US20050123689A1 - Use of a crosslinkable silicone invert emulsion for producing breathable coatings - Google Patents

Use of a crosslinkable silicone invert emulsion for producing breathable coatings Download PDF

Info

Publication number
US20050123689A1
US20050123689A1 US10/503,726 US50372605A US2005123689A1 US 20050123689 A1 US20050123689 A1 US 20050123689A1 US 50372605 A US50372605 A US 50372605A US 2005123689 A1 US2005123689 A1 US 2005123689A1
Authority
US
United States
Prior art keywords
optionally
silicone
water
pos
phase
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.)
Abandoned
Application number
US10/503,726
Other languages
English (en)
Inventor
Paul Branlard
Martial Deruelle
Yves Giraud
Nadia Martin
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.)
Rhodia Chimie SAS
Original Assignee
Rhodia Chimie SAS
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 Rhodia Chimie SAS filed Critical Rhodia Chimie SAS
Assigned to RHODIA CHIMIE reassignment RHODIA CHIMIE ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: BRANLARD, PAUL, DERUELLE, MARTIAL, GIRAUD, YVES, MARTIN, NADIA
Publication of US20050123689A1 publication Critical patent/US20050123689A1/en
Priority to US12/068,245 priority Critical patent/US7972705B2/en
Abandoned legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on 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; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • 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
    • 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
    • D06M15/65—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing epoxy groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
    • D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
    • D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
    • D06N3/128—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with silicon polymers
    • 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
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31652—Of asbestos
    • Y10T428/31663—As siloxane, silicone or silane

