Phosphorus Reactant Contains A Nitrogen Atom Patents (Class 528/399)
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Patent number: 6140460Abstract: A catalyst composition prepared by reacting together(a) a source of a Group VIII metal(b) a bidentate phosphine ligand having at least two phosphorus atoms joined by a bridging group of the formula--(N).sub.x --(P).sub.y --N--where x is 0 or 1 and y is 0 or 1, and(c) a promoteris disclosed. The Group VIII metal is preferably palladium. The promoter can be a weakly or non-coordinating anion. Alternatively it can be a boron hydrocarbyl compound or an aluminoxane.Also disclosed are novel bidentate phosphine ligands and intermediates therefor as well as novel palladium complexes. The catalysts are used in the preparation of polyketones.Type: GrantFiled: October 6, 1999Date of Patent: October 31, 2000Assignee: BP Chemicals LimitedInventor: Stephen John Dossett
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Patent number: 6020081Abstract: This invention relates to a polymerizable phosphazene derivative with a general structural formula.brket open-st.NP(A).sub.a (B).sub.b).brket close-st..sub.xwherein the groups A and B are bonded to phosphorus atoms through --O--, --S--, --NH--, or --NR-- (with R=C.sub.1 -C.sub.6) alkyl), and wherein A stands more precisely for a vinyl ether group or a styrene ether group, and B stands more precisely for a hydrocarbon group. The invention also relates to procedures for synthesizing such phosphazene derivatives. The phosphazenes derivatives of the invention can be cured by a process that is initiated cationically, which leads to a large number of advantages. The phosphazene derivatives of the invention can, in particular, be used as curable binders for paints, coatings, fillers, mastics, adhesives, moldings, or films. Paints or coatings comprising the phosphazene derivatives of the invention show especially high mechanical resistance and scratch resistance.Type: GrantFiled: February 25, 1999Date of Patent: February 1, 2000Assignee: Daimler-Benz AktiengesellschaftInventors: Thomas Raith, Wolfgang Nuding
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Patent number: 6018016Abstract: A catalyst composition prepared by reacting together (a) a source of a Group VIII metal; (b) a bidentate phosphine ligand having at least two phosphorus atoms joined by a bridging group of the formula --(N).sub.x --(P).sub.y --N-- where x is 0 or 1; and (c) a promoter is disclosed. The Group VIII metal is preferably palladium. The promoter can be a weakly or non-coordinating anion. Alternatively it can be a boron hydrocarbyl compound or an aluminoxane. Also disclosed are novel bidentate phosphine ligands and intermediates therefor as well as novel palladium complexes. The catalysts are used in the preparation of polyketones.Type: GrantFiled: December 3, 1997Date of Patent: January 25, 2000Assignee: BP Chemicals LimitedInventor: Stephen John Dossett
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Patent number: 5994497Abstract: The invention relates to hardenable compositions which contain as the essential constituent, in the non-hardened condition, at least one phosphazene derivative of the general formula [NP--(X--Y--Z).sub.2 ].sub.n, and at least one cross-linking agent with at least two functional groups which are selected among the Z radicals and which can react with the functional Z radicals of the phosphazene derivative is provided, whereinX radicals are from the group --O--, --S--, --NH-- or --NR--, preferably oxygen,Y are aliphatic, cycloaliphatic, aromatic and/or heteroaromatic hydrocarbon groups,Z are functional radicals from the group --OH, --NH.sub.2, --NCO, --COOH, --CHO, --CH.dbd.CH.sub.Type: GrantFiled: November 4, 1997Date of Patent: November 30, 1999Assignee: DaimlerChrysler AGInventors: Thomas Raith, Wolfgang Nuding
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Patent number: 5919894Abstract: Polymers with repeating succinyl units, in particular polysuccinimide and polyaspartic acid, are prepared using triammonium salts, in particular triammonium phosphates.Type: GrantFiled: October 28, 1997Date of Patent: July 6, 1999Assignee: Bayer AGInventor: Rudiger Schubart
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Patent number: 5914388Abstract: A process for the preparation of polyphosphazenes is provided that includes the cationic solution polymerization reaction of a phosphoranimine, using a main group or transition metal halide, or other appropriate halide salt, including a linear phosphazene salt of any chain length, or a preformed non-phosphazene polymer containing a main or transition metal chloride, as an initiator. In a preferred embodiment, triarmed-star polyphosphazenes having the formula N{RN(H)R'.sub.2 P--(N.dbd.PR'.sub.2).sub.n }.sub.3 are prepared via this method. Also, a methods for synthesis of the monomer Cl.sub.3 P.dbd.NSiMe.sub.3 and cyclic trimer N.sub.3 P.sub.3 X.sub.6 from the reactants N(SiR.sub.3).sub.3 and PX.sub.5 are also described.Type: GrantFiled: August 22, 1997Date of Patent: June 22, 1999Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Christopher T. Morrissey, Ian Manners, Charles H. Honeyman, James M. Nelson, Chester A. Crane, Scott D. Reeves, A. Paul Primrose, Thomas J. Hartle, R. Prange
