EP3122853B1 - Formulation cationique liquide et procédé de production de celle-ci - Google Patents

Formulation cationique liquide et procédé de production de celle-ci Download PDF

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Publication number
EP3122853B1
EP3122853B1 EP15712344.9A EP15712344A EP3122853B1 EP 3122853 B1 EP3122853 B1 EP 3122853B1 EP 15712344 A EP15712344 A EP 15712344A EP 3122853 B1 EP3122853 B1 EP 3122853B1
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EP
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Prior art keywords
concentrate
cationic
formulation
acrylic polymer
group
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EP15712344.9A
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German (de)
English (en)
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EP3122853A1 (fr
Inventor
Thomas Holderbaum
Roland SCHÄFER
Rainer DIEDRICH
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Henkel AG and Co KGaA
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Henkel AG and Co KGaA
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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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • C11D3/0015—Softening compositions liquid
    • 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
    • C11D17/0004—Non aqueous liquid compositions comprising insoluble particles
    • 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
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0013—Liquid compositions with insoluble particles in suspension
    • 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
    • C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/003—Colloidal solutions, e.g. gels; Thixotropic solutions or pastes
    • 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
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2006—Monohydric alcohols
    • C11D3/201—Monohydric alcohols linear
    • 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
    • C11D3/2068—Ethers
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2093—Esters; Carbonates
    • 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
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3757—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions
    • C11D3/3765—(Co)polymerised carboxylic acids, -anhydrides, -esters in solid and liquid compositions in liquid compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/37—Polymers
    • C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
    • C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the present invention relates to a thickening concentrate for the continuous preparation of a liquid cationic formulation of household cleaners or softeners and to a process for the continuous production of a liquid cationic formulation of household cleaners or softeners in which a thickening concentrate according to the invention is used.
  • Liquid cationic formulations of household cleaners or fabric softeners are often aqueous or alcoholic formulations.
  • additives which influence the viscosity to the formulation.
  • these may be polymers. So describes WO 99/06455 A Thickening agents for acidic compositions comprising cationic homopolymers in a proportion of 50 to 600 ppm of crosslinking agent. Suitable polymers are, for example, in WO 2004/050812 A1 and WO 2005/073358 A1 described.
  • liquid formulations In the preparation of liquid formulations, however, it has been found that continuous metering of a corresponding polymer into the liquid cationic formulation is not possible or difficult, especially when present in solid form. Usually, liquid formulations are therefore produced in a batch mixer. In batch production, however, a constant quality over different batches can only be ensured with great effort, so that a consistent quality of the liquid cationic formulation is only possible within limits. Even within a batch, different concentrations of polymers can occur and thus quality differences.
  • thickeners cationic acrylic polymers have emerged. These are usually present as a solid, for example in the form of a powder. Since the continuous metering of a powder is difficult to realize, solids are usually first dissolved in a suitable solvent or suspended in a suspending agent and then added as a solution or suspension to a liquid formulation. As solvents or suspending agents, preference is given to using those liquids which are also present in the actual formulation in order to obtain good intermixability.
  • WO 2013/016029 A1 discloses a method of making a composition comprising a rheological properties adjusting agent.
  • a rheology additive is dispersed in an anhydrous but water-miscible liquid carrier material such as a surfactant, a humectant, a polymer, an oil, or mixtures thereof. It will be in Water-swellable polymers, non-water-soluble crystalline polymers or mixtures thereof used as a rheological additive.
  • EP 2399978 A discloses a nonaqueous liquid composition
  • a nonaqueous liquid composition comprising: a cationic polymer in particulate form; a nonaqueous dispersing agent selected from the group consisting of ethanol, glycerol and polyethylene glycol having a molecular weight of 100 to 400; and less than 20% by weight of water, wherein the cationic polymer is stably dispersed in the nonaqueous liquid composition.
