WO2003060051A1 - Compositions de rinçage de tissus - Google Patents

Compositions de rinçage de tissus Download PDF

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Publication number
WO2003060051A1
WO2003060051A1 PCT/EP2003/000195 EP0300195W WO03060051A1 WO 2003060051 A1 WO2003060051 A1 WO 2003060051A1 EP 0300195 W EP0300195 W EP 0300195W WO 03060051 A1 WO03060051 A1 WO 03060051A1
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WO
WIPO (PCT)
Prior art keywords
dispersion
weight
amino
composition
polyorganosiloxane
Prior art date
Application number
PCT/EP2003/000195
Other languages
English (en)
Inventor
Harald Chrobaczek
Petr Kvita
Mario Dubini
Rolf Strub
Eduard Weiss
Günther Tschida
Ralf Goretzki
Michael Geubtner
Original Assignee
Ciba Specialty Chemicals Holding Inc.
Ciba Spezialitätenchemie Pfersee GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
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Publication date
Application filed by Ciba Specialty Chemicals Holding Inc., Ciba Spezialitätenchemie Pfersee GmbH filed Critical Ciba Specialty Chemicals Holding Inc.
Priority to AU2003202556A priority Critical patent/AU2003202556A1/en
Publication of WO2003060051A1 publication Critical patent/WO2003060051A1/fr

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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/37Polymers
    • C11D3/3703Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C11D3/373Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
    • C11D3/3742Nitrogen containing silicones
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/32Organic compounds containing nitrogen

