Solid Polymer Derived From Phosphorus-containing Reactant Patents (Class 525/538)
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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: 5101002Abstract: Phosphazene polymers having the units ##STR1## wherein the total number of units ranges from about 3 to about 50,000, R.sub.1 and R.sub.2 are different and are C.sub.1 to C.sub.12 linear or branched alkyl, C.sub.2 to C.sub.15 linear or branched fluoroalkyl or mixtures thereof, and R.sub.3 is phenyl substituted with C.sub.1 to C.sub.12 linear or branched alkyl. The polymers can be cured with peroxides to yield cross-linked materials having enhanced elongation.Type: GrantFiled: September 24, 1990Date of Patent: March 31, 1992Assignee: Ethyl CorporationInventors: W. Dirk Klobucar, David M. Indyke
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Patent number: 5101003Abstract: The synthesis of the first examples of a new class of inorganic macromolecules, the polythiophosphazenes, is reported. When heated at 90.degree. C., the cyclothiophosphazene N.sub.3 P.sub.2 SCl.sub.5 undergoes ring-opening polymerization to yield the high polymeric polythiophosphazene [N.sub.3 P.sub.2 SCl.sub.5 ].sub.n. The latter functions as a reactive macromolecular intermediate and undergoes halogen replacement with sodium phenoxide and sodium o-phenylphenoxide to afford the polymers [N.sub.3 P.sub.2 S(OPh).sub.5 ].sub.n and [N.sub.3 P.sub.2 S(OC.sub.6 H.sub.4 Ph--o).sub.3.25 Cl.sub.1.75 ].sub.n, respectively.Type: GrantFiled: February 2, 1990Date of Patent: March 31, 1992Assignee: The Pennsylvania Research CorporationInventors: Harry R. Allcock, Jeffrey A. Dodge, Ian Manners, Gerhard Renner, Oskar Nuyken
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Patent number: 5098574Abstract: Impure solutions or suspensions of the polyphosphazenes, e.g., those containing the reagents and/or byproducts of the chloro-substitution of a polydichlorophosphazene, are purified by contacting such impure solutions/suspension with a semipermeable membrane having a cutoff threshold corresponding to the impurities sought to be removed, and filtering such impurities therethrough, e.g., by establishing a trans-membrane pressure gradient.Type: GrantFiled: February 13, 1991Date of Patent: March 24, 1992Assignee: AtochemInventors: Jean-Paul Chambrette, Daniel Morin, Jose L. Orozco, Philippe Potin
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Patent number: 5096962Abstract: A one-component adhesive for metal surfaces such as iron, zinc, copper, cadmium and their alloys that will cure upon contact with the metal surface. The adhesive composition includes an olefinically unsaturated monomer; an acidic compound; a sulfonyl-containing compound; and a compound containing a transition metal. The adhesive composition may also optionally contain additional polymeric materials and will cure rapidly upon contact with a metal surface to form an adhesive bond between metal surfaces. The adhesive composition avoids the use of halide-containing compounds which can be undesirable in certain applications.Type: GrantFiled: November 29, 1990Date of Patent: March 17, 1992Assignee: Lord CorporationInventors: S. Randall Holmes-Farley, Kirk J. Abbey
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Patent number: 5093438Abstract: The synthesis of a new class of macromolecules, the polycarbophosphazenes, is reported. When heated at 120.degree. C., the cyclocarbophosphazene N.sub.3 P.sub.2 CCl.sub.5 undergoes ring-opening polymerization to afford the high polymeric polycarbophosphazene [N.sub.3 P.sub.2 CCl.sub.5 ].sub.n. The latter functions as a reactive macromolecular intermediate and undergoes halogen replacement with sodium phenoxide or aniline to afford the hydrolytically stable derivatives [N.sub.3 P.sub.2 C(OPh).sub.5 ].sub.n and [N.sub.3 P.sub.2 C(NHPh).sub.5 ].sub.n.Type: GrantFiled: July 3, 1990Date of Patent: March 3, 1992Assignee: The Pennsylvania Research CorporationInventors: Harry R. Allcock, Ian Manners, Gerhard Renner, Oskar Nuyken
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Patent number: 5089559Abstract: Fire retardant salts of organic-phosphorus acid compounds are produced by mixing and reacting an organic compound with an acidic salt-forming phosphorus compound to produce an organic-phosphorus acidic compound which is then reacted with a salt-forming basic compound. These fire retardant compounds are mixed with plastics to produce fire retardant plastics.Type: GrantFiled: November 6, 1990Date of Patent: February 18, 1992Inventor: David H. Blount
