WO1987002996A1 - Reseaux polymeres s'interpenetrant comprenant du polytetrafluoroethylene et du polysiloxane - Google Patents

Reseaux polymeres s'interpenetrant comprenant du polytetrafluoroethylene et du polysiloxane Download PDF

Info

Publication number
WO1987002996A1
WO1987002996A1 PCT/US1986/002405 US8602405W WO8702996A1 WO 1987002996 A1 WO1987002996 A1 WO 1987002996A1 US 8602405 W US8602405 W US 8602405W WO 8702996 A1 WO8702996 A1 WO 8702996A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
component
centipoise
polydiorganosiloxane
polytetrafluoroethylene
Prior art date
Application number
PCT/US1986/002405
Other languages
English (en)
Inventor
Tyrone Duncan Mitchell
Original Assignee
General Electric Company
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 General Electric Company filed Critical General Electric Company
Publication of WO1987002996A1 publication Critical patent/WO1987002996A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L27/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers
    • C08L27/02—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment
    • C08L27/12—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Compositions of derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C08L27/18—Homopolymers or copolymers or tetrafluoroethene
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C55/00—Shaping by stretching, e.g. drawing through a die; Apparatus therefor
    • B29C55/005—Shaping by stretching, e.g. drawing through a die; Apparatus therefor characterised by the choice of materials
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2027/00—Use of polyvinylhalogenides or derivatives thereof as moulding material
    • B29K2027/12—Use of polyvinylhalogenides or derivatives thereof as moulding material containing fluorine
    • B29K2027/18—PTFE, i.e. polytetrafluorethene, e.g. ePTFE, i.e. expanded polytetrafluorethene
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2083/00—Use of polymers having silicon, with or without sulfur, nitrogen, oxygen, or carbon only, in the main chain, as moulding material
    • 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
    • C08G77/06—Preparatory processes
    • 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
    • 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
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups

Definitions

  • the present invention relates to polymeric structures having interpenetrating matrices in cured form, comprising a polytetrafluoroethylene (PTFE) network and a polysiloxane network. More particularly, the present invention relates to interpenetrating polymeric networks wherein a curable silicone composition is mixed with PTFE powder and, thereafter, said silicone is cured while simultaneously stretching the silicone/PTFE mixture.
  • PTFE polytetrafluoroethylene
  • Tetrafluoroethylene polymers and, in particular, polytetrafluoroethylene are gaining more and more uses because of their chemical inertness and desirable physical properties such as water repellency and electrical insulating abilities.
  • Products based on rapidly stretching highly crystalline polytetrafluoroethylene include porous films for filters and laminates; fabric laminates of PTFE film bonded to fabric to produce a material having the contradictory properties of impermeability to liquid water and permeability to water vapor, the material being used to make "breathable" rainwear and filters; porous yarn for weaving and braiding into other products such as pump packing; tubes used as replacements for human arteries and veins; and insulation for high performance electric cables.
  • An interpenetrating polymer network is a combination of at least two polymers in network form, at least one of which is synthesized and/or crossl inked in the immediate presence of the other. IPN's can be further classified as sequential
  • Sequential IPN's can also be prepared by swelling a polymer with a monomer and activating agents and, thereafter, polymerizing the monomer in situ.
  • IPN's require mixing on the molecular level, which is not possible with some polymers due to their well known thermodynamic incompatibility, those skilled in the art often refer to these IPN's as pseudo-IPN's.
  • interpenetrating polymer network and “psuedo-interpenetrating polymer network” are used interchangeably and are intended to describe both sequential IPN's and simultaneous IPN's.
  • Interpenetrating polymeric networks wherein one of the polymers is a polysiloxane are known in the art.
  • Foscante et al. U.S. Pat. No. 4,250,074, discloses an interpenetrating polymer network of a polymerized epoxy resin network intertwined with a polysiloxane network formed by the hydrolytic polycondensation of silane groups. This is achieved by the simultaneous polymerization, at substantially balanced reaction rates, of a mixture of epoxy resin and silane.
  • An amine curing agent forms the epoxy network and water distributed throughout the mixture causes the hydrolytic polycondensation of the silane groups.
  • a preferred method for preparing the IPN is to react epoxy resin with an aminosilane capable of both hydrolytic polycondensation of the silane moiety and amine addition of the oxirane rings of the epoxy resin.
  • 4,302,553 describes interpenetrating polymeric networks characterized by a single glass transition temperature, comprising at least two separate chemically dissimilar macrocyclic structures of crosslinked polymer chains which do not contain ionizable groups and which are crosslinked by different crossl inking agents which crosslink by different crossl inking mechanisms, the polymer chains of one macrocyclic structure being threaded through, but having substantially no intermolecular chemical bonding with, another macrocyclic structure of the interpenetrating polymer network, with the proviso that the macrocyclic structures have rings of at least 20 ring atoms.
  • Suitable crossl inking polymers typically can be polyfunctional polyurethane, polyepoxides, polyesters, polyamides, polyiraides, phenol ics, polysiloxanes, polysulfides, acrylics, poly (styrenebutadiene), poly (styrene-acrylonitrile), poly (butadiene-acrylonitrile), polychloroprene, poly (chloroprene-acrylonitrile) and poly (acrylonitrile-butadiene-styrene).
  • Pierce et al. U.S. Pat. No. 4,312,920, provides a blood contacting layer and a blood contacting interface consisting of a solvent cast polyurethane alloyed with a filler-free silicone rubber.
  • the alloy interface comprises an interpenetrating polymer network consisting of polyurethane and filler-free silicone rubber at the molecular level.
  • Arkles, U.S. Pat. No. 4,500,688 discloses melt processable compositions comprising a silicone component which is vulcanizable by the reaction of a hydride-containing silicone within a polymeric thermoplastic matrix to form a silicone pseudo-interpenetrating polymer network, said vulcanization of said silicone component being initiated during thermoplastic melt-mixing of said component with said matrix.
  • the polymeric thermoplastic matrices include polyamides, thermoplastic polyurethanes, bisphenol A polycarbonates, styrenics and polyacetals.
  • Another object of the present invention is to provide materials useful in the manufacture of apparel fabric laminates, geotextiles, geomembranes, filters, and other industrial, medical and electrical applications.
  • Still another object of the present invention is to provide methods for making polysiloxane - polytetrafluoroethylene interpenetrating networks.
