Halogen Source Is A Compound Other Than Hydrogen Halide Patents (Class 570/261)
  • Patent number: 5910617
    Abstract: The process according to the invention consists in preparing chlorides of aliphatic or cycloaliphatic hydrocarbons by reacting the corresponding mono- or polyalcohol with phosgene or thionyl chloride in the presence of at least one catalyst chosen from hexasubstituted guanidinium halides and their hydrohalides, optionally grafted via one of their radicals to a silica-based support.The chlorides are quickly obtained with good yields and contain few by-products such as carbonates or chloroformates.
    Type: Grant
    Filed: June 18, 1998
    Date of Patent: June 8, 1999
    Assignee: Societe Nationale Des Poudres Et Exploisfs
    Inventors: Loic Lecomte, Serge Metge, Denis Souyri
  • Patent number: 5880318
    Abstract: Described is a process for easily preparing an .alpha.-bromo,.omega.-chloroalkane which is high in purity represented by the formula: Br(CH.sub.2).sub.n Cl in which n stands for an integer of 4 to 12. The process comprises reacting in an organic solvent an .alpha.,.omega.-dichloroalkane with an .alpha..omega.-dibromoalkane. As the organic solvent, an aprotic nitrogen-containing or sulfur-containing organic solvent having a dielectric constant at 20.degree. C. of 20 or larger, for example, N,N-dimethylformamide, N,N-dimethylacetamide or N,N-dimethylimidazolidinone is preferred.
    Type: Grant
    Filed: August 6, 1997
    Date of Patent: March 9, 1999
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takehiko Fukumoto, Hiroshi Suzuki, Kinya Ogawa, Kazushi Hirokawa
  • Patent number: 5856597
    Abstract: Gaseous anhydrous hydrogen chloride is introduced into an aqueous solution of zinc chloride under conditions effective to produce a more efficient Lucas reagent than a Lucas reagent made by mixing solid, anhydrous zinc chloride with 38% hydrochloric acid. For example, the reaction rate of such Lucas reagent with levo-menthol is much faster and requires a much shorter reaction period than Lucas reagent formed in the conventional manner from anhydrous, solid zinc chloride and concentrated (38%) hydrochloric acid. Also, the conversion to levo-menthyl chloride was higher when using Lucas reagent formed using gaseous anhydrous hydrogen chloride and aqueous zinc chloride solution. Also, Lucas reagent made in this manner is highly amenable to recycling, and requires only addition thereto of hydrogen chloride to replenish the catalyst for an ensuing run.
    Type: Grant
    Filed: April 25, 1997
    Date of Patent: January 5, 1999
    Assignee: Albemarle Corporation
    Inventors: K. Pushpananda A. Senaratne, Felix M. Orihuela, Arcelio J. Malcolm
  • Patent number: 5760255
    Abstract: The invention is drawn to a process for the conversion of primary and secondary alcohols into the corresponding fluorine compounds in the presence of an organic solvent, 2-3 equivalents of a strong base and perfluoroalkylsulphonyl fluorides, such as perfluorobutanesulphonyl fluoride or higher homologues.
    Type: Grant
    Filed: June 25, 1996
    Date of Patent: June 2, 1998
    Assignee: Bayer AG
    Inventors: Helmut Vorbruggen, Barbel Bennua-Skalmowski
  • Patent number: 5703248
    Abstract: The present invention concerns a novel process for the selective trihalogenation of ketones employing organic halogen salts.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: December 30, 1997
    Inventors: Jeffrey S. Rommel, James T. Traxler, Richard R. Boettcher
  • Patent number: 5637781
    Abstract: The invention relates to a process for the alcoholysis of carbon tetrachloride which consists in simultaneously sending, on the one hand, carbon tetrachloride and, on the other hand, an alcohol ROH, over a catalytic composition, characterized in that the said catalytic composition comprises an aqueous solution of a metal halide.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: June 10, 1997
    Assignee: Elf Atochem S.A.