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Patent number: 5047487Abstract: This invention relates to novel compositions of a poly(imide) having phenylindane diamine and/or dianhydride moieties in the poly(imide) backbone and a polymeric component comprising:(a) a poly(etherimide) free of phenyl indane moieties in its backbone;(b) a poly(sulfone);(c) a poly(aryl ether ketone);(d) a poly(carbonate); or(e) a poly(arylate);and the compositions which have been cured. The compositions are useful as adhesives, coatings and matrix resins for fiber reinforced composites. The invention also relates to a multi-layered article for use in electronic devices, the article comprising a plurality of layers each comprising a cured composition of the invention with one or more intervening layers of conductive or semi-conductive material.Type: GrantFiled: April 10, 1989Date of Patent: September 10, 1991Assignee: Raychem CorporationInventors: Rafael Camargo, Frank Mercer, Tai C. Cheng
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Patent number: 5041524Abstract: Polyphosphazene derivatives containing carbonyl groups which are apt to undergo rapid photoreticulation processes having the general formula ##STR1## in which: X represents substituents bound to the polyphosphazene chains by means of hydroxy or amino functions, and containing carbonyl groups;X' represents additional substituents bound to the polyphosphazene chain through hydroxy or amino functions and containing one or more easily extractable hydrogen atoms;(w+y+z) is an integer between 20 and 15,000;w and z are integers greater than or equal to 0 and always lower than 15.000;y is an integer between 20 and 15,000.Type: GrantFiled: November 16, 1989Date of Patent: August 20, 1991Assignee: Consiglio Nazionale Delle RicercheInventors: Mario Gleria, Francesco Minto, Lucia Flamigni
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Patent number: 5001203Abstract: A composition comprising a polyorganophosphazene having at least some N-(acryloxyhydrocarbyl)carbamyloxyhydrocarbyloxy groups and an amount sufficient to impart cure of an aliphatic or aromatic poly acrylate ester can be cured by irradiation of the composition with ultraviolet light.Type: GrantFiled: April 11, 1988Date of Patent: March 19, 1991Assignee: Ethyl CorporationInventors: Michel De Poortere, Suae-Chen Chang
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Patent number: 4966937Abstract: A process for forming a low smoke, low flame spread composition comprising mixing polybenzimidazole fiber; an inorganic powder filler; and a non-fluorinated phosphazene polymer of the formula ##STR1## where x is an integer from about 20 to about 50,000, Q and Q' are the same or different and are C.sub.1 to C.sub.6 linear or branched alkoxy or substituted or unsubstituted aryloxy and Q" is a group having olefinic unsaturation; and a fluorinate phosphazene polymer of the formula ##STR2## where y is an integer from about 20 to about 50,000 Q.sub.f and Q'.sub.f are the same or different and are --OCH.sub.2 (CF.sub.2).sub.n CF.sub.3 or --OCH.sub.2 (CF.sub.2).sub.n CF.sub.2 H where n is the integer 1 to 20 and Q"' is a group having olefinic unsaturation.Type: GrantFiled: May 24, 1989Date of Patent: October 30, 1990Assignee: Ethyl CorporationInventor: Suae-Chen Chang
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Patent number: 4959442Abstract: A shaped polyphosphazene article having a modified surface portion thereof and exhibiting a desired property and/or performance comprises a polyphosphazene polymer having at least 50 molar % or more of repeating units of the formula (I): ##STR1## wherein R.sup.1 and R.sup.2 in the first and second side chains --OR.sup.1 and --OR.sup.2 respectively represent, independently from each other, an aliphatic, cycloaliphatic or aromatic radical, and having at least a portion of a surface portion thereof in which at least 5 molar % of the first and second side chains are converted to one or more types of third side chains --OR.sup.3 wherein R.sup.3 represents an aliphatic, cycloaliphatic or aromatic radical and which are different from --OR.sup.1 and --OR.sup.2.Type: GrantFiled: October 12, 1989Date of Patent: September 25, 1990Assignee: Teijin LimitedInventors: Kazumi Ohkawa, Toshitsugu Matsuki, Noritsugu Saiki
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Patent number: 4945139Abstract: A process for treating the surface of a cured phosphonitrilic fluoroelastomer of the formula ##STR1## where x is an integer of from about 3 to about 50,000, Q and Q' are the same or different and are fluoroalkoxy of the formula --OCH.sub.2 (CF.sub.2).sub.m CF.sub.2 Z where m is an integer from 0 to 20 and Z is hydrogen or fluorine and Q" is a group having some olefinic unsaturation with a solution of an alkali metal fluoroalkoxide of the formula MOC.sub.n.sup.f where M is an alkali metal and C.sub.n.sup.f is a fluorocarbon moiety of the formula --(CH.sub.2).sub.y (CF.sub.2).sub.n CF.sub.3 where y is 1 or 2 and n is an integer from 1 to 20. The process of this invention causes the replacement of some of the Q and Q' groups with --OC.sub.n.sup.f. The decreased number of Q and Q' where Z is hydrogen results in a cured phosphonitrilic fluoroelastomer surface displaying improved resistance to polar solvents.Type: GrantFiled: July 24, 1989Date of Patent: July 31, 1990Assignee: Ethyl CorporationInventors: Charles H. Kolich, W. Dirk Klobucar, Jeffrey T. Books
