Carbonyl Dihalide Reactant (e.g., Phosgene, Etc.) Patents (Class 560/347)
  • 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: 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
  • Patent number: 11634383
    Abstract: The embodiments provide processes for preparing a diisocyanate composition and an optical lens, which are excellent in yield and quality with mitigated environmental problems by using a solid triphosgene composition instead of phosgene gas in the process of preparing a diisocyanate from a diamine through a hydrochloride thereof and by controlling the content of a decomposition product in a triphosgene composition, the b* value according to CIE color coordinate of the triphosgene composition in an organic solvent, or the content of water in the triphosgene.
    Type: Grant
    Filed: December 4, 2020
    Date of Patent: April 25, 2023
    Assignees: SKC CO., LTD., WOORI FINE CHEM CO., LTD
    Inventors: Jaeyoung Pai, Jeongmoo Kim, Jung Hwan Myung, Hyuk Hee Han
  • Patent number: 11542223
    Abstract: The present invention relates to a process for preparing di- and polyamines of the diphenyl methane series. More specifically, the process comprises reacting aniline and formaldehyde by (1a) mixing aniline with hydrochloric acid to form aniline hydrochloride, and (1b) mixing the aniline hydrochloride with a first portion of aqueous formaldehyde; or (1c) mixing aniline with a first portion of aqueous formaldehyde to form an aminal, and (1d) mixing the aminal with hydrochloric acid; to obtain a first reaction product; (2) converting the first reaction product to a second reaction product comprising di- and polyamines of the diphenyl methane series in a cascade of 4 to 25 reaction zones arranged in series, wherein a second portion of aqueous formaldehyde is added to the second of the reaction zones, in which second reaction zone the temperature is equal to or up to 20° C.
    Type: Grant
    Filed: July 21, 2022
    Date of Patent: January 3, 2023
    Assignees: Covestro LLC, Covestro Deutschland AG
    Inventors: Richard Adamson, Dolan OConnor, Stefan Wershofen
  • Patent number: 11542228
    Abstract: A tubular reactor comprises a tubular shell, an external jacket, and a gas distribution device at the top of the shell, wherein at least one group of feed nozzles are distributed uniformly on the shell, each group comprising at least one phosgene nozzle and at least one diamine nozzle; a reaction material is sprayed through the nozzles and impinges with each other in a middle impingement zone to strengthen the reaction effect, the gas distribution device is arranged at the top of the shell and the upper part of the feed nozzle, and an inert medium distributed uniformly through the gas distribution device is refracted at the top of the shell into an impingement reaction zone, so as to reduce the temperature and concentration of the reaction zone.
    Type: Grant
    Filed: May 21, 2021
    Date of Patent: January 3, 2023
    Assignee: ANHUI DONGZHI GUANGXIN AGROCHEMICAL CO., LTD
    Inventor: Bin Chen
  • Patent number: 11518737
    Abstract: In the embodiments, an aqueous hydrochloric acid solution and an organic solvent 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, which are excellent in yield and quality with mitigated environmental problems by controlling the total content of metals, cations, or anions in a diamine hydrochloride composition.
    Type: Grant
    Filed: December 2, 2020
    Date of Patent: December 6, 2022
    Assignees: SKC CO., LTD., WOORI FINE CHEM CO., LTD.
    Inventors: Jaeyoung Pai, Jeongmoo Kim, Hyuk Hee Han, Jung Hwan Myung, Jooyoung Jung, Myung-Ok Kyun
  • Patent number: 11225546
    Abstract: A process for preparing an isocyanate product includes providing a phosgene inlet stream and an amine in solvent inlet stream to a phosgenation mixer, the amine in-solvent inlet stream including one or more amines and one or more inert solvents, and during steady state operation compensating for a fouling pressure drop increase by decreasing a pressure drop in the phosgenation mixer over a time period divided into at least a first period of time T1 and a second period of time T2 that is subsequent to the first period of time T1. During the second period of time T2 an amine concentration of the one or more amines in the amine-in-solvent stream is higher than during the first period of time T1, and during the second period of time T2 a phosgene-to-amine ratio value in the phosgenation mixer is higher than during the first period of time T1.
    Type: Grant
    Filed: February 28, 2018
    Date of Patent: January 18, 2022
    Assignee: Dow Global Technologies LLC
    Inventors: Artur Klinger, Paul A. Gillis, Irfan Khan
  • Patent number: 11034581
    Abstract: Disclosed is a method and a device for the continuous neutralization of hydrochloric acid at an industrial scale.
