US2588365A - Method of rendering fabrics waterrepellent and product resulting therefrom - Google Patents

Method of rendering fabrics waterrepellent and product resulting therefrom Download PDF

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Publication number
US2588365A
US2588365A US126690A US12669049A US2588365A US 2588365 A US2588365 A US 2588365A US 126690 A US126690 A US 126690A US 12669049 A US12669049 A US 12669049A US 2588365 A US2588365 A US 2588365A
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United States
Prior art keywords
fabrics
mixture
parts
fabric
water
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Expired - Lifetime
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US126690A
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English (en)
Inventor
Firth L Dennett
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Dow Silicones Corp
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Dow Corning Corp
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Publication date
Priority to BE498183D priority Critical patent/BE498183A/xx
Application filed by Dow Corning Corp filed Critical Dow Corning Corp
Priority to US126690A priority patent/US2588365A/en
Priority to GB21987/50A priority patent/GB680265A/en
Priority to FR1025150D priority patent/FR1025150A/fr
Priority to DED6426A priority patent/DE925225C/de
Application granted granted Critical
Publication of US2588365A publication Critical patent/US2588365A/en
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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
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/01—Silicones
    • 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
    • Y10T442/2164—Coating or impregnation specified as water repellent
    • Y10T442/218—Organosilicon containing