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Patent number: 5912321Abstract: This invention relates to a polymerizable phosphazene derivative with a general structural formula.brket open-st.NP(A).sub.a (B).sub.b).brket close-st..sub.xwherein the groups A and B are bonded to phosphorus atoms through --O--, --S--, --NH--, or --NR-- (with R=C.sub.1 -C.sub.6) alkyl), and wherein A stands more precisely for a vinyl ether group or a styrene ether group, and B stands more precisely for a hydrocarbon group. The invention also relates to procedures for synthesizing such phosphazene derivatives. The phosphazenes derivatives of the invention can be cured by a process that is initiated cationically, which leads to a large number of advantages. The phosphazene derivatives of the invention can, in particular, be used as curable binders for paints, coatings, fillers, mastics, adhesives, moldings, or films. Paints or coatings comprising the phosphazene derivatives of the invention show especially high mechanical resistance and scratch resistance.Type: GrantFiled: April 17, 1997Date of Patent: June 15, 1999Assignee: Mercedes-BenzInventors: Thomas Raith, Wolfgang Nuding
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Patent number: 5898062Abstract: Poly (organophosphazene) polymers bearing various ratios of a carboxylic acid containing sidegroup and an alkylamino, alkoxy, or alkoxy ether sidegroup are disclosed. These water-soluble macromolecules are cross-linked and allowed to absorb water to form hydrogels. Because of their anionic character and high water content, the polymeric hydrogels are useful for a wide variety of biomedical applications including controlled drug delivery (e.g. pH sensitive drug delivery), biocompatible coatings, and pH sensitive membranes.Type: GrantFiled: April 10, 1997Date of Patent: April 27, 1999Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Archel M. A. Ambrosio
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Patent number: 5863981Abstract: A self-doped conducting polymer having along its backbone a .pi.-electron conjugated system which comprises a plurality of monomer units, between about 0.01 and 100 mole % of the units having covalently linked thereto at least one Bronsted acid group. The conductive zwitterionic polymer is also provided, as are monomers useful in the preparation of the polymer and electrodes comprising the polymer.Type: GrantFiled: March 23, 1995Date of Patent: January 26, 1999Assignee: The Regents of the University of CaliforniaInventors: Fred Wudl, Alan Heeger
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Patent number: 5844069Abstract: The invention provides copolymers having magnetic properties, said copolymers containing aminoaromatic groups, and being based on a structural unit comprising:a first group of aminoaromatic compounds chosen from aniline derivatives and the corresponding iminoquinone forms; anda second group of substituted aminoaromatic compounds chosen from substituted amino compounds containing at least two condensed benzene rings, substituted polycyclic compounds containing at least one aniline structural unit in their structure, compounds derived from aniline and carrying a substituent bonded to the ring by means of an ethynylidene or paraphenylene link, and the corresponding iminoquinone compounds.Type: GrantFiled: December 29, 1994Date of Patent: December 1, 1998Assignee: Alcatel Alsthom Compagnie Generale D'ElectriciteInventors: Stanislas Galaj, Alain Le Mehaute
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Patent number: 5842471Abstract: A method for purification of a polyphosphazene polyacid or acid salt thereof in which a polyphosphazene polyacid or acid salt thereof is dissolved in a concentrated aqueous solution of a salt of monovalent ions. The resulting aqueous solution of the polyphosphazene polyacid or acid salt thereof and the at least one salt of monovalent ions then is diluted to reduce the concentration of the at least one salt of monovalent ions, whereby the polyphosphazene polyacid or acid salt thereof is precipitated. The precipitated polyphosphazene polyacid or acid salt thereof then is recovered.Type: GrantFiled: May 14, 1997Date of Patent: December 1, 1998Assignee: Virus Research Institute, Inc.Inventors: Alexander K. Andrianov, Mark P. LeGolvan, Yuri Svirkin, Sameer S. Sule
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Patent number: 5817745Abstract: A process for the manufacture of polyketones wherein carbon monoxide and at least one olefin are polymerized in the presence of a catalyst. The catalyst is prepared by reacting together a promotor; a source of a Group VIII metal; and a compound of the formula A.sub.2 PR.sup.1 PA.sub.2 wherein each A is independently a hydrocarbyl group or a Group B bonded to the phosphorous of the PA.sub.2 moiety directly through a nitrogen, sulphur or oxygen and R.sup.1 is a divalent organic group, with the proviso that at least one of the two A groups bonded to each phosphorous is a Group B.Type: GrantFiled: July 19, 1996Date of Patent: October 6, 1998Assignee: BP Chemicals LimitedInventors: Neil Andrew Cooley, Evert Jan Ditzel
