Metal Halide Containing Catalyst Patents (Class 570/210)
  • Patent number: 8524957
    Abstract: To provide a novel process for producing p-dichlorobenzene satisfying both of high selectivity of p-dichlorobenzene and high conversion of chlorine at the same time.
    Type: Grant
    Filed: October 23, 2009
    Date of Patent: September 3, 2013
    Assignee: Tosoh Corporation
    Inventor: Tsuyoshi Okamoto
  • Patent number: 8263693
    Abstract: The present invention provides a flame retardant resin composition comprising (A) 100 weight part of a basic resin comprising acrylonitrile-butadiene-styrene copolymer resin and styrene-acrylonitrile copolymer resin; and (B) 10-30 weight part of a bromine-based organic compound flame retardant, and selectively comprising (C) 1-20 weight part of an antimony-based auxiliary flame retardant and (D) 1-10 weight part of one or more compounds selected from the group consisting of metalstearate and stearamide compounds, wherein the bromine-based organic compound flame retardant (B) is octabromodiphenyl ethane. The flame retardant resin composition of the present invention has excellent flame retardancy, impact strength and melt flow index.
    Type: Grant
    Filed: August 29, 2008
    Date of Patent: September 11, 2012
    Assignee: LG Chem, Ltd.
    Inventors: You-seok Seo, Ki-young Nam, Yong-yeon Hwang, Je-sun Yoo, Hyeon-gook Kim, Myeong-soo Song
  • Publication number: 20110207976
    Abstract: To provide a novel process for producing p-dichlorobenzene satisfying both of high selectivity of p-dichlorobenzene and high conversion of chlorine at the same time.
    Type: Application
    Filed: October 23, 2009
    Publication date: August 25, 2011
    Inventor: Tsuyoshi Okamoto
  • Patent number: 7863209
    Abstract: A method for recovering and reusing a ring-halogenation catalyst comprises: (A) contacting an aromatic compound with chlorine or bromine in the presence of a catalyst composition, where the catalyst composition comprises at least one salt comprising a Group 4-13 metal, a lanthanide metal, or an actinide metal; and at least one organic counterion derived from an organic acid having a pKa relative to water of 0 or greater; and at least one organic sulfur compound; to form a first product mixture comprising a monochloro or a monobromo aromatic compound and a Group 4-13 metal halide, a lanthanide metal halide or an actinide metal halide; (B) separating the metal halide from the first product mixture; and (C) contacting at least a portion of the metal halide and an aromatic compound with chlorine or bromine, and at least one organic sulfur compound; to form a second product mixture comprising a monochloro or a monobromo aromatic compound and a Group 4-13 metal halide, a lanthanide metal halide or an actinide metal
    Type: Grant
    Filed: June 16, 2004
    Date of Patent: January 4, 2011
    Assignee: Sabic Innovative Plastics IP B.V.
    Inventors: Balakrishnan Ganesan, Pradeep Jeevaji Nadkarni, Robert Edgar Colborn, Dan Hancu
  • Patent number: 7268248
    Abstract: The present invention relates to 3-cyano-2,4,5-trifluorobenzoyl fluoride and to intermediates for its preparation and to the process for the preparation of 3-cyano-2,4,5-trifluoro-benzoyl fluoride, which starts from 5-fluoro-1,3-xylene (VIII); which is bichlorinated in the ring in the presence of a catalyst under ionic conditions to give 2,4-dichloro-5-fluoro-1,3-dimethylbenzene (VII). The latter is chlorinated in the side chains under free-radical conditions to give 2,4-dichloro-5-fluoro-3-dichloromethyl-1-trichloromethylbenzene (VI).
    Type: Grant
    Filed: December 31, 2003
    Date of Patent: September 11, 2007
    Assignee: Bayer Aktiengesellschaft
    Inventors: Albrecht Marhold, Peter Wolfrum
  • Patent number: 7211704
    Abstract: In a process for preparing p-dichlorobenzene by nuclear chlorination of benzene and/or chlorobenzene as the starting material with chlorine molecules, chlorination is carried out using aluminum chloride in an amount of 0.1–3 millimols per mol of the starting material and phenothiazines such as 10H-phenothiazine-10-carboxylic acid phenyl ester in an amount of 0.1–0.9 mols per mol of aluminum chloride so as to be a chlorination degree in a range of 1.2–2.5, by which p-dichlorobenzene can be obtained in a high para-selectivity and a short reaction time.
