Patents Examined by Yun Qian
  • Patent number: 11608349
    Abstract: The invention discloses a mixed Ni(II) complex containing bisoxazoline-derived nitrogen heterocyclic carbene ligand and phosphite ligand and application thereof; the chemical formula of the mixed Ni(II) complex is Ni(NHC)[P(OR)3]X2, wherein R is ethyl or isopropyl, X is bromine or chlorine, and NHC is a bisoxazoline-derived nitrogen heterocyclic carbene ligand. In the presence of magnesium shavings, the mixed Ni(II) complex containing bisoxazoline-derived nitrogen heterocyclic carbene ligand and phosphite ligand of the present invention can catalyze low-activity chlorinated aromatic hydrocarbons and fluorinated aromatic hydrocarbons with chlorinated benzyl compounds, respectively, reductive cross-coupling reaction at a single temperature, generating a diarylmethane compound in one step, providing a new method for the synthesis of diarylmethane compounds.
    Type: Grant
    Filed: July 28, 2020
    Date of Patent: March 21, 2023
    Assignee: SOOCHOW UNIVERSITY
    Inventor: Hongmei Sun
  • Patent number: 11603381
    Abstract: The present invention provides novel transition-metal precatalysts that are useful in preparing active coupling catalysts. In certain embodiments, the precatalysts of the invention are air-stable and moisture-stable. The present invention further provides methods of making and using the precatalysts of the invention.
    Type: Grant
    Filed: November 10, 2020
    Date of Patent: March 14, 2023
    Assignee: YALE UNIVERSITY
    Inventors: Nilay Hazari, Patrick Melvin, Damian Hruszkewycz
  • Patent number: 11602740
    Abstract: A high-activity double-metal-cyanide catalyst, a method for fabricating the same, and applications of the same are disclosed. An organic complexing ligand, which is formed via mixing fatty alcohols and alicyclic carbonates, is used to generate a high-activity double-metal-cyanide catalyst. The high-activity double-metal-cyanide catalyst includes at least one double-metal-cyanide compound, at least one organic complexing ligand, and an optional functionalized compound. The double-metal-cyanide catalyst of the present invention has a higher activity than the conventional double-metal-cyanide catalysts. The polyols generated by the present invention has an insignificant amount of high-molecular-weight compounds.
    Type: Grant
    Filed: March 25, 2021
    Date of Patent: March 14, 2023
    Assignee: ORIENTAL UNION CHEMICAL CORP.
    Inventors: Yu-Chuan Hsu, Hsi-Chin Tsai
  • Patent number: 11596934
    Abstract: Disclosed are a pincer-type ligand having a structurally rigid acridane structure and a metal complex consisting of the pincer-type ligand and a metal bound to each other, and exhibiting high reactivity and stability during a variety of bonding activation reactions. T-shaped complexes can be prepared from acriPNP(4,5-bis(diisopropylphosphino)-2,7,9,9-tetramethyl-9H-acridin-10-ide), which is a pincer-type PNP ligand having an acridane structure, and metal complexes, which can be structurally rigid and thus exhibit excellent reactivity and stability based on minimized structural change thereof, can be prepared by introducing an acridane structure into the backbone thereof. The PNP ligand is structurally stable and has novel chemical properties, as compared to conventional similar ligands, and thus can be utilized in a wide range of catalytic reactions and material chemistry.
    Type: Grant
    Filed: February 2, 2021
    Date of Patent: March 7, 2023
    Assignee: KOREA ADVANCED INSTITUTE OF SCIENCE AND TECHNOLOGY
    Inventors: Yunho Lee, Changho Yoo, Jonghoon Choi
  • Patent number: 11590480
    Abstract: The present invention discloses a molecular sieve and its preparation method. The molecular sieve has micromorphology in a football shape and consists of molecular sieve framework and active elements. The molecular sieve framework comprises silicon element and aluminum element; the active elements comprise copper element and rare earth elements. The rare earth elements are one or more selected from the group consisting of La, Ce, Pr, Nd, Pm, Sm, Eu, Sc and Y. The mass ratio of the silicon element to the aluminum element is 3-9:1. The content of the copper element in the molecular sieve is 1.5-3.2 wt %. The mass of rare earth elements is 50 ppm-2 wt % of the molecular sieve framework. The mass of the silicon element is calculated by silicon dioxide, the mass of aluminum element is calculated by aluminum oxide, the mass of copper element is calculated by copper oxides, and the mass of rare earth elements is calculated by rare earth oxides.
