Reactant Contains A Fluorine Atom Patents (Class 528/70)
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Patent number: 5672651Abstract: This invention provides compositions for treating fibrous substrates to render those substrates durably repellent to water and oil and durably resistant to dry soil comprising a fluorochemical polymer formed by: (a) reacting a tri- or higher order isocyanate with a fluorochemical alcohol; (b) reacting the resulting product with an amount of water sufficient to react with between 5 and 50% of the isocyanate groups present in the product compound; and (c) thereafter reacting the product with a difunctional poly(oxyalkylene)-containing material.Type: GrantFiled: October 20, 1995Date of Patent: September 30, 1997Assignee: Minnesota Mining and Manufacturing CompanyInventor: Richard S. Smith
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Patent number: 5663273Abstract: Di-, tri- and poly-perfluoroalkyl-substituted alcohols and acids and derivatives thereof are described which are prepared from perfluoroalkyl iodides and di-, tri- or polyallyl alcohols or acids. These compounds contain two or more perfluoroalkyl-iodoalkyl or perfluoroalkyl-alkenyl groups and one or two alcohol or acid groups or derivatized alcohol or acid functions. They can be reacted with isocyanates, epoxy compounds, anhydrides, acids or acid derivatives to prepare a great variety of oil- and water-repellent compositions which are useful for oil- and water-repellent treatment of textiles, glass, paper, leather and other substrates.Type: GrantFiled: May 31, 1995Date of Patent: September 2, 1997Assignee: Ciba-Geigy CorporationInventors: Marlon Haniff, Robert Falk, Ted Deisenroth, Karl F. Mueller
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Patent number: 5632958Abstract: A ratiometric method for using optical sensors is provided to measure dissolved oxygen in a fluid sample. The sensor is formulated so as to contain an oxygen permeable membrane of a cured perfluorinated urethane polymer and, incorporated therein, an oxygen-sensitive indicator component and a reference dye component. The emission spectrum from the indicator component is calibrated by comparison with that of the reference dye, which is substantially less sensitive to oxygen-quenching and which has a photodecomposition rate similar to the indicator component. Methods for making and using the membrane and sensor are provided as well.Type: GrantFiled: May 24, 1995Date of Patent: May 27, 1997Assignee: Optical Sensors IncorporatedInventors: James Kane, Roy Martin, Anne Schilling
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Patent number: 5631340Abstract: An optical sensor is provided for measuring dissolved gases such as O.sub.2 or CO.sub.2 in a fluid sample. The sensor is formulated so as to contain a gas permeable membrane of a cured perfluorinated urethane polymer and, incorporated therein, a gas-sensitive indicator component. Methods for making and using the membrane and sensor are provided as well.Type: GrantFiled: March 1, 1995Date of Patent: May 20, 1997Assignee: Optical Sensors IncorporatedInventor: Alan Olstein
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Patent number: 5627238Abstract: A coating composition containing about 45-80% by weight of a binder and 20-55% by weight of an organic liquid; wherein the binder contains(A) about 40-90% by weight, based on the weight of the binder, of an acrylic polymer containing polymerized hydroxyl containing monomers of the following group of hydroxy alkyl acrylate or methacrylates having 1-4 carbon atoms in the alkyl group, and polymerized alkyl acrylates and methacrylates having 1-18 carbon atoms in the alkyl groups, or styrene or any mixtures of the above and(B) about 10-60% by weight, based on the weight of the binder, of a fluorinated organic polyisocyanate crosslinking agent.Type: GrantFiled: October 16, 1995Date of Patent: May 6, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: Douglas R. Anton, Michael J. Darmon, William F. Graham, Richard R. Thomas
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Patent number: 5607644Abstract: An optical sensor is provided for measuring the pH of a fluid sample. The sensor is formulated using a fluorescent polymer composition comprising a copolymer of a water-dispersable, polyether-containing urethane olefin precursor and a fluorescent monomer species, wherein the ratio of precursor and fluorescent monomer species is such that a predetermined apparent pKa is provided. The sensor is prepared by coating the distal end of an optical waveguide with the fluorescent polymer composition, and curing the copolymer contained in the composition, e.g., by exposure to radiation of a suitable wavelength.Type: GrantFiled: June 10, 1993Date of Patent: March 4, 1997Assignee: Optical Sensors IncorporatedInventors: Alan Olstein, William Fowler, Jo Pritchard