    Type: Grant
    Filed: January 18, 2018
    Date of Patent: June 15, 2021
    Assignee: Covestro Deutschland AG
    Inventors: Andreas Brachmann, Thomas Freitag, Juergen Hecke, Axel Hirschberg, Wolfgang Kern, Martin Leipnitz, Ralf Friedrichsen, Volker Rossmann
  • Patent number: 10975020
    Abstract: A process for quenching, in a quenching zone, a gaseous reaction mixture that includes a diisocyanate, phosgene and hydrogen chloride that is obtained in a reaction zone upstream of the quenching zone by phosgenation of a diamine in the gas phase. The process includes injecting a deposit preventing liquid in a deposit preventing zone located between the reaction zone and the quenching zone by passing the deposit preventing liquid through spray nozzles for the deposit preventing liquid at the entrance to the deposit preventing zone. Each spray nozzle for the deposit preventing liquid sprays the deposit preventing liquid (i) onto a wall segment of the deposit preventing zone that is adjacent to said spray nozzle for the deposit preventing liquid to produce a film of the deposit preventing liquid flowing along the wall, and/or (ii) to areas in a cross-sectional plane of the deposit preventing zone before the entrance to the quenching zone.
    Type: Grant
    Filed: September 7, 2018
    Date of Patent: April 13, 2021
    Assignee: Covestro Deutschland AG
    Inventors: Yuguo Gai, Zhangyong Ming, Qiang Wei, Joachim Zechlin, Thomas Bludowsky, Wolfgang Taube, Volker Michele
  • Patent number: 10975021
    Abstract: The present invention relates to a method for preparing an aliphatic isocyanate capable of suppressing the occurrence of side reactions and the production of by-products. The method for preparing an aliphatic isocyanate comprises a step of reacting a salt of an aliphatic amine with phosgene, wherein the reaction step comprises a first reaction step in which phosgene is primarily added and reacted with the salt of an aliphatic amine salt at a temperature of 80 to 100° C., and a second reaction step in which phosgene is secondarily added and reacted with the resultant product of the first reaction step at a temperature of 120 to 160° C., and wherein the amount of the primarily added phosgene is a certain ratio of the total amount of the phosgene.
    Type: Grant
    Filed: September 3, 2018
    Date of Patent: April 13, 2021
    Assignee: HANWHA SOLUTIONS CORPORATION
    Inventors: Byeong Hyeon Lee, Ju Young Park, Cho Hee Ahn, Sang Hyun Cho
  • Patent number: 10941110
    Abstract: The present invention relates to a method for preparing an aliphatic isocyanate capable of suppressing the occurrence of side reactions and the production of by-products. The method for preparing an aliphatic isocyanate comprises a step of reacting a salt of an aliphatic amine with phosgene, wherein the reaction step comprises a first reaction step in which phosgene is primarily added and reacted with the salt of an aliphatic amine salt at a temperature of 80 to 100° C., and a second reaction step in which phosgene is secondarily added and reacted with the resultant product of the first reaction step at a temperature of 120 to 160° C., and wherein the amount of the primarily added phosgene is a certain ratio of the total amount of the phosgene.
    Type: Grant
    Filed: September 3, 2018
    Date of Patent: March 9, 2021
    Assignee: HANWHA SOLUTIONS CORPORATION
    Inventors: Byeong Hyeon Lee, Ju Young Park, Cho Hee Ahn, Sang Hyun Cho
  • Patent number: 10875827
    Abstract: The present invention relates to a process for preparing an isocyanate by reacting a primary amine with phosgene, comprising I) providing an amine solution, II) providing a phosgene solution, III) mixing the amine solution with the phosgene solution in a mixing unit, followed by IV) further conversion in an adiabatically operated reaction zone and the removing of the gas phase formed as a result of the chemical reaction in a separation zone, V) expanding the remaining liquid phase in two or three stages, VI) further conversion of the liquid phase remaining after the last expansion stage in an indirectly heated reaction zone and VII) isolating the isocyanate from the reaction solution obtained therein.
    Type: Grant
    Filed: November 8, 2019
    Date of Patent: December 29, 2020
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Juergen Spriewald, Anke Hielscher, Volker Michele, Dietmar Wastian, Christian Steffens
  • Patent number: 10851048
    Abstract: A process for preparing an isocyanate by reacting a primary amine with phosgene. The process includes providing an amine solution and adjusting its temperature in a heat exchanger, providing a phosgene solution and adjusting its temperature in a heat exchanger, mixing the amine solution with the phosgene solution, further conversion in an adiabatically operated reaction zone and the removing of the gas phase formed as a result of the chemical reaction in a separation zone, expanding the remaining liquid phase, further conversion of the liquid phase remaining after expansion in an indirectly heated reaction zone, and isolating the isocyanate from the obtained reaction solution. The temperature in the reaction zone and the temperature in the separation zone is adjusted by fixing a target value of 110° C. to 145° C.
