Patents Examined by Blaine G Doletski
  • Patent number: 11827594
    Abstract: An object of the present invention is to provide a method for producing a fluorinated organic compound, whereby an iodosylbenzene derivative can be easily separated and recovered.
    Type: Grant
    Filed: March 29, 2019
    Date of Patent: November 28, 2023
    Assignees: DAIKIN INDUSTRIES, LTD., SAGA UNIVERSITY
    Inventors: Masahiro Higashi, Yosuke Kishikawa, Tsugio Kitamura
  • Patent number: 11820741
    Abstract: A polyester polyol is synthesized through an esterification reaction with a sebacic acid by-product fatty acid as a raw material; wherein the sebacic acid by-product fatty acid is refined from a by-product produced during preparing a sebacic acid from a castor oil; the sebacic acid by-product fatty acid includes, in weight percentage: a palmitic acid 15-25%, a stearic acid 10-16%, an oleic acid 45-57%, and a linoleic acid 12-28%. A method for preparing the polyester polyol is provided, as well as a polyurethane controlled-release fertilizer envelope and a polyurethane controlled-release fertilizer. The sebacic acid by-product fatty acid is used as a raw material to synthesize the polyester polyol because of a low price. The prepared fertilizer has excellent envelope and controlled-release performance, product structure performance is stable, cost performance is high, and degradation performance is sufficient after being applied to soil.
    Type: Grant
    Filed: January 31, 2022
    Date of Patent: November 21, 2023
    Assignee: Maoshi Agricultural Technology Co., Ltd
    Inventor: Chenghu Zhong
  • Patent number: 11814350
    Abstract: The present disclosure provides improved methods of performing ozonolysis on alkenes comprising non-reductive quenching of ozonide intermediates using Bronsted bases to yield aldehyde, ketone and/or carboxylic acid products.
    Type: Grant
    Filed: October 18, 2019
    Date of Patent: November 14, 2023
    Assignee: P2 SCIENCE, INC.
    Inventors: Alexander Kendall, Yonghua Yang, Patrick Foley
  • Patent number: 11814352
    Abstract: The present disclosure discloses salts formed by 2-(1-acyloxy-n-pentyl)benzoic acid and basic amino acid or aminoguanidine, a preparation method thereof, pharmaceutical preparations containing these salts, and application thereof in preparation of drugs for preventing or treating ischemic cardiovascular and cerebrovascular diseases, resisting thrombosis and improving cardio-cerebral circulation disorders. The compound of the present disclosure has excellent water solubility, aqueous solution stability and pharmacokinetic properties, also has significant anti-platelet aggregation, anti-thrombosis, anti-cerebral ischemia and neuroprotective activity.
    Type: Grant
    Filed: December 3, 2018
    Date of Patent: November 14, 2023
    Assignee: JIANGSU KANION PHARMACEUTICAL CO., LTD.
    Inventors: Yihua Zhang, Wei Xiao, Zhangjian Huang, Jianbing Wu, Jiayi Zhu, Zhenzhong Wang, Tuanjie Wang
  • Patent number: 11814349
    Abstract: Provided are industrial processes for producing an organic acid alky ester from a feedstock containing organic acids and/or saponifiables, comprising: countercurrently contacting a feedstock with an organic alkylating reagent over two or more vessels or stages at temperature between 100° C. and 400° C. and pressure between barg and 355 barg while simultaneously removing water and/or glycerin with unreacted alkylating reagent from the final vessel or stage to result in a first reaction method product containing organic acid alkyl esters, followed by a choice of using the alkyl esters as-is, purifying the organic acid alkyl esters from the first reaction product mixture or subjecting the first reaction product mixture to an additional transesterification reaction to convert saponifiables into additional organic acid alkyl esters, then purifying the organic acid alkyl esters from this second reaction method product.
    Type: Grant
    Filed: August 3, 2022
    Date of Patent: November 14, 2023
    Assignee: INVENTURE RENEWABLES, INC.
    Inventors: Cory O'Neil Blanchard, Ryan Alexander Long, William Rusty Sutterlin, Timothy Nelson Brown, Endre Mihaly
  • Patent number: 11814339
    Abstract: A method for preparing an isocyanate in a gaseous phase by feeding, in the presence or absence of an inert gas, an amine-containing gas stream and a phosgene-containing gas stream into a reaction region, allowing the amine and the phosgene to contact in gaseous forms and undergo a phosgenation reaction in the reaction region, thus preparing the target isocyanate in a gaseous form in the reaction region. The phosgene-containing stream is subjected to preheating and warming before being fed into the reaction region, and the phosgene-containing stream comprises a substance A at a mass fraction of <1% before being subjected to the preheating and warming up. Substance A is a NCO group-containing substance and/or an olefinic double bond-containing substance. The method reduces the formation of clogging matter in a heat exchanger and a vessel during the preheating and warming of the phosgene and during the reaction process.
