Fluorine Containing Monomer Contains At Least One Diverse Halogen Atom Patents (Class 526/249)
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Patent number: 5877267Abstract: A method for polymerizing fluorine-containing ethylenically-unsaturated monomer and allylic-hydrogen containing olefin monomer is provided. The method involves the use of fluoroaliphatic-group containing sulfinate. Novel polymers are also disclosed, comprising interpolymerized units derived from tetrafluoroethylene and allylic-hydrogen containing olefin, for example, propylene.Type: GrantFiled: January 10, 1997Date of Patent: March 2, 1999Assignee: Minnesota Mining and Manufacturing CompanyInventors: Michael P. Greuel, Werner M. Grootaert
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Patent number: 5863657Abstract: An adhesive for bonding together a first substrate made of vinylidene fluoride resin and a second substrate comprises an elastic fluorohydrocarbon resin, a polyisocyanate, and an organic solvent. This elastic fluorohydrocarbon resin is obtained by graft copolymerization of a fluorine-containing copolymer with a vinylidene fluoride monomer. This copolymer is prepared by copolymerizing at least one first fluorine-containing monomer with at least one unsaturated monomer that has peroxy bond. The adhesive itself is superior in durability, and bond strength between the first and second substrates is also superior.Type: GrantFiled: December 27, 1995Date of Patent: January 26, 1999Assignee: Central Glass Company, LimitedInventors: Chikashi Kawashima, Katunori Kawamura
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Patent number: 5859123Abstract: The present invention relates to a water-based fluorine-containing emulsion. This emulsion contains a fluorine-containing copolymer in a disperse phase thereof This copolymer is prepared by copolymerizing: (A) a fluoroolefin, (B) an organosilicon compound containing an olefinic unsaturated bond and an alkoxysilyl group, (C) an unsaturated carboxylic acid represented by a general formula of CH.sub.2 .dbd.CH--(CH.sub.2).sub.n --COOH where n is an integer of from 3 to 15, and (D) at least one other copolymerizable monomer. A paint prepared from the emulsion is superior in storage stability and mechanical stability, although this paint belongs to a one-package paint. A coated film formed by applying the paint is superior in water resistance in its early stages, stain resistance, and weather resistance.Type: GrantFiled: November 15, 1996Date of Patent: January 12, 1999Assignee: Central Glass Company, LimitedInventors: Satoru Kobayashi, Kazuhiko Maeda, Yoshi Hirashima, Seiji Hasegawa, Kentaro Tsutsumi
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Patent number: 5852125Abstract: The present invention relates to a new fluororubber, a process for its production and its use, as well as a process for producing fluororubber mouldings and/or coatings.Type: GrantFiled: May 30, 1997Date of Patent: December 22, 1998Assignee: Bayer AktiengesellschaftInventors: Ralf Kruger, Jurgen Ackermann, Dieter Wrobel, Helmut Steinberger
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Patent number: 5852150Abstract: Disclosed herein are copolymers of tetrafluoroethylene and n-alkyl trifluorovinyl ether which further contain either curesite repeat units and/or iodine. Such curesite repeat units, upon exposure to free radicals, may crosslink the copolymers. The iodine is introduced by carrying out free radical polymerization in the presence of an organic iodide chain transfer agent. The polymers according to the invention are especially useful as elastomers and/or as molding resins for articles or parts that may be exposed to a basic environment. The preparation of such polymers by aqueous emulsion polymerization is also disclosed.Type: GrantFiled: December 3, 1997Date of Patent: December 22, 1998Assignee: E. I. du Pont de Nemours and CompanyInventor: Paul Gregory Bekiarian
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Patent number: 5833070Abstract: A stretched PCTFE (polychlorotrifluoroethylene) film is provided with a good moisture-proofness (low moisture permeability) even at a relatively small thickness and at a small crystallinity The film is characterized by a crystallinity A (%) of 15-75% and a moisture permeability B (mg/m.sup.2.day) at a film thickness of 20 .mu.m, satisfying a relationship of B/(100-A).ltoreq.3.0. The film may suitably be produced through a process characterized by a sequence of a relatively low-temperature melt-extrusion and a low temperature stretching. The film is suitably used for constituting moisture-proof packaged products, such as an EL device or a packaged drug product.Type: GrantFiled: June 2, 1997Date of Patent: November 10, 1998Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Toshiya Mizuno, Yoshikichi Teramoto, Yasuhiro Tada