    Type: Grant
    Filed: September 3, 2003
    Date of Patent: May 1, 2007
    Assignee: Kureha Corporation
    Inventors: Takashi Wakasugi, Tsugio Nonaka, Tadashi Miyakawa, Takanobu Hanabusa, Kazuhiko Sunagawa, Shigeru Mizusawa
  • Patent number: 7084317
    Abstract: A process for the halogenation of an aromatic compound wherein the aromatic compound is admixed with a halogenating agent in the presence of an ionic liquid is described. The method in preferably halide, sulfur or nitrate ionic liquids has significant advantages over conventional halogenation reactions. These are that the reaction starts with, e.g., a halide salt rather than, e.g., a halogen, and is therefore more convenient and safer. Also, when the reaction is performed in a nitrate ionic liquid, the only by-product is water.
    Type: Grant
    Filed: October 5, 2001
    Date of Patent: August 1, 2006
    Assignee: The Queen's University of Belfast
    Inventors: Martyn John Earle, Suhas Prabhakar Katdare
  • Patent number: 6930216
    Abstract: A method for the nuclear chlorination of ortho-xylene using a chlorinating agent in the presence of at least one Friedel-Crafts catalyst and chloro-substituted 2,8-dimethylphenoxathiin as co-catalyst.
    Type: Grant
    Filed: September 10, 2003
    Date of Patent: August 16, 2005
    Assignee: Clariant GmbH
    Inventors: Karl-Ernst Mack, Hans-Jürgen Leitung, Daniel Decker
  • Patent number: 6841707
    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: Grant
    Filed: December 18, 2002
    Date of Patent: January 11, 2005
    Assignee: Pabu Services, Inc.
    Inventors: Stephen B. Falloon, Samuel Mulligan, Donavon W. McElveen, Ray W. Atwell
  • Patent number: 6710217
    Abstract: The invention relates to a process for preparing 4-chlorobiphenyl by (a) reacting biphenyl and chlorine in the presence of one or more ring-chlorination catalysts, and (b) subjecting the reaction mixture obtained in step (a) to fractional distillation to obtain 4-chlorobiphenyl.
    Type: Grant
    Filed: November 13, 2001
    Date of Patent: March 23, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Langer, Alexander Klausener, Paul Wagner, Lothar Puppe
  • Patent number: 6706934
    Abstract: Disclosed herein is a method for producing 2,3,4,5-tetrachlorobenzotrifluoride comprising chlorinating 4-chlorobenzotrifluoride with elemental chlorine, in the presence of from 0.1 to 2% by weight of iron(III) chloride and 0.05 to 0.75% by weight of aluminum(III) chloride, in each case based on 4-chlorobenzotrifluoride, where the weight ratio of iron(III) chloride to aluminum(III) chloride is 10:1 to 1:1.
    Type: Grant
    Filed: September 26, 2002
    Date of Patent: March 16, 2004
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Lahr
  • Patent number: 6426440
    Abstract: The work-up of the gaseous products from the thermal cracking of 1,2-dichloroethane is simplified if the cracking gases are cooled to a temperature range of about 150 to 180° C., only a subsidiary proportion, which comprises all the coke formed, being condensed and fed to a separate work-up.
    Type: Grant
    Filed: December 26, 2000
    Date of Patent: July 30, 2002
    Assignee: Vinnolit Monomer GmbH & Co. KG
    Inventors: Thomas Wild, Juergen Eichler, Werner Strang, Peter Widmann
  • Patent number: 6222079
    Abstract: Disclosed is a method of increasing the percentage of certain isomers made when di or tri-substituted benzenes are chlorinated in the presence of a Friedel-Crafts catalyst. The use of about 0.001 to about 1 wt % a cocatalyst during chlorination alters the isomeric ratio of the product mixture. In particular, the percentage of the 2,5-isomer is increased when said substituted benzene is ortho or meta-substituted, the percentage of the 3,4-isomer is increased when said substituted benzene is para-substituted, and the percentage of the 2,4,5-isomer is increased when said substituted benzene is 2,4-disubstituted, 3,4-disubstituted, or 2,5-disubstituted.
