Organic Nitrogen Containing Patents (Class 502/167)
  • Patent number: 11866652
    Abstract: This disclosure relates to a procedure, which through the application of a catalyst in homogeneous phase, allows the transformation of heavy hydrocarbons (vacuum residue, atmospheric residue, heavy and extra-heavy crudes) into hydrocarbons of lower molecular weight, characterized because after its application, the hydrocarbons obtain greater API gravity, lower kinematic viscosity and different composition by hydrocarbon families (SARA) that increases the proportion of saturated and aromatic resins and asphalts. The sulphur and nitrogen content is also reduced, resulting in higher yields to high commercial value distillates and a lighter product as compared to the original crude.
    Type: Grant
    Filed: December 19, 2022
    Date of Patent: January 9, 2024
    Assignee: INSTITUTO MEXICANO DEL PETROLEO
    Inventors: Persi Schacht Hernandez, Jose Manuel Dominguez Esquivel, Benjamin Portales Martinez, Ismael Soto Escalante
  • Patent number: 11707733
    Abstract: Multi-metallic bulk catalysts and methods for synthesizing the same are provided. The multi-metallic bulk catalysts contain nickel, molybdenum tungsten, copper, and optionally, titanium and/or niobium. The catalysts are useful for hydroprocessing, particularly hydrodesulfurization and hydrodenitrogenation, of hydrocarbon feedstocks.
    Type: Grant
    Filed: January 5, 2022
    Date of Patent: July 25, 2023
    Assignee: CHEVRON U.S.A. INC.
    Inventors: Xiaoying Ouyang, Alexander E. Kuperman
  • Patent number: 11661407
    Abstract: The present invention relates to the process for the preparation of Pyrylium salts having the formula represented below. Present invention provide a simplified method of producing symmetrical and unsymmetrical pyrylium salts. The invention explores readily available starting materials with reaction conditions which are suitable for industrial scale applications. All the synthesized compounds were confirmed by various spectroscopic techniques such as Fourier transform infrared spectroscopy, 1H NMR, 13C NMR, 19F NMR spectroscopy, and single-crystal X-ray analysis. Mass of the compounds confirmed by HRMS analysis.
    Type: Grant
    Filed: December 31, 2018
    Date of Patent: May 30, 2023
    Assignee: COUNCIL OF SCIENTIFIC AND INDUSTRIAL RESEARCH
    Inventors: Sasidhar Balappa Somappa, Chettiyan Thodi Fathimath Salfeena, Ayyappanpillai Ajayaghosh
  • Patent number: 11453744
    Abstract: The present invention provides compositions consisting of a) at least one metal salt, ammonium salt or phosphonium salt of a strong Brønsted acid and b) at least one primary aliphatic monoamine, processes for preparation thereof and use thereof.
    Type: Grant
    Filed: October 5, 2020
    Date of Patent: September 27, 2022
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Andrea Thesing, Andrea Diesveld, Susanne Kreischer
  • Patent number: 11298688
    Abstract: The invention relates to a method for preparing a hydrogenation catalyst or catalyst precursor comprising a catalytically active material and a carrier material. The method involves the mixing of an acidic solution comprising metal ions of a metal selected from the IUPAC group 8, 9 or 10 metals, preferably cobalt, a suspension comprising the carrier material and an alkaline solution. The invention also relates to a precursor of a hydrogenation catalyst wherein the precursor comprises crystallites of metal oxides having an average size of max. 8 nm.
    Type: Grant
    Filed: December 20, 2016
    Date of Patent: April 12, 2022
    Assignee: SHELL OIL COMPANY
    Inventors: Andreas Klemt, László Domokos, Frank Peter Friedel, Stefan Boettcher, Erwin Roderick Stobbe
  • Patent number: 11248101
    Abstract: The present invention relates to a process for preparing a porous material, at least comprising the steps of providing a mixture (I) comprising a composition (A) comprising components suitable to form an organic gel and a solvent (B), reacting the components in the composition (A) in the presence of the solvent (B) to form a gel, and drying of the gel obtained in step b), wherein the composition (A) comprises at least one compound (af) comprising phosphorous and at least one functional group which is reactive towards isocyanates. The invention further relates to the porous materials which can be obtained in this way and the use of the porous materials as thermal insulation material and in vacuum insulation panels, in particular in interior or exterior thermal insulation systems as well as in water tank or ice maker insulation systems.
    Type: Grant
    Filed: January 18, 2017
    Date of Patent: February 15, 2022
    Assignee: BASF SE
    Inventors: Marc Fricke, Dirk Weinrich, Wibke Loelsberg, Marcel Nobis
  • Patent number: 11247199
    Abstract: The present disclosure provides a Lewis acid-base pair catalytic initiator and an application thereof. The Lewis acid-base pair catalytic initiator includes a Lewis acid and a Lewis base, the Lewis acid having a structural general formula as shown in formula (I) and the Lewis base having a structural general formula as shown in formula (II); wherein: the A is selected from element Baron or element Aluminum; the R1, R2, R3, R4 are independently selected from alkyl, alkoxy, aryl or halogen groups; the alkyl or alkoxy have a carbon number being equal to or greater than 1 to equal to or less than 16; the aryl contains substituents with the number being equal to or less than 5, the substituents being selected from methyl, methoxy or halogen; n is selected from an integer from 1 to 16.