    Inventors: Yves Correia, Noel Fino, Philippe Leduc
  • Patent number: 5569799
    Abstract: The purpose of this invention is to describe a new process for the manufacture of monochloroethane and dichloroethanes which can be decomposed into ethylene (C.sub.2 H.sub.4) and chloroethene (C.sub.2 H.sub.3 Cl), respectively, and recovered as products. This new process uses ethane (C.sub.2 H.sub.6) and chlorinated ethenes or methanes as feedstocks. The distribution of the products may be adjusted so that either ethylene or chloroethene is the major product. The new process can also be used to produce propylene from propane, and butylene from butane.
    Type: Grant
    Filed: April 27, 1995
    Date of Patent: October 29, 1996
    Inventors: Wu-Chi Chen, Harvey R. Chen
  • Patent number: 5495034
    Abstract: A method for the preparation of .alpha.-substituted .omega.-dihydroperluoroalkane derivatives of the general formula H(CF.sub.2 CF.sub.2).sub.n R wherein R=H or COOH, and n=1-10 is characterized by oxidizing .alpha., .alpha., .omega.-trihydroperfluoroalcohols with an oxygen gas or an oxygen-containing gas in the presence of a homogeneous copper catalyst and an alkaline agent in an organic solvent with subsequent isolation of the desired product.
    Type: Grant
    Filed: July 15, 1994
    Date of Patent: February 27, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Irina P. Skibida, Andrei M. Sakharov, Jury L. Bakhmutov, Vladimir F. Denisenkow, Nina P. Martynova
  • Patent number: 5384415
    Abstract: A process for the preparation of a brominated compound which comprises the step of reacting at least one compound selected from the group consisting of a chloroformate, a chlorosulfite and a chlorophosphite with a brominating agent for a time sufficient to obtain at least one brominated compound. In particular, an alcohol is converted into a chloroformate, chlorosulfite or a chlorophosphite, which is then brominated to obtain the desired product. In another embodiment, a brominating agent is reacted with a reactant selected from the group consisting of thionyl chloride, phosgene and phosphorous oxychloride, followed by contacting the reaction product obtained with an alcohol to be brominated.
    Type: Grant
    Filed: May 28, 1993
    Date of Patent: January 24, 1995
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Manuel Mas, Pascal Metivier
  • Patent number: 5354916
    Abstract: The invention relates to a process for selectively producing alkyl halides from alkanes, such as methane and ethane at low temperatures and low pressures. Optional hydrolysis to the corresponding alcohols may follow. The process involves adding an alkane and an added halogen source to an aqueous solution in a homogeneous system in the presence of a transition metal halide containing complex, for a time, under conditions and in effective amounts that will permit the formation of alkyl monohalides.
    Type: Grant
    Filed: January 24, 1994
    Date of Patent: October 11, 1994
    Assignee: Exxon Research and Engineering Company
    Inventors: Istvan T. Horvath, John M. Millar, Raymond A. Cook
  • Patent number: 5241086
    Abstract: A process for the preparation of a brominated compound which comprises the step of reacting at least one compound selected from the group consisting of a chloroformate, a chlorosulfite and a chlorophosphite with a brominating agent for a time sufficient to obtain at least one brominated compound. In particular, an alcohol is converted into a chloroformate, chlorosulfite or a chlorophosphite, which is then brominated to obtain the desired product. In another embodiment, a brominating agent is reacted with a reactant selected from the group consisting of thionyl chloride, phosgene and phosphorous oxychloride, followed by contacting the reaction product obtained with an alcohol to be brominated.
    Type: Grant
    Filed: December 4, 1992
    Date of Patent: August 31, 1993
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Manuel Mas, Pascal Metivier
  • Patent number: 5227550
    Abstract: Carbon tetrachloride, which is a material of low value and may be banned due to the problem of the destructiveness against the stratospheric ozone layer, can be efficiently utilized in the preparation of more useful methyl chloride by a catalytic vapor-phase reaction in a vapor mixture of carbon tetrachloride, methyl alcohol and water. The solid catalyst with which the vapor mixture is contacted at 150.degree. to 250.degree. C. is, for example, a zinc chloride catalyst supported on an active carbon carrier. The conversion of carbon tetrachloride is almost 100% when the contacting time is 10 to 20 seconds.
