Polyhydroxy Or Polyhalogen (h Of -oh May Be Replaced By A Group Ia Or Iia Light Metal) Patents (Class 568/844)
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Patent number: 10723681Abstract: A process for manufacturing purified glycerol including the steps of providing a starting glycerol fraction comprising glycerol, water, and fatty acid methyl esters, subjecting the glycerol fraction to a partial evaporation to form an evaporated fraction including glycerol, water, and fatty acid methyl esters, and a remainder fraction including glycerol, condensing the evaporated fraction to form a liquid, subjecting the liquid evaporated fraction including glycerol, water, and fatty acid methyl esters to a liquid-liquid separation step, resulting in the formation of a fatty acid methyl ester fraction and a glycerol-based fraction including glycerol and water. The process makes it possible to efficiently separate the fatty acid methyl esters from glycerol, without the need for complete glycerol distillation.Type: GrantFiled: July 9, 2015Date of Patent: July 28, 2020Assignee: PURAC BIOCHEM B.V.Inventors: Diana Visser, André Banier De Haan, Wijnand Raphaël Terlouw, David Sanchez Garcia
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Patent number: 9035108Abstract: Provided are a method of preparing a chlorohydrin composition and a method of preparing epichlorohydrin by using a chlorohydrin composition prepared by using the method. The method of preparing chlorohydrins in which polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst includes performing at least one combination of a series of unit operations comprising a first reaction step, a water removal step, and a second reaction step in this stated order, wherein the method further includes mixing a chlorohydrin concentrate obtained by purifying the reaction mixture discharged from the final reaction step from among the reaction steps and a water-rich layer discharged from the water-removal step and diluting the mixture with water. The method of preparing epichlorohydrin includes contacting the chlorohydrin composition prepared by using the method of preparing a chlorohydrin composition with an alkaline agent.Type: GrantFiled: June 8, 2011Date of Patent: May 19, 2015Assignee: SAMSUNG FINE CHEMICALS CO., LTD.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 9006498Abstract: 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: GrantFiled: September 6, 2012Date of Patent: April 14, 2015Assignee: 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
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Patent number: 8975449Abstract: 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, and after mixing at least a portion of a reaction mixture discharged from at least one reaction steps from among the plurality of reaction steps with an additional chlorination agent, recirculating the resulting mixture to the reaction step from which the reaction mixture was discharged. The method of preparing epichlorohydrin includes a step of reacting chlorohydrins prepared using the method of preparing chlorohydrins, with an alkaline agent.Type: GrantFiled: June 8, 2011Date of Patent: March 10, 2015Assignee: Samsung Fine Chemicals Co., Ltd.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8969601Abstract: Disclosed are a method for preparing chlorohydrins composition and a method for preparing epichlorohydrin using chlorohydrins prepared thereby. The disclosed method for preparing chlorohydrins composition reacts polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst, comprises 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 the respective order, and additionally comprises a step for reacting the chlorohydrins composition derived from a plurality of reaction mixtures discharged from the plurality of reaction steps with an alkaline chemical, and removing the catalyst included in the chlorohydrins composition in the form of an alkali metal salt. The disclosed method for preparing epichlorohydrin includes a step for contacting the chlorohydrins composition, which was prepared using the method for preparing chlorohydrins composition, with an alkaline chemical.Type: GrantFiled: June 8, 2011Date of Patent: March 3, 2015Assignee: Samsung Fine Chemicals Co., Ltd.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8969630Abstract: 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: GrantFiled: June 8, 2011Date of Patent: March 3, 2015Assignee: Samsung Fine Chemicals Co., Ltd.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8969631Abstract: A method of preparing a chlorohydrin composition and a method of preparing epichlorohydrin by using a chlorohydrin composition prepared by using the method are provided. The method of preparing a chlorohydrin composition in which a polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst includes performing at least one combination of a series of unit operations comprising a first reaction step, a water removal step, and a second reaction step in this stated order, wherein the method further includes mixing a chlorohydrin concentrate obtained by purifying the reaction mixture discharged from the final reaction step from among the plurality of reaction steps and a water-rich layer discharged from the water-removal step. The method of preparing epichlorohydrin includes contacting the chlorohydrin composition prepared by using the method of preparing a chlorohydrin composition with an alkaline agent.Type: GrantFiled: June 8, 2011Date of Patent: March 3, 2015Assignee: Samsung Fine Chemicals Co., Ltd.