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Patent number: 4945140Abstract: An improved process for the preparation of highly fluorinated phosphonitrilic elastomers is disclosed. The fluoroalkoxy substituents on phosphonitrilic fluoroelastomers which contain some or all fluoroalkoxy groups in which the terminal carbon bears one or more hydrogen atoms are exchanged with fully fluorinated alkoxide groups in which the terminal carbon bears three fluorines. The process is accomplished using a ligand replacement mixture of an alkali metal fluoroalkoxide of the formula MOC.sub.n.sup.f and a fluoroalcohol of the formula HOC.sub.n.sup.f' where C.sub.n.sup.f is --(CH.sub.2).sub.y (CF.sub.2).sub.n CF.sub.3 where y is an integer 1 or 2 and n is an integer from 0 to 20 and C.sub.n.sup.f' is the same or different from C.sub.n.sup.f where C.sub.n.sup.f' is --(CH.sub.2).sub.y (CF.sub.2).sub.n CF.sub.3 where y and n are as previously defined.Type: GrantFiled: June 30, 1989Date of Patent: July 31, 1990Assignee: Ethyl CorporationInventors: Charles H. Kolich, W. Dirk Klobucar
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Patent number: 4912191Abstract: Polyfluoroalkoxyphosphazenes cured through eugenoxy groups result in elastomer compositions having higher modulus, tensile strength and elongation retention and lower compression set compared to a similar polyfluoroalkoxyphosphazene cured through conventional ortho-allylphenoxy groups.Type: GrantFiled: November 14, 1988Date of Patent: March 27, 1990Inventor: W. Dirk Klobucar
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Patent number: 4898929Abstract: Substantially linear organophosphazene polymers containing randomly distributed repeating units represented by the formulas: ##STR1## wherein R.sub.1 is a fluoroalkoxy group having the structure:F.sub.3 C--(CF.sub.2).sub.n --CH.sub.2 O--wherein n is 0 or an integer from 1 to 20 and X is fluorine and wherein at least 3 of the R.sub.1 units are different from each other and R.sub.2 represents a group with some unsaturation which enhances the curability of said polymers and represented by the formula: ##STR2## wherein R.sub.3 is an unsaturated monovalent group and R.sub.4 is selected from the group consisting of hydrogen, alkyl and alkoxy, the total number of said units ranging from 3 to about 100,000 and the R.sub.2 groups being present in an amount sufficient to enable cure of said polymers and in the range of about 0.01-50 mole percent of the total number of R.sub.1 and R.sub.2 groups are claimed.Type: GrantFiled: November 2, 1988Date of Patent: February 6, 1990Assignee: Ethyl CorporationInventors: W. Dirk Klobucar, Charles H. Kolich, Jeffrey T. Books
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Patent number: 4889910Abstract: Crude polyorganophosphazenes, produced by the nucleophilic cosubstitution of polydichlorophosphazenes and contained in a reaction medium which includes such polyorganophosphazenes, reaction solvent for the cosubstitution reaction, excess nucleophilic reagent and/or product of neutralization thereof, and, when present, any alkali metal salts of neutralization, are efficiently and facilely purified, in a single treatment zone, advantageously under agitation in a discontinuous malaxator, by both eliminating the reaction solvent and thereafter washing the resulting reaction medium with a liquid which is a nonsolvent for the polyorganophosphazenes, but miscible with the other products present in said reaction medium.Type: GrantFiled: October 14, 1988Date of Patent: December 26, 1989Assignee: AtochemInventors: Serge Bordere, Guy Pagniez, Philippe Potin
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Patent number: 4880905Abstract: Various kinds of organophosphazene polymers are produced by reacting dichlorophosphezene polymer with hydroxy compounds using a tertiary amine such as triethyl amine as an acid acceptor in the presence of pyridine derivative such as 4-dimethylaminopyridine as a catalyst under mild reaction conditions to substitute substantially all the chlorine atoms with organic groups.Type: GrantFiled: November 14, 1988Date of Patent: November 14, 1989Assignee: Nippon Soda Co., Ltd.Inventors: Shinichiro Ueyama, Yasuhiro Yoshikawa, Tetsuhiko Okamoto