    Type: Grant
    Filed: May 13, 1992
    Date of Patent: July 13, 1993
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takaaki Shimizu, Taishi Kobayashi, Hironori Iwasaki
  • Patent number: 5196611
    Abstract: The preparation of an alkyl, alkenyl, or alkynyl chloride by the reaction of a corresponding alcohol with phosgene or thionyl chloride in the presence of a phosphine oxide acting as catalyst, wherein the catalyst used is an aliphatic, cycloaliphatic, or cyclic/aliphatic phosphine oxide.
    Type: Grant
    Filed: May 6, 1992
    Date of Patent: March 23, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochem Henkelmann, Irene Troetsch-Schaller, Thomas Wettling, Thomas-Michael Kahl, Leopold Hupfer, Wolfgang Franzischka, Hermann Koehler
  • Patent number: 5138107
    Abstract: A process is disclosed for chlorinating, brominating and/or iodinating an organic substrate containing both a single acidic hydrogen atom and at least one electron withdrawing group attached to the same carbon atom. The process replaces the single acidic hydrogen with chlorine, bromine and/or iodine and involves reacting the substrate in solution with a halogenating agent (e.g., a perhalomethane wherein the halogen substituents are I, Br and/or Cl, a trihaloacetic acid ester wherein the halogen substituents are Br and/or Cl, or a perfluoroalkyl halide wherein the halide is I, Br and/or Cl) in the presence of (i) a phase transfer catalyst of the formula R.sup.1 R.sup.2 R.sup.3 R.sup.4 LJ where L is selected from the group consisting of phosphorus and nitrogen, where J is an inorganic anion other than fluoride, and where R.sup.1, R.sup.2, R.sup.3 and R.sup.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: August 11, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Yoel Sasson
  • Patent number: 5099084
    Abstract: A process is provided for the chlorination of methane using hydrogen chloride as a source of chlorine. The process includes reaction steps operated in tandem in separate zones first comprising the reaction of perchloroethylene with hydrogen chloride and oxygen in the presence of an oxychlorination catalyst to give hexachloroethane and water, and second comprising the vapor phase reaction of hexachloroethane with methane feedstock to produce chlorinated methane, perchloroethylene and hydrogen chloride.
    Type: Grant
    Filed: January 13, 1989
    Date of Patent: March 24, 1992
    Inventor: John E. Stauffer
  • Patent number: 5097083
    Abstract: A process is provided for the chlorination of ethane using hydrogen chloride, chlorine or mixtures as the chlorinating agent. The process includes reaction steps operated in tandem in separate zones first comprising the reaction of perchloroethylene with hydrogen chloride and oxygen in the presence of an oxychlorination catalyst to give hexachloroethane and water, and second comprising the vapor phase reaction of hexachloroethane with ethane feedstock to produce chlorinated ethanes, chlorinated ethylenes, and hydrogen chloride.
    Type: Grant
    Filed: January 13, 1989
    Date of Patent: March 17, 1992
    Inventor: John E. Stauffer
  • Patent number: 5086178
    Abstract: Fluorinated diazabicycloalkane derivative of the following Formula I: ##STR1## wherein n represents 0, 1 or 2; R represents a quaternizing organic group; each R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 independently represents hydrogen, C.sub.1 -C.sub.6 alkyl, aryl, C.sub.1 -C.sub.6 alkyl-substituted aryl or aryl-substituted C.sub.1 -C.sub.6 alkyl and each X.sup.- independently represents a conterion or 2X.sup.- represents a single divalent counterion, are electrophilic fluorinating agents.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: February 4, 1992
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Ronald E. Banks
  • Patent number: 5025107
    Abstract: Disclosed is a process for the preparation of bis-acylamido aromatic compounds by reacting certain arylene dihalides with certain arylene dihalides in the presence of a copper catalyst. The process may be utilized in the synthesis of arylenediamines.