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Patent number: 5608013Abstract: A polyimide obtained by reacting an acid dianhydride such as catechol bistrimellitate dianhydride, bisphenol A bistrimellitate dianhydride, etc. with a diamine such as 4,4'-diamino-3,3',5,5'-tetraisopropyl-diphenylmethane, etc. has high solubility in organic solvents and good moldability at low temperatures, and can provide a thermosetting resin composition together with a polymaleimide.Type: GrantFiled: March 7, 1995Date of Patent: March 4, 1997Assignee: Hitachi Chemical Company, Ltd.Inventors: Hidekazu Matsuura, Yasuo Miyadera
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Patent number: 5605956Abstract: A fluorinated polyisocyanate which comprises an organic polyisocyanate reacted with a fluorinated monofunctional alcohol represented by the formula ##STR1## where R.sub.f is a fluoroalkyl containing group having at least 4 carbon atoms, X is a divalent radical, R.sup.3 is H or an alkyl group having 1-4 carbon atoms, n is 0-1 and m is 0-30, provided that when n is 0 then m must be equal to or greater than 1 and when m is 0, n is 1, wherein about 0.1-33 mole percent of active isocyanate groups are reacted with the fluorinated monofunctional alcohol; the fluorinated polyisocynate can be used with acrylic polymers, polyesters, alkyd resins, polyols and the like to form coating compositions, sealants, adhesives and the like.Type: GrantFiled: October 16, 1995Date of Patent: February 25, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: Douglas R. Anton, Michael J. Darmon, William F. Graham, Richard R. Thomas
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Patent number: 5580645Abstract: A substrate having oil-, water- and soil-repellency and/or soil release properties is produced by treating the substrate with a polyfluoro organic compound having at least 1 urea linkage derived from: (A) at least 1 polyisocyanate which contains at least three isocyanate groups per molecule, (B) at least 1 fluorochemical compound which contains (i) a single functional group having 1 or more Zerewitinoff hydrogen atom S and (ii) at least 2 carbon atoms each of which contains at least 2 fluorine atoms, and (C) sufficient water to react with from about 5% to about 60% of the isocyanate groups.Type: GrantFiled: August 8, 1995Date of Patent: December 3, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jack R. Kirchner
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Patent number: 5576411Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing at least 1% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane groups andiv) containing fluorine (calculated as F, AW 19) in an amount of 0.Type: GrantFiled: September 14, 1994Date of Patent: November 19, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5567794Abstract: A polymer material of the fluorine-containing polyurethane acrylate type for coating an optical fiber or for an optical fiber tape, the material being based on at least a diol, a diisocyanate, and an acrylate, and being characterized by the fact that at least one of the above compounds contains fluorine and that at least one of the above compounds contains sulfur.Type: GrantFiled: April 7, 1993Date of Patent: October 22, 1996Assignee: Alcatel CableInventors: Jean-Yves Barraud, Sophie Gervat, Victorin Ratovelomanana, Bernard Boutevin, Jean-Pierre Parisi, Aline Cahuzac, Robert Jocteur
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Patent number: 5548019Abstract: An aqueous coating composition comprising a polyisocyanate compound and a fluorine-containing copolymer having hydroxyl groups, wherein the fluorine-containing copolymer having hydroxyl groups is a copolymer comprising 20-80 mol % of polymer units derived from a fluoroolefin and 0.1-25 mol % of polymer units derived from a monomer having a hydrophilic site, said polyisocyante compound and said fluorine-containing copolymer both being dispersed in water.Type: GrantFiled: January 4, 1995Date of Patent: August 20, 1996Assignees: Asahi Glass Company Ltd, Asahi Glass Coat & Resin Co., Ltd., Asia Industry Co., Ltd.Inventors: Shoichi Kawakami, Toru Okamoto, Nobuyuki Miyazaki, Bunji Uchino, Kazuyoshi Nomura, Hiroyuki Kato
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Patent number: 5543200Abstract: A urethane coating composition is disclosed which uses fluorinated monohydric alcohols to increase abrasion resistance. One specific use of the coating is on vehicle sealing systems which use elastomeric substrates. The coating composition was found to have dramatically improved abrasion resistance in glass run channel applications over similar coatings without the fluorinated component.Type: GrantFiled: December 19, 1994Date of Patent: August 6, 1996Assignee: GenCorp Inc.Inventors: I. Glen Hargis, Russell A. Livigni, Earl G. Melby, Francis J. Vitus