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Patent number: 5817736Abstract: Epoxy resin mixtures to produce prepregs and composites contain the following components:a phosphorus-modified epoxy resin with an epoxy value of 0.02 to 1 mol/100 g, made up of structural units derived from(a) polyepoxy compounds with at least two epoxy groups per molecule and(b) phosphinic acid anhydrides, phosphonic acid anhydrides or phosphonic acid half-esters;dicyandiamide and/or an aminobenzoic acid derivative as the hardener;an amino hardening accelerator.Type: GrantFiled: March 10, 1997Date of Patent: October 6, 1998Assignee: Siemens AktiengesellschaftInventors: Wolfgang von Gentzkow, Jurgen Huber
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Patent number: 5759690Abstract: Epoxy resin mixtures for the production of prepregs and composites contain the following components:a phosphorus-modified epoxy resin with an epoxy value of 0.02 to 1 mol/100 g, made up of structural units derived from(a) polyepoxy compounds with at least two epoxy groups per molecule, and(b) phosphinic acid anhydrides, phosphonic acid anhydrides, or phosphonic acid half-esters;an amine-substituted aromatic sulfonic acid amide or hydrazide as a hardener;an amino hardening accelerator.Type: GrantFiled: March 10, 1997Date of Patent: June 2, 1998Assignee: Siemens AktiengesellschaftInventors: Wolfgang von Gentzkow, Jurgen Huber, Heinrich Kapitza, Wolfgang Rogler
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Patent number: 5759691Abstract: The invention relates to an expandable, halogen-free, flame-retardant coating composition comprising epoxy resins, polyphosphoric/polyphosphonic esters and a curing agent, which composition comprises from 75 to 95 parts by weight of epoxy resin and from 5 to 25 parts by weight of polyphosphoric/polyphosphonic ester and wherein the overall weight ratio of epoxy resin and polyphosphoric/polyphosphonic ester to curing agent is (1.1 to 10) to 1. The invention likewise relates to a process for preparing such coating compositions and to their use.Type: GrantFiled: March 3, 1997Date of Patent: June 2, 1998Assignee: Hoechst AktiengesellschaftInventors: Guido Scholz, Sebastian Horold, Wolf-Dieter Pirig
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Patent number: 5759692Abstract: The invention relates to expandable, halogen-free, flame-retardant coating compositions comprising epoxy resins, polyphosphoric esters and a curing agent, which composition comprises from 75 to 95 parts by weight of epoxy resin and from 5 to 25 parts by weight of polyphosphoric ester and wherein the overall weight ratio of epoxy resin and polyphosphoric ester to curing agent is (1.1 to 10) to 1. The invention likewise relates to a process for preparing such expandable, halogen-free coating flame-retardant, compositions comprising epoxy resins and polyphosphoric esters and a curing agent, and to their use, in particular as an intumescent coating.Type: GrantFiled: March 3, 1997Date of Patent: June 2, 1998Assignee: Hoechst AktiengesellschaftInventors: Guido Scholz, Sebastian Harold, Wolf-Dieter Pirig
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Patent number: 5747604Abstract: A number of new poly(organophosphazenes) have been synthesized which bear 2-butenoxy or 4-allyloxyphenylphenoxy side groups. Co-substituent groups included trifluoroethoxy, phenoxy, or benzyloxyphenoxy groups. Species with 4-allyloxyphenylphenoxy units underwent Si--H coupling to linear silanes or siloxanes to extend the side groups and form hybrid phosphazene/organosilicon polymers. A number of these polymers are rubbery elastomers which are readily cross-linked by heat or light. Seven of the mixed-substituent, cross-linked polymers were incorporated into interpenetrating polymer networks (IPN's) with polystyrene, poly(methyl methacrylate), polyacrylonitrile, poly(acrylic acid) and poly(dimethylsiloxane). The phase compatibility characteristics of the IPN's were assessed by DSC, TEM, FT-IR spectroscopy, and 1H and 31P NMR spectroscopy data.Type: GrantFiled: April 1, 1996Date of Patent: May 5, 1998Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Karyn Visscher, Young Baek Kim
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Patent number: 5698664Abstract: A process for the preparation of polyphosphazenes is provided that includes the cationic solution polymerization reaction of a phosphoranimine, using a main group or transition metal halide, or other appropriate halide salt, including a linear phosphazene salt of any chain length, or a preformed nonphosphazene polymer containing a main or transition metal chloride, as an initiator.Type: GrantFiled: April 26, 1995Date of Patent: December 16, 1997Assignees: The Penn State Research Foundation, University of TorontoInventors: Harry R. Allcock, Christopher T. Morrissey, Ian Manners, Charles H. Honeyman