  • the suspending agent is selected from the group consisting of dipropylene glycol (preferably with the CAS No. 25265-71-8 ), 1-butanol, 1-propanol and ⁇ -butyrolactone and mixtures thereof.
  • a thickening concentrate according to the invention is in the form of a suspension which can be used in a continuous production process of liquid cationic formulations of fabric softeners or household cleaners.
  • the thickening concentrate according to the invention may contain a suspending agent. It is also possible according to the invention that a mixture of two or more different suspending agents is contained in the thickening concentrate.
  • the suspending agents according to the invention and mixtures thereof are suitable for suspending cationic acrylic polymers such that the suspension is not substantially thickened, so that continuous metering is possible for preparing the liquid cationic formulation of household cleaners or fabric softeners.
  • the suspension of the suspending agent according to the invention and the cationic acrylic polymer is not necessarily sedimentation stable. However, there is a slight resuspendability of the acrylic polymer in said suspending agents.
  • the suspending agents according to the invention have a high flash point and are not toxic. A low flashpoint and toxicity would preclude the production of liquid cationic formulations of household cleaners or softeners, since these would be excluded from household use.
  • the suspending agent is inexpensive to obtain.
  • the suspending agent can be used in technical purity.
  • the thickening concentrate is stable to small amounts of water.
  • the concentrate may contain water in an amount of 5% by weight or less, more preferably 3% by weight or less, based on the total weight of the concentrate.
  • the concentrate comprises the suspending agent in an amount of 70% by weight to 99% by weight, in particular in an amount of 75% by weight to 90% by weight, based on the total weight of the concentrate.
  • the concentrate contains 1 to 30 wt .-%, in particular 10 to 25 wt .-% of cationic acrylic polymer, based on the total weight of the concentrate. In these areas, a thickening concentrate is obtained, which can be metered into liquid cationic formulations of household cleaners or fabric softeners using continuous production processes known in the prior art.
  • the suspending agent is compatible with the components of the liquid cationic formulation.
  • the concentrate can therefore be added in any desired amount, so that the viscosity of the cationic formulation can be adjusted as required. If the concentrate has more than 30% by weight of cationic acrylic polymer, the concentrate itself already has a high viscosity. The flowability is impaired. An addition, for example by means of a pump is then difficult. Thus, even in this case, a continuous production is no longer possible because a continuous metering is no longer possible due to the high viscosity of the thickening concentrate. If the concentrate has less than 1% by weight of cationic acrylic polymer, economical preparation of the cationic formulation of household cleaners or fabric softeners is no longer possible.
  • the final product should preferably contain the thickening concentrate in a proportion of 1% by weight or more, based on the total weight of the formulation. If the proportion of cationic acrylic polymer in the concentrate is less than 1% by weight, the proportion of thickener in the end product is very low, so that a change in the viscosity is not or almost undetectable. Preferably, therefore, the concentrate has the acrylic polymer in an amount of 10% by weight. This allows economical addition of the concentrate with high variability in adjusting the viscosity of the liquid cationic formulation of household cleaners or fabric softeners.
  • the weight ratio of the suspending agent to the acrylic polymer ranges from 4: 1 to 1: 3. It has been found that in this weight ratio the thickening concentrate can be used well in continuous production processes known in the art.
  • the thickening concentrate is pumped by means of a pump into a liquid cationic formulation of household cleaners or fabric softeners which do not yet have a thickener in their formulation.
  • the thickening concentrate should preferably be pumpable. This ensures that the concentrate with a commercial pump to a liquid cationic formulation of Household cleaners or fabric softeners can be pumped in a continuous manufacturing process.
  • the cationic acrylic polymer is in the form of solid particles.
  • the particles are preferably spherical particles, which in particular have a spherical shape.
  • the average particle size (average volume diameter) of the solid particles is in particular in the range from 100 to 900 ⁇ m, preferably in the range from 200 to 800 ⁇ m, particularly preferably in the range from 250 to 750 ⁇ m. If the solid particles are in spherical form, the diameter of the sphere corresponds to the particle size. For all other spherical forms, the particle size corresponds to the size of the particles with the greatest spatial extent.
  • the particle size can be determined by means of scanning electron micrographs (SEM).