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Patent number: 4849494Abstract: Polyfluoroalkoxyphosphazenes cured through eugenoxy groups result in elastomer compositions having higher modulus, tensile strength and elongation retention and lower compression set compared to a similar polyfluoroalkoxyphosphazene cured through conventional ortho-allylphenoxy groups.Type: GrantFiled: July 13, 1987Date of Patent: July 18, 1989Assignee: Ethyl CorporationInventor: W. Dirk Klobucar
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Patent number: 4816532Abstract: Polyorganophosphazenes having at least some N-(acryloxyhydrocarbyl)carbamyloxyhydrocarbyloxy groups:H.sub.2 C.dbd.CHR--C(O)O--R--NH--C(O)O--R--O--bonded to phosphorus can be cross-linked by exposure to ultraviolet radiation.Type: GrantFiled: March 21, 1988Date of Patent: March 28, 1989Assignee: Ethyl CorporationInventor: Suae-Chen Chang
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Patent number: 4806620Abstract: An aqueous, resinous solution of a curable, polymeric reaction product, the cured polymeric flame resistant coating and methods for producing them are provided. The solution is formed by direct reaction or prepolymer reaction and chain extension reaction of a methylol and/or hydroxyl-containing quaternary phosphonium compound, divalent nitrogen-containing compound and a heteroatom-containing compound. A nitrogen-containing compound has at least 2 active hydrogen and/or methylol radicals. The direct or prepolymer reaction has present a tertiary amine.Type: GrantFiled: March 30, 1987Date of Patent: February 21, 1989Assignee: PPG Industries, Inc.Inventors: Michael W. Klett, Balbhadra Das
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Patent number: 4788260Abstract: The invention relates to water-dispersible binders which are intended for cationic electropaints and are based on reaction products which are formed from modified epoxy resins and primary and/or secondary amines and which can, if desired, also contain crosslinking agents, pigments, flow-control agents and other customary auxiliaries. They contain as reaction products those which have been prepared by reacting(A) low molecular weight epoxy resins which contain epoxy compound aromatic groups and have an epoxide equivalent weight of less than 375 with(B) aliphatic and/or alicyclic polyfunctional alcohols having hydroxyl groups or carboxylic acids having carboxylic groups and both having a molecular weight of less than 350 and addition of the hydroxyl groups and carboxylic groups to the epoxy groups of (A) in such a way that the reaction products of (A) and (B) contain 10-45% of aromatic groups, calculated as the phenylene group, and have terminal epoxy groups.Type: GrantFiled: March 3, 1983Date of Patent: November 29, 1988Assignee: BASF Lacke & Farben AGInventors: Wolfgang Batzill, Horst Diefenbach, Michael Geist, Eberhard Schupp
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Patent number: 4784918Abstract: Improved flame retardant coatings are produced from curable chemical mixtures having at least one phosphorus-containing film former which has hydroxyl and/or methylol functionalities, and at least one nucleophilic organo silane. The silane is capable of undergoing nucleophilic reaction with hydroxyl radical displacement and/or capable of Michael's addition type of reaction via a nucleophilic phosphine compound. Additionally, the curable chemical mixture can involve an interaction polymeric product of the phosphorus-containing film former and nucleophilic organo silane. Also solvents such as water, curing agents, fillers and/or extenders may be present in the mixture.Type: GrantFiled: March 30, 1987Date of Patent: November 15, 1988Assignee: PPG Industries, Inc.Inventors: Michael W. Klett, Balbhadra Das
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Patent number: 4782123Abstract: Extrusion of solutions of aromatic polyesters and aromatic polyphosphonates gives copolyphosphonates with improved notched impact strength.Type: GrantFiled: November 9, 1987Date of Patent: November 1, 1988Assignee: Bayer AktiengesellschaftInventors: Hermann Kauth, Klaus Reinking, Dieter Freitag
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Patent number: 4734471Abstract: High molecular weight non cross-linked polyfluoroalkoxyphosphazenes containing some unsaturated groups can be cured (i.e. cross-linked) by contact with a catalyst consisting essentially of platinum, a platinum halide or a haloplatinic acid or their hydrates (e.g. chloroplatinic acid hydrate).Type: GrantFiled: July 3, 1986Date of Patent: March 29, 1988Assignee: Ethyl CorporationInventor: Suae-Chen Chang
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Patent number: 4724244Abstract: Cathodic coating agents which are rendered water-dilutable by the addition of an acid, contain binder systems possessing basic nitrogen groups and may or may not contain pigments, dyes, fillers, solvents, antioxidants, other surface coating assistants and/or additional crosslinking components, the binder system containing sulfonate and/or phosphonate groups or the esters of these groups in an amount of from 0.05 to 3% by weight, and the preparation of such products.The novel coating agents are useful for the cathodic electrocoating of electrically conductive substrates.Type: GrantFiled: April 27, 1987Date of Patent: February 9, 1988Assignee: BASF AktiengesellschaftInventors: Fritz E. Kempter, Wolfram Weiss, Rolf Osterloh, Albrecht Zosel
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Patent number: 4720533Abstract: Organophosphazene polymers having acyloxysilyl or alkoxysilyl substituents are curable at room temperature when exposed to atmosphere containing moisture.Type: GrantFiled: July 22, 1986Date of Patent: January 19, 1988Assignee: Ethyl CorporationInventor: F. Alexander Pettigrew
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Patent number: 4719279Abstract: Polyester-phosphonates, polycarbonatophosphonates and polyester-carbonatophosphonates having improved impact strength and notched impact strength as compared with melt-condensation products can be prepared in such a way that, in the first stage, oligophosphonates with hydroxyl end groups are prepared by melt-transesterification and melt-condensation and these are subjected in a second stage to a phase boundary process.Type: GrantFiled: May 30, 1986Date of Patent: January 12, 1988Assignee: Bayer AktiengesellschaftInventors: Hermann Kauth, Klaus Reinking, Dieter Freitag
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Patent number: 4710549Abstract: Low molecular weight organophosphazene oligomers, especially cyclic oligomers, can be cross-linked by siloxane bridges to form solid high molecular weight polymers.Type: GrantFiled: July 14, 1986Date of Patent: December 1, 1987Assignee: Ethyl CorporationInventor: F. Alexander Pettigrew
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Patent number: 4690964Abstract: The present invention is directed to a thermoplastic molding composition comprising thermoplastic polyurethane and an additive amount of an oligomeric polyalkylphosphonate, characterized by its improved flame resistance.Type: GrantFiled: January 26, 1983Date of Patent: September 1, 1987Assignee: Mobay CorporationInventors: Manfred Schmidt, Robert P. Yeater
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Patent number: 4657993Abstract: Polyphosphazene homopolymers and copolymers containing repetitive units represented by the general formula: ##STR1## in which the substituents X, which can be equal or different, are represented by the following formulas: ##STR2## where R is hydrogen or a C.sub.1 -C.sub.5 alkyl group or an aryl or heterocyclic group, with or without substituents, R' is CH.sub.2 or an aryl or heterocyclic group, with or without substituents, n is zero or a whole number variable from 1 to 5 and Y is hydrogen or a halogen or a methyl, nitroso or nitro group; the substituents X.sup.1 are groups equal to X or halogen, or alkoxy, aryloxy, amino or mercapto groups, either substituted or unsubstituted, or a mixture thereof; the sum (w+y+z) has a value varying from 20 to 50,000.The polymers of the present invention are prepared from the corresponding poly(dichlorophosphazenes) of general formula (NPCl.sub.2).sub.m in which m can vary from 20 to 50,000, and can be used as photoconductor materials and for other uses.Type: GrantFiled: February 11, 1986Date of Patent: April 14, 1987Assignee: Consiglio Nazionale Delle RicercheInventors: Silvano Lora, Francesco Minto, Piergiulio Di Marco, Gabriele Giro, Giovanni Pezzin
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Patent number: 4614788Abstract: Disclosed are thermosettable compositions comprising (A) an epoxy resin such as the diglycidyl ether of bisphenol A; (B) boron trifluoride complexed with a primary, secondary or tertiary amine such as monoethanolamine and (C) at least one cyclic or acyclic phosphazene having at least one pendant ##STR1## group wherein Z is an alkyl or an aryl group such as hexa(n-propylamino)cyclotriphosphazene.When cured, these compositions have an increased glass transition temperature (Tg) value as compared to a similar composition without the phosphazene compound.These compositions are useful in potting compositions, wet lay-up and pre-impregnated laminate, adhesive, molding, coating, casting, encapsulation, filament winding and transfer molding applications.Type: GrantFiled: August 28, 1985Date of Patent: September 30, 1986Assignee: The Dow Chemical CompanyInventors: Marvin L. Dettloff, Dennis L. Steele, Ross C. Whiteside, Jr.
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Patent number: 4594364Abstract: The invention is phosphorus compounds containing .alpha.-halo hydroxyalkyl or .alpha.-halo t-alkoxyalkyl groups corresponding to the formula ##STR1## wherein R independently in each occurrence is alkylene, haloalkylene, alkenylene, haloalkenylene, phenylene, diphenylene, halophenylene, dihalophenylene, and oxyalkylene;R.sup.1 independently in each occurrence is hydrogen, CH.sub.2 OR.sup.3, CH.sub.2 OH, haloalkyl, phenyl, halophenyl or methyl phenoxy;R.sup.2 independently in each occurrence is haloalkyl, phenyl, haloaryl or alkyl;R.sup.3 independently in each occurrence is t-alkyl;X independently in each occurrence is bromine or chlorine;a is independently in each occurrence 1 or 2; andb is independently in each occurrence 0 or 1,with the proviso that at least one R.sup.1 is CH.sub.2 OR.sup.3 or CH.sub.2 OH.Type: GrantFiled: January 14, 1985Date of Patent: June 10, 1986Assignee: The Dow Chemical CompanyInventors: Chester E. Pawloski, Sally P. Ginter
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Patent number: 4558103Abstract: Polyphosphazene polymers are prepared which contain repeating units represented by the formulas: ##STR1## wherein X is --N(CH.sub.2 CHCH.sub.2).sub.2, and X' is a substituted or unsubstituted alkoxy, aryloxy, amino or mercapto substituent group or mixtures thereof which are compatible with diallylamino substituent and are known in the state of the art of polyphosphazene technology; and 20.ltoreq.(w+y+z).ltoreq.50,000 per polymer and (y+z)>0.The polymers of the invention can be utilized to form protective films and can also be utilized in applications such as for molding, coatings, foams and the like.Type: GrantFiled: January 22, 1985Date of Patent: December 10, 1985Assignee: The Firestone Tire & Rubber CompanyInventors: William L. Hergenrother, Adel F. Halasa
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Patent number: 4514550Abstract: Phosphonitrilic chloride polymers are substituted with aryloxide or alkoxide groups by reaction with an alkali metal aryloxide or alkoxide in a single liquid hydrocarbon reaction medium, e.g. cyclohexane, toluene and the like, in which the aryloxides or alkoxides are essentially insoluble and in which the substituted product is soluble.Type: GrantFiled: May 9, 1984Date of Patent: April 30, 1985Assignee: Ethyl CorporationInventor: Harold R. Penton
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Patent number: 4513116Abstract: Continuous halogenation of polymers is achieved by contacting polymer and halogenating agent in a continuous flow device in which the reactants are present as either co-continuous phases or wherein the halogenating agent is present as a continuous phase and the polymer is present as a discontinuous phase, the polymer is subjected to deformation during reaction and in which means are provided for disengaging reaction by-products and unreacted halogenating agent from the reaction mixture. In a preferred embodiment the polymer passes through three extruder-reactor zones under controlled conditions to achieve halogenation: feed, reaction (preferably vented), neutralization, and optionally a wash and exit zone. A continuous halogenating agent phase is achieved during reaction by avoiding complete filling of the reaction zone with polymer. Various halogenated polymers are produced, for example, halogenated linear low density polyethylene and halogenated butyl rubber.Type: GrantFiled: April 1, 1983Date of Patent: April 23, 1985Assignee: Exxon Research and Engineering Co.Inventors: Ronald C. Kowalski, William M. Davis, Neil F. Newman, Lewis Erwin
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Patent number: 4499222Abstract: Phosphorus-containing flame proofing mixtures with low crystallization temperatures and with the ability significantly to improve the flame resistance of materials without adversely affecting the other properties of the materials, the mixtures being principally comprised of phosphonates having the structure: ##STR1## wherein X is chloro or bromo; Z.sub.1, Z.sub.2 and Z.sub.3 are the same or different and are --CH.sub.2 --CH.sub.2 -- or ##STR2## and R is CH.sub.3 or CH.sub.2 Cl, and the molar ratio of the --CH.sub.2 --CH.sub.2 --X groups to the total of --CH.sub.2 --CH.sub.2 --X and the --CH.sub.2 --CHR--X groups is from 2 to 90%, these flame proofing mixtures being usable with both synthetic and natural materials, together with the flame-resistive natural and synthetic materials so made.Type: GrantFiled: August 15, 1983Date of Patent: February 12, 1985Assignee: Produits Chimiques Ugine KuhlmannInventors: Michel Bernard, Daniel Balde, Elie Ghenassia, Francois Laumain
