EP1076088A1 - Verfahren zum Reinigen von Textilien - Google Patents

Verfahren zum Reinigen von Textilien Download PDF

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Publication number
EP1076088A1
EP1076088A1 EP99119749A EP99119749A EP1076088A1 EP 1076088 A1 EP1076088 A1 EP 1076088A1 EP 99119749 A EP99119749 A EP 99119749A EP 99119749 A EP99119749 A EP 99119749A EP 1076088 A1 EP1076088 A1 EP 1076088A1
Authority
EP
European Patent Office
Prior art keywords
textiles
cationic surfactant
composition
molecular weight
low molecular
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.)
Granted
Application number
EP99119749A
Other languages
English (en)
French (fr)
Other versions
EP1076088B1 (de
Inventor
Wang Ping Mei
Peter S. Wu
Samuel N. Chiang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dow Corning Taiwan Inc
Original Assignee
Dow Corning Taiwan Inc
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.)
Filing date
Publication date
Application filed by Dow Corning Taiwan Inc filed Critical Dow Corning Taiwan Inc
Publication of EP1076088A1 publication Critical patent/EP1076088A1/de
Application granted granted Critical
Publication of EP1076088B1 publication Critical patent/EP1076088B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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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
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/044Hydroxides or bases
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06LDRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L1/00Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods
    • D06L1/02Dry-cleaning or washing fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods using organic solvents
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • 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
    • C11D3/02Inorganic compounds ; Elemental compounds
    • C11D3/04Water-soluble compounds
    • C11D3/10Carbonates ; Bicarbonates
    • 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
    • C11D3/162Organic compounds containing Si
    • 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
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds

Definitions

  • the present invention relates to a process for cleaning textiles, especially for removal of any oily and /or greasy stains from textiles and for removal of silicones retained on textiles.
  • any oily/greasy stains have been removed from textiles by various manners for cleaning purposes.
  • silicone fluids have been used as textile treating agents to impart smoothness, softness, and the like.
  • the presence of such silicone treating agents on textiles adversely affects re-dying of the textiles, so they must be removed before re-dying. Therefore, a product referred to as a "stripping agent", produced by the combination of cationic surfactants, is commercially available but is not entirely satisfactory, especially for aminosilicone textile treating agents.
  • a low molecular weight siloxane known as "volatile siloxane” has been used for cleaning a substrate including textile. It is often used in combination with a surfactant. These are disclosed in the following patents which are incorporated herein by reference. The cyclic siloxanes employed in these prior art patents do not work in the present invention.
  • US 4,654,041 discloses a process for removing silicone from fibers, yarns or two-dimensional textile materials by the action of aqueous preparations, which may contain surfactive equilibration catalyst for organosiloxanes, and optionally detergents, wetting agents and alkali carbonates.
  • US 4,685,930 discloses a method for cleaning textiles which comprises applying a liquid composition consisting essentially of a cyclic siloxane and surfactant such as anionic, non-ionic, zwitterionic or ampholytic surfactant to a textile soiled with oil, grease or sebum, and removing from the textile a combination comprising cyclic siloxane and oil, grease or sebum.
  • a liquid composition consisting essentially of a cyclic siloxane and surfactant such as anionic, non-ionic, zwitterionic or ampholytic surfactant
  • DE 3739711A1 discloses a cleaning agent comprising cyclosiloxane and an anionic, cationic and/or ionic surfactant, which is used for cleaning fabrics.
  • the present invention relates to a process for cleaning textiles, which comprises applying a composition comprising a low molecular weight linear siloxane represented by the formula: CH 3 (( CH 3 ) 2 SiO ) n Si ( CH 3 ) 2 CH 3 wherein n is an integer from 1 to 7, and a cationic surfactant to stained textiles in the presence of an inorganic base compound and heating the textiles at a temperature below which the textiles are deteriorated.
  • a composition comprising a low molecular weight linear siloxane represented by the formula: CH 3 (( CH 3 ) 2 SiO ) n Si ( CH 3 ) 2 CH 3 wherein n is an integer from 1 to 7, and a cationic surfactant to stained textiles in the presence of an inorganic base compound and heating the textiles at a temperature below which the textiles are deteriorated.
  • the method of the present invention can remove any oily and/or greasy stains from textiles and silicones retained on textiles.
  • the process of the present invention for cleaning textiles comprises applying a composition comprising a low molecular weight linear siloxane represented by the formula: CH 3 (( CH 3 ) 2 SiO ) n Si ( CH 3 ) 2 CH 3 wherein n is an integer from 1 to 7, and a cationic surfactant to stained textiles and heating the textiles in the presence of an inorganic base compound at a temperature below which the textiles are deteriorated.
  • a composition comprising a low molecular weight linear siloxane represented by the formula: CH 3 (( CH 3 ) 2 SiO ) n Si ( CH 3 ) 2 CH 3 wherein n is an integer from 1 to 7, and a cationic surfactant to stained textiles and heating the textiles in the presence of an inorganic base compound at a temperature below which the textiles are deteriorated.
  • the low molecular weight linear siloxanes of the present invention represented by the formula CH 3 (( CH 3 ) 2 SiO ) n Si ( CH 3 ) 2 CH 3 wherein n is an integer from 1 to 7, are well known in the art.
  • the siloxanes suitable for the invention should have viscosity less than about 5cs.
  • the siloxanes having more than about 5 cs. cannot be employed in the present invention.
  • Preferred siloxanes include dimers, trimers and tetramers. As shown in the comparative example, a cyclic siloxane cannot be used in this invention.
  • the silicone stains would become swelled after absorbing the siloxanes of this invention and easier to be cut into small fragments by strong bases carried by the cationic surfactants, and the fragments can be dissolved in the siloxane fluid.
  • the low molecular weight siloxane When the low molecular weight siloxane is applied together with a cationic surfactant and a base, it can promote the "cutting" efficiency because it can behave as a solvent to swell silicone and allow hydroxy ion to penetrate into the inner part of an oil spot more easily.
  • the cationic surfactant employed in the present invention can be a quaternary ammonium salt.
  • it can be selected from the group consisting of trialkylmethylammonium salts, dialkyldimethylammonium salts and mixtures thereof.
  • the quaternary ammonium salts wherein the alkyl radical contains from 8 or less to 16 or more carbon atoms and the salt is chloride or bromide, are commercially available. Trilaurylmethyl ammonium chloride and didecyldimethylammonium chloride are most preferable. These ammonium salts are used individually or as mixtures thereof or in combination with other ammonium salts such as alkylbenzyldimethylammonium salts.
  • Cationic surfactants alone can neutralize the negative charges on fabric surfaces and enable strong bases closing to and reacting with silicone oil spots (cutting polysiloxanes into small fragments) to remove them from fabric surfaces.
  • the base is a real silicone stripper and the cationic surfactant is an auxiliary which helps the base penetrate more easily.
  • the base compounds suitable for the present invention depend on the materials of textiles.
  • Preferred inorganic base compounds of the present invention are NaOH, KOH, Na 2 CO 3 , NaHCO 3 and the like.
  • NaOH is good for cotton fabrics but not for wools.
  • Na 2 CO 3 or NaHCO 3 is preferred for wools.
  • composition of the present invention can further comprise other ingredients.
  • a non-ionic surfactant may be added to the composition, which is used to stabilize the composition of the present invention. Since the composition is generally added to an aqueous system, it is preferably used in form of an emulsion. Persons skilled in the art know that any non-ionic surfactant is useful to meet this requirement.
  • biocides can be used as preservatives for emulsions.
  • the proportions of the components are not critical to the composition of the present invention. However, generally, the ratio of the low molecular weight linear siloxane to the cationic surfactant is in the range of from about 1:25 to 25:1. The ratio of the sum of the low molecular weight linear siloxane plus the cationic surfactant to the base compound (on the basis of effective ingredient) is in the range of from about 16:1 to 16:20.
  • the order of addition of the components is not critical. It is preferred to previously produce a cleaning composition comprising the low molecular weight linear siloxane and cationic surfactants in the form of an aqueous emulsion, and add the cleaning composition and the inorganic base to a cleaning bath where water and a stained textile are loaded in, and then heat the cleaning bath at a temperature above the room temperature.
  • the upper limit of the temperature may be the temperature under which the textile can be exposed without thermal deterioration.
  • the temperature varies depending on the length of heating time. For example, the temperature is preferably from about 80 to 100 degrees C, and the time is preferably from about 30 minutes to 3 hours. The lower temperature can be used, but more time will be needed.
  • the textile may be neutralized with a weak acid such as acetic acid.
  • silicone softener polydimethylmethyl(aminoethylamino-isobutyl)siloxane with viscosity of 1,500 cs.
  • a cleaning vessel 80 grams of water was loaded first. Then the stained textile, the cleaning composition and 0.2 grams of 50% NaOH were loaded, and stirred for 60 minutes at a temperature of 90 degrees C. The cleaning solution was drained off, the textile was rinsed with water, and 0.093 grams of 60% acetic acid was added to neutralize the textile. The textile was again rinsed with water and dried at a temperature of 180 degrees C. for two minutes.
  • a cleaning composition in the form of an emulsion was prepared by mixing the cationic surfactants (Cationic Surfactant (a) 0.018 grams; Cationic Surfactant (b) 0.009 grams; Cationic Surfactant (c) 0.030 grams) and the non-ionic surfactants (Non-ionic Surfactant (1) 0.003 grams; Non-ionic Surfactant (2) 0.093 grams; Non-ionic Surfactant (3) 0.001 gram) with 0.072 grams of water and 0.035 grams of miscellaneous organic solvent and then adding the low molecular weight siloxane (Siloxane (2) 0.039 grams) to the composition under stirring.
  • silicone softener polydimethylmethyl (aminoethylamino-isobutyl)siloxane with viscosity of 1,500 cs.
  • the dried textile was observed to find complete removal of the silicone softener by dropping water, and no difference between the fresh dyed textile and the redyed textile after removal of the silicone softener.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Textile Engineering (AREA)
  • Detergent Compositions (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP99119749A 1999-08-07 1999-10-06 Verfahren zum Reinigen von Textilien Expired - Lifetime EP1076088B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR1019990032449A KR20010017103A (ko) 1999-08-07 1999-08-07 직물의 세탁방법
KR9932449 1999-08-07