  • the cationic acrylic polymer is hygroscopic. With a too small particle size of 100 microns or less, in particular of 200 microns or less, especially of 250 microns or less so much water can be accumulated on the surface of the particles that a stable suspension is no longer obtained. Rather, it then comes to a swelling of the cationic acrylic polymer, so that after mixing with a suspending agent according to the invention no meterable suspension, but a highly viscous, rubbery mass is obtained. On the other hand, if the particle size is more than 900 ⁇ m, these large and thus heavy particles can sediment faster than particles having a size of 900 ⁇ m or less, in particular of 800 ⁇ m or less, especially of 750 ⁇ m or less.
  • the respective alkyl groups may be linear or branched.
  • the crosslinking agent b) preferably comprises at least two ethylenically unsaturated units.
  • Suitable preferred crosslinking agents are divinylbenzene, tetraallylammonium chloride, allyl acrylates and allyl methacrylates, diacrylates and dimethacrylates of glycols and polyglycols, butadiene, 1,7-octadiene, allylacrylamides and allylmethacrylamides, bisacrylamidoacetic acid, N, N'-methylenebisacrylamide and polyol polyallyl ethers such as polyallylsucrose and pentaerythritol triallyl ether ,
  • Particularly preferred crosslinking agents are tetraallylammonium chloride, allylacrylamides and allylmethacrylamides, bisacrylamidoacetic acid and N, N'-methylenebisacrylamide. Very particular preference is given to tetraallylammonium chloride and N,
  • the cationic acrylic polymer comprises at least one crosslinking agent b) in a proportion of 50 to 1200 ppm, preferably 500 to 1000 ppm and more preferably 700 to 900 ppm, each based on the weight of component a).
  • the chain transfer agent c) is preferably selected from the group comprising mercaptans, malic acid, lactic acid, formic acid, isopropanol and hypophosphites.
  • the content of chain transfer agent c) is preferably from 10 to 50,000 ppm, preferably from 100 to 10,000 ppm, in each case based on the weight of component a).
  • the present invention relates to a process for the continuous preparation of a liquid cationic formulation of household cleaners or fabric softeners.
  • the process is characterized in that a concentrate according to the invention with a liquid, aqueous premix is added.
  • This premix is a solution that includes the active ingredients of the formulation. Thickeners are not included in the premix.
  • the premix is thus the formulation, but without thickener.
  • the concentrate according to the invention is metered into a stream of the premix. A mixing between the premix and the concentrate according to the invention takes place on the basis of the flow properties of the premix or of the concentrate.
  • the liquid, aqueous premix and the concentrate according to the invention in the stream by means of a circulating pump or a static mixer, preferably mixed by means of a static mixer with each other.
  • the process of the invention relates to a continuous production process in which a thickening concentrate in the form of a premix is added to the formulation. This allows continuous production with consistent quality. At the same time, the amount of concentrate added to the formulation can be changed at any time so that it can respond quickly and easily to changing customer requests or other changes in formulation.
  • the pH of the formulation is preferably 6 or less, more preferably 4 or less.
  • the formulation is preferably an acidic cationic formulation. If the formulation according to the invention is a household cleaner, the pH is preferably in the range from 2 to 5, in particular from 3 to 4. If the formulation according to the invention is a fabric softening agent, the pH is preferably in the range from 1 to 6, particularly preferably from 1.5 to 3.5.
  • the liquid cationic formulation of household cleaners or fabric softeners obtainable by the process according to the invention preferably comprises the thickening concentrate in an amount of 1% by weight or more, based on the total weight of the formulation. With a small amount of concentrate in the formulation, an influence on the viscosity is barely detectable. The use of the thickening concentrate would therefore not be economical here.
  • Formulation of household cleaners or fabric softeners means domestic cleaners, such as bathroom cleaners, toilet cleaners, hard surface cleaners, as well as fabric softeners.
  • the liquid cationic formulation furthermore comprises customary constituents known in the prior art.
  • the suspension agent for the acrylic polymer according to the invention is therefore soluble in water or the alcoholic solution.
  • the formulation is a fabric softener.
  • This comprises the thickening concentrate according to the invention in a proportion of 1% by weight or more.
  • laundry softeners it comprises customary constituents, such as one or more fabric softening compounds, fragrance compositions and other additives, for example alcohols, amphoteric or nonionic surfactants, pH buffer substances, enzymes, fungicides or antioxidants.
  • a fabric softener usually comprises a fabric softening compound. It is preferred that the fabric softening compound is selected from the group of quaternary Ammonium compounds, polysiloxanes, fabric softening clays and mixtures thereof. These compounds are effective and commercially available fabric softening compounds.
  • the thickening concentrates from 1a) and 1b) were pumpable and could be used in a continuous process for the preparation of liquid formulations by means of commercially available metering pumps.

