Abstract: Embodiments of the present invention are directed to processes to improve rhodium accountability in continuous liquid recycle hydroformylation processes. In some embodiments, a process comprises contacting in a reaction zone reactants comprising mixed C8 olefins or mixed C9 olefins, hydrogen, and carbon monoxide in the presence of a catalyst comprising rhodium and an organomonophosphite ligand to form a reaction fluid, wherein the reaction fluid is introduced to a strip gas vaporizer to produce a product stream and a vaporizer tails stream, and wherein the vaporizer tails stream comprises at least 1.2 percent by weight C8 internal olefins or at least 1.3 percent by weight C9 internal olefins.
Type:
Grant
Filed:
November 14, 2019
Date of Patent:
July 4, 2023
Assignee:
Dow Technology Investments LLC
Inventors:
Michael A. Brammer, Jason F. Giles, Glenn A. Miller
Abstract: Provided is a method with which an ?-allylated cycloalkanone is obtained from a macroyclic compound used as a starting material. The method is a method for producing an ?-allylated cycloalkanone represented by General Formula (IV), and the method includes a step of reacting a compound represented by General Formula (I) and/or a compound represented by General Formula (II) with a compound represented by General Formula (III) in the presence of an acid catalyst to produce an ?-allylated cycloalkanone represented by General Formula (IV), the acid catalyst including an acid catalyst that includes an ammonium cation and an anion.
Type:
Grant
Filed:
March 17, 2020
Date of Patent:
June 27, 2023
Assignee:
Kao Corporation
Inventors:
Jun Deguchi, Makoto Sakakibara, Daichi Sakoda
Abstract: The organic small molecule 4,4?,4?,4??-(5,5-dimethoxycyclopenta-1,3-diene-1,2,3,4-tetrayl)tetrakis(N,N-bis(4-methoxyhenyl)aniline (CPDA 1), shows electrochemical properties very close to spiro-OMeTAD indicating a high compatibility with PSC systems for its use as a hole transport material (HTM). The implementation of the cyclopentadiene dimethyl acetale core helps to red shift the absorption onset of the films as well as provide a flexible spatial configuration of the molecule, which is essential for optimum film forming properties. Transient and steady state emission analysis as well as hole mobility measurements indicate that the new HTM allows a better charge extraction, transport and separation than the spiro-OMeTAD reference compound. PSCs based on the new CPDA 1 show a PCE close to 23% with lower hysteresis than its analogue. Stability studies performed under ambient, heated and humid conditions all showed that CPDA 1 is over-performing spiro-OMeTAD.
Type:
Grant
Filed:
August 2, 2021
Date of Patent:
June 20, 2023
Assignee:
Ecole Polytechnique Federale de Lausanne (EPFL)
Inventors:
Yuhang Liu, Shaik Mohammed Zakeeruddin, Michael Graetzel, Michael Bauer, Peter Bäuerle
Abstract: A preparation method of 1-(4-aminophenyl)cyclopentanecarbonitrile includes the following steps: step 1: in the presence of Li2CuCl4, adding a nitrochlorobenzene-zinc reagent dropwise to a 1-chlorocyclopentanecarbonitrile solution to prepare a compound 1-(4-nitrophenyl)cyclopentanecarbonitrile; and step 2: subjecting the compound 1-(4-nitrophenyl)cyclopentanecarbonitrile obtained in step 1 to a nitroreduction reaction under the action of a catalyst to prepare the compound 1-(4-aminophenyl)cyclopentanecarbonitrile. The preparation method involves cheap and easily-available raw materials, mild reaction conditions, and convenient operations, leads to high yield, and is environmentally-friendly and suitable for industrial large-scale production.
Abstract: The present invention relates to an acetal compound of the following general formula (1) and an acetal compound of the following general formula (2). The present invention relates to processes for preparing the acetal compound (2), comprising subjecting the acetal compound (1) to a hydrogenation reaction to form the acetal compound (2). The present invention provides a process for preparing 2,3,4,4-tetramethylcyclopentanecarbaldehyde of the following formula (3), comprising subjecting the acetal compound (2) to a hydrolysis reaction to form 2,3,4,4-tetramethylcyclopentanecarbaldehyde (3).
Abstract: Provided herein is a method for producing methyl pentenone (MPO) in high yield in a continuous mode in a fixed bed reactor having a plurality of sidewall injecting ports by reacting excess methyl ethyl ketone (MEK) with acetaldehyde in presence of a cation exchange resin catalyst, wherein the acetaldehyde is injected from the plurality of sidewall injecting ports of the reactor. The method is also effective in reducing the complete consumption of the catalyst during the course of the reaction.
Type:
Grant
Filed:
September 22, 2021
Date of Patent:
May 30, 2023
Assignees:
INDIAN INSTITUTE OF TECHNOLOGY BOMBAY, HARMONY ORGANICS PRIVATE LIMITED
Abstract: Systems and methods for the treatment of plants, including decarboxylation, photo-oxidation, oxidation and/or combinations thereof, of cannabis and hemp plants and oils for biosynthesizing THCA, CBDA, and CBCA from CBGA are disclosed. A cannabinoid compound solution is fed into a cavitation zone of a controlled cavitation apparatus where the cannabinoid compound solution is subjected to cavitation and interaction with UV light for conversion of the cannabinoid compound solution to form a synthesized cannabinoid THC, CBD, CBC, CBG, CBNA, CBEA, CBLA product, or combinations thereof.
Abstract: Platinum complexes having binaphthyldiphosphine ligands for the catalysis of the hydroxycarbonylation of ethylenically unsaturated compounds.
