for example xanthan or guar gum, lose their activity or precipitate in the presence of linear alkylbenzenesulfonates.
  • Other thickeners are undesirable, such as Carbopol Aqua 30, as they have to be used in very high concentrations or have a negative effect on the washing result, for example a deterioration of the primary washing power or
  • cellulose-based thickeners that are attacked by cellulases.
  • Glucosamine derivatives of the present invention to liquid surfactant compositions almost independently of the amount of surfactant produce a yield point.
  • these surfactant compositions are used as a continuous phase of a suspension, the solid phase is suspended therein homogeneously and stably.
  • thermodynamically multi-phase formulation can prevent macroscopic separation by the addition of the specific glucosamine derivative, a formulation that is similar to an emulsion of several immiscible liquid phases, be converted into a storage-stable, macroscopic monophasic and homogeneous product.
  • a first subject of the invention is therefore directed to a liquid surfactant composition with yield point, in particular a liquid detergent or cleaning agent in each case with yield point, preferably a liquid detergent with yield point, comprising, or consisting of, based on the total weight
  • R is a radical which contains a vinyl group, preferably a radical which contains a
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbon radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl;
  • the liquid surfactant compositions may be detergents for textiles, carpets or natural fibers.
  • the detergents in the context of the invention also include washing aids which are metered into the actual detergent during manual or automatic textile washing in order to achieve a further effect.
  • detergents in the context of the invention also include textile pretreatment and post-treatment agents, ie those agents with which the
  • Laundry item is brought into contact before the actual laundry, for example, to solve stubborn dirt.
  • the yield stress refers to the smallest stress (force per area) above which a plastic substance behaves rheologically like a liquid. It is given in Pascal (Pa). It is preferred according to the invention if the liquid surfactant composition has a yield point of at least 0.001 to 100 Pa at 20 ° C., particularly preferably at least 0.01 to 10 Pa at 20 ° C.
  • the flow limits of the detergents or cleaning agents were measured using a rotary rheometer from TA-Instruments, type AR G2. This is a so-called Schubhardskontrolliert.es rheometer.
  • Shear stress in the course of 10 minutes at 10 points per shear decadence from the smallest possible value (e.g., 2 mPa) to e.g. 10 Pa can be increased.
  • the time interval is chosen such that the measurement is carried out "quasi-statically", ie that the deformation of the sample can be brought into equilibrium for every given shear stress value.As a function of this shear stress, the equilibrium deformation ⁇ of the sample is measured If the investigated sample has a yield point, two distinct areas can be distinguished in this plot: Below a certain shear stress, one finds a purely elastic one
  • At least one as used herein means 1 or more, ie 1, 2, 3, 4, 5, 6, 7, 8, 9 or more. With respect to an ingredient, the indication refers to the kind of the ingredient and not to the absolute number of molecules. "At least one surfactant” thus means, for example, at least one type of surfactant, ie that is, one type of surfactant or a mixture of several different surfactants may be meant. The term, together with weights, refers to all compounds of the type indicated which are included in the composition / mixture, i. that the composition does not contain any further compounds of this type beyond the stated amount of the corresponding compounds.
  • Liquid means that the washing or cleaning agent at room temperature, ie at 20 ° C, in liquid form, preferably having a viscosity of 1 to 100 Pa.s at 20 ° C, for example, measured by DIN 53019-1: 2008- 09 and in particular is flowable and thus be released, for example, from a container then.
  • Solid is a substance when it is in the solid state at 20 ° C. Capsules are considered solid in the sense of the invention if they are present macroscopically at 20 ° C. as solid despite the liquid constituents possibly contained in them.
  • “Substantially free of” in the sense of the present invention means that the particular system or composition in question the compound or component in less than 1 wt .-%, preferably less than 0.5 wt .-%, more preferably less than 0.01 wt .-%, most preferably less than 0.0001 wt .-%, and in particular not at all, based on the whole system or the entire composition.
  • “(Meth) acrylate” means acrylate or methacrylate. The present invention particularly relates to:
  • a liquid surfactant composition with yield stress in particular a liquid detergent or cleaning agent, each having a yield point, preferably a liquid detergent with yield stress, comprising, or consisting of, based on the total weight
  • R is a radical containing a vinyl group, preferably a radical which is a
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbon radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl, preferably in a total amount of 0.01-1.9 wt. %, more preferably from 0.1 to 1% by weight, most preferably from 0.1 to 0.8% by weight;
  • composition according to aspect 1 characterized in that
  • R is an optionally halogen-substituted C1-11 alkyl radical, preferably selected from pentyl, hexyl, heptyl, octyl, 4-chlorobutyl and 5-bromopentyl, an optionally substituted phenyl, naphthyl, or anthracenyl radical, a C2-6 alkenyl radical, preferably selected of vinyl, allyl and 2-butenyl, or a C 2-11 alkynyl radical, preferably selected from 4-pentynyl, 5-hexynyl, 6-heptynyl and 10-undecynyl, all radicals being substituted by a vinyl group or a (meth) acrylate group are.
