Benzene Ring Containing Patents (Class 568/927)
  • Patent number: 5956657
    Abstract: The method provides nitro compounds at a high conversion and selectivity by nitrating substrates under comparatively mild conditions in the absence of catalysts. Organic substrates are nitrated using no catalysts or ozone, but using (1) at least one nitrogen compound selected from N.sub.2 O or NO and oxygen. It is advantageous for the nitration reaction to employ a nitrogen compound obtained by a reaction of the nitrogen compound with oxygen, particularly a nitrogen oxide comprising N.sub.2 O.sub.3 as a main component. Additionally, organic substrates are nitrated using (2) NO.sub.2. The substrates include a compound having a methine-carbon atom, and a compound having a methyl group or methylene group in an adjacent position to an aromatic ring.
    Type: Grant
    Filed: December 23, 1997
    Date of Patent: September 21, 1999
    Assignees: Daicel Chemical Industies, Ltd., Yasutaka Ishii
    Inventors: Tatsuya Nakano, Satoshi Sakaguchi, Yasutaka Ishii
  • Patent number: 5946638
    Abstract: A method is described for the regioselective nitration of substituted aromatic compounds. The reaction is effected by heating the aromatic compound to a temperature within the range of 70-90.degree. C. in the presence of a solid zeolite catalyst and adding concentrated nitric acid to the heated mixture, the concentration of the acid ranging from 90-98%, by weight.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: August 31, 1999
    Inventors: Keerthi Jayasuriya, Reddy Damavarapu
  • Patent number: 5874654
    Abstract: Environmentally-polluting nitrocresol values are removed from admixtures of nitroaromatic compounds comprised thereof, notably the media of nitration of aromatic compounds by reacting same with aqueous HNO.sub.3 /H.sub.2 SO.sub.4, by first intimately contacting such nitroaromatic compound admixtures with an oxidizing agent comprising hydrogen peroxide, javelle water, or mixture thereof, and thereafter with a neutralizing agent; the nitroaromatic aromatic compounds thus purified are conveniently catalytically hydrogenated into aromatic amines.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: February 23, 1999
    Assignee: Rhone Poulenc Chimie
    Inventors: Antoinette Gacon-Camoz, Pascal Metivier
  • Patent number: 5763687
    Abstract: An improved preparation process for an aromatic mononitro compound comprising reacting an aromatic compound with mixed acid consisting of nitric acid, sulfuric acid or phosphoric acid and water, wherein these flow to react with each other in a reactor comprising a tube inside of which more than one twisted tabular members are aligned in sequence in a manner that a front margin of a twisted tabular member is substantially perpendicular to an back margin of the preceding member, can resolve a number of problems such as an inadequate mixing efficiency, reduction of a reaction rate, associated voluminal increase/complication of a reactor and difficulty in securing safety as well as provide the aromatic mononitro compound with minimal amount of by-products in a considerably short period.
    Type: Grant
    Filed: December 10, 1996
    Date of Patent: June 9, 1998
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Jyoji Morisaki, Masaaki Iijima, Kouki Oogaki, Hiroaki Matsuno, Takashi Yamaguchi, Katsuharu Miyata
  • Patent number: 5728901
    Abstract: A process for preparing a nitrated arene which comprises reacting an arene and nitric acid in the presence of a water tolerant Lewis acid catalyst under process conditions sufficient to form the nitrated arene and recovering the nitrated arene. Suitable Lewis acid catalysts are represented by the formula M.sup.n (A.sub.1).sub.x (A.sub.2).sub.n-x whereinM is selected from the group consisting of La, Pr, Nd, Sm, Eu, Gd, Dy, Ho, Er, Tm, Yb, Sc, Hf, Lu and Li;A.sub.1 and A.sub.2 are independently selected from a perfluoroalkylsulfonate, a fluorosulfonate, a hexafluorophosphate or a nitrate;n is the common oxidation state of M andx is 1, 2, 3 or 4 with the proviso that x is never greater than n.The catalysts of the process are isolatable from water and can be recycled for subsequent process cycles.
    Type: Grant
    Filed: October 4, 1996
    Date of Patent: March 17, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Dorai Ramprasad, Francis Joseph Waller, Anthony Gerard Barrett, David Christopher Braddock
  • Patent number: 5696305
    Abstract: Nitroaromatic compounds are produced by continuously reacting an aromatic compound with nitrating acid. The reaction mixture is separated into an organic phase from which the desired nitroaromatic compound is recovered and an acid phase. The acid phase is subjected to flash evaporation to remove at least 5% by weight of the water present therein. The vapors generated during the flash evaporation are introduced into a jet spray of coolant to produce a condensate made up coolant, condensed vapors and suspended organic compounds. A portion of the condensate is subjected to phase separation to remove water and organic compounds present therein. The water and organic compounds may be reused. The process of the present invention is particularly advantageous in that deposits which block pipelines and interfere with heat transfer are not generated.