Definitions

  • This invention relates to a method of rendering fabrics water-repellent.
  • Siloxanes for treating fabrics to renderthem water-repellent have heretofore been known. Mark-off is a serious problem in connection with the heretofore known compositions. Marl:- off is the appearance of lines when the treated fabric is folded or otherwise wrinkled. Mark-01f appears especially in such fabrics as nylon, orlon and rayon of either viscose or acetate type. Heretofore, when the treated fabric was laundered or dry cleaned, a considerable amount of the objectional mark-off was noted.
  • fabrics are rendered water-repellent by wetting the fabrics with a mixture of two organosiloxane polymers.
  • the fabrics so wetted are then heated at a temperature ranging from 100 to 475 F. for a period of from seconds to 1 hour.
  • the fabrics which may be treated in accord with the method of the present invention include fabrics of natural materials such as cotton, linen, silk or wool and fabrics. of artificial material such as nylon, orlon and rayon of either viscose or acetate type.
  • One of the siloxane polymers used in the above stated mixture is a methylhydrogenpolysiloxane fluid which contains between 1.0 and 1.5 methyl radicals and between 0.75 and 1.25 hydrogen atomsbonded to silicon per silicon atom, there being a total of 2 to 2.25 methyl radicals and hydrogen atoms per silicon atom.
  • Fluids of this type may be produced by the hydrolysis and con densation of CH3HS1C12 alone or by cohydrolyzing and condensing it with a chlorosilane, such as (CH3)3SiCl; (Cl-mzl-lsiCl; and (CH3)2SiC1z.
  • the other siloxane polymer used in the above stated mixture is a methylpolysiloxane fluid which contains between 2 and 2.1 methyl radicals per silicon atom and which has a viscosity of at least 1,000 centistokes and preferably less than 100,000 centistokes.
  • Such fluids and their preparation have been described in the art and are now well-known commercially. They may be produced by cohydrolyzing and condensing a mixture of methyl chlorosilanes of the general average formula (CHs)nSiCl4 n where n has a value of from 2 to 2.1.
  • Catalysts may be added to the mixture of organosiloxanes, and the mixturethen used to wet the fabric.
  • the fabric may be wetted with the organosiloxane mixture and the fabric dippedin a solution of the catalyst.
  • Such catalysts include metallic salts such as sodium bicarbonate, sodium aluminate and iron, cobalt, manganese, lead and zinc salts of carboxylic acids such as acetates, octoates and naphthenates.
  • This organosiloxane mixture may be applied directly to the fabric.- However, it is preferred to extend the organosiloxane mixture by diluting with a liquid hydrocarbon, chlorohydrocarbon, ether or alcohol, such as benzene, dioxane, ethanol or the like inorder to minimize the amount employed.
  • the organosiloxane mixture may likewise be extended by the preparation of an aqueous emulsion, which emulsion preferably contains an emulsifying agent decomposible by heating.
  • the quaternary ammonium halides are examples of such emulsifying agents. They are decomposed on heating for a brief period before the fabric is damaged by the heating. Examples of such halides are the alkylarylammonium chlorides, such as trimethylbenzylammonium chloride and hexadecyldimethylbenzylanimonium chloride.
  • the siloxane mixture may be thinned with any of the above indicated solvents in order to facilitate emulsification. After emulsification, the solvent may be removed under vacuum, if desired.
  • Emulsions of methylhydrogenpolysiloxanes frequently liberate hydrogen upon standing.
  • an organic acid such as acetic acid
  • the quaternary ammonium salts function well as emulsifying agents in such acid syfiilfims.
  • the siloxane mixture either straight or as a solution or emulsion may be applied to the fabric in any appropriate manner.
  • the fabric may be dipped in the mixture.
  • the mixture may be applied to the fabric by the use of conven tional equipment such as a padder or ql etch.
  • the fabric may then be dried to remove water or solvent.
  • the material should be applied to the fabric in such amount that there is between 1 and 5 per cent of the organosiloxane mixture based upon the weight of the fabric.