    Type: Grant
    Filed: October 28, 1999
    Date of Patent: April 24, 2001
    Assignee: Occidental Chemical Corporation
    Inventors: Dean R. Lagerwall, Pravin M. Khandare, Hang-Chang Bobby Chen, Mark F. Lechner
  • Patent number: 6211399
    Abstract: Disclosed is a method of adding 1 to 4 chlorine or bromine atoms to an aromatic ring of compound that has at least one electron-withdrawing groups on that ring. The aromatic compound is reacted with a chlorinating agent or a brominating agent in the presence of about 0.1 to about 10 mole % of a Lewis acid catalyst at a temperature of ambient to about 100° C. and a pressure of about 10 to about 100 psig.
    Type: Grant
    Filed: October 5, 1999
    Date of Patent: April 3, 2001
    Assignee: Occidental Chemical Corporation
    Inventors: Michael C. Savidakis, David C. Johnson
  • Patent number: 6156945
    Abstract: Disclosed is a method of making high purity 2,4- and 3,4-dichlorotoluene from parachlorotoluene that contains some metachlorotoluene. About 0.0001 to about 5 wt % of a Friedel-Crafts catalyst and about 0.5 to about 10 equivalents of a brominating agent are added to the parachlorotoluene. The metachlorotoluene is brominated, but most of the parachlorotoluene is not brominated. Without separating the brominated products from the unbrominated products, about 0.5 to about 1.5 equivalents of a chlorinating agent are added, whereby only the unbrominated products (i.e., the parachlorotoluene) are chlorinated. The resulting 2,4-dichlorotoluene and 3,4-dichlorotoluene can be separated by distillation.
    Type: Grant
    Filed: October 28, 1999
    Date of Patent: December 5, 2000
    Assignee: Occidental Chemical Corporation
    Inventors: Viesturs Lesins, Arthur H. Morth, Frank P. Bermel, David Y. Tang, Mark E. Lindrose, William L. Rueter, Dean R. Lagerwall, Pravin M. Khandare, Hang-Chang Bobby Chen, Mark F. Lechner
  • Patent number: 6130361
    Abstract: Disclosed is a method of separating the meta isomer of a halotoluene having the general formula ##STR1## from a mixture with at least one other isomer, where X is Cl or Br. About 0.0001 to about 5 wt % of a Friedel-Crafts catalyst is added to the mixture and the mixture is exposed to a brominating agent which preferentially brominates the meta isomer. The mixture is then heated at a temperature above the boiling point of the other isomers but below the boiling point of the brominated meta isomer.
    Type: Grant
    Filed: November 17, 1998
    Date of Patent: October 10, 2000
    Assignee: Occidental Chemical Corporation
    Inventors: Viesturs Lesins, David Y. Tang, Arthur H. Morth, Mark E. Lindrose, William L. Rueter, Frank Bermel
  • Patent number: 6117278
    Abstract: Disclosed is a method for making high purity .alpha.-chloroxylenes. A composition is formed of about 15 to about 80 wt % of a xylene and about 20 to about 85 wt % of a solvent. The solvent can be toluene, ring halogenated toluene, benzotrichloride, ring halogenated benzotrichloride, benzotrifluoride, ring halogenated benzotrifluoride, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluorometaxylene, .alpha.,.alpha.,.alpha.,.alpha.',.alpha.',.alpha.'-hexafluoroparaxylene, or a mixture thereof. The composition is heated to about 70 to about 160.degree. C. No base is present in the composition. Chlorine gas is sparged through the composition and chlorine free radicals are generated therein. The chlorine free radicals can be generated either with UV light or by means of a chlorine free radical initiator.
