Elemental Halogen Reactant Patents (Class 570/252)
  • Patent number: 9012704
    Abstract: A method for preparing 13C labeled iodotridecane represented by Formula A: The method comprises the conversion of 13C labeled propargyl alcohol to 13C labeled iodotridecane via alkylation of propargyl alcohol with iododecane.
    Type: Grant
    Filed: November 16, 2012
    Date of Patent: April 21, 2015
    Assignee: Phenomenome Discoveries Inc.
    Inventors: M. Amin Khan, Paul L. Wood, Dayan Goodenowe
  • Patent number: 8912371
    Abstract: A method of producing a chlorinated hydrocarbon having 3 carbon atoms, comprising a conversion step for converting a chloropropane represented by the following formula (1) into a chloropropane represented by the following formula (2) by reacting it with chlorine in the presence of anhydrous aluminum chloride. CCl3—CCl(2-m)Hm—CCl(3-n)Hn??(1) (In the above formula (1), m is 1 or 2, and n is an integer of 0 to 3.) CCl3—CCl(3-m)H(m-1)—CCl(3-n)Hn??(2) (In the above formula (2), m and n are the same integers as in the formula (1), respectively.
    Type: Grant
    Filed: December 1, 2011
    Date of Patent: December 16, 2014
    Assignee: Tokuyama Corporation
    Inventors: Shunsuke Hosaka, Yasutaka Komatsu, Masayuki Moriwaki, Kikuo Yamamoto, Naoya Okada
  • Patent number: 8912372
    Abstract: 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: Grant
    Filed: November 15, 2013
    Date of Patent: December 16, 2014
    Assignee: Occidental Chemical Corporation
    Inventors: Richard L. Wilson, Rodney L. Klausmeyer, John Lee Dawkins, Daniel D. Rohrback, James S. Strathe, Lloyd B. Branam
  • Publication number: 20140309464
    Abstract: A method for preparing 13C labeled iodotridecane represented by Formula A. The method comprises the conversion of 13C labeled propargyl alcohol to 13C labeled iodotridecane via alkylation of propargyl alcohol with iododecane.
    Type: Application
    Filed: November 16, 2012
    Publication date: October 16, 2014
    Inventors: M. Amin Khan, Paul L. Wood, Dayan Goodenowe
  • Patent number: 8822741
    Abstract: A process for the fluorination of haloolefins with elemental fluorine in the presence of anhydrous HF proceeds with high yield and selectivity in the product deriving from the addition of fluorine to the carbon-carbon double bond.
    Type: Grant
    Filed: July 5, 2011
    Date of Patent: September 2, 2014
    Assignee: Solvay Specialty Polymers Italy S.p.A.
    Inventors: Vito Tortelli, Marco Galimberti
  • Patent number: 8692019
    Abstract: The present disclosure includes a system and method for co-producing a first product and a second product. The system may include a first electrochemical cell, at least one second reactor, and an acidification chamber. The method and system for co-producing a first product and a second product may include co-producing a carboxylic acid and at least one of an alkene, alkyne, aldehyde, ketone, or an alcohol while employing a recycled halide salt.
    Type: Grant
    Filed: December 21, 2012
    Date of Patent: April 8, 2014
    Assignee: Liquid Light, Inc.
    Inventors: Kyle Tearney, Jerry J. Kaczur
  • Patent number: 8642821
    Abstract: This invention relates to novel and useful toluene and styrene derived telomer distributions, such distributions being desirable substrates for the preparation of brominated flame retardants.
    Type: Grant
    Filed: November 30, 2009
    Date of Patent: February 4, 2014
    Assignee: Albemarle Corporation
    Inventors: William J. Layman, Jr., Charles H. Kolich, Arthur G. Mack, Steven A. Anderson, Jonathan P. McCarney, Jorge Morice, Zhongxin Ge, Junzuo Wang
  • Publication number: 20140031598
    Abstract: A process comprising feeding bromine into a first reactor; feeding low molecular weight alkanes into the first reactor; and withdrawing alkyl bromides from the first reactor wherein the bromine and low molecular weight alkanes are fed through an apparatus that rapidly mixes the bromine and low molecular weight alkanes. A process is disclosed further comprising reacting the alkyl bromides to form aromatic hydrocarbons.