    Type: Grant
    Filed: November 8, 2019
    Date of Patent: December 1, 2020
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Christian Steffens, Anke Hielscher, Dietmar Wastian, Juergen Spriewald
  • Patent number: 10836713
    Abstract: The invention relates to a method for producing isocyanates by phosgenating the corresponding primary amines in the gas phase, wherein the raw gaseous reaction product mixture is cooled and partially condensed by being brought into contact with at least one flow of a quenching liquid, and using a part of the condensed reaction product mixture as a component, optionally the only component, of the at least one flow of the quenching liquid after an additional cooling process. The quenching liquid used in total comprises, based on the total mass, organic solvents in a proportion of maximally 25% by mass, and the remainder of up to 100% by mass consists of at least the isocyanate to be produced. Furthermore, the reaction product mixture components which are not condensed under the influence of the quenching liquid are freed of isocyanate components in a scrubber column, and a scrubber liquid- and isocyanate-containing liquid flow is obtained with, based on the total mass, a content of organic solvents of 0.
    Type: Grant
    Filed: June 6, 2018
    Date of Patent: November 17, 2020
    Assignee: Covestro Deutschland AG
    Inventors: Joachim Zechlin, Thomas Stetten
  • Patent number: 10626084
    Abstract: A method and a continuous process for producing two isocyanates by reacting a first amine with phosgene in a stoichiometric excess in the gas phase to produce a first isocyanate. The excess phosgene is subsequently recovered and recirculated back to react with a second amine to produce a second isocyanate. In an embodiment, both fresh and recycled phosgene may be used in reacting each respective amine to produce an isocyanate. The amine streams contain two different concentrations of hydrogen chloride: one may be between 0.0 and 0.1%, and another may be between 1 and 5% by weight.
    Type: Grant
    Filed: August 3, 2018
    Date of Patent: April 21, 2020
    Assignee: Covestro LLC
    Inventors: Amber Hicks, Kevin Kelleher, William Hassell, Wingwah Lau
  • Patent number: 10457632
    Abstract: The present invention provides a process for producing an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like. By reacting 3-Methyl-2-methoxymethyl aniline and the like with phosgene in the presence of a tertiary amine at 10° C. to 14° C. in one or more solvents selected from the group consisting of toluene and xylene, isocyanate compounds such as 3-methyl-2-methoxymethyl-1-isocyanate benzene and the like can be produced at high yield.
    Type: Grant
    Filed: December 14, 2016
    Date of Patent: October 29, 2019
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Takashi Miyamoto, Yuta Nagashima, Masaji Hirota
  • Patent number: 10435353
    Abstract: The invention relates to the production of isocyanates by means of phosgenation of the corresponding primary amines in the gas phase, wherein the reactant flows of amine and phosgene are fed separately to a reactor through a pre-heated inert gas flow. Isocyanates within the sense of the invention are, in the broadest sense, all isocyanates whose corresponding amines can be substantially converted into the gas phase without decomposing, with the exception of 1,5-pentane diisocyanate.
    Type: Grant
    Filed: November 29, 2016
    Date of Patent: October 8, 2019
    Assignee: COVESTRO DEUTSCHLAND AG
    Inventors: Joachim Zechlin, Tim Loddenkemper, Friedhelm Steffens, Dietmar Wastian
  • Patent number: 10329248
    Abstract: The invention relates to a method for producing 1,5-pentanediisocyanate (PDI) by reacting 1,5-pentanediamine (PDA) with phosgene in the gas phase.
    Type: Grant
    Filed: December 7, 2018
    Date of Patent: June 25, 2019
    Assignee: Covestro Deutschland AG
    Inventors: Josef Sanders, Martin Ehrig, Reinhard Halpaap, Manfred Keller-Killewald, Armin Schymura, Dietmar Wastian
  • Patent number: 10280135
    Abstract: The invention relates to a continuously operated method for producing isocyanates by reacting the corresponding amines with phosgene. When changing the target production capacity starting from a starting state with a specified production capacity and ending with an end state with a different production capacity, the current excess phosgene at the time of the transition period between the starting state and the end state, the change of the amine mass flow beginning during said time, is at least equal to and preferably greater than the excess phosgene during the production period when the production capacity is in the starting state prior to the beginning of the transition period; and the average excess phosgene during the transition period is greater than the excess phosgene during the production period when the production capacity is in the starting state prior to the beginning of the transition period.
    Type: Grant
    Filed: September 28, 2016
    Date of Patent: May 7, 2019
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Dirk Manzel, Peter Plathen, Stefan Wershofen
  • Patent number: 10173970
    Abstract: The invention relates to a method for producing 1,5-pentanediisocyanate (PDI) by reacting 1,5-pentanediamine (PDA) with phosgene in the gas phase.
    Type: Grant
    Filed: September 18, 2015
    Date of Patent: January 8, 2019
    Assignee: Covestro Deutschland AG
    Inventors: Josef Sanders, Martin Ehrig, Reinhard Halpaap, Manfred Keller-Killewald, Armin Schymura, Dietmar Wastian
  • Patent number: 10112892
    Abstract: The present invention relates to a continuous process for preparing a polyisocyanate, in which a polyamine and phosgene are first converted predominantly to carbamoyl chloride and amine hydrochloride and only in minor proportions to polyisocyanate, and a portion of the carbamoyl chloride- and amine hydrochloride-containing reaction mixture thus obtained is recycled into the reaction with phosgene, wherein polyamine, phosgene and the carbamoyl chloride- and amine hydrochloride-containing reaction mixture are mixed intimately in a mixing unit. The portion of the carbamoyl chloride- and amine hydrochloride-containing reaction mixture which is not recycled into the phosgenation is worked up to give the polyisocyanate.
    Type: Grant
    Filed: June 27, 2016
    Date of Patent: October 30, 2018
    Assignee: Covestro Deutschland AG
    Inventors: Jürgen Arras, Jan Busch, Christian Steffens, Dietmar Wastian, Manfred Keller-Killewald, Holger Conzelmann
  • Patent number: 10053419
    Abstract: By reacting 3-methyl-2-methoxymethylaniline, etc. with a phosgene compound in the presence of a tertiary amine at 10° C. to 14° C. in at least one kind of solvent selected from a group consisting of chlorobenzene and ortho-dichlorobenzene, an isocyanate compound such as 3-methyl-2-methoxymethyl-1-isocyanatobenzene can be manufactured with good yields.
    Type: Grant
    Filed: November 27, 2015
    Date of Patent: August 21, 2018
    Assignee: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yuya Yoshimoto, Masaji Hirota
  • Patent number: 10011484
    Abstract: The present invention relates to a process for purifying raw-material gases by fractionation. In particular, the present invention relates to a process for cleansing chlorine gas of bromine.
    Type: Grant
    Filed: February 22, 2018
    Date of Patent: July 3, 2018
    Assignee: COVERSTRO DEUTSCHLAND AG
    Inventors: Alfred Soppe, Juergen Bittner, Thorsten Leidig, Friedhelm Steffens, Knud Werner, Thomas Runowski
  • Patent number: 9938147
    Abstract: The present invention relates to a process for purifying raw-material gases by fractionation. In particular, the present invention relates to a process for cleansing chlorine gas of bromine.
    Type: Grant
    Filed: May 22, 2013
    Date of Patent: April 10, 2018
    Assignee: Covestro Deutschland AG
    Inventors: Alfred Soppe, Juergen Bittner, Thorsten Leidig, Friedhelm Steffens, Knud Werner, Thomas Runowski
  • Patent number: 9845286
    Abstract: This invention relates to a process for operating a gas phase phosgenation plant (100) to form an isocyanate (4) by reacting an amine (2) with phosgene (1), in which the gas phase phosgenation plant is shut down by first stopping the amine stream and still maintaining the phosgene stream. After a period of time which corresponds to at least 10 times the residence time of phosgene (1) in the main parts of the gas phase phosgenation plant (100) in regular operation, calculated from the time at which the amine inflow has been completely stopped, the feed of phosgene is also stopped. An inert gas stream (3) is maintained through the amine and phosgene feeding devices and through all the other essential parts of the gas phase phosgenation plant (100) during the shutdown.
    Type: Grant
    Filed: March 24, 2015
    Date of Patent: December 19, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Wolfgang Lorenz, Friedhelm Steffens, Rainer Bruns, Wolfgang Taube
  • Patent number: 9796669
    Abstract: The invention relates to a method for preparing isocyanates by the phosgenation of the corresponding amines in which problems resulting from the formation of deposits in apparatuses of the reaction segment during activation (starting) and deactivation (termination) of the method can be prevented by processing measures, in particular ensuring that there is a surplus of phosgene relative to the phosgenating amine during the critical starting and termination steps of the method.
    Type: Grant
    Filed: March 24, 2015
    Date of Patent: October 24, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Thomas Knauf, Andreas Karl Rausch, Charles Bjoerndahl, Matthias Ehlers, Peter Plathen, Carlos Alvarez Herrero, Francisco Munoz Velasco
  • Patent number: 9701617
    Abstract: The present invention relates to a process for producing diamines and polyamines of the diphenylmethane series (MDA) by reacting aniline and formaldehyde in the presence of an acid catalyst, wherein the aniline contains in total less than 0.5 wt. %, based on the total weight of aniline, of one or more compounds which contain at least one carbonyl group or of one or more compounds that are formed by reaction of these compounds which contain at least one carbonyl group with aniline.