  • novel compositions comprising a polysiloxane component vulcanized within a polytetrafluoroethylene component to form an interpenetrating polymer network.
  • compositions having interpenetrating matrices in cured form comprising:
  • Component (a) can be any polymer capable of being stretched, drawn or expanded so as to obtain a microstructure characterized by nodes interconnected by very small fibrils. It is especially preferred that component (a) be polytetrafluoroethylene as taught by Gore in the aforementioned U.S. patents. Polyethylene, polyamides, and polyesters are also known to exhibit a fibrillar structure upon being drawn or expanded. The suitability of other polymers for practicing the present invention will be obvious to those skilled in the art or can be ascertained without undue experimentation.
  • Component (b) can be any curable silicone composition, however, it is preferred that an addition curable silicone composition be employed in the practice of the invention.
  • addition curable silicone compositions comprise (1) a polydiorganosiloxane having alkenyl unsaturation, (2) an organohydrogenpolysiloxane crossl inking agent, and (3) a catalyst for promoting crosslinking of (1) and (2).
  • Alkenyl-containing polydiorganosiloxanes typically employed in the practice of the present Invention can have viscosities up to 100,000,000 centipoise or more at 25°C, for example, in accordance with the teaching of U.S. Pat. No.
  • Organohydrogenpolysiloxanes that can be utilized in the present invention may be linear or resinous and have viscosities of between about 25 centipoise and 10,000 centipoise at 25°C, with the preferred range being from about 100 centipoise to about 1000 centipoise at 25°C.
  • the curing catalyst can be either an organic peroxide or a precious metal containing material.
  • Suitable organic peroxides include dibenzoyl peroxide, bis-2,4-dichlorobenzoyl peroxide, di-t-butyl peroxide, 2,5-dimethyl-2,5-di- (t-butylperoxy) hexane, and dicumyl peroxide.
  • Precious metal containing catalysts can be based on the metals rhodium, ruthenium, palladium, osmium, irridium and platinum. It is particularly preferred that a platinum metal complex be employed as the catalyst, for example, as taught by Ashby in U.S. Pat. Nos.
  • organopolysiloxane resins are MDQ resins having vinyl unsaturation on monofunctional siloxane units, difunctional siloxane units, or both.
  • the use of such reinforcing organopolysiloxane resins is especially desirable when the viscosity of the alkenyl containing polydiorganosiloxane is less than about 5000 centipoise at 25°C.
  • the addition curable silicone composition also contains a silane or polysiloxane which functions both as an inhibitor and as an adhesion promoter.
  • a silane or polysiloxane which functions both as an inhibitor and as an adhesion promoter.
  • a silane or polysiloxane which functions both as an inhibitor and as an adhesion promoter.
  • One such composition is described in U.S. Pat. No. 3,759,968 to Berger et al. as a maleate or fumarate functional silane or polysiloxane.
  • Compositions effective only as an inhibitor are disclosed in U.S. Pat. No. 4,256,870 to Eckberg and 4,061,609 to Bobear.
  • Other suitable inhibitors will be obvious to those skilled in the art.
  • component (b) can be condensation curable silicone composition.
  • condens ation curable silicone compositions are available in either one or two packages and comprise (1) a polydiorganosiloxane having terminal hydrolyzable groups, e.g., hydroxyl or alkoxyl, and (2) a catalyst which promotes condensation curing.
  • a polydiorganosiloxane having terminal hydrolyzable groups e.g., hydroxyl or alkoxyl
  • a catalyst which promotes condensation curing.
  • Such compositions are well known in the art, for example, as described in U.S. Pat. No. 3,888,815 to Bessmer et al.
  • the polysiloxane network can be prepared by the hydrolytic polycondensation of silanes having the general formula Y - Si - (OX) 3 where each X is independently selected from the group consisting of hydrogen, alkyl radicals, hydroxyalkyl radicals, alkoxyalkyl radicals, and hydroxyalkoxyalkyl radicals, and Y is an alkyl radical, OX, where X is as previously defined, or an amino or substituted amino radical.
  • silanes having hydrolyzable groups to form a polysiloxane network of an interpenetrating polymer network is discussed in greater detail in U.S. Pat. No. 4,250,074 to Foscante et al.
  • the amount of curable silicone composition used in practicing the present invention can range from as little as about 1 part by weight per 100 parts by weight of component (a) to as much as about 150 parts by weight per 100 parts by weight of component (a).
  • a particularly preferred embodiment of the present invention utilizes from 1 to 50 parts by weight silicone per 100 parts by weight of component (a).
  • Optimal results are obtained when from about 5 to about 35 parts by weight of silicone composition are used per 100 parts by weight of polytetrafluoroethylene.
  • the translucency of the final product increases as the ratio of silicone composition to PTFE increases.
  • preparation of compositions having interpenetrating matrices in cured form will be described only with respect to polytetrafluoroethylene and addition curable silicone compositions. Those skilled in the art will appreciate that in order to prevent premature curing of the silicone composition the components must not all be combined until the time of use unless a suitable inhibitor is included (or moisture excluded in the case of condensation curable silicone compositions).
  • a one component, addition curable silicone composition containing an amount of inhibitor effective to prevent curing below about 100°C is dissolved in a suitable solvent, for example, kerosene or mineral spirits.
  • a suitable solvent for example, kerosene or mineral spirits.
  • the resulting solution is thereafter mixed with the polytetrafluoroethylene powder in a tumbler-type mixer suitable for mixing liquids with solids in order to incorporate the desired level of silicone into the PTFE.
  • the semi-dry powder obtained is a mixture of PTFE, silicone composition and solvent which can be pressed into a cylindrical bar or other suitable shape.
  • the cylindrical bar is then extruded and calendered to provide a film of desired thickness.
  • the film can be stretched to provide a film having a porous microstructure consisting of nodes and fibrils.
  • expansion of the film can be carried out at temperatures ranging from room temperature to about 325°C, it is preferable that the temperature range from about 250°C to about 300°C so that the silicone composition cures during the stretching process.
  • an inhibitor 1s not present to prevent premature curing of the silicone composition it is desirable to prepare a mixture of PTFE and vinyl containing polydiorganosiloxane and a mixture of PTFE and organohydrogenpolysiloxane, either or both mixtures also containing a curing catalyst. At the time of use the powders are combined and the final product prepared as if an inhibitor were present.
  • Stretched films prepared in accordance with the present invention generally have thicknesses ranging from about 0.5 mils to about 10 mils. Quite surprisingly, however, the resultant materials had larger pore sizes than similar materials prepared solely from PTFE, yet they exhibit improved air permeability and improved resistance to liquid water permeability.
  • the expanded products be heated to above the lowest crystalline melting point of the PTFE so as to increase the amorphous content of the polymer, typically to
  • compositions having interpenetrating matrices in cured form comprising:
  • compositions prepared in accordance with the present invention find particular utility as filters, pump packing, insulation for electrical cables, and as laminates useful in the manufacture of breathable wearing apparel.
  • Silicone compositions comprising the components set forth in Table 1 were prepared and identified as silicone A through silicone J.
  • the extruded, calendered and dried PTFE - silicone samples were then stretched from their extruded width of about six inches to 64, 66 or 74 inches.
  • the films were sintered during the stretching operation to prevent shrinking. Moreover, since sintering was effected at 300°C, the crossl inkable silicone mixtures were crosslinked during this operation. Physical properties of the stretched film are shown in Table 4 where data on permeability of the stretched films with different silicone additives are compared.
  • Mullen Value Measuree the pounds per square inch of water pressure needed to get penetration of the film. A measure of waterproofness. The higher the Mullen value the more waterproof is the film. A minimum value of 25 is desired.
  • Bubble Point - A measure of the pounds per square inch of pressure necessary to produce a bubble in a column of water on the opposite side of the film. This is a measure of the porosity from which the maximum pore size can be calculated.
  • VVT breathability area over a 24 hour period when air flows across a film in contact with water on the opposite side. The higher the value the greater the breatheability.
  • Sample 4 showed less extractable silicone than was expected, suggesting that crossl inking occurred through interaction of the material with atmospheric moisture or moisture introduced during processing, since this was a condensation curable silicone.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Une composition ayant des matrices s'interpénétrant comprend: (a) un premier réseau polymère caractérisé par des noeuds reliés entre eux par des fibrilles et (b) un second réseau polymère comprenant des unités de diorganosiloxy. Dans un autre mode de réalisation, les compositions comprennent un réseau polymère s'interpénétrant de polytetrafluoroéthylène et de polydiorganosiloxane. Les procédés permettant d'obtenir lesdites compositions sont également décrits. Des films poreux résistants et des matériaux d'isolation pour câbles peuvent être préparés à partir desdites compositions.
PCT/US1986/002405 1985-11-13 1986-11-13 Reseaux polymeres s'interpenetrant comprenant du polytetrafluoroethylene et du polysiloxane WO1987002996A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US79757585A 1985-11-13 1985-11-13
US797,575 1985-11-13