    Type: Grant
    Filed: August 3, 1995
    Date of Patent: December 9, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Klingler, Thomas Schieb, Gerhard Wiechers, Jurgen Zimmermann
  • Patent number: 5689018
    Abstract: Dinitrotoluene is produced from toluene and nitric acid in the presence of sulfuric acid in a two stage process in the first stage, toluene and nitric acid are reacted under isothermal conditions in amounts such that mononitrotoluene is produced. The reaction mixture is then separated into an organic phase and an acid phase. The organic phase is then further reacted with nitric acid under adiabatic conditions to produce dinitrotoluene. The reaction mixture is then separated into an organic phase and an acid phase. Dinitrotoluene is recovered from the organic phase. After at least 5% by weight water is removed from the acid phase and sufficient nitric acid to replace that consumed during the nitration reaction has been added, the acid phase may be recycled.
    Type: Grant
    Filed: August 3, 1995
    Date of Patent: November 18, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Klingler, Thomas Schieb, Gerhard Wiechers, Jurgen Zimmermann
  • Patent number: 5663462
    Abstract: Dinitrotoluene and isomer mixtures of dinitrotoluene are produced in a single stage, continuous process by nitrating mononitrotoluene or an isomer mixture of mononitrotoluene in which the ortho-mononitrotoluene content is low with a nitrating acid made up of (1) from about 80 to about 100 wt. % inorganic constituents and (2) up to 20 wt. % organic constituents. The inorganic constituents of the nitrating acid include: (a) from about 60 to about 90 wt. % sulfuric acid, (b) from about 1 to about 20 wt. % nitric acid, and (c) at least 5 wt. % water. The organic constituents of the nitrating acid include: from about 70 to about 100% by weight nitrotoluene isomers and up to about 30% by weight nitration by-products. The nitration reaction is carrier out under adiabatic conditions. The molar ratio of nitric acid to mononitrotoluene during the nitration reaction is generally from about 0.7:1 to about 1.4:1.
    Type: Grant
    Filed: June 4, 1996
    Date of Patent: September 2, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Uwe Klingler, Thomas Schieb, Gerhard Wiechers
  • Patent number: 5648565
    Abstract: Mononitrotoluenes can be prepared by intensively mixing together toluene, nitric acid, sulphuric acid and water, simultaneously or successively in their total amount, and, in the case of continuous preparation, redispersing the mixture at least twice, for which purpose a mixing energy of 1 to 40 watts per liter of the total reaction mixture, preferably 3 to 30 W/l, is employed per volume of the reactor, and, for the continuous procedure, the back mixing is substantially repressed. Adiabatic reaction conditions are maintained.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Bernd-Michael Konig, Helmut Judat, Heinz Ulrich Blank
  • Patent number: 5576455
    Abstract: A process for the preparation of 2-chloro-4,5-difluorobenzoic acid and 2,4,5-trifluorobenzoic acid as well as synthetic intermediates useful in and prepared according thereto, comprising reacting a nitrobenzene having the formula ##STR1## wherein X is chloro or fluoro, with an appropriate carbanion to form a compound having the formula ##STR2## wherein one of Y and Z is chloro and the other is nitro, and R is a radical selected from the group consisting of --CCl.sub.3, --CH.sub.2 NO.sub.2, --CH(NO.sub.2)R.sup.1, --CH(CO.sub.2 R.sup.1).sub.2, --CH(C(O)R.sup.2).sub.2, --CH(CN)CO.sub.2 R.sup.1, --CH(CO.sub.2 R.sup.1)COR.sup.2 and --COR.sup.2 where R.sup.1 is alkyl or arylalkyl and R.sup.2 is alkyl, aryl or arylalkyl and, where appearing more than once in such a radical, R.sup.1 and R.sup.2 may be the same or different at each occurrence.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: November 19, 1996
    Assignee: Abbott Laboratories
    Inventors: Xiu C. Wang, Panos Kalaritis, Michelle L. Chang
  • Patent number: 5334781
    Abstract: The invention concerns a process for the preparation of nitrobenzene from benzene and nitric acid, wherein catalysts are applied based on the zeolite clinoptilolite.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: August 2, 1994
    Assignee: CU Chemie Uetikon AG
    Inventors: Herman W. Kouwenhoven, Leopoldo Bertea, Roel Prins
  • Patent number: 5315043
    Abstract: A process for halogen exchange fluorination or fluoro-denitration of aromatic compounds having at least one replaceable non-fluorine halogen or nitro substituent with an anhydrous substantially molten alkali metal acid fluoride composition wherein the alkali metal is potassium, rubidium or cesium.
