Abstract: The present invention relates to the preparation of various types of natural zeolite catalysts from natural zeolites such as clinoptilolite and the method of producing dimethyl ether from methyl alcohol using these natural zeolite catalysts.
Type:
Grant
Filed:
November 2, 2018
Date of Patent:
September 28, 2021
Assignee:
TUBITAK
Inventors:
Rafig Al{dot over (i)}beyl{dot over (i)}, Bariş Kiriş, Gamze Behmenyar, Muzaffer Yaşar, Alper Sarioğlan, Osman Okur
Abstract: Provided by the present disclosure are a method and a device for preparing 2-hydroxy-4-methylthiobutyric acid and intermediates thereof; the intermediates for preparing 2-hydroxy-4-methylthiobutyric acid comprise 3-methylthiopropionaldehyde and 2-hydroxy-4-methylthiobutyronitrile. The method for preparing 2-hydroxy-4-methylthiobutyric acid provided by the present disclosure comprises: step (1), a step of reacting acrolein with methyl mercaptan to prepare 3-methylthiopropionaldehyde; step (2), a step of reacting 3-methylthiopropionaldehyde with hydrocyanic acid to prepare 2-hydroxy-4-methylthiobutyronitrile; and step (3), a step of hydrating 2-hydroxy-4-methylthiobutyronitrile by using sulfuric acid and then hydrolyzing to prepare 2-hydroxy-4-methylthiobutyric acid; wherein in steps (1), (2) and (3), the reaction status of the materials is detected online, and the proportions of the materials are controlled according to the detection results such that reactions are performed completely.
Abstract: Provided is a novel compound that is expected to be used as a solvent, a cleaning agent, a blowing agent, an intermediate for a functional material, and so forth, as well as a production method therefor and uses thereof As the novel compound, 1,2-dichoro-1-(2,2,2-trifluoroethoxy)ethylene is provided. This compound can be produced, for example, by allowing an addition reaction between 2,2,2-trifluoroethanol and trichloroethylene in the presence of a base.
Abstract: The present invention relates to a method for preparing methyl mercaptan, in batches or continuously, preferably continuously, said method including at least the following steps: a) reacting at least one hydrocarbon feedstock in the presence of hydrogen sulphide (H2S) and optionally sulphur (S) such as to form carbon disulphide (CS2) and hydrogen (H2); b) reacting said carbon disulphide (CS2) by hydrogenation in the presence of said hydrogen (H2) obtained in step a) such as to form methyl mercaptan (CH3SH), hydrogen sulphide (H2S) and possibly hydrogen (H2); c) optionally recirculating said hydrogen sulphide (H2S) formed during step b) to step a); and d) recovering the methyl mercaptan.
Type:
Grant
Filed:
May 8, 2020
Date of Patent:
August 31, 2021
Assignee:
Arkema France
Inventors:
Georges Fremy, Patrice Barre, Jean-Michel Raymond
Abstract: A method for forming poly(dimethoxymethane) includes a step of separating a formaldehyde-containing blend into a first bottom stream and a first top stream. The first formaldehyde-containing blend includes methanol, formaldehyde, and water while the first bottom stream includes water. The first top stream includes dimethoxymethane that is produced from the reaction between methanol and formaldehyde. The first top stream is separated into a second bottom stream and a second top stream. The second bottom stream includes poly(dimethoxymethane) while the second top stream includes dimethoxymethane, methanol, and ethanol. The second top stream is separated into a third bottom stream and a third top stream. Third bottom stream includes methanol and ethanol while the third top stream includes dimethoxymethane. The third top steam can be recycled to form additional poly(dimethoxymethane). A system that implements the method is also provided.
Abstract: The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.
Type:
Grant
Filed:
September 28, 2018
Date of Patent:
August 24, 2021
Assignee:
THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY
Abstract: An object of the present invention is to provide a method for producing a fluorinated organic compound with a high yield without using carbon tetrachloride in view of the fact that the production of a fluorinated organic compound with a sufficient yield was impossible for a hitherto-known method that uses a fluorinating agent that contains IF5-pyridine-HF alone. Another object of the present invention is to provide a fluorinating reagent that is capable of achieving this object. The present invention provides a composition comprising (1) IF5 and (2) an aprotic solvent (with the proviso that carbon tetrachloride is excluded), wherein the aprotic solvent is contained in an amount within a range of 50 mass ppm to 20 mass %.