    Type: Application
    Filed: November 21, 2011
    Publication date: January 30, 2014
    Inventors: Sujata Degaleesan, Glenn Charles Komplin, Vishwanath Subramaniam, Kuochen Tsai
  • Publication number: 20140011973
    Abstract: The invention discloses a compound having branching alkyl chains, the method for preparing the same and use thereof in photoelectric devices. By applying the branching alkyl chains as the solubilizing group to the preparation of organic conjugated molecules (for example, organic conjugated polymers), the number of methylenes between the resultant alky side chains and the backbone, i.e., m>1, which can effectively reduce the effect of the alkyl chains on the backbone ?-? stacking, thereby ensuring the solubility of the organic conjugated molecule while greatly increasing the mobility of their carriers. It is suitable for an organic semiconductor material in photoelectric devices such as organic solar cells, organic light emitting diodes and organic field effect transistors, etc.
    Type: Application
    Filed: July 5, 2013
    Publication date: January 9, 2014
    Inventors: Jian PEI, Ting LEI, Jinhu DOU
  • Publication number: 20130079564
    Abstract: Embodiments disclose a process for converting gaseous alkanes to higher molecular weight hydrocarbons, olefins or mixtures thereof wherein a gaseous feed containing alkanes may be reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid then may be reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 or an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form hydrobromic acid vapor and higher molecular weight hydrocarbons, olefins or mixtures thereof. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, olefins or mixtures thereof and to generate bromine from the hydrobromic acid for use in the process.
    Type: Application
    Filed: November 16, 2012
    Publication date: March 28, 2013
    Applicant: MARATHON GTF TECHNOLOGY, LTD.
    Inventor: Marathon GTF Technology, Ltd.
  • Patent number: 8395001
    Abstract: To provide processes for efficiently and economically producing 2-chloro-1,1,1,2-tetrafluoropropane (R244bb) and 2,3,3,3-tetrafluoropropene (R1234yf) in an industrially practical manner. A process for producing 2-chloro-1,1,1,2-tetrafluoropropane, which comprises a chlorination step of reacting 1,2-dichloro-2-fluoropropane and chlorine in the presence of a solvent under irradiation with light to obtain 1,1,1,2-tetrachloro-2-fluoropropane, and a fluorination step of reacting the 1,1,1,2-tetrachloro-2-fluoropropane obtained in the chlorination step and hydrogen fluoride in the presence of a catalyst to obtain 2-chloro-1,1,1,2-tetrafluoropropane, and a process for producing 2,3,3,3-tetrafluoropropene, which comprises dehydrochlorinating it in the presence of a catalyst.
    Type: Grant
    Filed: June 10, 2011
    Date of Patent: March 12, 2013
    Assignee: Asahi Glass Company, Limited
    Inventors: Satoshi Kawaguchi, Takashi Okazoe, Hidekazu Okamoto
  • Patent number: 8362127
    Abstract: A halogenated non-polymeric phenyl ether flame retardant is described having the general formula (I): wherein each X is independently Cl or Br, n is an integer of 1 or 2, and each p is independently an integer of 1 to 4, provided that, when each X is Cl, the total amount halogen in the ether is from about 50 to about 65 wt % and when each X is Br, the total amount halogen in the ether is from at least 70 wt % to about 79 wt % and wherein from about 30% to about 80%, for example from about 35% to about 75% of the halogenated ethers are fully halogenated the remainder being partially halogenated. The present flame retardant provides superior mechanical properties when incorporated into a polymer than similar flame retardants which contain a higher amount of fully halogenated species.
    Type: Grant
    Filed: September 29, 2011
    Date of Patent: January 29, 2013
    Assignee: Chemtura Corporation
    Inventors: Larry D. Timberlake, James D. Siebecker, Subramaniam Narayan
  • Patent number: 8357738
    Abstract: A flame retardant blend comprises at least first and second halogenated non-polymeric phenyl ethers having the general formula (I): wherein each X is independently Cl or Br, each m is independently an integer of 1 to 5, each p is independently an integer of 1 to 4, n is an integer of 1 to 5 and wherein the values of n for the first and second ethers are different.
    Type: Grant
    Filed: November 24, 2009
    Date of Patent: January 22, 2013
    Assignee: Chemtura Corporation
    Inventors: Larry D. Timberlake, James D. Siebecker
  • Publication number: 20130006024
    Abstract: Process and systems for converting lower molecular weight alkanes to higher molecular weight hydrocarbons that include fractionation of brominated hydrocarbons, wherein the brominated hydrocarbons are formed by reaction of the lower molecular weight alkanes with bromine.
    Type: Application
    Filed: June 30, 2011
    Publication date: January 3, 2013
    Applicant: MARATHON GTF TECHNOLOGY, LTD.
