From Organic Reactant Containing A Sulfur To Oxygen Bond, E.g., -s(=o), Etc. Patents (Class 528/391)
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Patent number: 6194540Abstract: The sulfonation of a polyaniline or a derivative thereof by the use of a sulfonating agent, characterized by dispersing the polyaniline or the derivative thereof in a reaction solvent thereby inhibiting the formation of lumps of grains due to substantial aggregation. Preferably, the solvent for the reaction is an organic solvent incapable of reacting with the sulfonating agent. The initial stirring power for the reaction of sulfonation is preferred to be not less than 0.03 kW/m3 and the polyaniline or the derivative thereof is preferred to have a water content of not more than 8 wt. %. Further, this invention is characterized by subjecting a polyaniline having introduced a sulfonic acid group therein or a derivative thereof to hydrolysis in a mixed solution of water with a hydrophilic organic solvent. The hydrophilic organic solvent is preferred to be an alcohol.Type: GrantFiled: October 19, 1999Date of Patent: February 27, 2001Assignee: Nippon Shokubai Co., Ltd.Inventors: Shoji Ito, Kazuhiko Murata, Ryuji Aizawa, Yoshinobu Asako
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Patent number: 6172180Abstract: The present invention relates to a block copolymer containing 1-50 first polymer segments and 1-50 second polymer segments. Each first polymer segment has an average mole fraction of monomers possessing a branch point of 0.0001 to 1, whereas each second polymer segment has an average mole fraction of monomers possessing a branch point of 0 to 0.5. The average molecular weights range from 5-2,000 kDa for the first polymer segments, which constitute 5-95% by weight of the block copolymer. The average molecular weights also range from 5-2,000 kDa for the second polymer segments, which constitute 5-95% by weight of the block copolymer. The ratio of the average mole fraction of monomers possessing a branch point of the second polymer segments to that of the first polymer segments is 0 to 0.5. An example of such a copolymer has ethylene oxide or ethylene oxide/propylene oxide as the first polymer segment and polysulfone as the second polymer segment. This block copolymer can further be blended with a bulk polymer.Type: GrantFiled: August 25, 1998Date of Patent: January 9, 2001Assignee: Circe Biomedical, Inc.Inventors: Lawrence F. Hancock, Stephen M. Fagan, Claudy J.-P. Mullon
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Patent number: 6111026Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A--CFX--SO.sub.2 Z in which A denotes one groups [sic] R.sup.3 --O--CF.sub.2 -- or R.sup.3 -- or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 --; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 --; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: November 10, 1997Date of Patent: August 29, 2000Assignees: Centre National de la Recherche Scientifique, Hydro-QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 6103865Abstract: There are disclosed pH-sensitive polymers containing sulfonamide groups, which can be changed in physical properties, such as swellability and solubility, depending on pH and which can be applied for a drug-delivery system, bio-material, sensor, etc, and a preparation method therefor. The pH-sensitive polymers are prepared by introduction of sulfonamide groups, various in pKa, to hydrophilic groups of polymers either through coupling to the hydrophilic groups, such as acrylamide, N,N-dimethylacrylamide, acrylic acid, N-isopropylacrylamide, etc, of polymers or copolymerization with other polymerizable monomers. These pH-sensitive polymers may have a structure of linear polymer, grafted copolymer, hydrogel or interpenetrating network polymer.Type: GrantFiled: December 22, 1998Date of Patent: August 15, 2000Assignee: Kwangju Institute of Science and TechnologyInventors: You Han Bae, Sang Yeob Park
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Patent number: 6096798Abstract: Polymers having non-thrombogenic properties can be prepared by copolymerizing monomers of at least three classes selected from (a) monomers having sulphate groups, (b) monomers having sulphonate groups, (c) monomers having sulphamate groups, (d) monomers having polyoxyalkylene ether groups, and (e) monomers having zwitterionic groups. The polymers can additionally be provided with anti-thrombogenic properties by including an additional comonomer having a pendant heparin (or hirudin, warfarin or hyaluronic acid) group. The polymers can be used as coating materials for medical devices, such as tubing or connectors, in order to provide them with non-thrombogenic, and optionally anti-thrombogenic, properties.Type: GrantFiled: April 30, 1999Date of Patent: August 1, 2000Inventors: Ajay Kumar Luthra, Shivpal Singh Sandhu