Definitions

  • the invention relates to the general field of silicone coating on various pliable supports, for example textiles, made of synthetic polymers (polyamide, polyester, etc.).
  • the invention relates to the coating of pliable (or flexible) materials with liquid compositions containing one or more polyorganosiloxanes (POS) that are crosslinkable by polyaddition, by polycondensation, by cationic means or by free-radical means, so as to form a protective film or coating having especially breathable waterproof (permeable to moisture vapour but impermeable to water) and/or hydrophobic properties.
  • POS polyorganosiloxanes
  • the pliable supports in particular textile supports, which can be coated with films made of crosslinked silicone elastomers are, for example, fabrics for clothing.
  • the web of pliable supports is coated on at least one of its faces with a silicone film which can be crosslinked, with the aid of means for activating the crosslinking arranged downstream of the coating head.
  • These means for activating the crosslinking can be heat emitters, radiation (e.g. UV) emitters or electron beam emitters, inter alia.
  • the textile barrier should allow rapid evacuation of the endogenous water when it is in vapour form before it condenses, and should oppose the penetration of the exogenous water, even when said water is under (slight) pressure.
  • a pliable support In order to be able to be “breathable waterproof”, a pliable support must be pierced with millions of quite small pores so as not to allow droplets of water to pass through but only to allow water in the form of vapour to pass through.
  • Laminating consists in laminating a porous very fine membrane onto the outer layer of the piece of clothing (2 layers) or between the outer layer and the lining (3 layers, for example GORE®).
  • coating consists in passing a coating over the piece of clothing, on which microholes will allow moisture vapour to pass through.
  • the coating film may, for example, be made of microporous polyurethane.
  • Silicones are used in these productions comprising microporous “breathable waterproof” membranes.
  • EP-A-0 503 826 which describes novel organosilicone compounds, neopentasiloxanes, Si(OSiR 2 Q) 4 with Q consisting of ethylene oxide and/or propylene oxide units, and the use of these silicones in the formation of a film that is waterproof and permeable to moisture vapour.
  • polyurethane membranes suffer from a low resistance to abrasion and a loss of waterproofness when the permeability to moisture vapour increases.
  • EP-A-0 503 826 the use of these organosilicone compounds as co-ingredients in the polyurethane coatings makes it possible to increase the performance levels of the latter.
  • silicones can also be used to impermeabilize seams.
  • silicones can contribute to improving the mechanical properties of microporous “breathable waterproof” membranes.
  • This patent relates more precisely to an expanded PTFE membrane in which one of the faces is covered with a discontinuous elastomeric coating which introduces non-slip properties by substantially increasing the friction coefficient.
  • WO-A-91/17205 discloses the use of crosslinkable or non-crosslinkable elastomeric silicones for producing interpenetrating matrices of PTFE resin and of silicone and thus improving the physical characteristics of the material. These structures are microporous, waterproof and permeable to moisture vapour, with improved physical characteristics and resistance to detergents. The silicone penetrates inside the pores, producing a coating of the nodes interconnected by fibrils and of the fibrils themselves.
  • the known microporous “breathable waterproof” ready-made garments comprising silicone can still be improved as regards their waterproofness and their moisture vapour-permeability, while at the same time satisfying economic constraints.
  • an essential aim of the invention is to propose an effective process for producing coatings that are waterproof and permeable to moisture vapour, on pliable supports, this process allowing an improvement in the moisture vapour-permeability of silicones while at the same time conserving the waterproofness.
  • Another essential aim of the invention is to propose an economical, readily implemented and safe process for producing coatings that are waterproof and are permeable to moisture vapour, on pliable supports.
  • Another essential aim of the invention is to propose a novel silicone starting material for processes for producing coatings that are waterproof and permeable to moisture vapour, on pliable supports, this novel starting material having to be effective (waterproofness/moisture vapour-permeability) and economical, and easy and harmless to handle.
  • Another essential aim of the invention is to propose “waterproof breathable” silicone fabrics which are entirely effective and relatively expensive, and which can be manufactured under industrial conditions.
  • the inverse silicone-based emulsions consist of droplets of water in a continuous silicone oil phase.
  • the water-in-oil emulsions according to the invention do not comprise the water-in-silicone oil emulsions obtained from silicone elastomers in solution in organic solvents.
  • the principle of this invention would therefore be as follows: when coated onto the support to be treated, the inverse emulsion constitutes a film.
  • the oily phase of the emulsion is then crosslinked so as to form the coating and the aqueous phase is eliminated by evaporation (either during the crosslinking or by heating).
  • the disappearance of the water then results in the formation of micropores in the silicone film. It is therefore necessary to use a reactive silicone oil.
  • the thickness of the coating is of the size of the particles, the evaporation of the water effectively creates pores, i.e. a direct contact between the outside and the inside of the fabric.
  • the silicone phase ⁇ s preferably has a viscosity ⁇ at 25° C. of less than 2000 mPa ⁇ s, preferably of between 100 and 1400 mPa ⁇ s, and even more preferably of between 100 and 800 mPa ⁇ s.
  • the aqueous phase ⁇ a preferably comprises from 30 to 90% by weight of water, and even more preferably from 40 to 80% by weight of water.
  • the mean particle size of the dispersed phase it is chosen so as to confer a certain stability on the inverse emulsion.
  • This mean particle size is not critical. It is preferable for this aqueous phase ⁇ a to have a mean particle size defined by its mean diameter D50 (in ⁇ m) such that: D50 ⁇ 100. preferably 0.001 ⁇ D50 ⁇ 50.
  • the parameter D 50 is the median size of the granulometric distribution. It can be determined on the graph of cumulative granulometric distribution, obtained by one of the analytical techniques mentioned below, by determining the size corresponding to the cumulation of 50% of the population of the particles. In practical terms, this granulometric parameter D 50 corresponds to the mean maximum size of at least 50% of the mass of particles under consideration; a D 50 of 10 ⁇ m indicates that 50% of the particles are less than 10 ⁇ m in size.
  • the granulometric measurements can be carried out by conventional techniques such as sedimentation, laser diffraction (for example COULTER® LSI30: with the proviso of using a cuvette suitable for this measurement), optical microscopy coupled to image analysis, etc.
  • the stabilizer is preferably chosen from the group comprising:
  • HLB hydrophilic lipophilic balance
  • HLB values are in particular reported in various basic manuals such as the “Handbook of pharmaceutical excipients, The Pharmaceutical Press, London, 1994”.
  • the water/silicone emulsions can also be stabilized via silicone polyethers (Silicone surfactants—Surfactant Science series V86 Ed Randal M. Hill (1999)).