    Type: Grant
    Filed: July 24, 1989
    Date of Patent: June 18, 1991
    Assignee: Eastman Kodak Company
    Inventor: Kim S. Chamberlin
  • Patent number: 4996371
    Abstract: The present invention is directed to a method for replacing a carboxylic acid group with a fluorine group in a halogenated aliphatic carboxylic acid compound having the formula, R-COOH, to prepare a fluorinated product having the formula, R-F, wherein R is a halogenated aliphatic group including straight- and branched-chain aliphatic groups selected from the group consisting of halogenated aliphatic and alkoxy-substituted halogenated aliphatic groups, wherein the method comprises the steps of (a) reacting the halogenated aliphatic carboxylic acid compound with bromine trifluoride, and (b) recovering the fluorinated product.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: February 26, 1991
    Assignee: BOC, Inc.
    Inventors: Donald F. Halpern, Mark L. Robin
  • Patent number: 4990696
    Abstract: Perchloroethylene is oxychlorinated to provide hexachloroethane which is reacted with methane to produce methyl chloride which is hydrolyzed to form methyl alcohol product and hydrogen chloride which is recycled to the oxychlorination step.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: February 5, 1991
    Inventor: John E. Stauffer
  • Patent number: 4978435
    Abstract: Free chlorine values are removed by radical chlorination from uncombined admixtures thereof, notably admixtures of free chlorine and at least one halogenated organic compound that is not completely chloro-substituted.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: December 18, 1990
    Assignee: Atochem
    Inventors: Jean-Jacques Masini, Bertrand Collier
  • Patent number: 4954648
    Abstract: A method for the bromination of aromatic compounds, including substituted deactivated aromatic compounds, at mild temperature conditions is disclosed. The method comprises reacting an aromatic compound with a bromination agent consisting of bromine-trifluoride and bromine at a temperature ranging between -10.degree. C. and 30.degree. C. The bromination reaction takes place instantaneously and the brominated aromatic compound is separated from the original reactant by known organic chemistry techniques.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: September 4, 1990
    Assignees: Ramot University Authority of Applied Research and Industrial Development Ltd., ICL Industries Ltd.
    Inventors: Ori Lerman, Shlomo Rozen
  • Patent number: 4948917
    Abstract: Process for the preparation of .beta.-chloroethylsulfonylaryl isocyanates of the formula (1)Cl--H.sub.2 C--H.sub.2 C--O.sub.2 S--A--NCO (1)wherein A is a phenylene radical, which can contain substituents from the series comprising alkyl(C.sub.1 -C.sub.6), alkoxy(C.sub.1 -C.sub.6), chlorine, bromine and nitro, or a naphthylene radical, by allowing at least 2 moles of phosgene to act on 1 mole of .beta.-hydroxyethylsulfonyl-arylamine of the formula (2)HO--H.sub.2 C--H.sub.2 C--O.sub.2 S--A--NH.sub.2 (2)wherein A has the abovementioned meaning, in the presence of a catalyst at temperatures of about 100.degree. to 200.degree. C., if appropriate in an inert solvent.
    Type: Grant
    Filed: February 14, 1990
    Date of Patent: August 14, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hans H. Steuernagel
  • Patent number: 4902393
    Abstract: A process for the production of 1,1,2-trichloro-2-methylpropane comprises reacting 1-chloro-2-methylpropene with sulfuryl chloride. This reaction takes place preferably under the effect of light, especially UV light and/or in the presence of an aldehyde as the catalyst. The starting material contains less than 10 ppm of N-containing compounds conventionally employed to stabilize it.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: February 20, 1990
    Assignee: Huels Aktiengesellschaft
    Inventor: Dieter J. Muller
  • Patent number: 4866200
    Abstract: Disclosed is a process for the co-production of aromatic carboxylic esters and alkyl iodides by the carbonylation of aromatic iodides in the presence of an alkanol and a palladium catalyst.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: September 12, 1989
    Assignee: Eastman Kodak Company
    Inventors: Mark Rule, Thomas H. Larkins, Jr., Donald W. Lane, Guy R. Steinmetz
  • Patent number: 4851564
    Abstract: Disclosed is a process for the co-production of aromatic carboxylates and alkyl iodides by the carbonylation of aromatic iodides in the presence of an alkanol and a rhodium catalyst.
