EP0018039A1 - Composition adoucissante pour tissus - Google Patents

Composition adoucissante pour tissus Download PDF

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Publication number
EP0018039A1
EP0018039A1 EP80200320A EP80200320A EP0018039A1 EP 0018039 A1 EP0018039 A1 EP 0018039A1 EP 80200320 A EP80200320 A EP 80200320A EP 80200320 A EP80200320 A EP 80200320A EP 0018039 A1 EP0018039 A1 EP 0018039A1
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EP
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Prior art keywords
alkyl
water
mono
alkenyl
mixture
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Application number
EP80200320A
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German (de)
English (en)
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EP0018039B2 (fr
EP0018039B1 (fr
Inventor
John Howard Clint
David Robert Duncan
Wilhelm Heinrich Otto Wolfes
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Procter and Gamble Co
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Procter and Gamble Co
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Application filed by Procter and Gamble Co filed Critical Procter and Gamble Co
Priority to AT80200320T priority Critical patent/ATE6524T1/de
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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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/18—Hydrocarbons
    • 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
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms

Definitions

  • This invention relates to fabric softening compositions and, in particular, to compositions in aqueous medium having improved softening effectiveness combined with excellent physical characteristics, especially formulation stability.
  • Conventional rinse-added fabric softening compositions contain fabric softening agents which are substantially water-insoluble cationic materials usually having two long alkyl chains. Typical of such materials are distearyl di-methyl ammonium chloride and imidazolinium compounds substituted with two stearyl groups. These materials are normally prepared in the form of an aqueous dispersion or emulsion, and it is generally not possible to prepare such aqueous dispersions with more than about 6% of cationic material without taking special precautions to ensure acceptable viscosity and stability characteristics. Indeed, with cationic levels in excess of about 8% the problems of physical instability and high viscosity become,in the case of conventional fabric softening products, almost intractable. This, of course, limits the level of softening performance achievable with conventional compositions without using excessive amounts of product, and also adds substantially to distribution and packaging costs, because of the need to market such dilute solutions of the active ingredient.
  • Formulations prepared in this manner are still not entirely satisfactory.
  • the level of softness benefit delivered by such compositions on a unit active weight basis is still much lower than for conventional dilute products and problems of physical formulation characteristics, especially phase stability and also viscosity, still remain.
  • phase stability remains a problem even in the case of dilute softener compositions formulated in the manner of the above prior art references.
  • 25 03 026 discloses a complex softener/disinfectant composition in which a long chain fatty alcohol is suggested as a solubilization aid.
  • U.S. Patent No. 3,793,196 describes an improved viscosity softening agent in the form of an oil-in-water emulsion comprising a cationic surface-active agent, a higher fatty alcohol, a sorbitan fatty acid ester and a polyethoxylated nonionic surfactant.
  • the present invention accordingly provides a fabric softening composition having improved softening characteristics and cost-effectiveness combined with excellent physical characteristics, especially phase stability, freeze-thaw behaviour and low viscosity; and it further provides a concentrated fabric softening composition having satisfactory characteristics for consumer use, based on cationic fabric softener as the major active component.
  • an aqueous fabric softening composition characterized by:-
  • the physical form of the composition is that of a dispersion of an anisotropic softener phase in an aqueous isotropic surfactant solution phase.
  • the physical form is simply determined under a polarizing microscope.
  • the anisotropic/isotropic phase system is highly important for achieving optimum viscosity, stability, softening and other textile benefits.
  • The.water insoluble cationic fabric softener is preferably a di-C 12 -C 24 alkyl or alkenyl 'onium salt, especially a mono- or polyammonium salt, an imidazolinium salt or a mixture of such salts. Highly preferred are mono-quaternary ammonium salts, imidazolinium salts and mixtures thereof.
  • the water-soluble cationic surfactant is preferably a mono-C 8-24 alkyl or alkenyl 'onium salt, especially a mono- or polyammonium salt, an imidazolinium salt, a pyridinium salt or a mixture of such salts. Highly preferred are mono-quaternary ammonium salts, imidazolinium salts and mixtures thereof.
  • the preferred water-soluble nonionic surfactant has the general formula RO(CH 2 CH 2 0) n H wherein R is a C 8-20 alkyl or alkenyl group, and n is from 2 to about 100.