  • the make-up of the continuous oily silicone phase ⁇ s may, according to a first embodiment, be a composition of the type such as that which is crosslinkable by cationic means, in the presence of a photoinitiator and with actinic activation. More precisely, such a composition may comprise:
  • the POSs A are epoxysilicones and/or vinyl ether silicones which are:
  • the initiators C are, for example: triarylsulphonium salts (for example: [aryl] 3 S + , PF 6 such as that sold by the company Ciba Geigy under the name Cyracure® PI UV 6990), or else the onium borates described in European patent application No. 0 562 922, the entire content of which is included in the present application by way of reference. Even more precisely, it is possible, in practice, to use the initiator having the formula below:
  • the initiators for the use according to the invention are prepared very simply by dissolving onium borate or an organometallic complex, preferably of onium, in the form of a solid (powder), in a solvent.
  • the latter can be prepared directly in the solvent from a salt (e.g. chloride) of the cation (iodonium) and a salt (for example potassium salt) of the borate anion.
  • a salt e.g. chloride
  • a salt for example potassium salt
  • the initiator (PI) will be used in solution in an organic solvent, preferably chosen from solvents which are proton donors, and even more preferably from the following group: isopropyl alcohol, benzyl alcohol, diacetone alcohol, butyl lactate, esters, and mixtures thereof.
  • organic solvents which are proton donors and which are aromatic in nature benzyl alcohol
  • the expression “effective catalytic amount of PI” is intended to mean, for the purpose of the invention, the amount that is sufficient to initiate the crosslinking.
  • the photoinitiator is advantageously dissolved in a polar solvent, it is in an amount such that its titre in the solution obtained is between 1 and 50% by weight, preferably between 10 and 30% by weight, and even more preferably between 15 and 25% by weight.
  • the incorporation of the PI in solution into the oily silicone phase ⁇ s is carried out at a rate of 0.1 to 10% by weight of solution relative to the final mixture, preferably 0.5 to 5% by weight, and more preferably of the order of 1% by weight.
  • the photoinitiator is thus often present in this oily silicone phase ⁇ s before the emulsification.
  • This photoinitiator can optionally play the role of co-surfactant.
  • POSs that are crosslinkable by polyaddition can be of the type such as those which crosslink at room temperature or under hot conditions by means of polyaddition reactions in the presence of a metal catalyst, in this case platinum-based. They are crosslinkable POS compositions referred to as RTV (“room temperature vulcanizing”) or cold vulcanizable elastomers (EVF).
  • RTV room temperature vulcanizing
  • EVF cold vulcanizable elastomers
  • HVE hot vulcanizable elastomer
  • the two-component or single-component POS compositions that are RTV or HVE by means of polyaddition, essentially by reaction of hydrosylyl groups on sylylated alkenyl groups, generally in the presence of a metal catalyst (preferably a platinum catalyst), are described, for example, in U.S. Pat. Nos. 3,220,972, 3,284,406, 3,436,366, 3,697,473 and 4,340,709.
  • the silicone phase can crosslink by polycondensation of OH groups and/or of hydrolysable groups, in the presence of a tin catalyst.
  • a tin catalyst This is aimed at two-component or single-component POS compositions which crosslink at room temperature by means of polycondensation reactions under the action of moisture, generally in the presence of a metal catalyst, for example a tin compound (RTV polycondensation).
  • the POSs which go into making up these RTV polycondensation compositions are linear, branched or crosslinked polysiloxanes carrying hydroxyl groups or hydrolysable groups, for example alkoxy.
  • Such compositions can also contain a crosslinking agent, which is, in particular, a cylinder carrying at least 3 hydrolysable groups, such as, for example, a silicate, an alkyltrialkoxysilane or an aminoalkyltrialkoxysilane.
  • compositions are described, for example, in U.S. Pat. Nos. 3,065,194, 3,542,901, 3,779,986 and 4,417,042 and in patent FR-2 638 752 (single-component compositions) and in U.S. Pat. Nos. 3,678,002, 3,888,815, 3,933,729 and 4,064,096 (two-component compositions).
  • liquid silicone coating composition can also contain:
  • the invention relates to the use of a water-in-oil inverse silicone emulsion, comprising:
  • any film-forming water-in-oil inverse silicone emulsion for producing coatings that are waterproof and permeable to moisture vapour, on pliable supports, characterized in that it comprises:
  • another subject of the invention consists of a pliable support, preferably textile support, and even more preferably synthetic textile support, characterized in that it is coated on at least one of its faces with a coating that is waterproof and permeable to moisture vapour, obtained by implementing the process as defined above or according to the use as defined above, or else using the emulsion as defined above.
  • FIGS. 1 and 2 are graphs giving the permeability P in g/m 2 over 24 hours of a fabric coated with the water-in-oil inverse emulsion, as a function of the water content in % of the emulsion.
  • the support used in these experiments is made of polyamide (110 decitex).
  • the oil is introduced into an IKA-type reactor equipped with a scraper blade and a counter blade.
  • the silica is introduced into the oil with stirring (80-100 rpm). After complete dispersion of the silica in the oil, the water is introduced slowly and the stirring is maintained until the water has been completely incorporated. When the stirring is stopped, no drop of water should be visible at the surface.
  • the stabilization is provided by a hydrophobic precipitated silica (for example Sipernat® D10 from Degussa).
  • the photoinitiator is present in the oil before the emulsification, at a rate of 0.5% by weight, and combines 0.5% by weight of a cosolvent consisting of isopropanol.
  • the photoinitiator used is that having the formula below: Evaluation of the permeability:
  • the coated support In an MPC oven or air-conditioned room at 25° C. and 50% relative humidity, the coated support is placed in a leaktight manner over an aluminium crucible containing 150 ml of water, a drop of bactericide and a piece of sponge which makes it possible to avoid any contact between the membrane and the water.
  • the crucible should be placed in the air-conditioned room or the oven for 48 h before measurements start to be taken. After equilibration, the crucible is weighed regularly every 24 hours.
  • this test was carried out in order to compare the permeability provided by emulsions containing various amounts of water: 20%, 30%, 45% and 60%.
  • the emulsions are stabilized with 8% silica relative to the water.
  • the permeability to moisture vapour was also evaluated at 38° C. and 50% RH.
  • the inverse emulsions used for the coating contain from 20 to 60% of water.
  • the permeability to moisture vapour was also tested on clothing fabrics containing cotton and polyester using an inverse emulsion containing 60% of water stabilized with 8% of silica/water.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Dispersion Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Laminated Bodies (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)
  • Silicon Polymers (AREA)
US10/503,726 2002-02-08 2003-02-07 Use of a crosslinkable silicone invert emulsion for producing breathable coatings Abandoned US20050123689A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US12/068,245 US7972705B2 (en) 2002-02-08 2008-02-04 Use of a crosslinkable silicone-based inverse emulsion for producing “breathable waterproof” coatings

