Polyoxy Containing Reactant Patents (Class 568/486)
  • Patent number: 10569259
    Abstract: The present disclosure relates to a catalyst for dehydration of glycerin, a preparation method thereof, and a production method of acrolein using the catalyst. Particularly, the catalyst according to an embodiment of the present disclosure is used in a dehydration reaction of glycerin to exhibit high catalytic activity, a high yield, and high selectivity to acrolein and acrylic acid, and has a longer lifetime compared to the conventional catalysts due to a characteristic that coke carbon cannot be easily deposited on the surface of the catalyst.
    Type: Grant
    Filed: December 15, 2016
    Date of Patent: February 25, 2020
    Assignee: LG CHEM, LTD.
    Inventors: Jun Seon Choi, Ji Yeon Kim, Joo Young Cheon, Wang Rae Joe, Hye Jeong Ok, Kyung Soo Kim
  • Patent number: 10046307
    Abstract: The present invention relates to: a catalyst for glycerin dehydration; a preparation method therefor; and an acrolein preparation method using the catalyst. According to one embodiment of the present invention, the catalyst is used in glycerin dehydration so as to exhibit high catalytic activity, a high yield and high acrolein selectivity, and has a characteristic in which carbon is not readily deposited, thereby having a long lifetime compared with that of a conventional catalyst.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: August 14, 2018
    Assignee: LG CHEM, LTD.
    Inventors: Ji Yeon Kim, Jun Seon Choi, Joo Young Cheon, Wang Rae Joe, Hye Jeong Ok, Kyung Soo Kim
  • Patent number: 9861957
    Abstract: The present invention relates to: a catalyst for glycerin dehydration; a preparation method therefor; and an acrolein preparation method using the catalyst. According to one embodiment of the present invention, the catalyst is used in glycerin dehydration so as to exhibit high catalytic activity, a high yield and high acrolein selectivity, and has a characteristic in which carbon is not readily deposited, thereby having a long lifetime compared with that of a conventional catalyst.
    Type: Grant
    Filed: December 8, 2015
    Date of Patent: January 9, 2018
    Assignee: LG CHEM, LTD.
    Inventors: Ji Yeon Kim, Jun Seon Choi, Joo Young Cheon, Wang Rae Joe, Hye Jeong Ok, Kyung Soo Kim
  • Patent number: 9393554
    Abstract: Provided is a method that produces a saturated aldehyde from a 1,2-alkanediol in high yield. Disclosed is a method for producing a saturated aldehyde from a 1,2-alkanediol in the presence of a regular mesoporous material.
    Type: Grant
    Filed: February 4, 2014
    Date of Patent: July 19, 2016
    Assignees: TOKUSHIMA UNIVERSITY, MITSUBISHI RAYON CO., LTD.
    Inventors: Shigeru Sugiyama, Yuuki Katou, Toshiya Yasukawa, Shuji Akihara, Wataru Ninomiya
  • Patent number: 9365477
    Abstract: Provided is a method of producing lavandulal at a high yield by controlling formation of its isomer of lavandulal as a by-product. In a method of producing lavandulal by making an acetal compound represented by the following formula (I) react with 3-methyl-1-butene-3-ol in the presence of an acid catalyst, the method includes: adding, to a liquid mixture comprising an acid catalyst, an acetal compound represented by the following formula (I), and 3-methyl-1-butene-3-ol in at least a portion of an amount to be used (3-methyl-1-butene-3-ol (a)), 3-methyl-1-butene-3-ol in the other portion of the amount to be used (3-methyl-1-butene-3-ol (b)); and maintaining the liquid mixture at a temperature of 110° C. or higher: in which Each R in the formula (I) represents an alkyl group.
    Type: Grant
    Filed: March 6, 2014
    Date of Patent: June 14, 2016
    Assignee: KURARAY CO., LTD.
    Inventor: Junko Sato
  • Patent number: 9327276
    Abstract: The present invention relates to a catalyst for glycerin dehydration, a preparation method thereof, and a preparation method of acrolein, and more particularly, to a catalyst for glycerin dehydration which minimizes by-product formation during glycerin dehydration to improve acrolein selectivity and maintains high catalytic activity during reaction.
    Type: Grant
    Filed: July 15, 2014
    Date of Patent: May 3, 2016
    Assignee: LG CHEM, LTD.
    Inventors: Jun Seon Choi, Ji Yeon Kim, Joo Young Cheon, Wang Rae Joe
  • Patent number: 9255056
    Abstract: Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ?-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).
    Type: Grant
    Filed: April 9, 2014
    Date of Patent: February 9, 2016
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Miyoshi Yamashita, Takehiko Fukumoto, Takeshi Kinsho
  • Publication number: 20150141703
    Abstract: The invention concerns a chemical reaction process performed in a reaction chamber (1) which contains a catalyst bed, the reaction chamber (1) comprising a first end (2) and a second end (3), opposite the first end (2), the process involving alternately: a reaction phase, in which a reaction flow passes through the reaction chamber (1) from its first end (2) towards its second end (3); and a catalyst-regeneration phase, in which a regeneration flow passes through the reaction chamber (1) from its second end (3) towards its first end (2). The reaction chamber (1) preferably consists of a plurality of separate reaction compartments containing a catalyst bed and a heat-exchange system for exchanging heat therebetween.
    Type: Application
    Filed: June 6, 2013
    Publication date: May 21, 2015
    Inventor: Jean-Luc Dubois
  • Patent number: 8993810
    Abstract: Disclosed is a preparation method of the lycopene intermediate 3-methyl-4,4-dialkoxy-1-butaldehyde. The preparation method comprises the following steps: (1) reacting 2-methyl-3,3-dialkoxy-1-halopropane with magnesium powder in the solvent of anhydrous tetrahydrofuran at a temperature of 45˜65° C. to generate a mixture of Grignard reagents under the protection of an inert gas; and (2) adding N,N-disubstituted carboxamide to the mixture of Grignard reagents and reacting at a temperature of 10° C.˜35° C. to obtain 3-methyl-4,4-dialkoxy-1-butaldehyde. The process route of the present invention is simple and direct, the operation is easy, the conditions are mild and the yield is good, and thus the invention has commercial value.
    Type: Grant
    Filed: December 10, 2012
    Date of Patent: March 31, 2015
    Assignees: Nanjing University of Technology, Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory
    Inventors: Chunlei LV, Shiqing Pi, Jianhui Chen, Dingqiang Lu, Pingkai Ouyang
  • Publication number: 20150087861
    Abstract: The invention relates to the production of acrolein and/or acrylic acid from glycerol, and more particularly to a method for continuous production of a stream comprising acrolein by dehydration of glycerol, comprising cycles of reaction and regeneration of a dehydration catalyst.
    Type: Application
    Filed: April 3, 2013
    Publication date: March 26, 2015
    Inventors: Jean-Francois Devaux, Michel Fauconet, Nabil Tlili
  • Publication number: 20150031887
    Abstract: An organocatalyst for oxidizing alcohols in which a primary alcohol is selectively oxidized in a polyol substrate having a plurality of alcohols under environmentally-friendly conditions. The organic oxidation catalyst has an oxygen atom bonded to a nitrogen atom of an azanoradamantane skeleton and at least one alkyl group at positions 1 and 5. The oxidation catalyst has higher activity than TEMPO, which is an existing oxidation catalyst, in the selective oxidation reaction of primary alcohols, and better selectivity than AZADO and 1-Me-AZADO. This DMN-AZADO can be applied to the selective oxidation reaction of primary alcohols that contributes to shortening the synthesizing process for pharmaceuticals, pharmaceutical raw materials, agricultural chemicals, cosmetics, organic materials, and other such high value-added organic compounds.
    Type: Application
    Filed: February 22, 2013
    Publication date: January 29, 2015
    Inventors: Yoshiharu Iwabuchi, Masatoshi Shibuya, Ryusuke Doi
  • Patent number: 8940942
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Grant
    Filed: December 26, 2013
    Date of Patent: January 27, 2015
    Assignee: Suterra LLC
    Inventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
  • Publication number: 20150005526
    Abstract: A catalyst composition comprising at least an heteropolyacid deposited on a porous titania carrier. A catalyst composition comprising at least an heteropolyacid in which protons in the heteropolyacid may be partially exchanged by at least one cation selected from elements belonging to Group 1 to Group 16 of the Periodic Table of Elements that have been deposited on a porous titania carrier. A method for preparing the catalyst composition, comprising impregnating a titania carrier with a solution of at least one metal selected from elements belonging to the Group 1 to Group 16 of the Periodic Table of Elements or onium, drying and firing the resulting solid mixture, secondly impregnating the resulting solid mixture with a solution of heteropolyacid, drying, and firing the resulting solid mixture. A process for preparing acrolein and acrylic acid by dehydration of glycerin, carried out in the presence of the catalyst.