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Patent number: 5541281Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing less than 5% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane groups andiv) containing fluorine (calculated as F, AW 19) in an amount of 0.001 to 50% by weight, based on solids.,wherein fluorine is incorporated with compounds containing two or more carbon atoms, one or more hydroxyl groups and one or more fluorine atoms. The present invention is also directed to a process for the production of this polyisocyanate mixture and to its use, optionally in blocked form, as an isocyanate component in one- or two-component coating compositions.Type: GrantFiled: December 20, 1994Date of Patent: July 30, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5536783Abstract: An optical sensor is provided for measuring the pH of a fluid sample. The sensor is formulated using a fluorescent polymer composition comprising a copolymer of a water-dispersable, polyether-containing urethane olefin precursor and a fluorescent monomer species, wherein the ratio of precursor and fluorescent monomer species is such that a predetermined apparent pKa is provided. The sensor is prepared by coating the distal end of an optical waveguide with the fluorescent polymer composition, and curing the copolymer contained in the composition, e.g., by exposure to radiation of a suitable wavelength.Type: GrantFiled: May 30, 1995Date of Patent: July 16, 1996Assignee: Optical Sensors IncorporatedInventors: Alan Olstein, William Fowler, Jo Pritchard
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Patent number: 5508370Abstract: The invention relates to a blocked polyisocyanate having an NCO functionality of from 2.2 to 4.5 and an average molecular weight of 800 to 25,000 and containing (1) blocked isocyanate groups corresponding to an NCO content of 5 to 20 wt. % calculated as free NCO, relative to unblocked polyisocyanate, (2) 1 to 75 meq of ionic groups per 100 g of blocked polyisocyanate, and (3) 3 to 40 wt.Type: GrantFiled: October 12, 1993Date of Patent: April 16, 1996Assignee: Bayer AktiengesellschaftInventors: Helmut Reiff, Karl-Heinz Passon, Hans-Albert Ehlert, Peter Nussbaum
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Patent number: 5488092Abstract: A primerless, one-part, heat curable, low volatile organic compound, polyurethane composition comprises a blocked polyurethane prepolymer made from a liquid hydroxyl terminated intermediate and an excess of a polyisocyanate, a curing agent, silicone and/or low friction polymer and optional fillers. Upon cure of the polyurethane composition, the silicone oil and/or low friction polymer generally imparts low friction and high abrasive resistant properties. A desired use is as a glass run channel coating.Type: GrantFiled: April 26, 1994Date of Patent: January 30, 1996Assignee: GenCorp Inc.Inventors: Charles M. Kausch, Earl G. Melby, Satish C. Sharma
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Patent number: 5466770Abstract: The invention provides new fluorine-efficient oil- and water-repellent compositions comprising a fluorochemical oil- and water-repellent agent and a polymer extender comprising at least one percent by weight based on the weight of the extender of interpolymerized units derived from monomers containing at least one blocked or masked isocyanate function.Type: GrantFiled: May 26, 1994Date of Patent: November 14, 1995Assignee: Minnesota Mining and Manufacturing CompanyInventors: Frans A. Audenaert, Rudolf J. Dams, Robert F. Kamrath
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Patent number: 5462880Abstract: A ratiometric method for using optical sensors is provided to measure dissolved oxygen in a fluid sample. The sensor is formulated so as to contain an oxygen permeable membrane of a cured perfluorinated urethane polymer and, incorporated therein, an oxygen-sensitive indicator component and a reference dye component. The emission spectrum from the indicator component is calibrated by comparison with that of the reference dye, which is substantially less sensitive to oxygen-quenching and which has a photodecomposition rate similar to the indicator component. Methods for making and using the membrane and sensor are provided as well.Type: GrantFiled: September 13, 1993Date of Patent: October 31, 1995Assignee: Optical Sensors IncorporatedInventors: James Kane, Roy Martin, Anne Schilling
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Patent number: 5453248Abstract: An optical sensor is provided for measuring dissolved gases such as O.sub.2 or CO.sub.2 in a fluid sample. The sensor is formulated so as to contain a gas permeable membrane of a cured perfluorinated urethane polymer and, incorporated therein, a gas-sensitive indicator component. Methods for making and using the membrane and sensor are provided as well.Type: GrantFiled: August 12, 1992Date of Patent: September 26, 1995Assignee: Optical Sensors IncorporatedInventor: Alan Olstein