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Patent number: 6087414Abstract: Disclosed is a process which comprises reacting a polymer of the general formula ##STR1## wherein x is an integer of 0 or 1, A is one of several specified groups, such as ##STR2## B is one of several specified groups, such as ##STR3##Type: GrantFiled: December 23, 1998Date of Patent: July 11, 2000Assignee: Xerox CorporationInventors: Timothy J. Fuller, Ram S. Narang, Thomas W. Smith, David J. Luca, Raymond K. Crandall
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Patent number: 6059999Abstract: The invention provides conductive compositions of matter, as well as methods for the preparation of the conductive compositions of matter, solutions comprising the conductive compositions of matter, and methods of preparing fibers or fabrics having improved anti-static properties employing the conductive compositions of matter.Type: GrantFiled: August 6, 1999Date of Patent: May 9, 2000Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventor: Tito Viswanathan
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Patent number: 6022944Abstract: The process for chemically modifying metal-free, colored anthraquinone or condensed anthraquinone compounds or the compounds prepared by said process for improving one or more properties thereof such as water dispersibility, compatibility with other organics, or increased chemical reactivity, wherein the process includes providing material with from 1-6 sulfonylhalide groups or sulfonate ester groups or mixtures thereof, and contacting the material under sulfonamido forming conditions with one or more reactants containing one or more poly(oxyalkylene) moieties, each of the reactants having from 1 to 4 functional amine groups, and each of the poly(oxyalkylene) moieties being comprised of from about 4 to about 200 epoxide reactant residues at least about 50 mole percent of which residues contain 2-4 carbons and wherein the total of said epoxide reactant residues is from about 4 to about 600.Type: GrantFiled: May 22, 1992Date of Patent: February 8, 2000Assignee: Milliken & CompanyInventors: Max Allen Weaver, Edward William Kluger, David Jesse Moody
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Patent number: 6022095Abstract: Disclosed is an improved composition comprising a photopatternable polymer containing at least some monomer repeat units with photosensitivity-imparting substituents, said photopatternable polymer being of the general formula ##STR1## wherein x is an integer of 0 or 1, A is one of several specified groups, such as ##STR2## B is one of several specified groups, such as ##STR3## or mixtures thereof, and n is an integer representing the number of repeating monomer units. Also disclosed is a process for preparing a thermal ink jet printhead with the aforementioned polymer and a thermal ink jet printhead containing therein a layer of a crosslinked or chain extended polymer of the above formula.Type: GrantFiled: December 23, 1998Date of Patent: February 8, 2000Assignee: Xerox CorporationInventors: Ram S. Narang, Timothy J. Fuller, Thomas W. Smith, David J. Luca, Ralph A. Mosher
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Patent number: 6020119Abstract: Disclosed is a process which comprises reacting a polymer of the general formula ##STR1## or ##STR2## wherein x is an integer of 0 or 1, A is one of several specified groups, such as ##STR3## B is one of several specified groups, such as or mixtures thereof, and n is an integer representing the number of repeating monomer units, with a halomethylethyl ether, a hydrohalic acid, and acetic acid in the presence of a halogen-containing Lewis acid catalyst, thereby forming a halomethylated polymer.Type: GrantFiled: May 17, 1999Date of Patent: February 1, 2000Assignee: Xerox CorporationInventors: Daniel A. Foucher, Nancy C. Stoffel, Roger T. Janezic, Thomas W. Smith, David J. Luca, Bidan Zhang
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Patent number: 6015874Abstract: A novel crosslinkable compound of the formula (I): ##STR1## and an optical material prepared by employing such a crosslinkable compound, which is excellent in hydrophilicity, transparency, ultraviolet light absorbing property, deposit resistance and boiling resistance and yet has proper hardness and oxygen permeability.Type: GrantFiled: October 26, 1998Date of Patent: January 18, 2000Assignee: Menicon Co., Ltd.Inventor: Haruyuki Hiratani
