EP0881325B1 - Siliconweichmacher für Jeans - Google Patents
Siliconweichmacher für Jeans Download PDFInfo
- Publication number
- EP0881325B1 EP0881325B1 EP98109267A EP98109267A EP0881325B1 EP 0881325 B1 EP0881325 B1 EP 0881325B1 EP 98109267 A EP98109267 A EP 98109267A EP 98109267 A EP98109267 A EP 98109267A EP 0881325 B1 EP0881325 B1 EP 0881325B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radicals
- plasticizer
- radical
- organopolysiloxane
- silicone
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5264—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds
- D06P1/5292—Macromolecular compounds obtained otherwise than by reactions involving only unsaturated carbon-to-carbon bonds containing Si-atoms
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/46—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing natural macromolecular substances or derivatives thereof
- D06P1/48—Derivatives of carbohydrates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/02—After-treatment
- D06P5/04—After-treatment with organic compounds
- D06P5/08—After-treatment with organic compounds macromolecular
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/22—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using vat dyestuffs including indigo
- D06P1/228—Indigo
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2311—Coating or impregnation is a lubricant or a surface friction reducing agent other than specified as improving the "hand" of the fabric or increasing the softness thereof
- Y10T442/2328—Organosilicon containing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T442/00—Fabric [woven, knitted, or nonwoven textile or cloth, etc.]
- Y10T442/20—Coated or impregnated woven, knit, or nonwoven fabric which is not [a] associated with another preformed layer or fiber layer or, [b] with respect to woven and knit, characterized, respectively, by a particular or differential weave or knit, wherein the coating or impregnation is neither a foamed material nor a free metal or alloy layer
- Y10T442/2352—Coating or impregnation functions to soften the feel of or improve the "hand" of the fabric
Definitions
- the invention relates to tissue dyed with indigo. method for the treatment of a fabric stained with indigo.
- Tissue dyed with indigo is mostly the so-called denim fabric, which is a coarse Cotton fabrics are mainly used to manufacture the so-called blue jeans, i.e. around jeans and other items of clothing based on denim fabrics, e.g. Shirts, Jackets, skirts etc., is used. These clothes are made according to special and characteristic of this type of clothing Process manufactured.
- T-shirts can also be the undyed, ready-made garment subsequently colored according to need.
- Classic jeans are predominantly made of cotton and dyed blue. There are denim articles in a wide variety of colors, but the classic jeans are blue. "Blue Jeans” is a linguistically firmly anchored generic term. Traditionally, the coloring of the jeans must be done with indigo. Indigo is a natural dye, but today it is mainly manufactured synthetically.
- the invention relates to indigo-dyed fabric, which thereby is characterized in that it is at least one organopolysiloxane and contains at least one alkyl polyglycoside.
- Indigo-dyed fabric is basically any form of fabric, but preferably cotton fabric dyed with indigo, Linen fabrics, viscose fabrics, fabrics made of synthetic fibers, whereby Cotton fabrics preferred and denim fabrics particularly preferred is.
- the organopolysiloxanes are preferably Organopolysiloxanes (a), which polar groups on Si-C-bonded Have hydrocarbon radicals, such as preferably amino, Ammonium, epoxy, hydroxy, amido, mercapto, carboxy and / or sulfonic acid groups, their salts or esters.
- hydrocarbon radicals such as preferably amino, Ammonium, epoxy, hydroxy, amido, mercapto, carboxy and / or sulfonic acid groups, their salts or esters.
- optionally substituted hydrocarbyloxy R are preferably a directly bonded to a silicon atom of oxygen atom-bonded substituted or unsubstituted hydrocarbon radicals R according to the examples above-mentioned, in particular alkoxy groups having 1 to 18 carbon atoms and phenoxy radicals, especially the methoxy, ethoxy, n-propoxy , iso-propoxy and phenoxy.
- Preferably at most 5% of the radicals R are optionally substituted hydrocarbonoxy radicals.
- Examples of the divalent C 1 to C 18 hydrocarbon radicals R 1 are preferably saturated straight-chain or branched-chain or cyclic alkylene radicals such as the methylene and ethylene radical and propylene, butylene, pentylene, hexylene, 2-methylpropylene, cyclohexylene and and octadecylene radicals or unsaturated alkylene or arylene radicals, such as the hexenylene radical and phenylene radicals, the n-propylene radical and the 2-methylpropylene radical being particularly preferred.