  • the fabric is then heated to between 100 and 475 F. for from 5 seconds to 1 hour. This heating efifects liberation of a major portion of the hydrogen which is bonded to the silicon in the methylhydrogenpolysiloxane.
  • the decomposition product is polymerized to an insoluble polymer in the fabric, whereby the fabric is rendered permanently hydrophobic. When a heat decomposable emulsifying agent is employed, it is also decomposed during thisheating.
  • the present invention is of particular importance in the hydrophobing of nylon and acetate rayon.
  • the filaments are extruded in a molten state and the extrusion stretched while soft.
  • Such a fabric may be wetted with a siloxane in accord with this invention. After wetting, the fabric is contacted with a hot surface at a temperature of 400 to 475 F. for from 5 to 80 seconds.
  • This heat treatment serves a dual purpose, first, to set the siloxane polymer and second, to effect relaxation of the filament.
  • the use of the siloxane improves the ironability of the fabric, since the coated fabric does not adhere to the iron nor do the fibers cohere even when slightly softened.
  • Fabrics treated in accord herewith are substantially water-repellent both after laundering and after dry cleaning.
  • the contact angle between a drop of water and the surface of a fabric so treated is about 110.
  • Treated fabrics of cotton, linen, wool, nylon, orlon and rayon are soft to the touch and have a good hand.
  • Nylon, orlon and rayon fabrics so treated have a reduced tendency to show mark-off.
  • a mixture of, 9.3 parts by weight of decamethyltetrasiloxane and 735 parts of octamethylcyclotetrasiloxane was prepared. To this mixture there were added .56 part of KOH. This mixtures was then heated at 160 C. for 8 hours. The mixture was then cooled to about 100 C. and CO2 in the form of Dry Ice was added over a period of 30 minutes. This mixture was then filtered and flash distilled to 250 C. at 1 mm. pressure. There were obtained 625 parts of a trimethylsiloxy end-blocked dimethylpolysiloxane fluid having a viscosity of 1,000 centistokes, which is referred to as product I in the examples.
  • a mixture was prepared of 1.5 parts by weight of decamethyltetrasiloxane and 735 parts of octamethylcyclotetrasiloxane. To this mixture there were then added .56 part of KOH. This mixture was'then agitated and heated at 160 C. for 8 hours. The mixture was then cooled to about 100 C. and CO2 in the form of Dry Ice added over a period of 30 minutes. The mixture was then filtered and flash distilled to 250 C. at 1 mm. pressure. There were obtained 630 parts of a trimethylsiloxy end-blocked dimethylpolysiloxane fluid having a viscosity of 12,500 centistokes, which is referred to as product II in the examples.
  • a mixture was prepared of 1.2 parts by weight of decamethyltetrasiloxane and 735 parts of octamethylcyclotetrasiloxane. To this mixture there was then added .56 part of KOH. The mixture was then agitated-and heated at 160 C. for
  • the spray rating was determined by standard test method 22-41 of the American Association of Textile Chemists and Colorists.
  • Example 1 A mixture was prepared of 24 parts by weight of product IV and 6 parts of product I. To this siloxane mixture there were added 3 parts of hexadecyldimethylbenzylammonium chloride and Example 2 A mixture was prepared of 24 parts by weight of product IV and 6 parts of product II. To this siloxane mixture there were then added 3 parts of hexadecyldimethyl-benzylammonium chloride and 0.1049 of acetic acid. The resulting mixture was then emulsified with 967 parts of water using a colloid mill. This produced an emulsion containing 3 per cent siloxane. The emulsion was employed for treating acetate rayon. One sample of the fabric was heated aftertreating at a temperature of C. for 5 minutes. Following this the fabric had a spray rating of 90. The fabric was next Washed with soap, following which it had a spray ratin of 80 to 90. It was noted that the fabric was free of objectionable mark-off.