  • composition according to aspect 1 characterized in that the at least one gluc
  • R 3 is a group containing a vinyl group, preferably a group containing a (meth) acrylate group
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbyl radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl.
  • composition according to aspect 3 characterized in that
  • R 3 is an optionally halogen-substituted C1-8 alkyl radical, preferably selected from pentyl, hexyl, heptyl, 2-chloroethyl and 2-bromoethyl, a substituted or
  • phenyl, naphthyl or anthracenyl radical a C1-7 alkynyl radical, preferably selected from 4-pentynyl or 5-hexynyl, a cyclopentyl radical, a cyclohexyl radical or a C1-4 hydroxyalkyl radical, all radicals having a vinyl group or a
  • composition according to aspect 1 or 3 characterized in that the
  • At least one glucos is:
  • R 4 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbon radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl radical;
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbyl radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl.
  • composition according to any one of the aspects 1 to 6, characterized in that it comprises at least one anionic surfactant.
  • R ' and R " are independently H or alkyl and taken together from 9 to 19,
  • R 2 is a linear or branched Cs-Os-alkyl radical, an aryl radical or alkylaryl radical,
  • XO independently of one another for an ethylene oxide (EO) or propylene oxide (PO) grouping
  • composition according to one of the aspects 1 to 1 characterized in that it has a total surfactant content of 1, 0 to 40 wt .-%, preferably from 1, 5 to 35 wt .-%, particularly preferably from 2 to 30, based on their total weight Wt .-%, most preferably from 5 to 25 wt .-%, having.
  • Composition according to any one of aspects 1 to 12 characterized in that it further comprises at least one additive selected from enzymes, acids or their salts, bases, builders, perfumes, preservatives,
  • composition according to one of the aspects 1 to 13 characterized in that the at least one additive in a total amount of 0, 1 to 45.0 wt .-%, in particular from 0.2 to 25.0 wt .-%, is included.
  • Composition according to one of the aspects 1 to 14 characterized in that suspended solid particles are contained.
  • step (b) contacting a textile with the solution of step (a).
  • a liquid surfactant composition according to one of the aspects 1 to 15, characterized in that water and at least one surfactant and optionally optional solid particles or additives in the presence of the glucosamine Derivative of formula (I), as defined in aspect 1, is brought to a temperature above the sol-gel transition temperature of the mixture and then cooled.
  • the surfactant composition according to the invention contains a total amount of from 1 to 70% by weight of at least one surfactant. It is preferred according to the invention if the surfactant composition has a total amount of from 1.0 to 50% by weight, particularly preferably from 1.0 to 40% by weight, more preferably from 1.5 to 35% by weight, very particularly preferably from 2 to 30 wt%, more preferably from 2 to 25 wt%, even more preferably from 2 to 20 wt%, and most preferably from 2 to 10 wt%, of at least one surfactant.
  • the surfactant composition of the invention preferably contains at least one anionic surfactant.
  • the anionic surfactant is selected from the group consisting of Cs -is-alkylbenzenesulfonates, Olefinsulfonaten, Ci2-is-alkanesulfonates, ester sulfonates, alk (en) ylsulfaten, fatty alcohol ether sulfates and mixtures thereof.
  • the anionic surfactant is particularly preferably selected from at least one Cs -is-alkylbenzenesulfonate and / or at least one fatty alcohol ether sulfate.
  • the invention contains
  • Surfactant composition at least one linear Cs-is-alkylbenzenesulfonate.
  • the surfactant composition contains at least one anionic surfactant of the formula (T1)
  • R is a linear or branched, substituted or unsubstituted radical selected from
  • the group -A- represents a chemical bond or a radical - (OZ) n -O-,
  • OZ is an ethylene oxide (EO) or propylene oxide (PO) grouping and n is an integer from 1 to 50, preferably from 1 to 20 and in particular from 2 to 10, very particularly preferably 2, 3, 4, 5, 6, 7 or 8,
  • Y + is a monovalent cation or the nth part of an n-valent cation.
  • Surfactant composition contains at least one such surfactant of the above formula (T1), wherein A of the formula (T1) for the structural unit - (OZ) n is -0-, where OZ is an ethylene oxide (EO) or propylene oxide (PO) grouping and n is an integer from 1 to 50, preferably from 1 to 20 and in particular from 2 to 10, very particularly preferably 2, 3, 4, 5, 6, 7 or 8, stands,
  • R according to formula (T1) is a linear or branched, substituted or unsubstituted alkyl radical. This results in alkyl ether sulfates of the formula (T1-1)
  • R is a linear or branched, substituted or unsubstituted alkyl radical, preferably a linear, unsubstituted alkyl radical, more preferably a fatty alcohol radical.
  • Preferred radicals R are selected from decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl radicals and mixtures thereof, where the representatives with even number of carbon atoms are preferred.
