Abstract: A process of co-feeding gaseous ethylene with liquid allyl alcohol in the presence of a catalyst to produce 1,4-butanediol and n-propanol may include: introducing a gaseous mixture of ethylene, carbon monoxide and hydrogen into a reactor in the presence of a hydroformylation catalyst in a solvent; introducing liquid allyl alcohol (AA) into the reactor; and carrying out hydroformylation reaction at a temperature between 50 and 100° C. to obtain hydroformylation products.
Type:
Grant
Filed:
September 21, 2021
Date of Patent:
June 28, 2022
Assignee:
Lyondell Chemical Technology, L.P.
Inventors:
Daniel F. White, Beaven S. Mandimutsira, Roberto Alvarez
Abstract: The present invention relates to an improved way to produce 2-methyl-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butenal and derivatives thereof.
Abstract: A cannabis processing system comprises a grinding apparatus and a cell disruption apparatus. The grinding apparatus is configured to grind wet cannabis cuttings to from a ground, wet cannabis material comprising wet cannabis particles having an average particle size within a range of from about 1 mm to about 3 mm. The cell disruption apparatus is downstream of the grinding apparatus and is configured to disrupt cell walls of plant cells of the wet cannabis particles through one or more of flash freezing, a cellulose solvent, applied negative pressure, and vacuum distillation to facilitate removal of one or more cannabinoids within the plant cells of the wet cannabis particles. Methods of processing cannabis are also described.
Type:
Grant
Filed:
April 23, 2020
Date of Patent:
June 28, 2022
Assignee:
Soma Oil LLC
Inventors:
John Moorehead, Emily Drown, Ken Rivera, Terry A. Ring, Ahron Barber
Abstract: A process for large scale and energy efficient production of oxygenates from sugar is disclosed in which a sugar feedstock is introduced into a thermolytic fragmentation reactor comprising a fluidized stream of heat carrying particles which are separated from the reaction product and directed to a reheater comprising a resistance heating system.
Type:
Grant
Filed:
July 16, 2019
Date of Patent:
June 21, 2022
Assignee:
HALDOR TOPSØE A/S
Inventors:
Lars Storm Pedersen, Morten Boberg Larsen, Peter Mølgaard Mortensen
Abstract: A method for preparing a compound of formula (I) in which R1 is selected from H and alkyls, R2 is selected from H, alkyls, OR? where R? is selected from alkyls, silyls, CO-alkyl, R3 is selected from the acyl groups of the CO(R?) type, and the CO(OR?), CO(NR?R??), PO(OR?)(OR??), PO(OR?)(R??) groups where R? and R??, independently of each other, are selected from H and alkyls, R represents a C(R4)?C(R5)(R6) group where R4, R5 and R6, independently of each other, are selected from H, linear or cyclic alkyls and alkenyls, aryls, alkylaryls, or R4 and R5 together form a saturated or unsaturated, substituted or unsubstituted ring, from a compound of formula (II) or a compound of formula (III) in which, R, R1, R2 and R3 have the above definition.
Type:
Grant
Filed:
August 19, 2019
Date of Patent:
June 21, 2022
Inventors:
Patrick Rey, Robert Huet, Jean-Michel Joerger, Vivien Henryon
Abstract: A process of producing allyl alcohol by reacting glycerin with ReO3—Al2O3 in the presence of gamma-valerolactone (GVL) in a reactor is described. More specifically, a process to produce allyl alcohol, comprising the step of: a) reacting glycerin with ReO3—Al2O3 in the presence of an inert solvent, GVL, in a reactor, and b) collecting the product comprising allyl alcohol.
Type:
Grant
Filed:
July 30, 2021
Date of Patent:
June 14, 2022
Assignee:
Lyondell Chemical Technology, L.P.
Inventors:
Xueyong Yang, Daniel F. White, Chelsee A. Arceneaux, Pranit S. Metkar
Abstract: A process of recovering propylene and N-butyraldehyde from a purge gas includes forming a first product stream including N-butyraldehyde by reacting propylene and a first synthesis gas in the presence of a first catalyst in a first reactor and a second reactor; withdrawing a mixed stream from the second reactor; separating a liquid stream and purge gas from the mixed stream and recycling the liquid stream to the second reactor; reacting the purge gas and a second synthesis gas in the presence of a second catalyst in a purge gas reactor to form a second product stream including N-butyraldehyde; withdrawing the second product stream including N-butyraldehyde from the purge gas reactor and combining the second product stream including N-butyraldehyde and the first product stream including N-butyraldehyde; and withdrawing a stream including N-butyraldehyde from the purge gas reactor and recovering N-butyraldehyde from the stream including N-butyraldehyde product stream.
Type:
Grant
Filed:
July 26, 2019
Date of Patent:
June 14, 2022
Assignee:
SABIC GLOBAL TECHNOLOGIES B.V.
Inventors:
Ameen S. Ghamdi-Al, Jagan Mohan Rallapalli, Paul Somak
Abstract: The present invention relates to a method of preparing cyclododecanone. According to the present invention, a method of preparing cyclododecanone which allows implementation of a high conversion rate and minimization of production of unreacted materials and reaction by-products may be provided. In addition, the present invention implements a high conversion rate and a high selectivity even by a simplified process configuration, and thus may be usefully utilized in an economical method of preparing laurolactam, allowing commercially easy mass production.
Type:
Grant
Filed:
September 16, 2019
Date of Patent:
June 14, 2022
Inventors:
Jiyeon Kim, Jeongseok Park, Jinho Park, Kyuho Song
Abstract: A method for chemical separation of cannabinoids includes: (i) providing a starting organic solvent solution that contains a mixture of cannabinoid acids, (ii) using an aqueous basic solution to remove a portion of the cannabinoid acids from the mixture of cannabinoid acids in the starting organic solvent solution by converting the portion of the cannabinoid acids to cannabinoid carboxylate salts that solubilize in the an aqueous basic solution, (iii) separating the aqueous basic solution in (ii) from the starting organic solvent, (iv) combining the aqueous solution from (iii) with new organic solvent to produce a combined solution, (v) acidifying the combined solution to extract the cannabinoid acids from the aqueous solution to the organic solvent, (vi) separating the organic solvent of (v) from the aqueous solution, and (vii) evaporating the organic solvent of (vi) to leave product cannabinoid acids.
Abstract: The present invention relates to methods of controlling hydroformylation processes for producing normal (N) and iso (I) aldehydes at a N:I ratio. In one aspect, a method of controlling a hydroformylation process comprises contacting an olefin with carbon monoxide, hydrogen and a catalyst, the catalyst comprising (A) a transition metal, (B) a monophosphine, and (C) a tetraphosphine having the structure described herein, the contacting conducted in one or more reaction zones and at hydroformylation conditions to produce a blend of normal (N) and iso (I) aldehydes at a N:I ratio, the method comprising at least one of increasing the N:I ratio by adding additional tetraphosphine to a reaction zone; decreasing the N:I ratio by adding additional monophosphine to a reaction zone; or increasing the N:I ratio by volatilization of the free monophosphine.
Abstract: The present disclosure provides methods for selectively crystallizing cannabinoids from solutions containing a plurality of cannabinoids. The present disclosure further provides methods for separating a crystallized cannabinoid from a mixture of cannabinoids.
Abstract: The present invention relates to orally administrable modified-release pharmaceutical dosage forms comprising sodium (3S)-3-(4-chloro-3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}phenyl)-3-cyclopropylpropanoate and to processes for preparing the dosage forms and to their use for the treatment and/or prevention of diseases, in particular for the treatment and/or prevention of cardiac, renal and pulmonary disorders, disorders of the central nervous system, fibrotic and inflammatory disorders and metabolic disorders.
Inventors:
Anke Stroyer, Carmen Lobback, Peter Serno, Philipp Rubenbauer, Kai Lovis, Heiko Schirmer, Danja Grossbach, Donald Bierer, Britta Olenik, Tia Jacobs, Julia Küsel
Abstract: Purified and modified Cannabis products and methods for producing the same. The purified Cannabis product comprises substantially no volatile organic compounds while retaining Total Potential cannabinoid content. The modified Cannabis product comprises a purified Cannabis product modified by at least one added volatile unsaturated hydrocarbon. The modified Cannabis product is formed by extracting a volatile organic compound from a Cannabis raw material to form a purified Cannabis product, and then adding the at least one volatile unsaturated hydrocarbon to the purified Cannabis product to form the modified Cannabis product and cause an enhanced user experience during combustion and inhalation of the modified Cannabis product.
Abstract: Methods and systems for preparing acetone from cumene hydroperoxide (CHP) are disclosed. The disclosed methods involve cleaving CHP to form a cleavage product stream. In some embodiments, the cleavage product stream is separated into an overhead stream and a bottoms stream. The bottoms stream is neutralized, washed and then treated in a crude acetone column to provide a crude acetone stream. The overhead stream of the cleavage product is flashed forward in the process, bypassing the neutralization, washing, and crude acetone column and is then combined with the crude acetone stream. The combined acetone streams are provided to an acetone product column. According to some embodiments, the acetone product column comprises a side draw for obtaining a recycle acetone stream, which is recycled to the cleavage reactor(s). The recycle acetone side draw may be located lower on the acetone product column than the point from which product acetone is obtained.
Type:
Grant
Filed:
June 18, 2021
Date of Patent:
May 24, 2022
Assignee:
KELLOG BROWN & ROOT LLC
Inventors:
Truc Van Vu, Eric Wing-Tak Wong, Paul Isaac Damin, Ravi Shanker Sahu
Abstract: The present invention provides a method for producing a bifunctional compound having a norbornane skeleton, the method comprising a step of hydroformylating a compound having an olefin with carbon monoxide and hydrogen, wherein the molar ratio of the carbon monoxide to the hydrogen during the reaction is 55/45 or more and 95/5 or less in the hydroformylating step.
Abstract: The alpha alkylation of an aldehyde with a polycyclic olefin followed by a ring opening step is presented in order to provide a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof and where in R represents a hydrogen atom or C1-8 linear alkyl group; R1, R2, R3, and R4 represent, when taken separately, independently of each other, a hydrogen atom or a C1-2 linear alkyl group or a C3-4 linear or branched alkyl group; or R2 and R3, when taken together, represent a C4-10 linear, branched or cyclic alkanediyl group and n is 1 or 2 is presented.
Abstract: The invention relates to a process for preparing a specific hydroxy compound by means of decarboxylation of a specific carboxylic acid compound or a salt of said carboxylic acid compound, to a method for preparing a diaryl carbonate, a bisphenol or a polycarbonate, a diaryl carbonate or bisphenol, a polycarbonate, and to a method for adjusting the isotope ratio of C14 to C12 in a polymer. A specific solvent is used during decarboxylation.
Type:
Grant
Filed:
December 2, 2019
Date of Patent:
May 3, 2022
Assignee:
COVESTRO INTELLECTUAL PROPERTY GMBH & CO. KG
Inventors:
Natalie Bittner, Jens Langanke, Niklas Meine, Jan Heijl
Abstract: The present invention provides a process for preparing (9Z,11E)-9,11-hexadecadienal of the following formula (4), the process comprising: subjecting (2E)-2-heptenal of the following formula (1) to a Wittig reaction with a triarylphosphonium 9,9-dialkoxynonylide compound of the following general formula (2), wherein Ar represents an aryl group that may be same with or different from each other, and R1 and R2 represent, independently of each other, a monovalent hydrocarbon group having 1 to 15 carbon atoms, or R1 and R2 may form together a divalent hydrocarbon group, R1—R2, having 2 to 10 carbon atoms to form a (5E,7Z)-16,16-dialkoxy-5,7-hexadecadiene compound of the following general formula (3), wherein R1 and R2 are as defined above; and hydrolyzing the (5E,7Z)-16,16-dialkoxy-5,7-hexadecadiene compound (3) to form (9Z,11E)-9,11-hexadecadienal (4).