    Inventors: Sabah A. Kurukchi, Yijun Liu
  • Publication number: 20120141356
    Abstract: A process for converting gaseous alkanes to olefins, higher molecular weight hydrocarbons or mixtures thereof wherein a gaseous feed containing alkanes may be thermally or catalytically reacted with a dry bromine vapor to form alkyl bromides and hydrogen bromide. Poly-brominated alkanes present in the alkyl bromides may be further reacted with methane over a suitable catalyst to form mono-brominated species. The mixture of alkyl bromides and hydrogen bromide may then be reacted over a suitable catalyst at a temperature sufficient to form olefins, higher molecular weight hydrocarbons or mixtures thereof and hydrogen bromide. Various methods and reactions are disclosed to remove the hydrogen bromide from the higher molecular weight hydrocarbons, to generate bromine from the hydrogen bromide for use in the process, to store and subsequently release bromine for use in the process, and to selectively form mono-brominated alkanes in the bromination step.
    Type: Application
    Filed: May 27, 2011
    Publication date: June 7, 2012
    Applicant: MARATHON GTF TECHNOLOGY, LTD.
    Inventors: Raymond T. Brickey, Greg A. Lisewsky, John J. Waycuilis, Stephen D. York
  • Publication number: 20110269989
    Abstract: A method for halogenating, sulfonating, or sulfo-halogenating a feed comprising paraffin, by subjecting a mixture comprising the feed and a reagent selected from the group consisting of sulfonating agents, halogenating agents, and combinations thereof to a shear rate of at least 20,000 s?1 to produce a high-shear treated product; cooling the high shear-treated product by heat exchange with a heat transfer medium, to produce a cooled product; and separating the high shear-treated product into an offgas and a liquid product comprising at least one selected from the group consisting of sulfonated paraffins, halogenated paraffins, and sulfo-halogenated paraffins. A high shear system for the production of halogenated, sulfonated, or sulfo-halogenated paraffin is also provided.
    Type: Application
    Filed: March 2, 2011
    Publication date: November 3, 2011
    Applicant: H R D Corporation
    Inventors: Abbas HASSAN, Krishnan Viswanathan, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
  • Patent number: 7994373
    Abstract: High assay, reaction-derived decabromodiphenylethane product is prepared by feeding (i) diphenylethane or (ii) partially brominated diphenylethane having an average bromine number less than about two, or (iii) both of (i) and (ii), into the liquid confines of a reaction mixture. Such reaction mixture is (a) formed from components comprised of excess liquid bromine and aluminum-based Lewis acid bromination catalyst, and (b) maintained at one or more elevated reaction temperatures of from about 45°-90° C., and at least when elevated pressure is needed to keep a liquid state in the reaction mixture at the temperature(s) used, the reaction mixture is at such an elevated pressure, whereby ar-bromination occurs. The feeding is conducted at a rate slow enough to form high assay reaction-derived decabromodiphenylethane product, which is an effective flame retardant.
    Type: Grant
    Filed: August 17, 2007
    Date of Patent: August 9, 2011
    Assignee: Albemarie Corporation
    Inventors: Saadat Hussain, Arthur G. Mack
  • Publication number: 20110071326
    Abstract: Embodiments disclose a process for converting gaseous alkanes to higher molecular weight hydrocarbons, olefins or mixtures thereofs wherein a gaseous feed containing alkanes may be reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid then may be reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 or an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form hydrobromic acid vapor and higher molecular weight hydrocarbons, olefins or mixtures thereof. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, olefins or mixtures thereof and to generate bromine from the hydrobromic acid for use in the process.
    Type: Application
    Filed: November 30, 2010
    Publication date: March 24, 2011
    Applicant: MARATHON GTF TECHNOLOGY, LTD.
    Inventor: John J. Waycuilis
  • Patent number: 7872164
    Abstract: A process for selectively producing 4,9-dibromodiamantane includes a step of reacting diamantane with bromine in the presence of a Lewis acid and a solvent, wherein the solvent comprises a substituted or unsubstituted, straight-chain, branched-chain or cyclic saturated hydrocarbon containing from 3 to 10 carbon atoms, and a reaction solution after the step satisfies Formula (1): A/(A+B+C+D+E)>0.80 ??Formula (1) wherein A represents an area ratio (%) of 4,9-dibromodiamantane obtained by gas chromatography of the reaction solution, B represents an area ratio of diamantane, C represents a sum of an area ratio of 1-bromodiamantane and an area ratio of 4-bromodiamantane, D represents an area ratio of tribromodiamantane, and E represents a sum of an area ratio of 1,6-dibromodiamantane and an area ratio of 1,4-dibromodiamantane.
    Type: Grant
    Filed: September 25, 2007
    Date of Patent: January 18, 2011
    Assignee: Fujifilm Corporation
    Inventors: Katsuyuki Watanabe, Kensuke Morita, Masaya Nakayama
  • Patent number: 7671244
    Abstract: The invention relates to a method for producing high-purity 1,2-dichloroethane from dissolved chlorine and dissolved ethylene which are brought into contact with each other using a circulating liquid reaction medium which essentially consists of 1,2-dichloroethane and a catalyst and passes through at least one reaction loop. The two limbs of the loop are connected to a gas-phase stripping container which is arranged at the top and from which the reaction product is outwardly transferred either in a gaseous or liquid form or both in a gaseous form and in a liquid form. The addition points for the addition of chlorine and dissolved ethylene are arranged in the limb of the loop in which the liquid rises. The addition point for dissolved chlorine is always arranged downstream of the ethylene addition point.
    Type: Grant
    Filed: December 15, 2005
    Date of Patent: March 2, 2010
    Assignee: UHDE GmbH
    Inventors: Harald Hafenscher, Reinhold Weis, Michael Benje
  • Publication number: 20100048962
    Abstract: A process for selectively producing 4,9-dibromodiamantane includes a step of reacting diamantane with bromine in the presence of a Lewis acid and a solvent, wherein the solvent comprises a substituted or unsubstituted, straight-chain, branched-chain or cyclic saturated hydrocarbon containing from 3 to 10 carbon atoms, and a reaction solution after the step satisfies Formula (1): A/(A+B+C+D+E)>0.80 ??Formula (1) wherein A represents an area ratio (%) of 4,9-dibromodiamantane obtained by gas chromatography of the reaction solution, B represents an area ratio of diamantane, C represents a sum of an area ratio of 1-bromodiamantane and an area ratio of 4-bromodiamantane, D represents an area ratio of tribromodiamantane, and E represents a sum of an area ratio of 1,6-dibromodiamantane and an area ratio of 1,4-dibromodiamantane.
    Type: Application
    Filed: September 25, 2007
    Publication date: February 25, 2010
    Applicant: FUJIFILM Corporation
    Inventors: Katsuyuki Watanabe, Kensuke Morita, Masaya Nakayama
  • Patent number: 7605207
    Abstract: Polybrominated bisaryl compounds containing bromomethyl or bromomethylene groups are provided, as well as flameproof polymeric formulations comprising the compounds. The novel compounds exhibit a good thermal stability, and are particularly suitable for flame-retarding polystyrene thermoplastic foams. A process for making the polybrominated bisaryl compounds is also provided.
    Type: Grant
    Filed: November 16, 2006
    Date of Patent: October 20, 2009
    Assignee: Bromine Compounds Ltd.
    Inventors: Jakob Oren, Nasif Yassin, Joseph Zilberman, Dorit Canfi, Ron Frim, Dov Beruben
  • Publication number: 20090216055
    Abstract: 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: Application
    Filed: December 17, 2008
    Publication date: August 27, 2009
    Inventors: Richard L. Wilson, Rodney D. Klausmeyer, John Lee Dawkins, Daniel D. Rohrback, James S. Strathe, Lloyd B. Branam
  • Patent number: 7579509
    Abstract: The invention refers to a process for the production of high-purity 1,2-dichloroethane from dissolved chlorine and dissolved ethylene, which are brought into contact with each other in a circulating liquid reaction fluid, which mainly consists of 1,2-dichlorethane and a catalyst and flows through at least one vertically arranged loop-type reaction section, both legs of the loop being connected to an overhead degassing vessel from where the reaction product is withdrawn either in gaseous or in liquid state or in both gaseous and liquid state, and numerous admixing sections being arranged in the leg of the loop in which the liquid rises, and each of these admixing sections having one upstream feed point for dissolved or gaseous ethylene and one downstream feed point for dissolved chlorine and, if required, the admixing sections featuring static mixers.
    Type: Grant
    Filed: June 15, 2005
    Date of Patent: August 25, 2009
    Assignees: Uhde GmbH, Vinnolit GmbH & Co. KG
    Inventors: Michael Benje, Harald Hafenscher
  • Publication number: 20090187052
    Abstract: A reactor for reacting at least two gases in the presence of a liquid phase, provided with an external liquid phase circulation device and including at least one injector for injecting the gases and the externally circulated liquid phase. In the injector the mixing of the gases together and with the externally circulated liquid phase only begins at the outlet of the injector.