    Type: Grant
    Filed: December 10, 1998
    Date of Patent: September 12, 2000
    Assignee: Occidental Chemical Corporation
    Inventors: Sanjay Mandal, Kevin R. Benson, Michael J. Fifolt, John Hickey, James Franc, George Piotrowski, William S. Derwin
  • Patent number: 6118018
    Abstract: Disclosed is a method of adding 1 to 4 chlorine or bromine atoms to an aromatic ring of compound that has at least one electron-withdrawing groups on that ring. The aromatic compound is reacted with a chlorinating agent or a brominating agent in the presence of about 0.1 to about 10 mole % of a Lewis acid catalyst and about 0.001 to about 0.1 equivalents of an iodine-containing cocatalyst at a temperature of ambient to about 100.degree. C.
    Type: Grant
    Filed: December 6, 1999
    Date of Patent: September 12, 2000
    Assignee: Occidental Chemical Corporation
    Inventors: Michael C. Savidakis, Michael J. Fifolt, Daniel R. Thielen, Ronald Spohn, David C. Johnson, William S. Derwin
  • Patent number: 6028232
    Abstract: The present invention relates to a catalyst for preparing para-chloro aromatic compounds by the liquid-phase chlorination method. The catalyst is prepared by loading transition metal salts, rare earth metal salts or a mixture thereof, and alkali metal or alkaline earth metal chlorides having a melting point of 300.degree. C. or more, by solid-state method or impregnation method, into zeolite L being ion-exchanged by alkali metal. The present invention also relates to a process for preparing para-isomers of the chlorinated compounds by using the catalyst.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: February 22, 2000
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Sang Eon Park, Jung Whan Yoo, Poong Man Lee
  • Patent number: 5969200
    Abstract: Novel routes for the preparation of acetonylbenzamides are provided by the reaction of an amine and acyl chloride. Novel routes to various intermediates used in the manufacture of acetonylbenzamides are also disclosed.
    Type: Grant
    Filed: October 22, 1998
    Date of Patent: October 19, 1999
    Assignee: Rohm and Haas Company
    Inventors: Enrique Luis Michelotti, Heather Lynnette Rayle, Randall Wayne Stephens, William Joseph Zabrodski
  • Patent number: 5696311
    Abstract: Novel fire retardant compounds are disclosed, which are poly-halogenated TMPI and MPI compounds containing three or more halogen atoms per molecule. A process for the preparation of these compounds and polymeric compositions containing them are also described.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: December 9, 1997
    Assignee: Bromine Compounds, Ltd.
    Inventors: Leonard Shorr, Antebi Salomone, Theodor-Morel Fishler, Michael Eroshov, Ita Finberg
  • Patent number: 5679874
    Abstract: Process for the preparation of dichloro-(2,2)-paracyclophane from p-methylbenzylhalide through 2(3)-chloro-p-methylbenzyltrimethylammonium halide by Hofmann elimination of 2(3)-chloro-p-methylbenzyl trimethylammonium hydroxide in an aqueous solution of alkali metal hydroxide, wherein the 2(3)-chloro-p-methylbenzyltrimethylammonium halide is prepared by chlorination of p-methylbenzyltrimethylammonium halide and the Hofmann elimination is conducted in the presence of dioxane.
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: October 21, 1997
    Assignee: Daisan Kasei Kabushiki Kaisha
    Inventor: Hiroshi Maruyama
  • Patent number: 5457248
    Abstract: Described are processes for preparing brominated diphenylalkane products which are far whiter than prior known brominated diphenylalkane products. The resultant white brominated diphenylalkane products also form a part of the present invention, as do formulations incorporating the white brominated diphenylalkane products, and articles prepared therefrom.
    Type: Grant
    Filed: April 7, 1994
    Date of Patent: October 10, 1995
    Assignee: Great Lakes Chemical Corp.