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Patent number: 5441771Abstract: Moisture-hardening one-component polyurethane paints for coating elastomeric parts, consisting of polyfunctional isocyanate compounds, solvents and, optionally, auxiliaries and/or coupling agents, which contain reactive polysiloxanes and reactive surfactants for improving surface slip, may be applied by a simple painting process to elastomers, particularly apolar elastomers, for example based on styrene-butadiene rubber or polyethylene-propylene-diene and, after drying, have an optically smooth surface with good surface-slip properties with respect to glass and no abrasive effect.Type: GrantFiled: November 10, 1994Date of Patent: August 15, 1995Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hans-Guenter Seltmann, Hartmut Lippert
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Patent number: 5439948Abstract: The invention provides a process for the preparation of a cellular polymeric product which comprises reaction of a polyisocyanate composition with an isocyanate-reactive composition having a functionality of at least 2, in the presence of a blowing agent and in the presence of an inert, organic liquid which is substantially insoluble in the reaction mixture and which is present as the disperse phase of an emulsion or a microemulsion, characterized in that the polyisocyanate composition comprises polymethylene polyphenylene polyisocyanate having a functionality of at least 2.5 and a urethane-modified, isocyanate-ended prepolymer, wherein the isocyanate functionality of the polyisocyanate composition is at least 2.3 and wherein the concentration of urethane linkages in the polyisocyanate composition is in the range from 1 millimole to 150 millimoles per 100 grams thereof.Type: GrantFiled: November 22, 1993Date of Patent: August 8, 1995Assignee: Imperial Chemical Industries PLCInventors: Rik De Vos, David Randall
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Patent number: 5410009Abstract: A polyurethaneurea elastomer obtained by reacting a polyisocyanate component obtained by reacting 1,5-naphthalene diisocyanate with a polyol, with an amine component consisting essentially of an amine compound of the formula (1): ##STR1## wherein R is a bivalent polyalkylene polyether or polyalkylene polyester having an average molecular weight of at least 200, which may contain unsaturated bonds in the polyalkylene.Type: GrantFiled: June 28, 1993Date of Patent: April 25, 1995Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Kaneyoshi Kato, Yoshijiro Oyaizu
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Patent number: 5410010Abstract: A class of cross-linked fluorinated polyurethanes, which can be used for protecting and reinforcing coatings on films, sheets, laminates and similar thin structures made of cellulose, graphite, mica, kaolin, leather etc. as well as for adhesive and reinforcing material in multi-layer structures made of films, sheets, laminates and similar thin structures made of graphite, mica, kaolin, etc. These polyurethanes can be obtained starting from the following components:(A) a polyisocyanate consisting of a perfluoropolyether chain bound to the --NCO terminal groups through an aromatic or cycloaliphatic radical; and(B) a polyol consisting of a perfluoropolyether chain bound to the --OH terminal groups through an aromatic or cycloaliphatic radical.Type: GrantFiled: July 29, 1992Date of Patent: April 25, 1995Assignee: Ausimont S.p.A.Inventors: Claudio Tonelli, Giovanni Simeone
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Patent number: 5350795Abstract: Fluorochemical compositions for treating textile fibers and fabrics to impart oil and water repellency without thermal treatment are provided. The compositions comprise an aqueous, substantially organic solvent free, solution or dispersion of (a) a fluorochemical acrylate copolymer comprised of a fluorinated acrylate monomer, polyalkylene glycol acrylate or methacrylate, and polyalkylene glycol diacrylate or dimethacrylate; and (b) a polyalkoxylated polyurethane having pendant perfluoroalkyl groups comprised of an aliphatic or aromatic tri- or higher order isocyanate, a fluorinated alcohol, amine, or mercaptan, and a poly(oxyalkylene) diol or dithiol.Type: GrantFiled: July 9, 1993Date of Patent: September 27, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Richard S. Smith, Frans Audenaert
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Patent number: 5332798Abstract: Fluorinated polyurethanes and polyurethane-ureas, of heat-processable, elastomeric type, constituted by rubber-like blocks and hard blocks, comprising segments derived from:(a) a macroglycol or polybutadiene-diol;(b) a perfluoropolyether-diol of formulaHO(CH.sub.2 CH.sub.2 O).sub.n --CH.sub.2 --Q--CH.sub.2 --(OCH.sub.2 CH.sub.2).sub.n OHwherein Q is a perfluoropolyether chain and "n" is comprised within the range of from 1 to 5;(c) an aromatic, aliphatic, or cycloaliphatic diisocyanate; and(d) an aliphatic, cycloaliphatic or aromatic diol or diamine, containing from 2 to 14 carbon atoms.They contain from 4 to 30% by weight of fluorine, from 10 to 60% by weight of hard components, with the molar ratio of rubber-like components (a): (b) comprised within the range of from 2 to 20. At least 80% of rubber-like segments deriving from (b) component are connected, at least at one of their sides, through a segment deriving from (c) component, with a rubber-like segment deriving from (a) component.Type: GrantFiled: December 22, 1992Date of Patent: July 26, 1994Assignee: Ausimont S.p.A.Inventors: Enrico Ferreri, Francesco Giavarini, Claudio Tonelli, Tania Trombetta, Ronald E. Zielinski