Publications (1)

Publication Number Publication Date
WO1987002996A1 true WO1987002996A1 (fr) 1987-05-21

Family

ID=25171222

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1986/002405 WO1987002996A1 (fr) 1985-11-13 1986-11-13 Reseaux polymeres s'interpenetrant comprenant du polytetrafluoroethylene et du polysiloxane

Country Status (2)

Country Link
CA (1) CA1283492C (fr)
WO (1) WO1987002996A1 (fr)

Cited By (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0256748A2 (fr) * 1986-08-04 1988-02-24 BAXTER INTERNATIONAL INC. (a Delaware corporation) Fluoropolymères hautement expansés poreux et leur procédé de fabrication
WO1988004982A1 (fr) * 1987-01-05 1988-07-14 Tetratec Corporation Procede de production d'un reseau de polymeres fibrille semi-interpenetre par des polytetrafluoroethylenes et des elastomeres silicones et de produits façonnes a partir de ces matieres
EP0279414A2 (fr) * 1987-02-16 1988-08-24 Japan Synthetic Rubber Co., Ltd. Composition de caoutchouc et son emploi dans la fabrication d'un joint ou tube
EP0308835A2 (fr) * 1987-09-21 1989-03-29 Kawasaki Lnp Inc. Contrôle de vides dans des matières thermoplastiques contenant des polymères à réseau à interpénétration à base de silicone
WO2002036332A2 (fr) * 2000-11-02 2002-05-10 Scimed Life Systems, Inc. Produits en polytetrafluorethylene (ptfe) poreux non expanse et procedes de fabrication
EP1227373A1 (fr) * 2001-01-30 2002-07-31 Xerox Corporation Réseau de polymères interpénétrés à base de polytétrafluoroéthylène et de silicone élastomérique pour utilisation dans des dispositifs de fusion électrophotographiques
US6451396B1 (en) 1998-02-13 2002-09-17 Gore Enterprise Holdings, Inc. Flexure endurant composite elastomer compositions
DE4425232B4 (de) * 1993-07-23 2008-04-03 General Electric Co. Flüssige Zusammensetzung zum Einspritzen in eine Vorrichtung zum Flüssig-Spritzgießen
FR2910476A1 (fr) * 2006-12-22 2008-06-27 Rhodia Recherches & Tech Article elastomere silicone vulcanise ayant une bonne tenue aux huiles et une bonne tenue thermique
WO2008080829A1 (fr) * 2006-12-22 2008-07-10 Bluestar Silicones France Elastomere silicone renforce
CN103937134A (zh) * 2014-04-15 2014-07-23 东莞市方康电子科技有限公司 四氟乳液组合物、防水透气膜及其制备方法
CN107880557A (zh) * 2017-12-25 2018-04-06 广东标美硅氟新材料有限公司 一种高扩张倍率硅橡胶冷缩管及其制备方法和应用

Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2710290A (en) * 1953-04-03 1955-06-07 Gen Electric Organopolysiloxane-polytetrafluoroethylene mixtures
US2927908A (en) * 1960-03-08 Fluorinated organopolysiloxane rub-
US2934515A (en) * 1957-07-01 1960-04-26 Dow Corning Polytetrafluoroethylene-silicone compositions
US3207825A (en) * 1961-07-20 1965-09-21 Gen Electric Process for extruding polytetrafluoroethylene-silicone rubber composition
US3865897A (en) * 1973-08-03 1975-02-11 Dow Corning Method of blending polyolefins and polydiorganosiloxane gums and blends thereof
US3962153A (en) * 1970-05-21 1976-06-08 W. L. Gore & Associates, Inc. Very highly stretched polytetrafluoroethylene and process therefor
US4010136A (en) * 1975-06-30 1977-03-01 Dow Corning Corporation Low durometer siloxane elastomers containing polytetrafluoroethylene powder
US4096227A (en) * 1973-07-03 1978-06-20 W. L. Gore & Associates, Inc. Process for producing filled porous PTFE products
US4187390A (en) * 1970-05-21 1980-02-05 W. L. Gore & Associates, Inc. Porous products and process therefor
US4336364A (en) * 1981-07-20 1982-06-22 Dow Corning Corporation Method of producing organosilicon composition with in situ produced cure inhibitor
US4347204A (en) * 1978-12-19 1982-08-31 Olympus Optical Co., Ltd. Flexible tube and method of manufacturing same
US4478665A (en) * 1980-11-06 1984-10-23 W. L. Gore & Associates, Inc. Method for manufacturing highly porous, high strength PTFE articles
US4544692A (en) * 1983-08-29 1985-10-01 Material Sciences Corporation Polysiloxane and fluorocarbon coating composition

Patent Citations (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2927908A (en) * 1960-03-08 Fluorinated organopolysiloxane rub-
US2710290A (en) * 1953-04-03 1955-06-07 Gen Electric Organopolysiloxane-polytetrafluoroethylene mixtures
US2934515A (en) * 1957-07-01 1960-04-26 Dow Corning Polytetrafluoroethylene-silicone compositions
US3207825A (en) * 1961-07-20 1965-09-21 Gen Electric Process for extruding polytetrafluoroethylene-silicone rubber composition
US4187390A (en) * 1970-05-21 1980-02-05 W. L. Gore & Associates, Inc. Porous products and process therefor
US3962153A (en) * 1970-05-21 1976-06-08 W. L. Gore & Associates, Inc. Very highly stretched polytetrafluoroethylene and process therefor
US4096227A (en) * 1973-07-03 1978-06-20 W. L. Gore & Associates, Inc. Process for producing filled porous PTFE products
US3865897A (en) * 1973-08-03 1975-02-11 Dow Corning Method of blending polyolefins and polydiorganosiloxane gums and blends thereof
US4010136A (en) * 1975-06-30 1977-03-01 Dow Corning Corporation Low durometer siloxane elastomers containing polytetrafluoroethylene powder
US4347204A (en) * 1978-12-19 1982-08-31 Olympus Optical Co., Ltd. Flexible tube and method of manufacturing same
US4478665A (en) * 1980-11-06 1984-10-23 W. L. Gore & Associates, Inc. Method for manufacturing highly porous, high strength PTFE articles
US4336364A (en) * 1981-07-20 1982-06-22 Dow Corning Corporation Method of producing organosilicon composition with in situ produced cure inhibitor
US4544692A (en) * 1983-08-29 1985-10-01 Material Sciences Corporation Polysiloxane and fluorocarbon coating composition

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0256748A3 (fr) * 1986-08-04 1989-06-28 BAXTER INTERNATIONAL INC. (a Delaware corporation) Fluoropolymères hautement expansés poreux et leur procédé de fabrication
EP0256748A2 (fr) * 1986-08-04 1988-02-24 BAXTER INTERNATIONAL INC. (a Delaware corporation) Fluoropolymères hautement expansés poreux et leur procédé de fabrication
WO1988004982A1 (fr) * 1987-01-05 1988-07-14 Tetratec Corporation Procede de production d'un reseau de polymeres fibrille semi-interpenetre par des polytetrafluoroethylenes et des elastomeres silicones et de produits façonnes a partir de ces matieres
AU599207B2 (en) * 1987-01-05 1990-07-12 Donaldson Company Inc. Ipn of ptfe and silicone elastomer
EP0279414A2 (fr) * 1987-02-16 1988-08-24 Japan Synthetic Rubber Co., Ltd. Composition de caoutchouc et son emploi dans la fabrication d'un joint ou tube
EP0279414A3 (en) * 1987-02-16 1990-12-19 Japan Synthetic Rubber Co., Ltd. Rubber composition and the use thereof for the production of an oil seal or a rubber hose
US5010137A (en) * 1987-02-16 1991-04-23 Japan Synthetic Rubber Co., Ltd. Rubber composition, and oil seal and rubber hose obtained therefrom
EP0308835A2 (fr) * 1987-09-21 1989-03-29 Kawasaki Lnp Inc. Contrôle de vides dans des matières thermoplastiques contenant des polymères à réseau à interpénétration à base de silicone
EP0308835A3 (fr) * 1987-09-21 1990-02-07 Kawasaki Lnp Inc. Contrôle de vides dans des matières thermoplastiques contenant des polymères à réseau à interpénétration à base de silicone
DE4425232B4 (de) * 1993-07-23 2008-04-03 General Electric Co. Flüssige Zusammensetzung zum Einspritzen in eine Vorrichtung zum Flüssig-Spritzgießen
US6451396B1 (en) 1998-02-13 2002-09-17 Gore Enterprise Holdings, Inc. Flexure endurant composite elastomer compositions
US6673455B2 (en) 1998-02-13 2004-01-06 Gore Enterprise Holdings Inc. Flexure endurant composite elastomer compositions
US6770086B1 (en) 2000-11-02 2004-08-03 Scimed Life Systems, Inc. Stent covering formed of porous polytetraflouroethylene
WO2002036332A3 (fr) * 2000-11-02 2002-09-12 Scimed Life Systems Inc Produits en polytetrafluorethylene (ptfe) poreux non expanse et procedes de fabrication
WO2002036332A2 (fr) * 2000-11-02 2002-05-10 Scimed Life Systems, Inc. Produits en polytetrafluorethylene (ptfe) poreux non expanse et procedes de fabrication
EP2275248A1 (fr) * 2000-11-02 2011-01-19 Boston Scientific Limited Produits en polytétrafluoroéthylène (PTFE) poreux non expansé et procédé de fabrication
US6447918B1 (en) 2001-01-30 2002-09-10 Xerox Corporation Interpenetrating polymer network of polytetra fluoroethylene and silicone elastomer for use in electrophotographic fusing applications
EP1227373A1 (fr) * 2001-01-30 2002-07-31 Xerox Corporation Réseau de polymères interpénétrés à base de polytétrafluoroéthylène et de silicone élastomérique pour utilisation dans des dispositifs de fusion électrophotographiques
FR2910476A1 (fr) * 2006-12-22 2008-06-27 Rhodia Recherches & Tech Article elastomere silicone vulcanise ayant une bonne tenue aux huiles et une bonne tenue thermique
WO2008080829A1 (fr) * 2006-12-22 2008-07-10 Bluestar Silicones France Elastomere silicone renforce
WO2008080836A1 (fr) * 2006-12-22 2008-07-10 Bluestar Silicones France Article élastomère silicone vulcanisé ayant une bonne tenue aux huiles et une bonne tenue thermique
CN103937134A (zh) * 2014-04-15 2014-07-23 东莞市方康电子科技有限公司 四氟乳液组合物、防水透气膜及其制备方法
CN107880557A (zh) * 2017-12-25 2018-04-06 广东标美硅氟新材料有限公司 一种高扩张倍率硅橡胶冷缩管及其制备方法和应用