    Inventors: Arthur G. Mack, Rastko I. Mamuzic, David C. Sanders, Richard S. Rose, Mary G. Harscher
  • Patent number: 5324874
    Abstract: This invention relates to an improvement in a process for preparing a product predominant in decabromodiphenylethane. In the improved process the diphenylethane is reacted with bromine in the presence of bromination catalyst in a reaction vessel by feeding diphenylethane to the reaction vessel below the liquid level of bromine in the reaction vessel. The improvement comprises contacting diphenylethane, bromine, and catalyst at a rate sufficient to obtain a diphenylethane predominant product having enhanced color and particle size.
    Type: Grant
    Filed: August 17, 1992
    Date of Patent: June 28, 1994
    Assignee: Ethyl Corporation
    Inventors: George H. Ransford, Phillip R. DeVrou, John C. Parks
  • Patent number: 5315049
    Abstract: Alkylaromatics are subjected to nuclear chlorination in the liquid phase in the presence of Friedel-Crafts catalyst mixtures comprising compounds of iron and antimony and cocatalysts of the formula (II) ##STR1## wherein the substituents have the meaning given in the description.
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: May 24, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Schrage, Helmut Fiege
  • Patent number: 5292975
    Abstract: When the halogen content of polyhalogenated aromatics is decreased by reaction with monohalogenated and/or non-halogenated aromatics in the gas phase, good yields and significantly improved catalyst service lives are achieved if the reaction is carried out in the presence of a catalyst and in the presence of a hydrogen halide.
    Type: Grant
    Filed: February 23, 1993
    Date of Patent: March 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Heinrich Schrage, Helmut Fiege
  • Patent number: 5210343
    Abstract: Dichlorobenzene having an increased p-content and a greatly reduced m-content is obtained by ring chlorination of benzene or chlorobenzene in the presence of Friedel-Crafts catalysts if the reaction is carried out in the presence of co-catalysts of the formula (I) ##STR1## wherein X represents fluorine, chlorine, bromine, trifluoromethyl or pentafluoroethyl andA represents 2 hydrogen atoms or the group --CH.dbd.CH--CH.dbd.CH--.
    Type: Grant
    Filed: March 19, 1992
    Date of Patent: May 11, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege
  • Patent number: 5157170
    Abstract: The halogen of a polyhalogenated aromatic compound can be transferred to a monohalogenated or nonhalogenated aromatic compound by reaction in the presence of ruthenium as the element or in the form of compounds and if desired with one or more metal compounds from subgroups I and II of the Periodic Table.
    Type: Grant
    Filed: December 11, 1991
    Date of Patent: October 20, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege
  • Patent number: 5149892
    Abstract: Benzene or a chlorinated benzene feedstock compound represented by the formula C.sub.6 H.sub.6-x Cl.sub.x is chlorinated in the rectifying zone of a catalytic distillation reactor to produce a chlorinated benzene product compound represented by the formula C.sub.6 H.sub.5-x Cl.sub.x+1, where x is an integer in the range of from 0 to 5.
    Type: Grant
    Filed: October 22, 1991
    Date of Patent: September 22, 1992
    Assignee: PPG Industries, Inc.
    Inventors: Robert E. Feathers, J. Douglas Mansell
  • Patent number: 5124496
    Abstract: This invention relates to a white or at least near white flame retardant product which is predominant in decarbromodiphenylalkane, and which product contains a minor amount of impurities; to a process for preparation of the flame retardant product; to a process for the removal of excess bromine from the product by use of a treatment solution and elevated temperature; and to macromolecular materials utilizing the product as a flame retardant.
    Type: Grant
    Filed: November 1, 1990
    Date of Patent: June 23, 1992
    Assignee: Ethyl Corporation
    Inventors: Mark A. Templeton, Saadat Hussain, Bonnie G. McKinnie, Robert L. Davis
  • Patent number: 5105036
    Abstract: Aromatic hydrocarbons monosubstituted by straight-chain or branched C.sub.1 -C.sub.12 -alkyl or by Chd 3-C.sub.8 -cycloalkyl can be chlorinated in the aromatic ring in the liquid phase in the presence of Friedel-Crafts catalysts if cyclic amidines which are oxy-sustituted on the exocyclic N atom are employed as co-catalysts. An increased proportion of the p-isomer is obtained in this reaction.
    Type: Grant
    Filed: February 6, 1991
    Date of Patent: April 14, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege
  • Patent number: 5055235
    Abstract: A process is disclosed for preparing a mixture of brominated, non-condensed ring polyaromatics, which process features multiple bromination temperatures and multiple catalyst additions for brominating the precursor non-condensed ring polyaromatic. The mixture has an average bromine number of about 6 to about 8 bromine atoms per molecule, a low melting point range, and a low amount of light end impurities.
    Type: Grant
    Filed: December 12, 1990
    Date of Patent: October 8, 1991
    Assignee: Ethyl Corporation
    Inventors: David R. Brackenridge, William T. Murray
  • Patent number: 5015685
    Abstract: The novel compound 5,6,7,8-tetrabromo-1,2,3,4-tetrahydro-naphthalene (tetrabromotetralin) of the formula: ##STR1## was prepared using 1,2,3,4-tetrahydro-naphthalene as the starting compound. Tetrabromotetralin was employed to prepare flame-retardant plastic compositions.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: May 14, 1991
    Assignee: Bromine Compounds Ltd.
    Inventors: Leonard M. Shorr, Michael Peled
  • Patent number: 5008477
    Abstract: This invention relates to a process for preparing a white or at least near white product which is predominant in decabromodiphenyl alkane and which has an average bromine number of at least 9.0.
    Type: Grant
    Filed: March 14, 1990
    Date of Patent: April 16, 1991
    Assignee: Ethyl Corporation
    Inventor: Saadat Hussain
  • Patent number: 5003117
    Abstract: This invention relates to process for preparing decabromodiphenyl methane, which process comprises: charging a reaction vessel with a first portion of a reaction solvent, a catalytic amount of a halogenation catalyst and from about 10 moles to about 30 moles of bromine per mole of diphenyl methane to be reacted; adding a solution of diphenyl methane and a second portion of the reaction solvent to the charged reaction vessel to form a reaction mass, the reaction mass, as it is being formed, being maintained at a temperature within the range of from about -15.degree. C. to about 15.degree. C.; after the diphenyl methane addition is substantially complete, maintaining the temperature of the reaction mass from about 50.degree. C. to about 80.degree. C.; and recovering from the reaction mass decabromodiphenyl methane.
    Type: Grant
    Filed: August 3, 1989
    Date of Patent: March 26, 1991
    Assignee: Ethyl Corporation
    Inventor: Saadat Hussain
  • Patent number: 5001290
    Abstract: A method for producing p-dichlorobenzene using a reactor containing a catalyst/reagent to convert chlorobenzene (or benzene) to p-dichlorobenzene, the reactor having an inlet and an outlet for introducing reactants and removing product; introducing a pulse of gaseous chlorobenzene (or benzene) into the reactor and reacting the chlorobenzene with the catalyst/reagent whereby p-dichlorobenzene is formed; introducing a pulse of inert gas into the reactor; introducing a pulse of gaseous chlorine into the reactor and reacting the chlorine with the catalyst/reagent; introducing a pulse of inert gas into the reactor; repeating the pulsing steps in a sequential manner, whereby mixing of the vaporized benzene or chlorobenzene, and the chlorine gas is prevented; and continuously removing product containing p-dichlorobenzene from the outlet of the reactor.
    Type: Grant
    Filed: January 19, 1990
    Date of Patent: March 19, 1991
    Assignee: Battelle Memorial Institute
    Inventors: Melville Hillman, James D. Browning
  • Patent number: 4990707
    Abstract: Aromatic hydrocarbons which are monosubstituted by straight-chain or branched C.sub.1 -C.sub.12 -alkyl or by C.sub.3 -C.sub.8 -cycloalkyl can be chlorinated in the presence of Friedel-Crafts Catalysts in liquid phase on the aromatic ring if cyclic benzo-fused imines or benzo[f]-1,4-thiazepines are used as co-catalysts. This makes it possible to obtain a higher proportion of p-isomers.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege
  • Patent number: 4983781
    Abstract: The preparation of 4,4'-dibromobiphenyl. A biphenyl is reacted with bromine in a solvent in the presence of a catalytic system based on at least one component selected from the group consisting of Lewis acids and iodine.