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Patent number: 5688888Abstract: Organopolysiloxane oils and gums are produced by the condensation of silanol-terminated organosiloxane in the presence of an effective amount of a peralkylated phosphazene base as a catalyst and at reduced pressure.Type: GrantFiled: April 8, 1996Date of Patent: November 18, 1997Assignee: General Electric CompanyInventors: Frank Steven Burkus, II, Krzysztof Matyjaszewski, Slawomir Rubinsztajn
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Patent number: 5648171Abstract: Epoxy resin mixtures for producing prepregs and composites that are available at low cost and can be processed well yield flame-retardant molding materials even without the addition of flame retardants, and these molding materials have a high glass transition temperature and also have an improved interlaminar adhesion and adhesion to copper when they contain the following components:a phosphorus-modified epoxy resin with an epoxy value of 0.02 to 1 mol/100 g, composed of structural units derived from(A) polyepoxy compounds with at least two epoxy groups per molecule and(B) at least one compound from the group consisting of phosphinic acids, phosphonic acids, pyrophosphonic acids and phosphonic acid half-esters, andan aromatic polyamine as the hardener.Type: GrantFiled: September 14, 1995Date of Patent: July 15, 1997Assignee: Siemens AktiengesellschaftInventors: Wolfgang von Gentzkow, Jurgen Huber, Heinrich Kapitza, Wolfgang Rogler, Hans-Jerg Kleiner
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Patent number: 5633077Abstract: A thermal insulation product which effectively blocks the transmission of infrared radiation through the product is provided and includes, in combination, an insulating material and a chiral polymer adapted to block the passage of infrared radiation through the insulating material.Type: GrantFiled: February 24, 1995Date of Patent: May 27, 1997Assignee: Owens-Corning Fiberglas Technology, Inc.Inventor: John L. Olinger
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Patent number: 5587243Abstract: Epoxy resin mixtures for producing prepregs and composites that are available at low cost and can be processed well yield flame-retardant molding materials even without the addition of flame retardants, and these molding materials have a high glass transition temperature and also have an improved interlaminar adhesion and adhesion to copper when they contain the following components:a phosphorus-modified epoxy resin with an epoxy value of 0.02 to 1 mol/100 g, composed of structural units derived from(A) polyepoxy compounds with at least two epoxy groups per molecule and(B) phosphinic acid anhydrides and/or phosphonic acid anhydrides, andan aromatic polyamine as the hardener.Type: GrantFiled: September 14, 1995Date of Patent: December 24, 1996Assignees: Siemens Aktiengesellschaft, Hoechst AktiengesellschaftInventors: Wolfgang von Gentzkow, J urgen Huber, Heinrich Kapitza, Wolfgang Rogler, Hans-Jerg Kleiner, Dieter Wilhelm
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Patent number: 5569736Abstract: The invention is a composition of an inorganic-organic polymer composite and a method of making it. The inorganic portion of the fundamental polymer composite polymer repeat is a speciated inorganic heterocyclic compound, and the organic portion of the polymer repeat is a cyclic organic radical anion compound having at least two charged sites. The composition of the present invention is made by combining a cyclic organic radical anion compound with a speciated inorganic heterocyclic compound by a nucleophilic substitution thereby forming a polymer of an inorganic-organic composite. The cyclic organic radical anion compound is preferably generated electrochemically. The nucleophilic substitution is alternately carried out chemically or electrochemically. A preferred embodiment of the present invention includes performing the nucleophilic substitution at the cathode of an electrochemical cell.Type: GrantFiled: November 22, 1994Date of Patent: October 29, 1996Assignee: Battelle Memorial InstituteInventors: Mira A. Josowicz, Gregory J. Exarhos
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Patent number: 5567783Abstract: Polyphosphazene polymers having crown ether and related podand side groups have been prepared. The polymers are useful as solid solvents for ionic conduction. Branched polyphosphazene polymers having the formula [NP(OCH.sub.2 CH(CH.sub.2 O(CH.sub.2 CH.sub.2 O).sub.m R)(O(CH.sub.2 CH.sub.2 O).sub.m R)).sub.2 ].sub.n, as well as the corresponding crown ether polyphosphazenes, were synthesized where m=0-3 and R is C1-C4 alkyl. The physical properties of these polymers were compared with the related polymer poly[bis(2-(2-methoxyethoxy)-ethoxy)phosphazene], MEEP. Also, a series of poly(organophosphazenes) which bear oligoethylenoxy side groups has been synthesized and characterized. The polymers have the general formula [NP(O(CH.sub.2).sub.m CH.sub.3).sub.x (OCH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 OCH.sub.3).sub.y ].sub.n, where x and y are approximately 1 and m ranges from 1-20.Type: GrantFiled: March 7, 1995Date of Patent: October 22, 1996Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Stephen J. M. O'Connor, Mark E. Napierala, Charles G. Cameron, David Olmeijer