  • Example 3 A mixture was prepared of 18 parts by weight of product IV, 15 parts of water, 19 parts of toluene and 12 parts of product II. To this siloxane mixture there were then added 3 parts of hexadecyldimethylbenzylammonium chloride. The resulting mixture was then emulsified with 942 parts of water using a colloid mill. The emulsion produced contained 3 per cent of siloxane. This emulsion was employed for treating the following fabrics for and minutes at 150 C. giving the spray rating indicated.
  • Example 4 ing in the indicated spray ratings:
  • Example 5 A mixture was prepared of 354 parts by weight of methylene chloride, 248.5 parts of water and 177 parts of product III. To this mixture there were then added 17 parts of hexadecyldimethylbenzylammonium chloride, and the mixture emulsified using a colloid mill. This emulsion was added to 154 parts of product IV. 10,000 parts of water were then added to the emulsion. The mixture was then emulsified using a colloid mill. The following fabrics Were treated for 5 minutes at 150 C. after which time the fabrics had the spray ratings indicated:
  • Example 6 A solution was prepared of 194 parts by weight of toluene, 3.6 parts of product IV and 2.4 parts of product II. Acetate rayon twill fabric was coated with this solution and the fabric cured for 10 minutes at 450 F. Following this, the fabric had a spray rating of 80. The fabric had a good hand and was free of objectionable markoff.
  • Example 7 A solution was prepared of 194 parts by weight of toluene, 2.4 parts of product IV and 3.6 parts of product II. An acetate rayon twill was coated with this solution and cured for 10 minutes at 150 0. Following this, the spray rating was 80.
  • the fabric was soft and was free of objectionable mark-off.
  • Example 8 A solution was prepared of 194 parts by weight of toluene, .78 part of product IV and 5.22 parts of product II. Acetate rayon twill was coated with this solution and cured for 10 minutes at 150 C. Following this, the spray rating of the fabric was 90. The fabric had a good hand. The fabric was" free of objectionable mark-off. Following dry cleaning the fabric had a spray rating of 70.
  • Example 9 A mixture was prepared of 1405 parts by weight of product IV, 935 parts of product II and 1260 parts of methylene chloride. To this siloxane mixture there were then added 234 parts of hexadecyldimethylbenzylammonium chloride. The resulting mixture was then emulsified with 2016 parts of water using a colloid mill. The emulsion produced was diluted with 52,650 parts of Water. This gave an emulsion containing 4 per cent of siloxane. This emulsion was employed for treating the following fabrics for 5 minutes at 150 C. giving the spray rating indicated:
  • the method of rendering organic fabrics l. water-repellent which comprises wetting the fabrics with a mixture of from 20 to '70 per cent by Weight of a methylpolysiloxane containing between 2 and 2.1 methyl radicals per silicon atom and having a viscosity of at least 1,000 centistokes v and less than 100,000 centistokes, and from 80 to 30 per cent of a methylhydrogenpolysiloxane containing between 1.0 and 1.5 methyl radicals and between 0.75 and 1.25 hydrogen atoms bonded to silicon per silicon atom, there being a total of 2 to 2.25 methyl radicals and hydrogen atoms per silicon atom, and heating the wetted fabrics at a temperature of from to 475 F. for a period of from 5 seconds to 1 hour, whereby the fabrics are rendered water-repellent.
  • the method of rendering organic fabrics water-repellent which comprises wetting the fabrics with an aqueous emulsion of a mixture of from 20 to 70 per cent by weight of a methylpolysiloxane containing between 2 and 2.1 methyl radicals per silicon atom and having a viscosity of at least 1,000 centistokes and less than 100,000 centistokes, and from 80 to 30 per cent of a methylhydrogenpolysiloxane containing between 1.0 and 1.5 methyl radi als and between 0.75 and 1.25 hydrogen atoms bonded to silicon per silicon atom, there being a total of 2 to 2.25 total methyl radicals and hydrogen atoms bonded to silicon per silicon atom, which emulsion contains a trialkylbenzylammonium chloride as an emulsifying agent, and heating the wetted fabric at a temperature of from 100 to 475 F. for a period of from 5 seconds to 1 hour, whereby the fabrics are rendered water-repellent and the emulsifying agent is

