EP0636737B1 - Composition pour l'élimination d'agents d'avivage contenant de l'huile silicone - Google Patents

Composition pour l'élimination d'agents d'avivage contenant de l'huile silicone Download PDF

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Publication number
EP0636737B1
EP0636737B1 EP94110542A EP94110542A EP0636737B1 EP 0636737 B1 EP0636737 B1 EP 0636737B1 EP 94110542 A EP94110542 A EP 94110542A EP 94110542 A EP94110542 A EP 94110542A EP 0636737 B1 EP0636737 B1 EP 0636737B1
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Prior art keywords
weight
compositions
denotes
alkyl
compositions according
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EP94110542A
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German (de)
English (en)
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EP0636737A1 (fr
Inventor
Matthias Dr. Gehling
Josef Dipl.-Ing. Pfeiffer
Rainer Dipl.-Ing. Tostmann
Nicolai Wickert
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Bayer AG
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Bayer AG
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Classifications

    • 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
    • D06M13/325—Amines
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/12—Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using aqueous solvents
    • D06L1/14—De-sizing
    • 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
    • D06M13/382—Aminoaldehydes

Definitions

  • the present invention relates to a surfactant system which enables the removal of additives containing silicone oil from textile substrates in an aqueous medium free from halogenated hydrocarbons.
  • the silicone oils are removed in the so-called "chemical cleaning".
  • the oil is detached from the textile substrate with the help of organic solvents, which usually contain halogenated hydrocarbons.
  • the silicone oil remaining on the textile is manifested in the subsequent dyeing process by the levelness and blotchiness of the dyeing (cf. Textile finishing 5, No. 2 (1970), 122 ff. And chemical fibers - Text. Ind. 17, No. 1 (1967), 47 -51).
  • Suitable components (1) of the composition according to the invention are those surfactants which, in addition to a hydrophobic fat residue, have a hydrophilic cationic group which is either permanently present or adjusts itself as a function of the pH.
  • Other hydrophilic groups can include, for example, hydroxyl, carboxyl, sulfate or sulfonate groups (see Stache, Tensid pocket book, 2nd edition, Vienna, Hanser, 1981 and Lindner, tenside textile auxiliary washing raw materials, Volume III, Stuttgart, scientific publishing company mbH, 1971).
  • Compounds of the type described can be found in the classes:
  • the invention further relates to the use of the abovementioned composition and the aqueous dispersions which can be prepared therefrom for the removal of additives containing silicone oil from textile substrates.
  • the cation activity of which depends on the pH value can be increased by adding acid, component (2) of the composition according to the invention.
  • the composition of the agent according to the invention is preferably selected here so that a pH of 2-6, particularly preferably 3-5, results in the application liquor.
  • the pH when using the compositions according to the invention can be 0-14.
  • the addition of component (2) does not make sense.
  • the pH value can be set in the range 0-14 by adding any inorganic or organic base or acid to the application liquor.
  • compositions according to the invention examples include: formic acid, acetic acid, lactic acid, citric acid, tartaric acid, oxalic acid, malic acid, oxygen acids of sulfur and phosphorus (in various oxidation states), hydrochloric acid etc. and such other suitable acids are known to the person skilled in the art for this purpose.
  • R 7 is preferably C 8 -C 30 alkyl, particularly preferably C 10 -C 18 alkyl.
  • compositions according to the invention furthermore contain water-soluble polymers as component (4).
  • water-soluble polymers as component (4).
  • These are high-molecular, natural or chemically modified natural substances or synthetic polymers (cf. Chwalla / Anger, Handbuch der Textilhilhilstoff, p. 937 ff., Verlag Chemie, Weinheim 1977 and Ullmanns Encycl. Der techn. Chemie, 4th ed., Vol. 24, 102 ff., Verlag Chemie, Weinheim, 1983).
  • nonionic types are known which are used with particular preference here.
  • n is an integer from approximately 100 to 10,000, preferably 100 to 200
  • R 9 is hydrogen, alkyl, hydroxyalkyl or mixed alkyl and hydroxyalkyl.
  • Suitable alkyl radicals are the methyl, ethyl, propyl and butyl radical, with the methyl radical being preferred.
  • Preferred hydroxyalkyl radicals are the hydroxymethyl, hydroxyethyl, hydroxypropyl and hydroxybutyl radical, of which the hydroxybutyl radical is preferred. If all hydroxyl groups of the glucose unit are substituted by alkyl or hydroxyalkyl groups, one speaks of a degree of substitution of 3.
  • Polyvinyl alcohol is the preferred water-soluble polymer.
  • the halohydrocarbon-free solvents, component (5) of the composition according to the invention serve above all to adjust and maintain the desired viscosity of the formulations of components (1) to (4).