    Type: Grant
    Filed: February 22, 1988
    Date of Patent: July 25, 1989
    Assignee: Eastman Kodak Company
    Inventors: Guy R. Steinmetz, Mark Rule
  • Patent number: 4847406
    Abstract: Disclosed is a process for the co-production of aromatic carboxylates and alkyl iodides by the carbonylation of aromatic iodides in the presence of an alkanol and a ruthenium catalyst.
    Type: Grant
    Filed: January 12, 1987
    Date of Patent: July 11, 1989
    Assignee: Eastman Kodak Company
    Inventors: Guy R. Steinmetz, Mark Rule
  • Patent number: 4832873
    Abstract: Polybrominated higher alkylbenzenes may be produced by reacting the corresponding hydrocarbon material with bromine chloride in an excess bromine reaction medium in the presence of an antimony halide catalyst.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: May 23, 1989
    Assignee: Great Lakes Chemical Corporation
    Inventors: Nicolai A. Favstritsky, Dennis M. Borden
  • Patent number: 4814467
    Abstract: A process for chlorinating compounds containing a carbon atom bonded to a hetero-atom selected from the group consisting of oxygen, nitrogen and sulfur; said process comprises contacting the carbon hetero-atom containing compound with a chloro phosphorus complex of the formulaRP.sup..sym. CL.sub.3 P.sup..crclbar. Cl.sub.6wherein R is selected from the group consisting of aryl, substituted aryl, alkyl and substituted alkyl, so that the hetero-atom is replaced by at least one chlorine atom; compounds capable of being chlorinated can include, for example, carboxylic acids, acid chlorides, ketones, aldehydes, alcohols, epoxides, esters, anhydrides, ethers, thiols, and aromatic nitro groups; the reaction can be extended to compounds containing the carbon to chlorine bond alpha to a carbon atom containing at least one hydrogen atom, it can be further dehydrochlorinated, e.g., by either heating to a temperature ranging from about 50.degree. C. to about 300.degree. C. or by reaction with a base selected, e.g.
    Type: Grant
    Filed: January 22, 1988
    Date of Patent: March 21, 1989
    Assignee: ICI Americas Inc.
    Inventors: Elliott Bay, Andrea Leone-Bay, Peter E. Timony
  • Patent number: 4806676
    Abstract: A process for preparing an aromatic carboxylic ester and an alkyl iodide by carbonylating an aromatic iodide in the presence of an ether, a catalytic amount of a transition metal and a strong acid promoter.
    Type: Grant
    Filed: June 20, 1988
    Date of Patent: February 21, 1989
    Assignee: Eastman Kodak Company
    Inventors: Guy R. Steinmetz, Mark Rule
  • Patent number: 4803296
    Abstract: A process for the co-production of aromatic carboxylic esters and alkyl iodides by the carbonylation of aromatic iodides in the presence of an ether and an iridium catalyst.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: February 7, 1989
    Assignee: Eastman Kodak Company
    Inventors: Guy R. Steinmetz, Mark Rule, Victor H. Agreda, Lanney C. Treece
  • Patent number: 4739057
    Abstract: A process for converting organic hydroxyl-containing compounds to halides which comprises reacting the hydroxyl-containing compound with a phosphorushalide reagent of formula: R.sub.n PX.sub.5-n wherein n is selected from 1, 2 and 3; R is selected from the group consisting of C-6 to C-10 aryl and substituted aryl wherein the substituents are selected from the group consisting of straight and branched chain alkyl, alkoxy, and haloalkyl, halogen, sulfonate and mixtures thereof; and X is a halogen. It is preferred to carry out the reaction in the presence of an arylphosphorusoxydihalide solvent. The use of an arylphosphorustetrahalide and particularly phenylphosphorustetrachloride is preferred. The arylphoshorustetrahalide can be prepared in situ by contacting a solution of the corresponding arylphosphorusdihalide in an arylphosphorusoxydihalide solvent with a halogen. The process can further comprise the step of heating the reaction mixture. Maintaining a reaction temperature of from about 0.degree. C.