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Patent number: 5319244Abstract: Disclosed are thin film triazine adhesives on organic carriers, method for making them and microelectronic circuit packages incorporating them. The circuit package has a substrate made up of organic, dielectric, polymeric sheets. At least one pair of the polymeric sheets face each other and are adhesively joined together by a triazine polymer.Type: GrantFiled: December 13, 1991Date of Patent: June 7, 1994Assignee: International Business Machines CorporationInventors: Konstantinos I. Papathomas, David W. Wang, William J. Summa, Ashit A. Mehta
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Patent number: 5283311Abstract: Fatty prepolymers and fatty modidified organic polyisocyantes are provided as internal mold release agents useful in Reaction Injection Molded (RIM) parts. A terminal fatty chain-containing molecule having a primary or secondary hydroxyl group, a primary or secondary amine group, an epoxide group, or an isocyanate group is reacted with an organic aromatic polyisocyanate to yield a fatty prepolymer having a urethane linkage, a urea linkage, or an oxazolidinone linkage; or to yield a fatty modified polyisocyanate having an allophanate linkage, a biuret linkage, or a carbodiimide-uretonimine linkage. The terminal chain on the molecule contains at least 8 branched or unbranched, saturated or unsaturated, hydrogen substituted aliphatic carbon atoms in succession or at least 5 branched or unbranched, aliphatic or cycloaliphatic perfluorinated atoms in succession.Type: GrantFiled: December 30, 1992Date of Patent: February 1, 1994Assignee: BASF CorporationInventors: Thirumurti Narayan, Anthony Tantillo, William G. Conger
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Patent number: 5254660Abstract: Solutions of a) a fluorine-containing polyisocyanate in b) an isocyanate-inert solvent are used to impart water, oil and dirt resistance to porous inorganic substrates impregnated therewith. The fluorine-containing polyisocyanate is preferably selected from fluorine-containing polyisocyanates having a fluorine content in the form of perfluorinated alkyl groups of from about 15 to about 60% by weight and an isocyanate content of from about 0.5 to about 15% by weight. These isocyanates are obtained by reaction of (cyclo)aliphatic isocyanates with fluorine-containing mono- and polyhydric alcohols, and selected fluorine-containing alcohols suitable for the production of these polyisocyanates.Type: GrantFiled: November 2, 1992Date of Patent: October 19, 1993Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Hanns-Peter Muller, Hermann Kober, Stefan Bohm, Josef Pedain
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Patent number: 5214121Abstract: Diols containing perfluoroalkyl radicals are produced by reacting compounds of the formulaR.sub.f --(E).sub.m --X'--H(R.sub.f =perfluoroalkyl radical, E is an alkylene group optionally interrupted by certain groups and/or substituted at the end, m=0 or 1, X'--H=--CONRH, --SO.sub.2 NRH or --SH) in a first step with diols containing at least 2 halogen atoms. Preferably the obtained products are reacted in a second reaction step with polyvalent isocyanates to prepolymers with free --NCO-- or free --OH--groups and these prepolymers are reacted in a third step with compounds containing isocyanate groups and/or hydroxyl groups. The first reaction step is carried out in an aprotic solvent which is insoluble in water, in the presence of an aqueous solution of an alkali metal carbonate. Intermediate products have not to be isolated.The obtained polyurethanes can be used in form of aqueous dispersions for the oil- and water repellent finishing of textiles.Type: GrantFiled: May 17, 1991Date of Patent: May 25, 1993Assignee: Ciba-Geigy CorporationInventors: Franz Mosch, LuSimpert, Michael Bernheim
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Patent number: 5206074Abstract: Disclosed is a polymeric product of diglycidyl bis phenol p-dialkyl benzene, and dicyanate diphenyl hexafluoro isopropane. Also disclosed is an organic polymeric dielectric composite of organic polymeric films, as polyimide films, dispersed in and reinforcing the organic polymeric adhesive reaction product of diglycidyl bis phenol p-dialkyl benzene, and dicyanate diphenyl hexafluoro isopropane. Further disclosed is an electronic circuit package that is adapted to receive at least one microelectronic circuit chip, with at least one layer having a substrate of an organic polymeric dielectric composite of organic polymeric films and the organic polymeric adhesive reaction product of diglycidyl bis phenol p-dialkyl benzene, and dicyanate diphenyl hexafluoro isopropane.Type: GrantFiled: February 20, 1991Date of Patent: April 27, 1993Assignee: International Business Machines CorporationInventors: Charles R. Davis, Ashit A. Mehta, Konstantinos Papathomas, Lee P. Springer, William J. Summa, David W. Wang
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Patent number: 5204441Abstract: Branched-chain diols and a method of forming them by reacting 1,4-diiodoperfluorobutane and perfluoropropylene to obtain branched-chain diiodide adducts thereof, reacting the diiodide adducts with ethylene to obtain I--CH.sub.2 CH.sub.2 --R--CH.sub.2 CH.sub.2 --I, wherein R is a branched-chain perfluoroalkyl radical, and hydrolysing the iodo groups to alcohols to obtain HO--CH.sub.2 CH.sub.2 --R--CH.sub.2 CH.sub.2 --OH. These diols can be reacted with branched-chain diisocyanates to form polyurethanes of better processability and lower glass transition temperatures than polyurethanes prepared from linear fluorinated monomers.Type: GrantFiled: March 12, 1990Date of Patent: April 20, 1993Assignee: Fluorochem Inc.Inventors: Kurt Baum, Thomas G. Archibald, Aslam A. Malik
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Patent number: 5200493Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl mercapto-alcohols of the formulas I and IIHS--[CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 ]--OH (I)HS--[CH.sub.2 C(CH.sub.2 X.sub.1 --R.sub.f).sub.2 CH.sub.2 ]--OH (II)are prepared from the corresponding perfluorinated neopentyl oxetanes where R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is a linking group, and X and X.sub.1 are heteroatom moieties.The reaction products of these fluorinated mercapto-alcohols with electrophiles are disclosed as are certain functional derivatives. Compositions containing such materials provide improved thermal stability and useful low surface energy oil and water repellent coatings for textiles, glass, paper, leather, and other materials.Type: GrantFiled: June 19, 1992Date of Patent: April 6, 1993Assignee: Ciba-Geigy CorporationInventors: Michael Jacobson, Kirtland P. Clark
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Patent number: 5194463Abstract: Provided are novel light-absorbing polyurethane compositions and blends of said polyurethane compositions with other thermoplastic polymers. Also provided are shaped or formed articles comprised of the light-absorbing polyurethane compositions and light-absorbing thermoplastic polymer blends.Type: GrantFiled: September 27, 1991Date of Patent: March 16, 1993Assignee: Eastman Kodak CompanyInventors: James J. Krutak, Max A. Weaver, William W. Parham, Wayne P. Pruett
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Patent number: 5189135Abstract: Low molecular weight non-film forming fluorinated polyurethanes having a hydroxy functionality obtained from the reaction of at least one diisocyanate with at least one hydroxy-capped perfluoropolyether having a molecular weight within the range of from greater than 1,000 to 5,000 and with at least one polyol with a functionality of at least 2.Type: GrantFiled: May 5, 1992Date of Patent: February 23, 1993Assignee: Syremont S.p.A.Inventors: Ennio Cozzi, Franco Federici, Paolo Parrini
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Patent number: 5185421Abstract: Disclosed are fluorinated macromonomers containing one or more hydroxy groups, which are useful as monomers in other polymerization. Also disclosed are processes and an intermediate for making such macromonomers, and condensation and free radically made polymers which contain the macromonomers. The macromonomers are useful for modifying the properties of the polymers into which they are incorporated.Type: GrantFiled: August 5, 1991Date of Patent: February 9, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Gordon M. Cohen, William B. Farnham, Andrew E. Feiring
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Patent number: 5173301Abstract: Surgical adhesives, comprising an NCO-terminated hydrophilic urethane prepolymer derived from an organic polyisocyanate and a polyol component comprising a polyester polyol derived from an electron-attracting group-containing dicarboxylic acid, such as 2-ketoglutaric acid, are capable of being easily hydrolyzed within a living body after a certain period of time.Type: GrantFiled: November 27, 1991Date of Patent: December 22, 1992Assignee: Sanyo Chemical Industries, Ltd.Inventors: Tetsuo Itoh, Takehisa Matsuda
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Patent number: 5153297Abstract: The present invention relates to water-dispersible polyetherester-modified polyurethane ionomers containing 10 to 100 milliequivalents of ionic, preferably cationic, groups per 100 g of ionomer; 2 to 40% by weight of polyetherester groups; and 1 to 35% by weight of ethylene oxide units, in which the percentages are based on the weight of the polyetherester-modified polyurethane ionomer.The present invention also relates to a process for the preparation of these polyetherester-modified polyurethane ionomers and to aqueous compositions containing these polyetherester-modified polyurethane ionomers and polymers containing perfluoralkyl groups.Type: GrantFiled: December 5, 1991Date of Patent: October 6, 1992Assignee: Bayer AktiengesellschaftInventors: Thomas Munzmay, Manfred Schmidt, Peter Nussbaum, Hans-Albert Ehlert
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Patent number: 5128435Abstract: A resin composition comprising an epoxy resin and an isocyanate group-containing fluorine compound is particularly suitable for covering a magnetic recording medium comprising a non-magnetic substrate and formed thereon a thin magnetic film so as to give excellent sliding durability.Type: GrantFiled: July 16, 1990Date of Patent: July 7, 1992Assignee: Hitachi, Ltd.Inventors: Mitsuyoshi Shoji, Takayuki Nakakawaji, Yutaka Ito, Shigeki Komatsuzaki, Toshikazu Narahara
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Patent number: 5080976Abstract: A blade comprising a polymeric elastomer containing a low surface energy compound, wherein the low surface energy compound exists in the polymeric elastomer as primary particles with an average particle size of 1 .mu.m or less or the low surface energy compound is in a mutually dissolved state in the polymeric elastomer, and a method for preparation thereof.A blade comprising a molded product obtained by curing a silicone-modified prepolymer formed by the reaction of a polyurethane prepolymer and silicone oil in a solvent, and a method for preparation thereof.Type: GrantFiled: February 14, 1989Date of Patent: January 14, 1992Assignee: Canon Kabushiki KaishaInventors: Noriyuki Yanai, Masahiro Watabe
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Patent number: 5077372Abstract: A thermoplastic polyurethaneurea having free amino groups is the reaction product of a diisocyanate, a fluorinated polyol, a non-fluorinated polyol and a polyamine. The invention includes a shaped polymeric support structure having the thermoplastic polyurethaneurea coated thereon and a medical article comprising the coated support and heparin covalently bonded to the free amino groups of the coated support. In another aspect of the invention, a method for preparing the heparinized medical article is provided.Type: GrantFiled: March 20, 1991Date of Patent: December 31, 1991Assignee: Becton, Dickinson and CompanyInventors: Can B. Hu, Donald D. Solomon
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Patent number: 5075409Abstract: Marterials which are active in nonlinear optics, having a repeating unit of the following formula I: ##STR1## in which R.sub.1 and R.sub.2, are either identical or different, and denote a linear or branched methylenic chain, preferably containing from 2 to 6 carbon atoms; R.sub.3 is an aliphatic, aromatic or arylaliphatic hydrocarbon radical; R.sub.4 and R.sub.5, which are identical or different, denote a nitrogen atom or a CH radical, or alternatively R.sub.4 and R.sub.5 are both carbon with the R.sub.4 -R.sub.5 bond being a double or a triple bond; and Z.sub.1 and Z.sub.2, which are identical or different, denote an aromatic group wherein Z.sub.1 optionally contains one or more substituents R.sub.7 and wherein Z.sub.2 optionally contains one or more substituents R.sub.7 in addition to group A, each substituent R.sub.7 may be lower alkyl, halogen, amido, amino, sulfoxide, hydroxyl radical, alkoxy and trifluoromethyl; and A denotes an electron-acceptor group, with Z.sub.2 having one or more groups A.Type: GrantFiled: May 3, 1990Date of Patent: December 24, 1991Assignee: Rhone-Poulenc ChimieInventors: Pascal Barthelemy, Remi Meyrueix, Gerard Mignani
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Patent number: 5045624Abstract: Heteroatom containing perfluoroalkyl terminated neopentyl glycols of the formulas HO[--CH.sub.2 C(CH.sub.2 X--E--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H or HO[--CH.sub.2 C(CH.sub.2 X--R.sub.f).sub.2 CH.sub.2 O].sub.1-3 --H are prepared from halogenated neopentyl glycols or oxetanes and thiols of the formula R.sub.f --E--SH, amines of the formula R.sub.f --E--NH--R, alcohols of the formula R.sub.f --E--OH or perfluoro-amides, wherein R.sub.f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms.The polymeric reaction products of said fluorinated diols, and optionally other diols with isocyanates to prepare polyurethanes; with amines and isocyanates to prepare polyureas/polyuretanes; with acids or derivatives to prepare polyesters or polycarbonates are disclosed. These include polymeric, random or block urethane, and/or urea, and/or ester compositions containing the residue of at least one R.sub.Type: GrantFiled: June 5, 1990Date of Patent: September 3, 1991Assignee: Ciba-Geigy CorporationInventors: Robert A. Falk, Kirtland P. Clark, Athanasios Karydas, Michael Jacobson