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
US126690A 1949-11-10 1949-11-10 Method of rendering fabrics waterrepellent and product resulting therefrom Expired - Lifetime US2588365A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
BE498183D BE498183A (es) 1949-11-10
US126690A US2588365A (en) 1949-11-10 1949-11-10 Method of rendering fabrics waterrepellent and product resulting therefrom
GB21987/50A GB680265A (en) 1949-11-10 1950-09-06 Improvements in or relating to rendering fabrics water-repellent
FR1025150D FR1025150A (fr) 1949-11-10 1950-09-14 Procédé d'hydrofugeage des tissus
DED6426A DE925225C (de) 1949-11-10 1950-09-30 Impraegnierungsmittel und Verfahren zur Veredlung, insbesondere zum Wasserabstossendmachen von Geweben

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BE (1) BE498183A (es)
DE (1) DE925225C (es)
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GB (1) GB680265A (es)

Cited By (39)

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Publication number Priority date Publication date Assignee Title
US2702276A (en) * 1951-04-10 1955-02-15 Du Pont Water-dispersible emulsions of polysiloxanes
US2738290A (en) * 1951-10-01 1956-03-13 Deering Milliken Res Corp Process of treating textiles and textile treating compound
US2757152A (en) * 1952-09-23 1956-07-31 Gen Electric Water-repellent compositions comprising a polysiloxane, a urea-or melamine-formaldehyde resin and a curing agent
US2758946A (en) * 1952-09-23 1956-08-14 Gen Electric Silicone water-repellent compositions
US2774690A (en) * 1951-04-16 1956-12-18 Bradford Dyers Ass Ltd Water repellent treatment utilizing a methylhydrogenpolysiloxane and a titanium compound
US2789956A (en) * 1952-07-09 1957-04-23 Wacker Chemie Gmbh Methylhydrogenpolysiloxane composition for treating textile
US2803614A (en) * 1954-03-15 1957-08-20 Gen Electric Tin compound as a curing agent for organopolysiloxanes
US2807601A (en) * 1954-04-29 1957-09-24 Dow Corning Compositions for treating organic fabrics and a method of applying them
US2854424A (en) * 1955-11-22 1958-09-30 Gen Electric Silicone water-repellents containing stannous salts and process of treating textiles therewith
US2911324A (en) * 1955-01-04 1959-11-03 Bradford Dyers Ass Ltd Treatment of materials to improve water-repellency
US2914836A (en) * 1957-06-25 1959-12-01 Dow Corning Method of making synthetic pile fabrics
US2927870A (en) * 1956-08-28 1960-03-08 Dow Corning Zirconium acetate-zinc acetate catalyzed organohydrogenosiloxane emulsions and the treatment of fabrics therewith
US2952892A (en) * 1956-07-19 1960-09-20 Bancroft & Sons Co J Cellulosic fabric finishing
US2976185A (en) * 1955-12-12 1961-03-21 Du Pont Coated polymeric thermoplastic dielectric film
US3009833A (en) * 1958-03-07 1961-11-21 Ici Ltd Rendering fibrous materials water-repellent
US3024081A (en) * 1956-05-28 1962-03-06 Dow Chemical Co Process for preparing coated synthetic fibers from normally crystalline polymers
US3032442A (en) * 1955-04-15 1962-05-01 American Cyanamid Co Process of finishing textiles with silicone-colloidal melamine resin mixtures, composition and resultant article
US3058936A (en) * 1956-09-24 1962-10-16 Ucb Sa Waterproofing emulsion containing a hydrogen silicone and a catalyst and method of waterproofing therewith
US3077460A (en) * 1955-08-17 1963-02-12 Celanese Corp Composition comprising an organopolysiloxane and colloidal silica, and textile treated therewith
US3167448A (en) * 1961-08-23 1965-01-26 Monsanto Co Process of treating fabrics with ethylene carbonate and article produced therefrom
US3211580A (en) * 1959-11-21 1965-10-12 Bayer Ag Process for the treatment of materials with silicones
US3251794A (en) * 1962-07-13 1966-05-17 Celanese Corp Treating vehicle for polyester filamentary material and method of improving the properties of such material
US3271189A (en) * 1962-03-02 1966-09-06 Beaunit Corp Process of treating synthetic fibers
US3361586A (en) * 1964-10-01 1968-01-02 Du Pont Process of treating polyimide surface with polyalkylenimines and polyalkylene polyamines
US3419423A (en) * 1964-10-09 1968-12-31 Dow Corning Adducts of silicon hydride polysiloxanes and hydrolyzable silanes having alkenyl radicals useful for rendering substrates water repellent
US3423236A (en) * 1964-10-09 1969-01-21 Dow Corning Adducts of silicon hydride polysiloxanes and silanes having alkenyl radicals
US3433667A (en) * 1964-01-22 1969-03-18 Dow Corning Polishing cloth
US3436251A (en) * 1964-08-04 1969-04-01 Midland Silicones Ltd Process for rendering paper abrasion resistant,adhesive and water-repellent employing siloxane composition
US3445276A (en) * 1965-08-04 1969-05-20 Union Carbide Corp Textile materials coated with hydrolytically stable siloxane-oxyalkylene block copolymers containing sih
US3454422A (en) * 1964-03-13 1969-07-08 Du Pont Organopolysiloxane coated filling materials and the production thereof
US3485661A (en) * 1966-09-16 1969-12-23 Dow Corning Polyamide and polyester fabrics treated with isocyanate functional siloxanes
US3488217A (en) * 1968-02-29 1970-01-06 Du Pont Process for imparting a soft feel to textile fiber and the resulting fiber
US3494788A (en) * 1967-04-26 1970-02-10 Dow Corning Antisoiling treatment of a fibrous material and the treated material
US3639154A (en) * 1968-07-20 1972-02-01 Kanegafuchi Spinning Co Ltd Process for manufacturing fibrous structure having excellent recovery from extension by treatment with polyorganosiloxane and a polyethylene glycol or derivative thereof
US3989545A (en) * 1974-04-11 1976-11-02 Kanebo, Ltd. Separators for a storage battery
US4098572A (en) * 1976-06-11 1978-07-04 Dow Corning Limited Curable polysiloxane aqueous emulsion with Na or Mg sulfate, and treating of keratinous fibres
US4137179A (en) * 1976-07-21 1979-01-30 Th. Goldsmith Ag Process for the production of an aqueous preparation for shrink-proofing wool
US4456542A (en) * 1980-10-29 1984-06-26 Wacker Chemie Gmbh Method for imparting hydrophobic properties to fibers
US5171464A (en) * 1988-08-31 1992-12-15 Bayer Aktiengesellschaft Lubricant based on polyorganosiloxanes

Families Citing this family (19)