    Type: Grant
    Filed: December 26, 2018
    Date of Patent: November 14, 2023
    Assignees: WANHUA CHEMICAL GROUP CO., LTD., WANHUA CHEMICAL (NINGBO) CO., LTD.
    Inventors: Weiqi Hua, Tonghe Li, Yonghua Shang, Shuchang Sun, Jingxu Wang, Jinping Han, Qiang Li, Wenbin Li, Jing Li, Pengfei Wang, Yuan Li
  • Patent number: 11807597
    Abstract: Methods and systems for producing acetic acid, including glacial acetic acid. A first stream of a reactor fluid that includes methyl acetate, water, and a first amount of carbon monoxide may be forwarded from a reactor to a reactor cooler to form a cooled reactor fluid. The cooled reactor fluid may have a concentration of methyl acetate that is lower than the concentration of methyl acetate in the reactor fluid.
    Type: Grant
    Filed: March 31, 2022
    Date of Patent: November 7, 2023
    Assignee: LyondellBasell Acetyls, LLC
    Inventors: Vasilis Papavassiliou, Noel C. Hallinan, David L. Ramage, Gary A. Sawyer, Rene Zamarripa, Michael E. Fitzpatrick, Brian A. Salisbury
  • Patent number: 11795181
    Abstract: Basic copper gluconate having a formula of C6H12CuO8—X H2O and the structure of: The basic copper gluconate has a theoretical copper content of 23.1% (anhydrous).
    Type: Grant
    Filed: May 28, 2021
    Date of Patent: October 24, 2023
    Assignee: Jost Chemical Co.
    Inventor: Joseph R. Hardimon
  • Patent number: 11795133
    Abstract: The present invention provides a process for preparing 6-isopropenyl-3-methyl-9-decenyl acetate (5): wherein Ac represents an acetyl group, the process comprising steps of: subjecting a 2-methyl-2,6-heptadiene compound (1) having a leaving group X at position 1: wherein X represents an acyloxy group having 1 to 10 carbon atoms including the carbon atom of the carbonyl group, an alkanesulfonyloxy group having 1 to 10 carbon atoms, an arenesulfonyloxy group having 6 to 20 carbon atoms, or a halogen atom, to a nucleophilic substitution reaction with a 3-methylpentyl nucleophilic reagent (2) having a protected hydroxyl group at position 5: wherein M represents Li, MgZ1, ZnZ1, Cu, CuZ1, or CuLiZ1, wherein Z1 represents a halogen atom or a CH2CH2CH(CH3)CH2CH2OR group, and R represents a protecting group for a hydroxyl group, to form a 6-isopropenyl-3-methyl-9-decene compound (3) having a protected hydroxyl group at position 1: wherein R is as defined above; subjecting the 6-isopropenyl-3-methyl-9-decene compound (3
    Type: Grant
    Filed: July 7, 2021
    Date of Patent: October 24, 2023
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Akihiro Baba, Takeshi Kinsho
  • Patent number: 11773044
    Abstract: A method for producing acetic acid can improve the life of a silver-substituted ion exchange resin for removing organic iodine compounds in acetic acid. In a carbonylation process of a methanol method, an acetic acid distillation step has at least one distillation step of carrying out the purification of an acetic acid stream under conditions of a column bottom temperature of a distillation column of less than 175° C., a nickel base alloy or zirconium is used as a material of the distillation column in the distillation step, and as metal ion concentrations in a charging mixture of the distillation column in the distillation step, an iron ion concentration is less than 10,000 ppb by mass, a chromium ion concentration is less than 5,000 ppb by mass, a nickel ion concentration is less than 3,000 ppb by mass, and a molybdenum ion concentration is less than 2,000 ppb by mass.
    Type: Grant
    Filed: May 2, 2018
    Date of Patent: October 3, 2023
    Assignee: DAICEL CORPORATION
    Inventor: Masahiko Shimizu
  • Patent number: 11767284
    Abstract: An object of the present invention is to provide a method for producing an unsaturated carboxylic ester, wherein the risk of polymerization blockage is reduced and the required equipment cost and workload involved are kept low while maintaining a high conversion rate in an esterification reaction of unsaturated carboxylic acid. This object can be achieved by a method for producing an unsaturated carboxylic ester, which includes performing an esterification reaction using a reactor packed with a solid catalyst, wherein unsaturated carboxylic acid and alcohol are continuously fed to the reactor from an inlet thereof to form a fluid of the reaction solution in the reactor, and the vaporized organic solvent is continuously fed to the reactor from the inlet or a part near the inlet of the reactor.