    Type: Grant
    Filed: March 17, 2009
    Date of Patent: July 11, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Stefan Wershofen, Heinz-Herbert Müller, Richard Adamson, Fritz Pohl, Knut Sommer
  • Patent number: 9657133
    Abstract: The invention relates to rigid polyurethane foams which can be produced by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms which are reacted toward isocyanate groups in the presence of c) blowing agents, wherein the polyisocyanate a) used is a mixture of diphenylmethane diisocyanate and polyphenylenepolymethylene polyisocyanates comprising a1) 30-35% by weight of diphenylmethane diisocyanate, a2) 21-28% by weight of polyphenylenepolymethylene polyisocyanate having three aromatic rings, a3) 8-13% by weight of polyphenylenepolymethylene polyisocyanate having four aromatic rings, a4) 24-41% by weight of polyphenylenepolymethylene polyisocyanate having five or more aromatic rings, where the percentages by weight of the components a1) to a4) are based on the total weight of the components a1) to a4) and add up to 100% by weight.
    Type: Grant
    Filed: January 9, 2008
    Date of Patent: May 23, 2017
    Assignee: BASF SE
    Inventors: Holger Seifert, Johann Klassen, Louis Du Rieu, Werner Wiegmann, Guenter Matzke
  • Patent number: 9505711
    Abstract: The invention relates to a method for purifying mixtures comprising 4,4?-methylenediphenyl diisocyanate, which comprises purifying by distillation a mixture I comprising 4,4?-methylenediphenyl diisocyanate having a hydrolyzable chlorine content as specified in ASTM D4663-10 of greater than 100 ppm by means of a column K1, wherein the gaseous stream comprising the mixture I is brought into contact in the column K1 with at least one liquid compound A which has the same or higher boiling point than 4,4?-methylenediphenyl diisocyanate and which has a hydrolyzable chlorine content as specified in ASTM D4663-10 of a maximum of 100 ppm, and wherein the gaseous stream O obtained at the top of the column comprises 4,4?-methylenediphenyl diisocyanate has a hydrolyzable chlorine content as specified in ASTM D4663-10 of a maximum of 100 ppm.
    Type: Grant
    Filed: November 15, 2011
    Date of Patent: November 29, 2016
    Assignee: BASF SE
    Inventors: Michael Bock, Johannes Jacobs, Kai Thiele, Anne-Kathrin Merten
  • Patent number: 9447510
    Abstract: Processes for the production of chlorine by multi-stage oxidation, for example, by thermal reaction of hydrogen chloride with oxygen using catalysts or by non-thermal activated reaction of hydrogen chloride with oxygen, in which the gas mixture formed in the reaction, comprising the target products chlorine and water, unreacted hydrogen chloride and oxygen, and possibly other secondary constituents, such as carbon dioxide and nitrogen, (a) is cooled to condense hydrochloric acid as an aqueous solution of hydrogen chloride and (b) the aqueous solution of hydrogen chloride formed is separated from the gas mixture, characterised in that (c) the separated aqueous solution of hydrogen chloride is fed at least partially to an electrochemical oxidation in which at least part of the hydrogen chloride is oxidised to chlorine, (d) the chlorine gas occurring in step d) is optionally added to the gas mixture occurring in step c), (e) the residues of water present in the gas mixture from steps c) and e), in particular by
    Type: Grant
    Filed: May 17, 2007
    Date of Patent: September 20, 2016
    Assignee: Covestro Deutschland AG
    Inventors: Rainer Weber, Jürgen Kintrup, Andreas Bulan, Friedhelm Kämper
  • Patent number: 9376377
    Abstract: The invention relates to a method for producing an isocyanate by reacting the corresponding primary amine with phosgene in a reactor (100) which comprises at least one reaction zone (110) and a quenching zone (120) arranged below said reaction zone, having the following steps: (i) introducing a gaseous amine flow (1) and a gaseous phosgene flow (2) into the reactor (100) and reacting the flows in the reaction zone (110) into a product gas flow (3) comprising isocyanate and hydrogen chloride and optionally excess phosegene; (ii) introducing the product gas flow (3) into the quenching zone (120), in which the product gas flow is cooled by injecting a quenching liquid (4) via at least one quenching nozzle (200) such that a liquid flow (5) comprising the quenching liquid (4) and isocyanate and a gaseous flow (6) comprising hydrogen chloride and optionally phosgene are obtained; and (iii) separating the isocyanate from the liquid flow (5) obtained in step (ii); wherein the temperature Tw*, of the wall of the react
    Type: Grant
    Filed: July 21, 2014
    Date of Patent: June 28, 2016
    Assignee: Covestro Deutschland AG
    Inventors: Friedhelm Steffens, Jan Busch, Markus Hollaus
  • Patent number: 9328064
    Abstract: The invention relates to a process for the preparation of isocyanates by reaction of the corresponding amines with phosgene in the gas phase, wherein a diluent containing between 90.0000% by weight and 99.9999% by weight of substances which are inert in the phosgenation process and between 0.0001% by weight and 10.0000% by weight of oxygen is present during the conversion of the amine into the gas phase and the molar ratio of amine to oxygen (O2) is ?1,000:1.
    Type: Grant
    Filed: July 2, 2015
    Date of Patent: May 3, 2016
    Assignee: Bayer MaterialScience AG
    Inventors: Rainer Bruns, Wolfgang Lorenz, Andreas Karl Rausch, Stefan Wershofen, Tim Loddenkemper
  • Patent number: 9321720
    Abstract: Process for preparing isocyanates by reacting the corresponding amines with phos-gene comprising (a) providing at least one amine-comprising feed stream and at least one phosgene-comprising feed stream, (b) mixing the feed streams to form at least one reaction mixture in a mixing zone, (c) reacting the at least one reaction mixture in a reaction zone and (d) working-up the product mixture obtained from (c).
    Type: Grant
    Filed: October 14, 2011
    Date of Patent: April 26, 2016
    Assignee: BASF SE
    Inventors: Torsten Mattke, Gerhard Olbert
  • Patent number: 9272988
    Abstract: The invention relates to a method for producing organic diisocyanates by reacting the corresponding diamines with phosgene in inert solvents. High-melting diamines from the series of 1,5-naphthalenediamine, tetralindiamine, 1,4-phenylenediamine, durenediamine, and o-tolidinediamine are used as diamines. According to the invention, a suspension of the diamines in inert solvents is produced, wherein dynamic mixing units, selected from dispersion disks and rotor-stator systems, are used, and the obtained suspension is phosgenated.
    Type: Grant
    Filed: September 18, 2013
    Date of Patent: March 1, 2016
    Assignee: Covestro Deutschland AG
    Inventors: Jörg Laue, Christian Steffens, Jens Krause, Stefan Wershofen, Werner Kilian, Marc Seekamp, Matthias Ruhland
  • Patent number: 9102594
    Abstract: The invention relates to a process for the preparation of isocyanates by reaction of the corresponding amines with phosgene in the gas phase, wherein a diluent containing between 90.0000% by weight and 99.9999% by weight of substances which are inert in the phosgenation process and between 0.0001% by weight and 10.0000% by weight of oxygen is present during the conversion of the amine into the gas phase and the molar ratio of amine to oxygen (O2) is ?1,000:1.
    Type: Grant
    Filed: April 29, 2011
    Date of Patent: August 11, 2015
    Assignee: Bayer Intellectual Property GmbH
    Inventors: Rainer Bruns, Wolfgang Lorenz, Andreas Karl Rausch, Stefan Wershofen, Tim Loddenkemper
  • Patent number: 9051243
    Abstract: Isocyanates are produced by reacting a primary amine with phosgene in the gas phase. In this process, the amine is vaporized and then superheated prior to introduction into the reactor. The amine is superheated to a temperature at least 10° C. above dew point before entry into the reactor. A pressure difference between the vaporizer and entry into the reactor of from 1 to 500 mbar is maintained.
    Type: Grant
    Filed: July 6, 2010
    Date of Patent: June 9, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Rainer Bruns, Wolfgang Lorenz, Andreas Karl Rausch
  • Patent number: 9029595
    Abstract: The present invention relates to a method for working up distillation, residues from isocyanate production in which monomeric isocyanate present in distillation residues is recovered by means of a spray-dry method and the overall yield of monomeric isocyanate is thus significantly increased.
    Type: Grant
    Filed: July 9, 2013
    Date of Patent: May 12, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Friedhelm Steffens, Tim Loddenkemper, Rainer Bellinghausen, Hartwig Kempkes
  • Patent number: 9029594
    Abstract: Isocyanates are produced in the gas phase and by-products such as ammonium halides are selectively separated from the gas phase by desublimation.
    Type: Grant
    Filed: May 26, 2009
    Date of Patent: May 12, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Sven Michael Hansen, Ralf Schneider, Bernd Schwethelm, Rolf Schiefer, Jürgen Dreher
  • Publication number: 20150126769
    Abstract: The present invention relates to a method for working up distillation residues from isocyanate production in which monomeric isocyanate present in distillation residues is recovered by means of a spray-dry method and the overall yield of monomeric isocyanate is thus significantly increased.
    Type: Application
    Filed: July 9, 2013
    Publication date: May 7, 2015
    Inventors: Friedhelm Steffens, Tim Loddenkemper, Rainer Bellinghausen, Hartwig Kempkes
  • Patent number: 9024057
    Abstract: Aromatic isocyanates are produced by reacting one or more aromatic primary amines with phosgene in the gas phase. The phosgene and primary aromatic amine(s) are reacted at a temperature above the boiling temperature of the amine(s) in a reactor having a reaction space which is essentially rotationally symmetric to the direction of flow. The flow fate, averaged over the cross-section, of the reaction mixture along the axis of the essentially rotationally symmetric reaction space in the section of the reaction space in which the conversion of the amine groups into isocyanate groups is between 4 and 80% is not more than 8 m/sec. The flow rate averaged over the cross-section of the reaction mixture along the axis of the essentially rotationally symmetric reaction space in the section of the reaction space in which the conversion of the amine groups into isocyanate groups is 4 to 80% is always below the flow rate averaged over the cross-section at the start of this section.
    Type: Grant
    Filed: December 7, 2009
    Date of Patent: May 5, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Klaus Biskup, Rainer Bruns, Wolfgang Lorenz, Fritz Pohl, Friedhelm Steffens, Volker Michele
  • Patent number: 9006481
    Abstract: The invention relates to a process for preparing isocyanates by reacting the corresponding amines with phosgene in the gas phase, optionally in the presence of an inert medium, in which phosgene and amine are first evaporated and then superheated further to reaction temperature, and the superheated phosgene and amine are mixed and fed to a reactor in which the phosgene and the amine are converted to the isocyanate, wherein the residence time of the phosgene at temperatures greater than 300° C. is not more than 5 s, and/or the temperature of heat transfer surfaces in contact with phosgene is not more than 20 K above the phosgene temperature to be established. The invention further relates to an apparatus for preparing isocyanates by reacting the corresponding amines with phosgene in the gas phase.
    Type: Grant
    Filed: March 18, 2010
    Date of Patent: April 14, 2015
    Assignee: BASF SE
    Inventors: Torsten Mattke, Carsten Knoesche, Bernd Rumpf, Eckhard Stroefer
  • Publication number: 20150080600
    Abstract: The present invention relates to gas phase phosgenation of amines for preparation of isocyanates. In the present invention, phosgene is prepared by reacting chlorine with an excess of carbon monoxide in a gas phase. The obtained phosgene-containing reaction mixture is divided into two streams by a thermal and/or a membrane separating process. The first stream is a low-carbon monoxide stream of no more than 1% by weight of carbon monoxide, based on a total weight of the first stream. The second stream is a carbon monoxide-rich stream of more than 10% by weight of carbon monoxide, based on a total weight of the second stream. The first stream is used as the phosgene-containing reactant stream in the gas phase phosgenation of amines to prepare isocyanates. The second stream can be recycled into the phosgene synthesis.
    Type: Application
    Filed: November 18, 2014
    Publication date: March 19, 2015
    Inventors: Vanessa Simone LEHR, Torsten MATTKE, Carsten KNOESCHE, Heiner SCHELLING, Gerhard OLBERT
  • Patent number: 8981145
    Abstract: The invention relates to a process for preparing isocyanates, comprising (a) the reaction of at least one amine with phosgene in the gas phase in a reaction zone and (b) the subsequent cooling of the reaction gases in a cooling zone by means of indirect cooling, the cooling medium which absorbs the heat of the reaction gases being conducted in countercurrent to the product stream at least in the region of the highest temperature in the cooling zone.
    Type: Grant
    Filed: March 17, 2011
    Date of Patent: March 17, 2015
    Assignee: BASF SE
    Inventors: Vanessa Simone Lehr, Torsten Mattke
  • Patent number: 8969615
    Abstract: The present invention relates to gas phase phosgenation of amines for preparation of isocyanates. In the present invention, phosgene is prepared by reacting chlorine with an excess of carbon monoxide in a gas phase. The obtained phosgene-containing reaction mixture is divided into two streams by a thermal and/or a membrane separating process. The first stream is a low-carbon monoxide stream of no more than 1% by weight of carbon monoxide, based on a total weight of the first stream. The second stream is a carbon monoxide-rich stream of more than 10% by weight of carbon monoxide, based on a total weight of the second stream. The first stream is used as the phosgene-containing reactant stream in the gas phase phosgenation of amines to prepare isocyanates. The second stream can be recycled into the phosgene synthesis.
    Type: Grant
    Filed: March 29, 2012
    Date of Patent: March 3, 2015
    Assignee: BASF SE
    Inventors: Vanessa Simone Lehr, Torsten Mattke, Carsten Knösche, Heiner Schelling, Gerhard Olbert
  • Patent number: 8957245
    Abstract: The invention relates to a process for preparing an isocyanate, which involves contacting fluid streams of amine, phosgene and inert medium in at least one mixing device, such that an inert medium stream is metered at least between one amine stream and one phosgene stream within the mixing device, and then reacting an amine with phosgene in a reaction chamber to form an isocyanate. In this process the inert medium stream is metered such that a point of first contact of the amine and the phosgene occurs at a distance from a surface of the mixing device, and a turbulent flow is present in the reaction chamber.
    Type: Grant
    Filed: February 7, 2013
    Date of Patent: February 17, 2015
    Assignee: BASF SE
    Inventors: Gerhard Olbert, Torsten Mattke, Carsten Knoesche, Andreas Daiss, Jens Denecke
  • Patent number: 8933262
    Abstract: The present invention relates to a process for preparing polyisocyanates from natural raw material sources, in which a composition comprising low molecular weight aromatics which comprise at least one hydroxy group or at least one alkoxy group per molecule (oxyaromatics) is produced from a biomass material, these oxyaromatics are converted into the corresponding aromatic amines and, optionally after condensation with formaldehyde, reacted further with phosgene to give compounds comprising isocyanate groups.
    Type: Grant
    Filed: May 24, 2012
    Date of Patent: January 13, 2015
    Assignee: BASF SE
    Inventors: Eckhard Stroefer, Otto Machhammer, Stefan Bitterlich, Roman Prochazka, Mario Emmeluth, Julia Leschinski, Emmanouil Pantouflas, Dirk Klingler, Stephan Deuerlein, Stephan Schunk, Jochem Henkelmann, Dieter Stützer
  • Patent number: 8921594
    Abstract: A process for phosgenating an amine comprising employing a plug-flow type reactor with internal recycle is disclosed. The process can be continuous, which makes it possible to prepare, in a single stage, a (poly)isocyanate with a good yield, without formation of byproducts and on simplifying the plant in order to carry out the process so as to promote safety.
    Type: Grant
    Filed: December 18, 2009
    Date of Patent: December 30, 2014
    Assignee: Vencorex France
    Inventors: Nicolas Perret, Denis Revelant
  • Patent number: 8916725
    Abstract: The invention relates to a process for preparing isocyanates by reacting the corresponding amines with phosgene in the gas phase, if appropriate in the presence of an inert medium, in which the amine and the phosgene are first mixed and converted to the isocyanate in a reactor, by cooling a reaction gas which comprises isocyanate and hydrogen chloride and leaves the reactor in a quench by adding a liquid quench medium to obtain a mixture of reaction gas and quench medium. The amount of quench medium added is such that the temperature of the mixture of reaction gas and quench medium which is established in the quench is above the dew point of the gas present in the quench.
    Type: Grant
    Filed: November 4, 2009
    Date of Patent: December 23, 2014
    Assignee: BASF SE
    Inventors: Torsten Mattke, Carsten Knösche
  • Patent number: 8907124
    Abstract: The invention relates to a process for preparing methylenedi(phenyl isocyanate), which comprises (a) the phosgenation of two-ring and/or multiring methylenedi(phenylamine), (b) the fractionation of the crude methylenedi(phenyl isocyanate) obtained to give two-ring and multiring isomers, (c) the purification and/or fractionation of the resulting mixture of two-ring isomers of methylenedi(phenyl isocyanate) and (d) the storage of the mixtures obtained in step (c) or in step (b), wherein part of the stored mixtures is reused by means of recirculation in at least one of steps (b) or (c).
    Type: Grant
    Filed: November 17, 2011
    Date of Patent: December 9, 2014
    Assignee: BASF SE
    Inventors: Michael Bock, Kai Thiele, Heiner Schelling
  • Patent number: 8853443
    Abstract: The present invention relates to a process for preparing an isocyanate, comprising hydrogenating a mixture (Gi) comprising an amine in the presence of a hydrogenation catalyst comprising copper to obtain a mixture (Gii) comprising the amine, and reacting the mixture (Gii) with phosgene to obtain a mixture (Giii) comprising the isocyanate. The present invention further relates to the isocyanate preparable by this process.
    Type: Grant
    Filed: November 18, 2009
    Date of Patent: October 7, 2014
    Assignee: BASF SE
    Inventors: Daniel Breuninger, Johannes Adam, Heiner Schelling, Eckhard Stroefer, Markus Kraemer, Matthias Eiermann, Kai Thiele, Michael Zoellinger, Rolf Pinkos