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Patent number: 6001934Abstract: A simple and convenient process is provided to introduce a sufficient quantity of functional groups to a main chain or terminals of the chain of a polyarylene sulfide resin to improve properties of the resin.The invention provides a process for heat oxidation crosslinking a polyarylene sulfide resin, characterized by conducting the heat oxidation crosslinking reaction in the presence of at least one organic compound having at least one active-hydrogen-containing group or at least one organic compound having at least one active-hydrogen-containing group and a group derived from an active hydrogen containing group by substituting an active hydrogen of the active hydrogen containing group with an alkali metal, to thereby prepare a functional group-containing polyarylene sulfide resin.Type: GrantFiled: September 1, 1998Date of Patent: December 14, 1999Assignee: Tonen Chemical Co.Inventors: Hidenori Yamanaka, Osamu Komiyama
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Patent number: 5998568Abstract: A method for making a polyester resin comprises reacting a first polyfunctional alcohol or polyfunctional thiol and a carbonate in the presence of a catalyst to form an alkoxylated intermediate. The catalyst comprises: (1) a metal, a salt of a metal, or mixtures thereof and (2) a quaternary ammonium salt, a tertiary amine, an imidazole, or mixtures thereof. The alkoxylated intermediate is then reacted with a polyfunctional organic acid or anhydride thereof to form the polyester resin.Type: GrantFiled: January 14, 1999Date of Patent: December 7, 1999Assignee: Reichhold, Inc.Inventors: Hildeberto Nava, Karin F. Nelson-Baron
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Patent number: 5985950Abstract: 1,2-Disulfones are particularly suitable as thermally and photochemically activatable latent acid catalysts for binder systems which contain at least one acid-curable component.Type: GrantFiled: January 21, 1998Date of Patent: November 16, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Ekkehard Bartmann, Jorg Ohngemach
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Patent number: 5986044Abstract: The narrow poly- or mono-dispersed oligomers of the present invention are polyureas, polycarbonates, polyesters or polyamides having a recurring unit of from 3 to 50. These oligomers are water-soluble, preferably have a rigid backbone, have recurring units coupled by carbonyl linking moieties which have anionic groups, display predominantly linear geometry such that regular spacing between anionic groups exists in an aqueous medium, and are pharmaceutically-acceptable. The narrow poly- or mono-dispersed oligomers are useful for the treatment and/or diagnosis of AIDS and/or ARC or HSV.Type: GrantFiled: November 26, 1997Date of Patent: November 16, 1999Assignees: The Dow Chemical Co., Merrell Pharmaceuticals Inc.Inventors: Alan D. Cardin, Michael J. Mullins, William A. Fordyce, Thomas A. Chamberlin, Michael J. Fazio
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Patent number: 5969032Abstract: The invention relates to an emulsion polymerization process for preparing a latex binder for use in paint. The process involves reacting a water-soluble or water-dispersible polymerizable surfactant having a terminal allyl amine moiety with at least one ethylenically unsaturated monomer and ionic monomer at a pH from about 2 to about 7. Significantly lower levels of the polymerizable surfactants are required to control the latex particle size and to stabilize the latex particles at high solids content as compared to the amount of conventional anionic surfactants used to stabilize a latex.Type: GrantFiled: March 9, 1998Date of Patent: October 19, 1999Assignee: National Starch and Chemical Investment Holding CorporationInventors: Lien Phan, Rajeev Farwaha
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Patent number: 5959071Abstract: A polythioether has the formulaR.sup.1 --?--R.sup.2 --S--CH(CH.sub.3)--S--!.sub.n --R.sup.2 --R.sup.1whereinR.sup.1 denotes a thiol group, a hydroxyl group, an unsubstituted amine group, a monoalkyl-substituted amine group, a monovalent radical substituted with at least one hydroxyl group, unsubstituted amine group or monoalkyl-substituted amine group, or a group that is non-reactive in the presence of an acid catalyst,R.sup.2 denotes a divalent radical, andn is an integer from 1 to 60.The polythioether is a liquid at room temperature and pressure.Type: GrantFiled: March 31, 1998Date of Patent: September 28, 1999Assignee: Courtaulds Aerospace, Inc.Inventors: Suzanna Elaine DeMoss, Jonathan Doherty Zook
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Patent number: 5910558Abstract: Micropowders having spherical particles possessing an essentially smooth surface structure contain, as essential components, polyarylene ether sulfones or polyarylene ether ketones and are obtainable by prilling melts thereof or spray-drying solutions thereof.Type: GrantFiled: July 21, 1997Date of Patent: June 8, 1999Assignee: BASF AktiengesellschaftInventors: Michael Schoenherr, Juergen Ahlers, Hermann Buchert