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DE1075550B (de) * 1955-11-30 1960-02-18 The Dow Corning Corporation, Midland, Mich. (V. St. A.) Verfahren zum Silikonisieren von Textilgut
US2911327A (en) * 1956-08-07 1959-11-03 Dow Corning Leather article
DE1287918B (es) * 1958-03-26 1900-01-01
FR2624873B1 (fr) * 1987-12-18 1992-01-10 Rhone Poulenc Chimie Particules composites magnetisables a base d'organopolysiloxane reticule, leur procede de preparation et leur application en biologie
JP2011506738A (ja) 2007-12-20 2011-03-03 ブルースター・シリコーン・フランス・エスアエス エラストマーを得るための室温加硫可能なオルガノポリシロキサン組成物および新規なオルガノポリシロキサン重縮合触媒
FR2946656A1 (fr) 2009-06-12 2010-12-17 Bluestar Silicones France Procede d'etancheification et d'assemblage de composants d'un groupe moto-propulseur
FR2946657A1 (fr) 2009-06-12 2010-12-17 Bluestar Silicones France Procede d'etancheification et d'assemblage de composants d'un groupe moto-propulseur
FR2946654A1 (fr) 2009-06-15 2010-12-17 Bluestar Silicones France Procede d'enduction d'une composition silicone ne contenant pas d'etain sur un support souple.
FR2946655A1 (fr) 2009-06-15 2010-12-17 Bluestar Silicones France Procede d'enduction d'une composition silicone ne contenant pas d'etain sur un support souple.
US9157009B2 (en) 2011-07-07 2015-10-13 Bluestar Silicones France Sas Uses of carbenes in solution as organopolysiloxane polycondensation catalysts
FR2999980A1 (fr) 2012-12-20 2014-06-27 Bluestar Silicones France Article presentant des proprietes antisalissures et destine a etre utilise dans des applications aquatiques en particulier marines
EP2935489B1 (fr) 2012-12-20 2018-11-28 ELKEM SILICONES France SAS Composition organopolysiloxanique vulcanisable a temperature ambiante en elastomere et nouveaux catalyseurs de polycondensation d'organopolysiloxanes
CN104981523B (zh) 2012-12-20 2018-10-09 埃肯有机硅法国简易股份公司 在环境温度下可硫化成弹性体的有机聚硅氧烷组合物以及有机聚硅氧烷缩聚催化剂
CN105008473B (zh) 2012-12-20 2017-04-19 蓝星有机硅法国两合公司 用于水应用并且尤其是海洋应用的具有防污性能的制品
FR3000090A1 (fr) 2012-12-20 2014-06-27 Bluestar Silicones France Procede et compositions utiles pour l'etancheification et l'assemblage de composants d'un groupe moto-propulseur
FR3014106B1 (fr) 2013-12-03 2017-03-10 Bluestar Silicones France Composition silicone durcissable en presence d'eau ou d'humidite de l'air
FR3014107A1 (fr) 2013-12-03 2015-06-05 Bluestar Silicones France Article presentant des proprietes antisalissures et destine a etre utilise dans des applications aquatiques en particulier marines
FR3020067A1 (fr) 2014-04-18 2015-10-23 Bluestar Silicones France Procede d'enduction d'un composition silicone sur un support souple
WO2019002705A1 (fr) 2017-06-29 2019-01-03 Elkem Silicones France Sas Procédé de fabrication de moules en élastomère silicone

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US3494788A (en) * 1967-04-26 1970-02-10 Dow Corning Antisoiling treatment of a fibrous material and the treated material
US3488217A (en) * 1968-02-29 1970-01-06 Du Pont Process for imparting a soft feel to textile fiber and the resulting fiber
US3639154A (en) * 1968-07-20 1972-02-01 Kanegafuchi Spinning Co Ltd Process for manufacturing fibrous structure having excellent recovery from extension by treatment with polyorganosiloxane and a polyethylene glycol or derivative thereof
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US4098572A (en) * 1976-06-11 1978-07-04 Dow Corning Limited Curable polysiloxane aqueous emulsion with Na or Mg sulfate, and treating of keratinous fibres
US4137179A (en) * 1976-07-21 1979-01-30 Th. Goldsmith Ag Process for the production of an aqueous preparation for shrink-proofing wool
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US5171464A (en) * 1988-08-31 1992-12-15 Bayer Aktiengesellschaft Lubricant based on polyorganosiloxanes

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BE498183A (es) 1900-01-01
DE925225C (de) 1955-03-17
FR1025150A (fr) 1953-04-10
GB680265A (en) 1952-10-01

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