    Type: Grant
    Filed: February 23, 1989
    Date of Patent: January 8, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Roger Desmurs, Alain Nonn
  • Patent number: 4935562
    Abstract: A method for producing 4,4'-dibromobiphenyl, which comprises reacting biphenyl and from 2 to 3 mol times, relative to biphenyl, of bromine in a halogenated hydrocarbon solvent in the presence of a catalyst which is a simple substance of an element selected from the group consisting of antimony, titanium, tin and zinc, or a compound of the element.
    Type: Grant
    Filed: December 7, 1988
    Date of Patent: June 19, 1990
    Assignee: Tosoh Corporation
    Inventors: Fumio Okisaki, Masashige Kubo, Satoshi Fujii, Kiyotaka Oyama
  • Patent number: 4925994
    Abstract: Aromatic hydrocarbons which are monosubstituted by straight-chain or branched C.sub.1 -C.sub.12 -alkyl or by C.sub.3 -C.sub.8 -cycloalkyl can be chlorinated in the presence of Friedel-Crafts Catalysts in liquid phase on the aromatic ring if 1,6-benzothiazocins are used as co-catalysts. This makes it possible to obtain a higher proportion of p-isomers.
    Type: Grant
    Filed: April 24, 1989
    Date of Patent: May 15, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege
  • Patent number: 4891455
    Abstract: Monohalogenated cyclobutarenes are prepared by halogenating a cyclobutarene in the presence of an organic complexing agent, an acid scavenger, or water. Faster reaction rates highly selective to monohalogenated cyclobutarenes are obtained without conventional heavy metal or halogen catalysts.
    Type: Grant
    Filed: June 17, 1988
    Date of Patent: January 2, 1990
    Assignee: The Dow Chemical Company
    Inventor: Ming-Biann Liu
  • Patent number: 4886923
    Abstract: A process for the chlorination of the benzene rings of tricyclo 8.2.2.2 hexadeca 4,6,10,12,13,15 hexane (or (2,2)-paracyclophane) having the formula (I): ##STR1## by gaseous chlorine, by operating in the presence of at least one metal chloride as a catalyst, and at least one co-catalyst having the formula V:R--OH (V)whereinR=hydrocarbon or alkylcarboxylic radical with linear or branched chain, containing from 1 to 6 carbon atoms is taught.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: December 12, 1989
    Assignee: Montedison S.p.A.
    Inventors: Raffaele Ungarelli, Maurizio A. Beretta, Loris Sogli
  • Patent number: 4880553
    Abstract: Compositions useful as pour point depressants, novel compounds within such compositions, and processes for making same, as well as lubricant oil compositions containing same, are disclosed. The novel compounds are encompassed by the general structural formula (I)Ar(R)--[Ar'(R')].sub.n --Ar" (I)wherein the Ar, Ar' and Ar" are independently an aromatic moiety containing 1 to 3 aromatic rings and each aromatic moiety is substituted with 0 to 3 substituents, (R) and (R') are independently an alkylene group containing about 1 to 100 carbon atoms with the proviso that at least one of (R) or (R') is CH.sub.2, and n is 0 to about 1000; with the proviso that if n is 0, then (R) is CH.sub.2 and each aromatic moiety is independently substituted with 0 to 3 substituents with one aromatic moiety having at least one substituent, the substituents being selected from the group consisting of a substituent derived from an olefin and a substituent derived from a chlorinated hydrocarbon.
    Type: Grant
    Filed: April 5, 1988
    Date of Patent: November 14, 1989
    Assignee: The Lubrizol Corporation
    Inventors: Joseph L. Kostusyk, Syed Q. A. Rizvi
  • Patent number: 4851596
    Abstract: Aromatic hydrocarbons are chlorinated in the nucleus in the presence of Friedel-Crafts catalysts and in the presence of co-catalysts in the liquid phase by using thiazepines as co-catalysts.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: July 25, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege, Kai Rohlk, Karlfried Wedemeyer
  • Patent number: 4827058
    Abstract: m-Chlorotoluene is removed from chlorotoluene mixtures with a content of up to 10% by weight of m-chlorotoluene, with reference to the total amount of chlorotoluene in the mixture, by chlorinating a substantially toluene-free chlorotoluene mixture in the presence of a Friedel-Crafts catalyst and if appropriate a co-catalyst at from 0.degree. C. up to the boiling point of the mixture, until the content of m-chlorotoluene has decreased to a value of <1.0% by weight in the chlorotoluene mixture.