- saturated straight-chain or branched-chain or cyclic alkylene radicals such as the methylene and ethylene radical and propylene, butylene, pentylene, hexylene, 2-methylpropylene, cyclohexylene and and octadecylene radicals or unsaturated alkylene or arylene radicals, such as the hexenylene radical and phenylene radicals
- hydrocarbon radicals R 2 are preferably the examples given for R.
- halogen-substituted hydrocarbon radicals R 2 are haloalkyl radicals, such as the 3,3,3-trifluoro-n-propyl radical, the 2,2,2,2 ', 2', 2'-hexafluoroisopropyl radical, the heptafluoroisopropyl radical, and haloaryl radicals, such as the above -, m- and p-chlorophenyl.
- Examples of mineral acids that deal with the above amino functional hydrocarbon residues to the corresponding have ammonium-functional residues implemented preferably salt, perchlor, sulfur, sulfurous, saltpetre, nitrous, hydrofluoric, phosphoric, diphosphoric and polyphosphoric acids.
- suitable carboxylic acids are preferred Formic, acetic, propionic, butanoic, citric, Trichloro, dichloro and chloroacetic acid, trifluoroacetic acid, Cyanoacetic acid, phenylacetic acid, benzoic acid, m- and p-nitrobenzoic acid, Oxalic acid, malonic acid and lactic acid.
- Especially the ammonium functional groups obtainable with acetic acid are preferred Hydrocarbon residues.
- amido-functional radicals are preferably the ⁇ -acetamidopropyl radical, partially or fully acetylated ⁇ -aminoethyl- ⁇ -aminopropyl residues.
- epoxy-functional radicals R ' are radicals of the general formulas (III) and (IV) where A is an alkyl, alkoxyalkyl, aryl or alkaryl radical.
- the preferred epoxy numbers of the epoxy functional organopolysiloxanes (a) are 0.5 - 0.001 (equiv./100 g), in particular at 0.2 - 0.01 (equiv./100 g).
- the epoxy number of one epoxy functional organopolysiloxane gives the number of equivalents of epoxy, namely the number of moles of epoxy groups, which is contained in 100 grams of organopolysiloxane (a).
- radicals R ' are particularly preferred as the carboxy-functional radicals - (CH 2 ) 10 -COOH, -CH 2 CH (CH 3 ) -COOH and - (CH 2 ) 2 -S-CH 2 -COOH.
- the preferred acid numbers of the carboxy-functional organopolysiloxanes (a) are 1-100 (mg KOH / g), preferably 5-50 and especially 10-30.
- the acid number of a carboxy functional Organopolysiloxane (a) indicates the number Milligrams of potassium hydroxide, which is necessary to get the free Neutralize acids in one gram of carboxy functional Organopolysiloxane (a) are included.
- the radicals R are preferably methyl, ethyl, phenyl, methoxy and / or vinyl radicals. Because of the easier accessibility, preferably 50% of the R radicals, in particular at least 80% of the R radicals, are methyl radicals.
- the organopolysiloxane (mixture) used in emulsions is preferably liquid.
- Process used organopolysiloxanes preferably Viscosities from 100 mPa * s to 1,000,000 mPa * s, respectively measured at 25 ° C.
- an amino-functional organopolysiloxane is used to prepare the ammonium-functional organopolysiloxane (a) which is preferably used in the emulsions according to the invention, it is preferred that it has an amine number from 0.1 to 3.0, in particular from 0.2 to 0.9.
- the amine number of an amino-functional substance is determined as the consumption in cm 3 of 1N hydrochloric acid when titrating 1 g of the amino-functional substance.
- Alkyl polyglycosides with a saturated content are particularly preferred Alkyl radical with an average of 8 to 14 carbon atoms and one average degree of glycosidation n between 1.1 and 3.
- the emulsions used according to the invention have a higher one Stability to foreign electrolytes, such as magnesium and sodium salts, on as corresponding emulsions in which alkyl polyglycol ethers can be used as emulsifiers.
- the emulsions used according to the invention contain relatively small amounts of emulsifiers, in particular 5 to 100 parts by weight of alkyl polyglycosides (b) per 100 parts by weight organopolysiloxanes containing polar groups (a).
- the emulsions used according to the invention have a discontinuous Oil phase which the contains organopolysiloxanes (a) containing polar groups, and a continuous water phase.
- the proportions of the organopolysiloxane (a) and the continuous Water phase can be varied in a wide range, depending on which fixed content in the used according to the invention Emulsions and microemulsions is sought.
- the proportion of organopolysiloxane (a) is between 20 and 70 percent by weight, but especially between 40 and 60 percent by weight of the total weight of the emulsion.
- the emulsions used according to the invention preferably have an average particle size of at most 1 ⁇ m, in particular of at most 300 nm.