Type:
Grant
Filed:
April 19, 2016
Date of Patent:
August 17, 2021
Assignees:
DAIKIN INDUSTRIES, LTD., NATIONAL UNIVERSITY CORPORATION HOKKAIDO UNIVERSITY
Abstract: The present invention relates to a method for purifying phenol, which comprises: contacting a phenol stream comprising hydroxyacetone, 2-methylbenzofuran, 3-methylbenzofuran and phenol with an acyl chloride in the presence of an organic sulfonic acid to convert one or more selected from the group consisting of hydroxyacetone, 2-methylbenzofuran and 3-methylbenzofuran into a high boiling point compound having a boiling point higher than that of the phenol; and recovering the high boiling point compound from the phenol stream.
Type:
Grant
Filed:
January 11, 2018
Date of Patent:
August 10, 2021
Assignee:
LG CHEM, LTD.
Inventors:
Hyun Nam, Young Ho Lee, Ki Yong Yoon, Jun Hyuk Lim, Kyung Moo Lee
Abstract: The present invention relates to a method for preparing a dialkyi or dialkenyl ether of a cycloaliphatic or araliphatic diol, which comprises (i) reacting the cycloaliphatic or araliphatic diol with metallic sodium in an aprotic organic solvent in the presence of a catalytic amount of at least one monoether-monoalcohol of formula (I) wherein Y is identical or different and selected from C2-C4-alkylene, n is an integer in the range from 1 to 10, and R1 is C1-C4-Alkyl, whereby the corresponding disodium dialcoholate is obtained, reacting the disodium dialcoholate obtained in step (i) with an alkylation alkenylation reagent.
Type:
Grant
Filed:
December 3, 2018
Date of Patent:
August 3, 2021
Assignee:
BASF SE
Inventors:
Melanie Weingarten, Wolfgang Siegel, Ralf Pelzer, Florian Garlichs
Abstract: The disclosure discloses a dendritic polyethylene glycol derivative and a preparation method and an application thereof. The dendritic polyethylene glycol derivative has a structure of formula (I), has multiple end functional groups, has a stronger water solubility in comparison with linear-chain polyethylene glycol, and can solve a problem of insufficient water solubility due to the increase of load when modifying an insoluble drug by the polyethylene glycol. The preparation method of the dendritic polyethylene glycol derivative provided by the disclosure has mild reaction conditions, is green and environmentally friendly, is low in cost, and is easy to implement industrialization.
Abstract: The present invention relates to a method for preparing 3-methylthiopropionaldehyde by reacting methyl mercaptan with acrolein, in which deviations in the stoichiometry of methyl mercaptan to acrolein in the reaction to give 3-methylthiopropionaldehyde are compensated for by supplying or by forming 1,3-bis(methylthio)-1-propanol, and also to the use of 1,3-bis(methylthio)-1-propanol as a storage form of methyl mercaptan and/or 3-methylthiopropionaldehyde.
Type:
Grant
Filed:
February 14, 2017
Date of Patent:
May 25, 2021
Assignee:
Evonik Operations GmbH
Inventors:
Stephan Rautenberg, Sascha Ceylan, Martin Koerfer, Judith Hierold, Harald Jakob, Christian Kaiser, Rainer Malzkorn, Thorsten Merker, Anja Nordschild
Abstract: The present disclosure relates to a process for synthesis of mesotrione. The process comprises reacting 4-toluene sulfonyl chloride with alkali metal sulphite and alkali metal bicarbonate to obtain alkali metal toluene-4-sulfinate. The alkali metal toluene-4-sulfinate is reacted with alkali metal salt of monochloroacetic acid to obtain 4-methylsulfonyl toluene. Further, 4-methylsulfonyl toluene is nitrated to obtain 2-nitro-4-methylsulfonyl toluene. 2-nitro-4-methylsulfonyl toluene is oxidized and then halogenated to obtain 2-nitro-4-methylsulfonylbenzoyl halide. 2-nitro-4-methylsulfonylbenzoyl halide is reacted with alkali metal salt of 1,3-cyclohexanedione to obtain 3-(2-Nitro-4-methylsulfonylbenzoyloxy)cyclohexen-1-one which is reacted with base, a third fluid medium and cyanide ion source to obtain an amorphous mesotrione. The present disclosure also discloses the steps of converting the amorphous mesotrione to crystalline mesotrione having purity greater than 99%.
Abstract: Disclosed is a method of: providing a fiber having propylene oxide adsorbed thereon; exposing the fiber to a gaseous sample; allowing the propylene oxide to react with any chlorine in the sample to form chloro-2-propanol. The method can be used to detect potassium chlorate.
Type:
Grant
Filed:
January 31, 2020
Date of Patent:
April 6, 2021
Assignee:
The Government of the United States of America, as represented by the Secretary of the Navy
Inventors:
Lauryn E. DeGreeff, Janet M. Crespo Cajigas
Abstract: The invention discloses a process for hydrogenation (alkenes, carbonyl compounds and aromatics) and hydrodeoxygenation (methoxy phenols) of organic molecules using hydrous ruthenium oxide (HRO) and its supported form as a recyclable heterogeneous catalyst in aqueous medium with good yield of desired products (70-100%) under mild reaction conditions.