    Type: Grant
    Filed: September 28, 2020
    Date of Patent: September 26, 2023
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yasushi Ogawa, Risa Katayama
  • Patent number: 11753361
    Abstract: The present invention relates to the field of laboratory-scale sample preparation, which describes a methodology for the specific isolation of tetraprotic naphthenic acids, called ARN acids, from residual naphthenate deposits from petroleum production. The method consists of cleaning the naphthenate deposit, converting the naphthenate salts to naphthenic acids and isolating the ARN acids from the other organic acids, using a silica-based sorbent material with aminopropyl functional groups, previously selected for an efficient elution of different functional groups and polarities.
    Type: Grant
    Filed: December 9, 2021
    Date of Patent: September 12, 2023
    Assignees: PETROLEO BRASILEIRO S.A.-PETROBRAS, UNIVERSIDADE FEDERAL DO ESPIRITO SANTO-UFES
    Inventors: Valdemar Lacerda Junior, Eliane Valeria De Barros, Alvaro Cunha Neto, Wanderson Romao, Cristina Maria Dos Santos Sad, Paulo Roberto Filgueiras, Eustaquio Vinicius Ribeiro De Castro, Luiz Silvino Chinelatto Junior, Juliana Navarro Bertelli, Rogerio Mesquita De Carvalho
  • Patent number: 11746078
    Abstract: The present invention relates to a process for preparing a (1S,2R)-(2-hydroxy-3,5,5-trimethyl-3-cyclopentenyl)methyl carboxylate compound of the following general formula (S,R)-(2), wherein R1 represents a monovalent hydrocarbon group having 1 to 6 carbon atoms, and a bold wedged bond represents the absolute configuration, and a (1R,2S)-(2-acetoxy-3,5,5-trimethyl-3-cyclopentenyl)methyl carboxylate compound of the following general formula (R,S)-(3), wherein R1 is as defined above, a hashed wedged bond represents the absolute configuration, and Ac represents an acetyl group, the process comprising: subjecting a (1RS,2SR)-(2-hydroxy-3,5,5-trimethyl-3-cyclopentenyl)methyl carboxylate compound of the following general formula (RS,SR)-(2), wherein R1 is as defined above, and a hashed unwedged bond represents a relative configuration, to a kinetic resolution reaction with a lipase in the presence of vinyl acetate to obtain the (1S,2R)-(2-hydroxy-3,5,5-trimethyl-3-cyclopentenyl)methyl carboxylate compound ((S,R)-(2)
    Type: Grant
    Filed: January 21, 2022
    Date of Patent: September 5, 2023
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Tomohiro Watanabe, Takeshi Kinsho, Takeru Watanabe, Miyoshi Yamashita, Yusuke Nagae
  • Patent number: 11739045
    Abstract: The present invention belongs to the technical field of fine chemicals and relates to a new crystalline form of tefluthrin, a preparation method therefor and the use thereof. The preparation method specifically comprises: taking an amorphous tefluthrin or a solid tefluthrin other than the tefluthrin as described in the present invention as a raw material, firstly preparing the raw material into an amorphous substance at room temperature, and then allowing the amorphous substance to cool to 5° C. to ?24° C. to obtain a white or light yellow solid, i.e., a new crystalline form of tefluthrin.
    Type: Grant
    Filed: February 22, 2022
    Date of Patent: August 29, 2023
    Assignee: ROTAM AGROCHEM INTERNATIONAL COMPANY LIMITED
    Inventor: James Timothy Bristow
  • Patent number: 11739055
    Abstract: The invention relates to a process for preparing a diisocyanate of the formula (A) where R is selected from the group consisting of alkyl, aryl, and combinations thereof, comprising the following process steps in the indicated order; 1) providing an intermediate of the formula (B) with a process using lysine and urea and where R and each R? are independently selected from the group consisting of alkyl, aryl, and combinations thereof; and 2) thermolytic cleavage of the intermediate of the formula (B), thereby affording the diisocyanate of the formula (A), and also to the diisocyanate directly prepared therewith.
    Type: Grant
    Filed: June 25, 2021
    Date of Patent: August 29, 2023
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Susanne Kreischer, Andrea Diesveld, Andrea Thesing, Jörg-Joachim Nitz
  • Patent number: 11739192
    Abstract: The invention relates to a process (100) for the recycling of an article based on (meth)acrylic thermoplastic polymer resin, characterized in that it comprises the following steps: introduction (110) of the article into a system suitable for the recycling of thermoplastic polymer, at least partial depolymerization (130) of the (meth)acrylic thermoplastic polymer resin so as to form (meth)acrylate monomers, introduction (140) of a hydrolysis catalyst into a hydrolysis reactor, introduction (150) of water into said hydrolysis reactor, and conversion (160), in the hydrolysis reactor, of at least part of the (meth)acrylate monomers into (meth)acrylic acid. The invention also relates to a system for recycling an article based on (meth)acrylic thermoplastic polymer resin.
