Patents Examined by Rosalynd A. Keys
  • Patent number: 11505518
    Abstract: The present invention describes a process for the production of (?)-cannabidiol (CBD) from industrial hemp by means of an extraction followed by two alternative working processes: a process A which provides extraction with solvents first to an alkaline pH and then to acidic pH to isolate the carboxyl form of the CBD which is then subjected to decarboxylation and a process B which provides the elimination of waxes and pitches and then purification by chromatography. At the end of both alternative working processes the CBD is crystallized obtained in high purity crystalline form.
    Type: Grant
    Filed: July 26, 2018
    Date of Patent: November 22, 2022
    Assignee: INALCO S.R.L.
    Inventors: Giovanni Cipolletti, Luana Vagnoli, Marina Matulli, Barbara Febbruari, Jacopo Chini
  • Patent number: 11492319
    Abstract: A biomass-based long-chain alcohol ether oxygenated additive and a preparation method and application thereof are disclosed. The additive used agricultural and forestry wastes as raw materials, and has a general chemical formula of R—(O—C1-3)n—R—OH. The preparation method includes the following steps: step 1, performing drying pretreatment on biomass raw materials, performing rapid pyrolysis under an inert atmosphere to obtain a pyrolysis product containing water, gases, water-phase bio-oil and oil-phase bio-oil, separating out the water-phase bio-oil and performing catalytic hydrogenation on the water-phase bio-oil to obtain polyols; step 2, performing catalytic dehydration on the polyols obtained in step 1 under a basic catalyst system to obtain epoxyalkane; and step 3, making the epoxyalkane obtained in step 2 and methanol undergo a reaction under a molecular sieve catalyst and removing the solid catalyst by separation to obtain the long-chain alcohol ether oxygenated additive.
    Type: Grant
    Filed: September 29, 2020
    Date of Patent: November 8, 2022
    Inventors: Shiliang Wu, Rui Xiao, Yuan Liu, Ziwei Wang
  • Patent number: 11485694
    Abstract: Processes of producing cresols from a phenols containing feed are described. The processes involve a combination of dealkylation and transalkylation processes. The dealkylation process converts the heavy alkylphenols in an alkylphenols stream to phenol and olefins. The olefins produced in the dealkylation process are separated out. The methylphenols, which are not converted in the dealkylation process, and phenol react in the transalkylation process to generate cresols.
    Type: Grant
    Filed: February 4, 2019
    Date of Patent: November 1, 2022
    Assignees: China Petroleum & Chemical Corporation, UOP LLC
    Inventors: Shuguang Zhang, Lubo Zhou
  • Patent number: 11453643
    Abstract: According to one embodiment, in producing polythiols in a manner similar to a conventional method, a polythiol having improved storage stability may be produced in a convenient manner by adjusting reaction conditions so as to prevent thiourea from remaining within products. In particular, the equivalent weight of thiourea to be used in a reaction may be adjusted to a predetermined range, thereby reducing the amount of unreacted thiourea, and thiourea may be removed once more in a sub sequent process, thereby effectively removing remaining thiourea while achieving a high yield. The polythiol thus produced does not contain residual thiourea, and thus does not show discoloration or cloudiness caused by precipitates even under prolonged storage or high-temperature conditions.
    Type: Grant
    Filed: April 25, 2019
    Date of Patent: September 27, 2022
    Assignee: SKC CO., LTD.
    Inventors: Seung Mo Hong, Hyeon Myeong Seo, Junghwan Shin, Jeongmoo Kim
  • Patent number: 11453633
    Abstract: Provided is a production method capable of efficiently producing a reduced coenzyme Q10 Form II crystal. The method for producing a reduced coenzyme Q10 Form II crystal includes: adding a reduced coenzyme Q10 Form II crystal as a seed crystal to a solution with a temperature of 32° C. to 43° C., the solution containing fa) at least one organic solvent selected from the group consisting of an alcohol, a hydrocarbon, an aliphatic acid ester and a nitrogen compound, and (b) reduced coenzyme Q10, to prepare a mixture, and precipitating the reduced coenzyme Q10 from the mixture, in the form of the reduced coenzyme Q10 Form II crystal.
    Type: Grant
    Filed: August 29, 2019
    Date of Patent: September 27, 2022
    Inventors: Takao Yamaguchi, Koichi Kinoshita
  • Patent number: 11447450
    Abstract: The subject of the present invention is a process for producing a sulfonic acid which is sparingly corrosive, or even non-corrosive, with respect to stainless steels, said process comprising at least the steps of adding at least one nitrite to a sulfonic acid, curing, with stirring, with sparging of the mixture and recovering the low-corrosion sulfonic acid obtained. The invention also relates to the low-corrosion sulfonic acid obtained according to the process of the invention, and also to the use thereof as low-corrosion sulfonic acid.
    Type: Grant
    Filed: August 30, 2018
    Date of Patent: September 20, 2022
    Assignee: ARKEMA FRANCE
    Inventors: Jean-Alex Laffitte, Bernard Monguillon
  • Patent number: 11427537
    Abstract: The present disclosure relates to a method for preparing L-cysteine hydrochloride hydrate crystals, and L-cysteine hydrochloride hydrate crystals prepared by the method. Through the method for preparing L-cysteine hydrochloride hydrate crystals of the present disclosure, L-cysteine hydrochloride hydrate crystals can be obtained from a natural L-cysteine fermentation broth with a high recovery rate and/or purity without a chemical reaction or the use of an artificial synthetic compound.
    Type: Grant
    Filed: January 30, 2019
    Date of Patent: August 30, 2022
    Inventors: Jun-Woo Kim, Jung Min Lee, Se-Hee Jo, Il Chul Kim, In Sung Lee, Jun Young Jung
  • Patent number: 11407694
    Abstract: In a process of decomposing byproducts of a phenol production process using a reactive distillation column in which a reactor and a distillation column are integrated, since acetophenone is mixed with tar recovered to a lower part of the reactive distillation column and transferred, viscosity of the tar may be lowered so that the tar may be transferred at room temperature, and since the reactive distillation column may be operated at 0.5 to 3 bar, an operating temperature of the reactive distillation column is low as compared with a method of separating acetophenone by pressurization with high pressure, significantly reducing an operation cost of a heater required for a reaction. Also, since acetophenone is separately recovered at a position of 25 to 90% of a total number of stages in the reactive distillation column, recovery of an active ingredient may be enhanced.
    Type: Grant
    Filed: August 17, 2018
    Date of Patent: August 9, 2022
    Assignee: LG CHEM, LTD.
    Inventors: Min Suk Kang, Sang Beom Lee, Sung Ho Lee, Joon Ho Shin, Chul Han Park
  • Patent number: 11407724
    Abstract: A process for the preparation of substantially pure diverse known and novel cannabinoids 1 and 2, which include ?9-tetrahydrocannabinol (7), tetrahydrocannabivarin (9), cannabidiol (11), cannabidivarin (12) and other naturally occurring tetracyclic and tricyclic cannabinoids and other synthetic tetracyclic and tricyclic analogues, via intermediates 3, 6, 4 and 5, using a cascade sequence of allylic rearrangement, aromatization and, for the tetracyclic cannabinoids, further highly stereoselective and regioselective cyclization. These synthesized cannabinoids can more easily be obtained at high purity levels than cannabinoids isolated or synthesized via known methods. The cannabinoids 2, including ?9-tetrahydrocannabinol (7), tetrahydrocannabivarin (9), are obtained containing very low levels of isomeric cannabinoids such as the undesirable ?8-tetrahydrocannabinol.
    Type: Grant
    Filed: August 20, 2019
    Date of Patent: August 9, 2022
    Assignee: Bessor Pharma, LLC
    Inventors: Barry A. Berkowitz, Anthony G. Barrett, Daniel Elliott
  • Patent number: 11401227
    Abstract: A process produces a mono vinyl ether, R—O—CH?CH2. R represents an organic group with at least three carbon atoms. The process involves reacting a mono hydroxy compound. R—OH, with acetylene in presence of a catalyst to get a product mixture containing the mono vinyl ether, unconverted mono hydroxy compound, and the catalyst. To the product mixture, an ester is added that contains at least one ester group, X—O2C—. X is a hydrocarbon group containing less carbon atoms than R. The remaining mono hydroxy compound R—OH is reacted with the ester in the presence of the catalyst to get a transesterification product containing at least one ester group, R—O2C—, and an alcohol, X—OH. The mono vinyl ether is isolated from the product mixture obtained after the ester addition, optionally followed by purification of the mono vinyl ether by distillation.
    Type: Grant
    Filed: August 19, 2019
    Date of Patent: August 2, 2022
    Assignee: BASF SE
    Inventors: Frank Bienewald, Martin Voelkert, Rolf Pinkos
  • Patent number: 11396486
    Abstract: An unsaturated double bond-containing compound represented by the general formula (I) or the general formula (II), an oxygen absorbent containing the compound, and a resin composition.
    Type: Grant
    Filed: April 11, 2019
    Date of Patent: July 26, 2022
    Assignee: KURARAY CO., LTD.
    Inventors: Daiki Noguchi, Takashi Fukumoto
  • Patent number: 11384041
    Abstract: The present invention provides a process for preparing an alkoxymethyl alkynyl ether compound having a terminal triple bond of the following formula (4): H—C?C(CH2)aOCH2OCH2R (4), wherein R represents a hydrogen atom, an n-alkyl group having 1 to 9 carbon atoms, or a phenyl group, and “a” represents an integer of 1 to 10, the method comprising subjecting an alkynol compound having a terminal triple bond of the following formula (1): H—C?C(CH2)aOH (1), wherein “a” is as defined above, to an alkoxymethylation with a halomethyl alkyl ether compound of the following formula (3): RCH2OCH2X (3), wherein X represents a halogen atom, and R is as defined above, in the presence of a dialkylaniline compound of the following formula (2): [CH3(CH2)b][CH3(CH2)c]NC6H5 (2), wherein b and c represent, independently of each other, an integer of 0 to 9, to form the alkoxymethyl alkynyl ether compound (4) having a terminal triple bond.
    Type: Grant
    Filed: December 21, 2020
    Date of Patent: July 12, 2022
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yuki Miyake, Miyoshi Yamashita, Takeshi Kinsho, Akihiro Baba
  • Patent number: 11384039
    Abstract: The invention provides a process for the separation of a first C3 to C7 diol from a first mixture of C3 to C7 diols. The first mixture is provided to a first distillation column. An extractant is fed to the first distillation column above the first mixture. A stream comprising the first diol and the extractant is removed as a bottoms stream from the first distillation column and subjected to distillation in a second distillation column. A high purity first diol stream is removed from the top section of the second distillation column, while a used extractant stream is removed from the bottom section. The extractant is a C3 to C6 sugar alcohol or mixture thereof. The first diol is a close-boiler to and/or forms an azeotrope with one or more of the other C3 to C7 diols present in the first mixture.
    Type: Grant
    Filed: May 19, 2017
    Date of Patent: July 12, 2022
    Assignee: SHELL USA, INC.
    Inventors: Kai Jürgen Fischer, Carmelo Perez Golf, Pieter Huizenga
  • Patent number: 11384038
    Abstract: A process for the preparation of ethylene glycol and other C1-C3 hydroxy compounds comprising the steps of hydrogenating a composition comprising C1-C3 oxygenate compounds in the gas phase in the presence of a copper on carbon catalyst.
    Type: Grant
    Filed: January 5, 2017
    Date of Patent: July 12, 2022
    Assignee: HALDOR TOPSØE A/S
    Inventors: Christian Mårup Osmundsen, Esben Taarning, Morten Boberg Larsen
  • Patent number: 11377410
    Abstract: This invention comprises a process and a system thereof comprising apparatuses for developing multi-component vapor mixture by heating of solution of reactants comprising one or more of diphenols, or diphenol derivatives, and an organic compound, wherein the organic compound is one which upon reacting in a vapor state in presence of a catalyst with diphenols, or diphenol derivatives, produces a monoalkyl ether of a dihydric phenolic compound; and wherein the entire solution of reactants completely transforms into a super-heated multi-component vapor using heaters without the use of thin film evaporator.
    Type: Grant
    Filed: May 19, 2015
    Date of Patent: July 5, 2022
    Inventors: Anil Purushottam Shanbhag, Arjun Sudhakar Dukane
  • Patent number: 11370735
    Abstract: A method for decomposing a phenolic by-product generated in a phenol preparation process, the method including: adding a phenolic by-product stream, a decomposition apparatus side discharge stream, and process water to a mixing apparatus and mixing the phenolic by-product stream, the decomposition apparatus side discharge stream, and the process water; adding a mixing apparatus discharge stream discharged from the mixing apparatus to a phase separation apparatus and phase-separating the mixing apparatus discharge stream into an oil phase and an aqueous phase; feeding an oil phase stream discharged from the phase-separation apparatus and discharged to a decomposition apparatus and decomposing the oil phase stream; and circulating the decomposition apparatus side discharge stream discharged from the decomposition apparatus to the mixing apparatus.
    Type: Grant
    Filed: October 15, 2019
    Date of Patent: June 28, 2022
    Assignee: LG CHEM, LTD.
    Inventors: Sang Beom Lee, Min Suk Kang, Joon Ho Shin
  • Patent number: 11370750
    Abstract: The following invention regards a process of demethylating a methyl ester of methionine or its hydroxy analog and producing methane thiol as a side-product. The methionine and its hydroxy analog are suitable as an animal feed additive and as a food additive. The methane thiol may be consumed in a hydrothiolation step such as in a step of preparing the methyl ester of methionine or its hydroxy analog from methyl vinyl glycolate.
    Type: Grant
    Filed: May 13, 2019
    Date of Patent: June 28, 2022
    Assignee: HALDOR TOPSØE A/S
    Inventors: Amanda Birgitte Sølvhøj, Esben Taarning
  • Patent number: 11325922
    Abstract: The present invention relates to a process for the preparation of crisaborole of formula (I): by preparing intermediates of formulas (II) and (III):
    Type: Grant
    Filed: July 10, 2020
    Date of Patent: May 10, 2022
    Assignee: OLON S.P.A.
    Inventors: Federico Gassa, Lazzaro Feliciani, Alberto Mazza, Marco Quaroni, Mara Sada, Giorgio Bertolini
  • Patent number: 11312731
    Abstract: There is provide herein a compound of Formula (1): wherein R1, R2, R3, R4, and R5 are each independently H or an organic group.
    Type: Grant
    Filed: June 5, 2020
    Date of Patent: April 26, 2022
    Inventors: Andrei K. Yudin, Aleksandra Holownia
  • Patent number: 11292756
    Abstract: Provided herein are novel extended branched alcohols having a lower branching number and improved biodegradability when compared to other branched alcohols. Also provided are novel extended branched ethoxylates having surfactant properties which can be more efficient in reducing surface tension when compared to the ethoxylated form of other branched alcohols. Further provided are novel syntheses of making extended branched alcohols and extended branched ethoxylates.
    Type: Grant
    Filed: December 17, 2020
    Date of Patent: April 5, 2022
    Inventors: Ross Mabon, Shane Deighton, Arben Jusufi, Kanmi Mao