    Type: Grant
    Filed: June 30, 1986
    Date of Patent: April 19, 1988
    Assignee: Stauffer Chemical Co.
    Inventors: Andrea Leone-Bay, Elliott Bay, Peter E. Timony
  • Patent number: 4734535
    Abstract: Aliphatic chlorine compounds of the formulaX--R.sup.1 --Cl Iwhere R.sup.1 is alkylene which may be interrupted by one or more oxygen atoms and which may be substituted by halogen, alkyl or aryl, and X is hydrogen, chlorine or OR.sup.2, where R.sup.2 is alkyl, cycloalkyl, aryl or aralkyl, are prepared by decarboxylating chloroformic acid esters or diesters at elevated temperatures by decarboxylating in the presence of a quaternary ammonium or phosphonium salt as catalyst.
    Type: Grant
    Filed: March 25, 1987
    Date of Patent: March 29, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Greif, Knut Oppenlaender
  • Patent number: 4714792
    Abstract: 1,2,3-trichloropropane is prepared by reacting allyl chloride with sulfuryl chloride, in the presence of 1-10,000 ppm of a nitrogen-containing base, a phosphine or a phosphine oxide. Suitable nitrogen-containing bases include aliphatic, aromatic and heterocyclic amines, and mixtures thereof; suitable phosphines are preferably aliphatic or aromatic phosphines and suitable phosphine oxides are aliphatic or aromatic phosphine oxides.
    Type: Grant
    Filed: September 6, 1985
    Date of Patent: December 22, 1987
    Assignee: Huels Aktiengesellschaft
    Inventors: Dieter J. Muller, Heinrich Wehmeyer
  • Patent number: 4654449
    Abstract: Hydrocarbons and other compounds are halogenated to halocarbon products by contact with a halocarbon in the presence of an acidic zeolite catalyst such as ZSM-5. The process is particularly useful for the halogenation of methane to form chemicals of higher value.
    Type: Grant
    Filed: December 9, 1982
    Date of Patent: March 31, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Patrick D. Perkins
  • Patent number: 4532347
    Abstract: The instant invention relates to a membrane solvent extraction and reaction system. More particularly it pertains to an improvement in the membrane solvent extraction system wherein a solute is extracted through a polymeric membrane from one solvent liquid phase to an extracting solvent liquid without direct contact between the liquid phases which are separated by the membrane and in which the extracting solvent has no greater solubility and usually substantially less solubility for the solute than the feed solvent. The impovement comprises converting the solute permeating across the membrane to a different chemical compound, whereby a high concentration gradient for the solute across the membrane is maintained to improve the separation of the solute from the feed solvent liquid phase.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: July 30, 1985
    Assignee: Varen Technology
    Inventor: Ronald J. Vaughan
  • Patent number: 4518813
    Abstract: (2R,6R)-1-Chloro-2,6,10-trimethyl-undecane I, (R)-(+)-.beta.-chloro-isobutyric acid II, (S)-(+)-1-bromo-3-chloro-2-methylpropane IV and (2R)-(+)-1-chloro-2,6-dimethyl-heptane V are novel optically active units for the synthesis of the side chain of (R,R,R)-.alpha.-tocopherol. In the process according to the invention, the optically active C.sub.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: May 21, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Hansgeorg Ernst, Friedrich Vogel, Joachim Paust
  • Patent number: 4475003
    Abstract: 1,1,1-Trichloromethyl compounds are prepared by a process in which chloroform is reacted with an olefin in the presence of a free-radical initiator and of a weakly basic alkali metal salt or alkaline earth metal salt, and are useful intermediates for the preparation of dyes, drugs and pesticides.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: October 2, 1984
    Assignee: BASF Aktiengesellschaft
    Inventor: Martin Fischer
  • Patent number: 4413137
    Abstract: Vicinal epoxides and an alkylene dihalide are prepared by contacting a mixture comprising ethylene carbonate and a .beta.-haloalkyl carbonate with an initiator at a temperature from about 25.degree. C. to about 260.degree. C.