Definitions

  • the present invention relates to a composition for the treatment of textiles, in particular to a fabric rinse composition containing a mixture of two different dispersions of amino- functional polyorganosiloxanes and to a method of treating textiles with the composition, which method imparts to textile fiber material so treated, an improved hydrophilicity and smoothness of the surface of the treated textile material.
  • Fabric softener compositions which can be added to the rinse water when washing household laundry, are well known as "softeners". Such compositions normally comprise, as active substance, a water-insoluble quaternary ammonium compound. Commercially available fabric softener compositions are based on aqueous dispersions of water-insoluble quaternary compounds. In recent times, there has been increasing interest in biodegradable active substances.
  • Active substances in fabric softener compositions which impart a good soft handle to the treated textile, have the disadvantage that they lower the water absorbency of the textile fabric, in particular cotton fabric treated with the fabric softener.
  • this disadvantage of low hydrophilicity is highly pronounced in the case of the so-called esterquats.
  • the object of the present invention is thus to find fabric rinse softener compositions which improve the hydrophilicity of the treated textiles and which at the same time do not impair the other positive properties, such as soft handle and static properties of the treated items.
  • the present invention thus provides fabric rinse softener compositions comprising a) 0.1 to 10 % by weight of an aqueous dispersion comprising a first dispersion (A), which contains an amino-functional polyorganosiloxane having a nitrogen content of at least 0.1 % by weight and a second aqueous dispersion (B), which contains an amino- functional polyorganosiloxane having a nitrogen content of at least 0.01 % by weight, said dispersion (A) being a microemulsion and said dispersion (B) being a macroemulsion; b) 5 to 25% by weight, based on the total weight of the composition of a fabric rinse ingredient; and c) water.
  • the polyorganosiloxane in the aqueous dispersion (A) (microemulsion) must have a nitrogen content of at least 0.1 % by weight. It has been determined that a lower nitrogen content will not provide suitable microemulsions, especially with regard to the stability of the emulsion.
  • the polyorganosiloxane in the aqueous dispersion (B) may have a lower nitrogen content. But the nitrogen content must be at least 0.01 % by weight of N.
  • the polyorganosiloxane in dispersion (A) can be the same as that in dispersion (B), provided its nitrogen content is at least 0.1 % by weight.
  • the polyorganosiloxane of dispersion (A) has a higher nitrogen content than that of dispersion (B), especially an at least 10% higher nitrogen content.
  • the polysiloxane of dispersion (B) may contain 0.3% by weight of N and that of dispersion (A) 0.4% by weight of N, i.e., a 33% higher content.
  • said polysiloxane of said dispersion (A) has a nitrogen content of 0.1 to 1.5% by weight and said polyorganosiloxane of said dispersion (B) has a nitrogen content of 0.01 to 1 .5% by weight preferably of 0.01 to 1 .3% by weight of N.
  • Aqueous dispersions according to component (a) according to the present invention are obtainable in a simple manner by combining a separately prepared microemulsion with a separately prepared macroemulsion.
  • the polysiloxane in dispersion (A) is a polymer having an unbranched polysiloxane chain, i.e., substituents attached to the silicon atoms of the chain preferably do not contain any further silicon atoms.
  • This radical containing one or more amino groups, is preferably an X radical of the hereinbelow specified kind. All alkyl radicals mentioned here are preferably methyl groups.
  • the two silicon atoms at the ends of the polysiloxane chain may independently - not only in the case of dispersion (A) but also in the case of dispersion (B) - each possess three alkyl groups, especially three methyl groups or two alkyl groups, especially two methyl groups and one hydroxyl group or an OR group as substituents, in which case R is an alkyl radical of 1 - 14 carbon atoms, preferably a methyl radical.
  • polysiloxane in dispersion (B) is particularly preferable for the polysiloxane in dispersion (B) to be an aminofunctional ⁇ , ⁇ -dihydroxypolyorganosiloxane and/or for the polysiloxane of dispersion (A) to be an amino-functional ⁇ , ⁇ -trimethylsilylpolyorganosiloxane.
  • the polyorganosiloxanes of dispersion (A) and dispersion (B) may have the same or different chemical structures. But, in accordance with the statement made above and in claim 1 , they must have a certain minimum content of nitrogen.
  • the polyorganosiloxanes used for (A) and (B) has a structure of the general formula
  • R, and R 2 independently from each other are OH, R or OR, where R is an alkyl radical of 1 to