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8916732Abstract: A method of preparing chlorohydrins and a method of preparing epichlorohydrin using chlorohydrins prepared by using the same method are provided. The method is to prepare chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst, and the method includes at least one combination of a series of unit operations including the following steps in the following stated order: a first reaction step; a water removal step; and a second reaction step, wherein the water removing step is performed by distillation operation based on a boiling point difference between constituents of a reaction mixture. The method of preparing epichlorohydrin includes reacting chlorohydrins prepared by using the method of preparing chlorohydrins with an alkaline agent.Type: GrantFiled: June 8, 2011Date of Patent: December 23, 2014Assignee: Samsung Fine Chemicals Co., Ltd.Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8845972Abstract: 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: GrantFiled: May 23, 2013Date of Patent: September 30, 2014Assignee: Dow Global Technologies LLCInventor: Anil Mehta
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Patent number: 8664453Abstract: A process and apparatus for recovering dichlorohydrins from a mixture 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 is disclosed. The mixture is distilled or fractionated to separate a lower boiling fraction comprising dichlorohydrin(s) from the mixture to form a higher boiling fraction comprising the residue of the distillation or fractionation. The higher boiling fraction is stripped to recover remaining dichlorohydrins. 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: GrantFiled: April 11, 2008Date of Patent: March 4, 2014Assignee: Dow Global Technologies Inc.Inventors: Danil Tirtowidjojo, Andrei S. Merenov, Christian D. Kneupper, Bruce D. Hook, Anil I. Mehta
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Patent number: 8629305Abstract: 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: GrantFiled: April 11, 2008Date of Patent: January 14, 2014Assignee: Dow Global Technologies IncInventors: Danil Tirtowidjojo, Andrei S. Merenov, Christian D. Kneupper, Bruce D. Hook, Anil J. Mehta
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Patent number: 8591766Abstract: 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: GrantFiled: September 21, 2012Date of Patent: November 26, 2013Assignee: Solvay (Societe Anonyme)Inventor: Patrick Gilbeau
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Patent number: 8558021Abstract: 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: GrantFiled: March 17, 2010Date of Patent: October 15, 2013Assignee: 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
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Patent number: 8541632Abstract: 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: GrantFiled: April 11, 2008Date of Patent: September 24, 2013Assignee: Dow Global Technologies LLCInventors: Anil J. Mehta, Danil Tirtowidjojo, Bruce D. Hook, John R. Briggs, Jeffrey G. Hippler
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Patent number: 8536381Abstract: 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: GrantFiled: September 11, 2009Date of Patent: September 17, 2013Assignee: Solvay SAInventors: Philippe Krafft, Patrick Gilbeau
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Publication number: 20130225843Abstract: A process for manufacturing dichloropropanol in which glycerol and/or monochloropropanediol are reacted with hydrogen chloride, in a liquid reaction medium, which is in contact with a gaseous phase, in at least two reactors arranged in a loop, and under a partial pressure of hydrogen chloride in the first reactor which is greater than the partial pressure of hydrogen chloride in the second reactor. This process is suitable for recovering dichloropropanol free from hydrogen chloride and the recovered dichloropropanol may be used in subsequent reactions while avoiding overconsumption of basic agent and loss of recoverable hydrogen chloride, and corrosion during transfer and storage of dichloropropanol will be limited.Type: ApplicationFiled: March 15, 2013Publication date: August 29, 2013Applicant: SOLVAY SAInventor: SOLVAY SA
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Patent number: 8507643Abstract: A composition comprising glycerol and at least one cyclic oligomer of glycerol, a process for obtaining the composition, and its use in the manufacture of dichloropropanol and of derived products such as epichlorohydrin and epoxy resins.Type: GrantFiled: March 31, 2009Date of Patent: August 13, 2013Assignee: Solvay S.A.Inventors: Patrick Gilbeau, Bruno Jestin
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Patent number: 8471077Abstract: 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: GrantFiled: March 18, 2009Date of Patent: June 25, 2013Assignee: Dow Global Technologies LLCInventor: Anil Mehta