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Patent number: 5548060Abstract: A method for the alkylsulfonation of polymeric and cyclic trimer phosphazenes that includes reacting the phosphazene with a sultone. This method can be used to prepare sulfonated phosphazenes that are useful as biomedical materials, membranes, reversibly cross-linkable polymers, surfactants, and polyelectrolytes.Type: GrantFiled: August 8, 1994Date of Patent: August 20, 1996Assignee: Penn State Research Foundation, Inc.Inventors: Harry R. Allcock, Eric H. Klingenberg, Mark P. Weller
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Patent number: 5521063Abstract: The present invention describes an assay system wherein target polynucleotide molecules are captured on a support by base-specific binding to support-bound polymers, which are themselves substantially uncharged, and the target polynucleotides can be detected on the basis of their backbone charge. The assay system may also include polycationic reporter molecules which are designed to bind to the fully charged analyte backbone, but not the uncharged (or substantially uncharged) polymer backbone. In one embodiment, the reporter molecules are composed of a polycationic moiety or tail designed to bind electrostatically to a fully charged polynucleotide, under conditions where the reporter does not bind to the less charged or uncharged binding polymer carried on the diagnostic reagent.Type: GrantFiled: February 9, 1993Date of Patent: May 28, 1996Assignee: Antivirals Inc.Inventors: James E. Summerton, Dwight D. Weller
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Patent number: 5506337Abstract: A method of generating a compound capable of interacting specifically with a selected macromolecular ligand is disclosed. The method involves contacting the ligand with a combinatorial library of oligomers composed of morpholino subunits with a variety of nucleobase and non-nucleobase side chains. Oligomer molecules that bind specifically to the receptor are isolated and their sequence of base moieties is determined. Also disclosed is a combinatorial library of oligomers useful in the method and novel morpholino-subunit polymer compositions.Type: GrantFiled: May 11, 1994Date of Patent: April 9, 1996Assignee: Antivirals Inc.Inventors: James E. Summerton, Dwight D. Weller
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Patent number: 5464932Abstract: Chalcone and cinnamate bearing polyphosphazenes are disclosed. The polyphusphazenes contain a sufficient number of chalcone or cinnamate groups, or a combination thereof, to achieve a photocrosslinkable material. The phosphazene backbone is transparent from the near and mid-UV to the near infrared region, minimizing degradation of the skeleton both under the high intensity UV irradiation required for the photo-crosslinking reaction and during subsequent exposure to light disclosed. These photosensitive polyphosphazenes are useful for a variety of purposes, including in photolithography, photocurable coatings, for the stabilization of certain non-linear optical properties, and for use in the construction of biocompatible semi-permeable membranes which can be used to encapsulate living cells or other substances of implantation.Type: GrantFiled: April 15, 1994Date of Patent: November 7, 1995Assignee: The Penn State Research FoundationInventors: Harry R. Allcock, Charles G. Cameron, Dawn E. Smith
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Patent number: 5458978Abstract: An epoxy resin system comprising a) at least one nitrogen containing epoxy compound having at least two epoxy groups, b) at least one phosphorus compound with at least one epoxy group, c) at least one metallic complex compound as curing agent and d) optionally filler and additive substances free of halogenated compounds and having a low degree of inflammability.Type: GrantFiled: January 5, 1995Date of Patent: October 17, 1995Assignee: Rutgerswerke Atkiengesellschaft AGInventors: Axel Bottcher, Jurgen Zehrfeld, Holger Dey, Rolf Herzog
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Patent number: 5424385Abstract: The present invention relates to oxygen-containing chlorophosphazenes containing organosilicon radicals, in particular those of the formulaZ-PCl.sub.2 =N(-PCl.sub.2 =N).sub.n -PCl.sub.2 O (I)in whichZ is an organosilicon radical bonded to phosphorus via oxygen andn is from 0 to 6, processes for their preparation and their use in processes for the condensation and/or equilibration of organosilicon compounds.Type: GrantFiled: May 25, 1994Date of Patent: June 13, 1995Assignee: Wacker-Chemie GmbHInventors: Rudolf Hager, Bernward Deubzer, Otto Schneider