    Type: Grant
    Filed: June 21, 1982
    Date of Patent: November 1, 1983
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Roy A. Periana-Pillai
  • Patent number: 4409198
    Abstract: Copper(II) chloride is prepared from copper(II) oxychloride in a nonpolar solvent, preferably during oxychlorination. As the source of hydrogen chloride, the hydrochlorides of certain tertiary amines having 12-40 carbon atoms in total are utilized. The amine contains at most one N-methyl group and its dissociation constant K.sub.a of the equilibrium reactionNR.sub.3 H.sup..sym. +H.sub.2 O.revreaction.NR.sub.3 +H.sub.3 O.sup..sym.is 10.sup.-3.5 to 10.sup.-8.5. Preferred tertiary amines are a trialkylamine of 15-36 carbon atoms; an N-alkylazacycloalkane of the formula ##STR1## wherein R is alkyl of 6-15 carbon atoms, 5.ltoreq.n.ltoreq.8, ALK represents one or more alkyl substituents, and the N-alkylazacycloalkane contains at least 15 carbon atoms; or an N,N-dialkylaniline wherein each alkyl group independently contains 6-12 carbon atoms and the benzene ring is optionally substituted by one or more alkyl groups of 1-3 carbon atoms each.
    Type: Grant
    Filed: August 4, 1982
    Date of Patent: October 11, 1983
    Assignee: Chemische Werke Huls, AG
    Inventors: Alfred Coenen, Manfred Schroeder, Guenter Prominski
  • Patent number: 4366324
    Abstract: The invention provides a novel continuous process for concurrently producing methyl chloride and organosiloxanes by the reaction of an organochlorosilane and methyl alcohol in an aqueous reaction medium at 70.degree. to 150.degree. C. Different from conventional processes, the aqueous reaction medium contains no catalyst so that the problems inherent to the use of a large amount of a catalyst can be avoided. In the inventive process, the feed rates of the reactants are controlled so as to keep the concentration of hydrogen chloride in the aqueous reaction medium not to exceed the azeotropic concentration thereof at the temperature and under the pressure of operation. These conditions are critical to reduce the loss of hydrogen chloride by dissipation into the gaseous phase resulting in a remarkably high yield of methyl chloride from the standpoint of both the conversion of chlorine content and the space-time yield of the reaction vessel.
    Type: Grant
    Filed: November 18, 1981
    Date of Patent: December 28, 1982
    Assignee: Shin-Etsu Chemical Co. Ltd.
    Inventors: Kiichi Habata, Kesazi Ichikawa, Mutsuo Shimizu
  • Patent number: 4362884
    Abstract: Organosilicon compounds referred to as silacrown ethers or "silacrowns" are of the general formula: ##STR1## where R.sup.1 and R.sup.2 are organic radicals or hydrogen and n is an integer between 4 and 10 inclusive. Silacrown ethers are prepared by reacting polyethylene glycol with substituted silanes under conditions promoting cyclization over polymerization. Silacrown ethers may be employed as phase-transfer catalysts in solution or immobilized on siliceous supports.
    Type: Grant
    Filed: November 23, 1981
    Date of Patent: December 7, 1982
    Assignee: Petrarch Systems, Inc.
