Halogen Containing Patents (Class 568/841)
  • Patent number: 9573917
    Abstract: A process for manufacturing epoxy monomers and/or epoxides in high yields and useful quality and chemical stability by dehydrochlorination of the corresponding chlorohydrins with an alkaline agent, producing the corresponding side product dry salt in a high purity, characterized in that the process comprises the following steps: a. Reaction of the chlorohydrins with the alkaline agent to form corresponding epoxides and the corresponding precipitated chloride salt; b. Dehydration, and optionally completing the reaction, of the reaction mixture of step (a), by use of an azeotropic agent, added to step (b) or generated in situ in step (a), resulting in the producing of a dehydrated reaction mixture; c. Separating the resulting chloride salt by filtration from the dehydrated reaction mixture (b) and d. Isolating the epoxide from the filtered liquid fraction.
    Type: Grant
    Filed: June 9, 2014
    Date of Patent: February 21, 2017
    Assignee: SPOLEK PRO CHEMICKOU A HUTNI VYROBU A.S.
    Inventors: Pavel Kubicek, Bedrich Nemecek, Petr Sladek
  • Patent number: 9242916
    Abstract: The invention relates to a process wherein a stream comprising dichlorohydrin, water, and HCI is separated into a stream which is rich in dichlorohydrin and low in HCI and an aqueous HCI stream which is low in dichlorohydrin. The process involves the distillation of the mixture comprising dichlorohydrin, water, and HCI with an amount of water being added before and/or during the distillation such that the water concentration during the distillation is on the line D-E, or to the right thereof, in the phase diagram of FIG. 1.
    Type: Grant
    Filed: July 1, 2010
    Date of Patent: January 26, 2016
    Assignee: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.
    Inventors: Anton Alexandru Kiss, Hendrik Jan Vos, Eilertdina Henderika Renkema, Antoon Jacob Berend Ten Kate
  • Patent number: 9006498
    Abstract: Process for the chlorination of an organic compound comprising at least one aliphatic hydroxyl group, said process comprising the steps of actively adding to said organic compound (i) hydrogen chloride and (ii) a HCl desolubilizer or a precursor thereof, and heating the resulting mixture at a reaction temperature in the range 20°-160° C., wherein said chlorination is performed in the presence of a catalyst selected from the group consisting of (a) ketones, (b) aldehydes, (c) carboxylic acids with 1-8 carbon atoms, (d) organic compounds comprising a ?-diketone moiety or a ?-keto aldehyde moiety, and (e) organic polymers comprising at least one carbonyl group, having a vapor pressure at the reaction temperature of less than 1 mbar, a weight average molecular weight Mw of 500 g/mole or more, and are soluble in the reaction mixture at the reaction temperature, and wherein the HCl desolubilizer is an alkali metal chloride salt, an alkaline earth metal chloride salt, or an acid.
    Type: Grant
    Filed: September 6, 2012
    Date of Patent: April 14, 2015
    Assignee: Akzo Nobel Chemicals International B.V.
    Inventors: Antoon Jacob Berend Ten Kate, André Michiel Koolaard, Eilertdina Henderika Renkema, Carolina Anna Maria Christina Dirix, Luc Louis Théophile Vertommen
  • Patent number: 8845972
    Abstract: A process and apparatus is disclosed for recovering dichlorohydrins from a hydrochlorination reactor effluent stream comprising dichlorohydrins, one or more compounds selected from esters of dichlorohydrins, monochlorohydrins and/or esters thereof, and multihydroxylated-aliphatic hydrocarbon compounds and/or esters thereof, and optionally one or more substances comprising water, chlorinating agents, catalysts and/or esters of catalysts. The reactor effluent stream is distilled to produce a dichlorohydrin-rich vapor phase effluent stream. The dichlorohydrin-rich vapor phase effluent stream is cooled and condensed in two unit operations conducted at two different temperatures and a portion of the liquid phase effluent stream produced by the first unit operation is recycled to the distillation step for reflux. Product streams produced by the process and apparatus are suitable for further processing in a further unit operation, such as dehydrochlorination.
    Type: Grant
    Filed: May 23, 2013
    Date of Patent: September 30, 2014
    Assignee: Dow Global Technologies LLC
    Inventor: Anil Mehta
  • Publication number: 20140018414
    Abstract: The present invention provides methods for determining the selectivity of an anesthetic for an anesthetic-sensitive receptor by determining the molar water solubility of the anesthetic. The invention further provides methods for modulating the selectivity of an anesthetic for an anesthetic-sensitive receptor by altering or modifying the anesthetic to have higher or lower water solubility. The invention further provides methods of inducing anesthesia in a subject by administering via the respiratory pathways (e.g., via inhalational or pulmonary delivery) an effective amount of an anesthetic compound identified according to the present methods.