    Type: Grant
    Filed: June 24, 2021
    Date of Patent: February 15, 2022
    Inventors: Xinghong Zhang, Jialiang Yang, Lanfang Hu
  • Patent number: 11242296
    Abstract: Disclosed herein is a method of reducing or disproportionating peroxide, comprising combining an organic chalcogenide, an iron salt, and the peroxide in the presence of an additional reductant, which can be the organic chalcogenide. The method can be used to, e.g., prepare alcohols from peroxides and to disproportionate hydrogen peroxide into water and oxygen.
    Type: Grant
    Filed: July 17, 2019
    Date of Patent: February 8, 2022
    Assignee: NUtech Ventures
    Inventors: Patrick H. Dussault, Andrew Olson
  • Patent number: 11078354
    Abstract: The present invention is directed to compounds comprising a perfluoroelastomer and a blend of two different particle size carbon blacks that, when cured with a curing agent, comprise a heterocyclic or perfluorinated crosslink. Such compounds comprise copolymerized units of unsaturated fluorinated olefins, a perfluoro(vinyl ether), and a cure site fluorinated monomer having a nitrile cure site, plus a blend of carbon blacks. Articles cured from these compounds exhibit improved sealing force.
    Type: Grant
    Filed: February 17, 2017
    Date of Patent: August 3, 2021
    Assignee: E.I. DEUPONT DE NEMOURS AND COMPANY
    Inventor: Christopher J. Bish
  • Patent number: 10961329
    Abstract: Disclosed is a new polyolefin catalyst and preparation therefor. Specifically, disclosed is a catalytic system comprising a new complex of iron, cobalt, nickel, palladium, and platinum. In the presence of the catalytic system, oily polyethylene can be efficiently obtained from simple olefins such as ethylene under mild conditions, highly branched oily alkane mixture is then obtained after hydrogenation. The alkane mixture can be used as a processing aid and a high-performance lubricant base oil. The present invention also provides a method for preparing the catalyst, a method for preparing the highly branched oily alkane mixture and a method for preparing functional polyolefin oil.
    Type: Grant
    Filed: October 19, 2015
    Date of Patent: March 30, 2021
    Assignee: SHANGHAI CHEMRUN CO. LTD.
    Inventors: Yong Tang, Jiashuai Liu, Wenjie Tao, Xiuli Sun, Junfang Li
  • Patent number: 10953389
    Abstract: The current invention relates a bulk catalyst precursor (i.e. no support material is added as such) comprising Ni and Mo and/or W and an organic component, wherein the molar ratio of C:(Mo+W) ranges from 1.5 to 10. The bulk catalyst precursor is prepared from a mixture of metal-precursors with an organic agent. The organic agent is partly decomposed to form a mixed metal-oxide/C phase which is in effect the bulk catalyst precursor. This bulk catalyst precursor (i) is effectively insoluble in water (ii) does not have any appreciable pore volume or surface area and (iii) does not contain a (nano)crystalline metal-oxide phase as characterized by XRD. A bulk catalyst is made from the bulk catalyst precursor.
    Type: Grant
    Filed: February 1, 2017
    Date of Patent: March 23, 2021
    Inventors: Jacob Arie Bergwerff, Wilhelmus Clemens Jozef Veerman, Ronald Jan Huiberts, So{hacek over (n)}a Eijsbouts-Spi{hacek over (c)}ková
  • Patent number: 10836700
    Abstract: A process for preparing a ketone or carboxylic acid by catalytic oxidation of a secondary or primary alcohol comprises adding the secondary or primary alcohol as a raw material and N-hydroxyphthalimide (NHPI) combined with phthalocyanine, serving as a catalytic system, into an amount of an organic solvent into which oxygen gas is then introduced, to proceed with an oxidation reaction to give the ketone or carboxylic acid. The oxygen gas is employed as the source of an oxidant. The oxidation reaction may be carried out under normal pressure at 60 to 120° C. for 9 to 36 hours. The process can produce a high yield of ketone or carboxylic acid. Compared with conventional technology, the process has several advantages, such as the green oxidant, the cheap catalyst which can also be easily prepared and separated, and mild reaction conditions, and it is also an environmentally friendly process for alcohol oxidation.
    Type: Grant
    Filed: April 16, 2020
    Date of Patent: November 17, 2020
    Assignee: Shanghai Institute of Technology
    Inventors: Xiaoling Sun, Fei Li, Lingjun Ye, Zhilin Tang, Jinxin Zhao, Hehua Li
  • Patent number: 10758884
    Abstract: A method for preparing concentrated and stable nanoparticle organosols using phase transfer is disclosed. The method includes transferring nanoparticles from a hydrosol into a hydrocarbon carrier with the aid of a transfer agent. The transfer agent can be added before, during or after the reaction of nanoparticle preparation and can be added to the aqueous or the organic carrier. The nanoparticles may be prepared in situ, pre-prepared in-house or commercially available. At the optimum values of the different parameters; namely precursor concentrations, amount of transfer agent and concentration of nanoparticles in the organosol, complete transfer of the nanoparticles may be achieved. The approach employs room temperature, moderate mixing and minimum number and quantity of chemicals relative to prior art. The nanoparticles may be used in fluids used in oil and gas recovery including drilling, completion, and stimulation fluids.
