EP0018039B2 - Gewebeweichmacherzusammensetzung - Google Patents
Gewebeweichmacherzusammensetzung Download PDFInfo
- Publication number
- EP0018039B2 EP0018039B2 EP80200320A EP80200320A EP0018039B2 EP 0018039 B2 EP0018039 B2 EP 0018039B2 EP 80200320 A EP80200320 A EP 80200320A EP 80200320 A EP80200320 A EP 80200320A EP 0018039 B2 EP0018039 B2 EP 0018039B2
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkyl
- water
- mono
- alkenyl
- mixture
- 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.)
- Expired
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
- C11D3/0005—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.
- BE-A 871 431 which relates to water-free liquid fabric softener concentrates incorporating oily materials and to dilute aqueous softener compositions prepared there from.
- 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.
- an important limitation of the prior art compositions is the difficulty in meeting simultaneous product stability and viscosity characteristics. Indeed, phase stability remains a problem even in the case of dilute softener compositions formulated in the manner of the above prior art references.
- NL-A 6706178 relates to viscosity control in fabric softening compositions with up to 12% of cationic softener, and suggests the use of low molecular weight hydrocarbons for this purpose
- German patent application No. 2503026 discloses a complex softener/disinfectant composition in which a long chain fatty alcohol is suggested as a solubilization aid.
- 3 793 196 describes an improved viscosity softening agent in the form of an oil-inwater emulsion comprising a cationic surface-active agent, a higher fatty alcohol, a sobitan 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 comprising:
- weight ratio of (a) to (b) is in the range from 20:1 to 5:2, and the weight ratio of (a) to (c) is in the range from 8:1 to 2:1.
- 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 100.
- the weight ratio of water-insoluble cationic to water-soluble cationic and/or nonionic surfactant falls preferably in the range from 20:1 to 4:1, especially from 15:1 to 6:1.
- the weight ratio of the cationic softener to the hydrophobic adjunct falls in the range from 8:1 to 2:1.
- compositions of the invention preferably comprise up to 6% of the water-soluble cationic and/or nonionic surfactant, up to 6% of the non-cyclic hydrocarbon and from 0% to 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 and mixtures thereof with esters of C 12 -C 24 fatty acids with monohydric alcohols having from 1 to 8 carbon atoms in a 3:1 to 1: 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 mixtures thereof with specified fatty acid esters, 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 mixtures thereof with specified fatty acid esters, 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 mixtures thereof with specified fatty acid esters
- the water-insoluble cationic fabric softener can be any fabric-substantive cationic compound 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 1 g/I, 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 100 nm 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 12 to 24 carbon atoms
- R 3 and R 4 represent alkyl, alkenyl or hydroxyalkyl groups containing from 1 to 4 carbon atoms
- X is the salt counteranion, 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 Rg 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-1-(tallowyl- amido)ethyl-2-tallowyl-4,5-dihydroimidazolinium methosulfate and 3-methyl-1-(palmitoylami- do)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-lau ryl-3-hydroxyethyl-1-(oleylamido)ethyl-4,5-dihydroimidazolinium chloride.
- Also suitable herein are the imidazolinium fabric softening components of U.S. Patent No. 4127 489.
- the water-insoluble cationic softener is present at a level of at least 6%.
- the overall aim is to adjust the levels of the softening and surfactant components within the prescribed limits to provide products which are stable to separation in a centrifuge at 3000 r.p.m. for 16 hours and which have a viscosity of less than 350 mPas, preferably less than 150 mPas measured in a Brookfield Viscometer, using Spindle No. 2 at 60 r.p.m. and at 21°C.
- 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 pH2.5 and 20°C of greater than 1 g/I.
- 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 B -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 a -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, coconutal
- 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 Rg 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 0) P H, -(C 2 H 4 0)p(C 3 H 6 0)qH and C 1-3 alkyl; n is an integer from 2 to 6, preferably 2 or 3; m is an integer from 1 to 5, preferably 1 or 2; p
- Preferred water-soluble cationic materials are alkoxylated and contain not more than one -C 2 H 4 0H or -C 3 H 6 OH 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 pH4to pH8.
- the hydrophobic adjunct is selected from non-cyclic hydrocarbons and mixtures thereof with fatty acid esters of monohydric alcohols, 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 l7 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 S -C 24 fatty acids with mono-hydric alcohols having from 1 to 8, especially from 1 to 4 carbon atoms.
- the mono-hydric alcohol portion of the ester can be represented by methanol, ethanol, n-propanol, iso-propanol, n-butanol, iso-butanol, t-butanol, 2-ethyl-hexanol and iso-octanol.
- Examples of such materials are methyl laurate, ethyl stearate, isopropyl myristate, isopropyl pal- mitate, iso-butyl stearate, isopropylstearate, 2-ethylhexyl laurate and isooctyl myristate.
- 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 DE-A2631419.
- the optional silicone component can be used in an amount of from 0.1% to 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 C 12 -C 22 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 right, it is desirable to include such materials in a level of no more than 4% by weight or in a weight ratio with respect to the cationic softener of no more than 2:3.
- compositions herein can contain other optional ingredients which are known to be suitable for use in textile softeners 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 3 to 8, preferably from 4 to 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 10 ppm to 1000 ppm, preferably from 50 ppm to 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 containing no hydrophobic adjunct or soluble surfactant were 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.
Landscapes
- 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)
Claims (7)
oder
worin das Gewichtsverhältnis von (i) zu (ii) im Bereich von 1:6 bis 1:1 liegt,
worin das Gewichtsverhältnis von (a) zu (b) im Bereich von 10:1 bis 5:2, und das Gewichtsverhältnis von (a) zu (c) im Bereich von 5:1 bis 5:2 liegt.
worin das Gewichtsverhältnis von (a) zu (b) im Bereich von 4:1 bis 5:2, und das Gewichtsverhältnis von (a) zu (c) im Bereich von 7:2 bis 2:1 liegt.
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 EP0018039A1 (de) | 1980-10-29 |
EP0018039B1 EP0018039B1 (de) | 1984-03-07 |
EP0018039B2 true EP0018039B2 (de) | 1988-08-24 |
Family
ID=10504691
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP80200320A Expired EP0018039B2 (de) | 1979-04-21 | 1980-04-10 | Gewebeweichmacherzusammensetzung |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0018039B2 (de) |
JP (1) | JPS569477A (de) |
AT (1) | ATE6524T1 (de) |
CA (1) | CA1154206A (de) |
DE (1) | DE3066798D1 (de) |
Families Citing this family (54)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0032267A1 (de) * | 1980-01-11 | 1981-07-22 | THE PROCTER & GAMBLE COMPANY | Konzentrierte Textilbehandlungszusammensetzungen und Verfahren zu deren Herstellung |
US4395342A (en) * | 1980-06-06 | 1983-07-26 | The Procter & Gamble Company | Granular fabric softening composition |
ATE13562T1 (de) * | 1981-01-16 | 1985-06-15 | Procter & Gamble | Textilbehandlungsmittel. |
DE3264359D1 (en) * | 1981-02-28 | 1985-08-01 | Procter & Gamble | Textile treatment compositions |
DE3271812D1 (en) * | 1981-03-07 | 1986-07-31 | Procter & Gamble | Textile treatment compositions and preparation thereof |
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 |
DE3138181A1 (de) * | 1981-09-25 | 1983-04-14 | Bayer Ag, 5090 Leverkusen | Textilbehandlungsmittel und ihre verwendung zum ausruesten von textilmaterialien |
US4445901A (en) * | 1981-10-09 | 1984-05-01 | Lever Brothers Company | Fabric conditioning composition |
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 |
DE3150179A1 (de) * | 1981-12-18 | 1983-06-23 | Hoechst Ag, 6230 Frankfurt | Konzentrierte vormischungen von waescheweichspuelmitteln |
DE3204165A1 (de) * | 1982-02-06 | 1983-08-11 | Hoechst Ag, 6230 Frankfurt | Konzentrierte waescheweichspuelmittel |
US4464272A (en) | 1982-02-10 | 1984-08-07 | Lever Brothers Company | Fabric softening composition |
US4464273A (en) | 1982-02-10 | 1984-08-07 | Lever Brothers Company | Fabric softening composition |
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 |
FR2540901B1 (fr) * | 1983-02-14 | 1986-08-29 | Elf Aquitaine | Compositions concentrees d'adoucissants textiles |
EP0293955B1 (de) | 1987-05-01 | 1993-01-13 | The Procter & Gamble Company | Quaternäre Isopropylesterammonium-Verbindungen als Faser- und Gewebebehandlungsmittel |
US4808321A (en) * | 1987-05-01 | 1989-02-28 | The Procter & Gamble Company | Mono-esters as fiber and fabric treatment compositions |
US4913828A (en) * | 1987-06-10 | 1990-04-03 | The Procter & Gamble Company | Conditioning agents and compositions containing same |
EP0294893A3 (de) * | 1987-06-10 | 1989-11-02 | The Procter & Gamble Company | Konditionierungsmittel und diese enthaltende Zusammensetzungen |
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 |
ATE82770T1 (de) * | 1987-09-23 | 1992-12-15 | Procter & Gamble | Lineare alkoxylierte alkohole enthaltende stabile, biologisch abbaubare waescheweichspuelerzusammensetzungen. |
EP0316996A3 (de) * | 1987-11-18 | 1990-04-04 | The Procter & Gamble Company | Verfahren zur Herstellung von Textilbehandlungsmitteln |
US4840738A (en) * | 1988-02-25 | 1989-06-20 | The Procter & Gamble Company | Stable biodegradable fabric softening compositions containing 2-hydroxypropyl monoester quaternized ammonium salts |
GB8827697D0 (en) * | 1988-11-28 | 1988-12-29 | Unilever Plc | Fabric-treatment composition |
GB8827698D0 (en) * | 1988-11-28 | 1988-12-29 | 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 |
FR2655658B1 (fr) * | 1989-12-08 | 1994-11-18 | Rhone Poulenc Chimie | Compose lessiviel a base d'un polyphosphate et notamment d'un agent optiquement actif, son procede de preparation et son utilisation en detergence. |
GB9011785D0 (en) * | 1990-05-25 | 1990-07-18 | Unilever Plc | Fabric treatment compositions |
PT850291E (pt) * | 1995-08-31 | 2002-07-31 | Colgate Palmolive Co | Composicoes estaveis de amaciadores de tecidos |
US6869922B1 (en) * | 1999-03-18 | 2005-03-22 | Mark Gary Mullane | Cleaning formulation |
GB0014891D0 (en) † | 2000-06-16 | 2000-08-09 | Unilever Plc | Fabric softening compositions |
JP2004525271A (ja) * | 2001-03-07 | 2004-08-19 | ザ プロクター アンド ギャンブル カンパニー | 残留洗剤が存在する場合に使用する濯ぎ添加布帛コンディショニング組成物 |
CN101522877A (zh) * | 2006-10-06 | 2009-09-02 | 陶氏康宁公司 | 用于制备织物柔软剂组合物的方法 |
EP2053119B1 (de) * | 2007-10-26 | 2016-09-07 | The Procter and Gamble Company | Weichspülerzusammensetzungen mit erhöhter Lagerungsstabilität |
JP5610964B2 (ja) * | 2010-10-07 | 2014-10-22 | ライオン株式会社 | 液体柔軟剤組成物 |
BR112013009452A2 (pt) | 2010-10-22 | 2017-06-06 | Unilever Nv | composição de tratamento de tecido adicionada ao enxague líquido e uso de um agente anticongelante |
EP2646536B1 (de) | 2010-12-03 | 2015-01-07 | Unilever PLC | Wäscheweichspüler |
WO2014124688A1 (en) | 2013-02-15 | 2014-08-21 | Rhodia Operations | Fabric softener |
WO2014154234A1 (en) | 2013-03-25 | 2014-10-02 | Rhodia Operations | Fabric softener |
RU2016116935A (ru) * | 2013-10-10 | 2017-11-15 | Акцо Нобель Кемикалз Интернэшнл Б.В. | Композиция мягчителя текстиля и ее использование |
WO2015074692A1 (en) | 2013-11-20 | 2015-05-28 | Rhodia Operations | Fabric softener composition |
KR102254363B1 (ko) | 2014-06-18 | 2021-05-24 | 로디아 오퍼레이션스 | 사차 암모늄 화합물, 양이온성 다당류, 비이온성 다당류 및 방향 물질 또는 향료를 포함하는 조성물 |
JP6804455B2 (ja) | 2015-01-16 | 2020-12-23 | ローディア オペレーションズ | 布帛の灰色化を低減する方法 |
EP3250667B1 (de) | 2015-01-28 | 2019-04-03 | Rhodia Operations | Zusammensetzung mit esterquat, kationischem polysaccharid und nichtionischem polysaccharid |
US20180079993A1 (en) | 2015-02-27 | 2018-03-22 | Rhodia Operations | Composition comprising a quaternary ammonium compound, a cationic polysaccharide and a nonionic polymer |
WO2017100992A1 (en) | 2015-12-15 | 2017-06-22 | Rhodia Operations | Compositions comprising quat and polysaccharides |
WO2017107819A1 (en) | 2015-12-22 | 2017-06-29 | Rhodia Operations | Compositions comprising quat and polysaccharides |
AU2015419145B2 (en) | 2015-12-28 | 2018-09-13 | Colgate-Palmolive Company | Fabric softening compositions |
WO2021063779A1 (en) | 2019-10-03 | 2021-04-08 | Rhodia Operations | Fabric conditioning composition comprising polymer dispersion |
EP4038169A1 (de) | 2019-10-03 | 2022-08-10 | Rhodia Operations | Polymerdispersion und dieselbe umfassende stoffkonditionierungszusammensetzung |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5120638B1 (de) * | 1971-03-31 | 1976-06-26 | ||
US3974076A (en) * | 1974-01-11 | 1976-08-10 | The Procter & Gamble Company | Fabric softener |
DE2631114C3 (de) * | 1975-07-14 | 1981-11-26 | The Procter & Gamble Co., 45202 Cincinnati, Ohio | Weichmachungsmittel für Gewebe |
DE2733493C2 (de) * | 1976-05-17 | 1986-11-13 | Henkel KGaA, 4000 Düsseldorf | Glättemittel für Textilfasermaterial |
US4155855A (en) * | 1977-07-06 | 1979-05-22 | The Procter & Gamble Company | Concentrated liquid fabric softener composition |
GB1601360A (en) * | 1977-07-12 | 1981-10-28 | Procter & Gamble | Textile treatment composition |
-
1980
- 1980-04-10 DE DE8080200320T patent/DE3066798D1/de not_active Expired
- 1980-04-10 EP EP80200320A patent/EP0018039B2/de not_active Expired
- 1980-04-10 AT AT80200320T patent/ATE6524T1/de not_active IP Right Cessation
- 1980-04-18 CA CA000350155A patent/CA1154206A/en not_active Expired
- 1980-04-21 JP JP5278180A patent/JPS569477A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
ATE6524T1 (de) | 1984-03-15 |
EP0018039B1 (de) | 1984-03-07 |
EP0018039A1 (de) | 1980-10-29 |
JPS569477A (en) | 1981-01-30 |
DE3066798D1 (en) | 1984-04-12 |
CA1154206A (en) | 1983-09-27 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP0018039B2 (de) | Gewebeweichmacherzusammensetzung | |
EP0043622B1 (de) | Textilweichmacherzusammensetzung | |
US4162984A (en) | Textile treatment compositions | |
EP0060003B1 (de) | Textilbehandlungsmittel und deren Zubereitung | |
US4149978A (en) | Textile treatment composition | |
EP0822859B1 (de) | Diol enthaltende zusammensetzungen | |
CA1143512A (en) | Concentrated fabric softening composition | |
EP0056695B2 (de) | Textilbehandlungsmittel | |
EP0293955B1 (de) | Quaternäre Isopropylesterammonium-Verbindungen als Faser- und Gewebebehandlungsmittel | |
IE61379B1 (en) | Stable biodegradable fabric softening compositions containing linear alkoxylated alcohols | |
EP0302567A2 (de) | Verfahren zur Herstellung von biologisch abbaubaren Wäscheweichspülerzusammensetzungen | |
EP0032267A1 (de) | Konzentrierte Textilbehandlungszusammensetzungen und Verfahren zu deren Herstellung | |
US4772403A (en) | Fabric softener composition | |
EP0059502B1 (de) | Textilbehandlungszusammenstellungen | |
EP0295739A2 (de) | Verfahren zum Herstellen biologisch abbaubarer Wäschebehandlungszusammensetzungen | |
EP0394133B1 (de) | Gewebeweichmacherzusammensetzungen | |
EP0159921A2 (de) | Wässrige Textilweichmacherzusammensetzung | |
US4627925A (en) | Aqueous concentrated fabric softening composition | |
EP0803283B1 (de) | Hydroxyester enthaltende kationische Zusammensetzungen |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT NL |
|
17P | Request for examination filed |