    Type: Application
    Filed: November 18, 2005
    Publication date: July 23, 2009
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Michel Strebelle, Michel Lempereur
  • Publication number: 20080275284
    Abstract: Embodiments disclose a process for converting gaseous alkanes to higher molecular weight hydrocarbons, olefins or mixtures thereofs wherein a gaseous feed containing alkanes may be reacted with a dry bromine vapor to form alkyl bromides and hydrobromic acid vapor. The mixture of alkyl bromides and hydrobromic acid then may be reacted over a synthetic crystalline alumino-silicate catalyst, such as a ZSM-5 or an X or Y type zeolite, at a temperature of from about 250° C. to about 500° C. so as to form hydrobromic acid vapor and higher molecular weight hydrocarbons, olefins or mixtures thereof. Various methods are disclosed to remove the hydrobromic acid vapor from the higher molecular weight hydrocarbons, olefins or mixtures thereof and to generate bromine from the hydrobromic acid for use in the process.
    Type: Application
    Filed: May 20, 2008
    Publication date: November 6, 2008
    Applicant: MARATHON OIL COMPANY
    Inventor: John J. Waycuilis
  • Patent number: 7378449
    Abstract: An additive mixture useful as a flame retardant is described. The mixture is comprised of (i) a poly(bromophenyl)alkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups and (ii) a poly(bromophenyl)bromoalkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups, said poly(bromophenyl)bromoalkane being in an amount which is greater than 25 wt %, based on the total weight of the additive mixture. A facile process for making the poly(bromophenyl)bromoalkane is also described.
    Type: Grant
    Filed: October 23, 2006
    Date of Patent: May 27, 2008
    Assignee: Albemarle Corporation
    Inventors: Raymond B. Dawson, Saadat Hussain
  • Patent number: 7253303
    Abstract: The invention provides a method for the preparation of a dicarbonyl compound of formula (I) R1COCFR2COR3 wherein R1 is selected from alkyl, substituted alkyl, cycloalkyl, aryl, substituted aryl and acetoxy, R2 is selected from hydrogen, halogen, nitro, cyano, alkyl, substituted alkyl, cycloalkyl, acetoxy, aryl and substituted aryl, and R3 is selected from alkyl, substitued alkyl, oxyalkyl and substituted oxyalkyl, the method comprising treating a dicarbonyl compound of formula (II) R1COCHR2COR3 with elemental fluorine in a solvent which consists of methanol or aqueous methanol. The method provides an inexpensive and convenient synthetic route to 2-fluoro- and 2,2-difluoro-1,3-diketones and -1,3-ketoesters.
    Type: Grant
    Filed: February 19, 2003
    Date of Patent: August 7, 2007
    Assignee: F2 Chemicals Limited
    Inventor: John Stewart Moilliet
  • Patent number: 7112709
    Abstract: 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: Grant
    Filed: September 9, 2003
    Date of Patent: September 26, 2006
    Assignee: Vulcan Chemicals
    Inventor: Rodney L. Klausmeyer
  • Patent number: 7102042
    Abstract: A method for preparing a composition of the formula in a yield greater than 50% where R1 is C 1-20 comprising the steps of combining fluorene or dibromo flourene, an excess of alkali metal hydroxide and a halogenated alkyl in the presence of a phase transfer catalyst but in the absence of a polar aprotic solvent; heating the combination; and separating the dialkylated fluorene or dialylated dibromo fluorene. If the flourene is not brominated prior to alkylation, the dialkylated fluorene is then brominated.
    Type: Grant
    Filed: December 19, 2002
    Date of Patent: September 5, 2006
    Assignee: Dow Global Technologies Inc.
    Inventors: Timothy J. Adaway, Michael A. Gonzalez, Weishi Wu
  • Patent number: 6977316
    Abstract: A catalytic one-step process for the production of CF3I by reacting, preferably in the presence of a source of oxygen, a source of iodine with a reactant of the formula: CF3R where R is —SH, —S—S—CF3, —S-phenyl, or —S—Si—(CH3)3. The catalyst may be a metal salt such as salts of Cu, Hg, Pt, Pd, Co, Mn, Rh, Ni, V, TI, Ba, Cs, Ca, K and Ge and mixtures thereof, preferably on a support such as MgO, BaO and CaO, BaCO3, CsNO3, Ba (NO3)2, activated carbon, basic alumina, and ZrO2.