    Type: Grant
    Filed: February 5, 1992
    Date of Patent: May 24, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Richard E. Fernandez, Mark H. Krackov
  • Patent number: 5313009
    Abstract: A continuous process to nitrate a nitratable aromatic compound in a nitronium ion solution in a nitrator. The process comprises feeding into the nitrator nitronium ion solution of a composition within an area defined by connecting three points in a ternary phase diagram of nitric acid, sulfuric acid and water. The three points correspond to first about 82% of sulfuric acid and 18% nitric acid, secondly about 55% sulfuric acid and about 45% water and, thirdly, 100% sulfuric acid, with the nitric acid preferably being below about 3%. The nitratable aromatic compound is introduced in a manner such that a fine emulsion of hydrocarbon in the nitronium ion solution is formed with the hydrocarbon evenly distributed in the acid phase. The acid and the nitratable aromatic compound are brought into intimate contact in a plug-flow nitrator that contains mixing elements.
    Type: Grant
    Filed: October 14, 1993
    Date of Patent: May 17, 1994
    Assignee: NRM International Technologies C.V.
    Inventors: Alfred A. Guenkel, John M. Rae, Edward G. Hauptmann
  • Patent number: 5247124
    Abstract: A process for preparing a substituted styrene by reacting a bisarylalkyl ether in the presence of an acid catalyst is disclosed. The process is preferably used for the preparation of 4-acetoxystyrene from 4,4'-(oxydiethylidene)bisphenol diacetate and 4-methoxystyrene from 4,4'-(oxydiethylidene)bisphenol dimethyl ether. A process for preparing a bisarylalkyl ether by reacting a corresponding arylalkanol in the presence of an acid catalyst is also disclosed.
    Type: Grant
    Filed: August 25, 1992
    Date of Patent: September 21, 1993
    Assignee: Hoechst Celanese Corporation
    Inventors: Mohammad Aslam, Brad L. Smith, George Kvakovszky
  • Patent number: 5237077
    Abstract: The present invention relates to a process for producing an aromatic nitro compound by introducing a nitrogen oxide gas and ozone-containing oxygen or air into a halogenated organic solvent dissolving or suspending therein an aromatic compound, thereby subjecting the aromatic compound to nitration. By the use of a system comprising the nitrogen oxide and ozone-containing oxygen or air as the nitrating agent, the aromatic nitro compound can be produced under mild conditions without using any mineral acid. In addition, the various disadvantages due to the use of mineral acid in the conventional process can be avoided by the process of the present invention.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: August 17, 1993
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Hitomi Suzuki, Takashi Murashima, Kenkichi Tsukamoto
  • Patent number: 5171915
    Abstract: It is disclosed that aromatic compounds can be alkylated with mono-olefinic HVI-PAO dimer in contact with an acidic catalyst to produce novel alkylated aromatic compositions. It has been found that the novel HVI-PAO dimer alkylated aromatic compositions exhibit an extraordinary combination of properties relating to low viscosity with high viscosity index and low pour point which renders them very useful as lubricant basestock. Further, it has been found that the novel alkylaromatic compositions of the present invention show improved oxidative stability. Depending upon the substituent groups on the aromatic nucleus, useful lubricant additives can be prepared for improved antiwear, antioxidant and other properties. HVI-PAO dimer is prepared as a product or by-product from 1-alkene oligomerization using reduced chromium oxide on solid support.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 15, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Thomas R. Forbus, Bruce P. Pelrine
  • Patent number: 5118879
    Abstract: Fluoroalkyl derivatives which are novel compounds represented by the following general formula (I) or (II) of: ##STR1## orR.sub.1 --CH.dbd.CR.sub.2 (CF.sub.2).sub.n F (II)(wherein R.sub.1 stands for ##STR2## (where X stands for a hydrogen atom, a chlorine atom, a bromine atom, a fluorine atom, an iodine atom, a methyl group, an ethyl group, a methoxy group, an ethoxy group or a nitro group), an aroyloxy group, or an alkyl or alkoxycarbonyl group having 1 to 20 carbon atoms, and R.sub.2 stands for a hydrogen atom or a methyl group; and n stands for an integer of from 1 to 20.) A process for the preparation of the derivative is a process comprising reacting an olefin compound and a fluoroalkanesulfonyl chloride in the presence of a metal catalyst, or a process comprising an additional alkali treatment step which follows the aforementioned process.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: June 2, 1992
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Nobumasa Kamigata, Masato Yoshida, Hideo Sawada, Masaharu Nakayama
  • Patent number: 5106723
    Abstract: Contrast enhancement compositions are provided which can be used to make contrast enhancement layer photoresist composites. The composites can be used to make patterned photoresists under mid-UV light and utilize photobleachable alkylnitrones.