- the used according to the invention Microemulsions preferably have an average particle size of at most 150 nm, in particular of at most 20 nm, on.
- the term "emulsions” also includes microemulsions throughout the text.
- the term "microemulsions” only refers on emulsions with an average particle size of at most 150 nm, which are transparent to optically clear. Microemulsions of organopolysiloxanes with alkyl polyglycosides as emulsifiers are not prescribed.
- Examples of particularly suitable cosurfactants are preferred 1-butanol, 2-butanol, 2-methyl-2-propanol, 1-pentanol, 2-pentanol, 3-pentanol, 1-hexanol, 2-hexanol, 3-hexanol, 1-heptanol, 2-heptanol, 3-heptanol, 4-heptanol, 1-octanol, 2-octanol, 3-octanol and 4-octanol; Diethylene glycol monomethyl, ethyl and butyl ether; Diethylene glycol dimethyl and ethyl ether; 1-aminobutane, 2-aminobutane, 2-amino-2-methyl-propane, 1-aminopentane, 2-aminopentane, 1-aminohexane, 1-aminoheptane and 1-aminooctane; Ethyl, propyl, Isopropyl
- 1-Pentanol and 1-hexanol are particularly preferred as cosurfactants and 1-octanol, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether and butyl acetate.
- Emulsions still contain additives. They are special Bactericide, Fungicide, Algicide, Microbicide, fragrances, Corrosion inhibitors, dyes, pigments, thickeners and fillers.
- the used according to the invention Emulsions preferably contain additives in amounts of 0 up to 1 percent by weight, in particular from 0 to 0.2 percent by weight, each based on the total weight of the finished Emulsion.
- Emulsion can be used in any order of emulsifying devices or by stirring together without being charged high shear forces occur. However, it is preferred that first a homogeneous mixture of organopolysiloxane (a), Alkyl polyglycosides (b) and water produced and in this Mix the cosurfactants and additives, if used, be stirred in without applying high shear forces.
- the one exercised on the respective components or mixtures Pressure is preferably that which may be due to the action of Mixing elements increased (atmospheric) pressure; the corresponding the prevailing temperature is preferably the one where appropriate increased by the action of the mixing elements (Room) temperature.
- ammonium-functional organopolysiloxane (a) can be made by adding mineral acids or carboxylic acids to corresponding amino-functional organopolysiloxanes. This addition of acid to the organopolysiloxane (a) can be done before the organopolysiloxane (a) is used becomes.
- the emulsions used according to the invention are particularly suitable preferred amino and / or ammonium functional organopolysiloxanes (a) the ammonium functional residues however in situ when mixing organopolysiloxane (a), alkyl polyglycosides (b) and water by adding those described above Mineral and / or carboxylic acids, especially acetic acid, generated.
- the emulsions used according to the invention can in principle be made in any turbulent mixer, too has previously been used to prepare emulsions.
- mixers that can be used are stirrers such as blades, bars, Anchor, grid, screw, propeller, disc, impeller, Turbine, planetary stirrers, single and twin screw mixers, Mixing turbines, colloid mills, ultrasonic mixers, in-line mixers, Pumps, homogenizers, such as high pressure, turbine and circulation homogenizers.
- the fabric samples were padded with aqueous emulsions or solutions of the test substances, in the case of silicone oils with Solutions in white spirit, so applied that approx. 1.0% Active substance was applied to tissue weight. Finally was dried at 150 ° C for 5 minutes.
- Samples 7 x 5 cm were sewn together and gassed in a glass tube.
- the concentration of ozone / NO x was approx. 200 mg / h, the flow rate 2.0 l / h.
- the oxidizing agent was generated by electrical discharge in air from an ozone generator so that 0 3 was present in addition to NO x .
- the exposure time was 60 minutes at room temperature. The samples were then rinsed and dried.
- the samples are sewn together into a strip with a Weight (approx. 30 g) weighed down.
- the loss caused by plasticizers according to the invention % of color strength is therefore considerably less than when used conventional silicone emulsions (Example 1) and in same order of magnitude as when using e.g. B. polyethylene emulsions.
- the soft grip caused by aminosilicones is the one obtainable with polyethylene, like any textile specialist common, far superior.
- the activator is a long-known promotional product the pull-out capacity of plasticizer emulsions.