    Type: Grant
    Filed: May 3, 2017
    Date of Patent: September 1, 2020
    Assignee: nFluids Inc.
    Inventors: Maen Husein, Alexey Borisov
  • Patent number: 10626127
    Abstract: Thallium salens can be synthesized by reacting thallium alkoxide with a salen ligand. As examples of the invention, the dinuclear complexes Tl2-(salo-But) and Tl2-(saloPh-But) were synthesized by the reaction of thallium ethoxide with (H2-salo-But) or (H2-saloPh-But). These thallium salens may have applications as fluorescent tracers (or taggants) for subterranean fluid flows.
    Type: Grant
    Filed: March 30, 2018
    Date of Patent: April 21, 2020
    Assignee: National Technology & Engineering Solutions of Sandia, LLC
    Inventor: Timothy J. Boyle
  • Patent number: 10618925
    Abstract: Provided are a tungsten precursor compound to which a substituent is bonded so as to obtain thermal stability and a method of forming a tungsten-containing film using the precursor.
    Type: Grant
    Filed: March 16, 2016
    Date of Patent: April 14, 2020
    Assignee: MICROCHEM INC.
    Inventors: Sam Keun Lee, Jong Taik Lee, Jun Young Lee, Ho Seob Kim
  • Patent number: 10519077
    Abstract: A process includes periodically or continuously introducing an olefin monomer and periodically or continuously introducing a catalyst system or catalyst system components into a reaction mixture within a reaction system, oligomerizing the olefin monomer within the reaction mixture to form an oligomer product, and periodically or continuously discharging a reaction system effluent comprising the oligomer product from the reaction system. The reaction system includes a total reaction mixture volume and a heat exchanged portion of the reaction system comprising a heat exchanged reaction mixture volume and a total heat exchanged surface area providing indirect contact between the reaction mixture and a heat exchange medium. A ratio of the total heat exchanged surface area to the total reaction mixture volume within the reaction system is in a range from 0.75 in?1 to 5 in?1, and an oligomer product discharge rate from the reaction system is between 1.0 (lb)(hr?1)(gal?1) to 6.0 (lb)(hr?1)(gal?1).
    Type: Grant
    Filed: September 18, 2015
    Date of Patent: December 31, 2019
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Bruce E. Kreischer
  • Patent number: 10464876
    Abstract: Disclosed are processes, products, and compositions having tetraalkylguanidine salt of aromatic acid. The processes include providing a pre-mix comprising an aromatic carboxylic acid component and contacting a tetraalkylguanidine with the aromatic carboxylic acid component in the pre-mix to form the tetraalkylguanidine salt of aromatic carboxylic acid or producing a catalyst composition by contacting the tetraalkylguanidine with the aromatic carboxylic acid component to form the tetraalkylguanidine salt of aromatic carboxylic acid. The compositions include the tetraalkylguanidine salt of aromatic carboxylic acid. The product is formed by the tetraalkylguanidine salt of aromatic carboxylic acid.
    Type: Grant
    Filed: September 12, 2017
    Date of Patent: November 5, 2019
    Assignee: Evonik Degussa GmbH
    Inventors: Juan Jesus Burdeniuc, Matti Sakari Huhtasaari
  • Patent number: 10465289
    Abstract: Group 4 transition metal-containing film forming compositions comprising Group 4 transition metal precursors having the formula: wherein M is Ti, Zr, or Hf; each E is independently C, Si, B or P; m and n is independently 0, 1 or 2; m+n>1; o and p is independently 0, 1 or 2; o+p>1; each R is independently hydrogen or or a C1-C4 hydrocarbon group; each L is independently a ?1 anionic ligand selected from the group consisting of NR?2, OR?, Cp, amidinate, ?-diketonate or keto-iminate, wherein R? is a H or a C1-C4 hydrocarbon group; and each L? is independently NR? or O, wherein R? is a H or a C1-C4 hydrocarbon group. Also disclosed are methods of synthesizing and using the disclosed precursors to deposit Group 4 transition metal-containing films on one or more substrates via vapor deposition processes.
    Type: Grant
    Filed: December 30, 2016
    Date of Patent: November 5, 2019
    Assignee: L'Air Liquide, Société Anonyme pour l'Etude at l'Exploitation des Procédés Georges Claude
    Inventors: Satoko Gatineau, Daehyeon Kim, Wontae Noh, Julien Gatineau, Jean-Marc Girard
  • Patent number: 10377720
    Abstract: A process for preparing, 2-[[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy]methyl]-N-hydroxy-benzenamine of formula (I) comprising: mixing 1-(4-chlorophenyl)-3-[(2 -nitrophenyl)methoxy]-1H-pyrazole of formula (II) with a nitrogen-containing base, a sulfur compound, a solvent and a platinum-based catalyst in the presence of hydrogen.
    Type: Grant
    Filed: May 9, 2016
    Date of Patent: August 13, 2019
    Assignee: Adama Makhteshim Ltd.
    Inventors: Gal Suez, Michael Grabarnick, Alexander Frenklah, Heinz Steiner
  • Patent number: 10376873
    Abstract: This disclosure relates to supported multi-metallic catalysts for use in the hydrotreating of hydrocarbon feeds, as well as a method for preparing such catalysts. The catalysts are prepared from a catalyst precursor comprised of at least one Group VIB metal, at least one Group VIII metal and an organic acid. The catalyst precursor is thermally treated to partially decompose the organic acid, then sulfided. The catalysts have a high carbon-as-carboxyl to total carbon ratio (Ccarboxy/Ctotal) as a result of a unique post-metal calcination method employed during the manufacture of the catalyst.
    Type: Grant
    Filed: April 24, 2014
    Date of Patent: August 13, 2019
    Assignee: Advanced Refining Technologies LLC
    Inventors: Xianghua Yu, Shuguang Zhang, Gill M. Malick, Bruno Nesci, Henry Saternus, Jifei Jia, Cecelia Radlowski, Theodorus Ludovicus Michael Maesen, Colleen T. Miedona
  • Patent number: 10369558
    Abstract: This disclosure relates to supported multi-metallic catalysts for use in the hydrotreating of hydrocarbon feeds, as well as a method for preparing such catalysts. The catalysts are prepared from a catalyst precursor comprised of at least one Group VIB metal, at least one Group VIII metal and an organic acid. The catalyst precursor is thermally treated to partially decompose the organic acid, then sulfided. The catalysts have a high carbon-as-carboxyl to total carbon ratio (Ccarboxy/Ctotal) as a result of a unique post-metal calcination method employed during the manufacture of the catalyst. As a result, the hydrotreating catalysts have lower percent weight loss-on-ignition, higher activity and longer catalyst life.
    Type: Grant
    Filed: April 24, 2014
    Date of Patent: August 6, 2019
    Assignee: Advanced Refining Technologies LLC
    Inventors: Xianghua Yu, Shuguang Zhang, Gill M. Malick, Bruno Nesci, Henry Saternus, Jifei Jia, Cecelia A. Radlowski, Theodorus Ludovicus Michael Maesen, Colleen T. Miedona
  • Patent number: 10370600
    Abstract: This disclosure relates to supported multi-metallic catalysts for use in the hydrotreating of hydrocarbon feeds. The catalysts are prepared from a catalyst precursor comprised of at least one Group VIB metal, at least one Group VIII metal and an organic acid. The catalyst precursor is thermally treated to partially decompose the organic acid, then sulfided. The catalysts have a high carbon-as-carboxyl to total carbon ratio (Ccarboxy/Ctotal) as a result of a unique post-metal calcination method employed during the manufacture of the catalyst.
    Type: Grant
    Filed: April 24, 2014
    Date of Patent: August 6, 2019
    Assignee: Advanced Refining Technologies LLC
    Inventors: Xianghua Yu, Shuguang Zhang, Gill M. Malick, Bruno Nesci, Henry Saternus, Jifei Jia, Cecelia A. Radlowski, Theodorus Ludovicus Michael Maesen, Colleen T. Miedona
  • Patent number: 10251398
    Abstract: Methods of forming antimicrobial resin compositions comprising silver nanoparticles are disclosed, wherein the resin compositions that are generated exhibit lower initial color, reduced color shift upon storage and reduced levels of spontaneous polymerization. Such methods generally comprise: combining a silver-containing material with a self-cure and dual-cure base resin in situ wherein the base resin does not contain a catalytic amine; and adding a catalytic resin to the mixture of the resin and silver-containing material in order to form the final cured resin. Antimicrobial polymeric materials formed by said methods are also disclosed.
    Type: Grant
    Filed: October 2, 2014
    Date of Patent: April 9, 2019
    Assignee: The Board of Regents of the University of Texas System
    Inventor: Kyumin Whang
  • Patent number: 10196476
    Abstract: Catalyst compositions useful in the production of insulating polyurethane or polyisocyanurate foam are disclosed. The catalyst compositions impart increased stability of a mixture of the catalyst, a halogen-containing blowing agent, and a polyol. These catalyst compositions comprise of at least 10% of a tetraalkylguanidine and at least 10% of a tertiary amine catalyst with an isocyanate reactive group. These improved catalysts can be used with any halogenated blowing agent, and provide substantial stability benefits with the use of hydrofluoroolefins and hydrofluorochloroolefins. In an exemplary embodiment, a process includes providing a pre-mix comprising a hydrohaloolefin blowing agent, at least one polyol, water, and a catalyst comprising 10-50% tetramethylguanidine and 10-90% of one or more of an amine catalyst containing an isocyanate reactive group.
    Type: Grant
    Filed: October 24, 2013
    Date of Patent: February 5, 2019
    Assignee: Evonik Degussa GmbH
    Inventors: Juan Jesus Burdeniuc, Jean Louise Vincent, Timothy J. Miller
  • Patent number: 10154669
    Abstract: Methods of forming antimicrobial resin compositions comprising silver nanoparticles are disclosed. Such methods generally comprise: combining a silver-containing material with a resin in situ in the presence of a silver-binding compound; and curing the resin. Antimicrobial polymeric resin compositions formed by said methods have a lighter color than control compositions and also display a slower release of silver ions over time.
    Type: Grant
    Filed: October 2, 2014
    Date of Patent: December 18, 2018
    Assignee: The Board of Regents of the University of Texas System
    Inventor: Kyumin Whang
  • Patent number: 10065977
    Abstract: Flow batteries incorporating an active material with one or more catecholate ligands can have a number of desirable operating features. Commercial syntheses of catechol produce significant quantities of hydroquinone as a byproduct, which presently has limited value in the battery industry and can represent a significant waste disposal issue at industrial production scales. Using a concerted, high-yield process, low-value hydroquinone can be transformed into high-value 1,2,4-trihydroxybenzene, which can be a desirable ligand for active materials of relevance in the flow battery industry.
    Type: Grant
    Filed: October 19, 2016
    Date of Patent: September 4, 2018
    Assignee: Lockheed Martin Advanced Energy Storage, LLC
    Inventors: Scott Thomas Humbarger, Matthew Millard
  • Patent number: 10023683
    Abstract: The present invention provides a reactive catalyst composition for making a water blown flexible polyurethane foam. The catalyst composition comprises one or more tertiary amine catalysts in combination with (1) 2-methyl-1,3-propanediol or (2) a blend of 2-methyl-1,3-propanediol and a C7+ alkanol. The use of such catalyst composition improves the physical properties of the polyurethane foam.
    Type: Grant
    Filed: June 12, 2006
    Date of Patent: July 17, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Jared Denis Bender, Mark Leo Listemann, James Douglas Tobias
  • Patent number: 9902614
    Abstract: Disclosed is a method of producing hydrogen from formaldehyde, the method comprising obtaining an aqueous mixture having a basic pH and comprising formaldehyde, an iron containing photocatalyst, and a base, and subjecting the aqueous mixture to light to produce hydrogen (H2) gas from the formaldehyde.
    Type: Grant
    Filed: May 10, 2016
    Date of Patent: February 27, 2018
    Assignee: SABIC Global Technologies B.V.
    Inventors: Khalid Al-Bahily, Balamurugan Vidjayacoumar, Sandro Gambarotta, Nicholas P. Alderman
  • Patent number: 9833774
    Abstract: Preparation of a catalyst suitable for use in Fischer-Tropsch Synthesis reactions using a two step process in which the steps may be performed in either order. In step a), impregnate an iron carboxylate metal organic framework selected from a group consisting of iron-1,3,5-benzenetricarboxylate (Fe-(BTC), Basolite™ F-300 and/or MIL-100 (Fe)), iron-1,4 benzenedicarboxylate (MIL-101(Fe)), iron fumarate (MIL-88 A (Fe)), iron-1,4 benzenedicarboxylate (MIL-53 (Fe)), iron-1,4 benzenedicarboxylate (MIL-68 (Fe)) or iron azobenzenetetracarboxylate (MIL-127 (Fe)) with a solution of a promoter element selected from alkali metals and alkaline earth metals. In step b) thermally decompose the iron carboxylate metal organic framework under an inert gaseous atmosphere to yield a catalyst that is a porous carbon matrix having embedded therein a plurality of discrete aliquots of iron carbide.
    Type: Grant
    Filed: May 14, 2015
    Date of Patent: December 5, 2017
    Assignee: Dow Global Technologies LLC
    Inventors: Vera P. Santos Castro, Adam Chojecki, Garmt R. Meima, Adrianus Koeken, Matthijs Ruitenbeek, Thomas Davidian, Gascon Jorge, Michiel Makkee, Freek Kapteijn, Tim A. Wezendonk
  • Patent number: 9796743
    Abstract: Bidentate heteroleptic square planar complexes of (pyridyl)azolates possess optical and electrical properties that render them useful for a wide variety of optical and electrical devices and applications. In particular, the complexes are useful for obtaining white or monochromatic organic light-emitting diodes (“OLEDs”), including doping-free OLEDs. Preferred forms also demonstrate semiconducting behavior and may be useful in a variety of other applications. Within the general complexes of (pyridyl)azolates, the metal and the ligands may be varied to impart different optoelectronic properties.
    Type: Grant
    Filed: November 7, 2014
    Date of Patent: October 24, 2017
    Assignee: UNIVERSITY OF NORTH TEXAS
    Inventors: Mohammad A. Omary, Iain W. H. Oswald
  • Patent number: 9765009
    Abstract: Disclosed are processes, products, and compositions having tetraalkylguanidine salt of aromatic acid. The processes include providing a pre-mix comprising an aromatic carboxylic acid component and contacting a tetraalkylguanidine with the aromatic carboxylic acid component in the pre-mix to form the tetraalkylguanidine salt of aromatic carboxylic acid or producing a catalyst composition by contacting the tetraalkylguanidine with the aromatic carboxylic acid component to form the tetraalkylguanidine salt of aromatic carboxylic acid. The compositions include the tetraalkylguanidine salt of aromatic carboxylic acid. The product is formed by the tetraalkylguanidine salt of aromatic carboxylic acid.
    Type: Grant
    Filed: November 16, 2012
    Date of Patent: September 19, 2017
    Assignee: Evonik Degussa GmbH
    Inventors: Juan Jesus Burdeniuc, Matti Sakari Huhtasaari
  • Patent number: 9718900
    Abstract: Catalyst systems and methods for making and using the same. A catalyst system can include a non-metallocene catalyst having the structure: wherein M is a group 4 element, each of R13-R20 are independently a hydrogen or a methyl group, wherein at least one of R13-R20 is a methyl group, Ar is an aryl group or a substituted aryl group, Ar? is an aryl group or a substituted aryl group, and each X is, independently, a hydride group, an amide, a benzyl group, a methyl group, a chloro group, a fluoro group, or a hydrocarbyl group.
    Type: Grant
    Filed: February 21, 2014
    Date of Patent: August 1, 2017
    Assignee: Univation Technologies, LLC
    Inventor: Garth R. Giesbrecht
  • Patent number: 9722256
    Abstract: In the present disclosure, imidazole-derived materials including M-N—C catalysts, imidazole-derived MOFs and MOF-based M-N—C catalysts as well as methods for preparing the same utilizing mechanochemical synthesis and/or a sacrificial support-based methods are described.
    Type: Grant
    Filed: October 7, 2015
    Date of Patent: August 1, 2017
    Assignee: STC.UNM
    Inventors: Alexey Serov, Plamen B Atanassov
  • Patent number: 9624582
    Abstract: A non-aqueous metal catalytic composition includes (a) a silver complex comprising reducible silver ions, (b) an oxyazinium salt silver ion photoreducing agent, (c) a hindered pyridine, (d) a photocurable component, a non-curable polymer, or combination of a photocurable component and a non-curable polymer, and (e) a photo sensitizer different from all components (a) through (d) in the non-aqueous metal catalytic composition, in an amount of at least 1 weight %. This non-aqueous metal catalytic composition can be used to form silver metal particles in situ during suitable reducing conditions. The silver metal can be provided in a suitable layer or pattern on a substrate, which can then be subsequently subjected to electroless plating to form electrically-conductive layers or patterns for use in various articles or as touch screen displays in electronic devices.
    Type: Grant
    Filed: January 20, 2016
    Date of Patent: April 18, 2017
    Assignee: EASTMAN KODAK COMPANY
    Inventor: Deepak Shukla
  • Patent number: 9586200
    Abstract: A non-aqueous metal catalytic composition includes (a) a silver complex comprising reducible silver ions, (b) an organic phosphite, (c) an oxyazinium salt silver ion photoreducing agent, (d) a hindered pyridine, (e) a photocurable component, a non-curable polymer, or combination of a photocurable component and a non-curable polymer, and (f) a photosensitizer different from all components (a) through (e) in the non-aqueous metal catalytic composition, in an amount of at least 1 weight %. This non-aqueous metal catalytic composition can be used to form silver metal particles in situ during suitable reducing conditions. The silver metal can be provided in a suitable layer or pattern on a substrate, which can then be subsequently subjected to electroless plating to form electrically-conductive layers or patterns for use in various articles or as touch screen displays in electronic devices.
    Type: Grant
    Filed: December 16, 2014
    Date of Patent: March 7, 2017
    Assignee: EASTMAN KODAK COMPANY
    Inventors: Deepak Shukla, Kevin M. Donovan
  • Patent number: 9484582
    Abstract: According to an embodiment, a method of preparing a catalyst for a fuel cell component includes soaking catalyst particles in citric acid. The catalyst particles are then rinsed after having been soaked in the citric acid. Catalyst particles are dried after they have been rinsed. When desired, the pre-treated catalyst particles may be incorporated into a catalyst ink used for making a fuel cell component.
    Type: Grant
    Filed: January 8, 2013
    Date of Patent: November 1, 2016
    Assignee: Audi AG
    Inventors: Jesse M. Marzullo, Elise Lorraine Izzo, Robert Mason Darling
  • Patent number: 9469658
    Abstract: A novel class of lanthanide metal salen complexes can be used as an ingredient of a catalyst system. The catalyst system can be used in polymerizations of ethylenically unsaturated hydrocarbon monomers.
    Type: Grant
    Filed: February 5, 2012
    Date of Patent: October 18, 2016
    Assignee: Bridgestone Corporation
    Inventors: Zengquan Qin, Steven Luo, Joshua S. Dickstein
  • Patent number: 9464256
    Abstract: The present invention relates to a novel method for preparing stabilized oil formulations by means of certain carbodiimides.
    Type: Grant
    Filed: May 6, 2014
    Date of Patent: October 11, 2016
    Assignee: Rhein Chemie Rheinau GmbH
    Inventors: Wilhelm Laufer, Armin Eckert, Siegfried Kuenzel
  • Patent number: 9434820
    Abstract: Thermoplastic resin polymer compositions having a block of random polysiloxane co- or terpolymer structure, such as substituted phenyl-terminated polysiloxane co- or terpolymers having the general structure: provide improved flame resistance, optical clarity, and better low-temperature impact strength compared to conventional blends, additives, and copolymers. The substituted phenyl terminated polysiloxanes may be used to make various polysiloxane-thermoplastic resin polymer and polymer blends, as well as articles including such polysiloxane-thermoplastic resin polymer and blends.
    Type: Grant
    Filed: September 18, 2015
    Date of Patent: September 6, 2016
    Assignee: Momentive Performance Material Inc.
    Inventors: Anuj Mittal, Narayan Padmanabha Iyer, Samim Alam, Indumathi Ramakrishnan, Roy U. Rojas-Wahl
  • Patent number: 9381507
    Abstract: The present invention concerns a process for the preparation with high selectivity of a compound of formula (I) by isomerization at room temperature of compound of formula (II) in the presence of a complex of formula [Ru(dienyl)2H]X.
    Type: Grant
    Filed: January 21, 2014
    Date of Patent: July 5, 2016
    Assignee: Firmenich SA
    Inventors: Jean-Jacques Riedhauser, Oliver Knopff, Luigi Marinoni
  • Patent number: 9302979
    Abstract: A bis (2-dialkylaminoethyl) ether synthesizing method is disclosed, which includes steps of: 1) synthesizing: wherein N,N-dialkylethanolamine, N,N-dialkylamine and ethyne are mixed at a mole ratio of 4:3:1-2:1:1 as a raw material; and the raw material, catalyst and solvent are added in a high-pressure clave for reaction in a sealed condition; a weight of catalyst accounts for 2.0%-10.5% of the total weight of the raw material; a reaction temperature is 50-120° C. and the reaction time is 3-7 hours; the clave is then opened after reaction and a filtrate is collected by filtering the reaction mixture; and 2) separating: wherein the filtrate obtained in the step 1) is rectified to obtain the bis (2-dialkylaminoethyl) ether as a product. The synthetic method of the bis (2-dialkylaminoethyl) ether in the present invention has many characteristics, such as simple process, high atomic economy, etc.
    Type: Grant
    Filed: April 7, 2015
    Date of Patent: April 5, 2016
    Assignee: SICHUAN ZHIJIANG ADVANCED MATERIALS CO., LTD.
    Inventors: Chao Zhang, Hua Zhang, Xiaoming Ye, Qi Zhang, Chuanwei Ye
  • Patent number: 9266991
    Abstract: A formulation for preparing a low density, full water blown polyurethane rigid foam includes an isocyanate component; an isocyanate-reactive component comprising from 30-50 wt % of a first polyether polyol having a functionality greater than 5 and an OH value from 350-550 mgKOH/g; from 5 to 25 wt % of a diol having an OH value from 100-300 mgKOH/g; and from 15 to 35 weight percent of a second polyether polyol having a functionality from 3 to 5; further including from 1.5 to 5 wt % of a catalyst selected from dimethylbenzylamine and/or 1,2-dimethyl-imidazole; from greater than 0 to 1 wt % of a trimerization catalyst selected from a glycine salt and/or tris(dimethyl aminomethyl) phenol; greater than 4.1 wt % water as a blowing agent; and any additional constituents selected such that the formulation, excluding the isocyanate component, totals 100 wt % and, the formulation absent the isocyanate component, has a dynamic viscosity from 540 to 864 mPa*s at 20° C.
    Type: Grant
    Filed: March 13, 2013
    Date of Patent: February 23, 2016
    Assignee: Dow Global Technologies LLC
    Inventor: Cecilia Girotti
  • Patent number: 9169386
    Abstract: Disclosed are organic, UV resistant epoxy resins derived largely from vegetable oil. More specifically, the present invention provides a virtually non-toxic, hypoallergenic UV resistant resin that gives off substantially no VOCs or disagreeable odors. The composition comprises a vegetable oil-based polyfunctional carboxylic acid, a cycloaliphatic anhydride, and an epoxy compound either of bicyclic difunctional epoxy resin, epoxidized vegetable oil or epoxidized polymer chains. The composition further comprises a catalyst and a wetting agent. In its cured state the material is leather like and exhibits high tensile strength as well as unusually high, totally reversible elongation. In an alternative embodiment, the resin comprises a cyclic anhydride.
    Type: Grant
    Filed: October 27, 2009
    Date of Patent: October 27, 2015
    Assignee: ECO GREEN RESINS, LLC
    Inventors: Arthur Katzakian, Craig Katzakian
  • Patent number: 9090557
    Abstract: Disclosed is a method for producing di(2-ethylhexyl)terephthalate (DOTP), which comprises subjecting terephthalic acid and 2-ethylhexanol to esterification in the presence of a chelate catalyst. The method of the present invention increases the reaction rate, improves the filtration efficiency of the ester product and yields DOTP with low APHA.