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Publication number: 20130102799Abstract: A method of preparing a chlorohydrin composition and a method of preparing epichlorohydrin by using a chlorohydrin composition prepared by using the method are provided. The method of preparing a chlorohydrin composition in which a polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst includes performing at least one combination of a series of unit operations comprising a first reaction step, a water removal step, and a second reaction step in this stated order, wherein the method further includes mixing a chlorohydrin concentrate obtained by purifying the reaction mixture discharged from the final reaction step from among the plurality of reaction steps and a water-rich layer discharged from the water-removal step.Type: ApplicationFiled: June 8, 2011Publication date: April 25, 2013Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Publication number: 20130102800Abstract: Disclosed are a method for preparing chlorohydrins composition and a method for preparing epichlorohydrin using chlorohydrins prepared thereby. The disclosed method for preparing chlorohydrins composition reacts polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst, comprises 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 the respective order, and additionally comprises a step for reacting the chlorohydrins composition derived from a plurality of reaction mixtures discharged from the plurality of reaction steps with an alkaline chemical, and removing the catalyst included in the chlorohydrins composition in the form of an alkali metal salt. The disclosed method for preparing epichlorohydrin includes a step for contacting the chlorohydrins composition, which was prepared using the method for preparing chlorohydrins composition, with an alkaline chemical.Type: ApplicationFiled: June 8, 2011Publication date: April 25, 2013Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Publication number: 20130102798Abstract: A method of preparing chlorohydrins and a method of preparing epichlorohydrin using chlorohydrins prepared by using the same method are provided. The method is to prepare chlorohydrins by reacting polyhydroxy aliphatic hydrocarbon with a chlorination agent in the presence of a catalyst, and the method includes at least one combination of a series of unit operations including the following steps in the following stated order: a first reaction step; a water removal step; and a second reaction step, wherein the water removing step is performed by distillation operation based on a boiling point difference between constituents of a reaction mixture. The method of preparing epichlorohydrin includes reacting chlorohydrins prepared by using the method of preparing chlorohydrins with an alkaline agent.Type: ApplicationFiled: June 8, 2011Publication date: April 25, 2013Applicant: Samsung Fine Chemicals Co. LtdInventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Publication number: 20130102801Abstract: Provided are a method of preparing a chlorohydrin composition and a method of preparing epichlorohydrin by using a chlorohydrin composition prepared by using the method. The method of preparing chlorohydrins in which polyhydroxy aliphatic hydrocarbon is reacted with a chlorination agent in the presence of a catalyst includes performing at least one combination of a series of unit operations comprising a first reaction step, a water removal step, and a second reaction step in this stated order, wherein the method further includes mixing a chlorohydrin concentrate obtained by purifying the reaction mixture discharged from the final reaction step from among the reaction steps and a water-rich layer discharged from the water-removal step and diluting the mixture with water. The method of preparing epichlorohydrin includes contacting the chlorohydrin composition prepared by using the method of preparing a chlorohydrin composition with an alkaline agent.Type: ApplicationFiled: June 8, 2011Publication date: April 25, 2013Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8420871Abstract: 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: GrantFiled: September 21, 2011Date of Patent: April 16, 2013Assignee: Solvay (Societe Anonyme)Inventors: Patrick Gilbeau, Ivan De Andolenko, Philippe Krafft, Freddy Gielen
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Patent number: 8420870Abstract: A process and apparatus for recovering dichlorohydrins from a mixture 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 is disclosed. The mixture is stripped to recover dichlorohydrin(s) while distilling or fractionating the mixture to separate a lower boiling fraction comprising dichlorohydrin(s) from the mixture in one step. 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: GrantFiled: April 11, 2008Date of Patent: April 16, 2013Assignee: Dow Global Technologies LLCInventors: Danil Tirtowidjojo, Andrei S. Merenov, Christian D. Kneupper, Bruce D. Hook, Anil J. Mehta
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Publication number: 20130090485Abstract: 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, and after mixing at least a portion of a reaction mixture discharged from at least one reaction steps from among the plurality of reaction steps with an additional chlorination agent, recirculating the resulting mixture to the reaction step from which the reaction mixture was discharged. The method of preparing epichlorohydrin includes a step of reacting chlorohydrins prepared using the method of preparing chlorohydrins, with an alkaline agent.Type: ApplicationFiled: June 8, 2011Publication date: April 11, 2013Inventors: Won Seob Song, Sung Yul Woo, Boo Weon Song, Seong Han Park, Myoung Suk Kwon
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Patent number: 8415509Abstract: A process for producing dichloropropanol by subjecting glycerol to a reaction with a chlorinating agent in the presence of a carboxylic acid catalyst to produce dichloropropanol, where the carboxylic acid is selected from mono carboxylic acids containing 5 or 6 carbon atoms, dicarboxylic acids selected from glutaric acid and adipic acid, and poly carboxylic acids selected from tri- and tetra-carboxylic acids.Type: GrantFiled: November 18, 2004Date of Patent: April 9, 2013Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Benoît Gosselin, Sara Claessens
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Patent number: 8404905Abstract: 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: GrantFiled: January 31, 2011Date of Patent: March 26, 2013Assignee: Dow Global Technologies LLCInventors: William J. Kruper, Tina Arrowood, Bruce M. Bell, John Briggs, Robert M. Campbell, Bruce D. Hook, Anh Nguyen, Curt Theriault, Ralf Fitschen
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Patent number: 8389777Abstract: 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: GrantFiled: May 19, 2006Date of Patent: March 5, 2013Assignee: Solvay (Société Anonyme)Inventor: Patrick Gilbeau
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Patent number: 8344185Abstract: 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: GrantFiled: May 19, 2006Date of Patent: January 1, 2013Assignee: Solvay (Société AnonymeInventor: Philippe Krafft
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Patent number: 8334415Abstract: 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 while minimizing formation of heavies is disclosed.Type: GrantFiled: April 11, 2008Date of Patent: December 18, 2012Assignee: Dow Global Technologies LLCInventors: Anil J. Mehta, Danil Tirtowidjojo, Jose Javier Longoria
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Patent number: 8273923Abstract: 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: GrantFiled: May 30, 2008Date of Patent: September 25, 2012Assignee: Solvay (Societe Anonyme)Inventor: Daniel Borremans
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Patent number: 8258350Abstract: 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: GrantFiled: March 6, 2008Date of Patent: September 4, 2012Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau
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Patent number: 8178733Abstract: Methods and systems for the preparation of chlorohydrins are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins into the chlorinating phase. The high shear device may allow for lower reaction temperatures and pressures and may also reduce chlorination time.Type: GrantFiled: February 22, 2011Date of Patent: May 15, 2012Assignee: H R D CorporationInventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Publication number: 20120108856Abstract: 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: ApplicationFiled: July 1, 2010Publication date: May 3, 2012Applicant: AKZO NOBEL CHEMICALS INTERNATIONAL B.V.Inventors: Anton Alexandru Kiss, Hendrik Jan Vos, Eilertdina Henderika Renkema, Antoon Jacob Berend Ten Kate
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Patent number: 8124814Abstract: The invention relates to a crude glycerol-based product comprising glycerol alkyl ethers, to a purification process comprising a treatment of evaporative concentration, of evaporative crystallization, of distillation, of fractional distillation, of stripping, or of liquid-liquid extraction and to the use of the purified product in the manufacture of dichloropropanol.Type: GrantFiled: June 12, 2007Date of Patent: February 28, 2012Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart
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Patent number: 8106246Abstract: 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 vapor phase and in which the condensation of a fraction exhibiting the composition of the vapor phase is prevented.Type: GrantFiled: March 18, 2011Date of Patent: January 31, 2012Assignee: SOLVAY (Societe Anonyme)Inventors: Philippe Krafft, Christian Franck, Ivan de Andolenko, Roger Veyrac
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Patent number: 8106245Abstract: 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: GrantFiled: May 19, 2006Date of Patent: January 31, 2012Assignee: Solvay (Société Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau
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Publication number: 20120004432Abstract: 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: ApplicationFiled: March 17, 2010Publication date: January 5, 2012Applicant: 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
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Patent number: 8088957Abstract: 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: GrantFiled: July 18, 2005Date of Patent: January 3, 2012Inventors: 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
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Publication number: 20110172449Abstract: 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: ApplicationFiled: March 18, 2011Publication date: July 14, 2011Applicant: SOLVAY (SOCIETE ANONYME)Inventors: Philippe KRAFFT, Christian Franck, Ivan de Andolenko, Roger Veyrac
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Publication number: 20110152545Abstract: Process for manufacturing a chemical: chlorohydrins, epoxides, diols, diols derivatives, epoxy derivatives or mixtures thereof, in an industrial plant, comprising a step of chemical reaction for manufacturing the chemical and at least one step selected from the group consisting of storage, supply, removal, transfer, chemical treatment and physical treatment of compounds used or produced in such process, in which at least one aqueous effluent is generated, this aqueous effluent containing at least one of overhead waters, surface waters, ground waters, waters from drinking water distribution networks, waters from industrial water distribution networks, plant cleaning waters, or waters used for heating and cooling the plant, this aqueous effluent containing at least one compound other than water and exhibiting at least one of the following features, a water solubility at 25° C. greater than or equal to 0.01 g/kg of water and a boiling point at 1013 mbar, greater than or equal to ?100° C.Type: ApplicationFiled: September 7, 2009Publication date: June 23, 2011Applicant: SOLVAY SAInventors: Dominique Balthasart, Andre Daene
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Publication number: 20110124892Abstract: 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: ApplicationFiled: January 31, 2011Publication date: May 26, 2011Inventors: William J. Kruper, JR., Tina Arrowood, Bruce Michael Bell, John Briggs, Robert M. Campbell, Bruce D. Hook, Anh Nguyen, Curt Theriault, Ralf Fitschen
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Publication number: 20110124890Abstract: 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: ApplicationFiled: January 31, 2011Publication date: May 26, 2011Inventors: William J. Kruper, Tina Arrowood, Bruce M. Bell, John Briggs, Robert M. Campbell, Bruce D. Hook, Anh Nguyen, Curt Theriault, Ralf Fitschen
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Patent number: 7939696Abstract: 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 vapor phase and in which the condensation of a fraction exhibiting the composition of the vapor phase is prevented.Type: GrantFiled: November 8, 2006Date of Patent: May 10, 2011Assignee: Solvay Societe AnonymeInventors: Philippe Krafft, Christian Franck, Ivan De Andolenko, Roger Veyrac
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Patent number: 7914744Abstract: Methods and systems for the preparation of chlorohydrins are described herein. The methods and systems incorporate the novel use of a high shear device to promote dispersion and solubility of olefins into the chlorinating phase. The high shear device may allow for lower reaction temperatures and pressures and may also reduce chlorination time.Type: GrantFiled: November 24, 2008Date of Patent: March 29, 2011Assignee: Synfuels International, Inc.Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7906691Abstract: 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: GrantFiled: May 19, 2006Date of Patent: March 15, 2011Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets, Christian Franck
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Patent number: 7906692Abstract: 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: GrantFiled: May 19, 2006Date of Patent: March 15, 2011Assignee: Solvay (Societe Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
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Patent number: 7893193Abstract: 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: GrantFiled: May 19, 2006Date of Patent: February 22, 2011Assignee: Solvay (Société Anonyme)Inventors: Philippe Krafft, Patrick Gilbeau, Dominique Balthasart, Valentine Smets
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Publication number: 20110028683Abstract: A composition comprising glycerol and at least one cyclic oligomer of glycerol, a process for obtaining the composition, and its use in the manufacture of dichloropropanol and of derived products such as epichlorohydrin and epoxy resins.Type: ApplicationFiled: March 31, 2009Publication date: February 3, 2011Applicant: SOLVAY S.A.Inventors: Patrick Gilbeau, Bruno Jestin
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Publication number: 20100305367Abstract: 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: ApplicationFiled: May 30, 2008Publication date: December 2, 2010Applicant: SOLVAY (SOCIETE ANONYME)Inventor: Daniel Borremans