Publications (2)

Publication Number Publication Date
EP1076088A1 true EP1076088A1 (de) 2001-02-14
EP1076088B1 EP1076088B1 (de) 2004-05-26

Family

ID=19606494

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99119749A Expired - Lifetime EP1076088B1 (de) 1999-08-07 1999-10-06 Verfahren zum Reinigen von Textilien

Country Status (2)

Country Link
EP (1) EP1076088B1 (de)
KR (1) KR20010017103A (de)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003087286A1 (en) * 2002-04-16 2003-10-23 Unilever Plc Fabric treatment composition
GB2453038B (en) * 2007-09-17 2011-03-09 Byotrol Plc Formulations comprising an anti-microbial composition
US8178484B2 (en) 2007-07-17 2012-05-15 Byotrol Plc Anti-microbial composition comprising a siloxane and anti-microbial compound mixture

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2710843A (en) * 1949-09-14 1955-06-14 Dow Corning Method of removing a siloxane resinous coating from a tin surface
US4654041A (en) * 1985-04-26 1987-03-31 Hansa Textilchemie Gmbh Process for the removal of silicones from fibers, yarns or two-dimensional textile materials
US4685930A (en) * 1984-11-13 1987-08-11 Dow Corning Corporation Method for cleaning textiles with cyclic siloxanes
EP0458969A1 (de) * 1989-10-26 1991-12-04 Kabushiki Kaisha Toshiba Reinigungsmittel
DE19948186A1 (de) * 1998-10-07 2000-07-13 Dow Corning Taiwan Ltd Verfahren zum Reinigen von Textilien

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1549180A (en) * 1975-07-16 1979-08-01 Procter & Gamble Textile treating compositions
JP2709729B2 (ja) * 1988-11-04 1998-02-04 東レ・ダウコーニング・シリコーン株式会社 繊維糸状物用ストレート油剤組成物
JP3907313B2 (ja) * 1998-04-27 2007-04-18 竹本油脂株式会社 仮撚工程に供する合成繊維用の処理剤及び合成繊維の処理方法

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2710843A (en) * 1949-09-14 1955-06-14 Dow Corning Method of removing a siloxane resinous coating from a tin surface
US4685930A (en) * 1984-11-13 1987-08-11 Dow Corning Corporation Method for cleaning textiles with cyclic siloxanes
US4654041A (en) * 1985-04-26 1987-03-31 Hansa Textilchemie Gmbh Process for the removal of silicones from fibers, yarns or two-dimensional textile materials
EP0458969A1 (de) * 1989-10-26 1991-12-04 Kabushiki Kaisha Toshiba Reinigungsmittel
DE19948186A1 (de) * 1998-10-07 2000-07-13 Dow Corning Taiwan Ltd Verfahren zum Reinigen von Textilien

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2003087286A1 (en) * 2002-04-16 2003-10-23 Unilever Plc Fabric treatment composition
US6916780B2 (en) 2002-04-16 2005-07-12 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Fabric treatment composition
JP2005522593A (ja) * 2002-04-16 2005-07-28 ユニリーバー・ナームローゼ・ベンノートシヤープ 織物トリートメント組成物
JP4744806B2 (ja) * 2002-04-16 2011-08-10 ユニリーバー・ナームローゼ・ベンノートシヤープ 織物トリートメント組成物
US8178484B2 (en) 2007-07-17 2012-05-15 Byotrol Plc Anti-microbial composition comprising a siloxane and anti-microbial compound mixture
US8575085B2 (en) 2007-07-17 2013-11-05 Byotrol Plc Anti-microbial composition comprising a quaternary ammonium biocide and organopolysiloxane mixture
GB2453038B (en) * 2007-09-17 2011-03-09 Byotrol Plc Formulations comprising an anti-microbial composition
US8003593B2 (en) 2007-09-17 2011-08-23 Byotrol Plc Formulations comprising an anti-microbial composition
US8598106B2 (en) 2007-09-17 2013-12-03 Byotrol Plc Anti-microbial composition exhibiting residual anti-microbial properties on a surface

Also Published As

Publication number Publication date
KR20010017103A (ko) 2001-03-05
EP1076088B1 (de) 2004-05-26

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