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Patent number: 5408034Abstract: The invention provides copolymers having magnetic properties, said copolymers containing aminoaromatic groups, and being based on a structural unit comprising:a first group of aminoaromatic compounds chosen from aniline derivatives and the corresponding iminoquinone forms; anda second group of substituted aminoaromatic compounds chosen from substituted amino compounds containing at least two condensed benzene rings, substituted polycyclic compounds containing at least one aniline structural unit in their structure, compounds derived from aniline and carrying a substituent bonded to the ring by means of an ethynylidene or paraphenylene link, and the corresponding iminoquinone compounds.Type: GrantFiled: December 4, 1992Date of Patent: April 18, 1995Assignee: Alcatel Alsthom Compagnie Generale D'ElectriciteInventors: Stanislas Galaj, Alain Le Mehaute
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Patent number: 5382644Abstract: Polyphosphazenes are produced by polymerizing a silylated phosphinimine in the presence of an initiator, preferably an anionic initiator at temperatures below those typically necessary for such polymerization reactions. The polyphosphazenes obtained are suitable for use in the production of elastomeric and thermoplastic materials.Type: GrantFiled: August 10, 1992Date of Patent: January 17, 1995Assignee: Carnegie Mellon UniversityInventors: Robert A. Montague, Krzysztof Matyjaszewski
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Patent number: 5380658Abstract: A phosphazene polymer carrier is prepared that has functional groups capable of binding a biologically active substance such as an enzyme or antibody and groups which are non-reactive and hydrophilic. A bifunctional aldehyde is reacted with primary amino groups of a shaped phosphazene polymer to form side chains having aldehyde groups, an amino group-containing compound is reacted with a portion of the aldehyde groups to produce the groups that are non-reactive and hydrophilic, and aldehyde groups not reacted are capable of binding a biologically active substance. The phosphazene polymer may be crosslinked prior to reacting with the bifunctional aldehyde.Type: GrantFiled: September 16, 1993Date of Patent: January 10, 1995Assignee: Teijin LimitedInventors: Toshitsugu Matsuki, Noritsugu Saiki, Shingo Emi
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Patent number: 5376453Abstract: The invention provides epoxy resin compounds for manufacturing prepregs and composite materials, which can be obtained inexpensively and have good processibility, and provide--without having to add flameproofing agents--virtually inflammable molded materials with a high glass transition temperature. The epoxy resin compounds contain the following constituents:(A) an aromatic and/or heterocyclic polyepoxide resin that is free of phosphorous, optionally in a mixture with an aliphatic epoxy resin;(B) an epoxy-group-containing phosphorous compound and(C) an aromatic polyamine as a curing agent.Type: GrantFiled: March 19, 1993Date of Patent: December 27, 1994Assignee: Siemens AktiengesellschaftInventors: Wolfgang von Gentzkow, Wolfgang Rogler, Dieter Wilhelm, Juergen Huber
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Patent number: 5371182Abstract: The present invention relates to self-doped conductive polyanilines and to a method of preparing them. The benzene and/or quinone rings of said polyanilines can be functionalized graft chains or substituents corresponding to the formula:--A--Zin which:A is a hydrocarbon radical having 2 to 8 atoms of carbon interrupted by at least 1 hetero atom; andZ is a strong acid function or a salt thereof.Type: GrantFiled: June 11, 1993Date of Patent: December 6, 1994Assignee: Alcatel N.V.Inventors: Stanislas Galaj, Alain Le Mehaute
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Patent number: 5304625Abstract: Phosphazene-containing amines having at least one amine or substituted amine moiety reactive with nitrile groups of the phthalonitrile monomers or oligomeric resins are useful curing agents for phthalonitriles. Typically, the phosphazene-containing amines useful as curing agents in the present invention have the formula: ##STR1## wherein each of X.sub.1-6 is a hydrogen, an unsubstituted amine group, or an amine group substituted with C.sub.1 -C.sub.12 alkyl groups or aromatic groups, at least one of X.sub.1-6 includes an amine group, and each of R'.sub.1-6 is an alkyl, aromatic, or alkyl-substituted aromatic moiety, or a linear polymer of the phosphazene-based amine monomer. The curing agents enhance the speed of cure and also add flame retardancy to the cured polymers.Type: GrantFiled: February 19, 1993Date of Patent: April 19, 1994Assignee: The United States of America as represented by the Secretary of the NavyInventor: Teddy M. Keller