  • radicals R are derived from C 12-18 fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or from C 10 -cis oxo alcohols.
  • Y + is defined as before in formula (T1).
  • OZ is according to formula (T1-1) an ethylene oxide (EO) or propylene oxide (PO) grouping, preferably an ethylene oxide grouping.
  • the index n is according to formula (1-1) an integer from 1 to 50, preferably from 1 to 20 and in particular from 2 to 10. Most preferably, n stands for the numbers 2, 3, 4, 5, 6, 7 or 8.
  • Y + is according to formula (T1-1) a monovalent cation or the nth part of an n-valent cation, preference being given to the alkali metal ions and including Na + or K + , with Na + being extremely preferred. Other cations Y + may be selected from NhV, Mn 2+ , and mixtures thereof.
  • Detergents or cleaning agents may contain as compound of the formula (T1) or as the compound of the formula (T1-1) at least one alkyl ether sulfate selected from fatty alcohol ether sulfates of the formula (T1-2)
  • Degree of ethoxylation represents a statistical average that may be an integer or a fractional number for a particular product.
  • the indicated degrees of alkoxylation represent statistical averages, which may be an integer or a fractional number for a particular product.
  • Preferred alkoxylates / ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE). It is particularly preferred according to the invention if the inventive
  • Surfactant compositions as anionic surfactant of formula (T1) at least one compound of formula T1-3)
  • T1 A particularly preferred representative can be described by the formula T1-3a):
  • the detergents or cleaners according to the invention can be used as surfactant of the formula (T1) a combination of
  • R ' and R " together contain from 9 to 19, preferably from 1 to 15, and in particular from 1 to 13, carbon atoms and Y + is Na + (in particular the above formula (T1-3a)),
  • the liquid washing or cleaning agent may also contain soaps.
  • soaps Suitable are saturated and unsaturated fatty acid soaps, such as the salts of lauric acid, myristic acid, palmitic acid, stearic acid, (hydrogenated) erucic acid and behenic acid as well as in particular from natural fatty acids, for example coconut, palm kernel, olive oil or tallow fatty acids, derived soap mixtures.
  • the surfactant composition according to the invention may contain as surfactant at least one nonionic surfactant.
  • the surfactant composition according to the invention additionally contains at least one nonionic surfactant in addition to at least one anionic surfactant.
  • Suitable additional nonionic surfactants include alkoxylated fatty acid alkyl esters, alkoxylated fatty acid amides, hydroxylated alkyl glycol ethers,
  • Polyhydroxy fatty acid amides alkylphenol polyglycol ethers, amine oxides, alkyl (poly) glucosides and mixtures thereof.
  • the agent according to the invention particularly preferably contains as nonionic surfactant at least one compound of the formula (T2)
  • R 2 is a linear or branched Cs-Os-alkyl radical, an aryl radical or alkylaryl radical, XO independently of one another are an ethylene oxide (EO) or propylene oxide (PO) grouping, m is an integer from 1 to 50.
  • EO ethylene oxide
  • PO propylene oxide
  • radicals R 2 of the formula (T2) are derived from C 12 -C 18 -fatty alcohols, for example coconut fatty alcohol, tallow fatty alcohol, lauryl, myristyl, cetyl or stearyl alcohol or Cs-ds-oxo alcohols.
  • XO is preferably an ethylene oxide group according to formula (T2).
  • the index m is according to formula (T2) preferably for a number from 1 to 20 and in particular from 2 to 10. Very particularly preferably m stands for the numbers 2, 3, 4, 5, 6, 7 or 8.
  • the nonionic surfactant used are preferably alkoxylated, advantageously ethoxylated, in particular primary, alcohols having preferably 8 to 18 carbon atoms and on average 4 to 12 moles of ethylene oxide (EO) per mole of alcohol, in which the alcohol radical may be linear or preferably methyl-branched in the 2-position or linear and methyl-branched radicals in the mixture can contain, as they are usually present in Oxoalkoholresten.
  • alcohol ethoxylates with linear radicals of alcohols of native origin having 12 to 18 carbon atoms, for example coconut, palm, tallow or oleyl alcohol, and on average 4 to 8 EO per mole of alcohol are preferred.
  • Preferred ethoxylated alcohols include, for example, C 12-14 alcohols with 4 EO or 7 EO, n-alcohol with 7 EO, C 3 i5-alcohols containing 5 EO, 7 EO or 8 EO, Ci2-i8-alcohols with 5 EO or 7 EO and mixtures of these.
  • Preferred alcohol ethoxylates have a narrow homolog distribution (narrow rank ethoxylates, NRE).
  • fatty alcohols containing more than 12 EO can also be used. Examples include tallow fatty alcohol with 14 EO, 25 EO, 30 EO or 40 EO.