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Patent number: 5773480Abstract: Polymeric compositions are derived from copolymers of .alpha.,.beta.,.beta.-trifluorostyrene with a variety of substituted .alpha.,.beta.,.beta.-trifluorostyrenes. These compositions are suitable for use as membranes, particularly as ion-exchange membranes, and most particularly as solid polymer electrolytes in electrochemical applications, such as, for example, electrochemical fuel cells.Type: GrantFiled: December 18, 1996Date of Patent: June 30, 1998Assignee: Ballard Power Systems Inc.Inventors: Charles Stone, Alfred E. Steck, Jinzhu Wei
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Patent number: 5731394Abstract: Polytetrafluoroethylene (PTFE) fine powder is provided which exhibits both low rheometer extrusion pressure and high adhesion to wire by incorporating into the free powder the combination of perfluoro(alkyl) ethylene such as perfluoro(n-butyl) ethylene with fluoro(alkyl vinyl ether), such as perfluoro(propyl vinyl ether), or fluoroolefin such as hexafluoropropylene as modifiers of the PTFE fine powder. The modified PTFE fine powder is made by aqueous dispersion copolymerization of TFE with the modifying monomers, with the addition of molecular weight reducing agent towards the end of the polymerization reaction.Type: GrantFiled: March 27, 1997Date of Patent: March 24, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Theodore Arthur Treat, Satish Chandra Malhotra
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Patent number: 5688838Abstract: Process for preparing hydrogen-containing fluoropolymers, wherein the corresponding olefinic monomers are (co) polymerized in an organic suspending medium in the presence of a radical photoinitiator and of ultraviolet-visible radiation at a temperature of from -60.degree. C. to +30.degree. C. Hydrogen-containing fluoropolymers are thus obtained having high second melting temperature and high maximum operating temperature, using as initiators non-hazardous products, which can be easily handled and kept also at room temperature.Type: GrantFiled: July 28, 1995Date of Patent: November 18, 1997Assignee: Ausimont S.p.A.Inventors: Julio A. Abusleme, Pier Antonio Guarda, Ralph De Pasquale
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Patent number: 5674959Abstract: New fluoroelastomers are described, having iodine atoms in terminal position and monomeric units in the chain deriving from an iodinated olefin of formula:CHR.dbd.CH--Z--CH.sub.2 CHR--I (I)wherein: R is --H or --CH.sub.3 ; Z is a (per)fluoroalkylene radical C.sub.1 -C.sub.18, linear or branched, optionally containing one or more ether oxygen atoms, or a (per) fluoropolyoxyalkylene radical.These products, upon peroxide curing, require extremely short post-curing treatments (around 30-60 minutes at 180.degree.-230.degree. C.) and are characterized by compression set values lower than 25% (measured on O-rings at 200.degree. C. for 70 hours according to ASTM Standard D395 Method B).Type: GrantFiled: October 1, 1996Date of Patent: October 7, 1997Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Giulio Brinati, Margherita Albano, Vito Tortelli
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Patent number: 5670593Abstract: To provide a fluorine-containing olefin represented, for example, by CH.sub.2 .dbd.CFCF.sub.2 --R.sub.f.sup.6 --(CH.sub.2).sub.k --X.sup.2 ?wherein, X.sup.2 is --CH.sub.2 OH, ##STR1## or ##STR2## R.sub.f.sup.6 is a fluorine-substituted fluorine-containing alkyl group having 1 to 40 carbon atoms or --OR.sub.f.sup.7 -- (Rf.sup.7 is a fluorine-substituted fluorine-containing alkyl group having 1 to 40 carbon atoms or a fluorine-substituted fluorine-containing ether group having 3 to 50 carbon atoms), k is 0 or an integer of 1 to 6!; a fluorine-containing polymer with functional group which is prepared by polymerizing the above-mentioned olefin, has good affinity with various heat-resisting thermoplastic resins and is capable of forming homogeneous dispersion with the thermoplastic resin; and a thermoplastic resin composition comprising the above-mentioned fluorine-containing polymer with functional group and an aromatic polyester or the like as the heat-resisting thermoplastic resin.Type: GrantFiled: February 9, 1996Date of Patent: September 23, 1997Assignee: Daikin Industries, Ltd.Inventors: Takayuki Araki, Tetsuo Shimizu, Takafumi Yamato, Masahiro Kumegawa, Yoshihisa Yamamoto
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Patent number: 5641571Abstract: Polytetrafluoroethylene micropowders, which can contain up to about 3% by weight of comonomers, are obtained with a narrow molecular weight distribution, a narrow range of specific surface area and a primary particle size of from 150 to 250 nm by polymerization in aqueous medium using hydrogen, methane or ethane as chain transfer agent and at an availability of free radicals remaining essentially constant over the polymerization time. These micropowders are particularly suitable for preparations of polyacetals which give only small deposits in the molds during melt processing and have increased color stability.Type: GrantFiled: October 5, 1995Date of Patent: June 24, 1997Assignee: Hoechst AktiengesellschaftInventors: Ludwig Mayer, Kai-Uwe Tonnes, Hermann Bladel