    Type: Application
    Filed: September 19, 2014
    Publication date: January 1, 2015
    Applicants: ARKEMA FRANCE, NIPPON KAYAKU KABUSHIKI KAISHA
    Inventors: Yasuhiro MAGATANI, Kimito OKUMURA, Jean-Luc DUBOIS, Jean-Francois DEVAUX
  • Patent number: 8907135
    Abstract: The present disclosure relates to facilities, systems, methods and/or catalysts for use in chemical production. In particular, the disclosure provides innovations relating to dehydration of multihydric compounds such as glycerol to form acrolein. Some of these innovations include continuous reaction systems as well as system parameters that allow for long term production.
    Type: Grant
    Filed: May 10, 2013
    Date of Patent: December 9, 2014
    Assignee: Battelle Memorial Institute
    Inventors: James J. Strohm, Alan H. Zacher, James F. White, Michel J. Gray, Vanessa Lebarbier
  • Publication number: 20140309452
    Abstract: Provided is a method for industrially producing a conjugated Z-alken-yn-yl acetate such as Z-13-hexadecen-11-yn-yl acetate which is a sex pheromone component of a pine processionary moth, and an intermediate for the conjugated Z-alken-yn-yl acetate under mild conditions at a high yield. More specifically, provided is a method for producing a conjugated Z-alken-yn-yl acetate (5) comprising the steps of: reacting an ?-halo-2-alkynal (1) with an alkylidene triphenylphosphorane (3) through a Wittig reaction to obtain a conjugated Z-alken-yn-yl halide (4), and acetoxylating the conjugated Z-alken-yn-yl halide (4) into a conjugated Z-alken-yn-yl acetate (5).
    Type: Application
    Filed: April 9, 2014
    Publication date: October 16, 2014
    Applicant: Shin-Etsu Chemical Co., Ltd.
    Inventors: Miyoshi Yamashita, Takehiko Fukumoto, Takeshi Kinsho
  • Patent number: 8829246
    Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerol in the presence of a catalyst system based on iron phosphorous oxide containing, in addition, one or more elements chosen from alkali metals, alkaline-earth metals, AI, Si, B, Co, Cr, Ni, V, Zn, Zr, Sn, Sb, Ag, Cu, Nb, Mo, Y, Mn, Pt, Rh and the rare earths La, Ce, Sm. The process is preferably carried out in the gas phase in the presence of oxygen starting from aqueous solutions of glycerol. The process according to the invention makes it possible of obtain high acrolein selectivities.
    Type: Grant
    Filed: September 11, 2008
    Date of Patent: September 9, 2014
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Publication number: 20140213811
    Abstract: The present invention relates to the production of acrolein, acrylic acid or methacrylic acid by dehydration reaction of renewable raw material such as glycerin or hydroxycarboxylic acids, in the presence of a novel catalyst system supported on a carrier having a bimodal structure and a high pore volume and distribution. The dehydration reactions can be carried out for longer operation duration, so that acrolein, acrylic acid or methacrylic acid can be produced at higher productivity and for longer running time.
    Type: Application
    Filed: July 27, 2012
    Publication date: July 31, 2014
    Inventors: Jean-Luc Dubois, Kimito Okumura, Yasushi Kobayashi, Ryota Hiraoka
  • Publication number: 20140206906
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Application
    Filed: December 26, 2013
    Publication date: July 24, 2014
    Applicant: Suterra LLC
    Inventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
  • Patent number: 8742178
    Abstract: An object of the present invention is to provide a technology which can suppress the blockage and abrasion of pipes and devices caused by the production of by-products and stably synthesize acrolein at a high yield, under a condition in which energy efficiency is improved by an elevated concentration of glycerol in a reaction liquid, in a process for synthesis of acrolein by reacting supercritical water and an acid with glycerol. An embodiment of the present invention includes: setting a concentration of glycerol in the reaction liquid at 30% by weight or lower; also cooling the reaction liquid to a temperature between a temperature (300° C. or lower) at which the reaction stops and a temperature (100° C.
    Type: Grant
    Filed: February 9, 2010
    Date of Patent: June 3, 2014
    Assignee: Hitachi, Ltd.
    Inventors: Takeyuki Kondo, Hiroyuki Ito, Yasunari Sase, Toshiaki Matsuo, Kenichiro Oka, Masayuki Kamikawa, Masashi Tanto
  • Patent number: 8692029
    Abstract: An object of the present invention is to provide an industrially applicable method for producing acrolein via treatment with supercritical water from glycerin obtained as a by-product during the process of biodiesel fuel production from waste animal/plant fat or oil with the use of an alkali catalyst. The present invention provides a method for producing acrolein, which comprises: a determination step of determining the hydrogen ion concentration in glycerin obtained as a by-product; an acid addition step of adding to the glycerin an acid at an amount calculated based on the results of the determination step so as to make the glycerin acidic; and a supercritical water treatment step of allowing supercritical water to act on the glycerin after the acid addition so as to produce acrolein from the glycerin.
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: April 8, 2014
    Assignee: Hitachi, Ltd.
    Inventors: Masashi Tanto, Yasunari Sase, Hiroyuki Ito, Toshiaki Matsuo, Takeyuki Kondo
  • Publication number: 20140094617
    Abstract: A chemical reactor including: a plurality of heat exchange plates which between them define reaction compartments, in which reactor each heat exchange plate includes two walls between them defining at least one heat exchange space, the respective walls being fixed together by joining regions, and the reactor also comprises at least one injection device for injecting substance into the reaction compartments, said substance-injection device passing through the heat-exchange plates in respective joining regions thereof. Also, a chemical reaction process that can be carried out in this reactor.
    Type: Application
    Filed: June 1, 2012
    Publication date: April 3, 2014
    Applicant: ARKEMA FRANCE
    Inventor: Jean-Luc Dubois
  • Patent number: 8648216
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Grant
    Filed: November 19, 2012
    Date of Patent: February 11, 2014
    Inventors: Andrew S. Thompson, Xiongzhi Shawn Zhang, Lonnie Robarge
  • Publication number: 20140005442
    Abstract: The present invention relates to 2,6,10-trimethyl-3,5,9-undecatrienyl-1-aldehyde represented by formula (3), and a method for preparing this intermediate. The process route of the present invention is simple, the starting materials are available easily, and the cost is low.
    Type: Application
    Filed: December 3, 2012
    Publication date: January 2, 2014
    Applicants: SHAOXING UNIVERSITY, ZHEJIANG MEDICINE CO., LTD. XINCHANG
    Inventors: Runpu Shen, Chunlei LV, Xiaoyue Jiang, Xuejun Lao, Weidong Ye, Luo Liu, Xiaohua Song, Chunlei Wu
  • Patent number: 8609904
    Abstract: The present invention relates to the manufacture of bioresourced acrolein and bioresourced acrylic acid from glycerol as starting material and more particularly comes within the scope of a process for the manufacture of acrolein and acrylic acid according to which the reaction for the dehydration of glycerol to give acrolein is carried out and a stage of oxidizing a water-rich phase separated from the reaction mixture coming from this dehydration reaction is carried out, before it is recycled to the glycerol dehydration stage. This oxidation treatment prevents organic impurities from accumulating during the process, while minimizing the consumption of water and the discharge of polluted aqueous streams.
    Type: Grant
    Filed: December 13, 2010
    Date of Patent: December 17, 2013
    Assignee: Arkema France
    Inventors: Jean-Francois Devaux, Michel Fauconet, Nabil Tlili, Philippe Haller, Jean-Paul Combet
  • Patent number: 8604234
    Abstract: The invention relates to a method for preparing acrolein from glycerol or glycerin, according to which dehydration of glycerol or glycerin is carried out in the presence of a catalyst which consists in at least one silica modified with zirconium dioxide, titanium dioxide or tungsten trioxide or any combination of these oxides, and a heteropolyacid. This method may be used for making 3-(methylthio)propionic aldehyde (MMP), 2-hydroxy-4-methylthiobutyronitrile (HMBTN), methionine or its analogs, from acrolein.
    Type: Grant
    Filed: December 21, 2010
    Date of Patent: December 10, 2013
    Assignees: Adisseo France S.A.S., Centre National de la Recherche Scientifique, Universite Lille 1-Sciences et Technologies
    Inventors: Sebastien Paul, Benjamin Katryniok, Franck Dumeignil, Mickael Capron
  • Publication number: 20130253227
    Abstract: The present disclosure relates to facilities, systems, methods and/or catalysts for use in chemical production. In particular, the disclosure provides innovations relating to dehydration of multihydric compounds such as glycerol to form acrolein. Some of these innovations include continuous reaction systems as well as system parameters that allow for long term production.
    Type: Application
    Filed: May 10, 2013
    Publication date: September 26, 2013
    Applicant: Battelle Momerial Institute
    Inventors: James J. Strohm, Alan H. Zacher, James F. White, Michel J. Gray, Vanessa Lebarbier
  • Patent number: 8530703
    Abstract: The present disclosure relates to facilities, systems, methods and/or catalysts for use in chemical production. In particular, the disclosure provides innovations relating to dehydration of multihydric compounds such as glycerol to form acrolein. Some of these innovations include continuous reaction systems as well as system parameters that allow for long term production.
    Type: Grant
    Filed: December 20, 2010
    Date of Patent: September 10, 2013
    Assignee: Battelle Memorial Institute
    Inventors: James J. Strohm, Alan H. Zacher, James F. White, Michel J. Gray, Vanessa Lebarbier
  • Publication number: 20130217909
    Abstract: A continuous process for obtaining acrolein by catalytic dehydration of glycerol or glycerin, in the presence of an acid catalyst, wherein said process comprises the concomitant regeneration of said catalyst and is carried out in a fluidized bed reactor, said reactor comprising two zones, a first zone, or lower zone, termed catalyst regeneration zone, in which a fluidization gas comprising oxygen is introduced, and a second zone, or upper zone, termed reaction zone, in which the glycerol or glycerin is introduced and converted into acrolein.
    Type: Application
    Filed: October 26, 2011
    Publication date: August 22, 2013
    Applicants: ECOLE CENTRALE DE LILLE, ADISSEO FRANCE S.A.S.
    Inventors: Stephane Pariente, Virginie Belliere-Baca, Sebastien Paul, Nouria Fatah
  • Publication number: 20130197258
    Abstract: The invention concerns a method for preparing acrolein from glycerol or glycerine, wherein dehydration of the glycerol or glycerine is achieved in the presence of a catalyst based on zirconium oxide and which active phase consists in at least a) a silicon oxide, a zirconium oxide and at least one metal M oxide, said metal being selected from tungsten, cerium, manganese, niobium, tantalum, vanadium and titanium, b) a titanium oxide, a zirconium oxide and at least one metal M oxide, said metal being selected from tungsten, cerium, manganese, niobium, tantalum, vanadium and silicon. This method can be used for making 3-(methylthio)propionic aldehyde MMP, 2-hydroxy-4-,methylthiobutyronitrile HMTBN, methionine and its analogs.
    Type: Application
    Filed: June 16, 2011
    Publication date: August 1, 2013
    Applicants: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, ADISSEO FRANCE S.A.S.
    Inventors: Pascaline Lauriol-Garbey, Virginie Belliere-Baca, Stéphane Loridant, Jean-Marc Millet
  • Publication number: 20130190523
    Abstract: Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates firmed thereby.
    Type: Application
    Filed: March 12, 2013
    Publication date: July 25, 2013
    Applicant: Vascular Biogenics Ltd.
    Inventor: Vascular Biogenics Ltd.
  • Publication number: 20130158283
    Abstract: Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.
    Type: Application
    Filed: December 10, 2012
    Publication date: June 20, 2013
    Applicant: Vascular Biogenics Ltd.
    Inventor: Vascular Biogenics Ltd.
  • Publication number: 20130144086
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Application
    Filed: November 19, 2012
    Publication date: June 6, 2013
    Applicant: SUTERRA LLC
    Inventor: SUTERRA LLC
  • Publication number: 20130096322
    Abstract: A method of production of value-added, biobased chemicals, derivative products, and/or purified glycerin from bioglycerin of recycled oil, grease, and/or fat origin is described herein. A method of purification of bioglycerin of recycled oil, grease, and/or fat origin is also described herein. The method of purification of bioglycerin of recycled oil, grease, and/or fat origin described provides methods for desalinating, decolorizing, and/or concentrating bioglycerin of recycled oil, grease, and/or fat origin for the production of biobased chemicals, derivative products, and/or purified glycerin.
    Type: Application
    Filed: January 12, 2012
    Publication date: April 18, 2013
    Applicant: THESIS CHEMISTRY, LLC
    Inventors: John R. Peterson, Christopher M. Yost
  • Publication number: 20130066100
    Abstract: A process for preparing a catalyst used in a production of acrolein and acrylic acid by dehydration reaction of glycerin, characterized by the steps of mixing a solution of heteropolyacid or constituents of heteropolyacid, a solution of at least one metal selected from elements belonging to Group 1 to Group 16 of the Periodic Table of Elements or its onium and a carrier to obtain a solid substance, and then of effecting at least one time of calcination before said solid substance is used in the dehydration reaction of glycerin. A catalyst obtained by the process for use in a production of acrolein and acrylic acid by dehydration reaction of glycerin. A process for preparing acrolein by catalytic dehydration of glycerin carried out in the presence of the catalyst and under a pressurized condition. A process for preparing acrylic acid obtained by oxydation of acrolein obtained. A process for preparing acrylonitrile obtained by ammoxidation of acrolein obtained.
    Type: Application
    Filed: October 15, 2010
    Publication date: March 14, 2013
    Applicant: NIPPON KAYAKU KABUSHIKI KAISHA
    Inventors: Yasuhiro Magatani, Kimito Okumura, Jean-Luc Dubois
  • Publication number: 20130053595
    Abstract: A catalyst composition comprising at least an heteropolyacid deposited on a porous titania carrier. A catalyst composition comprising at least an heteropolyacid in which protons in the heteropolyacid may be partially exchanged by at least one cation selected from elements belonging to Group 1 to Group 16 of the Periodic Table of Elements that have been deposited on a porous titania carrier. A method for preparing the catalyst composition, comprising impregnating a titania carrier with a solution of at least one metal selected from elements belonging to the Group 1 to Group 16 of the Periodic Table of Elements or onium, drying and firing the resulting solid mixture, secondly impregnating the resulting solid mixture with a solution of heteropolyacid, drying, and firing the resulting solid mixture. A process for preparing acrolein and acrylic acid by dehydration of glycerin, carried out in the presence of the catalyst.
    Type: Application
    Filed: September 18, 2009
    Publication date: February 28, 2013
    Applicants: ARKEMA FRANCE, NIPPON KAYAKU KABUSHIKI KAISHA
    Inventors: Yasuhiro Magatani, Kimito Okumura, Jean-Luc Dubois, Jean-Francois Devaux
  • Patent number: 8378136
    Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerol in the presence of a catalyst system comprising oxygen, phosphorus and at least one metal chosen from vanadium, boron or aluminium. The process is preferably carried out in the gas phase in the presence of oxygen starting from aqueous solutions of glycerol.
    Type: Grant
    Filed: October 5, 2009
    Date of Patent: February 19, 2013
    Assignee: Arkema France
    Inventor: Jean-Luc Dubois
  • Publication number: 20130018161
    Abstract: A catalyst for glycerin dehydration of the present invention comprises boron phosphate or a rare-earth metal phosphate, wherein a molar ratio P/B of phosphorus (P) to boron (B) or a molar ratio P/R of phosphorus (P) to a rare-earth metal (R) is more than 1.0 and 2.0 or less. An another catalyst for glycerin dehydration of the present invention comprises a combination of boron phosphate and a metal element or a combination of a rare-earth metal phosphate and a metal element other than a rare-earth metal, wherein a molar ratio M/(P+B) of a metal element (M) to phosphorus (P) and boron (B) or a molar ratio M/(P+R) of a metal element (M) to phosphorus (P) and a rare-earth metal (R) is more than 0.00005 and 0.5 or less.
    Type: Application
    Filed: March 28, 2011
    Publication date: January 17, 2013
    Inventors: Takayuki Ezawa, Masaki Okada, Yoshitaka Arita
  • Publication number: 20120330049
    Abstract: The invention relates to a method for preparing acrolein from glycerol or glycerin, according to which dehydration of glycerol or glycerin is carried out in the presence of a catalyst which consists in at least one silica modified with zirconium dioxide, titanium dioxide or tungsten trioxide or any combination of these oxides, and a heteropolyacid. This method may be used for making 3-(methylthio)propionic aldehyde (MMP), 2-hydroxy-4-methylthiobutyronitrile (HMBTN), methionine or its analogs, from acrolein.
    Type: Application
    Filed: December 21, 2010
    Publication date: December 27, 2012
    Applicants: ADISSEO FRANCE S.A.S., UNIVERSITE LILLE 1 - SCIENCES ET TECHNOLOGIES, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE
    Inventors: Sebastien Paul, Benjamin Katryniok, Franck Dumeignil, Mickael Capron
  • Publication number: 20120330058
    Abstract: The present invention relates to the manufacture of bioresourced acrolein and bioresourced acrylic acid from glycerol as starting material and more particularly comes within the scope of a process for the manufacture of acrolein and acrylic acid according to which the reaction for the dehydration of glycerol to give acrolein is carried out and the organic compounds which are heavier than water liable to be present in the various streams of the process arc removed, so as to obtain a stream which can be recycled to the dehydration stage without accumulation of heavy impurities, while minimizing the consumption of water and the discharge of polluted aqueous streams.
    Type: Application
    Filed: December 10, 2010
    Publication date: December 27, 2012
    Inventors: Jean-Francois Devaux, Andre Lozowski, Nabil Tlili
  • Patent number: 8329957
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Grant
    Filed: February 13, 2012
    Date of Patent: December 11, 2012
    Assignee: Suterra LLC
    Inventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
  • Publication number: 20120302797
    Abstract: The present invention relates to the manufacture of bioresourced acrolein and bioresourced acrylic acid from glycerol as starting material and more particularly comes within the scope of a process for the manufacture of acrolein and acrylic acid according to which the reaction for the dehydration of glycerol to give acrolein is carried out and a stage of oxidizing a water-rich phase separated from the reaction mixture coming from this dehydration reaction is carried out, before it is recycled to the glycerol dehydration stage. This oxidation treatment prevents organic impurities from accumulating during the process, while minimizing the consumption of water and the discharge of polluted aqueous streams.
    Type: Application
    Filed: December 13, 2010
    Publication date: November 29, 2012
    Applicant: Arkema France
    Inventors: Jean-Francois Devaux, Michel Fauconet, Nabil Tlili, Philippe Haller, Jean-Paul Combet
  • Patent number: 8318978
    Abstract: The invention offers an improvement in a process for start-up in the occasion of producing acrylic acid by catalytically oxidizing acrolein at vapor phase under high load conditions, the start-up meaning the step of increasing the acrolein supply rate (loading) from the non-reacting condition to the prescribed reaction conditions. This process is characterized in that the acrolein supply rate is increased in the start-up stage of the reaction until the prescribed composition of starting reactant gas and the flow rate of the starting reactant gas are obtained, while adjusting at least one of the reaction temperature, the composition of the starting reactant gas and the flow rate of the starting reactant gas, so as to maintain the acrolein conversion at not lower than 90 mol %, the maximum peak temperature of the catalyst layer in each reaction zone at no higher than 400° C.
    Type: Grant
    Filed: March 26, 2010
    Date of Patent: November 27, 2012
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Michio Tanimoto, Hideo Onodera
  • Patent number: 8252960
    Abstract: The subject of the present invention is a process for preparing acrolein by dehydration of glycerin, characterized in that the dehydration is carried out in the presence of a catalyst comprising mainly a compound in which protons in a heteropolyacid are exchanged at least partially with at least one cation selected from elements belonging to Group 1 to Group 16 of the Periodic Table of Elements. The process according to the invention permits to obtain acrolein at higher yield.
    Type: Grant
    Filed: April 14, 2009
    Date of Patent: August 28, 2012
    Assignee: Arkema France
    Inventors: Jean-Luc Dubois, Yasuhiro Magatani, Kimito Okumura
  • Patent number: 8198477
    Abstract: The present invention relates to a process for producing acrolein by liquid phase dehydration of glycerol by preparing a mixture of a catalyst suspended in an organic solvent comprising one or more vinyl polymers and glycerol; and then mixing and heating the mixture to between 150° C. and 350° C. to dehydrate the glycerol and form acrolein. The vinyl polymers are selected from the group consisting of polyolefins, polystyrene, and mixtures thereof. The polyolefins may be polyethylene, polypropylene, polybutylene, polyisobutylene, polyisoprene, polypentene, or mixtures thereof. The acrolein may be subjected to vapor phase oxidation in the presence of a catalyst, such as a mixed metal oxide, to produce acrylic acid.
    Type: Grant
    Filed: November 20, 2009
    Date of Patent: June 12, 2012
    Inventors: Leonard Edward Bogan, Jr., Mark Anthony Silvano
  • Publication number: 20120130108
    Abstract: Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.
    Type: Application
    Filed: January 26, 2012
    Publication date: May 24, 2012
    Applicant: Vascular Biogenics Ltd.
    Inventors: Gideon Halperin, Eti Kovalevski-Ishai
  • Publication number: 20120095269
    Abstract: An object of the present invention is to provide an industrially applicable method for producing acrolein via treatment with supercritical water from glycerin obtained as a by-product during the process of biodiesel fuel production from waste animal/plant fat or oil with the use of an alkali catalyst. The present invention provides a method for producing acrolein, which comprises: a determination step of determining the hydrogen ion concentration in glycerin obtained as a by-product; an acid addition step of adding to the glycerin an acid at an amount calculated based on the results of the determination step so as to make the glycerin acidic; and a supercritical water treatment step of allowing supercritical water to act on the glycerin after the acid addition so as to produce acrolein from the glycerin.
    Type: Application
    Filed: June 30, 2010
    Publication date: April 19, 2012
    Inventors: Masashi Tanto, yasunari Sase, Hiroyuki Ito, Toshiaki Matsuo, Takeyuki Kondo
  • Patent number: 8143455
    Abstract: What is described is a process for preparing 2-hydroxyacetals of the general formula in which R1 is hydrogen, a branched or unbranched C1-C12-alkyl radical, an electron-deficient, halogen-, NO2—, CN—, CF3—, acyl group- or branched or unbranched alkyl group-substituted or unsubstituted C5-C6-aryl or heteroaryl, and R2 is a branched or unbranched C1-C5-alkyl radical, or both R2 radicals are bonded directly to one another or to one another via a C1-C4 unit, by reacting an enol compound of the general formula (II) in which R3 is the same and R1 is as defined for formula (Ia), with bromine to give the corresponding dibromo adduct and then reacting this dibromo adduct with an alkoxide of the general formula (III) M-O—R2 (III) in which R2 is as defined for formula (Ia) and O is oxygen and M is lithium, sodium or potassium. What is likewise described is the preparation of the corresponding 2-hydroxyalkanals from the 2-hydroxyacetals thus obtained by acidic hydrolysis.
    Type: Grant
    Filed: June 11, 2008
    Date of Patent: March 27, 2012
    Assignee: SALTIGO GmbH
    Inventors: Thomas-Norbert Müller, Michael Dockner
  • Publication number: 20120065429
    Abstract: The present invention is directed to alkanal derivatives of water-soluble polymers such as poly(ethylene glycol), their corresponding hydrates and acetals, and to methods for preparing and using such polymer alkanals. The polymer alkanals of the invention are prepared in high purity and exhibit storage stability.
    Type: Application
    Filed: November 21, 2011
    Publication date: March 15, 2012
    Applicant: NEKTAR THERAPEUTICS
    Inventor: Antoni Kozlowski
  • Patent number: 8115035
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Grant
    Filed: April 20, 2010
    Date of Patent: February 14, 2012
    Assignee: Suterra, LLC
    Inventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
  • Publication number: 20110319667
    Abstract: In order to perform organic synthesis process through action with supercritical water and acid stably while suppressing a trouble caused by a by-product, a method and an apparatus are provided, including the following steps. Water is supplied to high-pressure pumps (110) and (210) from water headers (101) and (201), and a pressure-reducing valve (324) is regulated to increase the pressure to 35 MPa. Temperatures of preheaters (120) and (220) and a heater (310) are increased until the reaction solution is at a temperature of 400° C. Acid (sulfuric acid) and an organic compound raw material (glycerin) are supplied from an acid header (203) and a raw-material header (203?) for action with the supercritical water to obtain a reaction solution. The obtained reaction solution is cooled to 100 to 200° C.
    Type: Application
    Filed: February 5, 2010
    Publication date: December 29, 2011
    Inventors: Takeyuki Kondo, Hiroyuki Ito, Naruyasu Okamoto, Yasunari Sase, Toshiaki Matsuo, Kenichiro Oka, Masayuki Kamikawa