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0201578A FR2835855B1 (fr) 2002-02-08 2002-02-08 Utilisation d'une emulsion inverse a base de silicone reticulable pour la realisation de revetements "imper-respirants"
FR02/01578 2002-02-08
PCT/FR2003/000382 WO2003066960A1 (fr) 2002-02-08 2003-02-07 Utilisation d'une emulsion inverse a base de silicone reticulable pour la realisation de revetements 'imper-respirants'

Related Parent Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR2003/000382 Continuation WO2003066960A1 (fr) 2002-02-08 2003-02-07 Utilisation d'une emulsion inverse a base de silicone reticulable pour la realisation de revetements 'imper-respirants'

Related Child Applications (1)

Application Number Title Priority Date Filing Date
US12/068,245 Continuation US7972705B2 (en) 2002-02-08 2008-02-04 Use of a crosslinkable silicone-based inverse emulsion for producing “breathable waterproof” coatings

Publications (1)

Publication Number Publication Date
US20050123689A1 true US20050123689A1 (en) 2005-06-09

Family

ID=27620035

Family Applications (2)

Application Number Title Priority Date Filing Date
US10/503,726 Abandoned US20050123689A1 (en) 2002-02-08 2003-02-07 Use of a crosslinkable silicone invert emulsion for producing breathable coatings
US12/068,245 Expired - Fee Related US7972705B2 (en) 2002-02-08 2008-02-04 Use of a crosslinkable silicone-based inverse emulsion for producing “breathable waterproof” coatings