  • the weight ratio of water-insoluble cationic to water-soluble cationic and/or nonionic surfactant falls preferably in the range from about 20:1 to about 4:1, especially from about 15:1 to about 6:1.
  • the weight ratio of the cationic softener to the hydrophobic adjunct preferably falls in the range from about 8:1 to about 2:1.
  • compositions of the invention preferably comprise from about 0.1% to about 6% of the water-soluble cationic and/or nonionic surfactant, from about 0.5% to about 6% of the non-cyclic hydrocarbon and from O% to about 6% of the fatty acid ester.
  • percentage figures given for components in a composition refer to the weight percent of that component in the composition.
  • highly preferred materials are C 12 -C 24 , especially C 12 - C 20 paraffins or paraffin mixtures, esters of C 12 - C 24 fatty acids with monohydric alcohols having from 1 to 8 carbon atoms, and mixtures of these paraffin and fatty acid ester materials in a 3:1 to 1:3 weight ratio.
  • compositions of the invention thus comprise three essential ingredients, a water-insoluble cationic fabric softener, a water-soluble cationic and/or nonionic surfactant and a hydrophobic adjunct selected from C 10 -C 40 non-cyclic hydrocarbons and fatty acid ester, the water soluble surfactant and the hydrophobic adjunct acting in combination to provide compositions of optimum viscosity and stability.
  • a water-insoluble cationic fabric softener e.g., a water-soluble cationic and/or nonionic surfactant and a hydrophobic adjunct selected from C 10 -C 40 non-cyclic hydrocarbons and fatty acid ester, the water soluble surfactant and the hydrophobic adjunct acting in combination to provide compositions of optimum viscosity and stability.
  • a hydrophobic adjunct selected from C 10 -C 40 non-cyclic hydrocarbons and fatty acid ester
  • the water-insoluble cationic fabric softener can be any fabric-substantive cationic sompound which, in pure form as a strong acid salt (e.g. chloride), has a solubility in distilled water at pH 2.5 and 20°C of less than lg/1, or can be a mixture of such compounds.
  • the soluble fraction of the surfactant is taken to be that material which cannot be separated from water by centrifugal action and which passes a 100nm Nuclepore filter (Registered Trade Mark).
  • Preferred materials are di-C 12 -C 24 alkyl or alkenyl 'onium salts, especially mono- and poly-ammonium salts, and imidazolinium salts.
  • the two long chain alkyl or alkenyl groups may be substituted or interrupted by functional groups such as -OH, -O-,CONH-, -COO-, etc.
  • R 1 and R 2 represent alkyl or alkenyl groups of from about 12 to about 24 carbon atoms
  • R 3 and R 4 represent alkyl, alkenyl or hydroxyalkyl groups containing from 1-to about 4 carbon atoms
  • X is the salt counter-anion, preferably selected from halide, methyl sulfate and ethyl sulfate radicals.
  • these quaternary softeners include ditallow dimethyl ammonium chloride; ditallow dimethyl ammonium methyl sulfate; dihexadecyl dimethyl ammonium chloride; di (hydrogenated tallow alkyl) dimethyl ammonium chloride; dioctadecyl dimethyl ammonium chloride; dieicosyl dimethyl ammonium,chloride; didocosyl dimethyl ammonium chloride; di(hydrogenated tallow) dimethyl ammonium methyl sulfate; dihexadecyl diethyl ammonium chloride; di(coconut alkyl) dimethyl ammonium chloride and di(coconut alkyl) dimethyl ammonium methosulfate. Of these ditallow dimethyl ammonium chloride and di (hydrogenated tallow alkyl) dimethyl ammonium chloride are preferred.
  • alkyl imidazolinium salts believed to have the formula:- wherein R 6 is an alkyl containing from 1 to 4, preferably 1 or 2 carbon atoms, R 7 is an alkyl containing from 12 to 24 carbon atoms, R 8 is an alkyl containing from 12 to 24.carbon atoms, and R 9 is hydrogen or an alkyl containing from 1 to 4 carbon atoms and X is the salt counter-anion, preferably a halide, methosulfate or ethosulfate.
  • Preferred imidazolinium salts include 3-methyl-l-(tallowylamido) ethyl -2-tallowyl-4,5-dihydroimidazolinium methosulfate and 3-methyl-l-(palmitoylamido)ethyl -2- octadecyl-4,5-dihydroimidazolinium chloride.
  • Other useful imidazolinium materials are 2-heptadecyl-3-methyl-1-(2-stearylamido)-ethyl- 4,5-dihydroimidazolinium chloride and 2-lauryl-3-hydroxyethyl-l-(oleylamido)ethyl-4,5-dihydro imidazolinium chloride.
  • Also suitable herein are the imidazolinium fabric softening components of U.S. Patent No. 4,127,489, incorporated herein by reference.
  • the water-insoluble cationic softener is present at a level of at least about 2%; below this level, the volume of product required to provide an acceptable level of softness benefit becomes excessively large.
  • softener levels in the range of about 2% to about 6% there is, of course, generally no difficulty in preparing products of conventional type with the necessary low viscosity and good stability by adding, for instance, a low level of calcium chloride.
  • the maximum level of cationic softener in the present formulations is determined by practical considerations; thus, above a cationic softener level of 22% the problems of physical stability and product viscosity are such that it is not generally possible to formulate stable pourable emulsions based on water-insoluble cationic softener as the major softening component.