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Patent number: 5639838Abstract: Fluoroelastomers comprising, by mole:(a) from 33 to 75% of tetrafluoroethylene (TFE);(b) from 15 to 45% of a perfluorovinylether (PVE);(c) from 10 to 22% of vinylidene fluoride (VDF).They are endowed with high resistance to polar solvents and to bases, excellent compression set also at high temperatures, low Tg and good processability.They result particularly suitable for the manufacture of sealing elements (O-rings) for plants intended to the production of methylterbutylether (MTBE).Type: GrantFiled: August 23, 1995Date of Patent: June 17, 1997Assignee: Ausimont S.p.A.Inventors: Margherita Albano, Vincenzo Arcella, Graziella Chiodini, Anna Minutillo
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Patent number: 5639837Abstract: Disclosed herein is a process in which fluorine containing olefins are polymerized using an initiation system which is a combination of a fluoroaliphatic sulfinate or sulfinic acid and chlorate, bromate or hypochlorite ions. The resulting polymer contains fewer deleterious end groups and is more stable and/or easier to process. The polymers produced are useful as thermoplastics and elastomers.Type: GrantFiled: June 4, 1996Date of Patent: June 17, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: William Brown Farnham, Andrew Edward Feiring, Bruce Edmund Smart, Robert Clayton Wheland
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Patent number: 5625019Abstract: New fluoroelastomers are described, having iodine atoms in terminal position and monomeric units in the chain deriving from an iodinated olefin of formula:CHR.dbd.CH--Z--CH.sub.2 CHR--I (I)wherein: R is --H or --CH.sub.3 ; Z is a (per)fluoroalkylene radical C.sub.1 -C.sub.18, linear or branched, optionally containing one or more ether oxygen atoms, or a (per)fluoropolyoxyalkylene radical.These products, upon peroxide curing, require extremely short post-curing treatments (around 30-60 minutes at 180.degree.-230.degree. C.) and are characterized by compression set values lower than 25% (measured on O-rings at 200.degree. C. for 70 hours according to ASTM Standard D395 Method B).Type: GrantFiled: May 15, 1995Date of Patent: April 29, 1997Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Giulio Brinati, Margherita Albano, Vito Tortelli
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Patent number: 5623038Abstract: A method for polymerizing fluorine-containing ethylenically-unsaturated monomer and allylic-hydrogen containing olefin monomer is provided. The method involves the use of fluoroaliphatic-group containing sulfinate. Novel polymers are also disclosed, comprising interpolymerized units derived from tetrafluoroethylene and allylic-hydrogen containing olefin, for example, propylene.Type: GrantFiled: May 8, 1995Date of Patent: April 22, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventors: Michael P. Greuel, Werner M. Grootaert
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Patent number: 5621057Abstract: Alkenyl ether-siloxane compositions comprising(A) an oligomeric or polymeric organosilicon compound having on average more than one alkenyloxy group of the formulaR.sup.2 --CH.dbd.CH--O-- (VI)(B) a monomeric maleic and/or fumaric acid compound of the formula ##STR1## in which R.sup.2 is a hydrogen atom or the methyl radical,R.sup.3 is identical or different and is a hydrogen atom, a hydrocarbon radical having 1 to 16 carbon atoms, which can be interrupted by oxygen, sulfur or oxygen- or silicon-containing units, a substituted hydrocarbon radical having 1 to 6 carbon atoms, a silyl radical or a siloxanyl radical,R.sup.4 is identical or different and is a hydrogen atom, chlorine, bromine, fluorine or an optionally substituted alkyl radical andZ is an oxygen atom or a radical --NR.sup.5 --, where R.sup.5 has one of the meanings given for R.sup.3,optionally(C) initiators which form free radicals and optionally(D) inhibitors for regulating the pot life.Type: GrantFiled: May 31, 1995Date of Patent: April 15, 1997Assignee: Wacker-Chemie GmbHInventors: Christian Herzig, Bernward Deubzer, Martina Bloechl, David Huettner, Walter Magee
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Patent number: 5618894Abstract: The present invention provides a process for making fluorinated polymers and copolymers having stable end groups. The process includes (1) contacting a fluoromonomer, an initiator capable of producing stable end groups on the polymer chain, and a polymerization medium comprising carbon dioxide, and (2) polymerizing the fluoromonomer. The polymerization medium preferably comprises liquid or supercritical carbon dioxide. Advantageously, the process may also include the step of separating the fluoropolymer from the polymerization medium.The present invention also provides polymerization reaction mixtures useful in the processes of the present invention.Type: GrantFiled: June 1, 1995Date of Patent: April 8, 1997Assignee: The University of North CarolinaInventors: Joseph M. DeSimone, Timothy Romack