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Patent number: 5904990Abstract: Until recently, conducting polymers have been used as protective coatings. lthough these types of polymers appear to be effective in most cases, problems have resulted when attempting to bind these polymers to an aluminum surface. The polymers of this invention adhere extremely well to aluminum and aluminum alloys and thus, provide a very effective form of corrosion protection.Type: GrantFiled: March 13, 1998Date of Patent: May 18, 1999Assignee: The United States of America as represented by the Secretary of the NavyInventors: John D. Stenger-Smith, Melvin H. Miles, William P. Norris, John Nelson, Peter Zarras, John W. Fischer, Andrew P. Chafin
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Patent number: 5891970Abstract: The invention relates to a water-soluble self-acid-doped polyaniline derivatives and in particular, to a water-soluble self-acid-doped polyaniline derivatives obtained by reacting polyaniline derivatives with 2-sulfobenzoic anhydride derivatives, which is composed of structural unit having following formula (I): ##STR1## wherein, M may be H, Na, K or NH.sub.4 ;R.sub.1, R.sub.2, R.sub.3, R.sub.4 may be --H, --R.sub.o, --F, --Cl, --Br, --OR.sub.o, --COR.sub.o, --OCOR.sub.o, --NHCOR.sub.o, --NO.sub.2, --COOR.sub.o, --CN, --COOH;Q may be --H, --Ro, --F, --Cl, --Br, --OR.sub.o, --COR.sub.o, --OCOR.sub.o, --NHCOR.sub.o, --NO.sub.2, --COOR.sub.o, --CN, --COOH;R.sub.o is a C.sub.1 -C.sub.4 alkyl;n is an integer of 0 to 4; andx+y+2z.ltoreq.1.0, and x.gtoreq.0.1;and a process for preparing the same.The water-soluble self-acid-doped polyaniline derivatives exhibits some characteristics as follows:(1) a high water solubility;(2) a self-acid-doped property;(3) a high conductivity which may be up to 10.sup.-3 -10.sup.Type: GrantFiled: July 2, 1998Date of Patent: April 6, 1999Assignee: National Science Council of Republic of ChinaInventors: Shou-An Chen, Hsien-Kuang Lin
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Patent number: 5864002Abstract: A method of providing for manufacturing a colored polymer resin having the steps of:(a) blending a disazo colorant into a mixture of monomers, the colorant having a poly(oxyalkylene) substituent comprising from 2 to 200 alkylene oxide residues, bonded to each end of the disazo chromophore, the poly(oxyalkylene) substituent having a nucleophilic terminal group which is capable of reacting with at least a portion of the monomers;(b) providing conditions under which the monomers and disazo colorant polymerize to form a colored polymer resin.Type: GrantFiled: October 18, 1996Date of Patent: January 26, 1999Assignee: Milliken Research CorporationInventors: Eric B. Stephens, Mark E. Ragsdale, David J. Moody
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Patent number: 5861471Abstract: The invention relates to polysulphone/polyether block copolycondensates having the recurring structural unit as in formula (I)--(--O--E--O--Ar.sup.1 --SO.sub.2 --Ar.sup.2 --)--W-- (I)whereinE is a divalent diphenolate radical andW is a polyether, polythioether or polyacetal possessing at least two hydroxyl groups and having an average molecular weight (M.sub.n) of from 400 to 30,000 andwherein the proportion of the radical W in the total polymer amounts to 5 to 99 wt. %,the preparation and use thereof for the production of moulded shapes, for example, membranes or catheter tubes.Type: GrantFiled: April 15, 1996Date of Patent: January 19, 1999Assignee: Bayer ACInventors: Heinz Pudleiner, Ralf Dujardin, Rolf Wehrmann, Knud Reuter, Helmut-Martin Meier
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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: 5821344Abstract: The present invention discloses a process for preparing an aqueous solution of self-acid-doped o-sulfonic acid ring-substituted polyaniline, which can be cast into free-standing films. The process involves dissolving a solid o-sulfonic acid ring-substituted polyaniline in an alkaline aqueous solution to form an aqueous solution of an undoped o-sulfonate ring-substituted polyaniline; purifying the aqueous solution of the undoped o-sulfonate ring-substituted polyaniline by subjecting it to a purifying treatment to remove excess alkali therefrom; and contacting the resulting purified aqueous solution with a H.sup.+ -type ion-exchange resin to form an aqueous solution containing a self-acid-doped o-sulfonic acid ring-substituted polyaniline. A suitable water soluble polymer or polymer emulsion can be easily mixed with the aqueous solution containing the self-acid-doped o-sulfonic acid ring-substituted polyaniline to form a polymer blend.Type: GrantFiled: January 22, 1997Date of Patent: October 13, 1998Assignee: National Science CouncilInventors: Show-An Chen, Gue-Wuu Hwang
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Patent number: 5820743Abstract: A method of manufacturing copolymers having magnetic properties, the method comprising a first step of copolymerization, by oxidation in an acid medium, of a first monomer selected from aniline, possibly substituted aniline, and the corresponding iminoquinone forms, and of a second monomer selected from substituted aminoaromatic compounds, wherein the first step comprises: an induction stage during which the first monomer is put into the presence of at least one oxidizing agent and at least one initiating agent; and a production stage during which, after the second monomer has been added, at least one oxidizing agent and at least one initiating agent are added progressively.Type: GrantFiled: October 27, 1994Date of Patent: October 13, 1998Assignee: Alcatel Alsthom Compagnie Generale d'electriciteInventors: Denis Cottevieille, Stanislas Galaj
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Patent number: 5804100Abstract: Deaggregated substituted and unsubstituted polyparaphenylenes, polyparaphenylevevinyles, polyanilines, polyazines, polythiophenes, poly-p-phenylene sulfides, polyfuranes, polypyrroles, polyselenophene, polyacetylenes formed from soluble precursors and combinations thereof and copolymers thereof and methods of fabrication are described. The deaggregated polymer molecules when subsequently doped show higher electrical conductivity. Agents such as lithium chloride, m-cresol and nonylphenol are used to deaggregate the polymer molecules. The deaggregating agents can be added prior to or during doping the molecules.Type: GrantFiled: January 9, 1995Date of Patent: September 8, 1998Assignee: International Business Machines CorporationInventors: Marie Angelopoulos, Bruce K. Furman
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Patent number: 5792830Abstract: Described is a process for preparing polyaniline polymer which includes contacting aniline monomers with (a) hydrogen peroxide, (b) at least one acid, including hydrogen chloride, hydrogen bromide, or a mixture thereof, and (c) a catalytic amount of at least one metal-containing compound or complex, under reaction conditions sufficient to form a polymerization reaction product containing a polyaniline polymer. It has been discovered that the processes described herein provide means to prepare polyaniline having a relatively high conductivity at a high degree of aniline monomer conversion using hydrogen peroxide as an oxidant.Type: GrantFiled: December 9, 1996Date of Patent: August 11, 1998Assignee: The Dow Chemical CompanyInventors: Stephen A. Noding, Susan J. Babinec, Carey L. Scortichini
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Patent number: 5761809Abstract: Disclosed is a process which comprises reacting a haloalkylated aromatic polymer with a material selected from the group consisting of unsaturated ester salts, alkoxide salts, alkylcarboxylate salts, and mixtures thereof, thereby forming a curable polymer having functional groups corresponding to the selected salt. Another embodiment of the present invention is directed to a process for preparing an ink jet printhead with the curable polymer thus prepared.Type: GrantFiled: August 29, 1996Date of Patent: June 9, 1998Assignee: Xerox CorporationInventors: Timothy J. Fuller, Ram S. Narang, Thomas W. Smith, David J. Luca, Raymond K. Crandall
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Patent number: 5723562Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: December 5, 1996Date of Patent: March 3, 1998Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5721328Abstract: The invention relates to monomers derived from perhalogenated sultones, to a process for their preparation, to the polymers obtained from the said monomers and to their use for the production of ion-conductive materials.The monomers are compounds corresponding to the formula A-CFX--SO.sub.2 Z in which A denotes one groups ?sic! R.sup.3 --O--CF.sub.2 -- or R.sup.3 - or R.sup.1 R.sup.2 N--CO--; Z denotes F, Cl, --OSi(CH.sub.3).sub.3 or an ionic group, Z being other than F when A denotes R.sup.3 --O--CF.sub.2 -- or R.sup.3 -; X denotes F, Cl, H or R.sub.F, X being R.sub.F when A denotes R.sup.3 -; the radicals R.sup.1, R.sup.2 and R.sup.3 are chosen from polymerizable nonperfluorinated organic radicals; R.sub.F is chosen from perfluoroalkyl radicals and perfluoroaryl radicals.The polymers obtained from these monomers can be employed for the production of ion-conductive materials.Type: GrantFiled: May 26, 1995Date of Patent: February 24, 1998Assignees: Centre National de la Recherche Scientifique, Hydro-QuebecInventors: Michel Armand, Jean-Yves Sanchez, Salime Sylla
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Patent number: 5714266Abstract: Compositions for treating pulp slurry in the wet end comprising (A) a mixture of fluoroaliphatic radical-containing phosphate esters comprising at least 70% of a phosphate monoester, e.g., C.sub.8 F.sub.17 SO.sub.2 N(C.sub.2 H.sub.5)C.sub.2 H.sub.4 OP(O) (OH) (O.sup.- NH.sub.4.sup.+) and (B) an alkyl ketene dimer are disclosed. Methods for using such compositions and the resulting treated products are also disclosed.Type: GrantFiled: June 13, 1996Date of Patent: February 3, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventors: Susan S. Harrison, Karlan B. Hunt
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Patent number: 5710210Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: June 6, 1995Date of Patent: January 20, 1998Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5670603Abstract: This invention relates to polymers having non-linear optical properties which polymers include fluorene moieties having at least one electron accepting group and at least one electon donating group substituted to different phenyl rings of the fluorene moiety.Type: GrantFiled: March 8, 1993Date of Patent: September 23, 1997Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5646205Abstract: An ionomer for an ion complex membrane useful for the separation of water-organic solvent by osmosis or low pressure osmosis as well as by pervaporation and a method for producing ion complex membrane therefrom are disclosed. The ionomer for producing ion complex membrane can be prepared by heat polymerization of an alkyl compound having pyridyl groups such as 1,3-di(4-pyridyl) propane at both terminal ends with a dihaloalkane compound such as dibromooctane and dichloroheptane having two halogen atoms at both terminal ends or with one or two halogen atoms affixed to intermediate carbon atoms in a polar solvent such as acrylonitrile. An ion complex membrane can be produced by preparing a membrane of a polycation or polyanion in a solution casting method and dipping the membrane in a solution of polycation or polyanion for 24 hours to give an ion complex membrane. This ion complex membrane may be a single membrane or composite membrane. Composite membrane includes a plain membrane and a hollow fiber membrane.Type: GrantFiled: June 14, 1995Date of Patent: July 8, 1997Assignee: Korea Research Institute of Chemical TechnologyInventors: Kew Ho Lee, Jung Hoon Kim, Jong Geon Jegal
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Patent number: 5641859Abstract: The present invention discloses a water-soluble self-acid-doped polyaniline, and its sodium salt, which can be cast into free-standing films from their aqueous solutions. A process for preparing a water-soluble self-acid-doped polyaniline is also disclosed, which comprises reacting a polyaniline with a strong base to convert the amino nitrogen thereof to anionic nitrogen; reacting sultone with the anionic nitrogen to form a side chain alkanesulfonic acid group; doping with protonic acid to form precipitate; dissolving (undoping) the precipitate in an alkaline aqueous solution; removing excess alkali from the alkaline aqueous solution; and contacting the resulting aqueous solution with a H.sup.+ -type ion exchange resin. Moreover, an aqueous solution of the present water-soluble self-acid-doped PAn can be easily mixed with an additional water soluble polymer or polymer emulsion, which can then be cased into a polymer blend film having improved mechanical properties and coupling strength to a substrate.Type: GrantFiled: July 12, 1995Date of Patent: June 24, 1997Assignee: National Science Council of TaiwanInventors: Show-An Chen, Gue-Wuu Hwang
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Patent number: 5637670Abstract: Novel molecular weight controlled and endcapped polybenzimidazoles (PBI) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenylbenzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The PBI are endcapped with mono(hydroxyphenyl)benzimidazoles. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. Mono(hydroxyphenyl)benzimidazoles are synthesized by reacting phenyl-4-hydroxybenzoate with aromatic (o-diamine)s in diphenylsulfone. Molecular weight controlled and endcapped PBI of new chemical structures are prepared that exhibit a favorable combination of physical and mechanical properties.Type: GrantFiled: January 20, 1995Date of Patent: June 10, 1997Assignee: The United States of America as represented by the Administrator, National Aeronautics and Space AdministrationInventors: John W. Connell, Paul M. Hergenrother, Joseph G. Smith, Jr.
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Patent number: 5635582Abstract: The present invention concerns a magnetic copolymer having a structural unit comprising a first multivalent radical and a second multivalent radical derived from an aminoaromatic compound selected from a substituted amine containing at least two condensed benzene nuclei, a substituted polycyclic compound containing at least one aniline unit in its structure, and an aniline derivative substituted on the ring by an ethynylidene or paraphenylene side chain, these compounds being in their reduced or oxidized forms, said first and said second radical being coupled together by a carbon-nitrogen bond and the nitrogen atoms being separated by a single aromatic ring, characterized in that said first radical is derived from a compound selected from 1-naphthylamine, which may be substituted, in its reduced or oxidized form.Type: GrantFiled: September 27, 1994Date of Patent: June 3, 1997Assignee: Alcatel Alsthom Compagnie Generale D'ElectriciteInventors: Stanislas Galaj, Alain Le Mehaute
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Patent number: 5612439Abstract: Novel functionalized peroxides which may be used as crosslinking, grafting and curing agents, initiators for polymerization reactions and as monomers for condensation polymerizations to form peroxy-containing polymers, which in turn can be used to prepare block and graft copolymers, have the following Formula I: ##STR1## R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, X, Y.sup.1, Y.sup.2, Y.sup.3, Z.sup.1, Z.sup.2, x, y and z are as defined in the Summary of the Invention. The compounds of Formula I may be prepared by reacting hydroxy-containing tertiary hydroperoxides with diacid halides, phosgene, dichloroformates, diisocyanates, anhydrides and lactones to form the functionalized peroxides. These reaction products may be further reacted, if desired, with dialcohols, diamines, aminoalcohols, epoxides, epoxy alcohols, epoxy amines, diacid halides, dichloroformates and diisocyanates to form additional functionalized peroxides.Type: GrantFiled: June 6, 1995Date of Patent: March 18, 1997Assignee: Elf Atochem North America, Inc.Inventor: Daryl L. Stein
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Patent number: 5602211Abstract: Adducts containing mesogenic or rodlike moieties are prepared by reacting (1) at least one compound containing an average of more than one vicinal epoxide group per molecule with (2) at least one compound containing an average of more than one reactive hydrogen atom per molecule; with the proviso that at least one member of components (1) and (2) contains a mesogenic or rodlike moiety. These compounds are useful as curing agents for epoxy resins.Type: GrantFiled: January 18, 1995Date of Patent: February 11, 1997Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5578699Abstract: A process for synthesizing novel conjugated amino substituted phenylene pmers is disclosed. The process results in polymers having non-linear optical properties, and the polymers can be converted to electrically conductive polymers. The process involves reacting a novel bis-cycloalkylene sulfonium salt of 2,5,N,N-tetramethylaniline hydrochloride, such as 2,5-(N,N-dimethyl)aniline hydrochloride dimethylene bis-(tetramethylene sulfonium chloride) with alkali metal hydroxide to form a cycloalkylene sulfonium salt precursor polymer, and then heating the precursor polymer under conditions to produce the amino substituted phenylene vinylene polymer, such as poly(2-(N,N-dimethylamino) phenylene vinylene). Another process involves treatment of the bis chlormethyl dimethyl aniline hydrochloride derivative with alkali metal alkoxide.Type: GrantFiled: May 18, 1995Date of Patent: November 26, 1996Assignee: The United States of America as represented by the Secretary of the NavyInventors: John D. Stenger-Smith, William P. Norris, Andrew P. Chafin, Scott T. Sackinger
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Patent number: 5561202Abstract: In order to produce a polymer electrolyte membrane from sulfonated, aromatic polyether ketone, an aromatic polyether ketone of the formula (I) ##STR1## in which Ar is a phenylene ring having p- and/or m-bonds,Ar' is a phenylene, naphthylene, biphenylene, anthrylene or another divalent aromatic unit,X, N and M, independently of one another are 0 or 1,Y is 0, 1, 2 or 3,P is 1, 2, 3 or 4,is sulfonated and the sulfonic acid is isolated. At least 5% of the sulfonic groups in the sulfonic acid are converted into sulfonyl chloride groups, and these are reacted with an amine containing at least one crosslinkable substituent or a further functional group, and unreacted sulfonyl chloride groups are subsequently hydrolyzed. The resultant aromatic sulfonamide is isolated and dissolved in an organic solvent, the solution is converted into a film, and the crosslinkable substituents in the film are then crosslinked.In specific cases, the crosslinkable substituents can be omitted.Type: GrantFiled: May 19, 1995Date of Patent: October 1, 1996Assignee: Hoechst AktiengesellschaftInventors: Freddy Helmer-Metzmann, Frank Osan, Arnold Schneller, Helmut Ritter, Konstantin Ledjeff, Roland Nolte, Ralf Thorwirth
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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: 5500474Abstract: Conductive polymers having repeating units of formula (II) ##STR1## formed by chemical or electrochemical oxidation of aniline derivatives of formula (I) ##STR2## wherein R.sub.1 denotes --(CH.sub.2).sub.n --; n is an integer between 2 and 12; R.sub.2, R.sub.3, R.sub.4 and R.sub.5 denote hydrogens or one or two of them can be a halogen atom, methyl, methoxy or nitro groups; and X denotes hydrogen an alkali metal ion, an ammonium ion, an alkyl ammonium ion or an anilinium ion. The conductive polymers have excellent stability toward electrochemical redox cyclization and good processibility.Type: GrantFiled: July 6, 1995Date of Patent: March 19, 1996Assignee: Korea Research Institute of Chemical TechnologyInventors: Suh B. Rhee, Myong-Hoon Lee, Chang-Jin Lee, Bong S. Moon
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Patent number: 5498491Abstract: This invention is directed to solid electrolytes containing a solid polymeric matrix derived from vinyl sulfonate polyalkylene oxides.Type: GrantFiled: February 4, 1994Date of Patent: March 12, 1996Inventor: Milton N. Golovin
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Patent number: 5498477Abstract: Electroactive polymers are provided which contain alternating phenyl rings and nitrogen atoms, and which contain both quinoid mer units and benzenoid mer units. The polymers are formed by poly(condensation) of N-phenylhydroxylamine or derivatives thereof under anhydrous conditions in the presence of a Lewis acid catalyst. Methods for producing films, fibers and shaped articles of the polymers are provided as well.Type: GrantFiled: January 31, 1994Date of Patent: March 12, 1996Assignee: Neste OyInventor: Floyd Klavetter
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Patent number: 5489400Abstract: A processable, electrically conductive polymer composition comprises a molecular complex made by template guided chemical polymerization and having a polyelectrolyte and a conductive polymer. A process of preparing a processable, electrically conductive polymer composition comprises the steps of oxidative polymerizing the monomers (abbreviated as AN) for a conductive polymer in the presence of a polyelectrolyte which serves first as a template (abbreviated as TEMP) that binds AN to form a template-(AN)n complex; and adding an oxidant to the template-(AN)n complex for conducting an oxidative polymerization to obtain a molecular complex of a polyelectrolyte and a conductive polymer.Type: GrantFiled: April 28, 1994Date of Patent: February 6, 1996Assignee: Industrial Technology Research InstituteInventors: Jia M. Liu, Linfeng Sun, Sze C. Yang
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Patent number: 5476915Abstract: Living polymer synthesis methods for the synthesis of oligomeric and high molecular weight polymers with low polydispersity are disclosed. The disclosed methods are based on the discovery that the reaction of a ylid with an organoborane at a high ylid:borane ratio and high temperature provides for the synthesis of high molecular weight polymers with low polydispersity.Type: GrantFiled: June 29, 1994Date of Patent: December 19, 1995Assignee: The Regents of the University of CaliforniaInventors: Kenneth J. Shea, James R. Walker, Hiude Zhu
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Patent number: 5475065Abstract: The invention disclosed relates to a process for producing azide-substituted aromatic polymers such as polysulfones, and to certain novel azide-substituted polysulfones so produced. The process involves attaching azide groups onto the aromatic rings of the polymers by first activating the attachment site by direct lithiation or bromination, followed by lithiation. The lithiated intermediates are converted substantially qantitatively to azides by reacting with a suitable azide, preferably tosyl azide, under substantially anhydrous conditions. Novel azide-substituted polysulfones containing from one to about three azide groups per repeat polymer unit were obtained, the degree of azide substitution being determined by the degree of lithiation. The azides may also be converted to other functional derivatives such as primary amines and cross-linked membranes.Type: GrantFiled: August 22, 1994Date of Patent: December 12, 1995Assignee: National Research Council of CanadaInventors: Michael D. Guiver, Gilles P. Robertson
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Patent number: 5464931Abstract: A process for preparing an organic disulfide polymer such as polyethylene disulfide which is used in batteries comprises contacting a dimercaptan such as 1,2-ethanedithiol with elemental sulfur using a mixture of a basic compound such as NaOH and an ethoxylated alcohol such as Union Carbide's TERGITOL.RTM. 15-S-7 as catalyst wherein the dimercaptan is present in excess amount to effect the preparation of the disulfide polymer.Type: GrantFiled: August 15, 1994Date of Patent: November 7, 1995Assignee: Phillips Petroleum CompanyInventors: James E. Shaw, William E. Sattich, Howard F. Efner
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Patent number: 5442039Abstract: Novel polycyanate and polycyanamide compositions containing one or more rodlike mesogenic moieties, when cured, result in products having improved properties.Type: GrantFiled: July 13, 1993Date of Patent: August 15, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett