Patents Examined by Sikarl A. Witherspoon
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Patent number: 11098066Abstract: Provided herein is a process for preparing triaryl organoborates of the formula 1/n Kn+R34B?—R1 (IV), where one equivalent of organoboronic ester of the formula B—R1(OR2)(OR3) (I) is initially charged together with 1/n equivalents of salt Kn+ nX? (II) and 3 equivalents of metal M in a solvent or a solvent mixture S1, 3 equivalents of a haloaromatic R4—Y (III) are added, an auxiliary L and optionally a second organic solvent or solvent mixture S2 is added and the compound 1/n Kn+ R34B?—R1 (IV) is separated off with the organic phase, and to the use of these substances as co-initiator in photopolymer formulations.Type: GrantFiled: November 7, 2017Date of Patent: August 24, 2021Assignee: Covestro Deutschland AGInventors: Thomas Rölle, Horst Berneth, Dennis Hönel, Friedrich-Karl Bruder, Jürgen Kintrup
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Patent number: 11091421Abstract: The present disclosure provides a benzene fused heterocyclic derivative of Formula (I): is a single or double bond; n is an integer of 0 or 1; A is —CH2—, —CH(OH)—, or —C(O)—; G is C or N; X is —CH2—, O, or —C(O)—; Y is alkyl, aryl, or heterocyclic alkyl optionally substituted with at least one substituent independently selected from a group consisting of: H, halogen, alkyl, alkyl substituted with at least one halogen, aryl, aryl substituted with at least one halogen, —NRy1Ry2, —ORy1, —Ry1C(O)Ry3, —C(O)Ry1, —C(O)ORy2, —C(O)ORy2Ry3, —NRy1C(O)Ry2, —NRy1C(O)NRy2Ry3, —NRy1C(O)ORy2Ry3, —NRy1C(O)Ry2ORy3, C(O)NRy1(Ry2Ry3), —C(O)NRy1(Ry2ORy1), —ORy2Ry3, and —ORy2ORy3, wherein each of Ry1 and Ry2 is independently selected from a group consisting of H, oxygen, alkyl, and aryl, and Ry3 is aryl optionally substituted with at least one halogen; Z is —NRz1Rz2, —NRz1Rz3, —ORz1, —ORz1Rz3, —C(O)Rz1Rz3, —C(O)ORz1Rz3, —NRz1C(O)Rz2Rz3, —NRz1C(O)ORz2Rz3, —C(O)NRz1Rz3, or ORz2ORz3, wherein each of Rz1 and Rz2 is independently selType: GrantFiled: September 7, 2018Date of Patent: August 17, 2021Assignee: TAIWANJ PHARMACEUTICALS CO., LTD.Inventors: Syaulan S. Yang, Kuang Yuan Lee, Meng Hsien Liu, Yan-Feng Jiang, Yu-Shiou Fan, Chi-Han Chen, Sheng Hung Liu
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Patent number: 11091417Abstract: The present invention is directed to a process for synthesizing an internal ketone K1 by decarboxylative ketonization reaction of a fatty acid, a fatty acid derivative or a mixture thereof in a liquid phase with a metal compound as catalyst in a reaction medium, said process being characterized in that a ketone K2 at liquid state, which is identical or similar to the ketone K1, is introduced into the reaction medium. The so-synthesized internal ketone K1 can be used for the preparation of a variety of end compounds, including surfactants having a twin-tail structure or a Gemini structure.Type: GrantFiled: August 17, 2017Date of Patent: August 17, 2021Assignee: RHODIA OPERATIONSInventors: Olivier Back, Rémy Leroy, Philippe Marion
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Patent number: 11091416Abstract: Disclosed is a method for preparing propylene glycol phenyl ether, comprising carrying out a polymerization reaction of phenol and a propylene oxide in the presence of a quaternary phosphonium salt compound as a catalyst. Preferably, the method comprises mixing phenol and a quaternary phosphonium salt compound, and then adding propylene oxide under oxygen-free conditions, wherein the phenol is polymerized with the propylene oxide to produce the propylene glycol phenyl ether. The propylene glycol phenyl ether thus prepared has few impurities and contains no metal ions, such as potassium and sodium, and does not require subsequent operations to remove metal ions and perform rectification separation, thereby reducing the costs and allowing same to be directly applied to high-standard industrial production.Type: GrantFiled: August 17, 2018Date of Patent: August 17, 2021Assignee: Jiahua Chemicals (Maoming) Co., Ltd.Inventor: Guoqiang Liang
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Patent number: 11084772Abstract: The disclosure relates to a process for continuously producing polyoxymethylene dimethyl ethers at low temperature, pertains to the technical field of polyoxymethylene dimethyl ether preparation processes, and solves the technical problem of continuous production of polyoxymethylene dimethyl ether. A membrane separation element with precisely controlled pores in membrane is used to realize a direct separation of the feedstocks from the catalyst within the reactor, and effectively reduce the permeation resistance of the separation membrane tube. By oppositely switching the flowing direction of liquid reaction materials, the adhesion of the catalyst to the separation membrane tube is inhibited, and some particles stuck in separation membrane tube are removed, which ensures the continuous operation of the reaction process and allows a molecular sieve catalyst to exhibit its advantage of long catalytic life.Type: GrantFiled: April 28, 2020Date of Patent: August 10, 2021Assignees: Institute of Coal Chemistry, Chinese Academy of Sciences, Shanxi Lu'an Mining (Group) Co., Ltd.Inventors: Weibin Fan, Guofu Wang, Jiaqi Guo, Jianguo Wang, Mei Dong, Pengfei Wang, Youliang Cen, Yaning Xiao, Dongfei Wang, Shoujing Sun, Weilin Wang, Juncai Zhang, Min Zhang, Yunhong Li
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Patent number: 11084932Abstract: Compounds useful as fluorescent or colored dyes that enable visual detection of biomolecules and other analytes are disclosed. The compounds comprise a phenylethynylnapthalene moiety represented by the following structure (I): including salts thereof, wherein R1a, R1b, R1c, R1d, R1e, R1f, R2a, R2b, R2c, R2d, R2e, R2f, R2g, R2h, R2i, R2j, x and y are as defined herein. Methods associated with preparation and use of such compounds for visually detecting a biomolecule are also provided.Type: GrantFiled: February 26, 2016Date of Patent: August 10, 2021Assignee: Sony Group CorporationInventors: C. Frederick Battrell, Tracy Matray, Hesham Sherif, Michael VanBrunt
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Patent number: 11085047Abstract: A method of increasing the cannabinoid levels in a genetically modified Cannabis sativa plant includes genetically modifying the plant to induce the overexpression of the gene that controls the expression of tetrahydrocannabinolic acid (THCA) synthase and/or cannabidiolic acid (CBDA) synthase. The overexpression of THCA synthase and CBDA synthase catalyzes an increased synthesis of cannabigerolic acid to tetrahydrocannabinolic acid and cannabidiolic acid, as well as the cannabinoids (3aR)-2,4,4-trimethyl-7-pentyl-3,3a,4,9b-tetrahydrocyclopenta[c]chromen-9-ol and 2-((1R,5R)-3-methyl-5-(prop-1-en-2-yl)cyclopent-2-en-1-yl)-5-pentylbenzene-1,3-diol. Pharmaceutical compositions comprising the modified cannabinoids produced by the transgenic Cannabis sativa plant or prepared synthetically are used to treat various diseases and conditions.Type: GrantFiled: February 11, 2019Date of Patent: August 10, 2021Assignee: MyMD Pharmaceuticals (Florida), Inc.Inventor: Jonnie R. Williams
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Patent number: 11078218Abstract: Provided herein is a process for preparing triaryl organoborates proceeding from alkyl or cycloalkyl boronates in the presence of an n-valent cation 1/n Kn+ to obtain organoborates of the formula 1/n Kn+R34B?—R1 (IV), where one equivalent of organoboronic ester of the formula B—R1(OR2)(OR3) (I) is initially charged together with 1/n equivalents of salt Kn+ nX? (II) and 3 equivalents of metal M in a solvent or a solvent mixture, 3 equivalents of a haloaromatic R4—Y (III) are added, and optionally a second organic solvent water is added and the compound 1/n Kn+ R24B?—R1 (IV) is separated off with the organic phase, and to the use of these substances as co-initiator in photopolymer formulations.Type: GrantFiled: November 7, 2017Date of Patent: August 3, 2021Assignee: Covestro Deutschland AGInventors: Thomas Rölle, Horst Berneth, Dennis Hönel, Friedrich-Karl Bruder
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Patent number: 11078145Abstract: A method for purification and separation of cannabinoids, such as cannabidiol and tetrahydrocannabinol, e.g., from dried hemp and cannabis leaves can use a continuous simulated moving bed process, a batch column chromatography method, or a single column, and a combination of one or more of a sequence of purification steps including: filtration, decolorization, activation or decarboxylation, dewaxing, polishing, and crystallization to separate a cannabinoid from the cannabis plant and to provide various cannabinoid products. The cannabinoid products can be used in various pharmaceutical and nutraceutical applications.Type: GrantFiled: September 3, 2020Date of Patent: August 3, 2021Assignee: Orochem Technologies Inc.Inventors: Anil Rajaram Oroskar, David W. House, Praneeth Dayanthe Edirisinghe, Asha Anil Oroskar, Faridedin Adel, Xinjie Chen, Gautham Anil Oroskar, Kunal Gulati
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Patent number: 11078147Abstract: Provided is a process for preparing acrolein by catalytic gas phase oxidation comprising (a) providing a reaction gas comprising (i) 5 to 10 mol % propylene, (ii) 0.02 to 0.75 mol % propane, and (iii) 0.25 to 1.9 mol % of a fuel mixture comprising at least one of methane and ethane, wherein the molar ratio of the total amount of propane, methane, and ethane to the total amount of propylene is from 0.01:1 to 0.25:1, and (b) contacting the reaction gas with a mixed metal oxide catalyst comprising one or more of molybdenum, bismuth, cobalt, and iron.Type: GrantFiled: February 21, 2019Date of Patent: August 3, 2021Assignee: Rohm and Haas CompanyInventors: Donald A. Ebert, Timothy Allen Hale, Brian Robert Keyes, Justin Rose, Jinsuo Xu
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Patent number: 11072573Abstract: The present invention relates to binaphthyl compounds of the formula (I), which are suitable as monomers for preparing polycarbonate resins having beneficial optical properties and which can be used for producing optical lenses: Formula (I) where X is C2-C4-alkandiyl or C1-C4-alkandiyl-C(O)—, where C(O) is bound to the oxygen atom of the hydroxyl group and where C2-C4-alkandiyl or C1-C4-alkandiyl, respectively, are unsubstituted or carry a phenyl ring; R and R? are identical or different and selected from mono or polycyclic aryl having from 6 to 36 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 36 atoms, which are ring members, where 1, 2, 3 or 4 of these atoms are selected from nitrogen, sulfur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl and mono- or polycyclic hetaryl are unsubstituted or carry 1 or 2 radicals Ra, which are selected from the group consisting of CN, CH3, OCH3, O-phenyl, O-naphthyl, S-phenyl, S-naphthyl, CI or F; and, ifType: GrantFiled: August 29, 2018Date of Patent: July 27, 2021Assignee: Reuter Chemische Apparatebau E.K.Inventors: Karl Reuter, Vasyl Andrushko, Mark Kantor, Florian Stolz, Noriyuki Kato, Mitsuteru Kondo, Munenori Shiratake, Kentaro Ishihara, Shinya Ikeda, Shoko Suzuki, Koji Hirose, Kensuke Oshima, Shuya Nagayama
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Patent number: 11072572Abstract: This invention relates to a process for preparing a calixarene compound by reacting a phenolic compound and an aldehyde in the presence of at least one nitrogen-containing base as a catalyst to form the calixarene compound. The invention also relates to processes for high-yield, high solid-content production of a calixarene compound, with high selectivity toward a high-purity calix[8]arene compound, without carrying out a recrystallization step.Type: GrantFiled: August 13, 2020Date of Patent: July 27, 2021Assignee: SI GROUP, INC.Inventors: Cornelius Haase, Ricky Biittig, Allyson Staats, Philip David Atwood, Jim Webb, Kelly Chichak
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Patent number: 11066355Abstract: The disclosure features novel lipids and compositions involving the same. Lipid nanoparticles (e.g., empty LNPs or loaded LNPs) include a novel lipid as well as additional lipids such as phospholipids, structural lipids, and PEG lipids. Lipid nanoparticles (e.g., empty LNPs or loaded LNPs) further including therapeutic and/or prophylactics such as RNA are useful in the delivery of therapeutic and/or prophylactics to mammalian cells or organs to, for example, regulate polypeptide, protein, or gene expression.Type: GrantFiled: September 18, 2020Date of Patent: July 20, 2021Assignee: ModernaTX, Inc.Inventors: Kerry E. Benenato, Mark Cornebise, Edward Hennessy, Ellalahewage S. Kumarasinghe
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Patent number: 11065585Abstract: The present invention relates to synthetic membranes and use of these synthetic membranes for isolation of volatile organic compounds and purification of water. The synthetic membrane includes a hydrophobic polymer layer located on a polymeric membrane support layer. The invention includes a method of isolating volatile organic compounds with the synthetic membrane by contacting a volatile organic mixture with the hydrophobic polymer layer of the synthetic membrane and removing volatile organic compounds from the polymeric membrane support layer of the synthetic membrane by a process of pervaporation. The invention also includes a method of purifying water with the synthetic membrane by contacting an ionic solution with the hydrophobic polymer layer of the synthetic membrane and removing water from the polymeric membrane support layer of the synthetic membrane by a process of reverse osmosis. The invention also relates to methods of isolating non-polar gases by gas fractionation.Type: GrantFiled: July 29, 2020Date of Patent: July 20, 2021Assignee: Rensselaer Polytechnic InstituteInventors: Georges Belfort, Joseph Grimaldi, Joseph Imbrogno, James Kilduff, John Joseph Keating
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Patent number: 11066349Abstract: Essential oils, such as CBD oil, are extracted from biomass, such as hemp, in a continuous process. The biomass is delivered to the upper end of a vertically oriented extraction chamber, while a solvent is injected at the lower end thereof. As the solvent flows upwardly, the oil is removed from the biomass. The resulting liquor is collected and purified.Type: GrantFiled: August 6, 2020Date of Patent: July 20, 2021Assignee: Oil Extraction CompanyInventors: Gregory Carl Claflin, Jessica McGowan Claflin, Katrina Melissa McGowan Claflin
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Patent number: 11053186Abstract: A process for the production of glycolic acid or a derivative thereof comprises: reacting formaldehyde with carbon monoxide and water in a carbonylation reactor in the presence of a sulfur catalyst, said reactor operating under suitable conditions, such that glycolic acid is formed; recovering a first product stream comprising glycolic acid, impurities and a sulfur species in the carbonylation reactor; passing the first product stream to an esterification reactor where it is subjected to esterification to form an alkylglycolate and wherein the esterification is catalysed by the sulfur species recovered in the first product stream; recovering a second product stream comprising the alkylglycolate, sulfur species and impurities from the esterification reactor; separating the sulfur species from the second product stream and recycling it to the carbonylation reactor in step (a) to form a sulphur depleted second product stream; separating the alkylglycolate from the sulphur depleted second product stream in a distType: GrantFiled: April 3, 2020Date of Patent: July 6, 2021Assignee: Johnson Matthey Davy Technologies LimitedInventors: Dena Roberts, David John Watson, John Swinney
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Patent number: 11053275Abstract: Provided herein is a method of preparing a bile acid derivative using a continuous flow reaction. When bile acid derivatives are synthesized using a continuous flow reaction according to the present invention, the reaction is very safe compared to an existing batch-type reaction, the reaction time is significantly reduced, and high-quality bile acid derivatives may be synthesized with high efficiency. In particularly, according to the present invention, a hydrogenation reaction proceeds under substantially water-free reaction conditions, and thus the conversion rate (UDCA: CDCA) of a UDCA hydrogenation reaction may be significantly enhanced.Type: GrantFiled: April 20, 2018Date of Patent: July 6, 2021Assignee: DAEWOONG BIO INC.Inventors: Tae Seop Hwang, Phil Goo Kang, Joon Hwan Lee, Jin Yong Eo, Seung Jae Lee
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Patent number: 11045772Abstract: The present invention relates to synthetic membranes and use of these synthetic membranes for isolation of volatile organic compounds and purification of water. The synthetic membrane includes a hydrophobic polymer layer located on a polymeric membrane support layer. The invention includes a method of isolating volatile organic compounds with the synthetic membrane by contacting a volatile organic mixture with the hydrophobic polymer layer of the synthetic membrane and removing volatile organic compounds from the polymeric membrane support layer of the synthetic membrane by a process of pervaporation. The invention also includes a method of purifying water with the synthetic membrane by contacting an ionic solution with the hydrophobic polymer layer of the synthetic membrane and removing water from the polymeric membrane support layer of the synthetic membrane by a process of reverse osmosis. The invention also relates to methods of isolating non-polar gases by gas fractionation.Type: GrantFiled: November 5, 2018Date of Patent: June 29, 2021Assignee: Rensselaer Polytechnic InstituteInventors: Georges Belfort, Joseph Grimaldi, Joseph Imbrogno, James Kilduff, John Joseph Keating
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Patent number: 11046632Abstract: Process for the preparation of 3-methyl-2-buten-1-al, wherein 2-methyl-3-buten-2-ol is reacted to 3-methyl-2-buten-1-al in the presence of a catalyst, wherein the catalyst comprises a catalytically active metal and wherein the reaction is conducted at a pH of ?7.Type: GrantFiled: December 5, 2018Date of Patent: June 29, 2021Assignee: BASF SEInventors: Nicolas Vautravers, Michaela Fenyn, Joseph John Zakzeski, Joaquim Henrique Teles
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Patent number: 11040943Abstract: Novel amisulpride derivatives and pharmaceutical compositions thereof are disclosed. The amisulpride derivative disclosed herein or a pharmaceutical composition thereof may have better membrane permeability compared to amisulpride. The amisulpride derivative disclosed herein or a pharmaceutical composition thereof may be used for antagonizing dopamine and/or serotonin (e.g., 5-HT2a) and/or ?2 receptor in a subject, either individually or in combination with other CNS active agents. The amisulpride derivative disclosed herein or a pharmaceutical composition thereof may be used for treating one or more conditions responsive to modulation of dopamine and/or serotonin (e.g., 5-HT2a) and/or ?2 receptor in a subject, either individually or in combination with other CNS active agents.Type: GrantFiled: September 5, 2019Date of Patent: June 22, 2021Assignee: LB Pharmaceuticals Inc.Inventors: Andrew R. Vaino, Vincent T. Grattan, Zachary Prensky