  • m, n and z are such that said amino-functional polyorganosiloxane in said dispersion (A) has a nitrogen content of at least 0.1 % by weight and said amino-functional polyorganosiloxane in said dispersion (B) has a nitrogen content of at least 0.01 % by weight,
  • Y is a radical of the formula -R 3 -0-(T)— (CH 2 )-H , wherein
  • R 3 is a divalent branched or unbranched alkylene radical of 1 to 6 carbon atoms, d is from 5 to 25, e is 0 or 1 , and 60 to 100% of all T radicals present represent -CH 2 CH 2 -O- and 0 to 40% of all T radicals present represent -CH(CH 3 )-CH 2 -O- or -CH 2 -CH(CH 3 )-O-, X is a monovalent organic radical that contains one or more amino groups, n is greater than 0 and z is from 0 to m-1.
  • m in the formula (I) of said polyorganosiloxane in said dispersion (A) is at least 20, the m:n ratio is in the range from 20:1 to 150:1 and the m:z ratio is in the range from 20:1 to 500:1 and/or wherein m in said polyorganosiloxane in said dispersion (B) is at least 70, the m:n ratio is in the range from 70:1 to 200:1 and the m:z ratio is in the range from 20:1 to 1000:1 .
  • z 0, i.e., when there are no Y radicals in the polysiloxane.
  • the X radical in this formula (I) is preferably selected from radicals of the general formulae (II) to (VII) (II) -Q-(NH-Q') p -N Vl-A ; (III) ; (IV) -Q-(NZ-Q'-) p -NZ 2 ;
  • nitrogenous radicals of these formulae may also be quaternized with an alkyl group of 1 to 8 carbon atoms at one or more of the nitrogen atoms,
  • R is C,-C 6 alkyl or phenyl
  • R"' is H or CH 3 , k is from 0 to 6, preferably 1 , t is from 2 to 8, preferably 2 to 4,
  • I is from 0 to 3, preferably 0 or 1 ,
  • R 5 is H; -CO-CH 3 ; -CO-(CH 2 ) k -OH; -CH 2 -(CH 2 ) k -CH 3 ; or or cyclohexyl,
  • A is hydrogen or an alkyl group of 1 to 4 carbon atoms
  • Q and Q' are each a divalent branched or unbranched alkylene radical of 1 to 4 carbon atoms, p is 0 or 1 , and all the Z radicals present are independently hydrogen, C,-C 6 alkyl with or without one or more hydroxyl groups as substituents, cyclohexyl or the -CO-G radical, where G is C,-C 6 alkyl with or without one or more hydroxyl groups as substituents.
  • compositions according to the invention is given to polyorganosiloxanes of the formula (I) where X is a radical of the formula (IV) or (V), especially a radical of the formula -(CH 2 ) 3 -NH-(CH) 2 -NH 2 or of formula -(CHR a ) 3 -NH 2 , where one of the R' radicals is CH 3 and the other two are each H or of the formula -(CH 2 ) 3 -NH 2 .
  • Such polyorganosiloxanes are very useful not only for preparing the microemulsion (A) but also for preparing the macroemulsion (B) as well as for both emulsions.
  • Useful amino-containing X radicals are described in US 5.057.572. EP-A 441 530.
  • Amino-functional polysiloxanes of the formula (I) with polyoxyalkylene groups (z not 0) are described in EP-A-0.578.144.
  • the polysiloxanes recited therein are useful for both dispersion (A) and dispersion (B) of the present invention, provided they have the respectively required, abovementioned minimum content of nitrogen.
  • Also suitable are polysiloxanes that are derived from the amino-functional polysiloxanes mentioned by virtue of the fact that one or more nitrogen atoms have been quaternized, for example with alkyl groups.
  • Both the polysiloxanes of dispersion (A) and the polysiloxanes of dispersion (B) may on average contain either just one or else plural silicon atoms to which amino-containing radicals, for example the X radicals mentioned, are attached.
  • Dispersion (A) must be a microemulsion.
  • Dispersion (B) is a macroemulsion.
  • Microemulsions of amino-functional polyorganosiloxanes are preparable by known methods. A suitable method is described in US 4.620.878 for example.
  • a particularly useful process for preparing microemulsions useful as dispersion (A) comprises heating a mixture containing 3 to 25 parts by weight of a water-soluble dispersant and 5 to 96.85 parts by weight of water to a temperature of at least 50°C to form a homogeneous phase and adding to said mixture before or after said heating 0.1 to 84 parts by weight of an amino-functional polyorganosiloxane and 0.05 to 3.05 parts by weight of an acid, preferably a low molecular weight organic acid.
  • An amino-functional polyorganosiloxane macroemulsion useful as dispersion (B) in the present invention is preparable by generally known methods for preparing silicone emulsions.
  • Dispersion (A) and dispersion (B) are very usefully preparable according to the present invention by using nonionic dispersants, for example ethoxylated fatty alcohols. Further useful dispersants are described in the literature, for example the patent documents cited above.
  • Amino-functional polyorganosiloxanes useful for preparing dispersions (A) and (B) are commercially available, for example from Wacker and Dow Corning.
  • Component (a) according to the invention preferably contains no nonnitrogenous polysiloxanes.