Type:
Grant
Filed:
October 7, 2016
Date of Patent:
March 23, 2021
Assignee:
Council of Scientific & Industrial Research
Abstract: A method for preparing trimethylolpropane, the method including: subjecting dimethylolbutanal (DMB) to a hydrogenation reaction in the presence of a metal catalyst and an alcohol solvent. During the hydrogenation reaction, a weight ratio of the alcohol solvent based to dimethylolbutanal is 2 to 10.
Type:
Grant
Filed:
October 4, 2018
Date of Patent:
March 16, 2021
Assignee:
LG CHEM, LTD.
Inventors:
Dawon Jung, Sungshik Eom, Tae Yun Kim, Dong Hyun Ko, Mi Young Kim, Min Ji Choi, Taewoo Kim
Abstract: The present invention relates to a two-stage hydroformylation process for producing pound of the formula (I) and to a process for producing a compound of the formula (V) comprising the two-stage hydroformylation process for producing a compound of the formula (I) followed by hydrogenation of the compound of the formula (I).
Type:
Grant
Filed:
June 6, 2018
Date of Patent:
March 9, 2021
Inventors:
Marek Pazicky, Martin Ernst, Nicolas Marion, Rocco Paciello, Johann-Peter Melder, Hermann Luyken
Abstract: The present invention discloses processes for producing methyl ethyl sulfide by contacting dimethyl sulfide and diethyl sulfide in the presence of a suitable catalyst. Methyl ethyl sulfide can be used as an odorant in natural gas. Integrated mercaptan and sulfide manufacturing systems and integrated methods for making mercaptans and sulfides also are disclosed.
Type:
Grant
Filed:
December 11, 2019
Date of Patent:
February 23, 2021
Inventors:
Daniel M. Hasenberg, Kenneth M. Lassen, Jason L. Kreider, Henry Hwu
Abstract: Described are methods of making organic compounds by metathesis chemistry. The methods of the invention are particularly useful for making industrially-important organic compounds beginning with starting compositions derived from renewable feedstocks, such as natural oils. The methods make use of a cross-metathesis step with an olefin compound to produce functionalized alkene intermediates having a pre-determined double bond position. Once isolated, the functionalized alkene intermediate can be self-metathesized or cross-metathesized (e.g., with a second functionalized alkene) to produce the desired organic compound or a precursor thereto. The method may be used to make bifunctional organic compounds, such as diacids, diesters, dicarboxylate salts, acid/esters, acid/amines, acid/alcohols, acid/aldehydes, acid/ketones, acid/halides, acid/nitriles, ester/amines, ester/alcohols, ester/aldehydes, ester/ketones, ester/halides, ester/nitriles, and the like.
Type:
Grant
Filed:
April 3, 2015
Date of Patent:
February 2, 2021
Assignee:
Wilmar Trading Pte Ltd
Inventors:
Timothy W. Abraham, Hiroki Kaido, Choon Woo Lee, Richard L. Pederson, Yann Schrodi, Michael John Tupy
Abstract: The invention discloses a method for catalytically hydrogenating oxalates. In the method, an oxalate and hydrogen gas are contacted with a nanotube assembled hollow sphere catalyst, to produce a product comprising glycolate or glycol. The predominant chemical components of the catalyst include copper and silica, in which the copper is in an amount of 5 to 60% by weight of the catalyst, and the silica is in an amount of 40-95% by weight of the catalyst. The catalyst has a specific surface area of 450-500 m2/g, an average pore volume of 0.5-1 cm3/g, and an average pore diameter of 5-6 nm. The catalyst is in a structure of assembling nanotubes on hollow spheres, wherein the hollow spheres have a diameter of 50-450 nm, and a wall thickness of 10-20 nm, and the nanotubes, vertically arranged on the surfaces of the hollow spheres, have a diameter of 3-5 nm, and a length of 40-300 nm.
Abstract: The present invention provides a process for preparing 4-methyl-5-nonanone of the following formula (3): the process comprising at least a step of subjecting 2-methylpentanoic anhydride of the following formula (1) and an n-butyl nucleophilic reagent of the following general formula (2) in which M represents Li, MgZ1, or ZnZ1, wherein Z1 represents a halogen atom or an n-butyl group, to a nucleophilic substitution. reaction Coproduce 4-methyl-5-nonanone (3), as well as a process for preparing 4-methyl-5-nonanol of the following formula (5), the process comprising at least steps of preparing 4-methyl-5-nonanone; and subjecting the obtained 4-methyl-5-nonanone and a reducing agent to a reduction reaction to produce 4-methyl-5-nonanol (5).