  • Nonionic surfactants containing EO and PO groups together in the molecule can also be used according to the invention. Also suitable are also a mixture of a (more) branched ethoxylated fatty alcohol and an unbranched ethoxylated fatty alcohol, such as a mixture of a Ci6-i8-fatty alcohol with 7 EO and 2-propylheptanol with 7 EO.
  • the surfactant composition according to the invention particularly preferably contains a C12-18 fatty alcohol with 7 EO or a C-ms oxo alcohol with 7 EO as nonionic surfactant.
  • amine oxides which have been established for this purpose in the prior art as amine oxide are compounds which have the formula RR 2 R 3 NO, where each R, R 2 and R 3 is independently of the others an optionally substituted C 1 -C 30 hydrocarbon chain ,
  • Particularly preferably used amine oxides are those in which R is C 12 -C 18 alkyl and R 2 and R 3 are each independently C 1 -C 4 alkyl, in particular C 12 -C 18 alkyl dimethylamine oxides.
  • Exemplary representatives of suitable amine oxides are N-cocoalkyl-N, N-dimethylamine oxide, N-tallowalkyl-N, N-dihydroxyethylamine oxide, myristyl / cetyldimethylamine oxide or lauryldimethylamine oxide.
  • the surfactant compositions according to the invention necessarily contain at least one
  • glucosamine derivatives are commercially available.
  • R is a radical containing a vinyl group, preferably a radical which is a
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbyl radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl.
  • R in formula (I) is an optionally halogen-substituted C1-11 alkyl radical, preferably selected from pentyl, hexyl, heptyl, octyl, 4-chlorobutyl and 5-bromopentyl, an optionally substituted phenyl, naphthyl, or anthracenyl radical a C2-6 alkenyl radical, preferably selected from vinyl, allyl and 2-butenyl, or a C2-11 alkynyl radical, preferably selected from 4-pentynyl, 5-hexynyl, 6-heptynyl and 10-undecynyl, all radicals having a vinyl group or a (meth) acrylate group.
  • (la) indicates:
  • R 3 is a radical containing a vinyl group, preferably a radical which is a
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbyl radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl.
  • R 3 is an optionally halogen-substituted C 1-8 alkyl radical, preferably selected from pentyl, hexyl, heptyl, 2-chloroethyl and 2-bromoethyl, a substituted or unsubstituted phenyl, naphthyl or anthracenyl radical, a C 2-7 Alkynyl, preferably selected from 4-pentynyl or 5-hexynyl, a cyclopentyl radical, a cyclohexyl radical or a C1-4 hydroxyalkyl radical, wherein all radicals are substituted with a vinyl group or a (meth) acrylate group.
  • C 1-8 alkyl radical preferably selected from pentyl, hexyl, heptyl, 2-chloroethyl and 2-bromoethyl, a substituted or unsubstituted phenyl, naphthyl or anthracen
  • the compounds have the formula (Ib):
  • R 4 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbon radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl radical;
  • R 2 is hydrogen or a substituted or unsubstituted C 1-10 hydrocarbyl radical, preferably hydrogen or a substituted or unsubstituted C 1-10 alkyl radical, more preferably a hydrogen, ethyl or methyl.
  • the respective radicals can be monosubstituted or polysubstituted.
  • a particularly preferred glucosamine derivative is
  • the surfactant compositions in particular selected from their preferred representatives, in a total amount of 0.01 to 1, 9 wt .-%, in particular from 0.1 to 1, 0 wt .-%, particularly preferably from 0.01 to 0.8 wt .-%.
  • non-aqueous solvents may be added to the surfactant composition.
  • Suitable non-aqueous solvents include mono- or polyhydric alcohols, alkanolamines or glycol ethers, provided that they are miscible with water in the specified concentration range.
  • the solvents are preferably selected from ethanol, n-propanol, i-propanol, butanols, glycol, propanediol, butanediol, methylpropanediol, glycerol, diglycol, propyldiglycol, butyldiglycol, hexyleneglycol, ethylene glycol methyl ether, ethylene glycol ethyl ether,
  • Propylene glycol propyl ether dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol, 3-methyl-3-methoxybutanol, propylene glycol t-butyl ether, di-n-octyl ether and mixtures thereof
  • the detergent contains an alcohol, in particular ethanol and / or glycerol, in amounts between 0.5 and 5 wt .-%, based on the total composition.
  • composition of the invention may additionally contain other ingredients which further improve the performance and / or aesthetic properties of the composition depending on the intended use.
  • the compositions according to the invention especially if they are suitable as textile treatment agents (for example as detergents or softeners), may contain builders, bleaches, bleach activators, bleach catalysts, esterquats, silicone oils, emulsifiers,
  • Electrolytes pH adjusters, fluorescers, dyes, hydrotopes, foam inhibitors,
  • Anti-redeposition agents solvents, enzymes, optical brighteners, grayness inhibitors, anti-shrinkage agents, anti-crease agents, color transfer inhibitors, color protectants,
  • composition of the present invention is the
  • Surfactant composition substantially free of further thickeners.