  • the solvents (5) in question which are also used in a mixture, are, for example Ethanol, isopropanol, 1-methoxypropanol, diethylene glycol, tripropylene glycol and other agents familiar to the person skilled in the art.
  • compositions according to the invention thus always contain a cationic surfactant (1) in combination with at least one of components (2), (3), (4) and (5).
  • a cationic surfactant (1) in addition to (1), there is a proportion of nonionic surfactant (3), water-soluble nonionic polymer (4) or both, in a particularly preferred manner only one of (3) or (4).
  • Compositions containing 3-80% by weight of (1) and 1-60% by weight of (3) and / or 1-60% by weight of (4), 0-20% by weight are preferred.
  • of (2) and 0-70% by weight of (5) particularly preferably those with the stated contents of (1), (4), (2) and (5).
  • compositions according to the invention can be used as a commercial form. They are then used in the form of an aqueous liquor which is formed by diluting the commercial form with water. Such a dilution is generally easier if the compositions according to the invention additionally contain solvents (5).
  • compositions are therefore those with 3-77% by weight of (1) and 1-60% by weight of (3) and / or 1-60% by weight of (4), 0-20% by weight. % of (2) and 3-70% by weight of (5); Particularly preferred compositions contain 3-77% by weight of (1), 1-60% by weight of (4), 0-20% by weight of (2) and 3-70% by weight of (5 ).
  • a further advantage for use in the acidic pH range is that the commercial form is adjusted by adding the acid (2) which is required in any case for pH adjustment during use.
  • the amount of (2) is therefore preferably 2-8% by weight of the total composition.
  • Aqueous dispersions can be produced from the compositions according to the invention, which, due to their additional water content, facilitate simplified dissolution in the wash liquor ultimately used (with contents of 0.1-30 g dispersion / l wash liquor).
  • Such aqueous dispersions span the range of high concentrations, for example as a shipping form to be transported, over medium concentrations for dosing into the wash liquor in the stock keeping for the operational practice up to the low concentrations of the actual washing liquors
  • These aqueous dispersions thus represent a further aspect of the invention.
  • Their water content is therefore generally 1-99.7% by weight, based on the total weight of the aqueous dispersions from the compositions according to the invention.
  • Such dispersions contain 3-90% by weight of water as the shipping form or dosage form.
  • the aqueous dispersions, including the proportion of (5), are preferably characterized by a total content of 20-90% by weight of water and (5).
  • the components can generally be mixed together in any order.
  • the manufacturers of such products provide information on the dissolving behavior of these products in individual cases or can be found in the literature.
  • the proportions of components (1) to (5) can be selected depending on the desired washing effects or the product viscosity.
  • compositions or of the aqueous dispersions which can be prepared therefrom when used to remove silicone-containing additives from textile substrates, in particular elastane fiber mixed articles, in an aqueous medium is a further aspect of the invention and is not tied to a specific technical washing process. You can achieve equally good results using a dwell or a continuous process. Processes have proven to be particularly advantageous in which the goods are treated in a wide, low-tension material guide with as little mechanical stress as possible in order to avoid mechanically caused fiber breaks.
  • the silicone oil release ability of the compositions according to the invention was demonstrated when washing knitted stockings made of 100% elastane fiber.
  • a statement about the washing effect was obtained from a petroleum ether extract determination of the washed goods compared to the raw goods.
  • the washing tests were carried out on two types of elastane fiber that had been treated with different silicone oils.
  • the liquor ratio was 1:10 in all tests. In each case it was washed for 30 minutes at 80 ° C. in an AHIBA Polymat washing machine (10 g / l WAS) and then rinsed twice with water at 80 ° C.
  • a wash of a commercially available, seasoned and silicone oil-containing mixed article made of polyamide / polyurethane (80:20) was 30 minutes at 80 ° C (liquor ratio 1:10; 1 g / l WAS) each with a composition according to the invention, with a nonionic, with a nonionic / anionic and with an anionic detergent.
  • the AHIBA Polymat was washed with approx. 10 g of goods each. After rinsing twice at 80 ° C., the mixture was extracted with petroleum ether and the silicone detachment was determined by means of quantitative 1H-NMR determination of silicone oil in the extract. The unfixed raw material served as reference material.
  • Example 3 Analogously to Example 3, the compositions according to the invention were washed at pH 4-4.5.
  • the wash liquors obtained had the 1) compositions listed below.
  • the specification of the compositions in (g / l) corresponds to current practice in use.
  • the percentage composition can be derived from this information.
  • the pH was adjusted with glacial acetic acid.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Colloid Chemistry (AREA)
  • Fats And Perfumes (AREA)