    Type: Application
    Filed: March 14, 2013
    Publication date: January 16, 2014
    Inventor: Robert J. Brosnan
  • Patent number: 8598375
    Abstract: A method of preparing dichloropropanol using glycerol. The method includes: chlorination of glycerol including a plurality of chlorination reaction stages using a catalyst; and a water-removing stage performed between the reaction stages, independently of the reaction stages.
    Type: Grant
    Filed: February 18, 2009
    Date of Patent: December 3, 2013
    Assignee: Samsung Fine Chemicals Co., Ltd.
    Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Sung Jin Park, Hong Tae Song, Myoung Suk Kwon
  • Patent number: 8591766
    Abstract: Continuous process for producing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent and an organic acid in a liquid reaction medium whose steady-state composition comprises the polyhydroxylated aliphatic hydrocarbon and esters of the polyhydroxylated aliphatic hydrocarbon whose sum content, expressed as moles of polyhydroxylated aliphatic hydrocarbon, is greater than 1.1 mol % and less than or equal to 30 mol %, the percentage being based on the organic part of the liquid reaction medium.
    Type: Grant
    Filed: September 21, 2012
    Date of Patent: November 26, 2013
    Assignee: Solvay (Societe Anonyme)
    Inventor: Patrick Gilbeau
  • Patent number: 8558021
    Abstract: The present invention relates to a process for the catalytic halogenation of an organic compound comprising at least one vicinal diol moiety, said process comprising a step of bringing the organic compound comprising at least one vicinal diol moiety into contact with a hydrogen halide in the presence of a catalyst, characterized in that the catalyst is an organic compound comprising a ?-diketone moiety or a ?-keto aldehyde moiety.
    Type: Grant
    Filed: March 17, 2010
    Date of Patent: October 15, 2013
    Assignee: Akzo Nobel N.V.
    Inventors: Antoon Jacob Berend Ten Kate, Richard Herman Woudenberg, Eilertdina Henderika Renkema, Luc Louis Theophile Vertommen, Carolina Anna Maria Christina Dirix, Tim Baks
  • Publication number: 20130253229
    Abstract: Disclosed are a process and an apparatus for using an olefin as an azeotropic entrainer to isolate a target organic compound from a waste stream. The olefin may be, for example, 1-decene, 1-dodecene, or 1-tetradecene. The target organic compound may be 1,3-dichloro-2-propanol in waste stream comprising a 2,2?-oxybis(1-chloropropane).
    Type: Application
    Filed: December 7, 2011
    Publication date: September 26, 2013
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Mahesh Ratnakar Sawant, Edward D. Daugs, Mark R. Smit
  • Patent number: 8541632
    Abstract: A process and apparatus for producing chlorohydrin comprising reacting a multihydroxylated-aliphatic hydrocarbon-containing stream with a stream of a first effluent exiting from a hydrochlorination reactor in at least one vessel wherein the vessel exhibits a plug flow residence time characteristic, under conditions such that at least a portion of any unreacted HCl component present in the first effluent is reacted with the multihydroxylated-aliphatic hydrocarbon present in the multihydroxylated aliphatic hydrogen-containing stream to from an amount of monochlorohydrin in a stream of a second effluent exiting from the plug flow vessel; recovering said second effluent; and then optionally using the second effluent from the plug flow reactor in a subsequent processing operation.
    Type: Grant
    Filed: April 11, 2008
    Date of Patent: September 24, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Anil J. Mehta, Danil Tirtowidjojo, Bruce D. Hook, John R. Briggs, Jeffrey G. Hippler
  • Patent number: 8536381
    Abstract: Process for purifying hydrogen chloride, comprising at least one step of bringing said hydrogen chloride into contact with a scrubbing agent containing at least one chlorohydrin.
    Type: Grant
    Filed: September 11, 2009
    Date of Patent: September 17, 2013
    Assignee: Solvay SA
    Inventors: Philippe Krafft, Patrick Gilbeau
  • Patent number: 8519198
    Abstract: A mixture of compounds containing 1,3-dichloropropan-2-ol, 2,3-dichloropropan-1-ol, and a halogenated ketone, where the halogenated ketone content of the mixture is at least 0.0001% by weight and less than or equal to 0.1% by weight relative to the 1,3-dichloropropan-2-ol and 2,3-dichloropropan-1-ol.