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Patent number: 5043410Abstract: Fluorinated polyurethanes containing blocks having a perfluoropolyethereal structure, with rubber-like properties, alternated with stiff structural units are taught. The stiff units are at least partially provided with a double bond of the olefinic type, which is suitable for causing the cross-linking of the polymeric chains with a cross-linking system of the radicalic type.Type: GrantFiled: September 15, 1989Date of Patent: August 27, 1991Assignee: Ausimont S.r.l.Inventors: Alberto Re, Francesco Giavarini, Cesare Cova
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Patent number: 5041516Abstract: Dendritic macromolecules and a novel convergent process for producing the same are disclosed. The convergent process enables the accurate control and design of the surface functionality of the macromolecule.Type: GrantFiled: June 21, 1989Date of Patent: August 20, 1991Assignee: Cornell Research Foundation, Inc.Inventors: Jean M. J. Frechet, Craig J. Hawker, Athena E. Philippides
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Patent number: 5032666Abstract: A thermoplastic polyurethaneurea having free amino groups is the reaction product of a diisocyanate, a fluorinated polyol, a non-fluorinated polyol and a polyamine. The invention includes a shaped polymeric support structure having the thermoplastic polyurethaneurea coated thereon and a medical article comprising the coated support and heparin covalently bonded to the free amino groups of the coated support. In another aspect of the invention, a method for preparing the heparinized medical article is provided.Type: GrantFiled: June 19, 1989Date of Patent: July 16, 1991Assignee: Becton, Dickinson and CompanyInventors: Can B. Hu, Donald D. Solomon
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Patent number: 5026814Abstract: The invention relates to polyurethanes comprising polyoxyperfluoroalkylene blocks of rubber-like nature and rigid segments derived from short-chain aliphatic diols, optionally from aliphatic diamines, and from aliphatic or cycloaliphatic or aromatic diisocyanate. The number of the rigid-type segments is equal to or greater than the number of the polyoxyperfluoroalkylene blocks. The polyurethane are characterized by a glass transition temperature lower than -80.degree. C., a tensile strength greater than 30 kg/cm.sup.2, a hardness between 50 Shore A and 75 Shore D, and good thermoforming characteristics.Type: GrantFiled: September 15, 1989Date of Patent: June 25, 1991Assignee: Ausimont S.r.l.Inventors: Alberto Re, Francesco Giavarini
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Patent number: 5015719Abstract: Dicyanato diphenyl fluorinated alkane resin precursor compositions are modified by the addition of minor predetermined amounts of aromatic diepoxides having high epoxide equivalent weights in order to reduce the curing temperature of prepregs and laminates, such as circuit boards, while retaining low dielectric constants, heat stability and high flame retardance.Type: GrantFiled: July 14, 1989Date of Patent: May 14, 1991Assignee: International Business Machines CorporationInventors: Kostas I. Papathomas, William J. Summa, David W. Wang
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Patent number: 5001209Abstract: Polyurethanes having high hyperpolarizability densities and other favorable properties can be easily prepared from nonlinear optical active diols (NLO-diols) of a certain general formula, which have a delocalized .pi. electron system to which both an electron donor group and an electron acceptor group are coupled directly (D.pi.A system). The polyurethanes may be used in optical waveguides.Type: GrantFiled: June 29, 1989Date of Patent: March 19, 1991Assignee: Akzo N.V.Inventors: Carel T. J. Wreesmann, Doetze J. Sikkema, Erwin W. P. Erdhuisen
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Patent number: 4994542Abstract: Elastomeric or flexible surgical adhesives, comprising (i) a NCO-terminated hydrophilic urethane prepolymer derived from a fluorine-containing polyisocyanate and a hydrophilic polyether polyol of higher oxyethylene content, or a combinatioin of (i) with (ii) an unsaturated cyano compound containing a cyano group directly bonded to a polymerizable double bond, exhibit low toxicity, may be safely used for bonding of tissues and possess a rapid cure rate and sufficient bonding power.Type: GrantFiled: March 7, 1989Date of Patent: February 19, 1991Assignees: Asahi Glass Co., Ltd., Sanyo Chemical Industries, Ltd.Inventors: Takehisa Matsuda, Teruo Takakura, Tetsuo Itoh