Claims (10)

  1. Compositions pour éliminer de substrats en textile des agents d'avivage contenant de l'huile de silicone dans un milieu aqueux exempt d'hydrocarbures halogénés, contenant, rapportés à leur poids total,
    (1) à concurrence de 1-99% en poids, un agent tensioactif contenant des groupes cationiques dérivés de l'azote aminique sur le squelette de l'agent tensioactif, choisis parmi le groupe comprenant
    (la) des alkylamino-oxydes tertiaires sous forme protonée (Ia) ou sous forme non protonée (Ib) répondant aux formules
    Figure imgb0020
     respectivement
    Figure imgb0021
     dans lesquelles
    R1   représente un groupe alkyle en C8-C30 (saturé ou insaturé),
    R2, R3   représentent, indépendamment l'un de l'autre, R1, H, un groupe alkyle en C1-C4, un groupe benzyle, (C2H4O-) nH, (C3H6O-) nH, n = 1-20,
    A   représente un groupe CONH-alkylène en C1-C4, x = 0, 1,
    B   représente un groupe NR5-alkylène en C1-C4, un groupe O-alkylène en C1-C4, y = 0, 1, 2, 3, 4,
    R5   représente H, un groupe alkyle en C1-C4, un groupe benzyle, (C2H4O-) nH, (C3H6O-) nH, n =1-5, et
    X⊖   représente un anion d'un acide inorganique ou organique, ou bien
    (1b) des agents tensioactifs amphotères du type de l'ampholyte, de la bétaïne ou de la sulfobétaïne sous forme protonée (IIa) ou non protonée (IIb) répondant aux formules
    Figure imgb0022
     respectivement
    Figure imgb0023
     dans lesquelles
    R1, R2, R3, A, B, X, x et y ont la signification indiquée ci-dessus,
    C représente un groupe alkylène en C1-C4 ou un groupe hydroxyalkylène en C1-C4, et
    D représente le groupe anionique -COO ou -SO3,
    (2) à concurrence de 0-20% en poids, des acides organiques ou inorganiques,
    (3) à concurrence de 0-60% en poids, des agents tensioactifs non ioniques,
    (4) à concurrence de 0-60% en poids, des polymères non ioniques hydrosolubles, et
    (5) à concurrence de 0 à 70% en poids, des solvants organiques, à l'exclusion d'hydrocarbures halogénés,
    dans lesquelles un ou plusieurs des composants (2) à (5) est ou sont différents de 0 et les composants (2) à (5) représentent au moins 1% en poids.
  2. Compositions selon la revendication 1, contenant 3-80% en poids de (1), 1-60% en poids de (3) et/ou 1-60% en poids de (4), 0-20% en poids de (2) et 0-70% en poids de (5).
  3. Compositions selon la revendication 2, contenant 3-80% en poids de (1), 1-60% en poids de (4), 0-20% en poids de (2) et 0-70% en poids de (5).
  4. Compositions selon la revendication 1, contenant 3-77% en poids de (1), 1-60% en poids de (3) et/ou 1-60% en poids de (4), 0-20% en poids de (2) et 3-70% en poids de (5).
  5. Compositions selon la revendication 4, contenant 3-77% en poids de (1), 1-60% en poids de (4), 0-20% en poids de (2) et 3-70% en poids de (5).