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Patent number: 4491653Abstract: Disclosed is a method for fluorinating the surface of a polymeric solid for improving a surface property of such solid while substantially maintaining the bulk physical properties of said solid. This method comprises contacting the polymeric solid with dilute fluorine gas at a temperature not substantially above about room temperature and at a pressure not substantially above about 1 atmosphere for a time adequate to partially fluorinate said solid surface by forming stable fluorocarbon groups wherein the ratio of --CF.sub.2 -- groups to --CHF-- groups is not substantially above about 1:1, the proportion of oxygen-providing groups presend during said fluorination being restricted to an amount whereby substantially no oxidation of said surface occurs.Type: GrantFiled: June 7, 1983Date of Patent: January 1, 1985Assignee: Battelle Development CorporationInventors: Vincent C. McGinniss, Francis A. Sliemers
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Patent number: 4481338Abstract: This invention relates to flame-resistant polymer mixtures of polycarbonate and polyphosphate, which mixtures may contain organic chlorine and bromine compounds, glass fibres and polytetrafluoroethylene.Type: GrantFiled: August 31, 1983Date of Patent: November 6, 1984Assignee: Bayer AktiengesellschaftInventors: Volker Serini, Werner Nouvertne, Dieter Freitag
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Patent number: 4463112Abstract: Organic polyphosphites are disclosed having in the molecule at least two phosphite ester groups, at least one of which is linked through oxygen to a phenylethylidene-substituted phenyl group and to a residue of a polyhydroxy compound which is a pentaerythritol residue or a residue of a phenol or alcohol having two to three hydroxyl groups separated from one another by at least three carbon atoms.Polymer stabilizer compositions comprising an organic polyphosphite as disclosed and a known polymer stabilizer, as well as synthetic resin stabilized with such stabilizer compositions, are also disclosed.Type: GrantFiled: February 13, 1980Date of Patent: July 31, 1984Inventors: William E. Leistner, Motonobu Minagawa, Yutaka Nakahara, Kazumi Kitsukawa
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Patent number: 4461876Abstract: A polymeric reagent for the isolation and protection of carbonyl compounds comprising a polymer having a functional group of the formula --ONH.sub.2 covalently attached to the polymer where the functional group is capable of reacting with a carbonyl group of a carbonyl compound when a solution containing the carbonyl compound contacts the polymeric reagent is disclosed along with methods of using this reagent.Type: GrantFiled: September 9, 1982Date of Patent: July 24, 1984Assignee: Columbia UniversityInventors: Seymour Lieberman, Veeramac V. K. Prasad, Patricia A. Warne
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Patent number: 4440921Abstract: A carboxylated phosphazene polymer, comprising a phosphazene polymer backbone covalently coupled to a carboxylate-containing compound through a divalent organic radical attached at one end to the carboxylate by an amide bond formed at a primary aliphatic amino group of the radical and at the other end to a phosphorous of the phosphazene backbone.Type: GrantFiled: June 21, 1982Date of Patent: April 3, 1984Assignee: Research CorporationInventors: Harry R. Allcock, Thomas X. Neenan, Walter C. Kossa
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Patent number: 4412066Abstract: Polymer-bound dyes have been prepared by the diazotization of high polymeric [NP(OC.sub.6 H.sub.5).sub.x - (OC.sub.6 H.sub.4 NH.sub.2 -p).sub.y ]n, followed by coupling to phenol, .beta.-naphthol, 6'-NaO.sub.3 S-.beta.-naphthol, and p-aminophenylnaphthalene. These reactions were preceded by model compound studies with the cyclic trimer [NP(OC.sub.6 H.sub.4 NH.sub.2 -p-).sub.2 ].sub.3. In both cases, the aminophenoxy units were generated by reduction of 4-nitrophenoxy groups with the use of PtO.sub.2 and hydrogen. The phosphazene skeleton was unaffected by the reduction, diazotization, and diazo coupling processes. The physical characteristics of the trimers and high polymers are described.Type: GrantFiled: June 16, 1982Date of Patent: October 25, 1983Assignee: The United States of America as represented by the Department of Health and Human ServicesInventors: Harry R. Allcock, Paul E. Austin
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Patent number: 4387208Abstract: Synthesis of new (lithiophenoxy)phosphazene high polymers is described whin polymers such as poly(dichlorophosphazene) are used as the starting material to prepare poly(organophosphazenes) by reaction thereof with sodium para-bromophenoxide. Poly(organophophazenes) thus obtained are used in a metal-halogen exchange reaction with n-butyllithium. The lithio derivatives thus obtained are used as reactive intermediates for the synthesis of polymers of formulas [NP(OC.sub.6 H.sub.4 X-p).sub.x (OC.sub.6 H.sub.4 Br)y].sub.n and [NP(OC.sub.6 H.sub.4 Li-p).sub.x (OPh).sub.y ].sub.n, where X is PPh.sub.2, PPh.sub.2 C.sub.4 H.sub.9.sup.+ Br.sup.-, SnPh.sub.3, AuPPh.sub.3, or COOH.Type: GrantFiled: December 21, 1981Date of Patent: June 7, 1983Assignee: The United States of America as represented by the Secretary of the NavyInventors: Harry R. Allcock, Timothy J. Fuller, Thomas L. Evans