Family Applications After (1)

Application Number Title Priority Date Filing Date
US12/068,245 Expired - Fee Related US7972705B2 (en) 2002-02-08 2008-02-04 Use of a crosslinkable silicone-based inverse emulsion for producing “breathable waterproof” coatings

Country Status (9)

Country Link
US (2) US20050123689A1 (ja)
EP (1) EP1472408B1 (ja)
JP (1) JP4293539B2 (ja)
CN (1) CN100480464C (ja)
AT (1) ATE415513T1 (ja)
AU (1) AU2003229822A1 (ja)
DE (1) DE60324892D1 (ja)
FR (1) FR2835855B1 (ja)
WO (1) WO2003066960A1 (ja)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20070277326A1 (en) * 2004-01-21 2007-12-06 Rhodia Chimie Use of a Silicone Formulation for the Durable Functionalisation of Textiles for Sports Clothing
US20080092264A1 (en) * 2006-09-22 2008-04-24 Bradford Arie L Combination wetness prevention cape / neck guard
CN102587147A (zh) * 2012-02-17 2012-07-18 福建凤竹纺织科技股份有限公司 一种无氟防水透气针织面料的生产工艺
CN103622399A (zh) * 2013-11-26 2014-03-12 宁波宝翔新材料有限公司 一种布料制品或凉席的可水洗处理工艺
US20140107561A1 (en) * 2012-10-11 2014-04-17 Anubis LLC Compressive oxygen diffusive wound dressings
WO2014207450A1 (en) * 2013-06-28 2014-12-31 Brennan Enterprise Limited Coated fabrics
CN106146754A (zh) * 2015-04-07 2016-11-23 常州华科聚合物股份有限公司 3d打印用含硅纳米凝胶光固化树脂的制备方法及其应用
US9701824B2 (en) 2014-12-23 2017-07-11 Dow Global Technologies Llc Polyolefin dispersion compositions for making high vapor transport hydrophobic coatings
US10149787B2 (en) 2012-10-11 2018-12-11 Hanuman Pelican, Inc. Oxygen diffusive wound dressings and methods of manufacturing and use
US10590599B2 (en) * 2013-12-03 2020-03-17 Kb Tsuzuki K.K. Modified fiber and method for producing same
WO2021094249A1 (en) * 2019-11-12 2021-05-20 Cain Miles Silicone coating
US11780983B2 (en) 2017-02-08 2023-10-10 Elkem Silicones USA Corp. Secondary battery pack with improved thermal management

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE602004024955D1 (de) * 2004-02-03 2010-02-25 Procter & Gamble Zusammensetzung zur Wäschereinigung oder -behandlung, und ein Herstellungsverfahren für die Zusammensetzung
WO2021257514A1 (en) * 2020-06-15 2021-12-23 University Of Florida Research Foundation Ultra-low interfacial tension support medium for high precision silicone 3d printing
CH710552A2 (de) * 2014-12-19 2016-06-30 Schoeller Textil Ag Vorrichtung und Verfahren zur Ausrüstung von textilen Flächengebilden und silikonbeschichtetes Textil.
CN104674559A (zh) * 2015-03-06 2015-06-03 南雄鼎成化工有限公司 一种耐久超疏水整理剂的制备方法和应用
CN112400044A (zh) * 2018-07-18 2021-02-23 普莱玛有限公司 透气抗流体静力结构
JP2023536480A (ja) * 2020-07-30 2023-08-25 エルケム・シリコーンズ・フランス・エスアエス 織物媒体のコーティング方法
WO2024112839A1 (en) * 2022-11-23 2024-05-30 Berry Global, Inc. Fabrics including a non-fluorinated barrier coating