    Type: Grant
    Filed: January 7, 2014
    Date of Patent: July 28, 2015
    Assignee: Chang Chun Plastics Co., Ltd.
    Inventors: Chung-Chi Yang, Yung-Shang Lin, Jing-Ping Wang, Shaw-Ming Du, Yih-Jiang Lai
  • Patent number: 9050591
    Abstract: A novel nickel particulate form is provided that efficiently forms a zero-valent nickel complex with a phosphorus-containing ligands in an organic liquid to form a hydrocyanation catalyst. Particles in the nickel particulate form comprise nickel crystallites. For example, the nickel particulate form can have a BET Specific Surface Area of at least about 1 m2/gm; an average crystallite size less than about 20-25 nm, the nickel particulate form can have at least 10% of the crystallites in the nickel form can have a diameter (C10) of less than about 10 nm, and/or there are on average at least about 1015 surface crystallites per gram nickel. A ratio of BET SSA to C50 for the nickel particulate form can be at least about 0.1×109 m/gm and preferably at least about 0.4×109 m/gm. Methods of preparation and use are also provided.
    Type: Grant
    Filed: June 6, 2012
    Date of Patent: June 9, 2015
    Assignee: INVISTA North America S.a.r.l.
    Inventors: Joan Fraga-Dubreuil, Vinay Medhekar, Thomas A. Micka, Keith Whiston
  • Patent number: 9040447
    Abstract: A process for making an improved slurry catalyst for the upgrade of heavy oil feedstock is provided. In the process, a metal precursor solution comprising at least a water-soluble molybdenum compound and a water-soluble metal zinc compound is mixed under high shear mixing conditions to generate an emulsion. The emulsion is subsequently sulfided with a sulfiding agent ex-situ, or in-situ in a heavy oil feedstock to form the slurry catalyst. The in-situ sulfidation in heavy oil is under sufficient condition for the heavy oil feedstock to generate the sulfiding source needed for the sulfidation.
    Type: Grant
    Filed: December 20, 2011
    Date of Patent: May 26, 2015
    Assignee: Chevron U.S.A. Inc.
    Inventors: Oleg Mironov, Alexander E. Kuperman
  • Patent number: 9040653
    Abstract: This disclosure provides methods of controlled polymerization of cyclic compounds catalyzed by carbene derivatives having a general formula as shown below, and to obtain a biodegradable polymeric material having a large molecular weight, a narrow dispersity, and no metallic impurity.
    Type: Grant
    Filed: February 24, 2011
    Date of Patent: May 26, 2015
    Assignee: NANJING UNIVERSITY OF TECHNOLOGY
    Inventors: Zhenjiang Li, Pingkai Ouyang, He Huang
  • Patent number: 9040446
    Abstract: A method for preparing an improved slurry catalyst for the upgrade of heavy oil feedstock is provided. In one embodiment, the process comprises: sulfiding at least a metal precursor solution with at least a sulfiding agent forming a sulfided Group VIB catalyst precursor, the metal precursor solution having a pH of at least 4 and a concentration of less than 10 wt. % of Primary metal in solution; and mixing the catalyst precursor with a hydrocarbon diluent to form the slurry catalyst composition. The slurry catalyst prepared therefrom has a BET total surface area of at least 100 m2/g, a total pore volume of at least 0.5 cc/g and a polymodal pore distribution with at least 80% of pore sizes in the range of 5 to 2,000 Angstroms in diameter.
    Type: Grant
    Filed: December 20, 2011
    Date of Patent: May 26, 2015
    Assignee: Chevron U.S.A. Inc.
    Inventors: Joseph V. Nguyen, Julie Chabot, Ling Jiao, Christopher Paul Dunckley, Shuwu Yang, Erin P. Maris, Oleg Mironov, Bruce Edward Reynolds, Alexander E. Kuperman
  • Publication number: 20150133680
    Abstract: A method of making an anti-Markovnikov addition product is carried out by reacting an acid with an alkene or alkyne in a dual catalyst reaction system to the exclusion of oxygen to produce said anti-Markovnikov addition product; the dual catalyst reaction system comprising a single electron oxidation catalyst in combination with a hydrogen atom donor catalyst. Compositions useful for carrying out such methods are also described.
    Type: Application
    Filed: May 6, 2013
    Publication date: May 14, 2015
    Inventors: David A. Nicewicz, David S. Hamilton, Andrew J. Perkowski
  • Patent number: 9029281
    Abstract: A regenerated spent hydroprocessing catalyst treated with a chelating agent and having incorporated therein a polar additive.
    Type: Grant
    Filed: August 11, 2011
    Date of Patent: May 12, 2015
    Assignee: Shell Oil Company
    Inventors: Alexei Grigorievich Gabrielov, Ed Ganja, Salvatore Philip Torrisi