    Type: Grant
    Filed: April 26, 2019
    Date of Patent: August 29, 2023
    Assignee: ARKEMA FRANCE
    Inventor: Jean-Luc Dubois
  • Patent number: 11731936
    Abstract: In the embodiments, an aqueous hydrochloric acid solution instead of hydrogen chloride gas and solid triphosgene instead of phosgene gas may be used in the process of preparing a diisocyanate from a diamine through a diamine hydrochloride. In addition, the embodiments provide processes for preparing a diisocyanate composition and an optical lens of high quality in which the content of water, the content of cations, or the content of an aromatic compound containing 3 or more of chlorine (Cl) in the organic solvent used in the reaction of a diamine hydrochloride composition and triphosgene is adjusted to a specific range.
    Type: Grant
    Filed: December 4, 2020
    Date of Patent: August 22, 2023
    Assignees: SKC CO., LTD., WOORI FINE CHEM CO., LTD
    Inventors: Jaeyoung Pai, Jeongmoo Kim, Jung Hwan Myung, Hyuk Hee Han, Jooyoung Jung, Myung-Ok Kyun
  • Patent number: 11724979
    Abstract: Treprostinil is a synthetic prostacyclin derivative with thrombocyte aggregation inhibitory and vasodilatory activity. Treprostinil can be administered in subcutaneous, intravenous, inhalable, or oral forms. Disclosed is a method for the preparation of treprostinil of formula I and its amorphous form, anhydrate form, monohydrate form, and polyhydrate form salts with bases. In the disclosed method, the chiral center in the 3-hydroxyoctyl substituent is formed at the end of the synthesis, so that the method is robust and well scalable. Also disclosed are treprostinil intermediates and the preparation of the intermediates.
    Type: Grant
    Filed: July 15, 2021
    Date of Patent: August 15, 2023
    Assignee: CHINOIN GYÓGYSZER ÉS VEGYÉSZETI TERMÉKEK GYÁRA ZRT.
    Inventors: Imre Juhász, Irén Hortobágyi, Tamás Altsach, István Lászlófi, Ágnes Nagyné Borkó, Imre Rozsumberszki, Gábor Havasi, Zsuzsanna Kardos, Péter Buzder-Lantos
  • Patent number: 11713331
    Abstract: The invention provides extended bisphosphonate-based metal complexes using benzene1,4-bis(bisphosphonic acid) (BBPA), an analog of benzene 1,4-dicarboxylic acid (BDC). Hydrothermal synthesis of BBPA with the bioactive metals Ca2+, Zn2+, and Mg2+ leads to four crystals phases, namely, BBPA-Ca forms I and II, BBPA-Zn form I, and BBPA-Mg form I. Out of the three structures, BBPA-Ca form II presents large channels (8 ?×12 ?), potentiating the use of this framework to load drugs. Cytotoxicity effects of BBPA was elucidated in a human breast cancer MDA-MB-231 and a normal osteoblast hFOB 1.19 cell lines. The half-maximal inhibitory concentration (IC50) for BBPA used to treat both cell lines were >200 ?M at 24, 48, and 72 h of treatment. The BBPA in the range of concentration employed (0-200 ?M) was not cytotoxic against these cell lines.
    Type: Grant
    Filed: April 12, 2021
    Date of Patent: August 1, 2023
    Assignee: University of Puerto Rico
    Inventors: Vilmali Lopez-Mejias, Lesly Y. Carmona-Sarabia, Andrea M. Escalera Joy, Darilys Mojica Vazquez
  • Patent number: 11702384
    Abstract: According to an embodiment, the pH of a diisocyanate composition and a diamine hydrochloride composition used in the preparation of an optical lens is adjusted to a specific range, whereby it is possible to enhance not only the yield and purity of the diisocyanate composition but also the optical characteristics of the final optical lens by suppressing the striae and cloudiness. Specifically, according to the process of the embodiment, the amount of an aqueous hydrochloric acid solution introduced to the reaction may be adjusted to control the pH of the diisocyanate composition to a desired range, thereby enhancing the yield and purity. Accordingly, the process for preparing a diisocyanate composition according to the embodiment can be applied to the preparation of a plastic optical lens of high quality.
    Type: Grant
    Filed: December 4, 2020
    Date of Patent: July 18, 2023
    Assignees: SKC CO., LTD., WOORI FINE CHEM CO., LTD.
    Inventors: Jaeyoung Pai, Jeongmoo Kim, Hyuk Hee Han, Jung Hwan Myung