  6. Compositions selon la revendication 1, dont la teneur en (2) est de 2-18% en poids.
  7. Dispersions aqueuses des compositions selon la revendication 1, caractérisées par une teneur en eau de 1-99,9% en poids et par une teneur en (5) de 0-70% en poids rapportés au poids total des dispersions.
  8. Dispersions aqueuses selon la revendication 7, sous forme destinée à l'expédition, respectivement sous forme destinée au dosage, caractérisées par une teneur en eau de 3-90% en poids et par une teneur en (5) de 0 à 70% en poids, de préférence par une teneur totale en eau et en (5) de 20-90% en poids, toutes ces teneurs étant rapportées au poids total des dispersions aqueuses.
  9. Compositions selon la revendication 1, caractérisées en ce qu'on met en oeuvre, comme polymère hydrosoluble, de l'alcool polyvinylique.
  10. Utilisation des compositions selon la revendication 1 et de compositions dans lesquelles, à la place des agents tensioactifs des formules (Ia), respectivement (Ib) ou (IIa), respectivement (IIb), on fait appel à des composés d'imidazole protonés (IIIa) ou à leurs sels d'imidazolium quaternaires (IIIb) répondant aux formules
    Figure imgb0024
     dans lesquelles
    R1, B, X et y   ont la signification mentionnée à la revendication 1,
    R2 et R3   représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C1-C4, un groupe benzyle ou un groupe hydroxyalkyle en C1-C4, et
    R6   indépendamment de R1, prend la portée de signification de R1, et des dispersions aqueuses que l'on peut préparer à partir de ces compositions pour éliminer de substrats textiles des agents d'avivage contenant de l'huile de silicone.
EP94110542A 1993-07-19 1994-07-06 Composition pour l'élimination d'agents d'avivage contenant de l'huile silicone Expired - Lifetime EP0636737B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4324152 1993-07-19
DE4324152A DE4324152A1 (de) 1993-07-19 1993-07-19 Zusammensetzungen zur Entfernung von Silikonöl enthaltenden Avivagen, daraus hergestellte wäßrige Dispersionen und deren Verwendung

Publications (2)

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EP0636737A1 EP0636737A1 (fr) 1995-02-01
EP0636737B1 true EP0636737B1 (fr) 1997-10-29

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EP94110542A Expired - Lifetime EP0636737B1 (fr) 1993-07-19 1994-07-06 Composition pour l'élimination d'agents d'avivage contenant de l'huile silicone

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US (1) US5728179A (fr)
EP (1) EP0636737B1 (fr)
JP (1) JP3075925B2 (fr)
KR (1) KR950003554A (fr)
CN (2) CN1075140C (fr)
AT (1) ATE159776T1 (fr)
BR (1) BR9402850A (fr)
CA (1) CA2128159A1 (fr)
CZ (1) CZ285892B6 (fr)
DE (2) DE4324152A1 (fr)
DK (1) DK0636737T3 (fr)
ES (1) ES2108343T3 (fr)
PL (1) PL178204B1 (fr)
TW (1) TW282502B (fr)
ZA (1) ZA945231B (fr)