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3076726A (en) * 1960-05-23 1963-02-05 Dow Corning Siloxane coating method and article obtained therefrom
US3434875A (en) * 1964-06-29 1969-03-25 Burlington Industries Inc Textile fabric coated with a high molecular weight methylpolysiloxane elastomer polymer
US4625010A (en) * 1984-08-23 1986-11-25 Wacker-Chemie Gmbh Organopolysiloxanes having Si-bonded hydrogen and SiC-bonded epoxy groups and a process for preparing the same
US5789025A (en) * 1995-12-15 1998-08-04 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Fire resistant, moisture barrier membrane
US6479057B2 (en) * 1997-12-23 2002-11-12 Wella Aktiengesellschaft Cosmetic compositions containing inorganic-organic hybrid prepolymers and methods of treating hair, skin or nails using same
US6902816B1 (en) * 1999-04-06 2005-06-07 Rhodia Chimie Silicone composition used in the production of antifriction varnishes, method for the application of said varnishes to a support and support thus treated

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD133197A1 (de) * 1977-04-27 1978-12-20 Dieter Behnisch Verfahren zur herstellung stabiler silikon-emulsionen
DE3737753A1 (de) * 1987-11-06 1989-06-15 Pfersee Chem Fab Waessriges ausruestungsmittel und verfahren zur weichen hydrophob/oleophob-behandlung von fasermaterialien
JP3488784B2 (ja) * 1996-07-30 2004-01-19 ジーイー東芝シリコーン株式会社 エアバッグ用皮膜形成エマルジョン型シリコーン組成物及びエアバッグ
FR2787803B1 (fr) * 1998-12-23 2001-03-16 Rhodia Chimie Sa Composition silicone pour l'enduction de substrats en matiere textile
EP1088540A1 (en) * 1999-09-29 2001-04-04 Dow Corning France Method for forming a silicone coating on a substrate
FR2811670B1 (fr) * 2000-07-13 2004-05-14 Rhodia Chimie Sa Stabilisation de compositions polymeriques, organosiliciques ou silicone

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3076726A (en) * 1960-05-23 1963-02-05 Dow Corning Siloxane coating method and article obtained therefrom
US3434875A (en) * 1964-06-29 1969-03-25 Burlington Industries Inc Textile fabric coated with a high molecular weight methylpolysiloxane elastomer polymer
US4625010A (en) * 1984-08-23 1986-11-25 Wacker-Chemie Gmbh Organopolysiloxanes having Si-bonded hydrogen and SiC-bonded epoxy groups and a process for preparing the same
US5789025A (en) * 1995-12-15 1998-08-04 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Fire resistant, moisture barrier membrane
US6479057B2 (en) * 1997-12-23 2002-11-12 Wella Aktiengesellschaft Cosmetic compositions containing inorganic-organic hybrid prepolymers and methods of treating hair, skin or nails using same
US6902816B1 (en) * 1999-04-06 2005-06-07 Rhodia Chimie Silicone composition used in the production of antifriction varnishes, method for the application of said varnishes to a support and support thus treated

Cited By (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7851023B2 (en) 2004-01-21 2010-12-14 Rhodia Chimie Use of a silicone formulation for the durable functionalisation of textiles for sports clothing
US20070277326A1 (en) * 2004-01-21 2007-12-06 Rhodia Chimie Use of a Silicone Formulation for the Durable Functionalisation of Textiles for Sports Clothing
US20080092264A1 (en) * 2006-09-22 2008-04-24 Bradford Arie L Combination wetness prevention cape / neck guard
CN102587147A (zh) * 2012-02-17 2012-07-18 福建凤竹纺织科技股份有限公司 一种无氟防水透气针织面料的生产工艺
US10149787B2 (en) 2012-10-11 2018-12-11 Hanuman Pelican, Inc. Oxygen diffusive wound dressings and methods of manufacturing and use
US20140107561A1 (en) * 2012-10-11 2014-04-17 Anubis LLC Compressive oxygen diffusive wound dressings
US10729589B2 (en) 2012-10-11 2020-08-04 Hanuman Pelican, Inc. Compressive oxygen diffusive wound dressings
US9572968B2 (en) * 2012-10-11 2017-02-21 Hanuman Pelican, Inc. Compressive oxygen diffusive wound dressings
WO2014207450A1 (en) * 2013-06-28 2014-12-31 Brennan Enterprise Limited Coated fabrics
GB2535300A (en) * 2013-06-28 2016-08-17 Brennan Entpr Ltd Coated fabrics
CN103622399A (zh) * 2013-11-26 2014-03-12 宁波宝翔新材料有限公司 一种布料制品或凉席的可水洗处理工艺
US10590599B2 (en) * 2013-12-03 2020-03-17 Kb Tsuzuki K.K. Modified fiber and method for producing same
US9701824B2 (en) 2014-12-23 2017-07-11 Dow Global Technologies Llc Polyolefin dispersion compositions for making high vapor transport hydrophobic coatings
CN106146754A (zh) * 2015-04-07 2016-11-23 常州华科聚合物股份有限公司 3d打印用含硅纳米凝胶光固化树脂的制备方法及其应用
US11780983B2 (en) 2017-02-08 2023-10-10 Elkem Silicones USA Corp. Secondary battery pack with improved thermal management
US11905385B2 (en) 2017-02-08 2024-02-20 Elkem Silicones USA Corp. Secondary battery pack with improved thermal management
WO2021094249A1 (en) * 2019-11-12 2021-05-20 Cain Miles Silicone coating

