Purification Or Recovery Patents (Class 570/238)
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Patent number: 9156753Abstract: The present invention provides a method for removing moisture from fluorine-containing compounds, the method comprising bringing a fluorine-containing compound contaminated with moisture into contact with an aqueous solution containing a metal salt. The method of the present invention can continuously and efficiently remove moisture from various fluorine-containing compounds, such as hydrofluoroolefins. In addition, the method produces less waste, etc., and is an industrially advantageous moisture removal method.Type: GrantFiled: September 6, 2011Date of Patent: October 13, 2015Assignee: DAIKIN INDUSTRIES, LTD.Inventor: Kazuhiro Takahashi
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Patent number: 9000240Abstract: The present invention is directed to processes for the production of 1233zd from 240fa and HF, with or without a catalyst, at a commercial scale. The 240fa and HF are fed to a reactor operating at high pressure. The resulting product stream comprising 1233zd, HCl, HF, and other byproducts is treated to one or more purification techniques including phase separation and one or more distillations to provide purified 1233zd, which meets commercial product specifications, i.e., having a GC purity of 99.5% or greater.Type: GrantFiled: May 15, 2012Date of Patent: April 7, 2015Assignee: Honeywell International Inc.Inventors: Stephen A. Cottrell, Hsueh Sung Tung, Konstantin A. Pokrovski
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Patent number: 8987536Abstract: The present disclosure relates to processes for reducing the concentration of RfC?CX impurities in fluoroolefins. The process involves: contacting a mixture comprising at least one fluoroolefin and at least one RfC?CX impurity with at least one amine to reduce the concentration of the at least one RfC?CX impurity in the mixture; wherein Rf is a perfluorinated alkyl group, and X is H, F, Cl, Br or I. The present disclosure also relates to processes for making at least one hydrotetrafluoropropene product selected from the group consisting of CF3CF?CH2, CF3CH?CHF, and mixtures thereof and reducing the concentration of CF3C?CH impurity generated during the process. The present disclosure also relates to processes for making at least one hydrochlorotrifluoropropene product selected from the group consisting of CF3CCl?CH2, CF3CH?CHCl, and mixtures thereof and reducing the concentration of CF3C?CH impurity generated during the process.Type: GrantFiled: June 6, 2013Date of Patent: March 24, 2015Assignee: E I du Pont de Nemours and CompanyInventors: Xuehui Sun, Mario Joseph Nappa
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Patent number: 8921621Abstract: A process for the manufacture of 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) at commercial scale from the reaction of HCC-240 and HF is disclosed. In one embodiment, HCC-240fa and HF are fed to a reactor operating at high pressure. Several different reactor designs useful in this process include; a stirred-tank reactor (batch and/or continuous flow); a plug flow reactor; a static mixer used as a reactor; at least one of the above reactors operating at high pressure; optionally combined with a distillation column running at a lower pressure; and combinations of the above; and/or with a distillation column. The resulting product stream consisting of 1233zd, HCl, HF, and other byproducts is partially condensed to recover HF by phase separation. The recovered HF phase is recycled to the reactor. The HCl is scrubbed from the vapor stream and recovered as an aqueous solution.Type: GrantFiled: February 4, 2013Date of Patent: December 30, 2014Assignee: Honeywell International Inc.Inventors: Stephen A. Cottrell, Hsueh Sung Tung, Konstantin A. Pokrovski, Haiyou Wang, Daniel C. Merkel
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Publication number: 20140275660Abstract: This invention is directed to a method for mitigating HCl generation during 1230xa purification, which comprises the steps of; (a) adding a chelating agent into 1230xa crude, and (b) conducting the 1230xa purification in the presence of said chelating agent at a quantity sufficient to reduce or prevent 1230xa decomposition. Examples of chelating agent include tributyl phosphate (TBP), tripropyl phosphate (TPP), and triethyl phosphate (TEP). The concentration of chelating agent in 1230xa crude can range from 0.001 to 20 wt %, preferably from 0.01 to 10 wt %, and more preferably from 0.1 to 5 wt %.Type: ApplicationFiled: March 14, 2013Publication date: September 18, 2014Applicant: Honeywell International Inc.Inventors: Haiyou Wang, Huseh Sung Tung, Selma Bektesevic
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Patent number: 8779220Abstract: A method for capturing certain fluorinated vinyl monomers from a gaseous mixture using ionic liquids is described. The gaseous mixture is contacted with at least one ionic liquid, whereby at least a portion of the fluorinated vinyl monomer is absorbed by the ionic liquid. The method is useful for reducing emissions of fluorinated vinyl monomers and for increasing the product yields in the manufacture of polymers from these monomers.Type: GrantFiled: May 9, 2012Date of Patent: July 15, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Charles Joseph Noelke, Mark Brandon Shiflett
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Patent number: 8487146Abstract: Methods for the manufacture of 1,1,1,2,3-pentachloropropane from 1,1,1,3-tetrachloropropane and chlorine are disclosed. Improved methods are provided for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,2,3-pentachloropropane. Methods are also disclosed for the manufacture of 1,1,2,3-tetrachloropropene from 1,1,1,3-tetrachloropropane and chlorine and for the manufacture of 1,1,2,3-tetrachloropropene from carbon tetrachloride, ethylene, and chlorine.Type: GrantFiled: October 13, 2011Date of Patent: July 16, 2013Assignee: Occidental Chemical CorporationInventors: Richard L. Wilson, Rodney L. Klausmeyer, John Lee Dawkins, Daniel D. Rohrback, James S. Strathe, Lloyd B. Branam
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Patent number: 8449729Abstract: A process for converting a tertiary halogenated hydrocarbons in a tertiary halogenated hydrocarbon-containing stream to a corresponding unhalogenated or less-halogenated unsaturated hydrocarbon product with the release of hydrogen halide involves contacting the tertiary halogenated hydrocarbon with a sorbent-type dehydrohalogenation catalyst in a reaction zone and optionally passing a stripping gas through the reaction zone to remove vapor phase reaction products from the reaction zone.Type: GrantFiled: June 24, 2010Date of Patent: May 28, 2013Assignee: Dow AgroSciences, LLcInventors: Michael L. Trippeer, Timothy C. Frank, Patrick H. Au-Yeung, Jason L. Bronkema, Robin K. Johnston, Mukund R. Patel, Bruce S. Holden, Terrence McCabe, Daniel A. Hickman
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Publication number: 20100144994Abstract: A process for separating tetrafluoroethylene from a mixture comprising tetrafluoroethylene and carbon dioxide by contacting the mixture with at least one ionic liquid.Type: ApplicationFiled: November 8, 2007Publication date: June 10, 2010Applicant: Patent Records Center/DuPont LegalInventors: Mark Brandon Shiflett, Akimichi Yokozeki
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Patent number: 7728183Abstract: A process is disclosed for reducing the mole ratio of (1) compounds of the formula Y1Y2C?CF2 wherein Y1 and Y2 are each independently H, F, Cl, Br, C1-C6 alkyl or C1-C6 haloalkyl containing no more than 3 chlorine substituents, 2 bromine substituents and 1 iodo substituent to (2) saturated compounds of the formula CdHeFfClgBrhIk wherein d is an integer from 1 to 10, and e+f+g+h+k is equal to 2d+2, provided that g is 0, 1, 2 or 3, h is 0, 1 or 2 and k is 0 or 1 and/or unsaturated compounds of the formula Y3Y4C?CY5Y6, wherein Y3, Y5 and Y6 are each independently H, F, Cl, Br, C1-C6 alkyl or C1-C6 haloalkyl containing no more than 3 chlorine substituents, 2 bromine substituents and 1 iodo substituent, provided that Y5 and Y6 are not both F, and Y4 is C1-C6 alkyl or C1-C6 haloalkyl containing no more than 3 chlorine substituents, 2 bromine substituents and 1 iodo substituent, in a mixture.Type: GrantFiled: April 3, 2007Date of Patent: June 1, 2010Assignee: E.I. du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, Allen Capron Sievert, Victor Filippovich Cherstkov, Nina Ivanova Delyagina
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Patent number: 7405334Abstract: The present invention relates to processes for reducing the concentration of acidic impurities HF, HCl, HBr, HI, HNO3 and H2SO4 in fluorinated hydrocarbons. The process involves: (i) contacting the fluorinated hydrocarbon with a phosphorous oxyacid salt, and (ii) recovering the fluorinated hydrocarbon having reduced concentration of, or substantially free of, said acidic contaminant, provided that said fluorinated hydrocarbon is not CF3CH2CF3 or CF3CHFCF3.Type: GrantFiled: May 23, 2003Date of Patent: July 29, 2008Assignee: E. I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Allen C. Sievert
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Patent number: 7112709Abstract: A method for recovering much of the carbon and chlorine value in the heavy ends and other undesired by-products formed during the production of a C3 or higher polychlorinated alkane through the reaction of carbon tetrachloride with an olefine or chlorinated olefine, the improvement comprising the step of first separating the heavy ends and any other higher or lower boiling chlorohydrocarbon impurities from most of the desired product, and subjecting the separated heavy ends and impurities therewith to a high temperature exhaustive chlorination to produce carbon tetrachloride, tetrachloroethene, and minor amounts of hexachlorobutadiene and hexachlorobenzene by-products.Type: GrantFiled: September 9, 2003Date of Patent: September 26, 2006Assignee: Vulcan ChemicalsInventor: Rodney L. Klausmeyer
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Patent number: 6979754Abstract: The invention concerns a method for obtaining directly polymerisable vinyl chloride which consists in subjecting a cooled raw product derived from of pyrolysis of 1,2-dichloroethane, to another cooling process at a temperature not more than 40° C., under pressure ranging between 10 to 15 bars then in leaving it at substantially identical temperature and pressure levels for a duration not more than 20 minutes. The invention also concerns a device for implementing the method.Type: GrantFiled: October 15, 2002Date of Patent: December 27, 2005Assignee: ARKEMAInventors: Béatrice Rondot, François Vanney
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Patent number: 6881872Abstract: Less colored trans-1,3-dichloropropene and a process for producing it, are presented. A composition comprising cis-1,3-dichloropropene, trans-1,3-dichloropropene and C6 compounds, is subjected to a distillation step and to a step of reacting chlorine or bromine, to remove cis-1,3-dichloropropene as a low boiling component, and then the residue is distilled to remove the chlorinated C6 compounds as a high boiling component and to obtain trans-1,3-dichloropropene as a low boiling component.Type: GrantFiled: March 27, 2003Date of Patent: April 19, 2005Assignee: Asahi Glass Company, LimitedInventors: Tomoko Matsumoto, Tateo Nakano, Yutaka Yokoyama
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Patent number: 6787678Abstract: Disclosed are improved fluorination processes and fluorine-containing compositions which involve introducing to one or more fluorination process compositions a water reactive agent in an amount and under conditions effective to decrease the amount of water in that composition. The water reactive agent is preferably introduced to the fluorination process at a location downstream of the fluorination reaction, in amounts and under conditions effective to produce a relatively lower concentration of water in the composition, and preferably throughout the fluorination process.Type: GrantFiled: December 11, 2003Date of Patent: September 7, 2004Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Jason T. Stuck
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Publication number: 20030164284Abstract: Less colored trans-1,3-dichloropropene and a process for producing it, are presented.Type: ApplicationFiled: March 27, 2003Publication date: September 4, 2003Applicant: ASAHI GLASS COMPANY LIMITEDInventors: Tomoko Matsumoto, Tateo Nakano, Yutaka Yokoyama
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Patent number: 6441257Abstract: In a process for the treatment of a cracking gas formed by pyrolysis of 1,2-dichloroethane (EDC), in which the cracking gas is split into its principal components hydrogen chloride (HCl), vinyl chloride (VCM) and unreacted 1,2-dichloroethane (EDC), and these are formed in substantially pure form, where, in the first step of the treatment of the cracking gas, the solids are separated therefrom in a quench zone, the disadvantages of the prior art are intended to be reduced at least partly and in particular the energy losses which usually arise due to the substantial condensation of the quench gas and its re-heating for the purposes of distillative separation are avoided and, due to the circulation of the unreacted EDC at a higher temperature level, the original conversion in the pyrolytic cracking of EDC is intended to be subsequently increased.Type: GrantFiled: October 9, 2000Date of Patent: August 27, 2002Assignee: Krupp Uhde GmbHInventor: Friedrich Seidelbach
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Publication number: 20020035303Abstract: Sample processing methods that utilize a graphitised carbon matrix are useful for determining the relative amounts polyhalogenated biphenyis (PHBs), polyhalogenated dibenzofurans (PHDFs), and polyhalogenated dibenzo-p-dioxins (PHDDs) in a mixture of polyhalogenated diaromatic hydrocarbons (PHDHs). The methods are particularly useful when used in conjunction with cell-based assays for determining the toxicity of PHDH compounds.Type: ApplicationFiled: June 1, 2001Publication date: March 21, 2002Inventors: Michael D. Chu, George C. Clark
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Patent number: 6160189Abstract: Monovinyl acetylene and/or butadiene are/is removed from impure vinyl chloride by contacting the impure vinyl chloride and substantially anhydrous hydrogen chloride with a catalyst system in which Lewis Acid is carried on an alumina substrate. The preferred Lewis Acid is ferric chloride.Type: GrantFiled: May 2, 1995Date of Patent: December 12, 2000Assignee: PPG Industries Ohio, Inc.Inventors: Ronald D. Olinger, Michael B. Guidry
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Patent number: 6111152Abstract: A method for separating vinyl chloride, which comprises cooling a cracked gas obtained by cracking 1,2-dichloroethane by a thermal cracking furnace, firstly in a heat exchanger, then further cooling it in a quenching tower and then distilling it, wherein the cracked gas is cooled in the heat exchanger to at least 350.degree. C., the quenching tower is controlled so that from 80 to 98 wt % of the cracked gas introduced is withdrawn as an overhead product and the rest of from 20 to 2 wt % of the cracked gas is withdrawn as a bottom effluent, and they are respectively sent to the subsequent steps, and formed coke is discharged together with the bottom effluent.Type: GrantFiled: May 17, 1999Date of Patent: August 29, 2000Assignee: Mitsubishi Chemical CorporationInventors: Yukikazu Natori, Shinji Yamamoto, Kazutoshi Itoyama, Tetsuhiro Yamauchi
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Patent number: 6103945Abstract: Ethylene is chlorinated in a reaction zone to form a product stream containing 1,2-dichloroethane, the latter being then thermally cracked in a cracking zone to form vinyl chloride. Light by-products formed during the thermal cracking step are chlorinated in a zone external and directly downstream of the reaction zone used for the preparation of the 1,2-dichloroethane product stream. The product stream leaving the chlorination reaction zone for the 1,2-dichloroethane are passed into said downstream zone so that the light by-products are chlorinated in the presence of said product stream.Type: GrantFiled: March 14, 1997Date of Patent: August 15, 2000Assignee: Elf Atochem S.A.Inventor: Sylvie Daire
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Patent number: 5744669Abstract: A process for the conversion of a halogenated organic stream containing trace quantities of organic nitrates to produce a stream comprising hydrogenated hydrocarbonaceous compounds free from organic nitrates and halogenated organic compounds by means of contacting the feed stream and hydrogen with a selective hydrogenation catalyst in a first hydrogenation zone at hydrogenation conditions to convert the organic nitrates into water-soluble nitrogen compounds while effectively minimizing the production of hydrogen halide compounds. The resulting effluent from the first hydrogenation zone is contacted with an aqueous scrubbing solution to recover at least a portion of the water-soluble nitrogen compounds in order to produce a stream containing halogenated organic compounds and essentially free of nitrogen compounds which is then introduced into a second hydrogenation zone operated at selected hydrogenation conditions to produce water-soluble hydrogen halide compounds and hydrogenated hydrocarbonaceous compounds.Type: GrantFiled: January 30, 1997Date of Patent: April 28, 1998Assignee: UOPInventors: Tom N. Kalnes, George R. Hibel, Chwu-Ching Jan
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Patent number: 5731482Abstract: Perchloroethylene containing contaminating amounts of dichlorobutadiene is treated with bromine, e.g., elemental bromine, in the presence of a free-radical initiator, thereby to produce perchloroethylene substantially-free of dichlorobutadiene and without significant loss of perchloroethylene. A bromine scavenger, e.g., trichloroethylene, can be added to the treated perchloroethylene to react with excess bromine that may be present in the perchloroethylene.Type: GrantFiled: January 3, 1997Date of Patent: March 24, 1998Assignee: PPG Industries, Inc.Inventors: J. Douglas Mansell, Robert K. Pertuit, J. Boyd Alleman, W. Eugene Wimer
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Patent number: 5705721Abstract: The present invention provides a method for inhibiting fouling deposits in chloroprene production units. The deposits are inhibited by addition to the chloroprene feedstock of an effective amount of a dispersant prepared in accordance with this invention. The dispersants comprise imides which are prepared by reacting substituted succinic anhydrides with amines.Type: GrantFiled: November 1, 1996Date of Patent: January 6, 1998Assignee: Nalco Chemical CompanyInventor: Natu R. Patel
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Patent number: 5600041Abstract: A process for treating a stream containing halogenated organic compounds and having trace quantities of organic nitrates to produce a stream comprising halogenated organic compounds free from organic nitrates by the utilization of a hydrogenation zone operated at selective hydrogenation conditions in order to convert the organic nitrates to water-soluble nitrogen compounds while minimizing the production of hydrogen halide compounds. The resulting water-soluble nitrogen compounds are removed by extraction with an aqueous stream.Type: GrantFiled: February 13, 1995Date of Patent: February 4, 1997Assignee: UOPInventors: Chwu-Ching Jan, Tom N. Kalnes, George R. Hibel
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Patent number: 5558746Abstract: A method and apparatus for quenching a gas stream in the production of vinyl chloride monomer includes the use of a knock back condenser and a plurality of column fractional distillation trays disposed within the quench column, and a liquid stream of 1,2-dichloroethane, vinyl chloride, and hydrogen chloride may be removed from the bottom column fractional distillation tray.Type: GrantFiled: June 7, 1995Date of Patent: September 24, 1996Assignee: Westlake Monomers CorporationInventor: James E. Best
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Patent number: 5507921Abstract: A method and apparatus for quenching a gas stream in the production of vinyl chloride monomer includes the use of a knock back condenser and a plurality of column fractional distillation trays disposed within the quench column, and a liquid stream of 1,2-dichloroethane, vinyl chloride, and hydrogen chloride may be removed from the bottom column fractional distillation tray.Type: GrantFiled: December 14, 1994Date of Patent: April 16, 1996Assignee: Westlake Monomers CorporationInventor: James E. Best
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Patent number: 5292973Abstract: An improvement is proposed for the removal of the precipitates of a phosphine oxide compound as a by-product from a mixture thereof with an olefin compound obtained by the Wittig reaction for the preparation of the olefin compound from a phosphorane compound and a carbonyl compound. Instead of the conventional procedure of filtration to remove the precipitates, the mixture in a hydrocarbon solvent, after replacement of a non-hydrocarbon solvent with a hydrocarbon solvent, if necessary, is admixed with a lower carboxylic acid such as acetic acid so that the precipitates of the phosphine oxide are dissolved forming a viscous fluid which is immiscible with the mixture of the olefin compound and the hydrocarbon solvent. The fluid containing the dissolved phosphine oxide compound can be easily removed by phase separation so that a great increase is obtained in the yield of the desired olefin compound.Type: GrantFiled: June 24, 1993Date of Patent: March 8, 1994Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Takehiko Fukumoto, Akira Yamamoto