    Type: Grant
    Filed: May 25, 2021
    Date of Patent: February 28, 2023
    Assignees: BAOTOU RESEARCH INSTITUTE OF RARE EARTHS, NATIONAL ENGINEERING RESEARCH CENTRE OF RUIKE RARE EARTH METALLURGY AND FUNCTION MATERIALS CO., LTD.
    Inventors: Yan Wang, Zhaoqiang Li, Zhiyong Ding, Rongrong Fan, Cheng Zhang, Yu Wang, Xin Guo, Na Kang, Wei Liu, Rong Wang, Jing Song
  • Patent number: 11584704
    Abstract: The subject invention provides synthetic compounds, and compound complexes having catalytic activities towards oxidation or oxygenation, and/or dehydrogenation of various substrates comprising C—H bonds. The catalysts of the subject invention comprise a dinuclear Cu(I)/Cu(II) center that can convert between a resting state and a reactive species. The subject invention also provides methods of using such catalysts for the oxidation of substrates comprising C—H bonds, e.g., hydrocarbons, to synthesize chemicals for use as pharmaceuticals and industrial feedstock.
    Type: Grant
    Filed: November 24, 2021
    Date of Patent: February 21, 2023
    Assignee: THE FLORIDA INTERNATIONAL UNIVERSITY BOARD OF TRUSTEES
    Inventors: Raphael G. Raptis, Logesh Mathivathanan
  • Patent number: 11583841
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Grant
    Filed: May 18, 2022
    Date of Patent: February 21, 2023
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11583838
    Abstract: The present disclosure is directed to methods of producing zincoaluminosilicate structures with AEI, CHA, and GME topologies using organic structure directing agents (OSDAs), and the compositions and structures resulting from these methods.
    Type: Grant
    Filed: July 16, 2021
    Date of Patent: February 21, 2023
    Assignee: California Institute of Technology
    Inventors: Michiel J. Dusselier, Mark E. Davis
  • Patent number: 11583844
    Abstract: In one aspect, phosphine compounds comprising three adamantyl moieties (PAd3) and associated synthetic routes are described herein. Each adamantyl moiety may be the same or different. For example, each adamantyl moiety (Ad) attached to the phosphorus atom can be independently selected from the group consisting of adamantane, diamantane, triamantane and derivatives thereof. Transition metal complexes comprising PAd3 ligands are also provided for catalytic synthesis including catalytic cross-coupling reactions.
    Type: Grant
    Filed: February 4, 2021
    Date of Patent: February 21, 2023
    Assignee: THE TRUSTEES OF PRINCETON UNIVERSITY
    Inventors: Brad P Carrow, Liye Chen
  • Patent number: 11583840
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Grant
    Filed: May 18, 2022
    Date of Patent: February 21, 2023
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11577232
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Grant
    Filed: December 27, 2021
    Date of Patent: February 14, 2023
    Assignee: Umicore AG & Co. KG
    Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
  • Patent number: 11577233
    Abstract: The invention relates to monocarbonyl complexes of ruthenium and osmium with bi- and tridentate nitrogen and phosphine ligands. The invention relates to methods for preparing these complexes and the use of these complexes, isolated or prepared in situ, as catalysts for reduction reactions of ketones and aldehydes both via transfer hydrogenation or hydrogenation with hydrogen.
    Type: Grant
    Filed: February 16, 2022
    Date of Patent: February 14, 2023
    Assignees: Universita' Delgi Studi Di Udine, Innovation Factory S.R.L.
    Inventors: Walter Baratta, Salvatore Baldino, Steven Giboulot
  • Patent number: 11578152
    Abstract: The present invention provides an organometal catalyst having a cationic metal complex and a borate-based bulky anion, where the metal is one or more selected from the group consisting of metals in group 13, a method for preparing the same, and a method for preparing an oligomer or a polymer using the same.
    Type: Grant
    Filed: April 5, 2019
    Date of Patent: February 14, 2023
    Inventors: Gyeong Shin Choi, Dong Hyun Jo, Won Hee Kim, Seung Young Park, Hyun Taek Oh
  • Patent number: 11565244
    Abstract: A method of forming dialkyl carbonate is provided, which includes introducing carbon dioxide into a catalyst to form dialkyl carbonate, wherein the catalyst is formed by activating a catalyst precursor using alcohol, wherein alcohol is R3—OH, and R3 is C1-12 alkyl group or C5-12 aryl or heteroaryl group. The catalyst precursor is formed by reacting Sn(R1)2(L)2 and Ti(OR2)4, and Sn(R1)2(L)2 and Ti(OR2)4 have a molar ratio of 1:2 to 2:1. R1 is C1-10 alkyl group, R2 is H or C1-12 alkyl group, and L is O—(C?O)—R5, and R5 is C1-12 alkyl group.