    Type: Grant
    Filed: March 10, 1988
    Date of Patent: May 2, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Franz-Josef Mais, Helmut Fiege
  • Patent number: 4822928
    Abstract: Disclosed herein is a process for producing 2,5-dichlorotoluene which is useful as a monomer of heat-resistant polymers and an intermediate raw material for medicines, agricultrual chemicals and various organic synthetic substances, the process giving 2,5-dichlorotoluene at a high selectivity and in a high yield and comprising the steps of chlorinating 4-t-alkyltoluene or 4-isopropyltoluene in the presence of a catalyst, thereby obtaining a 2,5-dichlorocompound, and bringing the formed 2,5-dichlorocompound into contact with toluene in the presence of a catalyst, thereby subjecting the 2,5-dichlorocompound to transalkylation.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: April 18, 1989
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Masashi Ohtsuru, Toshio Hozumi
  • Patent number: 4822931
    Abstract: A method for preparing Con-BAN, in which Con-AN is reacted with bromine in the presence of an iron Lewis acid catalyst and in which the solution of Con-AN and bromine are supplied simultaneously at a given rate into a reactor already containing a halogenated hydrocarbon and an iron catalyst.
    Type: Grant
    Filed: November 18, 1987
    Date of Patent: April 18, 1989
    Assignee: Tosoh Corporation
    Inventors: Fumio Okisaki, Masashige Kubo, Hideo Sakka
  • Patent number: 4769503
    Abstract: A process for the preparation of 3,4-dichlorobenzotrihalides of the formula I ##STR1## where X is fluorine or chlorine, by reacting the corresponding 4-monochlorobenzotrihalides with chlorine gas in the presence of a catalytic amount of a Lewis acid, wherein the reaction mixture is recycled by means of a pump in a circulatory apparatus with static mixers and the amount of chlorine equivalent to the conversion of the corresponding 4-monochlorobenzotrihalide is introduced at 20.degree.-120.degree. C.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: September 6, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Adolf Parg, Gerd Husslein, Gerhard Hamprecht
  • Patent number: 4753745
    Abstract: Compositions useful as pour point depressants, novel compounds within such compositions, and processes for making same, as well as lubricant oil compositions containing same, are disclosed. The novel compounds are encompassed by the general structural formula (I) ##STR1## wherein the Ar, Ar' and Ar" are independently an aromatic moiety containing 1 to 3 aromatic rings and each aromatic moiety is substituted with 0 to 3 substituents, (R) and (R') are independently an alkylene group containing about 1 to 100 carbon atoms with the proviso that at least one of (R) or (R') is CH.sub.2, and n is 0 to about 1000; with the proviso that if n is 0, then (R) is CH.sub.2 and each aromatic moiety is independently substituted with 0 to 3 substituents with one aromatic moiety having at least one substituent, the substituents being selected from the group consisting of a substituent derived from an olefin and a substituent derived from a chlorinated hydrocarbon.
    Type: Grant
    Filed: December 30, 1985
    Date of Patent: June 28, 1988
    Assignee: The Lubrizol Corporation
    Inventors: Joseph L. Kostusyk, Syed Q. A. Rizvi
  • Patent number: 4748287
    Abstract: The invention relates to a process for the removal of m-dichlorobenzene from dichlorobenzene mixtures by chlorination in the liquid phase at elevated temperature in the presence of Friedel-Crafts catalysts, the chlorination being carried out with addition of sulphur, sulphur compounds, iodine and/or iodine compounds and the chlorination mixture then being worked up in the usual way.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: May 31, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kai Rohlk, Sigurd Hartung