Also Published As

Publication number Publication date
CA1283492C (fr) 1991-04-23

Similar Documents

Publication Publication Date Title
US4764560A (en) Interpenetrating polymeric network comprising polytetrafluoroethylene and polysiloxane
US4891407A (en) Interpenetrating polymeric networks comprising polytetrafluoroethylene and polysiloxane
CA1283492C (fr) Reseaux polymeriques interpenetrants, constitues de poly(tetrafluoroethylene) et de polysiloxane
KR950006642B1 (ko) 액체 경화성 폴리오르가노실록산 조성물
JP6935411B2 (ja) 低温硬化シリコーンエラストマー
US5661210A (en) Optically clear liquid silicone rubber
EP1969062B1 (fr) Composition a base d'un elastomere de silicone
AU599207B2 (en) Ipn of ptfe and silicone elastomer
US3798185A (en) Gas permeable membranes and process for making same
TW575609B (en) Method for preparing thermoplastic elastomer and thermoplastic elastomer prepared therefrom
CN105026021B (zh) 由交联的热塑性硅酮弹性体生产的多孔膜
US3668273A (en) Organopolysiloxane-polyphenylene oxide block copolymers & method of preparation
CN110358032B (zh) 一种基于亚胺键的可自修复、可回收有机硅弹性体及其制备方法
EP1054766A1 (fr) Compositions d'elastomere composite resistantes aux flexions
WO2006120186A1 (fr) Collage d'un caoutchouc fluorosilicone
CN104327289B (zh) 一种有机官能基封端含梯形聚倍半硅氧烷的嵌段光学透明有机硅树脂的制备方法及其应用
JPH06502879A (ja) 高分子はく離フィルム及びそれらの使用方法
JPH06207104A (ja) シリコーン樹脂とシリコーンゴムとの複合体及びその製造方法
JP2019206658A (ja) 硬化性シリコーンゲル組成物及びシリコーンゲル硬化物
KR101823783B1 (ko) 실리콘 고무 조성물 및 이의 경화물
Sherman et al. Novel polyisobutylene/poly (dimethylsiloxane) bicomponent networks. I. Synthesis and characterization
JPH0853588A (ja) ポリジオルガノシロキサンとスルホン化ポリオレフィンとのブレンド調製方法
JPS6253373A (ja) 透明、均質アミノポリシロキサン−ブロモアルキル・ポリフエニレン・オキシド重合体混和物
Lin New silicone pressure-sensitive adhesive technology
Mistri et al. Fluorosilicones and other fluoropolymers: synthesis, properties, and applications

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): JP