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Patent number: 5602185Abstract: Sulfonyl fluoride substituted .alpha.,.beta.,.beta.-trifluorostyrene monomers are disclosed. The monomers are incorporated into polymeric compositions which are conveniently hydrolyzed to produce polymeric compositions which include ion-exchange moieties. The resulting compositions which include ion-exchange moieties are particularly suitable for use as solid polymer electrolytes in electrochemical applications, such as, for example, electrochemical fuel cells.Type: GrantFiled: June 6, 1995Date of Patent: February 11, 1997Assignee: Ballard Power Systems Inc.Inventors: Charles Stone, Alfred E. Steck, Robert D. Lousenberg
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Patent number: 5589557Abstract: Polymers and copolymers of one or more fluorinated dienes of structure CFX.sup.1 .dbd.CX.sup.2 --O--CX.sup.3 X.sup.4 --O--CX.sup.2 .dbd.CX.sup.1 F, wherein X.sup.1 and X.sup.2 are F, Cl or H, and X.sup.3 and X.sup.4 are F or CF.sub.3, wherein said dienes essentially form cyclic repetitive units, the comonomers used for preparing copolymers being ethylene unsaturated fluorinated compounds.Processes for preparing the fluorinated dienes having said structure which comprise the reaction in solution between one halogenated olefin and one hypofluorite CX.sup.3 X.sup.4 (OF).sub.2, wherein X.sup.3 and X.sup.4 are F or CF.sub.3, and the dehalogenation or dehydrohalogenation of the linear adduct between one hypofluorite molecule and two olefin molecules. The polymers and copolymers of the invention are particularly suitable for preparing coatings for applications at high temperatures.Type: GrantFiled: May 15, 1995Date of Patent: December 31, 1996Assignee: Ausimont, S.p.A.Inventors: Walter Navarrini, Vito Tortelli, Alessandro Zedda
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Patent number: 5585449Abstract: New fluoroelastomers are described, comprising monomeric units deriving from a bis-olefin having general formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, equal or different from each other, are H or alkyls C.sub.1 -C.sub.5 ; Z is an alkylene or cycloalkylene radical C.sub.1 -C.sub.18, linear or branched, optionally containing oxygen atoms, preferably at least partially fluorinated, or a (per)fluoropolyoxyalkylene radical.Such products are endowed with improved processability, especially during calendering of the vulcanization mixture, along with superior mechanical and workability properties during extrusion and injection molding, with a very good mold release.Type: GrantFiled: December 22, 1994Date of Patent: December 17, 1996Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Giulio Brinati, Margherita Albano, Vito Tortelli
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Patent number: 5578689Abstract: Vinyl polymers, e.g., the homo- and copolyvinyl chlorides, are prepared in one or more stages, to a degree of conversion of at least 50%, by suspended emulsion polymerizing at least one vinyl monomer, e.g., vinyl chloride, said at least one monomer having dispersed therein finely divided droplets of an aqueous solution of at least one component of a polymerization initiating system, and wherein the amount of water in said aqueous solution constitutes at least 19%, and preferably at least 20% by weight of the at least one monomer.Type: GrantFiled: February 22, 1994Date of Patent: November 26, 1996Assignee: AtochemInventors: Pierre Nogues, Francois Erard
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Patent number: 5576381Abstract: Aqueous dispersions of fluoropolymers which are obtained by emulsion polymerization, are not processsable from the melt and form a film on sintering, which comprise a fluoropolymer A) having an average particle size (number average) of from 180 to 400 nm and a fluoropolymer B) having an average particle size which is lower by a factor of from about 0.3 to about 0.7, so that the total dispersion has a non-monomadal number distribution of the particle diameter, are suitable for soaking, impregnating or coating surfaces, for example of fibers or planiform articles of fibers or porous materials, in particular for coating fiberglass fabrics, and also for the formulation of metal coating systems.Type: GrantFiled: November 29, 1994Date of Patent: November 19, 1996Assignee: Hoechst AktiengesellschaftInventors: Hermann Bl adel, Bernd Felix, Klaus Hintzer, Gernot L ohr, Wolf D. Mitterberger
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Patent number: 5569728Abstract: The invention relates to a (co)polymerization process in suspension for preparing hydrogen containing thermoplastic fluoropolymers, such as for instance ethylene/chlorotrifluoro-ethylene or ethylene/tetrafluoroethylene copolymers, or vinylidenefluoride homopolymers or copolymers, wherein bis-dichlorofluoroacetylperoxide (CFCl.sub.2 --CO--O).sub.2 (DCFAP) is used as polymerization initiator. From such process products endowed with high thermal stability, remarkably higher than that obtainable using bis-trichloroacetylperoxide (TCAP), are obtained.Type: GrantFiled: March 16, 1995Date of Patent: October 29, 1996Assignee: Ausimont, S.p.A.Inventors: Julio A. Abusleme, Piero Gavezotti
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Patent number: 5518652Abstract: The invention relates to copolymers made from mono-reactive liquid and/or di-reactive liquid crystals which can be photopolymerized to form copolymers and to novel reactive liquid crystal compound having a nematic phase. Preferentially the reactive liquid crystal is polymerized while in the liquid crystal phase to produce an oriented birefringent polymer film. To do this, the reactive liquid crystal, in its nematic or smectic phase is aligned (by well known techniques such as rubbed polyimide, etc.) and the thin film containing a small amount of photoinitiator, is subjected to ultraviolet light whereupon it polymerizes into a thin, aligned polymer film.Type: GrantFiled: July 1, 1994Date of Patent: May 21, 1996Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Owain L. Parri, Ian Bonny, Ian V. E. Hassall, Mark J. Goulding, Simon Greenfield, Emma J. Brown, David Coates
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Patent number: 5510435Abstract: Cyclopentanes alkyl-substituted with one or more C.sub.1 -C.sub.6 alkyls are used as chain transfer agents in (co)polymerization reactions carried out, either in suspension or in aqueous emulsion, at low temperatures, comprised between -30.degree. and +30.degree. C., for preparing thermoplastic hydrogen-containing fluoropolymers , such as for instance ethylene/chlorotrifluoroethylene and ethylene/tetrafluoroethylene copolymers, or homopolymers and copolymers of vinylidenefluoride. They are transfer agents having high efficiency, which are liquid and thus can be easily handled and dosed, non-toxic, yielding alkyl end groups of high thermal stability.Type: GrantFiled: March 16, 1995Date of Patent: April 23, 1996Assignee: Ausimont S.p.A.Inventors: Julio A. Abusleme, Sheldon J. Kirsch
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Patent number: 5498639Abstract: Polymeric compositions are derived from copolymers of .alpha.,.beta., .beta.-trifluorostyrene with a variety of substituted .alpha.,.beta.,.beta.-trifluorostyrenes. These compositions are suitable for use as membranes, particularly as ion-exchange membranes, and most particularly as solid polymer electrolytes in electrochemical applications, such as, for example, electrochemical fuel cells.Type: GrantFiled: May 16, 1995Date of Patent: March 12, 1996Assignee: Ballard Power Systems Inc.Inventors: Jinzhu Wei, Charles Stone, Alfred E. Steck
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Patent number: 5484867Abstract: A process for preparation of reactive polyhedral oligomeric silsesquioxanes and the subsequent synthesis of polysilsesquioxanes which produce high yield, tractable polymers containing silsesquioxane segments is provided. A trifunctional polyhedral oligomeric silsesquioxane of the formula Si.sub.7 R.sub.7 O.sub.9 (OA).sub.3 is corner capped by reacting it with a compound of the formula M-Z to form a polyhedral oligomeric silsesquioxane which can be reacted in various ways with oligomers, polymers, catalysts, or co-monomers to form polyhedral silsesquioxane polymers containing silsesquioxanes as pendant, block, or end group segments. The resulting polymers are essentially free of impurities and have controllable properties through the proper selection of the synthesis process and starting materials.Type: GrantFiled: June 1, 1994Date of Patent: January 16, 1996Assignees: The University of Dayton, The Regents of the University of California, The United States of America as represented by the Secretary of the Air ForceInventors: Joseph D. Lichtenhan, Jeffrey W. Gilman, Frank J. Feher
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Patent number: 5453477Abstract: Process for the production of PCTFE homopolymer and/or copolymer resins by the use of an aqueous suspension system incorporating a redox initiator system which comprises t-butyl hydroperoxide and sodium metabisulfite to initiate the polymerization or copolymerization process. The process parameters may be controlled to provide a PCTFE homopolymer or copolymer resin having a desired target range of molecular weights. The process provides stable PCTFE polymer suspensions which exhibit a low tendency to coagulate and further exhibit good wettability of the homopolymer and copolymer particles, notably in the absence of soaps.Type: GrantFiled: March 7, 1994Date of Patent: September 26, 1995Assignee: AlliedSignal Inc.Inventors: Bryce C. Oxenrider, Frank Mares, Mo-Shu Yang
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Patent number: 5434229Abstract: Branched aliphatic hydrocarbons, having from 6 to 25 carbon atoms and a ratio between the number of methyl groups and the number of carbon atoms higher than 0.5, are used in radical (co)polymerization processes of fluorinated olefinic monomers, optionally in association with non-fluorinated olefins, both in suspension and in aqueous emulsion. Such hydrocarbons are characterized, in the usual reaction conditions, by a chain transfer effect practically absent.Type: GrantFiled: February 23, 1994Date of Patent: July 18, 1995Assignee: Ausimont S.p.A.Inventors: Julio A. Abusleme, Guglielmo Gregorio
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Patent number: 5422411Abstract: Polymeric compositions are derived from copolymers of .alpha.,.beta.,.beta.-trifluorostyrene with a variety of substituted .alpha.,.beta.,.beta.-trifluorostyrenes. These compositions are suitable for use as membranes, particularly as ion-exchange membranes, and most particularly as solid polymer electrolytes in electrochemical applications, such as, for example, electrochemical fuel cells.Type: GrantFiled: September 21, 1993Date of Patent: June 6, 1995Assignee: Ballard Power Systems Inc.Inventors: Jinzhu Wei, Charles Stone, Alfred E. Steck
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Patent number: 5354824Abstract: The invention relates to new fluoroelastomeric copolymers endowed with resistance to bases and suitable in particular for preparing O-rings, comprising:______________________________________ (I) VDF 47-80 mols % HFP and/or PAVE 16-30 mols % hydrogenated olefin containing 2-25 mols % 2-4 C or (II) VDF 42-80 mols % PAVE 16-30 mols % hydrogenated olefin containing 2-30 mols % 2-4 C ______________________________________The invention relates to new fluoroplastomeric copolymers endowed with resistance to bases, comprising: ______________________________________ (III) VDF 70-99 mols % HFP and/or PAVE 0-16 mols % hydrogenated olefin containing 1-30 mols % 2-4 C ______________________________________A further object of the invention is a process for preparing the abovesaid fluoroelastomeric and fluoroplastomeric copolymers.Type: GrantFiled: May 20, 1993Date of Patent: October 11, 1994Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Giulio Brinati, Margherita Albano, Anna Minutillo, Graziella Chiodini
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Patent number: 5350821Abstract: Disclosed herein are novel monomers of the formula CF.sub.2 .dbd.CF(CF.sub.2).sub.n CH.sub.2 OCF.dbd.CF.sub.2, wherein n is 1, 2 or 3, and novel intermediates of the formula CF.sub.2 C1CFCl(CF.sub.2).sub.n CH.sub.2 OCF.dbd.CF.sub.2 wherein n is 1, 2 or 3. Also disclosed is a fluoro-polymer containing cyclic units when the monomer wherein n is 1 is free radically polymerized. The polymer is particularly useful in for coatings and encapsulants.Type: GrantFiled: February 16, 1994Date of Patent: September 27, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Andrew E. Feiring, Bruce E. Smart, Zhen-Yu Yang
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Patent number: 5310838Abstract: Repeat units having pendant functional groups increase the solubility of polymers containing repeat units of perfluoro-2,2-dimethyl-1,3-dioxole.Type: GrantFiled: September 7, 1993Date of Patent: May 10, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Ming-Hong Hung, Paul R. Resnick
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Patent number: 5304617Abstract: This invention relates to a fluorine-containing copolymer which contains a fluoroolefin unit, a vinyl ester or vinyl ether unit, and a hydroxyl group-containing vinyl ether unit in amounts of from 40 to 60 mol%, from 25 to 55 mol% and from 5 to 25 mol%, respectively, and has an intrinsic viscosity of from 0.01 to 0.05 d.lambda./g as measured in an uncured state at 30.degree. C. in tetrahydrofuran, and the ratio of a weight-average molecular weight and a number-average molecular weight measured by a gel permeation chromatography being not more than 2.0, and a process for its production. The fluorine-containing copolymer of the present invention is excellent in weatherability, retains good coatability even if used as a high solid coating, and provide a coating film excellent in clarity.Type: GrantFiled: July 22, 1991Date of Patent: April 19, 1994Assignee: Asahi Glass Company Ltd.Inventors: Shun-ichi Kodama, Motoi Kamba, Isao Kimura, Kazunori Chiba
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Patent number: 5292816Abstract: The invention relates to new plastic materials made of heterogeneous copolymers of vinylidene fluoride and chlorotrifluoroethylene, consisting of elastomeric nodules of heterogeneous copolymers of vinylidene fluoride and chlorotrifluoroethylene which are dispersed in a crystalline continuous phase of quasi vinylidene fluoride polymer.According to another feature, the plastic materials are made of heterogeneous copolymers containing overall approximately from 10 to 22% by weight of CTFE and exhibiting a melting temperature of at least 165.degree. C. and a flexural elasticity modulus of not more than 1000 MPa. The heterogeneous copolymers are obtained by a radical copolymerisation in aqueous medium, all of the comonomers being introduced at the beginning of the copolymerisation.The plastic materials can be employed for the manufacture of flexible articles such as flexible tubular articles, sheathing for cables, coatings and films.Type: GrantFiled: January 29, 1993Date of Patent: March 8, 1994Assignee: SOLVAY (Societe Anonyme)Inventors: Jean-Yves Metz, Paul Plissart
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Patent number: 5286825Abstract: Partially fluorinated compounds of specified formulas that are useful as chemical intermediates and monomers are disclosed. Partially fluorinated polymers prepared from one of these compounds are also disclosed. Fluoro-2,2-dimethyldioxolanes and copolymers thereof are further disclosed.Type: GrantFiled: June 14, 1993Date of Patent: February 15, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Douglas R. Anton, William B. Farnham, Ming-Hong Hung, Ronald J. McKinney, Paul R. Resnick
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Patent number: 5285002Abstract: Fluoroalkyl sulfinates were synthesized and used as a source of fluoroalkyl radicals in aqueous emulsion polymerization. The resulting polymers contained a high level of perfluoroalkyl end groups. When fluoroalkyl disulfinates were utilized, the fluoroalkyl moiety and was incorporated in the polymer backbone. These disulfinates act as monomers, yielding fluoropolymers with specific micro structural fragments, derived from the parent perfluoro disulfinate. Novel fluoropolymers can thus be prepared.Type: GrantFiled: March 23, 1993Date of Patent: February 8, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventor: Werner M. Grootaert
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Patent number: 5284893Abstract: The invention provides a coating composition prepared by dissolving a fluorine-type copolymer in an organic solvent, the copolymer comprising:i) about 50 to about 90 mole % of a structural unit represented by the formula a)--CH.sub.2 --CF.sub.2 --ii) about 5 to about 30 mole % of a structural unit represented by the formula b)--CF.sub.2 --CF.sub.2 --andiii) about 5 to about 30 mole % of a structural unit represented by the formula c)--CF.sub.Type: GrantFiled: October 12, 1990Date of Patent: February 8, 1994Assignee: Daikin Industries, Ltd.Inventors: Motonobu Kubo, Hiroshi Inukai, Takahiro Kitahara
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Patent number: 5283304Abstract: A fluorine-containing resin being soluble in an organic solvent and having excellent compatibility with a curing agent, which contains Component (A) formed of a unit having the formula ##STR1## and at least one of Component (B) formed of a unit having a cyclic hydrocarbon group introduced through a urethane bond in the molecule and Component (C) of a unit having the formula ##STR2## and which further optionally contains Component (D) of a unit formed from a vinyl monomer having a specific functional group, Component (E) of a unit formed from a vinyl monomer other than monomers forming the Components (A), (B), (C) and (D), and Component (T) of a unit formed from an acrylic resin having a specific substituent; and a coating composition containing said resin, (wherein V, Y, X, Z, R.sup.c1, R.sup.c2 and R.sup.c3 are as defined in the specification).Type: GrantFiled: April 13, 1992Date of Patent: February 1, 1994Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Akira Nakabayashi, Kaoru Ueyanagi, Atsushi Shimizu, Hiromasa Sasahara
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Patent number: 5264509Abstract: Fluoroelastomeric copolymers exhibiting high resistance to bases and alcohols, as well as high mechanical properties and low-temperature resistance, comprising, in moles:4-75% of units of vinylidene fluoride;12-40% of units of hexafluoropropene and/or perfluorovinylether and/or hydropentafluoropropene and/or chlorotrifluoroethylene;2-35% of units of an olefin containing up to 4 carbon atoms;2-60% of units of tetrafluoroethylene, provided that, when the sum of the olefin units and the perfluorovinylether units is equal to or greater than 70%, such copolymers possess a molecular weight sufficiently high to exhibit good mechanical characteristics.Type: GrantFiled: February 8, 1993Date of Patent: November 23, 1993Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Margherita Albano, Giulio Brinati, Graziell Chiodini, Anna Minutillo
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Patent number: 5260392Abstract: Fluoroelastomeric copolymers, vulcanizable by ionic methods, suitable for the manufacture of "shaft seals" and "fuel hoses", comprising by weight:______________________________________ VDF 30-47% HFP 20-40% PAVE 3-20% TFE 10-30% ______________________________________Type: GrantFiled: February 8, 1993Date of Patent: November 9, 1993Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Giulio Brinati, Margherita Albano, Anna Minutillo, Graziella Chiodini
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Patent number: 5260393Abstract: Fluoroelastic copolymers, suitable for the manufacture of O-rings, comprising by weight:48-65% of VDF units21-36% of HFP units3-9% of PAVE units0-17% of TFE unitsType: GrantFiled: February 8, 1993Date of Patent: November 9, 1993Assignee: Ausimont S.p.A.Inventors: Vincenzo Arcella, Giulio Brinati, Margherita Albano, Anna Minutillo, Graziella Chiodini
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Patent number: 5258447Abstract: The invention provides a copolymer which comprises, as essential components, 25-75 mol % of a fluoroolefin such as CTFE, 10-70 mol % of a carboxylic acid vinyl ester, 3-75 mol % of a hydroxyl-containing allyl ether and 0.1-20 mol % of an unsaturated carboxylic acid having at least 6 carbon atoms in the molecule. The copolymer is soluble in various organic solvents and curable, e.g., with a blocked polyisocyanate or a modified melamine resin. The copolymer can be prepared by a suspension polymerization method in an aqueous medium and hence can be made very low in the contents of unreacted residual monomers. The copolymer is very suitable for use in electrodeposition paints.Type: GrantFiled: March 23, 1992Date of Patent: November 2, 1993Assignee: Central Glass Company, LimitedInventors: Toshio Koishi, Mikio Ootani, Toru Koshita
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Patent number: 5256745Abstract: Group IV compounds, e.g. alkylsilane, or alkylsiloxane compounds, are used as chain transfer agent in the radical initiated polymerization of ethylenically unsaturated monomers, to give polymers comprising non-ionic end groups.Type: GrantFiled: January 15, 1993Date of Patent: October 26, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventor: Werner M. Grootaert
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Patent number: 5247036Abstract: The title compounds contain one or more fluorinated monomers and alkenyl isocyanurates and/or alkenyl cyanurates of the formulae ##STR1## wherein R.sup.1, R.sup.2, R.sup.4 and R.sup.5 independently of one another denote C.sub.3 -C.sub.6 -alkenyl having a terminal double bond andR.sup.3 and R.sup.6 independently of one another denote C.sub.3 -C.sub.6 -alkenyl having a terminal double bond or C.sub.1 -C.sub.5 -alkyl.The alkenyl (iso)cyanurates (I) and (II) are contained in the copolymers in an amount of 0.1-5 mol %. based on the number of moles of all the comonomers. The fluorinated monomers can also be partly replaced by comonomers which do not contain fluorine.The title compounds can be crosslinked after shaping and can then be used as elastic or dimensionally stable shaped articles.Type: GrantFiled: November 26, 1991Date of Patent: September 21, 1993Assignee: Bayer AktiengesellschaftInventors: Ralf Kruger, Karl-Erwin Piejko, Gerhard Langstein
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Patent number: 5231155Abstract: A hardenable fluorinated copolymer of fluorinated monomers and an acrylamide derivative and paints, paints and varnishes comprising such copolymers, and the process of making such hardenable copolymer.Type: GrantFiled: June 14, 1991Date of Patent: July 27, 1993Assignee: AtochemInventors: Patrick Kappler, Jean-Luc Perillon
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Patent number: 5229473Abstract: The present invention provides a fluorinecontaining copolymer comprising at least one fluoroolefin and at least one cyclic unsaturated compound represented by the formulas (I) and (II) ##STR1## wherein each of n and m is 0 or a positive integer and preferably 0 or an integer of from 1 to 3, l is an integer of 3 or more than 3 and preferably 3 or 4, and R.sup.1 to R.sup.10 are the same or different and each represents a hydrogen atom, a halogen atom, a hydrocarbon group or a substituted hydrocarbon group and a method of preparing the same; and a fluorine-containing copolymer comprising at least one fluoroolefin, at least one cyclic unsaturated compound selected from the compounds of the above formulas (I) and (II) and at least one of mono and diolefins and a method of preparing the same.Type: GrantFiled: August 7, 1992Date of Patent: July 20, 1993Assignee: Daikin Industries Ltd.Inventors: Motonobu Kobo, Hiroshi Inukai, Takahiro Kitahara, Kayoko Sugioka
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Patent number: 5227441Abstract: Copolymers of fluoroethylenes and masked phenols of the formula ##STR1## wherein R.sup.1 is H, C.sub.1 -C.sub.4 -alkyl,which may be further ring substituted and in which X is OY or ##STR2## Y is Si(R.sup.3).sub.3, ##STR3## R.sup.3 is alkyl, cycloalkyl or aryl.Type: GrantFiled: September 16, 1992Date of Patent: July 13, 1993Assignee: Bayer AktiengesellschaftInventors: Ralf Kruger, Holger Lutjens, Karl-Erwin Piejko
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Patent number: RE35466Abstract: Group IV organometallic compounds, e.g. alkylsilane, or alkylsiloxane compounds, are used as chain tranfer agent in the radical initiated polymerization of ethylenically unsaturated monomers, to give polymers comprising non-ionic end groups.Type: GrantFiled: June 30, 1994Date of Patent: February 25, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventor: Werner M. Grootaert