  • the component n may be prepared by simply mixing the separately prepared dispersions (A) and (B) at room temperature or at a slightly elevated temperature by mechanical stirring.
  • dispersion (A) contains 4 to 40% by weight of amino-functional polyorganosiloxane and 0 to 40% by weight of a dispersant or dispersant mixture.
  • dispersion (B) contains 10 to 60% by weight of amino-functional polyorganosiloxane and 0 to 10% by weight of a dispersant or dispersant mixture.
  • Component (a) according to the are obtainable when said dispersion( A) and said dispersion (B) are combined in such amount ratios that the composition obtained contains 0.3 to 3 parts by weight of polyorganosiloxane from said dispersion (B) per part by weight of polyorganosiloxane from said dispersion( A).
  • Fabric softeners suitable for use herein are selected from the following classes of compounds: (i) Cationic quaternary ammonium salts.
  • the counter ion of such cationic quaternary ammonium salts may be a halide, such as chloride or bromide, methyl sulphate, or other ions well known in the literature.
  • the counter ion is methyl sulfate or any alkyl sulfate or any halide, methyl sulfate being most preferred for the dryer-added articles of the invention.
  • cationic quaternary ammonium salts include but are not limited to:
  • An especially preferred ester-linked quaternary ammonium material for use in the invention can be represented by the formula:
  • each R 3 group is independently selected from C, to , alkyl, hydroxyalkyl or C 2 to C 4 alkenyl groups;
  • T is either a radical of formula (l a) — o — c — or (1 b) — c — o — ; and wherein each R 4 group is independently selected from C 8 to C 28 alkyl or alkenyl groups; and e is an integer from 0 to 5.
  • a second preferred type of quaternary ammonium material can be represented by the formula: wherein R 3 , e and R 4 are as defined above.
  • Cyclic quaternary ammonium salts of the imidazolinium type such as di(hydrogenated tallow)dimethyl imidazolinium methylsulfate, 1 -ethylene-bis(2-tallow-1 -methyl) imidazolinium methylsulfate and the like;
  • Diamido quaternary ammonium salts such as: methyl-bis(hydrogenated tallow amidoethyl)-2-hydroxethyl ammonium methyl sulfate, methyl bi(tallowamidoethyl)-2- hydroxypropyl ammonium methylsulfate and the like;
  • Biodegradable quaternary ammonium salts such as N,N-di(tallowoyl-oxy-ethyl)-N,N- dimethyl ammonium methyl sulfate and N,N-di(tallowoyl-oxy-propyl)-N,N-dimethyl ammonium methyl sulfate.
  • Biodegradable quaternary ammonium salts are described, for example, in U.S. Patents 4,137,180, 4,767,547 and 4,789,491 incorporated by reference herein.
  • Preferred biodegradable quaternary ammonium salts include the biodegradable cationic diester compounds as described in U.S. Patent 4,1 37,180, herein incorporated by reference.
  • Tertiary fatty amines having at least one and preferably two C 8 -C 30 , preferably C, 2 -C 22 alkyl chains.
  • Examples include hardened tallow-di-methylamine and cyclic amines such as 1 -(hydrogenated tallow)amidoethyl-2-(hydrogenated tallow) imidazoline.
  • Cyclic amines which may be employed for the compositions herein are described in U.S. Patent 4,806,255 incorporated by reference herein.
  • Carboxylic acids having 8 to 30 carbons atoms and one carboxylic group per molecule.
  • the alkyl portion has 8 to 30, preferably 12 to 22 carbon atoms.
  • the alkyl portion may be linear or branched, saturated or unsaturated, with linear saturated alkyl preferred.
  • Stearic acid is a preferred fatty acid for use in the composition herein. Examples of these carboxylic acids are commercial grades of stearic acid and palmitic acid, and mixtures thereof which may contain small amounts of other acids.
  • Esters of polyhydric alcohols such as sorbitan esters or glycerol stearate.
  • Sorbitan esters are the condensation products of sorbitol or iso-sorbitol with fatty acids such as stearic acid.
  • Preferred sorbitan esters are monoalkyl.
  • SPAN 60 SPAN 60 (ICI) which is a mixture of sorbitan and isosorbide stearates.
  • Preferred fabric softeners for use herein are acyclic quaternary ammonium salts. Di(hydrogenated)tallowdimethyl ammonium methylsulfate is most widely used for dryer articles of this invention. Mixtures of the above mentioned fabric softeners may also be used.
  • composition according to the present invention may also contain a minor proportion of one or more adjuvants.
  • adjuvants include emulsifiers, perfumes, colouring dyes, opacifiers, fluorescent whitening agents, bactericides, nonionic surfactants, anti-gelling agents such as nitrites or nitrates of alkali metals, especially sodium nitrate, and corrosion inhibitors such as sodium silicate.
  • the amount of each of these optional adjuvants preferably ranges from 0.05 to 5% by weight of the composition.
  • a particularly preferred optional adjuvant is a cationic, amphoteric or anionic fluorescent whitening agent as disclosed in EP-A-0,659,877, from page 9 to page 15, line 56.