    Type: Grant
    Filed: June 6, 2022
    Date of Patent: January 31, 2023
    Assignee: INDUSTRIAL TECHNOLOGY RESEARCH INSTITUTE
    Inventors: Chih-Yao Yang, Kuo-Ching Wu, Hsi-Yen Hsu, Yu-Shan Chao
  • Patent number: 11541376
    Abstract: A supported catalyst and preparation method thereof, the catalyst comprising an organic polymer material carrier and Raney alloy particles supported on the organic polymer material carrier, wherein substantially all of the Raney alloy particles are partially embedded in the organic polymer material carrier. The catalyst can be used in hydrogenation, dehydrogenation, amination, dehalogenation or desulfuration reactions.
    Type: Grant
    Filed: February 20, 2018
    Date of Patent: January 3, 2023
    Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, BEIJING RESEARCH INSTITUTE OF CHEMICAL INDUSTRY, CHINA PETROLEUM & CHEMICAL CORPORATION
    Inventors: Wei Dai, Haibin Jiang, Shuliang Lu, Xiaohong Zhang, Guoqing Wang, Jinliang Qiao, Hui Peng
  • Patent number: 11534744
    Abstract: A hydroformylation catalyst having excellent catalytic activity and stability, a composition including the hydroformylation catalyst, and a method of preparing an aldehyde using the hydroformylation catalyst, wherein, when hydroformylation of an olefin compound is performed in the presence of the hydroformylation catalyst to prepare an aldehyde, the normal/iso (n/i) ratio of the prepared aldehyde is lowered, and synthesis gas yield is increased.
    Type: Grant
    Filed: January 5, 2021
    Date of Patent: December 27, 2022
    Assignee: LG CHEM, LTD.
    Inventors: Mi Young Kim, Sung Shik Eom, Dong Hyun Ko, Da Won Jung, Tae Yun Kim, Min Ji Choi
  • Patent number: 11535638
    Abstract: The present disclosure discloses an arylaminosilane compound, a propylene polymerization catalyst and preparation thereof. The arylaminosilane compound has a structure of wherein R1 is a C1-C8 alkyl group or a C1-C8 silanyl group; R2, R3, R4, R5 and R6 are each independently H or a C1-C12 alkyl group; R7, R8 and R9 are each independently a C1-C8 alkyl group or a C1-C8 alkoxy group. When the arylaminosilane compound is used as an external electron donor of a propylene polymerization catalyst in propylene polymerization reaction, the catalyst has good hydrogen response.
    Type: Grant
    Filed: April 8, 2020
    Date of Patent: December 27, 2022
    Assignee: PETROCHINA COMPANY LIMITED
    Inventors: Jianjun Yi, Liang Cui, Xilai Zhang, Junyu Lei, Haijun Hao, Shisheng Zhao, Kefeng Wang, Junpeng Zhuang, Shenghui Zhang
  • Patent number: 11530458
    Abstract: A homogeneous catalyst is provided comprising one or more metals; and at least two metal coordinating ligands wherein the homogeneous catalyst is a multi-ligand metal complex adapted for use with an oxidant in an oxidation reaction to catalytically pretreat lignocellulosic biomass. In one embodiment, the homogenous catalyst is copper (II) 2, 2? bipyridine ethylenediamine (Cu(bpy)en). Related methods are also disclosed.
    Type: Grant
    Filed: November 30, 2018
    Date of Patent: December 20, 2022
    Assignee: BOARD OF TRUSTEES OF MICHIGAN STATE UNIVERSITY
    Inventors: David B. Hodge, Eric L. Hegg, Zhenglun Li, Vaidyanathan Mathrubootham, Aditya Bhalla, Namita Bansal
  • Patent number: 11517890
    Abstract: Ru-catalysed domino hydroformylation/hydrogenation/esterification using imidazole ligands.
    Type: Grant
    Filed: November 19, 2021
    Date of Patent: December 6, 2022
    Assignee: EVONIK OPERATIONS GMBH
    Inventors: Robert Franke, Peter Kucmierczyk, Matthias Beller, Ricarda Dühren, Ralf Jackstell
  • Patent number: 11511265
    Abstract: Catalyst compositions and processes for the oligomerization of ethylene to 1-octene are described. The catalyst composition includes a triamino bisphospino (NPNPN) ligand system with specific phosphorous and nitrogen ligands. The terminal nitrogen atoms include linear alkyl hydrocarbons that differ in the number of carbon atoms by 3.
    Type: Grant
    Filed: November 11, 2019
    Date of Patent: November 29, 2022
    Assignee: SABIC Global Technologies B.V.
    Inventors: Abdulaziz Al-Nezari, Ilia Korobkov, Khalid Albahily