    Type: Grant
    Filed: December 8, 2004
    Date of Patent: December 20, 2005
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, HsuehSung Tung
  • Patent number: 6956143
    Abstract: The invention relates to a process and a device for the dissolution of salt that is hardly soluble, especially sodium chloride and other poorly soluble salts in 1,2 dichloroethane, which primarily are to be used in direct chlorination plants for the production of 1,2 dichloroethane. This aim is achieved by mounting an ultrasonic transducer (sonotrode) in the dissolution chamber which is filled with a suspension of salt crystals and 1,2 dichloroethane. The suspension is sent through a filter upon dissolution of the salt.
    Type: Grant
    Filed: September 27, 2001
    Date of Patent: October 18, 2005
    Assignee: Uhde GmbH
    Inventor: Michael Benje
  • Patent number: 6841708
    Abstract: With a method or a device for producing 1,2-dichloroethane or ethylene (di)chloride (EDC) with the use of a circulating reaction medium and a catalyst, whereby ethylene and chlorine are supplied to the reaction medium, the goal is to permit the catalytic chlorination of ethylene in a manner that is particularly gentle to the product. This is achieved in terms of the method and by other means in that the ethylene or chlorine gas are introduced into the reaction medium by means of microporous gas diffuser elements for producing gas bubbles with a diameter of 0.3 to 3 mm.
    Type: Grant
    Filed: October 12, 1999
    Date of Patent: January 11, 2005
    Assignees: Vinnolit Technologie GmbH & Co., Uhde GmbH
    Inventor: Michael Benje
  • Patent number: 6743825
    Abstract: An additive mixture useful as a flame retardant is described. The mixture is comprised of (i) a poly(bromophenyl)alkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups and (ii) a poly(bromophenyl)bromoalkane having in the molecule in the range of 13 to 60 carbon atoms and in the range of two to four aryl groups, said poly(bromophenyl)bromoalkane being in an amount which is greater than 25 wt %, based on the total weight of the additive mixture. A facile process for making the poly(bromophenyl)bromoalkane is also described.
    Type: Grant
    Filed: August 5, 2002
    Date of Patent: June 1, 2004
    Assignee: Albemarle Corporation
    Inventors: Raymond B. Dawson, Saadat Hussain
  • Publication number: 20030144563
    Abstract: A method of producing decabromodiphenyl alkanes includes the steps of charging a reaction vessel with bromine and a bromination catalyst and introducing a diphenyl alkane into the vessel at a location above the level of the charge bromine and catalyst. A dip tube apparatus for introducing the diphenyl alkane includes an inner tube and an outer tube, each of which are disposed above the surface of the bromine reaction vessel. The inner tube is fitted with a plug having an opening. Diphenyl alkane flows through the inner tube, out the opening in the plug, and into the reactor. The outer tube is disposed around and along the inner tube. Reaction mass from the vessel is recirculated from the vessel, through the outer tube and back to the vessel so as to form a curtain of reaction mass around the stream of diphenyl alkane being simultaneously fed into the reaction vessel.
    Type: Application
    Filed: December 18, 2002
    Publication date: July 31, 2003
    Inventors: Stephen B. Falloon, Samuel Mulligan, Donavon W. McElveen, Ray W. Atwell
  • Patent number: 6150573
    Abstract: 1,1,1-Trichloroethane (viz., methylchloroform) and 1,1,2-trichloroethane are produced in the same reactor by feeding molecular chlorine and chloroethene (viz., vinyl chloride) as well as 1,1-dichloroethane to the reactor. The ratios at which the two trichloroethanes are produced can be easily controlled by controlling the relative ratios of 1,1-dichloroethane and chloroethene introduced to the reactor. The reactions are conducted in the liquid phase in the presence of free radical initiator.
    Type: Grant
    Filed: January 5, 1995
    Date of Patent: November 21, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Tommy G. Taylor, J. Douglas Mansell, John P. Shamburger, Mark E. Woodyear
  • Patent number: 6114591
    Abstract: The chlorination of paraffins is carried out in the presence of water and in the absence of an organic solvent. In this way, it is possible to prepare highly chlorinated paraffins in a simple manner. The presence of hydrochloric acid even at high temperatures, has no deleterious effect on the quality of the product. The separation of the chloroparaffin from the hydrochloric acid is very good. An emulsion layer which hinders the transport of the chloroparaffin into downstream equipment does not occur.
    Type: Grant
    Filed: July 14, 1998
    Date of Patent: September 5, 2000
    Assignee: Dover Chemical Corporation
    Inventors: Dietmar Bewart, Walter Freyer
  • Patent number: 5789580
    Abstract: A process for the preparation of a selectively fluorinated organic compound, which process includes reaction of a precursor of said organic compound, the precursor containing at least one Group VI element selected from sulfur, selenium and tellurium, with a fluorinating agent and another halogenating agent and characterized in that the fluorinating agent is elemental fluorine.