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DE59610256D1 (de) * 1995-05-18 2003-04-30 Ciba Sc Holding Ag Die Verwendung von Hilfsmittelzubereitungen beim Färben von Wolle
DE69719422T2 (de) * 1996-07-24 2003-10-02 Sunstar Inc Waschmittelzusammensetzungen
FR2755448B1 (fr) * 1996-11-07 1999-01-29 G Fargamel Sa Procede de traitement prealable d'estropes souples textiles a usage en environnement nucleaire
DE10022419A1 (de) * 2000-05-09 2001-11-22 Henkel Ecolab Gmbh & Co Ohg Silikon-Entferner
US6989360B2 (en) 2001-07-11 2006-01-24 Clariant Finance (Bvi) Limited Textile fiber degreasing agents, their production and their use
US6818608B2 (en) * 2002-02-01 2004-11-16 John C. Moore Cured polymers dissolving compositions
JP6006030B2 (ja) * 2012-07-31 2016-10-12 株式会社レグルス シリコーン塗布繊維からシリコーン系の表面処理剤を除去する方法、該方法に好適な剥離剤
JP6082545B2 (ja) * 2012-08-17 2017-02-15 松本油脂製薬株式会社 精練剤組成物、精練繊維の製造方法及び繊維の精練方法
CN104031757A (zh) * 2014-06-19 2014-09-10 宁波市川宁环保科技有限公司 一种清洗剂组合物及应用
US10596367B2 (en) 2016-01-13 2020-03-24 Setpoint Medical Corporation Systems and methods for establishing a nerve block
EP3417043B1 (fr) 2016-02-18 2024-01-10 Ecolab Usa Inc. Application de solvant dans le lavage de bouteilles à l'aide de préparations à base d'amidine
CN112458769A (zh) * 2020-11-16 2021-03-09 五邑大学 一种纯棉染色面料复染剂及其制备方法

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AU416365B2 (en) * 1966-04-04 1971-08-23 Emery Industries, Inc Drycleaning method and detergents therefor
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JPS516688B2 (fr) * 1973-10-17 1976-03-01
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JPS54108812A (en) * 1978-02-15 1979-08-25 Kao Corp Detergent composition for dry cleaning
DE3515077C1 (de) * 1985-04-26 1986-06-19 Hansa Textilchemie GmbH, 2806 Oyten Verfahren zum Entfernen von auf Fasern,Garnen oder flaechigen textilen Materialien befindlichen Siliconen
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GB8804818D0 (en) * 1988-03-01 1988-03-30 Unilever Plc Fabric softening composition

Also Published As

Publication number Publication date
PL178204B1 (pl) 2000-03-31
EP0636737A1 (fr) 1995-02-01
ES2108343T3 (es) 1997-12-16
CZ172994A3 (en) 1995-02-15
PL304351A1 (en) 1995-01-23
ATE159776T1 (de) 1997-11-15
CA2128159A1 (fr) 1995-01-20
JP3075925B2 (ja) 2000-08-14
DK0636737T3 (da) 1998-07-20
JPH0754264A (ja) 1995-02-28
CN1075140C (zh) 2001-11-21
CN1108326A (zh) 1995-09-13
DE59404456D1 (de) 1997-12-04
TW282502B (fr) 1996-08-01
CZ285892B6 (cs) 1999-11-17
ZA945231B (en) 1995-02-27
BR9402850A (pt) 1995-04-04
CN1344789A (zh) 2002-04-17
US5728179A (en) 1998-03-17
DE4324152A1 (de) 1995-01-26
KR950003554A (ko) 1995-02-17

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