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19722680A DE19722680A1 (de) | 1997-05-30 | 1997-05-30 | Siliconweichmacher für Jeans |
DE19722680 | 1997-05-30 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0881325A1 EP0881325A1 (de) | 1998-12-02 |
EP0881325B1 true EP0881325B1 (de) | 1999-09-29 |
Family
ID=7830941
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98109267A Expired - Lifetime EP0881325B1 (de) | 1997-05-30 | 1998-05-22 | Siliconweichmacher für Jeans |
Country Status (6)
Country | Link |
---|---|
US (1) | US6042615A (pt) |
EP (1) | EP0881325B1 (pt) |
JP (1) | JP2868763B2 (pt) |
BR (1) | BR9801560A (pt) |
DE (2) | DE19722680A1 (pt) |
ES (1) | ES2139467T3 (pt) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19915439A1 (de) * | 1999-04-07 | 2000-10-12 | Cognis Deutschland Gmbh | Verfahren zur Stabilisierung von gefärbtem Textilgut gegen Vergilben |
DE10005855A1 (de) * | 2000-02-10 | 2001-08-23 | Wacker Chemie Gmbh | Flächengebilde aus Polyester |
DE10034831A1 (de) * | 2000-07-18 | 2002-01-31 | Ciba Sc Pfersee Gmbh | Gemische von Polysiloxanemulsionen |
DE10040631A1 (de) * | 2000-08-16 | 2002-03-07 | Wolfram Koch | Vergilbungshemmer für Blue Denim Textilien |
US6632385B2 (en) | 2001-03-23 | 2003-10-14 | First Quality Nonwovens, Inc. | Condrapable hydrophobic nonwoven web and method of making same |
WO2007070079A1 (en) * | 2005-12-16 | 2007-06-21 | Southern Mills, Inc. | Protective garments that provide thermal protection |
JP6502472B2 (ja) * | 2014-08-27 | 2019-04-17 | ザ プロクター アンド ギャンブル カンパニー | 洗剤組成物の調製方法 |
CN110698691A (zh) * | 2019-11-06 | 2020-01-17 | 常州市宁河新材料科技有限公司 | 一种疏水型氨基硅油乳液的制作方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5114426A (en) * | 1988-12-28 | 1992-05-19 | Atochem North America, Inc. | Chemical stonewash methods for treating fabrics |
DE3925846A1 (de) * | 1989-08-04 | 1991-02-14 | Huels Chemische Werke Ag | Emulgatoren zur herstellung von lagerstabilen, waessrigen polysiloxan- bzw. polysiloxan-paraffinoel-emulsionen |
DE4131551A1 (de) * | 1991-09-21 | 1993-03-25 | Pfersee Chem Fab | Waessrige dispersionen von stickstoffhaltigen polysiloxanen |
US5254269A (en) * | 1991-11-26 | 1993-10-19 | Lever Brothers Company, Division Of Conopco, Inc. | Fabric conditioning composition containing an emulsified silicone mixture |
DE4306796A1 (de) * | 1993-03-04 | 1994-09-08 | Wacker Chemie Gmbh | Emulsionen polare Gruppen enthaltender Organopolysiloxane mit Alkylpolyglykosiden als Emulgatoren |
US5480567A (en) * | 1994-01-14 | 1996-01-02 | Lever Brothers Company, Division Of Conopco, Inc. | Surfactant mixtures for fabric conditioning compositions |
DE19603401A1 (de) * | 1996-01-31 | 1997-08-07 | Basf Ag | Verfahren zur Stabilisierung von konfektioniertem Textilgut, das mit verküpbaren Farbstoffen gefärbt ist, gegen Vergilbung |
-
1997
- 1997-05-30 DE DE19722680A patent/DE19722680A1/de not_active Withdrawn
-
1998
- 1998-05-22 ES ES98109267T patent/ES2139467T3/es not_active Expired - Lifetime
- 1998-05-22 DE DE59800032T patent/DE59800032D1/de not_active Expired - Fee Related
- 1998-05-22 EP EP98109267A patent/EP0881325B1/de not_active Expired - Lifetime
- 1998-05-27 US US09/085,744 patent/US6042615A/en not_active Expired - Fee Related
- 1998-05-28 JP JP10147251A patent/JP2868763B2/ja not_active Expired - Fee Related
- 1998-05-29 BR BR9801560-5A patent/BR9801560A/pt not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
DE19722680A1 (de) | 1998-12-03 |
BR9801560A (pt) | 1999-12-14 |
EP0881325A1 (de) | 1998-12-02 |
JPH10331074A (ja) | 1998-12-15 |
US6042615A (en) | 2000-03-28 |
JP2868763B2 (ja) | 1999-03-10 |
DE59800032D1 (de) | 1999-11-04 |
ES2139467T3 (es) | 2000-02-01 |
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