    Type: Grant
    Filed: April 25, 1996
    Date of Patent: August 4, 1998
    Assignee: British Nuclear Fuels plc
    Inventors: Richard Dickinson Chambers, Graham Sandford
  • Patent number: 5773673
    Abstract: Disclosed is a method of making chlorinated hydrocarbons. A mixture is prepared of a hydrocarbon or partially chlorinated hydrocarbon from C.sub.18 to C.sub.30 and either benzotrifluoride or parachlorobenzotrifluoride in an amount sufficient to liquefy the mixture at the chlorination temperature. The mixture is heated to a temperature of about 50.degree. to 100.degree. C. and sufficient chlorine gas is passed therethrough in the presence of UV light to form a chlorinated hydrocarbon that is about 60 to about 80 wt. % chlorine. One part by weight of the composition is added to at least two parts by weight per part of a C.sub.1 to C.sub.6 monohydric alcohol, which results in the precipitation of the chlorinated hydrocarbon. The precipitated chlorinated hydrocarbon can be removed from the composition by, for example, filtration.
    Type: Grant
    Filed: July 1, 1997
    Date of Patent: June 30, 1998
    Assignee: Occidental Chemical Corporation
    Inventors: Pravin M. Khandare, Edward A. Rowe
  • Patent number: 5495058
    Abstract: A process for the chlorination of a paraffin wax is described which includes the steps of contacting the paraffin wax or partially chlorinated paraffin wax with chlorine wherein the improvement is the use of a non-ozone depleting aromatic solvent with a boiling point less than 180.degree. C., preferably less than 160.degree. C. and which is non-reactive to chlorine in a free radical chlorination environment, in contrast to typical C.sub.1 -C.sub.2 aliphatic solvents.
    Type: Grant
    Filed: May 25, 1994
    Date of Patent: February 27, 1996
    Assignee: Dover Chemical Corporation
    Inventors: Donald R. Stevenson, Satyanarayana Kodali
  • Patent number: 5449801
    Abstract: A process for the selective high yield halogenation R--CH.sub.3 wherein R is ##STR1## Si(Cl).sub.m (CH.sub.3).sub.n, wherein m is 1 to 3, n is 1 to 3 and m+n is 3; phenyl; or phenyl substituted with Cl, Br, F, OR.sup.1, SR.sup.1 or NO.sub.2 ; R.sup.1 is C.sub.1 -C.sub.3 alkyl; and X is chlorine or bromine; under reactive distillation conditions which continuously and selectively separate the mono, di, or trihalogenated product from the reaction zone and which does not require recycling of the starting materials is disclosed.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: September 12, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Chris S. Barnum, Charles T. Blaisdell
  • Patent number: 5436378
    Abstract: Water-containing mixtures of at least one hydrocarbon/halocarbon and hydrochloric acid, e.g., the methyl chloride feedstream in conventional process for the synthesis of chloromethanes, are desiccated by intimately contacting such mixtures with an effective drying amount of an essentially anhydrous drying agent that includes (i) a metal sulfate, chloride or perchlorate, or (ii) phosphorus pentoxide.
    Type: Grant
    Filed: June 21, 1994
    Date of Patent: July 25, 1995
    Assignee: Atochem
    Inventors: Jean-Jacques Masini, Elie Ghenassia, Raymond Commandeur, Rene Clair, Jean-Louis Guillaumenq
  • Patent number: 5276226
    Abstract: The invention relates to a process for selectively producing alkyl halides from alkanes, such as methane and ethane at relatively mild temperatures and pressures in an organic liquid phase in the presence of halogen and transition metal complex. The alkane may be neat if in a liquid form, or may be solubilized with a suitable organic solvent, if the alkane not a liquid at reaction conditions. The reaction is for a time, under conditions of temperature and pressure and in effective amounts that will permit the formation of alkyl halides. Optional hydrolysis to the corresponding alcohols may follow. The alkyl halides have utility as precursors for alternative fuels, such as methanol.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: January 4, 1994
    Assignee: Exxon Research & Engineering Company
    Inventors: Istvan T. Horvath, Raymond A. Cook, Gabor Kiss
  • Patent number: 5268518
    Abstract: Process and apparatus for enhancing entrainment and self-stirring adjacent the entry of a reactor vessel of at least partly-reacted materials in an incoming stream of reactants.
    Type: Grant
    Filed: March 17, 1993
    Date of Patent: December 7, 1993
    Assignee: The Dow Chemical Company
    Inventors: David H. West, Lawrence A. Hebert, Stanford S. Kirsch
  • Patent number: 5144067
    Abstract: Disclosed is a process for the coproduction of (1) an alkyl iodide and (2) an .alpha.-iodocarboxylic acid, a mono-.alpha.-iodocarboxylic anhydride or a mixture thereof which comprises contacting a mixture of an iodine compound and a carboxylic anhydride with a peroxide at an elevated temperature.
    Type: Grant
    Filed: September 29, 1989
    Date of Patent: September 1, 1992
    Assignee: Eastman Kodak Company
    Inventors: Joseph R. Zoeller, Michael R. Cushman, Regina M. Moncier, Brent A. Tennant
  • Patent number: 5113028
    Abstract: A process for mixing hot ethane with chlorine gas using a mixer consisting of a main pipe through which ethane is conducted, and four or more jets through which chlorine gas is introduced into the main pipe. The angle between the axis of each jet and the line from the center point to the point where the axis of each jet makes contact with the inside surface of the main pipe ranges between about 30.degree. to 45.degree..
    Type: Grant
    Filed: August 1, 1991
    Date of Patent: May 12, 1992
    Inventors: Hang-Chang B. Chen, Gerald F. Achee
  • Patent number: 5023387
    Abstract: An adiabatic vapor phase chlorination of methylene chloride, methyl chloride or a mixture thereof is improved by the injection of a portion of the methylene chloride, methyl chloride or mixture thereof into the reactor in the liquid state under conditions such that the temperature throughout the reaction zone is maintained at less than about 500.degree. C.
    Type: Grant
    Filed: April 30, 1990
    Date of Patent: June 11, 1991
    Assignee: The Dow Chemical Company
    Inventors: David H. West, Lawrence A. Hebert, Roger L. Bowlin, Michael T. Holbrook
  • Patent number: 4990708
    Abstract: A process for the preparation of dibromomethane is described, in which gaseous methyl bromide and bromide are reacted as temperatures of 300.degree. C. or higher. The reaction is highly selective to DBM and almost quantitative Br.sub.2 conversion is obtained in the absence of catalysts.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: February 5, 1991
    Assignee: Bromine Compounds Limited
    Inventors: Jeane Segall, Leonard M. Shorr, Michel Adda
  • Patent number: 4765876
    Abstract: The higher chloromethanes, i.e., CH.sub.2 Cl.sub.2, CHCl.sub.3 and CCl.sub.4, are simultaneously produced by chlorinating methyl chloride with chlorine in a first reaction zone A, chlorinating at least one of the higher chloromethanes CH.sub.2 Cl.sub.2 and CHCl.sub.3 with chlorine in a parallel second reaction zone B, combining the reaction products from said first and said second reaction zones A and B, separating higher chloromethanes from said combined reaction products, and recycling at least one of said separated higher chloromethanes CH.sub.2 Cl.sub.2 and CHCl.sub.3 as chlorination feed to said second reaction zone B.
    Type: Grant
    Filed: September 22, 1987
    Date of Patent: August 23, 1988
    Assignee: Atochem
    Inventors: Jean-Jacques Masini, Yvan Verot
  • Patent number: 4746760
    Abstract: Process for functionalizing saturated hydrocarbons comprising:(a) reacting said saturated hydrocarbons of the formula:R.sub.1 Hwherein H represents a hydrogen atom; and R.sub.1 represents a saturated hydrocarbon radical, with a metal complex of the formula:CpRh[P(R.sub.2).sub.3 ]H.sub.2whereinCp represents a cyclopentadienyl or alkylcyclopentadienyl radical;Rh represents a rhodium atom;P represents a phosphorus atom;R.sub.2 represents a hydrocarbon radical;H represents a hydrogen atom,in the presence of ultraviolet radiation to form a hydridoalkyl complex of the formula:CpRh[P(R.sub.2).sub.3 ](R.sub.1)H(b) reacting said hydridoalkyl complex with an organic halogenating agent such as a tetrahalomethane or a haloform of the formulas:CX'X''X'''X'''' or CHX'X''X'''wherein X', X'', X'", X"" represent halogens selected from bromine, iodine or chlorine atom, at a temperature in the range of about -60.degree. to -17.degree. C. to form the corresponding haloalkyl complex of step (a) having the formula:CpRhPMe.sub.
    Type: Grant
    Filed: February 21, 1985
    Date of Patent: May 24, 1988
    Assignee: Chevron Research Company
    Inventors: Robert G. Bergman, Andrew H. Janowicz, Roy A. Periana