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Patent number: 5268287Abstract: A phosphazene polymer for immobilizing biologically active substances such as enzymes is prepared that does not lower activity originally possessed by the biologically active substance and does not contain a functionality which can adsorb undesired substances. The polymer has organic radicals having a functional group capable of binding a biologically active substance and organic radicals which are non-reactive and hydrophilic. The non-reactive and hydrophilic organic radicals are preferably prepared by reacting a side chain of the polymer having a primary amino group with formaldehyde or by diazotizing the primary amino group followed by hydrolysis to form a hydroxyl group. A biologically active substance immobilized on the polymer can be used to separate a substance that has affinity for the immobilized biologically active substance.Type: GrantFiled: October 26, 1990Date of Patent: December 7, 1993Assignee: Teijin LimitedInventors: Toshitsugu Matsuki, Noritsugu Saiki, Shingo Emi
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Patent number: 5266365Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.Type: GrantFiled: February 28, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
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Polyphosphazene derivatives containing carbonyl groups and variously alkylated tertiary amino groups
Patent number: 5260103Abstract: Polyphosphazene derivatives containing carbonyl groups and variously alkylated tertiary aminic groups, suited to undergo rapid and efficient photo-crosslinking processes and having general formula: ##STR1## wherein: X represents substituents linked to the polyphosphazene chain by means of hydroxylic or aminic functions and containing carbonyl groups;X' represents additional substituents linked to the polyphosphazene chain by means of hydroxylic or aminic functions and containing one or more variously alkylated tertiary aminic groups;(w+y+z) is an integer ranging from 20 to 15,000;w and z are integers having a value higher than or equal to zero and at any rate lower than 15,000;y is an integer having a value of from 20 to 15,000.Type: GrantFiled: July 17, 1990Date of Patent: November 9, 1993Assignee: Consiglio Nazionale Delle RicercheInventors: Mario Gleria, Francesco Minto, Lucia Flamigni -
Patent number: 5250626Abstract: There are disclosed miscible blends of etheric polyphosphazenes and polymers bearing acidic functional groups such as poly(vinylphenol) or polymers containing acrylic acid.Type: GrantFiled: November 8, 1990Date of Patent: October 5, 1993Assignee: Eastman Kodak CompanyInventors: Christine J. T. Landry, Wayne T. Ferrar, David M. Teegarden
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Patent number: 5248585Abstract: This invention relates to novel radiation sensitive compositions. More particularly the invention relates to photoresists containing phosphorus and nitrogen linked polymers; i.e., polyphosphazenes, useful in the preparation of a relief pattern on a substrate; e.g., a silicon wafer or aluminum plate. The polyphosphazenes of in this invention can be synthesized by the condensation of N-trimethylsilylalkoxyphosphorimides. Radiation sensitive positive photoresist compositions of the invention can be developed in aqueous base developer or organic solvent developer The base developer dissolution properties of the composition can be controlled by incorporating carboxylate groups into the polyphosphazene. The polyphosphazenes utilized in this invention have good solubility properties in various organic solvents and also have good mechanical, electrical, adhesion and thermal properties.Type: GrantFiled: December 18, 1991Date of Patent: September 28, 1993Assignee: Hoechst Celanese CorporationInventors: Thomas J. Lynch, Dana L. Durham, Chester Sobodacha
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Patent number: 5215860Abstract: Energy polymerizable compositions comprising at least one cyanate monomer and as curing agent an organometallic compound are disclosed. The compositions are useful in applications requiring high performance, such as high temperature performance; in composites, particularly structural composities; structural adhesives; tooling for structural composities; electronic applications such as printed wiring boards and semiconductor encapsulants; graphic arts; injection molding and prepregs; and high performance binders.Type: GrantFiled: August 19, 1988Date of Patent: June 1, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Fred B. McCormick, Katherine A. Brown-Wensley, Robert J. DeVoe
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Patent number: 5208318Abstract: Phosphazene-containing amines having at least one amine or substituted amine moiety reactive with nitrile groups of the phthalonitrile monomers or oligomeric resins are useful curing agents for phthalonitriles. Typically, the phosphazene-containing amines useful as curing agents in the present invention have the formula: ##STR1## wherein each of X.sub.1-6 is a hydrogen, an unsubstituted amine group, or an amine group substituted with C.sub.1 -C.sub.12 alkyl groups or aromatic groups, at least one of X.sub.1-6 includes an amine group, and each of R'.sub.1-6 is an alkyl, aromatic, or alkyl-substituted aromatic moiety, or a linear polymer of the phosphazene-based amine monomer. The curing agents enhance the speed of cure and also add flame retardancy to the cured polymers.Type: GrantFiled: March 15, 1991Date of Patent: May 4, 1993Inventor: Teddy M. Keller