  • the water-soluble surfactant is a cationic or nonionic surfactant having a solubility in distilled water at pH 2.5 and 20°C of greater than lg/1.
  • solubility of the cationic surfactant is defined with reference to the pure material in the form of a strong acid salt (e.g. chloride), and the soluble fraction of the surfactant is taken to be that material which cannot be separated from water by centrifugal action and which passes a 100 nm Nuclepore filter.
  • Preferred water-soluble cationic surfactants are mono-C 8 -C 24 alkyl or alkenyl ammonium salts, imidazolinium salts, pyridinium salts and mixtures thereof.
  • Suitable water-soluble mono-ammonium compounds have the general formula: wherein R 5 represents a C 8 -C 24 alkyl or alkenyl group, R 6 represents hydrogen, a C 1- C 12 alkyl, alkenyl or hydroxyalkyl group, an aryl group, a C 1-6 alkylaryl group, or a poly(ethylene oxide) group having from 2 to 20 ethylene oxide units, R 7 , R 8 individually represent hydrogen, a C 1 -C 4 alkyl, alkenyl or hydroxyalkyl group or a poly(ethylene oxide) group having from 2 to 20 ethylene oxide units and X is as defined above.
  • Highly preferred materials of this general type include the tallow trimethyl ammonium salts, cetyl trimethyl ammonium salts, myristyl trimethyl ammonium salts, coconutalkyl trimethyl ammonium salts, stearyl dimethyl ammonium salts, cetyl dimethyl ammonium salts, myristyl dimethyl ammonium salts, coconutalkyl dimethyl ammonium salts, oleyl methyl ammonium salts, palmityl methyl ammonium salts, myristyl methyl ammonium salts, lauryl methyl ammonium salts, dodecyl dimethyl hydroxyethyl ammonium salts, dodecyl dimethyl hydroxypropyl ammonium salts, myristyl dimethyl hydroxyethyl ammonium salts, dodecyl dimethyl dioxyethylenyl ammonium salts, myristyl benzyl hydroxyethyl methyl ammonium salts,cocon
  • Highly preferred water-soluble imidazolinium materials are represented by the general formula or acids salts thereof, wherein R 6 , R 7 , R 8 , R 9 and X were defined earlier.
  • Preferred imidazolinium salts of this general formula include the compound in which R 6 is methyl, R 8 is tallowyl and R 9 is hydrogen and the compound in which R 6 is methyl, R 8 is palmitoyl and R 9 is hydrogen.
  • R 11 is selected from an alkyl or alkenyl group having from 12 to 24, preferably from 16 to 20 carbon atoms in the alk(en)yl chain, R 11 CO- and R 11 -O-(CH 2 ) n -; each R 10 is independently selected from hydrogen, -(C 2 H 4 O) p H, -(C 3 H 6 O) q H, -(C 2 H 4 O) r (C 3 H 6 O) s H, a C 1-3 alkyl group and the group -(CH 2 ) n -N(R') 2 , wherein R' is selected from hydrogen, -(C 2 H 4 O) p H, -(C 2 H 4 O) p H, -(C 2 H 4 O) p (C 3 H 6 O) q H and C 1-3 alkyl; n is an integer from 2 to 6, preferably 2 or 3; m is an
  • each p and q are each a number such that the total p+q+r+s in the molecule does not exceed.25 (preferably, each p and q is 1 or 2 and each r and s is 1); and X represents one or more anions having total charge balancing that of the nitrogen atoms.
  • Preferred water-soluble cationic materials are alkoxylated and contain not more than one -C 2 H 4 OH or -C 3 H 6 0H group attached to each nitrogen atom, except that up to two of these groups can be attached to a terminal nitrogen atom which is not substituted by an alkyl group having from 10 to 24 carbon atoms.
  • Polyamine species suitable for use herein include:
  • the water-soluble cationic surfactant herein can also be represented by alkyl pyridinium salts having the following formula: wherein R 12 is a C 10 -C 24 , preferably C 16 or C 18 alkyl radical and X is a suitable anion as defined hereinbefore, preferably a halide, especially chloride or bromide.
  • water-soluble cationic surfactants of the amine-salt class can be added in the form of the neutral amine followed by pH adjustment to within the range from about pH4 to about pH8.
  • the hydrophobic adjunct is selected from non-cyclic hydrocarbons, fatty acid esters of monohydric alcohols and mixtures thereof, each component having a total of from 10 to 40 carbon atoms.
  • the hydrophobic adjunct is present in an amount relative to the insoluble cationic softener and the water-soluble cationic and/or nonionic surfactant, to provide a dispersion of anisotropic softener phase in isotropic aqueous surfactant phase.
  • the first class of hydrophobic adjunct is represented by non-cyclic hydrocarbons having from 10 to 40, preferably from 12 to 24, more preferably from 12 to 20 carbon atoms.
  • hydrocarbons useful in the present invention are paraffins or olefins, but other materials, such as alkynes and halo-paraffins., for example myristyl chloride or stearyl bromide, are not excluded.
  • Materials known generally as paraffin oil, soft paraffin wax and petrolatum are especially suitable. Examples of specific materials are tetradecane, hexadecane, octadecane and octadecene.
  • Preferred commercially-available paraffin mixtures include spindle oil and light oil and technical grade mixtures of C 14 /C 17 and C 18 /C 20 n-paraffins.
  • the second class of hydrophobic adjunct is represented by fatty acid esters having a total of 10 to 40 carbon atoms.
  • Preferred materials are esters of C 8 -C 24 fatty acids with mono-hydric alcohols having from 1 to 8, especially from 1 to 4 carbon atoms.
  • the mono-hdyric alcohol portion of the ester can be represented by methanl, ethanol,. n-propanol, isopropanol, n-butanol, iso-butanol, t-butanol, 2-ethylhexanol and iso-octanol.
  • Examples of such materials are methyl laurate, ethyl stearate, isopropyl myristate, isopropyl palmitate. iso-butyl stearate, isopropylstearate, 2-ethylhexyl laurate and isooctyl myristate. Of the above, iso-butyl stearate is highly preferred.
  • paraffins having from 12 to 20 carbon atoms constitute the preferred adjunct.
  • mixtures of paraffins and fatty acid esters in a 3:1 to 1:3 weight ratio are also effective.
  • the hydrophobic adjunct acts to lower the viscosity of the composition and because each of the materials has a long fatty chain, the agent does contribute to some extent to the softening performance of the composition, a feature which is not shared by other known viscosity control agents, for example electrolytes and low molecular weight solvent materials.
  • Compositions of the present invention also have enhanced dispersibility in cold water and exhibit less dispenser residues than conventional fabric softening composition based solely on a cationic fabric softener.
  • compositions may contain other textile treatment or conditioning agents.
  • Such agents include silicones, as for example described in German Patent Application DOS 26 31 419 incorporated herein by reference.
  • the optional silicone component can be used in an amount of from about 0.1% to about 6%, preferably from 0.5% to 2% of the softener composition.
  • a further optional component of the present composition is a fatty acid ester of a polyhydric alcohol, for instance a C12-C22 fatty acid ester of ethylene glycol, propylene glycol, glycerol, diglycerol, xylitol, sucrose, erythritol, pentaerythritol, sorbitol or sorbitan.
  • esters specific examples of which include ethyleneglycol monostearate, propyleneglycol monostearate, glyceryl monostearate and glyceryl distearate, can provide an additional softening facility.
  • fatty acid esters are relatively hydrophilic and indeed are emulsifying materials in their own rights, it is desirable to include such materials in a level of no more than about 4% by weight or in a weight ratio with respect to the cationic softener of no more than about 2:3.
  • compositions herein can contain other optional ingredients which are known to be suitable for use in textile sogteners at usual levels for their known functions.
  • adjuvants include emulsifiers, perfumes, preservatives, germicides, colorants, dyes fungicides, stabilizers, brighteners and opacifiers. These adjuvants, if used, are normally added at their conventional low levels.
  • composition of the invention can also comprise additional viscosity control agents, such as 1% to 10% of lower alcohols, especially ethanol and isopropanol, and electrolytes, for example calcium chloride, at levels of from 100 to 1000 ppm. It is a feature of the invention, however, that such materials can be reduced or eliminated completely from the instant compositions.
  • compositions can normally be prepared by mixing the ingredients together in water, heating to a temperature of about 60°C and agitating for 5-30 minutes.
  • the pH of the compositions is generally adjusted to be in the range from about 3 to about 8, preferably from about 4 to about 6. In this preferred pH range, it will be understood that the neutralization of amines or polyamines in the composition can be incomplete.
  • compositions of the present invention are added to the rinse liquor, a concentration from about lO ppm to 1000 ppm, preferably from about 50 ppm to about 500 ppm, of total active ingredient is appropriate.
  • Concentrated liquid fabric softeners were prepared having the compositions indicated below, by dispersing the active ingredients in water at about 60°C.
  • compositions had good phase stability, low viscosity, good dispersibility and excellent softening characteristics compared with compositions containing no hydrophobic adjunct or no water-soluble cationic or nonionic surfactants or with compositions in which the active system contains a major proportion of hydrophobic adjunct and/or soluble surfactant.
  • Concentrated fabric softeners were prepared in analogous manner with the compositions indicated below.
  • compositions were stable dispersions with low viscosity, good dispersibility and excellent softening characteristics compared with compositions containing no hydrophobic adjunct or soluble surfactant or with compositions in which the active system contains a major proportion of the hydrophobic adjunct and/or soluble surfactant.
  • Aqueous fabric softening compositions were prepared according to the following formulae:
  • compositions were stable dispersions with low viscosity, good dispersibility and excellent softening characteristics compared with compositions containing no hydrophobic adjunct or soluble surfactant or with compositions in which the active system contains a major proportion of the hydrophobic adjunct and/or soluble surfactant.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP80200320A 1979-04-21 1980-04-10 Composition adoucissante pour tissus Expired EP0018039B2 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT80200320T ATE6524T1 (de) 1979-04-21 1980-04-10 Gewebeweichmacherzusammensetzung.

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB7913934 1979-04-21
GB7913934 1979-04-21

Publications (3)

Publication Number Publication Date
EP0018039A1 true EP0018039A1 (fr) 1980-10-29
EP0018039B1 EP0018039B1 (fr) 1984-03-07
EP0018039B2 EP0018039B2 (fr) 1988-08-24

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ID=10504691

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Application Number Title Priority Date Filing Date
EP80200320A Expired EP0018039B2 (fr) 1979-04-21 1980-04-10 Composition adoucissante pour tissus

Country Status (5)

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EP (1) EP0018039B2 (fr)
JP (1) JPS569477A (fr)
AT (1) ATE6524T1 (fr)
CA (1) CA1154206A (fr)
DE (1) DE3066798D1 (fr)

Cited By (51)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0032267A1 (fr) * 1980-01-11 1981-07-22 THE PROCTER & GAMBLE COMPANY Compositions concentrées de traitement de textiles et procédé pour leur préparation
EP0059502A1 (fr) * 1981-02-28 1982-09-08 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles
EP0060003A2 (fr) * 1981-03-07 1982-09-15 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles et leur préparation
EP0075770A2 (fr) * 1981-09-25 1983-04-06 Bayer Ag Composition de traitement pour textile et son utilisation pour le finissage de matériaux textiles
EP0079746A2 (fr) * 1981-11-14 1983-05-25 The Procter & Gamble Company Compositions pour le traitement de matières textiles
US4439330A (en) * 1981-01-16 1984-03-27 The Procter & Gamble Company Textile treatment compositions
US4439335A (en) * 1981-11-17 1984-03-27 The Procter & Gamble Company Concentrated fabric softening compositions
US4442013A (en) * 1982-03-22 1984-04-10 Colgate-Palmolive Company Concentrated fabric softening compositions
US4445901A (en) * 1981-10-09 1984-05-01 Lever Brothers Company Fabric conditioning composition
US4446032A (en) * 1981-08-20 1984-05-01 International Flavors & Fragrances Inc. Liquid or solid fabric softener composition comprising microencapsulated fragrance suspension and process for preparing same
US4464271A (en) * 1981-08-20 1984-08-07 International Flavors & Fragrances Inc. Liquid or solid fabric softener composition comprising microencapsulated fragrance suspension and process for preparing same
FR2540901A1 (fr) * 1983-02-14 1984-08-17 Elf Aquitaine Compositions concentrees d'adoucissants textiles
US4476030A (en) * 1981-12-18 1984-10-09 Hoechst Aktiengesellschaft Concentrated softener masterbatches
EP0041821B1 (fr) * 1980-06-06 1984-10-10 THE PROCTER & GAMBLE COMPANY Composition d'adoucissant granulaire pour tissus
US4497716A (en) * 1982-12-23 1985-02-05 Lever Brothers Company Fabric softening composition
US4659487A (en) * 1982-02-06 1987-04-21 Hoechst Aktiengesellschaft Concentrated fabric softeners
US4789491A (en) * 1987-08-07 1988-12-06 The Procter & Gamble Company Method for preparing biodegradable fabric softening compositions
EP0293955A2 (fr) 1987-05-01 1988-12-07 The Procter & Gamble Company Composés d'isopropylester ammonium quaternaires comme compositions de traitement pour les fibres et les matières textiles
EP0294894A2 (fr) * 1987-06-10 1988-12-14 The Procter & Gamble Company Agents de conditionnement et compositions les contenant
EP0294893A2 (fr) * 1987-06-10 1988-12-14 The Procter & Gamble Company Agents de conditionnement et compositions les contenant
US4808321A (en) * 1987-05-01 1989-02-28 The Procter & Gamble Company Mono-esters as fiber and fabric treatment compositions
EP0086106B1 (fr) 1982-02-10 1989-04-26 Unilever N.V. Composition d'adoucissage pour matières textiles
EP0086105B1 (fr) 1982-02-10 1989-04-26 Unilever N.V. Composition d'adoucissage pour matières textiles
US4840738A (en) * 1988-02-25 1989-06-20 The Procter & Gamble Company Stable biodegradable fabric softening compositions containing 2-hydroxypropyl monoester quaternized ammonium salts
US4851139A (en) * 1987-08-26 1989-07-25 The Clorox Company Isotropic fabric softener composition containing fabric mildewstat
EP0371535A2 (fr) * 1988-11-28 1990-06-06 Unilever N.V. Composition de traitement des tissus
EP0371534A2 (fr) * 1988-11-28 1990-06-06 Unilever N.V. Composition de traitement des tissus
US4999121A (en) * 1987-11-18 1991-03-12 The Procter & Gamble Company Method for preparing textile treatment compositions: adding molten softening agent to aqueous acid solution
EP0437988A2 (fr) * 1989-12-08 1991-07-24 Rhone-Poulenc Chimie Composé lessiviel à base d'un polyphosphate et d'un agent optiquement actif, son procÀ©dé de préparation et son utilisation en détergence
EP0458599A2 (fr) * 1990-05-25 1991-11-27 Unilever Plc Composition de traitement des tissus
US5116520A (en) * 1989-09-06 1992-05-26 The Procter & Gamble Co. Fabric softening and anti-static compositions containing a quaternized di-substituted imidazoline ester fabric softening compound with a nonionic fabric softening compound
US5726144A (en) * 1995-08-31 1998-03-10 Colgate-Palmolive Company Stable fabric softener compositions
GB2347937B (en) * 1999-03-18 2002-09-11 Mark Gary Mullane Cleaning formulation
WO2002072745A1 (fr) * 2001-03-07 2002-09-19 The Procter & Gamble Company Composition de conditionnement pour tissus a ajouter au rinçage en cas de detergent residuel
EP1290124B2 (fr) † 2000-06-16 2007-01-03 Unilever Plc Compositions adoucissantes pour tissus
WO2008040785A1 (fr) * 2006-10-06 2008-04-10 Dow Corning Corporation Procédé de préparation de compositions assouplissantes
EP2053119A1 (fr) * 2007-10-26 2009-04-29 The Procter and Gamble Company Compositions d'adoucissant textile dotées d'une stabilité au stockage améliorée
WO2012052349A1 (fr) 2010-10-22 2012-04-26 Unilever Plc Améliorations se rapportant à des assouplissants pour textile
WO2014124688A1 (fr) 2013-02-15 2014-08-21 Rhodia Operations Adoucissant textile
WO2015052146A1 (fr) * 2013-10-10 2015-04-16 Akzo Nobel Chemicals International B.V. Composition d'adoucissant pour textiles, et son utilisation
WO2015192975A1 (fr) 2014-06-18 2015-12-23 Rhodia Operations Procédé de préparation d'une composition stable contenant du parfum
WO2016113376A1 (fr) 2015-01-16 2016-07-21 Rhodia Operations Procédé permettant de réduire le ternissement d'un tissu
WO2016120291A1 (fr) 2015-01-28 2016-08-04 Rhodia Operations Composition contenant un esterquat, un polysaccharide cationique et un polysaccharide non ionique
WO2016135217A1 (fr) 2015-02-27 2016-09-01 Rhodia Operations Composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique et un polymère non ionique
WO2017101798A1 (fr) 2015-12-15 2017-06-22 Rhodia Operations Composition comprenant un quat et des polysaccharides
US9714400B2 (en) 2013-03-25 2017-07-25 Rhodia Operations Fabric softener
US10174273B2 (en) 2013-11-20 2019-01-08 Rhodia Operations Fabric softener composition
US10233408B2 (en) 2015-12-28 2019-03-19 Colgate-Palmolive Company Fabric softening compositions
US10351805B2 (en) 2015-12-22 2019-07-16 Rhodia Operations Compositions comprising a quat and a mixture of a nonionic and two cationic polysaccharides
WO2021063779A1 (fr) 2019-10-03 2021-04-08 Rhodia Operations Composition de conditionnement de tissus comprenant une dispersion polymère
WO2021063778A1 (fr) 2019-10-03 2021-04-08 Rhodia Operations Dispersion de polymère et composition de conditionnement de tissus la comprenant

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EP0309052B1 (fr) * 1987-09-23 1992-11-25 The Procter & Gamble Company Compositions stables et biodégradables pour adoucissage du linge contenant des éthoxylates d'alcools linéaires
JP5610964B2 (ja) * 2010-10-07 2014-10-22 ライオン株式会社 液体柔軟剤組成物
PL2646536T3 (pl) 2010-12-03 2015-06-30 Unilever Nv Kompozycje kondycjonujące do tkanin

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EP0032267A1 (fr) * 1980-01-11 1981-07-22 THE PROCTER & GAMBLE COMPANY Compositions concentrées de traitement de textiles et procédé pour leur préparation
EP0041821B1 (fr) * 1980-06-06 1984-10-10 THE PROCTER & GAMBLE COMPANY Composition d'adoucissant granulaire pour tissus
US4439330A (en) * 1981-01-16 1984-03-27 The Procter & Gamble Company Textile treatment compositions
US4476031A (en) * 1981-01-16 1984-10-09 The Procter & Gamble Company Textile treatment compositions
EP0059502A1 (fr) * 1981-02-28 1982-09-08 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles
EP0060003A2 (fr) * 1981-03-07 1982-09-15 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles et leur préparation
EP0060003B1 (fr) * 1981-03-07 1986-06-25 THE PROCTER & GAMBLE COMPANY Compositions pour le traitement de matières textiles et leur préparation
US4464271A (en) * 1981-08-20 1984-08-07 International Flavors & Fragrances Inc. Liquid or solid fabric softener composition comprising microencapsulated fragrance suspension and process for preparing same
US4446032A (en) * 1981-08-20 1984-05-01 International Flavors & Fragrances Inc. Liquid or solid fabric softener composition comprising microencapsulated fragrance suspension and process for preparing same
EP0075770A2 (fr) * 1981-09-25 1983-04-06 Bayer Ag Composition de traitement pour textile et son utilisation pour le finissage de matériaux textiles
EP0075770A3 (en) * 1981-09-25 1985-01-16 Bayer Ag Textile treating composition and its use in finishing textile materials
US4445901A (en) * 1981-10-09 1984-05-01 Lever Brothers Company Fabric conditioning composition
EP0079746A2 (fr) * 1981-11-14 1983-05-25 The Procter & Gamble Company Compositions pour le traitement de matières textiles
EP0079746A3 (en) * 1981-11-14 1984-06-06 The Procter & Gamble Company Textile treatment compositions
US4454049A (en) * 1981-11-14 1984-06-12 The Procter & Gamble Company Textile treatment compositions
US4439335A (en) * 1981-11-17 1984-03-27 The Procter & Gamble Company Concentrated fabric softening compositions
US4476030A (en) * 1981-12-18 1984-10-09 Hoechst Aktiengesellschaft Concentrated softener masterbatches
US4659487A (en) * 1982-02-06 1987-04-21 Hoechst Aktiengesellschaft Concentrated fabric softeners
EP0086105B1 (fr) 1982-02-10 1989-04-26 Unilever N.V. Composition d'adoucissage pour matières textiles
EP0086106B1 (fr) 1982-02-10 1989-04-26 Unilever N.V. Composition d'adoucissage pour matières textiles
US4442013A (en) * 1982-03-22 1984-04-10 Colgate-Palmolive Company Concentrated fabric softening compositions
US4497716A (en) * 1982-12-23 1985-02-05 Lever Brothers Company Fabric softening composition
FR2540901A1 (fr) * 1983-02-14 1984-08-17 Elf Aquitaine Compositions concentrees d'adoucissants textiles
EP0293955A2 (fr) 1987-05-01 1988-12-07 The Procter & Gamble Company Composés d'isopropylester ammonium quaternaires comme compositions de traitement pour les fibres et les matières textiles
US4808321A (en) * 1987-05-01 1989-02-28 The Procter & Gamble Company Mono-esters as fiber and fabric treatment compositions
EP0294894A2 (fr) * 1987-06-10 1988-12-14 The Procter & Gamble Company Agents de conditionnement et compositions les contenant
EP0294893A2 (fr) * 1987-06-10 1988-12-14 The Procter & Gamble Company Agents de conditionnement et compositions les contenant
EP0294894A3 (fr) * 1987-06-10 1989-10-25 The Procter & Gamble Company Agents de conditionnement et compositions les contenant
EP0294893A3 (fr) * 1987-06-10 1989-11-02 The Procter & Gamble Company Agents de conditionnement et compositions les contenant
US4789491A (en) * 1987-08-07 1988-12-06 The Procter & Gamble Company Method for preparing biodegradable fabric softening compositions
US4851139A (en) * 1987-08-26 1989-07-25 The Clorox Company Isotropic fabric softener composition containing fabric mildewstat
US4999121A (en) * 1987-11-18 1991-03-12 The Procter & Gamble Company Method for preparing textile treatment compositions: adding molten softening agent to aqueous acid solution
US4840738A (en) * 1988-02-25 1989-06-20 The Procter & Gamble Company Stable biodegradable fabric softening compositions containing 2-hydroxypropyl monoester quaternized ammonium salts
US5061385A (en) * 1988-11-28 1991-10-29 Lever Brothers Company, Division Of Conopco, Inc. Fabric-treatment composition comprising a mixture of a liquid hydrocarbon and a solid or semisolid hydrocarbon and a water-insoluble cationic material
EP0371534A2 (fr) * 1988-11-28 1990-06-06 Unilever N.V. Composition de traitement des tissus
EP0371534A3 (fr) * 1988-11-28 1991-08-28 Unilever N.V. Composition de traitement des tissus
EP0371535A3 (fr) * 1988-11-28 1991-08-28 Unilever N.V. Composition de traitement des tissus
EP0371535A2 (fr) * 1988-11-28 1990-06-06 Unilever N.V. Composition de traitement des tissus
AU623948B2 (en) * 1988-11-28 1992-05-28 Unilever Plc Fabric treatment composition
US5116520A (en) * 1989-09-06 1992-05-26 The Procter & Gamble Co. Fabric softening and anti-static compositions containing a quaternized di-substituted imidazoline ester fabric softening compound with a nonionic fabric softening compound
EP0437988A2 (fr) * 1989-12-08 1991-07-24 Rhone-Poulenc Chimie Composé lessiviel à base d'un polyphosphate et d'un agent optiquement actif, son procÀ©dé de préparation et son utilisation en détergence
EP0437988B1 (fr) * 1989-12-08 1996-06-19 Rhone-Poulenc Chimie Composé lessiviel à base d'un polyphosphate et d'un agent optiquement actif, son procédé de préparation et son utilisation en détergence
EP0458599A2 (fr) * 1990-05-25 1991-11-27 Unilever Plc Composition de traitement des tissus
EP0458599A3 (en) * 1990-05-25 1992-07-08 Unilever Plc Fabric treatment composition
US5726144A (en) * 1995-08-31 1998-03-10 Colgate-Palmolive Company Stable fabric softener compositions
GB2347937B (en) * 1999-03-18 2002-09-11 Mark Gary Mullane Cleaning formulation
EP1290124B2 (fr) † 2000-06-16 2007-01-03 Unilever Plc Compositions adoucissantes pour tissus
WO2002072745A1 (fr) * 2001-03-07 2002-09-19 The Procter & Gamble Company Composition de conditionnement pour tissus a ajouter au rinçage en cas de detergent residuel
WO2008040785A1 (fr) * 2006-10-06 2008-04-10 Dow Corning Corporation Procédé de préparation de compositions assouplissantes
US8242071B2 (en) 2006-10-06 2012-08-14 Dow Corning Corporation Process for preparing fabric softener compositions
EP2053119A1 (fr) * 2007-10-26 2009-04-29 The Procter and Gamble Company Compositions d'adoucissant textile dotées d'une stabilité au stockage améliorée
WO2009053877A2 (fr) * 2007-10-26 2009-04-30 The Procter & Gamble Company Compositions d'assouplissement de tissu ayant une stabilité améliorée lors du stockage
WO2009053877A3 (fr) * 2007-10-26 2009-06-11 Procter & Gamble Compositions d'assouplissement de tissu ayant une stabilité améliorée lors du stockage
WO2012052349A1 (fr) 2010-10-22 2012-04-26 Unilever Plc Améliorations se rapportant à des assouplissants pour textile
WO2014124688A1 (fr) 2013-02-15 2014-08-21 Rhodia Operations Adoucissant textile
US10017715B2 (en) 2013-02-15 2018-07-10 Rhodia Operations Fabric softener
US9714400B2 (en) 2013-03-25 2017-07-25 Rhodia Operations Fabric softener
AU2014333945B2 (en) * 2013-10-10 2017-08-31 Akzo Nobel Chemicals International B.V. Fabric softener composition and the use thereof
CN105793405A (zh) * 2013-10-10 2016-07-20 阿克苏诺贝尔化学品国际有限公司 织物柔软剂组合物及其用途
WO2015052146A1 (fr) * 2013-10-10 2015-04-16 Akzo Nobel Chemicals International B.V. Composition d'adoucissant pour textiles, et son utilisation
US10174273B2 (en) 2013-11-20 2019-01-08 Rhodia Operations Fabric softener composition
US11034916B2 (en) 2014-06-18 2021-06-15 Rhodia Operations Method of use of composition comprising a quaternary ammonium compound, a cationic polysaccharide and a nonionic polysaccharide
WO2015192974A1 (fr) 2014-06-18 2015-12-23 Rhodia Operations Procédé d'utilisation de composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique et un polysaccharide non ionique
WO2015192972A1 (fr) 2014-06-18 2015-12-23 Rhodia Operations Composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique, un polysaccharide non ionique ainsi qu'un matériau pour parfum ou un parfum
WO2015192971A1 (fr) 2014-06-18 2015-12-23 Rhodia Operations Composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique et un polysaccharide non ionique
US11427788B2 (en) 2014-06-18 2022-08-30 Rhodia Operations Composition comprising a quaternary ammonium compound, a cationic polysaccharide and a nonionic polysaccharide
US11427789B2 (en) 2014-06-18 2022-08-30 Rhodia Operations Composition comprising a quaternary ammonium compound, a cationic polysaccharide, a nonionic polysaccharide and a fragrance material or perfume
WO2015193429A1 (fr) 2014-06-18 2015-12-23 Rhodia Operations Procédé de préparation d'une composition stable contenant du parfum
WO2015192975A1 (fr) 2014-06-18 2015-12-23 Rhodia Operations Procédé de préparation d'une composition stable contenant du parfum
WO2016113376A1 (fr) 2015-01-16 2016-07-21 Rhodia Operations Procédé permettant de réduire le ternissement d'un tissu
WO2016120291A1 (fr) 2015-01-28 2016-08-04 Rhodia Operations Composition contenant un esterquat, un polysaccharide cationique et un polysaccharide non ionique
US11332697B2 (en) 2015-01-28 2022-05-17 Rhodia Operations Composition containing ester quat, cationic polysaccharide and nonionic polysaccharide
WO2016135217A1 (fr) 2015-02-27 2016-09-01 Rhodia Operations Composition comprenant un composé d'ammonium quaternaire, un polysaccharide cationique et un polymère non ionique
US10227548B2 (en) 2015-12-15 2019-03-12 Rhodia Operations Composition comprising a quat, cationic polysaccharide, and a mixture of nonionic polysaccharides
WO2017101798A1 (fr) 2015-12-15 2017-06-22 Rhodia Operations Composition comprenant un quat et des polysaccharides
US10351805B2 (en) 2015-12-22 2019-07-16 Rhodia Operations Compositions comprising a quat and a mixture of a nonionic and two cationic polysaccharides
US10233408B2 (en) 2015-12-28 2019-03-19 Colgate-Palmolive Company Fabric softening compositions
WO2021063779A1 (fr) 2019-10-03 2021-04-08 Rhodia Operations Composition de conditionnement de tissus comprenant une dispersion polymère
WO2021063778A1 (fr) 2019-10-03 2021-04-08 Rhodia Operations Dispersion de polymère et composition de conditionnement de tissus la comprenant

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ATE6524T1 (de) 1984-03-15
DE3066798D1 (en) 1984-04-12
EP0018039B2 (fr) 1988-08-24
EP0018039B1 (fr) 1984-03-07
JPS569477A (en) 1981-01-30
CA1154206A (fr) 1983-09-27

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