WO2002079364A1 - Compositions d'adoucissant et leur utilisation - Google Patents
Compositions d'adoucissant et leur utilisation Download PDFInfo
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- WO2002079364A1 WO2002079364A1 PCT/EP2002/003189 EP0203189W WO02079364A1 WO 2002079364 A1 WO2002079364 A1 WO 2002079364A1 EP 0203189 W EP0203189 W EP 0203189W WO 02079364 A1 WO02079364 A1 WO 02079364A1
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- WIPO (PCT)
- Prior art keywords
- composition according
- radical
- softener composition
- formula
- weight
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Classifications
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- 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
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- 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
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
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- 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
- C11D3/3749—Polyolefins; Halogenated polyolefins; Natural or synthetic rubber; Polyarylolefins or halogenated polyarylolefins
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- 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
Definitions
- the present invention relates to softener compositions based on mixtures of special fatty acid amides and polyethylene waxes and to the use of such softener compositions.
- Softener compositions that can be added to the rinsing water when household laundry is being washed are generally known as "softeners".
- softeners The use of such compositions reduces hardening of the fabric caused by drying and has an attractive effect on the handle of the treated fabric.
- creasing it is also possible to reduce creasing so that, ideally, after treatment ironing is not necessary or is at least made substantially easier because of the reduced creasing.
- Water-insoluble quaternary ammonium compounds are usually used as active substances. Particularly widely used are, for example, esters of quaternary ammonium compounds, so- called “esterquats", that have at least one long-chain hydrophobic alkyl or alkenyl group interrupted by carboxy groups. Such compounds are described, for example, in EP-A-0239 910 or in WO-A-95/24460. Also widely used is distearyldimethylammonium chloride (DSDMAC). Active substances in softeners have the disadvantage that they reduce the water absorption capacity of the textile fabrics treated with the softener, especially cotton fabric. Also, not all softeners exhibit satisfactory properties in respect of dye fixing.
- the problem of the present invention is to provide softener compositions having alternative biodegradable active substances that have especially good properties in respect of soft handle, hydrophilicity, creasing and dye fixing.
- the present invention relates to softener compositions comprising as textile-softening component a mixture of
- R and R' are each independently of the other hydrogen or CrC alkyl, R T is a C 8 -C 22 alkyl radical,
- R 2 is hydrogen or a radical of formula R 3 -C(O)-, wherein R 3 is as defined above for R 1t and
- X is a C 2 -C ⁇ 2 alkylene radical uninterrupted or interrupted by -O- or by -NH-; or a salt thereof, and
- C C 4 alkyl radicals for R and R' there come into consideration, each independently of the other, for example, methyl, ethyl, n- or iso-propyl and n-, iso-, sec- or tert-butyl, especially methyl or ethyl.
- R and R' are preferably hydrogen.
- C 8 -C 22 alkyl radicals Ri and R 3 there come into consideration both corresponding unbranched and branched alkyl radicals. Preference is given to C 12 -C 20 alkyl radicals, especially C 14 -C 20 alkyl radicals. Of special importance are C 16 -C 18 alkyl radicals and especially C 17 alkyl radicals.
- radicals Ri-C(O)- and R 3 -C(O)- that may be mentioned are the radicals derived from the following fatty acids: caprylic acid, caproic acid, lauric acid, myristic acid, palmitic acid, isostearic acid, stearic acid, oleic acid, elaidic acid, arachidic acid, behenic acid, technical C 12 /C 18 coconut fatty acids and C 16 /C 18 tallow or palm fatty acids, especially stearic acid.
- R 2 is preferably a ra ⁇ icai of formula R 3 -C(O)-, wherein R 3 has the definitions and preferred meanings given above for R 3 .
- alkylene radicals X there come into consideration especially C 2 -C 8 alkylene radicals, more especially C 2 -C 4 alkylene radicals and preferably C alkylene radicals.
- the alkylene radicals X can be branched or preferably straight-chained.
- the alkylene radicals may also be interrupted by -O- or by -NH-, preference being given to alkylene radicals interrupted by -O- or preferably by -NH-.