Effective date: 19810418 |
|
ITF | It: translation for a ep patent filed |
Owner name: ING. C. GREGORJ S.P.A. |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
AK | Designated contracting states |
Designated state(s): AT BE CH DE FR GB IT LI NL |
|
REF | Corresponds to: |
Ref document number: 6524 Country of ref document: AT Date of ref document: 19840315 Kind code of ref document: T |
|
REF | Corresponds to: |
Ref document number: 3066798 Country of ref document: DE Date of ref document: 19840412 |
|
ET | Fr: translation filed | ||
PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
PLAB | Opposition data, opponent's data or that of the opponent's representative modified |
Free format text: ORIGINAL CODE: 0009299OPPO |
|
PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
26 | Opposition filed |
Opponent name: BLENDAX-WERKE R. SCHNEIDER GMBH & CO. Effective date: 19841114 |
|
26 | Opposition filed |
Opponent name: UNILEVER PLC Effective date: 19841206 |
|
26 | Opposition filed |
Opponent name: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN, DUESSELDO Effective date: 19841206 |
|
R26 | Opposition filed (corrected) |
Opponent name: BLENDAX-WERKE R. SCHNEIDER GMBH & CO. * 841205 UNI Effective date: 19841114 |
|
NLR1 | Nl: opposition has been filed with the epo |
Opponent name: HENKEL KOMMANDITGESELLSCHAFT AUF AKTIEN Opponent name: UNILEVER PLC Opponent name: BLENDAX-WERKE R. SCHNEIDER GMBH & CO. |
|
PUAH | Patent maintained in amended form |
Free format text: ORIGINAL CODE: 0009272 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: PATENT MAINTAINED AS AMENDED |
|
27A | Patent maintained in amended form |
Effective date: 19880824 |
|
AK | Designated contracting states |
Kind code of ref document: B2 Designated state(s): AT BE CH DE FR GB IT NL |
|
ITF | It: translation for a ep patent filed |
Owner name: ING. C. GREGORJ S.P.A. |
|
NLR2 | Nl: decision of opposition | ||
ET3 | Fr: translation filed ** decision concerning opposition | ||
NLR3 | Nl: receipt of modified translations in the netherlands language after an opposition procedure | ||
ITTA | It: last paid annual fee | ||
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 19940331 Year of fee payment: 15 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: DE Payment date: 19940408 Year of fee payment: 15 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 19940411 Year of fee payment: 15 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: CH Payment date: 19940413 Year of fee payment: 15 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: AT Payment date: 19940414 Year of fee payment: 15 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: NL Payment date: 19940430 Year of fee payment: 15 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: BE Payment date: 19940607 Year of fee payment: 15 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: GB Effective date: 19950410 Ref country code: AT Effective date: 19950410 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LI Effective date: 19950430 Ref country code: CH Effective date: 19950430 Ref country code: BE Effective date: 19950430 |
|
BERE | Be: lapsed |
Owner name: THE PROCTER & GAMBLE CY Effective date: 19950430 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Effective date: 19951101 |
|
GBPC | Gb: european patent ceased through non-payment of renewal fee |
Effective date: 19950410 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: FR Effective date: 19951229 |
|
NLV4 | Nl: lapsed or anulled due to non-payment of the annual fee |
Effective date: 19951101 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: DE Effective date: 19960103 |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: ST |