  • Composition preferably contains at least one water-soluble, organic and / or water-soluble, inorganic builder.
  • the water-soluble organic builders include polycarboxylic acids, especially citric acid, adipic acid, succinic acid,
  • Glutaric acid malic acid, tartaric acid, maleic acid, fumaric acid and sugar acids, monomeric and polymeric aminopolycarboxylic acids, in particular methylglycinediacetic acid, nitrilotriacetic acid and ethylenediaminetetraacetic acid and polyaspartic acid, polyphosphonic acids, in particular aminotris (methylenephosphonic acid), ethylenediaminetetrakis (methylenephosphonic acid) and 1-hydroxyethane-1, 1-diphosphonic acid, polymers Hydroxy compounds such as dextrin and polymeric (poly) carboxylic acids, polymeric acrylic acids, methacrylic acids, maleic acids and copolymers of these, which may also contain copolymerized small amounts of polymerizable substances without carboxylic acid functionality. Suitable, although less preferred compounds of this class are copolymers of acrylic acid or methacrylic acid with vinyl ethers, such as
  • the organic builder substances can be used, in particular for the preparation of liquid textile treatment or cleaning agents, in the form of aqueous solutions, preferably in the form of 30 to 50 percent by weight aqueous solutions. All of the acids mentioned are generally used in the form of their water-soluble salts, in particular their alkali metal salts.
  • Preferred salts are the salts of polycarboxylic acids such as citric acid, adipic acid,
  • Succinic acid glutaric acid, tartaric acid, sugar acids and mixtures thereof.
  • Organic builders may, if desired, be included in amounts of up to 40% by weight, more preferably up to 25% by weight, and preferably from 1% to 8% by weight. Quantities close to the stated upper limit are preferably used in paste-form or liquid, in particular hydrous, compositions according to the invention.
  • Aftertreatment agents such as e.g. Softener, may optionally also be free of organic builder.
  • Composition preferably contains at least one enzyme.
  • Suitable enzymes include those from the class of proteases, cutinases, amylases, pullulanases, hemicellulases, cellulases, lipases, oxidases and peroxidases and mixtures thereof.
  • Particularly suitable are fungi or bacteria such as Bacillus subtilis, Bacillus licheniformis, Streptomyces griseus, Humicola lanuginosa, Humicola insolens, Pseudomonas pseudoalcaligenes or
  • Pseudomonas cepacia derived enzymatic agents may be adsorbed on carriers and / or embedded in encapsulating substances in order to protect them against premature inactivation. They are, if desired, in the compositions preferably in amounts not exceeding 5 wt .-%, in particular from 0.2 wt .-% to 2 wt .-%, contained.
  • An optical brightener is preferably stilbenedisulfonic acids from the substance classes of distyrylbiphenyls, the stilbenes, the 4,4 'diamino-2,2', coumarins, the dihydroquinolinones, the 1, 3-diaryl pyrazolines, naphthalimides of the benzoxazole systems, benzisoxazole systems, benzimidazole systems, heterocyclic substituted pyrene derivatives, and mixtures thereof.
  • optical brighteners include disodium 4,4'-bis (2-morpholino-4-anilino-s-triazin-6-ylamino) stilbene disulfonate (available, for example, as Tinopal® DMS from BASF SE), disodium 2,2 '.
  • compositions according to the invention which are suitable as textile treatment or cleaning compositions may also contain components which have a positive influence on the oil and grease washability from textiles, so-called soil release active ingredients. This effect becomes particularly clear when a textile is soiled, which has been previously washed several times with an agent containing this oil and fat dissolving component.
  • nonionic cellulose ethers such as methylcellulose and methylhydroxypropylcellulose with a proportion of methoxyl groups of 15 to 30% by weight and of hydroxypropoxyl groups of 1 to 15% by weight, based in each case on the nonionic cellulose ethers, as well as the known from the prior art polymers of phthalic acid and / or terephthalic acid or derivatives thereof with monomeric and / or polymeric diols, in particular polymers of ethylene terephthalates and / or
  • Polyethylene glycol terephthalates or anionic and / or nonionic modified derivatives of these are preferred.
  • the textile treatment or cleaning agents may also color transfer inhibitors, preferably in amounts of 0.1 wt .-% to 2 wt .-%, in particular 0.1 wt .-% to 1 wt .-%, containing, in a preferred embodiment of Invention Polymers of vinylpyrrolidone, vinylimidazole, vinylpyridine-N-oxide or copolymers thereof.
  • Graying inhibitors have the task of keeping suspended from the textile fiber dirt suspended in the fleet.
  • Water-soluble colloids of mostly organic nature are suitable for this purpose, for example starch, glue, gelatin, salts of ether carboxylic acids or ether sulfonic acids of starch or of cellulose or salts of acidic sulfuric acid esters of cellulose or starch.
  • water-soluble polyamides containing acidic groups are for this purpose suitable.