Also Published As

Publication number Publication date
JP2005517099A (ja) 2005-06-09
CN100480464C (zh) 2009-04-22
FR2835855A1 (fr) 2003-08-15
JP4293539B2 (ja) 2009-07-08
AU2003229822A1 (en) 2003-09-02
US20080293876A1 (en) 2008-11-27
EP1472408A1 (fr) 2004-11-03
US7972705B2 (en) 2011-07-05
WO2003066960A1 (fr) 2003-08-14
EP1472408B1 (fr) 2008-11-26
CN1639413A (zh) 2005-07-13
ATE415513T1 (de) 2008-12-15
FR2835855B1 (fr) 2005-11-11
DE60324892D1 (de) 2009-01-08

Similar Documents

Publication Publication Date Title
US7972705B2 (en) Use of a crosslinkable silicone-based inverse emulsion for producing “breathable waterproof” coatings
ES2692776T3 (es) Procedimiento para el tratamiento por impregnación de textiles arquitectónicos con una composición de silicona reticulable en elastómeros
US4248751A (en) Process for producing a silicone elastomer emulsion and use thereof
JP4563173B2 (ja) 製織又は不織繊維質基材を被覆するための水性シリコーンエマルジョン
TWI495503B (zh) 由可交聯的矽氧烷組合物製成的多孔膜
US20110039087A1 (en) Emulsions Of Dilatant Organopolysiloxanes
JP5473332B2 (ja) 防汚性重付加シリコーンワニス、前記ワニスの支持体への塗布、およびこのように処理された支持体
KR101137755B1 (ko) 롤 장치에서, 가교가능한 액체 실리콘 조성물을 사용한 탄성 지지체의 코팅 동안에 흐릿한 외양을 처리하는 방법
EP2638203B1 (en) Grease resistant coating for fibrous materials
JP5241061B2 (ja) 繊維質材料の含浸処理のための、エラストマーに架橋できるシリコーンオイルをベースとした組成物
JP2010523831A (ja) 繊維性物質／シリコーン複合体を得るための方法およびその繊維性物質／シリコーン複合体
US6521699B2 (en) Aqueous silicone dispersion
CA1276357C (en) Emulsion polymerized silicone emulsions having siloxane-bonded uv absorbers
KR20080082686A (ko) 실린더형 장치 내에서 액체 실리콘 조성물로 유연성지지체의 코팅시 연무발생의 억제 방법
JP6149788B2 (ja) 皮膜形成性シリコーンエマルション組成物及び皮膜
CN107532040B (zh) 用含有烷氧基聚硅氧烷的组合物浸渍纺织品的方法
JPH09208899A (ja) エアバッグ用皮膜形成エマルジョン型シリコーン組成物及びエアバッグ
JP2004339283A (ja) エマルジョン組成物および基材の処理方法
BE564669A (ja)

Legal Events

Date Code Title Description
AS Assignment

Owner name: RHODIA CHIMIE, FRANCE

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:BRANLARD, PAUL;DERUELLE, MARTIAL;GIRAUD, YVES;AND OTHERS;REEL/FRAME:015617/0514;SIGNING DATES FROM 20040823 TO 20040917

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION