Patents by Inventor Michael D. Guiver
Michael D. Guiver has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 9371429Abstract: A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R is the same or different and is H or a C1-C8 alkyl, C2-C8 alkenyl or C3-C8 cycloalkyl group; and, Ar2 and Ar4 are the same or different and are residues derived from a tetra-halogenated aromatic monomer, the tetra-halogenated aromatic monomer being wherein X is F, Cl or Br, and R1 and R2 are the same or different and are wherein y is an integer from 1 to 8; with the proviso that when Ar1 is the same as Ar3 and Ar2 is the same as Ar4, R1 and R2 are not both —CN is useful as a material for gas separation, vapor separation, adsorbents or catalysis.Type: GrantFiled: March 12, 2014Date of Patent: June 21, 2016Assignee: National Research Council of CanadaInventors: Naiying Du, Michael D. Guiver, Gilles P. Robertson
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Publication number: 20140243441Abstract: A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R is the same or different and is H or a C1-C8 alkyl, C2-C8 alkenyl or C3-C8 cycloalkyl group; and, Ar2 and Ar4 are the same or different and are residues derived from a tetra-halogenated aromatic monomer, the tetra-halogenated aromatic monomer being wherein X is F, Cl or Br, and R1 and R2 are the same or different and are wherein y is an integer from 1 to 8; with the proviso that when Ar1 is the same as Ar3 and Ar2 is the same as Ar4, R1 and R2 are not both —CN is useful as a material for gas separation, vapor separation, adsorbents or catalysis.Type: ApplicationFiled: March 12, 2014Publication date: August 28, 2014Applicant: NATIONAL RESEARCH COUNCIL OF CANADAInventors: Naiying DU, Michael D. GUIVER, Gilles P. ROBERTSON
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Patent number: 8809488Abstract: A film of a carboxylated polymer of formula (I): wherein the sum of x, y and z is an integer from 10 to 10,000 and degree of hydrolysis is 0.05 or greater provides gas separation materials in which the degree of hydrolysis may be used to tune the selectivity of the gases to an optimal required range. Such films may be prepared by casting a film of a polymer of formula (II): wherein n is an integer from 10 to 10,000, and hydrolyzing all or a portion of the —CN groups to form —COOH groups.Type: GrantFiled: March 10, 2010Date of Patent: August 19, 2014Assignee: National Research Council of CanadaInventors: Naiying Du, Michael D. Guiver, Gilles P. Robertson, Jingshe Song
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Patent number: 8686104Abstract: A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R is the same or different and is H or a C1-C8 alkyl, C2-C8 alkenyl or C3-C8 cycloalkyl group; and, Ar2 and Ar4 are the same or different and are residues derived from a tetra-halogenated aromatic monomer, the tetra-halogenated aromatic monomer being wherein X is F, Cl or Br, and R1 and R2 are the same or different and are wherein y is an integer from 1 to 8; with the proviso that when Ar1 is the same as Ar3 and Ar2 is the same as Ar4, R1 and R2 are not both —CN is useful as a material for gas separation, vapor separation, adsorbents or catalysis.Type: GrantFiled: October 16, 2009Date of Patent: April 1, 2014Assignee: National Research Council of CanadaInventors: Naiying Du, Michael D. Guiver, Gilles P. Robertson
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Patent number: 8623928Abstract: The invention provides a tetrazole-containing polymer of intrinsic microporosity comprising (10) or more subunits, wherein one or more of the subunits comprise one or more tetrazolyl moieties. In one embodiment, a polymer of intrinsic microporosity (PIM-1) was modified using a “click chemistry” [2+3] cycloaddition reaction with sodium azide and zinc chloride to yield new PIMs containing tetrazole units. Polymers of the present invention are useful as high-performance materials for membrane-based gas separation, materials for ion exchange resins, materials for chelating resins, materials for superabsorbents, materials for ion conductive matrixes, materials for catalyst supports or materials for nanoparticle stabilizers.Type: GrantFiled: October 28, 2010Date of Patent: January 7, 2014Assignee: National Research Council of CanadaInventors: Naiying Du, Michael D. Guiver
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Publication number: 20120264589Abstract: The invention provides a tetrazole-containing polymer of intrinsic microporosity comprising (10) or more subunits, wherein one or more of the subunits comprise one or more tetrazolyl moieties. In one embodiment, a polymer of intrinsic microporosity (PIM-1) was modified using a “click chemistry” [2+3] cycloaddition reaction with sodium azide and zinc chloride to yield new PIMs containing tetrazole units. Polymers of the present invention are useful as high-performance materials for membrane-based gas separation, materials for ion exchange resins, materials for chelating resins, materials for superabsorbents, materials for ion conductive matrixes, materials for catalyst supports or materials for nanoparticle stabilizers.Type: ApplicationFiled: October 28, 2010Publication date: October 18, 2012Inventors: Naiying Du, Michael D. Guiver
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Publication number: 20120041084Abstract: A film of a carboxylated polymer of formula (I): wherein the sum of x, y and z is an integer from 10 to 10,000 and degree of hydrolysis is 0.05 or greater provides gas separation materials in which the degree of hydrolysis may be used to tune the selectivity of the gases to an optimal required range. Such films may be prepared by casting a film of a polymer of formula (II): wherein n is an integer from 10 to 10,000, and hydrolyzing all or a portion of the —CN groups to form —COOH groups.Type: ApplicationFiled: March 10, 2010Publication date: February 16, 2012Inventors: Naiying Du, Michael D. Guiver, Gilles P. Robertson, Jingshe Song
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Publication number: 20110190409Abstract: A polymer of formula (I): where: n is an integer from 10 to 5,000; m is an integer from 10 to 5,000; Ar1 and Ar3 are the same or different and are residues derived from a tetra-hydroxy aromatic monomer, the tetra-hydroxy aromatic monomer being wherein R is the same or different and is H or a C1-C8 alkyl, C2-C8 alkenyl or C3-C8 cycloalkyl group; and, Ar2 and Ar4 are the same or different and are residues derived from a tetra-halogenated aromatic monomer, the tetra-halogenated aromatic monomer being wherein X is F, Cl or Br, and R1 and R2 are the same or different and are wherein y is an integer from 1 to 8; with the proviso that when Ar1 is the same as Ar3 and Ar2 is the same as Ar4, R1 and R2 are not both —CN is useful as a material for gas separation, vapor separation, adsorbents or catalysis.Type: ApplicationFiled: October 16, 2009Publication date: August 4, 2011Inventors: Naiying Du, Michael D. Guiver, Gilles P. Robertson
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Patent number: 7947800Abstract: A sulfonated poly(aryl ether) (SPAE) having a poly(aryl ether) (PAE) main chain and a sulfonated phenyl group pendent from the main chain are useful in proton exchange membranes (PEMs), particularly for fuel cells. The pendent phenyl group can provide an easily sulfonable site that may be sulfonated under mild conditions, providing the ability to precisely control the sulfonic acid content of the SPAE.Type: GrantFiled: July 13, 2007Date of Patent: May 24, 2011Assignee: National Research Council of CanadaInventors: Baijun Liu, Michael D. Guiver, Gilles P. Robertson
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Publication number: 20110098371Abstract: Disclosed are sulfonated polymers of formula (I) or a salt thereof: wherein X is (a) or (b), R is hydrogen or an organic moiety, n is an integer from 10 to 10,000, p is 1 or 2, and m is 0 or 1 for a particular monomer unit such that the polymer has a degree of sulfonation of 0.50 or greater. Such polymers are useful in proton exchange membranes (PEMs) having high ion exchange capacity with higher proton conductivity than Nafion™, while having lower methanol permeability and lower water uptake than previously disclosed polymers.Type: ApplicationFiled: July 3, 2009Publication date: April 28, 2011Applicant: NATIONAL RESEARCH COUNCIL OF CANADAInventors: Dae Sik Kim, Michael D. Guiver
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Patent number: 7645856Abstract: Ether nitrile co-polymers containing sulfonic acid groups, including wholly aromatic poly(aryl ether ether nitrile)s containing sulfonic acid groups (SPAEEN)s, and poly(phthalazinone ether ketone nitrile) co-polymers containing sulfonic acid groups (SPPEKN)s, intended for fuel cells applications as proton conducting membrane materials, were prepared.Type: GrantFiled: November 18, 2005Date of Patent: January 12, 2010Assignee: National Research Council of CanadaInventors: Yan Gao, Michael D. Guiver, Gilles P. Robertson
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Patent number: 7579427Abstract: A new series of wholly aromatic poly(arylene ether ether ketone ketone)s containing pendant sulfonic acid groups (SPAEEKK) were conveniently prepared by potassium carbonate mediated nucleophilic polycondensation reactions of inexpensive commercially available monomers: 1,3-bis(4-fluorobenzoyl)benzene (BFBB), sodium 6,7-dihydroxy-2-naphthalenesulfonate (DHNS), and 4,4?-biphenol or hydroquinone in N-methyl-2-pyrrolidone (NMP) at 170° C. FT-IR and NMR were used to characterize the structures and the sulfonate or sulfonic acid contents (SC) of the polymers. Flexible membrane films were obtained by casting N,N-dimethylacetamide (DMAc) solutions of copolymers. Membrane films in acid form were then obtained by treating the sodium form membrane films in 2 N sulfuric acid at room temperature. Glass transition temperatures (Tgs) and decomposition temperatures (Tds) of SPAEEKKs in both sodium and acid forms were determined. Water uptake and swelling ratio values increased with SCs and temperatures.Type: GrantFiled: June 29, 2005Date of Patent: August 25, 2009Assignee: National Research Council of CanadaInventors: Yan Gao, Michael D. Guiver, Gilles P. Robertson
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Publication number: 20090203806Abstract: A sulfonated poly(aryl ether) (SPAE) having a poly(aryl ether) (PAE) main chain and a sulfonated phenyl group pendent from the main chain are useful in proton exchange membranes (PEMs), particularly for fuel cells. The pendent phenyl group can provide an easily sulfonable site that may be sulfonated under mild conditions, providing the ability to precisely control the sulfonic acid content of the SPAE.Type: ApplicationFiled: July 13, 2007Publication date: August 13, 2009Inventors: Baijun Liu, Michael D. Guiver, Gilles P. Robertson
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Patent number: 7541426Abstract: Fluorinated comb co-polymers have a main chain including a semi-rigid hydrophobic fluorinated poly(ether) backbone and comb segments in the form of flexible and monodisperse side chains that are more hydrophilic than the backbone. The side chains may be hydrophilic polymeric chains obtained from “living-type” polymerization, for example polymethacrylates, polyethylene oxides, polystyrenes. Hydrophilic functionality, for example, ionic groups may be selectively introduced onto the side chain post polymerization. The side chain may be sulfonated ?-methyl polystyrene. Such polymers are useful in proton exchange membranes.Type: GrantFiled: May 26, 2006Date of Patent: June 2, 2009Assignee: National Research Council of CanadaInventors: Tyler B. Norsten, Jianfu Ding, Michael D. Guiver, Yinghua Qi
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Patent number: 6605140Abstract: A polysulfone-zeolite composite membrane can be used to separate gas pairs such as hydrogen/carbon dioxide. Zeolite, preferably zeolite 3A particles are covalently bonded to the polymer using an aminofunctional methoxysilane as a coupling agent to bind the zeolite particles to an aldehyde modified polysulfone matrix.Type: GrantFiled: August 8, 2001Date of Patent: August 12, 2003Assignee: National Research Council of CanadaInventors: Michael D. Guiver, Hoai Nam Le Thi, Gilles P. Robertson
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Publication number: 20020062737Abstract: A polysulfone—zeolite composite membrane can be used to separate gas pairs such as hydrogen/carbon dioxide. Zeolite, preferably zeolite 3A particles are covalently bonded to the polymer using an aminofunctional methoxysilane as a coupling agent to bind the zeolite particles to an aldehyde modified polysulfone matrix.Type: ApplicationFiled: August 8, 2001Publication date: May 30, 2002Inventors: Michael D. Guiver, Hoai Nam Le Thi, Gilles P. Robertson
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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: 4999415Abstract: This invention relates to aromatic polysulfone compounds and their manufacture. More particularly, this invention relates to functional group containing aromatic polysulfones, and their manufacture by metalation with organo-lithium compounds, of halogenated (e.g. brominated or chloromethylated) aromatic polysulfone compounds. The degree of halogenation of the starting material determines the sites that may be metalated, and the degree of metalation determines how many of these sites will be metalated. At least one of the metalated sites may be treated with an electrophile so that the lithium at that site is replaced by a residuum of the electrophile.Type: GrantFiled: December 7, 1988Date of Patent: March 12, 1991Assignee: National Research Council of Canada/Conseil de Recherches CanadaInventors: Michael D. Guiver, Oleh Kutowy
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Patent number: 4996271Abstract: Halogenation of Udel (trademark) and Radel (trademark) polysulfone occurs adily by electrophilic substitution. The reactive substitution position is situated ortho- to the aryl ether linkage in the Bisphenol-A portion of the repeat units. Halogenated polysulfones are obtained by reaction of the polymer with elemental halogen. Thus, a solution of Udel polysulfone in chloroform, treated with excess bromine at room temperature, gives dibrominated polysulfone III in high yield. The degree of substitution after 18-24 hours is typically 1.80 to 2.05 by bromine analysis. Similar results are obtained by reaction of the polymer with elemental chlorine. Lower degrees of substitution are obtained with shorter reaction times or using lesser amounts of halogen.Type: GrantFiled: December 7, 1988Date of Patent: February 26, 1991Assignee: National Research Council of Canada/Conseil de Recherches CanadaInventors: Michael D. Guiver, Oleh Kutowy
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Patent number: 4894159Abstract: Reverse osmosis membranes are manufactured by casting a polysulfone casting composition comprising:(i) an aromatic polysulfone derivative having repeat units, at least an average of about 20% of which are carboxylated and are of the formula I: ##STR1## , wherein each R in each formula is ortho to the sulfone, at least one R in each formula is a carboxyl group with any remainder thereof being hydrogen, and(ii) a solvent for the aromatic polysulfone derivative, then evaporating solvent from the casting composition and then gelling the casting composition into a reverse osmosis membrane. The permeability of the reverse osmosis membrane may be increased by the addition of a non-solvent for the aromatic polysulfone derivative to the casting composition.Type: GrantFiled: June 5, 1989Date of Patent: January 16, 1990Assignee: National Research Council of CanadaInventors: Michael D. Guiver, Andre Y. Tremblay, Chung M. Tam