  • composition of the present invention provide a stable composition in the form of an aqueous dispersion.
  • a composition provides not only an excellent internal softness, i.e., a very pleasantly soft handle, but also a very smooth surface on fiber materials treated therewith.
  • the present invention also provides a method for the treatment of a textile article, preferably for the improvement of the hydrophilicity and/or smoothness of the surface of the treated textile article comprising applying, to a previously washed article, a fabric rinse composition comprising a) 0.1 to 10 % by weight of an aqueous dispersion comprising a first dispersion (A), which contains an amino-functional polyorganosiloxane having a nitrogen content of at least 0.1 % by weight and a second aqueous dispersion (B), which contains an amino- functional polyorganosiloxane having a nitrogen content of at least 0.01% by weight, said dispersion (A) being a microemulsion and said dispersion (B) being a macroemulsion; b) 5 to 25% by weight, based on the total weight of the composition of a fabric rinse ingredient; and c) water.
  • a fabric rinse composition comprising a) 0.1 to 10 % by weight of an aqueous dispersion comprising
  • suitable textile fibre materials which can be treated with the novel fabric softener composition are materials made of silk, wool, polyamide or polyurethanes, and, in particular, cellulosic fibre materials of all types.
  • Such fibre materials are, for example, natural cellulose fibres, such as cotton, linen, jute and hemp, and regenerated cellulose. Preference is given to textile fibre materials made of cotton.
  • novel fabric softener compositions are also suitable for hydroxyl-containing fibres, which are present in mixed fabrics, for example mixtures of cotton with polyester fibres or polyamide fibres.
  • the liquid rinse conditioners are prepared by using the procedure described below. This type of fabric rinse conditioners is normally known under the name of "triple strength” or “triple fold” formula.
  • the rinse conditioner formulation as described above was used as a base formulation.
  • the fabric softener is mixed with a separately prepared "PDMS"-Formulation.
  • the fabric softener formulations used in the following examples are listed in the following Table 1.
  • Example 2 Reduction of micro creases on cotton (prior to ironing)
  • Woven cotton swatches of size of 40 cm by 40 cm are washed together with ballast material (cotton and cotton/polyester) in an AEG Oeko Lavamat 73729 washing machine maintaining the washing temperature at 40°C.
  • the total fabric load of 1 kg is washed for 15 minutes with 33 g of ECE Color Fastness Test Detergent 77 (Formulation January 1977, according to ISO 105-CO6).
  • the rinse conditioner formulation as described in Table 1 b is applied in the last rinse cycle at 20°C. After rinsing with the formulation the textile swatches are dried on a washing line at ambient temperature.
  • the creasing (surface smoothness) of the dried swatches is evaluated according to the
  • AATCC-Standard method Nr. 124 Five persons evaluate the creases of the cotton swatches against the AATCC THREE DIMENSIONAL Smoothness Appearance Replicas. On the evaluation scale a number of 1 means very strong creasing, whereas 5 means almost no creasing.
  • Example 3 Reduction of micro creases on cotton/polyester (prior to ironing)
  • the formulated rinse conditioners (see Table l b) are applied according to the following procedure: Woven cotton/polyester swatches of size of 40 cm by 40 cm are washed and rinsed according to procedure described in Example 2.
  • the creasing (surface smoothness) of the dried swatches is evaluated according to procedure described in Example 2.
  • Woven cotton swatches (1 35 g/cm 2 ) of size of 50 cm by 40 cm are washed together with ballast material (cotton and cotton/polyester) in an AEG Oeko Lavamat 73729 washing machine maintaining the washing temperature at 40°C.
  • the total fabric load of 1 kg is washed for 15 minutes with 33 g of ECE Color Fastness Test Detergent 77 (Formulation January 1977, according to ISO 105-CO6).
  • the rinse conditioner formulation as described in Table 1 is applied in the last rinse cycle at 20°C. After rinsing with the formulation the textile swatches are dried on a washing line at ambient temperature.
  • the water absorption of fabrics treated with the test samples is measured by the wicking test. Test strips are fixed to a frame and dipped about 1 mm deep in a colored aqueous solution. The rise of water in the strips is measured after twenty minutes. Water absorption of fabrics treated with rinse conditioner formulations from Table 1 are compared. The average values of four parallel measurements are given in Table 10.
  • the results show an improved hydrophilicity of the textile fabric material treated with compositions of the present.
  • Cotton woven 120 g/m 2
  • Cotton/Polyester 66/34 woven 85 g/m 2 , bleached.