  • starch derivatives can be used, for example aldehyde starches.
  • cellulose ethers such as carboxymethylcellulose (Na salt), methylcellulose, hydroxyalkylcellulose and mixed ethers, such as methylhydroxyethylcellulose, methylhydroxypropylcellulose, methylcarboxymethylcellulose and mixtures thereof, for example in amounts of from 0.1 to 5% by weight, based on the composition.
  • the dye transfer inhibitor is a polymer or copolymer of cyclic amines such as vinylpyrrolidone and / or vinylimidazole.
  • Color transfer inhibiting polymers include polyvinylpyrrolidone (PVP),
  • Polyvinylimidazole (PVI), copolymers of vinylpyrrolidone and vinylimidazole (PVP / PVI),
  • polyvinylpyrrolidone PVP
  • polyvinylimidazole PVI
  • copolymers of vinylpyrrolidone and vinylimidazole PVP / PVI
  • the polyvinylpyrrolidones (PVP) used preferably have a number average molecular weight of from 2,500 to 400,000 g / mol (preferably determined by GPC) and are commercially available from ISP Chemicals as PVP K 15, PVP K 30, PVP K 60 or PVP K 90 or from BASF available as Sokalan® HP 50 or Sokalan® HP 53.
  • copolymers of vinylpyrrolidone and vinylimidazole used preferably have a molecular weight in the range from 5,000 to 100,000 g / mol.
  • PVP / PVI copolymer for example, from BASF under the name Sokalan® HP 56.
  • Sokalan® HP 56 Another extremely preferred usable
  • Color transfer inhibitors are polyethylene glycol-modified copolymers of vinylpyrrolidone and vinylimidazole, which are available, for example, under the name Sokalan® HP 66 from BASF.
  • liquid compositions according to the invention may be present in pre-portioned form, the composition according to the invention being filled into a water-soluble casing and thus being able to form part of a water-soluble packaging.
  • the content of water is between 5 and 20% by weight based on the total agent, and that anionic surfactants, if present, are in the form of their ammonium salts.
  • the surfactant composition according to the invention comprises solid particles (hereinafter also referred to as particles) which are in particular suspended.
  • solid particles are solid substances that are at 20 ° C do not dissolve in the liquid phase of the surfactant composition of the invention and are present as a separate phase.
  • the particles are preferably selected from polymers, pearlescent pigments, microcapsules, speckles or mixtures thereof.
  • microcapsules include any type of capsule known to those skilled in the art, but in particular core-shell capsules and matrix capsules.
  • Matrix capsules are porous shaped bodies that have a structure similar to a sponge.
  • Core-shell capsules are shaped bodies having a core and a shell.
  • Suitable microcapsules are those capsules which have an average diameter Xso, 3 (volume average) of 0.1 to 200 ⁇ , preferably from 1 to 100 ⁇ , more preferably 5 to 80 ⁇ , more preferably from 10 to 50 ⁇ and in particular from 15 to 40 have ⁇ .
  • the mean particle size diameter X 50.3 is determined by sieving or by means of a particle size analyzer Camsizer from Retsch.
  • microcapsules of the invention preferably contain at least one active ingredient, preferably at least one perfume. These preferred microcapsules are perfume microcapsules.
  • the microcapsules have a semipermeable capsule wall (shell).
  • a semipermeable capsule wall is a capsule wall which is semipermeable, ie it releases small quantities of the capsule core continuously over time, without the capsule having to be filled, for example. was damaged or opened by friction. Such capsules continuously continue to set small amounts of the capsule drug, e.g. Perfume, free.
  • the microcapsules have an impermeable shell.
  • An impermeable shell in the sense of the present invention is a capsule wall which is substantially impermeable, that is to say releases the capsular core only by damaging or opening the capsule.
  • Such capsules contain significant amounts of the at least one perfume in the capsule core, so that a very intense fragrance is provided when damaged or when the capsule is opened.
  • the resulting scent intensities are usually so high that lower amounts of the microcapsules can be used to achieve the same scent intensity as conventional microcapsules.
  • compositions both microcapsules with semipermeable shell, as well as microcapsules with impermeable shell. Through the use of both capsule types, a significantly improved fragrance intensity can be provided over the entire laundry cycle.
  • the composition according to the invention may also contain two or more different microcapsule types with semipermeable or impermeable shell.
  • materials for the shell of the microcapsules are usually high molecular weight
  • Epoxy resins and others Preferably serves as a wall material, ie as a shell, melamine-formaldehyde polymer, melamine-urea polymer, melamine-urea-formaldehyde polymer, polyacrylate polymer or polyacrylate copolymer.
  • a wall material ie as a shell, melamine-formaldehyde polymer, melamine-urea polymer, melamine-urea-formaldehyde polymer, polyacrylate polymer or polyacrylate copolymer.