Type:
Grant
Filed:
December 7, 2021
Date of Patent:
May 23, 2023
Assignee:
EVONIK OPERATIONS GMBH
Inventors:
Carolin Schneider, Ralf Jackstell, Matthias Beller, Robert Franke
Abstract: Methods for aldehyde synthesis are provided. In one embodiment, a method for manufacturing aldehydes includes providing an aldehyde precursor stream and an air stream comprising nitrogen gas and oxygen gas to a reactor comprising a catalyst, reacting the aldehyde precursor stream and the oxygen gas, and converting the air stream to an oxygen gas stream when reacting the aldehyde precursor stream and oxygen gas.
Type:
Grant
Filed:
June 22, 2022
Date of Patent:
May 9, 2023
Assignee:
HEXION INC.
Inventors:
James M. Barker, Roy Smith, Gerlof Bouma
Abstract: Disclosed are amino triazole compounds of formula (I). These compounds are inhibitors of acidic mammalian chitinase and chitotriosidase. Also disclosed are methods of using the compounds to treat asthma reactions caused by allergens, as well as acute and chronic inflammatory diseases, autoimmune diseases, dental diseases, neurologic diseases, metabolic diseases, liver diseases, polycystic ovary syndrome, endometriosis, and cancer.
Type:
Grant
Filed:
July 15, 2020
Date of Patent:
May 2, 2023
Assignee:
Molecure S.A.
Inventors:
Marzena Mazur, Gleb Andryianau, Lukasz Joachimiak, Wojciech Czestkowski, Michal Kowalski, Piotr Niedziejko, Sylwia Olejniczak, Krzysztof Matyszewski, Robert Koralewski, Jacek Olczak, Adam Golebiowski, Agnieszka Bartoszewicz
Abstract: Disclosed herein are processes for preparing certain intermediates useful in the synthesis of 3-fluoro-5-(((1S,2aR)-1,3,3,4,4-pentafluoro-2a-hydroxy-2,2a,3,4-tetrahydro-1H-cyclopenta[cd]inden-7-yl)oxy)benzonitrile or a pharmaceutically acceptable salt thereof.
Type:
Grant
Filed:
October 15, 2021
Date of Patent:
April 25, 2023
Assignee:
NiKang Therapeutics, Inc.
Inventors:
Jiping Fu, Yan Lou, Yigang He, Yuetao Shi, Peng Zhou, Xingxing Li
Abstract: The present invention discloses solvent free process for extracting cholesterol free of impurities from milk fat. The so isolated cholesterol is useful for the further preparation of vitamin D3. The present invention further provides pharmaceutical grade cholesterol from milk fat of high purity.
Abstract: A one pot synthesis of a mixed macrocycle of resorcinol and pyrogallol is disclosed using an acidic catalyst by conventional as well as by microwave assisted methods. Compared with traditional synthesis, the microwave mediated tactic provides a simple, greener route and affords higher compound yields in a shorter period. Moreover, the catalyst can be efficiently reused without any loss in activity.
Abstract: Synthetic cannabinoid compounds for treatment of epilepsy, substance addiction, and Alzheimer's disease by administering to an individual in need thereof a pharmaceutical composition including a compound having the structure: or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable vehicle therefor.
Abstract: An integrated approach for utilizing waste products of 2G bio-refineries to fractionate the lignin of high purity. The present invention also provides a method of recycling of two waste products (2-G ethanol residue as the substrate (LRBR) and fusel oil/synthetic fusel oil (SFO) as one of the solvent) of the biorefineries in a beneficial manner to fractionate the lignin of high purity. The present method of separating high purity lignin comprises fractioning extractive-free lignin rich residue with a solvent, wherein the solvent is a mixture of SFO/Fusel oil and Formic acid. An optimized ratio of waste fusel oil and formic acid gave more than >85% yields of high purity lignin.
Type:
Grant
Filed:
August 25, 2021
Date of Patent:
April 11, 2023
Assignees:
INDIAN OIL CORPORATION LIMITED, DEPARTMENT OF BIOTECHNOLOGY
Inventors:
Alok Satlewal, Ruchi Agrawal, Ravindra Kumar, Ravi Prakash Gupta, Suresh Kumar Puri, Deepak Saxena, Sankara Sri Venkata Ramakumar
Abstract: Cannabis plant material is extracted with a solvent matrix consisting of one or more organic solvents and optionally water. The cannabis plant material is agitated in the solvent matrix and then removed by filtration or centrifugation. Following extraction, the plant material is separated from the solvent matrix by centrifugation. The resulting extract is clarified by membrane filtration which also removes most of the water and water-soluble impurities. The resulting extract is dewaxed using membrane filtration and/or liquid-liquid extraction. Excess solvent and terpenoids are removed by means of molecular weight cutoff membrane filtration and the resulting cannabinoid solution is decarboxylated catalytically. Seed crystals are added to crystallize the cannabinoids.
Abstract: A process for supplying deaerated water to a chemical plant that includes a distillation column for separating a reaction effluent comprising water and a product. The process includes inventorying the distillation column with aerated water (water having an oxygen content of greater than 50 ppbw, such as greater than 1 ppmw). The aerated water in the distillation column may then be distilled to produce an oxygen-containing overheads and a bottoms fraction comprising deaerated water. The deaerated water in the bottoms fraction ma be transported to an upstream or a downstream unit operation, and utilizing the deaerated water in the upstream or downstream unit operation. The reaction effluent is fed to the distillation column, transitioning the distillation column from separating oxygen from water to operations for separating the product from the water.
Type:
Grant
Filed:
August 12, 2021
Date of Patent:
April 11, 2023
Assignee:
LUMMUS TECHNOLOGY LLC
Inventors:
Rosette Barias, Maurice Korpelshoek, Michael Jon Scott, Eric Arthur Schwarz, Shahid Jamal