- R and R' are hydrogen
- R 2 is a radical of formula R 3 -C(O)-
- Ri and R 3 are each independently of the other a C ⁇ -C 2 oalkyl radical, especially a C 6 -C 18 - alkyl radical, and
- X is a radical of formula -CH 2 CH 2 -NH-CH 2 CH 2 -.
- salts of compounds of formula (1) there come into consideration salts of organic or inorganic acids.
- examples of such acids that may be mentioned are the acids listed below for neutralising the dye-fixing agents.
- the compounds of formula (1) are known or can be obtained analogously to known processes.
- the polyethylene waxes used as component (b) are generally those having functional groups, especially carboxyl groups, which may also be partially esterified. Such functional groups are introduced, for example, by oxidation of the polyethylene. It is also possible, however, to obtain the functionality by copolymerisation of ethylene with, for example, acrylic acid.
- the polyethylene waxes preferably have a density of at least 0.9 g/cm 3 , an acid number of at least 5 and a saponification number of at least 10. Special preference is given to those polyethylene waxes having, at 20°C, a density of from 0.95 to 1.05 g/cm 3 , an acid number of from 10 to 60 and a saponification number of from 15 to 80.
- Corresponding polyethylene waxes and processes for the preparation thereof are known, for example, from DE-C-2359966, DE-A-2824716 and DE-A-1 925993.
- component (a) is a compound of formula (1) wherein
- R and R' are hydrogen
- R 2 is a radical of formula R 3 -C(O)-
- Ri and R 3 are each independently of the other a C 14 -C 20 alkyl radical, especially a C 16 -C 18 - alkyl radical, and
- X is a radical of formula -CH2CH2-NH-CH2CH2-; and component (b) contains carboxyl functional groups and, at 20°C, has a density of at least
- the softener compositions, components (a) and (b) are present preferably in a ratio by weight of from 0.2:1 to 1:0.2, especially a ratio by weight of from 0.5:1 to 1:0.5.
- the softeners can be prepared, for example, directly using components (a) and (b) as such or preferably using dispersions of components (a) and (b). In the latter case it is possible to use either individual dispersions of components (a) and (b) or a dispersion that contains both components (a) and (b).
- the dispersions are aqueous dispersions that contain, for example, from 1 to 50 % by weight, especially from 5 to 50 % by weight and preferably from 10 to 50 % by weight, of component (a) and/or (b). Those dispersions may also comprise customary dispersing agents.
- dispersing agents examples include anionic, cationic, amphoteric, zwitterionic and preferably non-ionic dispersing agents.
- suitable non-ionic dispersing agents are fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, fatty acid polyglycol ethers, fatty acid amide polyglycol ethers, fatty amine polyglycol ethers, alkoxylated triglycerides, alk(en)yloligoglycosides, fatty acid N-alkylglucamides, polyol fatty acid esters, sugar esters, sorbitan esters, polysorbates and amine oxides.
- ethoxylated alkylphenols and ethoxylates of alcohols especially those of fatty alcohols.
- ethoxylated alkylphenols and ethoxylates of alcohols having about from 5 to 60 ethylene oxide units added.
- suitable alcohols that may be mentioned are those having about from 8 to 22 carbon atoms, especially those having from 12 to 20 carbon atoms and preferably those having from 16 to 20 carbon atoms.
- the dispersing agents can be used in the dispersions, for example, in amounts of from 0.1 to 20 % by weight, especially from 1 to 15 % by weight.
- the softener can then be adjusted to the desired concentration by dilution with water.
- softener compositions comprising from 0.5 to 20 % by weight of component (a), from 0.5 to 20 % by weight of component (b), from 0 to 20 % by weight, especially from 0 to 10 % by weight, of further additives customary in softeners, and water.