  • Preferred melamine-formaldehyde microcapsules are prepared by reacting melamine-formaldehyde precondensates and / or their C 1 -C 4 -alkyl ethers in water in which the at least one odor modulator compound and optionally further ingredients, such as e.g. at least one
  • Suitable protective colloids are e.g. Cellulose derivatives such as hydroxyethylcellulose, carboxymethylcellulose and methylcellulose, polyvinylpyrrolidone, copolymers of N-vinylpyrrolidone, polyvinyl alcohols, partially hydrolyzed polyvinyl acetates, gelatin, gum arabic, xanthan gum, alginates, pectins, degraded starches, casein, polyacrylic acid, polymethacrylic acid, copolymers of acrylic acid and methacrylic acid, sulfonic acid group-containing water-soluble polymers containing sulfoethyl acrylate, sulfoethyl methacrylate or sulfopropyl methacrylate, as well as polymers of N- (sulfoethyl) -maleimide, 2-acrylamido-2-alkylsulfonic acids,
  • At least one cationic polymer of polyquaternium-1, polyquaternium-2, polyquaternium-4, polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-8, polyquaternium-9, polyquaternium-10 is suitable as cationic polymer for coating the microcapsules , Polyquaternium-1, Polyquaternium-12, Polyquaternium-13, Polyquaternium-14, Polyquaternium-15, Polyquaternium-16, Polyquaternium-17, Polyquaternium-18, Polyquaternium-19, Polyquaternium-20,
  • Polyquaternium-86th Very particular preference is given to polyquaternium-7.
  • the polyquaternium nomenclature of the cationic polymers used in the context of this application is taken from the declaration of cationic polymers according to the International Nomenclature of Cosmetic Ingredients (INCI Declaration) of cosmetic raw materials.
  • microcapsules Preference for use microcapsules have average diameter Xso, 3 in the range of 1 to 100 ⁇ , preferably from 5 to 95 ⁇ , in particular from 10 to 90 ⁇ , for example from 10 to 80 ⁇ .
  • the shell of the microcapsules surrounding the core or (filled) cavity preferably has an average thickness in the range from about 5 to 500 nm, preferably from about 50 nm to 200 nm, in particular from about 70 nm to about 180 nm.
  • pearlescing agents are also suitable.
  • Pearlescent pigments are pigments that have a pearlescent shine. Pearlescent pigments consist of thin sheets, which have a high refractive index and partially reflect the light, and are partially transparent to the light. The nacreous gloss is produced by interference of the light striking the pigment (interference pigment).
  • Pearlescent pigments are usually thin flakes of the above material, or contain the o.g. Material as thin multilayer films or as parallel arranged components in a suitable carrier material.
  • the pearlescent pigments which can be used according to the invention are either natural
  • Pearlescent pigments such as e.g. Fischsilber (guanine / hypoxanthine mixed crystals from fish scales) or mother of pearl (from ground mussel shells), monocrystalline flake-shaped
  • Pearlescent pigments such as e.g. Bismuth oxychloride and perglaze pigments based on mica and mica / metal oxide.
  • the latter pearlescent pigments are mica, which have been provided with a metal oxide coating.
  • Mica-based and mica / metal oxide-based pearlescent pigments are preferred according to the invention.
  • Mica belongs to the layer silicates. The most important representatives of these silicates are muscovite, phlogopite, paragonite, biotite, lepidolite and margarite. For the production of
  • Pearlescent pigments in conjunction with metal oxides the mica, predominantly muscovite or phlogopite, coated with a metal oxide.
  • Suitable metal oxides include ⁇ 2, CteCb and Fe203.
  • interference pigments and color luster pigments are obtained as pearlescent pigments according to the invention.
  • these pearlescent pigment types also have color effects. Furthermore, the
  • Pearlescent pigments which can be used according to the invention furthermore contain a color pigment which does not derive from a metal oxide.
  • the grain size of the pearlescent pigments preferably used is preferably at a mean diameter Xso, 3 (volume average) between 1 .0 and 100 ⁇ , particularly preferably between 10.0 and 60.0 ⁇ .
  • speckles are to be understood as meaning macroparticles, in particular macrocapeins, which have an average diameter Xso, 3 (volume average) of more than 300 ⁇ m, in particular from 300 to 1500 ⁇ m, preferably from 400 to 1000 ⁇ m.
  • Speckles are preferably matrix capsules.
  • the matrix is preferably colored.
  • the matrix formation takes place, for example, via gelation, polyanion-polycation interactions or polyelectrolyte-metal ion interactions and is in the prior art as well as the
  • An exemplary matrix-forming material is alginate.
  • an aqueous alginate solution which optionally additionally contains the active substance to be enclosed or the active ingredients to be enclosed, is dripped off and then cured in a precipitation bath containing Ca 2+ ions or AP ions.
  • matrix-forming materials can be used instead of alginate.