    Type: Grant
    Filed: March 22, 2012
    Date of Patent: August 27, 2013
    Assignee: Solvay (Societe Anonyme)
    Inventor: Patrick Gilbeau
  • Patent number: 8471074
    Abstract: Process for manufacturing dichloropropanol according to which, a) in a liquid reaction medium containing water, which is in contact with a gaseous phase, glycerol is reacted with hydrogen chloride under a partial pressure of hydrogen chloride in the gaseous phase greater than 0.
    Type: Grant
    Filed: March 13, 2008
    Date of Patent: June 25, 2013
    Assignee: Solvay (Societe Anonyme)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Maurizio Paganin
  • Publication number: 20130096327
    Abstract: A method of preparing chlorohydrins and a method of preparing epichlorohydrin by using chlorohydrins prepared using the method are provided. The method of preparing chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst includes at least one combination of a series of unit operations including a first reaction step, a water removal step, and a second reaction step, in that respective order, wherein the method further includes purifying chlorohydrins from a reaction mixture discharged from a final reaction step of the plurality of reaction steps. The method of preparing epichlorohydrin includes reacting chlorohydrins prepared using the method of preparing chlorohydrins, with an alkaline agent.
    Type: Application
    Filed: June 8, 2011
    Publication date: April 18, 2013
    Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
  • Patent number: 8420871
    Abstract: Process for producing a chlorohydrin by reaction between a multihydroxylated-aliphatic hydrocarbon, an ester of a multihydroxylated-aliphatic hydrocarbon, or a mixture thereof, and a chlorinating agent, according to which the multihydroxylated-aliphatic hydrocarbon, the ester of a multihydroxylated-aliphatic hydrocarbon, or the mixture thereof used contains at least one solid or dissolved metal salt, the process comprising a separation operation to remove at least part of the metal salt.
    Type: Grant
    Filed: September 21, 2011
    Date of Patent: April 16, 2013
    Assignee: Solvay (Societe Anonyme)
    Inventors: Patrick Gilbeau, Ivan De Andolenko, Philippe Krafft, Freddy Gielen
  • Patent number: 8389777
    Abstract: Continuous process for producing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent and an organic acid in a liquid reaction medium whose steady-state composition comprises the polyhydroxylated aliphatic hydrocarbon and esters of the polyhydroxylated aliphatic hydrocarbon whose sum content, expressed as moles of polyhydroxylated aliphatic hydrocarbon, is greater than 1.1 mol % and less than or equal to 30 mol %, the percentage being based on the organic part of the liquid reaction medium.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: March 5, 2013
    Assignee: Solvay (Société Anonyme)
    Inventor: Patrick Gilbeau
  • Patent number: 8344185
    Abstract: Process for preparing a chlorohydrin from a polyhydroxylated aliphatic hydrocarbon, from an ester of a polyhydroxylated aliphatic hydrocarbon or from a mixture thereof, and from a chlorinating agent, the chlorinating agent comprising at least one of the following compounds: nitrogen, oxygen, hydrogen, chlorine, an organic hydrocarbon compound, an organic halogen compound, an organic oxygen compound and a metal.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: January 1, 2013
    Assignee: Solvay (Société Anonyme
    Inventor: Philippe Krafft
  • Patent number: 8273923
    Abstract: A process for manufacturing a chlorohydrin by reacting a polyhydroxylated-aliphatic hydrocarbon, an ester of a polyhydroxylated-aliphatic hydrocarbon, or a mixture thereof with a chlorinating agent in a reactor containing a liquid reaction medium wherein the chlorinating agent is used at least partially in the gaseous form, and wherein said reactor is stirred by means of a stirring system comprising at least one radial-flow impeller and at least one axial-flow impeller.
    Type: Grant
    Filed: May 30, 2008
    Date of Patent: September 25, 2012
    Assignee: Solvay (Societe Anonyme)
    Inventor: Daniel Borremans
  • Patent number: 8258350
    Abstract: Process for manufacturing dichloropropanol via reaction between glycerol and/or monochloropropanediol and a chlorinating agent in a reactor which is supplied with one or more liquid streams, in which the sum of the glycerol and monochloropropanediol contents in all the liquid streams introduced into the reactor is less than 50 wt % and in which all the liquid streams introduced into the reactor comprise at least one liquid recycling stream, the recycling stream forming at least 10 wt % of all the liquid streams introduced into the reactor.
    Type: Grant
    Filed: March 6, 2008
    Date of Patent: September 4, 2012
    Assignee: Solvay (Societe Anonyme)
    Inventors: Philippe Krafft, Patrick Gilbeau
  • Patent number: 8106245
    Abstract: Process for preparing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon whose total metal content, expressed in elemental form, is greater than or equal to 0.1 ?g/kg and less than or equal to 1000 mg/kg is reacted with a chlorinating agent.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: January 31, 2012
    Assignee: Solvay (Société Anonyme)
    Inventors: Philippe Krafft, Patrick Gilbeau
  • Publication number: 20120010420
    Abstract: Process for producing a chlorohydrin by reaction between a multihydroxylated-aliphatic hydrocarbon, an ester of a multihydroxylated-aliphatic hydrocarbon, or a mixture thereof, and a chlorinating agent, according to which the multihydroxylated-aliphatic hydrocarbon, the ester of a multihydroxylated-aliphatic hydrocarbon, or the mixture thereof used contains at least one solid or dissolved metal salt, the process comprising a separation operation to remove at least part of the metal salt.
    Type: Application
    Filed: September 21, 2011
    Publication date: January 12, 2012
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Patrick GILBEAU, Ivan DE ANDOLENKO, Philippe Krafft, Freddy Gielen
  • Publication number: 20120004432
    Abstract: The present invention relates to a process for the catalytic halogenation of an organic compound comprising at least one vicinal diol moiety, said process comprising a step of bringing the organic compound comprising at least one vicinal diol moiety into contact with a hydrogen halide in the presence of a catalyst, characterized in that the catalyst is an organic compound comprising a ?-diketone moiety or a ?-keto aldehyde moiety.
    Type: Application
    Filed: March 17, 2010
    Publication date: January 5, 2012
    Applicant: AKZO NOBEL N.V.
    Inventors: Antoon Jacob Berend Ten Kate, Richard Herman Woudenberg, Eilertdina Henderika Renkema, Luc Louis Theophile Vertommen, Carolina Anna Maria Christina Dirix, Tim Baks
  • Patent number: 8088957
    Abstract: The present invention relates to a process for converting a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, by contacting the multihydroxylated-aliphatic hydrocarbon or ester thereof starting material with a source of a superatmospheric partial pressure of hydrogen chloride for a sufficient time and at a sufficient temperature, and wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts. In addition, certain catalysts of the present invention may be used in the present process at superatmospheric, atmospheric and subatmospheric pressure conditions with improved results.
    Type: Grant
    Filed: July 18, 2005
    Date of Patent: January 3, 2012
    Inventors: William J. Kruper, Jr., David J. Schreck, Kenneth L. Kearns, Richard D. Varjian, Mark E. Jones, Robert M. Campbell, Bruce D. Hook, John R. Briggs, Jeffrey G. Hippler
  • Patent number: 8067645
    Abstract: Process for producing a chlorohydrin by reaction between a multihydroxylated-aliphatic hydrocarbon, an ester of a multihydroxylated-aliphatic hydrocarbon, or a mixture thereof, and a chlorinating agent, according to which the multihydroxylated-aliphatic hydrocarbon, the ester of a multihydroxylated-aliphatic hydrocarbon, or the mixture thereof used contains at least one solid or dissolved metal salt, the process comprising a separation operation to remove at least part of the metal salt.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: November 29, 2011
    Assignee: Solvay (Societe Anonyme)
    Inventors: Patrick Gilbeau, Ivan de Andolenko, Philippe Krafft, Freddy Gielen
  • Publication number: 20110178315
    Abstract: A process for converting a crude glycerol, crude mixtures of naturally derived multihydroxylated-aliphatic hydrocarbons or esters thereof to a chlorohydrin, by contacting the crude glycerol, crude mixtures of naturally derived multihydroxylated-aliphatic hydrocarbons or esters thereof starting material with a source of a superatmospheric partial pressure of hydrogen chloride for a sufficient time and at a sufficient temperature, and wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts; wherein said crude glycerol, said ester of crude glycerol, or mixture thereof is derived from a renewable raw material. Chlorohydrins made by the process of the present invention are useful in preparing epoxides such as epichlorohydrins.
    Type: Application
    Filed: February 9, 2011
    Publication date: July 21, 2011
    Applicant: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Bruce D. Hook, John Briggs, Robert M. Campbell, William J. Kruper, JR., David J. Schreck, Richard D. Varjian, Jeffrey G. Hippler
  • Publication number: 20110166369
    Abstract: Process for purifying hydrogen chloride, comprising at least one step of bringing said hydrogen chloride into contact with a scrubbing agent containing at least one chlorohydrin.
    Type: Application
    Filed: September 11, 2009
    Publication date: July 7, 2011
    Applicant: SOLVAY SA
    Inventors: Philippe Krafft, Patrick Gilbeau
  • Publication number: 20110152580
    Abstract: A process for converting multihydroxylated-aliphatic hydrocarbon compound(s) and/or ester(s) thereof to chlorohydrins and/or esters thereof is disclosed in which one or more of multihydroxylated-aliphatic hydrocarbon compound(s) and/or ester(s) thereof and/or monochlorohydrin(s) and/or ester(s) thereof with at least one chlorinating feed stream comprising at least one chlorinating agent and at least one impurity having a boiling point below the boiling point of the chlorohydrin product having the lowest boiling under hydrochlorination conditions, optionally in the presence of water, one or more catalyst(s), and/or one or more heavy byproduct(s) in a reaction vessel under hydrochlorination conditions, wherein the liquid-phase reaction mixture is maintained at a temperature below the boiling point of the chlorohydrin product having the lowest boiling point under hydrochlorination conditions and greater than the boiling point(s) of the at least one impurity and a vapor phase vent stream comprising the at least o
    Type: Application
    Filed: April 11, 2008
    Publication date: June 23, 2011
    Inventors: Bruce D. Hook, Anna Forlin, Andrei S. Merenov, Danil Tirtowidjolo, Anil J. Mehta, Jan W. Verwijs, Aaltje Verwijs-van den Brink, Lena Verwijs, Hendrika Gerrita Verwijs, Wilma Hensen
  • Patent number: 7910781
    Abstract: A process for converting a crude glycerol, crude mixtures of naturally derived multihydroxylated-aliphatic hydrocarbons or esters thereof to a chlorohydrin, by contacting the crude glycerol, crude mixtures of naturally derived multihydroxylated-aliphatic hydrocarbons or esters thereof starting material with a source of a superatmospheric partial pressure of hydrogen chloride for a sufficient time and at a sufficient temperature, and wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts; wherein said crude glycerol, said ester of crude glycerol, or mixture thereof is derived from a renewable raw material. Chlorohydrins made by the process of the present invention are useful in preparing epoxides such as epichlorohydrins.
    Type: Grant
    Filed: February 22, 2007
    Date of Patent: March 22, 2011
    Inventors: Bruce D. Hook, John Briggs, Robert M. Campbell, William J. Kruper, Jr., David J. Schreck, Richard D. Varjian, Jeffrey G. Hippler
  • Patent number: 7906692
    Abstract: Process for preparing a chlorohydrin, comprising the following steps: (a) a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof whose alkali metal and/or alkaline earth metal content is less than or equal to 5 g/kg, a chlorinating agent and an organic acid are reacted so as to give a mixture containing at least chlorohydrin and by-products (b) at least part of the mixture obtained in step (a) is subjected to one or more treatments in steps subsequent to step (a) (c) at least one of the steps subsequent to step (a) consists in oxidation at a temperature greater than or equal to 800° C.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: March 15, 2011
    Assignee: Solvay (Societe Anonyme)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
  • Patent number: 7906690
    Abstract: The present invention relates to a process for converting a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, by contacting the multihydroxylated-aliphatic hydrocarbon or ester thereof starting material with a source of hydrogen chloride at superatmospheric, atmospheric and subatmospheric pressure conditions for a sufficient time and at a sufficient temperature, preferably wherein such contracting step is carried out without substantial removal of water, to produce the desired chlorohydrin product; wherein the desired product or products can be made in high yield without substantial formation of undesired overchlorinated byproducts; said process carried out without a step undertaken to specifically remove volatile chlorinated hydrocarbon by-products or chloroacetone, wherein the combined concentration of volatile chlorinated hydrocarbon by-products and chloroacetone is less than 2000 ppm throughout any stage of the said process.
    Type: Grant
    Filed: February 22, 2007
    Date of Patent: March 15, 2011
    Inventors: William J. Kruper, Jr., Tina Arrowood, Bruce Michael Bell, John Briggs, Robert M. Campbell, Bruce D. Hook, Anh Nguyen, Curt Theriault, Ralf Fitschen
  • Patent number: 7893193
    Abstract: Process for preparing a chlorohydrin, comprising the following steps: (a) a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent and an organic acid so as to give a mixture containing the chlorohydrin and esters of the chlorohydrin (b) at least part of the mixture obtained in step (a) is subjected to one or more treatments in steps subsequent to step (a) (c) polyhydroxylated aliphatic hydrocarbon is added to at least one of the steps subsequent to step (a), so as to react, at a temperature greater than or equal to 20° C., with the esters of the chlorohydrin, so as to form, at least partly, esters of the polyhydroxylated aliphatic hydrocarbon.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: February 22, 2011
    Assignee: Solvay (Société Anonyme)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
  • Publication number: 20110028765
    Abstract: A process and apparatus is disclosed for recovering dichlorohydrins from a hydrochlorination reactor effluent stream comprising dichlorohydrins, one or more compounds selected from esters of dichlorohydrins, monochlorohydrins and/or esters thereof, and multihydroxylated-aliphatic hydrocarbon compounds and/or esters thereof, and optionally one or more substances comprising water, chlorinating agents, catalysts and/or esters of catalysts. The reactor effluent stream is distilled to produce a dichlorohydrin-rich vapor phase effluent stream. The dichlorohydrin-rich vapor phase effluent stream is cooled and condensed in two unit operations conducted at two different temperatures and a portion of the liquid phase effluent stream produced by the first unit operation is recycled to the distillation step for reflux. Product streams produced by the process and apparatus are suitable for further processing in a further unit operation, such as dehydrochlorination.
    Type: Application
    Filed: March 18, 2009
    Publication date: February 3, 2011
    Inventor: Anil Mehta
  • Publication number: 20110004027
    Abstract: A process and apparatus for producing chlorohydrin comprising reacting a multihydroxylated-aliphatic hydrocarbon-containing stream with a stream of a first effluent exiting from a hydrochlorination reactor in at least one vessel wherein the vessel exhibits a plug flow residence time characteristic, under conditions such that at least a portion of any unreacted HCl component present in the first effluent is reacted with the multihydroxylated-aliphatic hydrocarbon present in the multihydroxylated aliphatic hydrogen-containing stream to from an amount of monochlorohydrin in a stream of a second effluent exiting from the plug flow vessel; recovering said second effluent; and then optionally using the second effluent from the plug flow reactor in a subsequent processing operation.
    Type: Application
    Filed: April 11, 2008
    Publication date: January 6, 2011
    Inventors: Anil J. Mehta, Danil Tirtowidjojo, Bruce D. Hook, John R. Briggs, Jeffrey G. Hippler
  • Publication number: 20100311942
    Abstract: The invention relates to a glycerol-based product comprising at least one nitrogen-containing compound and of which the total content of nitrogen-containing compound expressed as elemental nitrogen (N) is less than or equal to 1 g of nitrogen (N)/kg of product, to a process for obtaining glycerol, and to its use in the manufacture of dichloropropanol and of derived products such as epichlorohydrin and products derived from epichlorohydrin.
    Type: Application
    Filed: December 16, 2008
    Publication date: December 9, 2010
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Patrick Gilbeau, Dominique Balthasart
  • Publication number: 20100212540
    Abstract: Use of a composition comprising silicon, oxygen and at least one of calcium, potassium, or titanium, as a material for coating an equipment or as a constituent material of equipment, intended to be in contact with a mixture containing a chlorohydrin, hydrogen chloride and water. The use of the composition may provide a method for reducing corrosion of the equipment, for decreasing the frequency of replacement of the equipment and/or for lowering the risks linked to equipment breakage and leak. The equipment which is intended to be in contact with the mixture may be used in a process for manufacturing a chlorohydrin, in which a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture of the two, is reacted with a chlorinating agent that contains hydrogen chloride.
    Type: Application
    Filed: September 25, 2008
    Publication date: August 26, 2010
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Josselin Bobet, Christian Franck
  • Publication number: 20100105964
    Abstract: Process for manufacturing dichloropropanol according to which, a) in a liquid reaction medium containing water, which is in contact with a gaseous phase, glycerol is reacted with hydrogen chloride under a partial pressure of hydrogen chloride in the gaseous phase greater than 0.
    Type: Application
    Filed: March 13, 2008
    Publication date: April 29, 2010
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Maurizio Paganin
  • Publication number: 20100105965
    Abstract: A process and apparatus for recovering dichlorohydrins from a mixture comprising dichlorohydrins, water, one or more compounds selected from esters of dichlorohydrins, monochlorohydrins and/or esters thereof, and multihydroxylated-aliphatic hydrocarbon compounds and/or esters thereof, and optionally one or more substances comprising chlorinating agents, catalysts and/or esters of catalysts is disclosed. A liquid aqueous phase is recycled to the distillation column while distilling or fractionating the mixture to separate dichlorohydrin(s) and water from the mixture. Advantages include more efficient recovery of dichlorohydrins for a given distillation column, less waste due to avoiding the conditions conducive to the formation of heavy byproducts, and reduced capital investment in recovery equipment.
    Type: Application
    Filed: April 11, 2008
    Publication date: April 29, 2010
    Inventors: Danil Tirtowidjojo, Andrei S. Merenov, Christian D. Kneupper, Bruce D. Hook, Anil J. Mehta
  • Patent number: 7615670
    Abstract: Process for preparing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is subjected to reaction with a chlorinating agent in the presence of a liquid phase comprising heavy compounds other than the polyhydroxylated aliphatic hydrocarbon and having a boiling temperature under a pressure of 1 bar absolute which is at least 15° C. greater than the boiling temperature of the chlorohydrin under a pressure of 1 bar absolute.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: November 10, 2009
    Assignee: Solvay (Société Anonyme)
    Inventor: Patrick Gilbeau
  • Patent number: 7557253
    Abstract: Process for preparing a chlorohydrin, wherein: (a) a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent so as to give a mixture containing chlorohydrin, chlorohydrin esters and water, (b) at least a fraction of the mixture obtained in step (a) is subjected to a distillation and/or stripping treatment so as to give a part concentrated with water, with chlorohydrin and with chlorohydrin esters, (c) at least a fraction of the part obtained in step (b) is subjected to a separating operation in the presence of at least one additive so as to give a portion concentrated with chlorohydrin and with chlorohydrin esters and containing less than 40% by weight of water.
    Type: Grant
    Filed: May 19, 2006
    Date of Patent: July 7, 2009
    Assignee: Solvay (Societe Anonyme)
    Inventor: Patrick Gilbeau
  • Publication number: 20090131631
    Abstract: Process for preparing a chlorohydrin, comprising the following steps: (a) a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent and an organic acid so as to give a mixture containing the chlorohydrin and esters of the chlorohydrin (b) at least part of the mixture obtained in step (a) is subjected to one or more treatments in steps subsequent to step (a) (c) polyhydroxylated aliphatic hydrocarbon is added to at least one of the steps subsequent to step (a), so as to react, at a temperature greater than or equal to 20° C., with the esters of the chlorohydrin, so as to form, at least partly, esters of the polyhydroxylated aliphatic hydrocarbon.
    Type: Application
    Filed: May 19, 2006
    Publication date: May 21, 2009
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
  • Patent number: 7473809
    Abstract: A method of highly selective catalytic hydrochlorination of glycerine and/or monochloropropanediols to the dichloropropanol products 1,3-dichloro-2-propanol and 2,3-dichloro-1-propanol, carried out in at least one continuous reaction zone at reaction temperatures in the range of 70-140° C. and with continuous removing of the water of reaction, the liquid feed containing at least 50% by weight of glycerine and/or monochloropropanediols. The method can be carried out in a continuously operating one-step circulation reactor or a cascade of continuous flow reactors of the liquid-gas type.
    Type: Grant
    Filed: August 23, 2004
    Date of Patent: January 6, 2009
    Assignee: Spolek pro chemickou a hutni vyrobu
    Inventors: Pavel Kubicek, Petr Sladek, Ivana Buricova
  • Patent number: 7456324
    Abstract: The invention includes methods for preparing halohydrins and epoxides. A method of preparing halohydrins can include exposing (R1CHXCH2O—)2SO2 to R2COOH to produce R1CHXCH2COOR2 and hydrolyzing the R1CHXCH2COOR2 to produce the halohydrin R1CHXCH2OH. R1 and R2 can be the same or different single elements and/or organic groups and X can be a halogen. A method of preparing an epoxide can include combining a sulfuric acid containing solution with a halogen to produce a first mixture and exposing the first mixture to trifluoropropene to produce a second mixture. The second mixture can be combined with acetic acid to produce an acetyl halohydrin of trifluoropropene and the acetyl halohydrin can be hydrolyzed to form a halohydrin of trifluoropropene. The halohydrin can be converted to a trifluoropropyl epoxide.
    Type: Grant
    Filed: June 1, 2007
    Date of Patent: November 25, 2008
    Assignee: Great Lakes Chemical Corp.
    Inventors: P. Veeraraghavan Ramachandran, Kamlesh J. Padiya, Venkatram R. Mereddy
  • Publication number: 20080281132
    Abstract: Process for the manufacture of dichloropropanol in which glycerol is reacted with a chlorinating agent comprising hydrochloric acid in a liquid medium in equilibrium with a vapour phase and in which the condensation of a fraction exhibiting the composition of the vapour phase is prevented.
    Type: Application
    Filed: November 8, 2006
    Publication date: November 13, 2008
    Applicant: Solvay Societe Anonyme
    Inventors: Philippe Krafft, Christian Franck, Ivan de Andolenko, Roger Veyrac
  • Publication number: 20080200701
    Abstract: Process for preparing a chlorohydrin by reacting a polyhydroxylated aliphatic hydrocarbon with a chlorinating agent in a reactor which is supplied with one or more liquid streams containing less than 50% by weight of the polyhydroxylated aliphatic hydrocarbon relative to the weight of the entirety of the liquid streams.
    Type: Application
    Filed: May 19, 2006
    Publication date: August 21, 2008
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
  • Publication number: 20080194884
    Abstract: Process for preparing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is subjected to reaction with a chlorinating agent in the presence of a liquid phase comprising heavy compounds other than the polyhydroxylated aliphatic hydrocarbon and having a boiling temperature under a pressure of 1 bar absolute which is at least 15° C. greater than the boiling temperature of the chlorohydrin under a pressure of 1 bar absolute.
    Type: Application
    Filed: May 19, 2006
    Publication date: August 14, 2008
    Applicant: Solvay (Societe Anonyme)
    Inventor: Patrick Gilbeau
  • Publication number: 20080194781
    Abstract: Process for the preparation of a solid catalyst component for the polymerization of olefins, the process comprising the steps of:—continuously contacting solid particles of a MgCl2.mROH adduct, wherein 0.5<m<6.0 and R is an alkyl, cicloalkyl or aryl radical having 1-12 carbon atoms, with a liquid phase comprising one or more compounds capable of reacting with the —OH groups of said adduct to obtain a slurry containing a MgCl2.nROH, wherein n is lower than m; —reacting the slurry from step a) with one or more titanium compounds of formula Ti(OR)pXq?p, wherein q=3-4 and p=0-q, X is an halogen and R is an alkyl, cicloalkyl or aryl radical having 1-18 carbon atoms.
    Type: Application
    Filed: June 1, 2005
    Publication date: August 14, 2008
    Applicant: Basell Poliolefine Italia s.r.l.
    Inventors: Paolo Vincenzi, Rosa Spoto
  • Publication number: 20080194847
    Abstract: Process for preparing a chlorohydrin, wherein a polyhydroxylated aliphatic hydrocarbon whose total metal content, expressed in elemental form, is greater than or equal to 0.1 ?g/kg and less than or equal to 1000 mg/kg is reacted with a chlorinating agent.
    Type: Application
    Filed: May 19, 2006
    Publication date: August 14, 2008
    Applicant: Solvay (SOCIETE ANONYME)
    Inventors: Philippe Krafft, Patrick Gilbeau
  • Publication number: 20080194848
    Abstract: Process for preparing a chlorohydrin, wherein: (a) a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is reacted with a chlorinating agent so as to give a mixture containing chlorohydrin, chlorohydrin esters and water, (b) at least a fraction of the mixture obtained in step (a) is subjected to a distillation and/or stripping treatment so as to give a part concentrated with water, with chlorohydrin and with chlorohydrin esters, (c) at least a fraction of the part obtained in step (b) is subjected to a separating operation in the presence of at least one additive so as to give a portion concentrated with chlorohydrin and with chlorohydrin esters and containing less than 40% by weight of water.
    Type: Application
    Filed: May 19, 2006
    Publication date: August 14, 2008
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventor: Patrick Gilbeau
  • Publication number: 20080194849
    Abstract: Process for preparing a chlorohydrin, comprising the following steps: (a) a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof whose alkali metal and/or alkaline earth metal content is less than or equal to 5 g/kg, a chlorinating agent and an organic acid are reacted so as to give a mixture containing at least chlorohydrin and by-products (b) at least part of the mixture obtained in step (a) is subjected to one or more treatments in steps subsequent to step (a) (c) at least one of the steps subsequent to step (a) consists in oxidation at a temperature greater than or equal to 800° C.
    Type: Application
    Filed: May 19, 2006
    Publication date: August 14, 2008
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
  • Publication number: 20080161613
    Abstract: Process for preparing a chlorohydrin, comprising a step in which a polyhydroxylated aliphatic hydrocarbon, an ester of a polyhydroxylated aliphatic hydrocarbon or a mixture thereof is subjected to reaction with a chlorinating agent containing hydrogen chloride and at least one other step, carried out in apparatus made from or covered with materials which are resistant to the chlorinating agent under the conditions in which this step is realized.
    Type: Application
    Filed: May 19, 2006
    Publication date: July 3, 2008
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets, Christian Franck