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  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Dispersion Chemistry (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Claims (11)

  1. Concentré d'épaississant pour la préparation en continu d'une formulation cationique liquide de nettoyants ménagers ou d'adoucissants, le concentré se présentant sous la forme d'une suspension et comprenant un polymère acrylique cationique en tant qu'agent épaississant et au moins un agent de suspension pour le polymère acrylique de formule générale (A) suivante
    Figure imgb0012
     dans laquelle
    R1 représente un atome d'hydrogène ou désigne, conjointement avec R2, sous cyclisation, un groupe carbonyle et
    R2 représente un atome d'hydrogène, un groupe méthyle, un groupe 3-hydroxypropoxy ou, conjointement avec R1, sous cyclisation, un groupe carbonyle,
    R3 représente un atome d'hydrogène, un groupe 1-hydroxyprop-2-yloxy ou un groupe 2-hydroxypropoxy,
    et le concentré comprenant l'agent de suspension en une quantité de 70 % en poids à 99 % en poids, par rapport au poids total du concentré.
  2. Concentré d'épaississant selon la revendication 1, caractérisé en ce que, en tant qu'agent de suspension, au moins un agent de suspension est compris pour le polymère acrylique de formule générale (A-1) suivante
    Figure imgb0013
     dans laquelle
    R1 représente un atome d'hydrogène ou désigne, conjointement avec R2, sous cyclisation, un groupe carbonyle et
    R2 représente un atome d'hydrogène, un groupe méthyle, un groupe 3-hydroxypropoxy ou, conjointement avec R1, sous cyclisation, un groupe carbonyle.
  3. Concentré d'épaississant selon la revendication 1 ou 2, caractérisé en ce que l'agent de suspension pour le polymère acrylique est choisi dans le groupe constitué du dipropylèneglycol, du 1-butanol, du 1-propanol et de la y-butyrolactone ainsi que de leurs mélanges.
  4. Concentré selon la revendication 1 à 3, caractérisé en ce qu'il comprend l'agent de suspension en une quantité de 75 % en poids à 90 % en poids, par rapport au poids total du concentré.
  5. Concentré selon l'une des revendications 1 à 4, caractérisé en ce qu'il contient en outre de l'eau en une quantité inférieure ou égale à 5 % en poids, en particulier inférieure ou égale à 3 % en poids, par rapport au poids total du concentré.
  6. Concentré selon l'une des revendications 1 à 5, caractérisé en ce que le rapport pondéral entre l'agent de suspension et le polymère acrylique est compris dans la plage de 4:1 à 1:3.
  7. Concentré selon l'une des revendications 1 à 6, caractérisé en ce que le polymère acrylique cationique se présente sous forme de particules, en particulier avec une granulométrie sphérique comprise dans la plage de 0,2 µm à 1,5 µm, de manière particulièrement préférée dans la plage de 0,5 µm à 1,0 µm.
  8. Concentré selon l'une des revendications 1 à 7, caractérisé en ce qu'au moins un polymère acrylique cationique est contenu, lequel est formé à partir
    a) d'un monomère insaturé éthylénique hydrosoluble ou d'un mélange de ces monomères, lequel comprend au moins un monomère cationique,
    b) d'au moins un agent de réticulation en une quantité supérieure à 50 ppm, par rapport au poids du composé a), et
    c) d'au moins un agent de transmission par chaîne.
  9. Concentré selon la revendication 8, caractérisé en ce que le monomère cationique correspond à un composé conforme au composé (I) suivant,
    Figure imgb0014
     dans lequel, indépendamment les uns des autres,
    R1 représente l'hydrogène ou le méthyle,
    R2 représente l'hydrogène ou un alkyle en C1 à C4,
    R3 représente un alkylène en C1 à C4,
    R4, R5 et R6 représentent, chacun indépendamment les uns des autres, l'hydrogène ou un alkyle en C1 à C4,
    X représente -O- ou -NH- et
    Y représente Cl, Br, I, le sulfate d'hydrogène ou le méthosulfate.
  10. Procédé de préparation en continu d'une formulation cationique liquide de nettoyants ménagers ou d'adoucissants, caractérisé en ce que l'on ajoute un concentré selon l'une des revendications 1 à 9 à la formulation.
  11. Procédé selon la revendication 10, caractérisé en ce que le pH de la formulation est de 6 ou moins, en particulier de 4 ou moins.
EP15712344.9A 2014-03-26 2015-03-24 Formulation cationique liquide et procédé de production de celle-ci Active EP3122853B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102014205661.6A DE102014205661A1 (de) 2014-03-26 2014-03-26 Flüssige kationische Formulierung und Verfahren zu deren Herstellung
PCT/EP2015/056274 WO2015144713A1 (fr) 2014-03-26 2015-03-24 Formulation cationique liquide et procédé de production de celle-ci

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EP3122853A1 EP3122853A1 (fr) 2017-02-01
EP3122853B1 true EP3122853B1 (fr) 2019-05-08

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EP (1) EP3122853B1 (fr)
DE (1) DE102014205661A1 (fr)
WO (1) WO2015144713A1 (fr)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1293509B1 (it) 1997-07-30 1999-03-01 3V Sigma Spa Addensanti per composizioni acquose acide
MXPA04011844A (es) 2002-06-04 2005-03-31 Ciba Sc Holding Ag Formulaciones de polimeros acuosas.
US7138366B2 (en) * 2002-11-01 2006-11-21 Colgate-Palmolive Company Aqueous composition comprising oligomeric esterquats
DE60320672T2 (de) 2002-11-29 2009-06-10 Ciba Holding Inc. Wäscheweichspülmittel enthaltend homo- und/oder copolymere
JP5431619B2 (ja) * 2010-04-01 2014-03-05 ザ プロクター アンド ギャンブル カンパニー 柔軟仕上げ剤
ES2428231T5 (es) * 2010-06-24 2021-07-20 Procter & Gamble Composiciones líquidas no acuosas estables que comprenden un polímero catiónico en forma de partículas
EP2551337A1 (fr) 2011-07-27 2013-01-30 The Procter & Gamble Company Procédé pour la production d'une composition contenant un modificateur de rhéologie

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US20160362635A1 (en) 2016-12-15
WO2015144713A1 (fr) 2015-10-01
DE102014205661A1 (de) 2015-10-01
US10030213B2 (en) 2018-07-24
EP3122853A1 (fr) 2017-02-01

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