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Patent number: 5185444Abstract: A polymer composition is disclosed composed of morpholino subunit structures linked together by uncharged, chiral linkages, one-three atoms in length. These chiral linkages join the morpholino nitrogen of one subunit to the 5' exocyclic carbon of an adjacent subunit. Each subunit contains a purine or pyrimidine base-pairing moiety effective to bind by hydrogen bonding to a specific base or base-pair in a target polynucleotide.Type: GrantFiled: November 21, 1991Date of Patent: February 9, 1993Assignee: Anti-Gene Deveopment GroupInventors: James E. Summerton, Dwight D. Weller
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Patent number: 5158999Abstract: Compounds having a nucleus of general formula (I): ##STR1## in which: n is an integer and has a value of at least 2;R.sup.1 represents an alkyl group comprising up to 20 carbon atoms; andR.sup.2 represents ##STR2## where R.sup.3 represents an alkyl group comprising up to 20 carbon atoms or an aryl nucleus comprising up to 10 carbon atoms, or R.sup.2 represents a heterocyclic ring nucleus comprising from 4 to 8 ring atoms, at least one atom comprising nitrogen and linking the ring nucleus to the triazine ring. Compounds of formula (I) are suitable for use as a flame retardant additive for polymer materials, particularly when used in combination with a second and different source of phosphorus. The flame retarded polymers are particularly suitable for use in wire and cable insulation, dimensionally recoverable products, molded parts, extruded tubings, pipes and tape type constructions.Type: GrantFiled: August 13, 1990Date of Patent: October 27, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Timothy G. Swales, Alan J. Lindsay, Linda M. Doolan
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Patent number: 5138008Abstract: Polyphosphazenes are produced by polymerizing a silylated phosphinimine in the presence of an initiator, preferably an anionic initiator at temperatures below those typically necessary for such polymerization reactions. The polyphosphazenes obtained are suitable for use in the production of elastomeric and thermoplastic materials.Type: GrantFiled: June 5, 1990Date of Patent: August 11, 1992Assignee: Carnegie Mellon UniversityInventors: Robert A. Montague, Krzysztof Matyjaszowski
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Patent number: 5112934Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.Type: GrantFiled: November 27, 1989Date of Patent: May 12, 1992Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
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Patent number: 5104947Abstract: Described are polyphosphazenes which may be represented by the general formula ##STR1## in which R is a hydroxy-substituted or protected hydroxy-substituted saturated aliphatic group, R' is a hydrocarbyl group, R" is a residue of an alpha amino acid, n is from about 50 to about 25,000, and x is a number averaging from 0.05 to 1.00 per repeating unit and y is a number averaging from 0.95 to 0.00 per repeating unit so that per repeating unit the sum of x and y is 1. Removal of the protecting group in the R moiety renders the polymers water soluble. The polymers have a controllable set of properties including degree of hydrolytic stability, permeability, hydrophilicity, and bioacceptability. They may be used in the production of hydrogels for drug release systems, plasma extenders, and biomedical implants.Type: GrantFiled: August 7, 1989Date of Patent: April 14, 1992Assignee: Ethyl CorporationInventors: Etienne Schacht, Jan Crommen
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Patent number: 5102963Abstract: Polyorganophosphazenes having at least some N-(acryloxyhydrocarbyl)ureidohydrocarbyloxy groups: ##STR1## bonded to an oxygen substituted on at least some of the phosphorus atoms of the phosphazene chain. These compounds can be cross-linked by exposure to ultraviolet radiation.Type: GrantFiled: April 7, 1989Date of Patent: April 7, 1992Assignee: Ethyl CorporationInventors: Charles H. Kolich, Suae-Chen Chang
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Patent number: H1309Abstract: A composite is produced by first coating a reinforcing material with an inorganic phosphazene compound and then polymerizing the phosphazene compound so as to confer superior thermal, physical and chemical resistance qualities to the composite.Type: GrantFiled: July 30, 1990Date of Patent: May 3, 1994Assignee: The United States of America as represented by the United States Department of EnergyInventors: Charles A. Allen, Alan E. Grey, Robert R. McCaffrey, Brenda M. Simpson, Mark L. Stone