    Inventor: Barry C. Arkles
  • Patent number: 4351972
    Abstract: The invention relates to the production of anhydrous alkyl iodides. To this end, carboxylic acid alkyl esters of the formula R.sup.1 COOR.sup.2, in which R.sup.1 stands for hydrogen or an alkyl or aryl radical having from 1 to 8 carbon atoms and R.sup.2 stands for an alkyl group having from 1 to 4 carbon atoms, are reacted with iodine and hydrogen and optionally with carbon monoxide in the presence of compounds of noble metals comprised of rhodium, iridium, palladium or ruthenium as catalyst, and of a heterocyclic aromatic compound, in which at least one hetero atom is a quaternary nitrogen atom, or of a quaternary organophosphorus compound as a promoter, and optionally also in the presence of a carboxylic acid having from 1 to 8 carbon atoms and/or its anhydrides. The reaction is effected under practically anhydrous conditions at temperatures of from 350 to 420 K. and under a total pressure of up to 30 bars.
    Type: Grant
    Filed: August 26, 1981
    Date of Patent: September 28, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans K. Kubbeler, Heinz Erpenbach, Klaus Gehrmann, Klaus Schmitz
  • Patent number: 4322355
    Abstract: An improvement in the reaction of olefin with aldehyde, and optionally, carboxylic acid, in the liquid phase in the presence of a catalytically effective amount of strong acid to provide a 1,3-difunctional compound or a mixture of 1,3-difunctional compounds is provided by carrying out the aforesaid reaction in the further presence of a co-catalyst selected from the group consisting of antimony oxide, bismuth oxide, antimony salt, bismuth salt and mixtures thereof.
    Type: Grant
    Filed: April 15, 1980
    Date of Patent: March 30, 1982
    Assignee: National Distillers & Chemical Corp.
    Inventors: David Horvitz, William D. Baugh
  • Patent number: 4306100
    Abstract: Alkenediols are produced by hydrolysis of a dibromoalkenes in the presence of alkali metal formate. In a preferred embodiment, alkenediols, and particularly 2-butene-1,4-diol, are produced in a series of steps comprising bromination of conjugated diene with cupric bromide, hydrolysis of the resulting dibromobutenes to alkenediols in the presence of alkali metal formate, and regeneration of cupric bromide and alkali metal formate such that only conjugated diene, oxygen and water are consumed.
    Type: Grant
    Filed: June 16, 1980
    Date of Patent: December 15, 1981
    Assignee: Standard Oil Company (Indiana)
    Inventor: George R. Wood
  • Patent number: 4305876
    Abstract: A process for asymmetrically hydrogenating through the use of microorganisms a double bond connected to tertiary carbon atom in an olefinic aliphatic compound to produce a tertiary, optically active aliphatic compound useful as an intermediate for optically active Vitamins E and K.
    Type: Grant
    Filed: November 24, 1978
    Date of Patent: December 15, 1981
    Assignee: Hoffmann-La Roche, Inc.
    Inventors: Richard Barner, Walter Boguth, Hans G. W. Leuenberger, Max Schmid, Reinhard Zell
  • Patent number: RE35568
    Abstract: The present invention is directed to a method for replacing a carboxylic acid group with a fluorine .[.group.]. in a halogenated aliphatic carboxylic acid compound having the formula, R-COOH, to prepare a fluorinated product having the formula, R-F, wherein R is a halogenated aliphatic group including straight- and branched-chain aliphatic groups selected from the group consisting of halogenated aliphatic and .Iadd.halogenated .Iaddend.alkoxy-substituted .[.halogenated.]. aliphatic groups, wherein the method comprises the step of (a) reacting the halogenated aliphatic carboxylic acid compound with bromine trifluoride, and (b) recovering the fluorinated product.
    Type: Grant
    Filed: November 16, 1994
    Date of Patent: July 22, 1997
    Assignee: Ohmeda Pharmaceutical Products Division Inc.
    Inventors: Donald F. Halpern, Mark L. Robin