Patents Assigned to Dioxide Materials Inc
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Patent number: 11511259Abstract: The present system reduces the cost of carbon capture by reducing the over-temperature needed to strip CO2 from a liquid or fluid solution. The system includes structures that enhance the rate of CO2 bubble nucleation.Type: GrantFiled: August 2, 2021Date of Patent: November 29, 2022Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Hongzhou Yang
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Patent number: 10975480Abstract: An electrocatalytic device for carbon dioxide conversion includes an electrochemical stack comprising a series of cells with a cathode with a Catalytically Active Element metal in the form of supported or unsupported particles or flakes with an average size between 0.6 nm and 100 nm. The reaction products comprise at least one of CO, HCO?, H2CO, (HCOO)?, HCOOH, CH3OH, CH4, C2H4, CH3CH2OH, CH3COO?, CH3COOH, C2H6, (COOH)2, (COO?)2, and CF3COOH.Type: GrantFiled: January 2, 2019Date of Patent: April 13, 2021Assignee: Dioxide Materials, Inc.Inventor: Richard I. Masel
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Patent number: 10774431Abstract: An anion-conducting polymeric membrane comprises vinylbenzyl-Rs and a substituted ethene. Rs is a positively charged cyclic amine group. The total weight of the vinylbenzyl-Rs groups is greater than 15% of the total weight of the membrane. In a preferred embodiment, the membrane is a Helper Membrane that increases the faradaic efficiency of an electrochemical cell into which the membrane is incorporated, and also allows product formation at lower voltages than in cells without the Helper Membrane.Type: GrantFiled: November 12, 2017Date of Patent: September 15, 2020Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Syed Dawar Sajjad, Qingmei Chen
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Patent number: 10724142Abstract: Water electrolyzers employs base metal catalysts and an anion-conducting polymeric membrane with an area specific resistance at 60° C. in 1 M KOH below 0.037 ohm-cm2. Preferably, the membrane comprising a polymer of styrene, vinylbenzyl-Rs and possibly vinylbenzyl-Rx. Rs is a positively charged cyclic amine group. Rx is at least one constituent selected from the group consisting of —Cl, —OH, and a reaction product between an —OH or —Cl and a species other than a simple amine or a cyclic amine.Type: GrantFiled: April 30, 2018Date of Patent: July 28, 2020Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zengcai Liu
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Patent number: 10647652Abstract: A process for the production of organic acids having at least three carbon atoms comprises the steps of forming an amount of carbon monoxide and reacting the amount of carbon monoxide with an amount of an unsaturated hydrocarbon. The reaction is preferably carried out in the presence of a supported palladium catalyst, a strong acid, and a phosphine. In some embodiments, the unsaturated hydrocarbon is one of acetylene and methylacetylene, and the organic acid is one of acrylic acid and methyl acrylic acid. The reacting step is preferably performed with carbon monoxide produced from carbon dioxide.Type: GrantFiled: August 21, 2018Date of Patent: May 12, 2020Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zheng Richard Ni, Qingmei Chen, Brian A. Rosen
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Patent number: 10428432Abstract: A catalyst layer for an electrochemical device comprises a catalytically active element and an ion conducting polymer. The ion conducting polymer comprises positively charged cyclic amine groups. The ion conducting polymer comprises at least one of an imidazolium, a pyridinium, a pyrazolium, a pyrrolidinium, a pyrrolium, a pyrimidium, a piperidinium, an indolium, a triazinium, and polymers thereof. The catalytically active element comprises at least one of V, Cr, Mn, Fe, Co, Ni, Cu, Sn, Zr, Nb, Mo, Ru, Rh, Pd, Ag, Cd, Hf, Ta, W, Re, Ir, Pt, Au, Hg, Al, Si, In, Tl, Pb, Bi, Sb, Te, U, Sm, Tb, La, Ce and Nd. In an electrolyzer comprising the present catalyst layer, the feed to the electrolyzer comprises at least one of CO2 and H2O.Type: GrantFiled: February 28, 2018Date of Patent: October 1, 2019Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zengcai Liu, Robert Kutz, Syed Dawar Sajjad
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Patent number: 10396329Abstract: A battery comprises a separator membrane comprising an ion-conducting polymeric composition comprising a copolymer of Ra-Rs and Rb. Ra and Rb are each selected from the group consisting of linear alkyls, branched alkyls, cyclic alkyls, heteroalkyls, aryls, heteroaryls, alkylaryls, and heteroalkylaryls. Rs is a positively charged amine group or a positively charged phosphene group. The copolymer comprises at least 3% of each Ra and Rb by weight. Ra and Rb are different chemical constituents, and Ra-Rs is not vinylpyridine.Type: GrantFiled: October 18, 2018Date of Patent: August 27, 2019Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zengcai Liu
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Patent number: 10280378Abstract: A renewable fuel production system includes a carbon dioxide capture unit for extracting carbon dioxide from atmospheric air, a carbon dioxide electrolyzer for converting carbon dioxide to carbon monoxide, a water electrolyzer for converting water to hydrogen, a synfuels generator for converting carbon monoxide produced by the carbon dioxide electrolyzer and hydrogen produced by the water electrolyzer to a fuel. The fuel produced can be synthetic gasoline and/or synthetic diesel. A renewable fuel production process includes the steps of extracting carbon dioxide from atmospheric air via a carbon dioxide capture unit, converting carbon dioxide to carbon monoxide via a carbon dioxide electrolyzer, converting water to hydrogen via a water electrolyzer, and converting carbon monoxide produced via the carbon dioxide electrolyzer and H2 produced via the water electrolyzer to a fuel. The system is also capable of simultaneously or alternatively producing a separate industrial chemical.Type: GrantFiled: August 23, 2017Date of Patent: May 7, 2019Assignee: Dioxide Materials, IncInventor: Richard I. Masel
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Patent number: 10173169Abstract: An electrocatalytic device for carbon dioxide conversion includes a cathode with a Catalytically Active Elementa metal in the form of supported or unsupported particles or flakes with an average size between 0.6 nm and 100 nm. The reaction products comprise at least one of CO, HCO?, H2CO, (HCOO)?, HCOOH, CH3OH, CH4, C2H4, CH3CH2OH, CH3COO?, CH3COOH, C2H6, (COOH)2, (COO?)2, and CF3COOH.Type: GrantFiled: October 4, 2017Date of Patent: January 8, 2019Assignee: Dioxide Materials, IncInventor: Richard I. Masel
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Patent number: 10147974Abstract: A battery comprises an ion-conducting polymeric composition comprising a copolymer of styrene and vinylbenzyl-Rs, where Rs is a positively charged cyclic amine group. The ion-conducting polymeric composition can be in the form of a membrane. The ion-conducting polymeric composition can comprise a terpolymer of styrene, vinylbenzyl-Rs and vinylbenzyl-Rx, in which Rs is a positively charged cyclic amine group, Rx is at least one constituent selected from the group consisting of Cl, OH, and a reaction product between an OH or a Cl and a species other than a cyclic amine or a simple amine, the total weight of the vinylbenzyl-Rx groups is greater than 1% of the total weight of the membrane, and the total weight of the vinylbenzyl-Rs groups is 15% or more of the total weight of the membrane.Type: GrantFiled: August 15, 2017Date of Patent: December 4, 2018Assignee: Dioxide Materials, IncInventors: Richard I. Masel, Zengcai Liu
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Patent number: 10047446Abstract: An electrochemical device converts carbon dioxide to a formic acid reaction product. The device includes an anode and a cathode, each comprising a quantity of catalyst. The anode and cathode each have reactant introduced thereto. Two membranes, a cation exchange polymer electrolyte membrane and an anion exchange polymer electrolyte membrane, are interposed between the anode and the cathode, forming a central flow compartment where a carbon dioxide reduction product, such as formic acid, can be recovered. At least a portion of the cathode catalyst is directly exposed to gaseous carbon dioxide during electrolysis. The average current density at the membrane is at least 20 mA/cm2, measured as the area of the cathode gas diffusion layer that is covered by catalyst, and formate ion selectivity is at least 50% at a cell potential difference of 3.0 V.Type: GrantFiled: September 8, 2016Date of Patent: August 14, 2018Assignee: Dioxide Materials, Inc.Inventors: Jerry J. Kaczur, Hongzhou Yang, Syed Dawar Sajjad, Richard I. Masel
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Patent number: 10023967Abstract: An electrochemical device comprises an anode and a cathode. An electrocatalyst mixture is placed between said anode and cathode. The electrocatalyst mixture comprises at least one Catalytically Active Element and, separately, at least one Helper Catalyst comprising an organic molecule, an organic ion, or a mixture of organic molecules and organic ions. The electrocatalyst mixture electrochemically converts carbon dioxide to one or more carbonaceous reaction products via the reaction: CO2+2e?+2H+?carbonaceous reaction products, at overpotentials of 0.9 V or less.Type: GrantFiled: January 8, 2015Date of Patent: July 17, 2018Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Brian A. Rosen
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Patent number: 9982353Abstract: Water electrolyzers employs base metal catalysts and an anion-conducting polymeric membrane comprising a polymer of styrene, vinylbenzyl-Rs and possibly vinylbenzyl-Rx. Rs is a positively charged cyclic amine group. Rx is at least one constituent selected from the group consisting of —Cl, —OH, and a reaction product between an —OH or —Cl and a species other than a simple amine or a cyclic amine.Type: GrantFiled: January 16, 2017Date of Patent: May 29, 2018Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zengcai Liu
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Patent number: 9957624Abstract: Electrochemical devices comprising electrocatalyst mixtures include at least one Catalytically Active Element and, as a separate constituent, one Helper Catalyst. The electrocatalysts can be used to increase the rate, modify the selectivity or lower the overpotential of chemical reactions. These electrocatalysts are useful for a variety of chemical reactions including, in particular, the electrochemical conversion of CO2. Chemical processes employing these catalysts produce CO, HCO?, H2CO, (HCOO)?, HCOOH, CH3OH, CH4, C2H4, CH3CH2OH, CH3COO?, CH3COOH, C2H6, (COOH)2, or (COO?)2. Devices using the electrocatalysts include, for example, a CO2 sensor and a CO2 electrolyzer.Type: GrantFiled: August 2, 2016Date of Patent: May 1, 2018Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zengcai Liu, Brian Rosen
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Patent number: 9945040Abstract: A catalyst layer for an electrochemical device comprises a catalytically active element and an ion conducting polymer. The ion conducting polymer comprises positively charged cyclic amine groups. The ion conducting polymer comprises at least one of an imidazolium, a pyridinium, a pyrazolium, a pyrrolidinium, a pyrrolium, a pyrimidium, a piperidinium, an indolium, a triazinium, and polymers thereof. The catalytically active element comprises at least one of V, Cr, Mn, Fe, Co, Ni, Cu, Sn, Zr, Nb, Mo, Ru, Rh, Pd, Ag, Cd, Hf, Ta, W, Re, Ir, Pt, Au, Hg, Al, Si, In, Tl, Pb, Bi, Sb, Te, U, Sm, Tb, La, Ce and Nd. In an electrolyzer comprising the present catalyst layer, the feed to the electrolyzer comprises at least one of CO2 and H2O.Type: GrantFiled: May 18, 2016Date of Patent: April 17, 2018Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Zengcai Liu, Robert Kutz, Syed Dawar Sajjad
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Patent number: 9943841Abstract: A method to manufacture an ion exchange membrane involves treatment of the membrane in a strong base to strengthen the membrane, decrease the membrane solubility, and create linkages that can be detected by analysis using two-dimensional nuclear magnetic resonance (NMR).Type: GrantFiled: January 20, 2017Date of Patent: April 17, 2018Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Syed Dawar Sajjad, Mark J. Pellerite
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Patent number: 9849450Abstract: An anion-conducting polymeric membrane comprises a terpolymer of styrene, vinylbenzyl-Rs and vinylbenzyl-Rx. Rs is a positively charged cyclic amine group. Rx is at least one constituent selected from the group consisting Cl, OH and a reaction product between an OH or Cl and a species other than a simple amine or a cyclic amine. The total weight of the vinylbenzyl-Rx groups is greater than 0.3% of the total weight of the membrane. In a preferred embodiment, the membrane is a Helper Membrane that increases the faradaic efficiency of an electrochemical cell into which the membrane is incorporated, and also allows product formation at lower voltages than in cells without the Helper Membrane.Type: GrantFiled: January 6, 2017Date of Patent: December 26, 2017Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Syed Dawar Sajjad, Yan Gao, Zengcai Liu, Qingmei Chen
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Patent number: 9815021Abstract: An electrocatalytic process for carbon dioxide conversion includes combining a Catalytically Active Element and a Helper Polymer in the presence of carbon dioxide, allowing a reaction to proceed to produce a reaction product, and applying electrical energy to said reaction to achieve electrochemical conversion of said carbon dioxide reactant to said reaction product. The Catalytically Active Element can be a metal in the form of supported or unsupported particles or flakes with an average size between 0.6 nm and 100 nm. The reaction products comprise at least one of CO, HCO?, H2CO, (HCO2)?, H2CO2, CH3OH, CH4, C2H4, CH3CH2OH, CH3COO?, CH3COOH, C2H6, (COOH)2, (COO?)2, and CF3COOH.Type: GrantFiled: January 6, 2017Date of Patent: November 14, 2017Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Amin Salehi-Khojin, Robert Kutz
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Patent number: 9580824Abstract: An ion conducting polymeric composition mixture comprises a copolymer of styrene and vinylbenzyl-Rs. Rs is selected from the group consisting of imidazoliums, pyridiniums, pyrazoliums, pyrrolidiniums, pyrroliums, pyrimidiums, piperidiniums, indoliums, and triaziniums. The composition contains 10%-90% by weight of vinylbenzyl-Rs. The composition can further comprise a polyolefin comprising substituted polyolefins, a polymer comprising cyclic amine groups, a polymer comprising at least one of a phenylene group and a phenyl group, a polyamide, and/or the reaction product of a constituent having two carbon-carbon double bonds. The composition can be in the form of a membrane. In a preferred embodiment, the membrane is a Helper Membrane that increases the faradaic efficiency of an electrochemical cell into which the membrane is incorporated, and also allows product formation at lower voltages than in cells without the Helper Membrane.Type: GrantFiled: April 4, 2016Date of Patent: February 28, 2017Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Qingmei Chen, Zengcai Liu, Robert Kutz
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Patent number: 9566574Abstract: Catalysts that include at least one catalytically active element and one helper catalyst can be used to increase the rate or lower the overpotential of chemical reactions. The helper catalyst can simultaneously act as a director molecule, suppressing undesired reactions and thus increasing selectivity toward the desired reaction. These catalysts can be useful for a variety of chemical reactions including, in particular, the electrochemical conversion of CO2 or formic acid. The catalysts can also suppress H2 evolution, permitting electrochemical cell operation at potentials below RHE. Chemical processes and devices using the catalysts are also disclosed, including processes to produce CO, OH?, HCO?, H2CO, (HCO2)?, H2CO2, CH3OH, CH4, C2H4, CH3CH2OH, CH3COO?, CH3COOH, C2H6, O2, H2, (COOH)2, or (COO?)2, and a specific device, namely, a CO2 sensor.Type: GrantFiled: June 30, 2011Date of Patent: February 14, 2017Assignee: Dioxide Materials, Inc.Inventors: Richard I. Masel, Brian A. Rosen