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Patent number: 5288929Abstract: A method for removing, condensing and collecting propellants, e.g. chlorofluoro-carbons (CFCs) in an environmentally friendly manner from foam materials, e.g. insulant materials from old (discarded) refrigerators, district heating tubes and other materials for which the method is suitable.Type: GrantFiled: February 12, 1992Date of Patent: February 22, 1994Assignee: L&E Holding ApSInventor: Lau O. Voers
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Patent number: 5283383Abstract: The present invention relates to a new antitumor compound, a method for isolating same from a red alga, antitumor compositions containing same and methods of using same for treating patients with cancer. The compound of the present invention is 6(R)-bromo-3(S)-bromomethyl-7-methyl-2,3,7-trichloro-1-octene.Type: GrantFiled: February 18, 1992Date of Patent: February 1, 1994Assignee: The United States of America as represented by the Department of Health and Human ServicesInventors: Michael R. Boyd, John H. Cardellina, II, Richard W. Fuller, Kenneth M. Snader, Jon Clardy
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Patent number: 5237114Abstract: Quaternary ammonium phase transfer catalyst is removed from the dehydrochlorination product of 3,4-dichlorobutene-1 by treatment of the organic, chloroprene-containing phase with an oxy acid which combines with the catalyst to form a separate phase.Type: GrantFiled: July 30, 1992Date of Patent: August 17, 1993Assignee: E. I. Du Pont de Nemours and CompanyInventors: Joseph F. Englert, Jr., Willie Harrison, Jr.
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Patent number: 5175381Abstract: A method for recovering halogenated hydrocarbons (FCH) from synthetic foams wherein halogenated hydrocarbons (FCH) are released from synthetic foam in a hermetically sealed processing chamber and transferred to a gaseous carrier medium of steam. The steam/FCH mixture is removed from the processing chamber and subjected to condensation to remove pure FCH from the condensed water.Type: GrantFiled: July 29, 1991Date of Patent: December 29, 1992Assignee: SMG Sommer Metallwerke GmbHInventors: Heinz Hoberg, Joachim Christiani, Martin Bender
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Patent number: 5132474Abstract: The present invention provides a method of effectively recovering a hydrocarbon halide and the use of a specific aprotic polar compound for said method. Thus, the present invention provides a method of recovering a hydrocarbon halide comprising absorbing the hydrocarbon halide into an aprotic polar compound which has a 5 or 6 membered ring and a nitrogen atom at an alpha-position of a carbonyl group. In the present method, the absorbed hydrocarbon halide can be easily recovered by usual methods.Type: GrantFiled: December 20, 1991Date of Patent: July 21, 1992Assignee: Nippon Paint Co., Ltd.Inventor: Fujio Mashio
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Patent number: 5098525Abstract: The disposal of chlorinated pitches is carried out by a process which employs two treatments with an alcohol, which are carried out in cascade.Such treatments cause the precipitation of the suspended matter to take place. This is then caused to settle, and is separated and pyrolized, while the supernatant is distilled in order to separate the alcohol, which is recycled back to the process, from other organic components, which are sent to further uses.Type: GrantFiled: June 6, 1990Date of Patent: March 24, 1992Assignee: Enichem Anic, S.p.A.Inventors: Loreno Lorenzoni, Giuseppe Messina, Vittorio Bruzzi, Salvatore Simula
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Patent number: 5068474Abstract: Process for the removal from vinyl chloride of compounds of ester type by an operation of treatment comprising an alkaline washing and a treatment with a hydride.Type: GrantFiled: May 31, 1990Date of Patent: November 26, 1991Assignee: Solvay & CieInventor: Michel Strebelle
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Patent number: 5059730Abstract: Process for the removal from vinyl chloride of compounds of the ester type by an operation of treatment comprising an alkaline washing and a treatment with a bisulphite.Type: GrantFiled: May 31, 1990Date of Patent: October 22, 1991Assignee: Solvay & Cie (Societe Anonyme)Inventor: Michel Strebelle
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Patent number: 5043496Abstract: The present invention relates to a process for the treatment of heavy residues produced in the manufacture of chlorinated products, in which process a chemical compound chosen from certain fatty compounds is added to the heavy residues in order to form fluid and stable liquid suspensions.Type: GrantFiled: April 4, 1990Date of Patent: August 27, 1991Assignee: Solvay & Cie (Societe Anonyme)Inventors: Claude Conrard, Lucien Menetrier
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Patent number: 4822932Abstract: In a method of treating the reaction product of pyrolysis of 1,2-dichloroethane to form vinyl chloride and hydrogen chloride with multiple stage cooling and distillation separation of the reaction product and recycle of unreacted 1,2-dichloroethane to the pyrolysis step, the improvement comprising direct cooling of the reaction product immediately after leaving the pyrolysis step, within 1 sec from a temperature range of 480.degree. to 540.degree. C. down to 150.degree. to 250.degree. C.Type: GrantFiled: April 7, 1988Date of Patent: April 18, 1989Assignee: Wacker-Chemie GmbHInventors: Gerhard Dummer, Klaus Haselwarter, Hermann Klaus, Ludwig Schmidhammer, Rudolf Strasser
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Patent number: 4788357Abstract: An improved method of producing vinyl chloride by pyrolysis of purified 1,2-dichloroethane at temperatures from 480.degree. C. to 540.degree. C. at a pressure of 10 to 36 bar absolute with partial utilization of the heat content of the flue gases from the pyrolysis furnace firing to preheat liquid 1,2-dichloroethane almost to its boiling temperature utilizing the flue gas waste heat to generate steam, cool the pyrolysis gas mixture in several stages and separate the hydrogen chloride from the pyrolysis gas mix in a hydrogen chloride column as well as separate vinyl chloride from the pyrolysis gas mix in a vinyl chloride monomer column.Type: GrantFiled: July 16, 1987Date of Patent: November 29, 1988Assignee: Wacker-Chemie GmbHInventors: Gerhard Dummer, Klaus Haselwarter, Hermann Klaus, Ludwig Schmidhammer, Rudolf Strasser
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Patent number: 4760206Abstract: Ferric chloride (FeCl.sub.3), a known chlorination and polymerization catalyst for 1,3-butadiene ("BD"), can nevertheless be effectively used in a packed or trayed quench tower, operating under essentially anhydrous conditions, without plugging it. Essentially all BD from a crude stream of vinyl chloride (VCl), is removed within a hold-up time of 6 minutes. The speed of removal is note-worthy because less than half the stoichiometric amount of chlorine required to chlorinate the BD is used. The BD is preferentially chlorinated, the time being too short to chlorinate a substantial amount of chloroprene and monovinylacetylene. Only a portion of the BD is removed by chlorination, the remainder being removed by polymerization catalyzed by 100-200 ppm anhydrous FeCl.sub.3.Type: GrantFiled: September 30, 1986Date of Patent: July 26, 1988Assignee: The B. F. Goodrich CompanyInventor: Wolfgang W. Schneider
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Patent number: 4760211Abstract: A process for recovering brominated acenaphthylene and its condensate in the form of powder, comprising dropping a solution of brominated acenaphthylene and its condensate produced from acenaphthene by reactions of bromination, condensation and dehydrobromination into hot water containing a carboxylic acid ester of polyoxyalkylene sorbitan, while the solvent is being distilled off, to recover the brominated acenaphthylene and its condensate in the form of powder dispersed in water.Type: GrantFiled: September 18, 1986Date of Patent: July 26, 1988Assignee: Toyo Soda Manufacturing Co., Ltd.Inventors: Masahige Kubo, Koji Kawabata, Yukihiro Tsutsumi
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Patent number: 4754087Abstract: Primary and/or tertiary allyl halides are prepared by reaction of a hydrogen halide (e.g. hydrogen chloride) with a terminal conjugated diene (e.g. myrcene, .beta.-farnesene, .beta.-springene or 15-chloro-.beta.-springene) in the presence of, as catalyst, a cuprous halide together with a quaternary ammonium salt or a phosphonium salt containing at most 16 carbon atoms, or a salt of a tertiary amine containing at most 10 carbon atoms, the reaction being carried out in an organic solvent in which the catalyst complex is soluble.Type: GrantFiled: September 19, 1985Date of Patent: June 28, 1988Assignee: Rhone-Poulenc SanteInventor: Michel Mulhauser
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Patent number: 4642400Abstract: This process stems from the discovery that the solubility of water in vinyl chloride monomer ("VCM") is so low in a cold aqueous caustic solution at a temperature below 0.degree. C., that the aqueous solution will remove water dissolved in the monomer, and at the same time, will neutralize the HCl associated with the monomer and prevent the formation of acetylene. This discovery makes it possible to dry and neutralize a HCl and water-containing vinyl chloride ("VCl") stream, by intimately contacting the stream with a cold aqueous 2 to 30 wt % caustic soda solution at a temperature below 25.degree. F. and above the freezing point of the caustic solution. In a commercial VCM producing facility, VCl can be "finished" in a "stand-alone" processing facility with greater economy than in a conventional VCM plant, yet avoid the hazards of operating a conventional VCl stripping column and scrubbers packed with solid caustic pellets.Type: GrantFiled: September 23, 1985Date of Patent: February 10, 1987Assignee: The B. F. Goodrich CompanyInventors: Joseph A. Cowfer, James E. Best
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Patent number: 4558167Abstract: Hydrogen chloride is recovered from a mixture with propylene by extractive distillation with an inert extraction solvent to minimize reaction between hydrogen chloride and propylene during such distillation. The temperature and pressure conditions are coordinated with the extraction solvent and amount thereof to prevent the presence of hydrogen chloride in a liquid state. The process is particularly suitable for recovering hydrogen chloride in the production of allyl chloride by thermal chlorination of propylene.Type: GrantFiled: August 1, 1983Date of Patent: December 10, 1985Assignee: The Lummus CompanyInventors: Herbert Riegel, Chiung-Yuan Huang, Vincent A. Strangio
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Patent number: 4358627Abstract: A process for reducing the chloride concentration in a system which contains an ethylenically unsaturated chlorinated hydrocarbon, water and HCl which includes providing certain nitrogen-containing compounds in the system and contacting the system with a molecular sieve. The process surprisingly is capable of regenerating the nitrogen-containing compounds employed.Type: GrantFiled: April 13, 1981Date of Patent: November 9, 1982Assignee: International Business Machines CorporationInventors: Joseph G. Ameen, Charles A. Joseph, Dennis L. Rivenburgh, David W. Sissenstein
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Patent number: 4333799Abstract: Ethylene dichloride is separated from unsaturated organic impurities such as trichloroethylene and benzene by extractive distillation in the presence of a high boiling chloroalkene solvent, such as perchloroethylene.Type: GrantFiled: December 15, 1980Date of Patent: June 8, 1982Assignee: PPG Industries, Inc.Inventor: Aurelio M. Crico
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Patent number: 4328376Abstract: The method of removing fluorinated olefin byproduct formed during the synthesis of a fluoromethylhexafluoroisopropyl ether product or the like comprises: adding ammonia or an amine to the mixture to react with the fluorinated olefin byproduct, and thereafter distilling the fluoromethylhexafluoroisopropyl ether product to remove it from the byproduct.Type: GrantFiled: March 31, 1980Date of Patent: May 4, 1982Assignee: Baxter Travenol Laboratories, Inc.Inventors: Arthur Berger, Robert L. Simon
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Patent number: RE31330Abstract: 1,1,1-Trihalogeno-4-methyl pentenes and 1,1-dihalogeno-4-methyl-1,3-pentadienes are produced. These compounds are of value as intermediates for the production of pyrethrin analogs which are of use as insecticides or agricultural chemicals.Type: GrantFiled: October 23, 1980Date of Patent: August 2, 1983Assignee: Kuraray Co., Ltd.Inventors: Yoshiji Fujita, Yoshiaki Omura, Fumio Mori, Kazuo Itoi, Takashi Nishida, Yoshin Tamai, Sukeji Aihara, Takeo Hosogai, Fumio Wada