  • the surfactant compositions of the invention are liquid and contain water. It is preferred that the surfactant composition more than 5 wt .-%, preferably more than 15% by weight and particularly preferably more than 25 wt .-%, each based on the total amount of surfactant composition, water. Particularly preferred liquid detergents contain - based on their weight - 5 to 90 wt .-%, preferably 10 to 85 wt .-%, particularly preferably 25 to 75 wt .-% and in particular 35 to 65 wt .-% water. Alternatively, the detergents may be low-water to water-free detergents, the water content in a preferred embodiment being less than 10% by weight and more preferably less than 8% by weight, based in each case on the total liquid detergent ,
  • the surfactant composition has a pH of from 5 to 10, preferably from 6 to 9.
  • the present invention relates to the use of at least one glucosamine derivative of formula (I) (vide supra) for stabilizing liquid surfactant compositions to produce a flow limit.
  • the invention is directed to a process for textile treatment comprising the process steps
  • temperatures of 60 ° C or less for example 50 ° C or less, are used in various embodiments of the invention. These temperature data refer to the temperatures used in the washing steps.
  • Another subject of the invention relates to a process for producing a liquid
  • Surfactant composition according to the first subject of the invention characterized in that water and surfactant and optionally optional additives in the presence of the glucosamine derivative of the formula (I) (vide supra) is brought to a temperature above the sol-gel transition temperature of the mixture and then cooled becomes.
  • the surfactant composition can also be first preheated to said temperature without the glucosamine derivative of the formula (I) and cooled after addition of the glucosamine derivative of the formula (I).
  • the incorporation temperature is preferably 0 to 150 ° C, more preferably 80 to 135 ° C.
  • the sol-gel transition temperature can be determined in advance by known methods.
  • this can be done via a rheological measurement with oscillating deformation constant frequency as a function of temperature.
  • a measurement is at a
  • compositions E1 (according to the invention) and V1 (comparison) were provided.
  • the composition was prepared in a conventional manner by mixing all components except the glucosamine derivative. Subsequently, for the inventive composition, the resulting mixture was heated to 130 ° C and 2-methyl-acrylacid-2-ureido-ethyl ester, which has the following structure:
  • composition E1 was also thickened.

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Abstract

La présente invention concerne une composition tensioactive liquide ayant un seuil d'écoulement, comprenant, rapporté à son poids total, (i) dans une quantité totale de 1 à 70 % en poids au moins un tensioactif et (ii) au moins un dérivé de glucosamine de formule (I), R1 étant un radical contenant un groupe vinyle ; R2 étant de l'hydrogène ou un radical hydrocarboné en C1-10 substitué ou non substitué ; (iii) le cas échéant, au moins un additif ; (iv) le cas échéant des particules solides ; et (v) de l'eau. L'invention concerne également un procédé pour traiter les textiles avec une solution contenant la composition selon l'invention. L'invention concerne également un procédé pour produire la composition selon l'invention ainsi que l'utilisation d'au moins un dérivé de glucosamine de formule (I) selon la présente invention afin de stabiliser des compositions tensioactives liquides pour obtenir un seuil d'écoulement.
EP18732292.0A 2017-06-16 2018-06-12 Détergent ou produit de nettoyage liquide contenant un dérivé de glucosamine Pending EP3638757A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
DE102017210143.1A DE102017210143A1 (de) 2017-06-16 2017-06-16 Viskoelastische, festförmige Tensidzusammensetzung
DE102017210141.5A DE102017210141A1 (de) 2017-06-16 2017-06-16 Portion zur Bereitstellung tensidhaltiger Flotten
DE102017223455.5A DE102017223455A1 (de) 2017-12-20 2017-12-20 Flüssiges Wasch- oder Reinigungsmittel enthaltend ein Glucosamin-Derivat
PCT/EP2018/065465 WO2018229035A1 (fr) 2017-06-16 2018-06-12 Détergent ou produit de nettoyage liquide contenant un dérivé de glucosamine

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EP3638757A1 true EP3638757A1 (fr) 2020-04-22

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Publication number Priority date Publication date Assignee Title
DE10000223A1 (de) 2000-01-05 2001-07-12 Basf Ag Mikrokapselzubereitungen und Mikrokapseln enthaltende Wasch- und Reinigungsmittel
DE102005015328A1 (de) * 2005-04-01 2006-10-05 Henkel Kgaa Klares Wasch- und Reinigungsmittel mit Fließgrenze
DE102008051799A1 (de) 2008-10-17 2010-04-22 Henkel Ag & Co. Kgaa Stabilisierung von Mikrokapsel-Slurries
US8293697B2 (en) * 2009-03-18 2012-10-23 The Procter & Gamble Company Structured fluid detergent compositions comprising dibenzylidene sorbitol acetal derivatives
DE102015219846A1 (de) * 2015-10-13 2017-04-13 Henkel Ag & Co. Kgaa Flüssiges Wasch- oder Reinigungsmittel enthaltend ein N,N`-Diarylamidocystin-Derivat

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