- additives customary in softeners for example: alcohols, such as ethanol, n-propanol, isopropanol, polyhydric alcohols, e.g. glycerol and propylene glycol; amphoteric and non-ionic surfactants, e,g, carboxyl derivatives of imidazole, oxethylated fatty alcohols, hydrogenated and ethoxylated castor oil, alkylpolyglycosides, for example decylpolyglucose and dodecylpolyglucose, fatty alcohols, fatty acid esters, fatty acids, ethoxylated fatty acid glycerides or fatty acid partial glycerides; and also inorganic or organic salts, e.g.
- alcohols such as ethanol, n-propanol, isopropanol
- polyhydric alcohols e.g. glycerol and propylene glycol
- the softener compositions preferably comprise substantially only components (a) and (b). They preferably contain, based on the total weight of components (a) and (b), not more than 20 % by weight, especially not more than 10 % by weight and preferably not more than 5 % by weight, of further textile-softening components. An upper limit of 1 % by weight is especially preferred.
- the softener compositions very especially comprise no further textile-softening components of any kind.
- the softener compositions may also additionally comprise a dye-fixing agent, especially a polymeric dye-fixing agent.
- the polymeric dye-fixing agent is preferably one based on a basic polycondensation product of an amine of formula
- R , R 5 , R 6 and R 7 are each independently of the others hydrogen or alkyl unsubstituted or substituted by amino, hydroxy, cyano or by C C alkoxy, and
- A is alkylene that is unsubstituted or substituted and/or uninterrupted or interrupted by one or more hetero atoms.
- a in formula (2) is especially C 2 -C 20 alkylene that is uninterrupted or interrupted by -O-, -S-, -NH- or by -N(C C 4 alkyl)- and/or unsubstituted or substituted by hydroxy, preferably C 2 -C 20 - alkylene that is interrupted one or more times by -NH-.
- R , R 5 , R 6 and R 7 are each independently of the others preferably hydrogen or C C 4 alkyl.
- Examples of suitable compounds of formula (2) are 1,4-butanediamine, 1,6-hexanediamine, dipropylenetriamine, N-(2-aminoethyl)-1 ,3-propanediamine, N,N-bis(2-aminopropyl)methyl- amine, polyethyleneimines or polyethylenepolyamines, such as diethylenetriamine, triethylenetetramine, tetraethylenepentamine or pentamethylenehexamine.
- Preferred compounds of formula (2) are polyethylenepolyamines and especially diethylenetriamine.
- the number of repeating units of the monomers of formula (2) in the basic polycondensation products is, for example, from 4 to 100, especially from 4 to 50.
- Suitable cyanamides are, for example, cyanamide, dicyandiamide, guanidine and biguanidine. Preference is given to dicyandiamide.
- the above-mentioned dye-fixing agents are known, for example, from EP-A-0 692 511 and can be obtained according to the process disclosed therein.
- an amine of formula (2) is reacted with an ammonium salt in the presence of a non-aqueous solvent, and the resulting protonated product is reacted with a cyanamide at elevated temperature.
- Suitable ammonium salts are, for example, ammonium salts of organic or inorganic acids, e.g. ammonium chloride, ammonium sulfate, ammonium carbonate, ammonium formate or ammonium acetate, especially ammonium chloride.
- Suitable non-aqueous solvents are, for example, hydroxyl-group-containing solvents, e.g. ethylene glycol, 1,2- or 1 ,3-propylene glycol, butylene glycol, di-, tri- or tetra-ethylene glycol and ethers thereof, and polyethylene glycols having a molecular weight of, for example, from 600 to 5000 and mixtures thereof.
- hydroxyl-group-containing solvents e.g. ethylene glycol, 1,2- or 1 ,3-propylene glycol, butylene glycol, di-, tri- or tetra-ethylene glycol and ethers thereof
- polyethylene glycols having a molecular weight of, for example, from 600 to 5000 and mixtures thereof.
- the amine of formula (2) and the ammonium salt are used, for example, in a molar ratio of from 1:0.1 to 1:2.5, preferably from 1:0.7 to 1:2.
- the amount of hydroxyl-group-containing solvent can vary within a wide range and is, for example, from 0.2 to 20 mol, preferably from 0.4 to 5 mol, per mol of compound of formula (2).
- the reaction of the amine of formula (2) with the ammonium salt takes place especially at elevated temperature, such as from 80 to 200°C, especially from 100 to 160°C.
- the amine of formula (2) is placed in the hydroxyl-group-containing solvent or solvent mixture and the ammonium compound is metered in; advantageously the reaction step is carried out under inert conditions, such as under a nitrogen atmosphere.
- the resulting protonated product is then reacted with, for example, from 0.5 to 2 mol, preferably from 0.8 to 1.5 mol, of cyanamide per mol of starting compound of formula (2).
- the reaction takes place, for example, in the presence of one or more of the above- mentioned hydroxyl-group-containing solvents at elevated temperature, for example from 80 to 250°C and especially from 140 to 220°C.
- the reaction products are generally molten substances having basic properties that are solid at room temperature and yield clear solutions in water.
- Neutralisation with an inorganic or organic acid is carried out, for example, in an aqueous medium, the addition of the acid being carried out in such a manner that a pH value of, for example, from 2 to 12, especially from 3 to 10 and preferably from 4 to 8, is obtained. Special preference is given to an amount of acid that yields a pH value of about 7.
- organic acid there come into consideration, for example, mono- or poly-basic carboxylic acids, hydrochloric acid, phosphoric acid, sulfuric acid or a mixture of at least two such acids.
- Organic acids are preferred. Examples of organic acids that may be mentioned are oxalic acid, tartaric acid, acetic acid, propionic acid, succinic acid, maleic acid, citric acid, formic acid, gluconic acid, p-toluenesulfonic acid, terephthalic acid, benzoic acid, phthalic acid, acrylic acid and polyacrylic acid.
- aliphatic carboxylic acids especially those having a total of from 1 to 12 carbon atoms.
- Preferred acids are mono- or poly-basic aliphatic CrCi 2 carboxylic acids, monobasic carboxylic acids being especially those having a total of at least 3 carbon atoms.
- substituents of the carboxylic acids there come into consideration, for example, hydroxy and amino, especially hydroxy.
- mixtures of the mentioned acids as an example there may be mentioned the mixture of maleic acid and propionic acid.
- polybasic aliphatic C 2 -C ⁇ 2 carboxylic acids especially polybasic aliphatic C 2 -C 6 carboxylic acids. More especially preferred are polybasic hydroxy-substituted aliphatic C 2 -C 6 carboxylic acids.
- the dye-fixing agents are generally used in liquid, aqueous form.
- a relatively concentrated liquid aqueous composition is prepared.
- the basic polycondensation product there may be mixed the basic polycondensation product, the acid, water and optionally a water- miscible organic solvent.
- Special preference is given to the use of from 5 to 50 % by weight, especially from 15 to 50 % by weight, of the dye-fixing agent.
- the amount of acid selected will be such that the solution has a pH value of, for example, from 2 to 12, especially from 3 to 10 and preferably from 4 to 8. Special preference is given to an amount of acid that yields a pH value of about 7.
- water-miscible organic solvent there come into consideration, for example, corresponding hydroxy-group-containing solvents, such as methanol or ethanol, or ethers.
- the solution is preferably prepared without organic solvents.
- the dye-fixing agents can be used in the softener compositions, for example, in amounts of from 0.01 to 10 % by weight, especially from 0.05 to 5 % by weight and preferably from 0.1 to 2.5 % by weight.
- the present invention relates also to the use of the softener compositions according to the invention in the treatment of household textile fibre materials to improve soft handle or rewettability or to reduce creasing.
- Textile fibre materials suitable for treatment with the softener composition according to the invention include, for example, materials made from silk, wool, polyamide or polyurethanes, and especially cellulosic fibre materials of all types.
- Such fibre materials are, for example, natural cellulose fibres, such as cotton, linen, jute and hemp, as well as cellulose and regenerated cellulose. Preference is given to textile fibre materials made from cotton.
- the softener compositions according to the invention are suitable also for hydroxyl-group- containing fibres contained in blend fabrics, e.g. blends of cotton with polyester fibres or polyamide fibres.
- the softener compositions according to the invention impart a soft handle to the treated textile material and they are readily biodegradable.
- fibre materials that have been treated with the softener composition according to the invention are distinguished by good rewettability, a reduction in creasing and good dye-fixing properties.
- softener compositions I, II and III indicated below are in accordance with the invention; softener compositions IV and V are used for comparison purposes. a) Preparation of softener compositions I, II and III
- a dispersion of component (a) 5 g of a commercially available dispersing agent (fatty alcohol ethoxylate) are introduced into about 70 g of deionised water and dissolved therein with stirring. The solution is heated and, by steady dropwise addition, 20 g of the molten compound of formula R-C(O)-NH-CH 2 CH 2 -NH-CH 2 CH 2 -NH-C(O)-R, wherein R is stearyl, are added. After homogenisation and cooling to room temperature, the final weight of the resulting dispersion is adjusted to 100 g with water.
- a commercially available dispersing agent fatty alcohol ethoxylate
- a dispersion of component (b) 5 g of a commercially available dispersing agent (fatty alcohol ethoxylate) are introduced into about 70 g of deionised water and dissolved therein with stirring.
- the solution is heated and, by steady dropwise addition, 25 g of a polyethylene wax containing carboxyl functional groups that, at 20°C, has a density of from 0.95 to 1.05 g/cm 3 , an acid number of from 10 to 60 and a saponification number of from 15 to 80, and that has a melting point of about from 100 to 110°C, are added.
- the resulting dispersion is homogenised intensively for at least 10 minutes using a powerful stator/rotor mixing apparatus and is then slowly cooled to room temperature.
- the dispersion is adjusted to a final weight of 100 g with deionised water.
- the softener compositions given in the following Table 1 are prepared using dispersions A and B obtainable as described above and adding water up to 100 % by weight. For that purpose, a total of about 2/3 of the total amount of deionised water required is taken as starting material, and the amount of dispersion A given in Table 1 is introduced and stirred for 2-3 minutes. Then the amount of dispersion B given in Table 1 is introduced and the mixture is stirred again for 2-3 minutes, and then the remaining amount of deionised water is added. In each case a white emulsion is obtained.
- Table 1 Table 1
- deionised water About 70 g of deionised water is taken as starting material and heated to about 40°C. 5 g of the molten textile-softening component Rewoquat ® WE 38 DPG (di-palmcarboxyethyl)- hydroxyethylmethylammonium methosulfate) are added to the heated water with stirring and the mixture is stirred for 1 hour. The mixture is cooled to room temperature with stirring, and 0.03 g of magnesium chloride is added. The pH value of the formulation is adjusted to a value of 3.2 with 0.1 N hydrochloric acid. The dispersion is adjusted to a final weight of 100 g with deionised water.
- Rewoquat ® WE 38 DPG di-palmcarboxyethyl)- hydroxyethylmethylammonium methosulfate
- deionised water About 70 g of deionised water is taken as starting material and heated to about 40°C. 5 g of the molten textile-softening component Arquad ® 2HT-75 (distearyldimethylammonium chloride) are added to the heated water with stirring and the mixture is stirred for 1 hour. The mixture is cooled to room temperature with stirring. The dispersion is adjusted to a final weight of 100 g with deionised water.
- Arquad ® 2HT-75 dispersion a final weight of 100 g with deionised water.
- the fabric to be treated is washed, together with ballast material (polyester), in a load of 2 kg in a washing machine of type AEG, Okolavamat 73729, on the short programme, coloured wash, at 40°C for 15 minutes with 50 g of a standard detergent (standard detergent ECE 77, formulation January 1977, according to ISO 105-C06).
- a standard detergent standard detergent ECE 77, formulation January 1977, according to ISO 105-C06
- An amount of the softener I given in Example 1 corresponding to 3 g of active substance is added to the final rinse at a temperature of 20°C. After rinsing, the fabrics are dried at room temperature.