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  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

L'invention concerne une composition de rinçage de tissus comprenant : a) de 0,1 à 10 % en poids d'une dispersion aqueuse composée d'une première dispersion (A) qui contient un polyorganosiloxane à fonction amino ayant un taux d'azote d'au moins 0,1 % en poids et d'une seconde dispersion aqueuse (B) qui contient un polyorganosiloxane à fonction amino ayant un taux d'azote d'au moins 0,01 % en poids, la dispersion (A) étant une microémulsion et la dispersion (B) étant une macroémulsion ; b) de 5 à 25 % en poids d'un ingrédient de rinçage de tissus, sur la base du poids total de la composition ; et c) de l'eau. Les compositions adoucissantes de rinçage de tissus améliorent l'hydrophilie et confèrent un lissé marqué aux textiles traités.
PCT/EP2003/000195 2002-01-18 2003-01-10 Compositions de rinçage de tissus WO2003060051A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003202556A AU2003202556A1 (en) 2002-01-18 2003-01-10 Fabric rinse compositions

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP02405030.4 2002-01-18
EP02405030 2002-01-18

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Publication Number Publication Date
WO2003060051A1 true WO2003060051A1 (fr) 2003-07-24

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101367942B (zh) * 2008-07-11 2011-06-15 黄山市强力化工有限公司 一种支链型氨基长链烷基共改性硅油及其微乳液的制备方法和应用
EP2559806A1 (fr) 2011-08-17 2013-02-20 Center of Excellence Polymer Materials and Technologies (Polimat) Procédé d'augmentation de l'hydrophilie des matériaux polymériques
CN112888746A (zh) * 2018-09-30 2021-06-01 埃肯有机硅(上海)有限公司 纸张柔软剂组合物

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5064544A (en) * 1990-06-01 1991-11-12 Lever Brothers Company, Division Of Conopco, Inc. Liquid fabric conditioner containing compatible amino alkyl silicones
WO1992001773A1 (fr) * 1990-07-23 1992-02-06 The Procter & Gamble Company Assouplissant liquide pour tissus contenant des amino silanes microemulsifies
US5300238A (en) * 1990-06-01 1994-04-05 Lever Brothers Company, Division Of Conopco, Inc. Dryer sheet fabric conditioner containing fabric softener, aminosilicone and bronsted acid compatibilizer
EP0646618A1 (fr) * 1993-08-27 1995-04-05 Wacker-Chemie GmbH Préparation de microémulsion d'organosiloxane
WO2001025385A1 (fr) * 1999-10-05 2001-04-12 Ciba Specialty Chemicals Holding Inc. Compositions adoucissantes pour tissus

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5064544A (en) * 1990-06-01 1991-11-12 Lever Brothers Company, Division Of Conopco, Inc. Liquid fabric conditioner containing compatible amino alkyl silicones
US5300238A (en) * 1990-06-01 1994-04-05 Lever Brothers Company, Division Of Conopco, Inc. Dryer sheet fabric conditioner containing fabric softener, aminosilicone and bronsted acid compatibilizer
WO1992001773A1 (fr) * 1990-07-23 1992-02-06 The Procter & Gamble Company Assouplissant liquide pour tissus contenant des amino silanes microemulsifies
EP0646618A1 (fr) * 1993-08-27 1995-04-05 Wacker-Chemie GmbH Préparation de microémulsion d'organosiloxane
WO2001025385A1 (fr) * 1999-10-05 2001-04-12 Ciba Specialty Chemicals Holding Inc. Compositions adoucissantes pour tissus

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101367942B (zh) * 2008-07-11 2011-06-15 黄山市强力化工有限公司 一种支链型氨基长链烷基共改性硅油及其微乳液的制备方法和应用
EP2559806A1 (fr) 2011-08-17 2013-02-20 Center of Excellence Polymer Materials and Technologies (Polimat) Procédé d'augmentation de l'hydrophilie des matériaux polymériques
CN112888746A (zh) * 2018-09-30 2021-06-01 埃肯有机硅(上海)有限公司 纸张柔软剂组合物

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