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Patent number: 4371672Abstract: A thermoplastic molding composition which comprises a mixture of two thermoplastic polymers which are at least partially miscible in one another is disclosed. In one embodiment, this invention pertains to a homogeneous mixture of a polyphenylene oxide and a phosphorus-containing alternating substantially linear copolymer. In another embodiment, this invention pertains to a mixture of polyphenylene oxide and a phosphorus-containing alternating cross-linked copolymer which mixture is at least partially miscible.Type: GrantFiled: December 10, 1981Date of Patent: February 1, 1983Assignee: Atlantic Richfield CompanyInventor: Usama E. Younes
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Patent number: 4357458Abstract: A process for preparing polyphosphazene polymers containing fluoroalkoxy and/or aryloxy substituents is provided. The process involves the reaction of a fluoroaliphatic alcohol or a substituted or unsubstituted aromatic alcohol or mixture of such alcohols with sodium hydroxide in an organic solvent or mixture of organic solvents which under appropriate conditions will form an azeotrope with water produced by the reaction. Water produced by the reaction is removed from the reaction mixture by azeotropic distillation thereby producing substantially dry sodium salts of said alcohols. The substantially dry sodium salts of the alcohols are then reacted with a linear polydichlorophosphazene polymer to produce polyphosphazene polymers containing fluoroalkoxy and/or aryloxy substituents.Type: GrantFiled: November 3, 1980Date of Patent: November 2, 1982Assignee: The Firestone Tire & Rubber CompanyInventors: Thomas A. Antkowiak, David J. Serbin
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Patent number: 4350799Abstract: The invention is directed to a molding composition comprising an intimate, well dispersed blend of thermoplastic polyurethane, thermoplastic polyphosphonate and thermoplastic polycarbonate which composition is characterized by an improved level of flame resistance. A process for the preparation of said composition is also disclosed.Type: GrantFiled: September 16, 1981Date of Patent: September 21, 1982Assignee: Mobay Chemical CorporationInventors: Hans G. Schmelzer, Manfred Schmidt, Robert P. Yeater
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Patent number: 4315847Abstract: The present invention provides new linear phosphorus- and halogen-containing flame retardant polyester additives for normally flammable polymers and coatings for normally flammable natural and synthetic films and fibers, for instance, polyester and cellulose ester films and fibers. The phosphorus- and halogen-containing polymers of the invention are water dispersible or can be rendered water-soluble. They can be prepared by reacting a phosphorus acid reactant such as phosphoric acid with at least one halogenated difunctional monomer. The water-soluble polyesters can be cross-linked to render them insoluble in water by heating together with a methylol compound.Said halogenated monomer is preferably an oxyalkylated diacid or diol and said halogen is attached either on one or more aromatic rings or on a cycloaliphatic ring.Type: GrantFiled: July 20, 1979Date of Patent: February 16, 1982Assignee: BASF Wyandotte CorporationInventors: Robert B. Login, David D. Newkirk
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Patent number: 4292418Abstract: The curing or cross-linking of fluorinated alkoxy phosphonitrile polymers with organic peroxides is accelerated by the use of a trialkyl aluminum or a dialkyl aluminum hydride. The coating with such polymers of biomedical articles such as embolectomy catheters or Foley retention catheters made of natural or synthetic rubber is facilitated by using for the coating a solution of such polymers in an organic solvent together with an organic peroxide and the new accelerating catalyst.Type: GrantFiled: December 26, 1979Date of Patent: September 29, 1981Assignee: The Kendall CompanyInventor: Jong Joung
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Patent number: RE30946Abstract: Flame retardant polyolefin compositions containing polymeric pentaerythrityl phosphonates and ammonium polyphosphate.Type: GrantFiled: December 12, 1980Date of Patent: May 25, 1982Assignee: American Cyanamid CompanyInventors: Joseph A. Hoffman, Christos Savides, John C. Oppelt