- the pieces of frotte cotton fabric obtained with the addition of softeners I, II and III exhibit a significantly softer handle and much greater surface smoothness than a fabric obtained in identical manner but without the addition of a softener.
- the creasing behaviour for the fabrics obtained is evaluated according to AATCC Test 124.
- a rating of 1 indicates the presence of substantial creasing, whereas a rating of 5 indicates that the fabrics are virtually crease-free.
- the ratings refer to relatively large, so-called "wash creases", the number of such creases increasing from A to D, with A indicating no creases or only very few creases and D indicating substantial creasing.
- the softener compositions I to V indicated in Example 1 are used (without dye-fixing agent).
- softener composition I a separate softener composition is prepared from softener composition I by the addition of 2.5 % by weight of a dye-fixing agent formulation obtained as described below, which is denoted hereinafter by Al (with dye-fixing agent).
- the dye-fixing agent used is prepared as follows:
- Cotton fabric that has been dyed using dyestuff C.I. Direct Blue 78 is added to a washing bath that contains 4 g/l of a standard detergent. Washing is carried out at a temperature of
- the still damp cotton fabric is added to a rinsing bath that contains per kg of cotton fabric an amount of softener composition I (or II, III, IV, V or Al) corresponding to 2 g of active substance.
- the cotton fabric is treated at a temperature of 25°C and a liquor ratio of 10:1 for 10 minutes, and, without further rinsing, is then spun and dried in a drying cabinet at a temperature of 60°C.
- the cotton fabric obtained after the rinse cycle is subjected to a second wash cycle together with white, undyed cotton fabric, the second wash cycle being carried out in the same manner as described for the first wash cycle.
- the cotton fabrics are then dried in a drying cabinet at a temperature of 60°C.
- Delta E ⁇ (L* r L*i) 2 +(a* r a*i) 2 +(b ⁇ b*i) 2 ⁇ 2 i characterises the colour coordinates originally obtained for the cotton fabric dyed using dyestuff C.I. Direct Blue 78 (that is to say before the application described above under b)). f characterises the colour coordinates obtained for the cotton fabric dyed using dyestuff C.I. Direct Blue 78 after the application described above under b). The lower the value for Delta E, the smaller is the change in colour of the cotton fabric.
- the extent of the staining of the originally white accompanying fabric is obtained by subtraction of the brightness values Y, there being determined in each case the difference between the value after the application described above under b) and the value before the application described above under b).
- the brightness value Y is determined spectrophotometrically.
- the use of the softener compositions I to III according to the invention yields a marked improvement in dye fixing compared with the commercially available softeners IV and V. If required, a further improvement in dye fixing can be achieved by adding a dye-fixing agent, as shown in the case of softener Al.
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Abstract
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP01810325 | 2001-03-30 | ||
EP01810325.9 | 2001-03-30 |
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WO2002079364A1 true WO2002079364A1 (fr) | 2002-10-10 |
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2002
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US5019281A (en) * | 1988-12-17 | 1991-05-28 | Ciba-Geigy Corporation | Hydrophilic softhand agency for fibrous materials and use thereof |
EP0407041A2 (fr) * | 1989-06-21 | 1991-01-09 | Colgate-Palmolive Company | Compositions pour conditionner des fibres contenant du poly-alkylène inférieur sous forme dissoute |
US5348736A (en) * | 1989-06-21 | 1994-09-20 | Colgate-Palmolive Company | Stabilized hair-treating compositions |
EP0535438A1 (fr) * | 1991-10-04 | 1993-04-07 | Pfersee Chemie GmbH | Dispersions aqueuses de lécithine et leur utilisation pour le traitement de matières fibreuses |
US5958806A (en) * | 1994-01-14 | 1999-09-28 | Fibervisions A/S | Cardable hydrophobic polyolefin fibres comprising cationic spin finishes |
US5830843A (en) * | 1996-01-31 | 1998-11-03 | The Procter & Gamble Company | Fabric care compositions including dispersible polyolefin and method for using same |
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