    Type: Grant
    Filed: January 8, 1991
    Date of Patent: April 21, 1992
    Assignee: MicroSi, Inc.
    Inventors: Paul R. West, Gary C. Davis, Karen A. Regh
  • Patent number: 5004846
    Abstract: Nitrobenzenes are prepared by nitrating benzenes in a vapor phase with dilute or concentrated nitric acid wherein the following (A) or (B) is used as a catalyst:(A) acidic sheet clay minerals ion-exchanged with polyvalent metals, or(B) acidic composite oxides comprising oxides of metals belonging to Group IVA of the Mendeleefs' periodic table and tungsten oxide, molybdenum oxide, niobium oxide or zinc oxide.These catalysts have high catalyst activity and selectivity for vapor phase nitration reaction of benzenes with nitric acid and besides the activity is retained for a long time.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: April 2, 1991
    Assignee: Sumitomo Chemical Company, Ltd.
    Inventors: Hiroshi Sato, Kenichi Hirose, Koichi Nagai, Hiroshi Yoshioka, Yoshihiko Nagaoka
  • Patent number: 5002993
    Abstract: Contrast enhancement compositions are provided which can be used to make contrast enhancement layer photoresist composites. The composites can be used to make patterned photoresists under mid-UV light and utilize photobleachable alkylnitrones.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: March 26, 1991
    Assignee: MicroSi, Inc.
    Inventors: Paul R. West, Gary C. Davis, Karen A. Regh
  • Patent number: 4990699
    Abstract: Despite the instabity of perfluoralkyl anions, it is possible to perfluoroalkylate aromatic compounds if appropriately substituted by suitable electronegative substituents (e.g., nitro, trifluoromethylsulfonyl, etc.). Thus a novel Meisenheimer complex is formed by thermally decomposing a salt of a perfluoroalkanoic acid in the presence of an aromatic compound such as 1,3,5-trinitrobenzene. Oxidation with organic hypochlorite yields the corresponding perfluoroalkylated aromatic compound.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: February 5, 1991
    Assignee: Ethyl Corporation
    Inventor: G. Patrick Stahly
  • Patent number: 4985178
    Abstract: A nonlinear optical element comprising 3-methyl-4-methoxy-4'-nitrostilbene useful for nonlinear optical and electro-optic effects.
    Type: Grant
    Filed: September 1, 1989
    Date of Patent: January 15, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Wilson Tam
  • Patent number: 4973770
    Abstract: Process for the mononitration of a nitratable organic compound, such as benzene, with a mixed acid in which one of the reactants is delivered into a body of the other reactant in the form of ultra-fine droplets through an atomizing nozzle or similar orifice. The process is economic to construct and operate, is safe and simple to control and leads to a low cost, substantially pure product.
    Type: Grant
    Filed: December 15, 1988
    Date of Patent: November 27, 1990
    Assignee: C-I-L, Inc.
    Inventor: Colin M. Evans
  • Patent number: 4868327
    Abstract: A novel method for preparing 2-phenyl-1, 3-propanediol and its dicarbamate is disclosed which readily lends itself to commercial production.
    Type: Grant
    Filed: June 3, 1987
    Date of Patent: September 19, 1989
    Assignee: Carter-Wallace, Inc.
    Inventor: Frank J. Stiefel
  • Patent number: 4835272
    Abstract: A process for formation of a base, which comprises reacting an acetylide compound with a salt. The acetylide compound has the following formula:(R--C.tbd.C--).sub.n Mwherein R is a monovalent group selected from the group consisting of an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aralkyl group, an aryl group and a heterocyclic group, each of which may have one or more substituent groups; M is an n-valent transition metal atom; and n is 1, 2 or 3. The salt is composed of an anion having an affinity for the transition metal (M) (the affinity of the anion for the transition metal is more than that of the acetylide anion (R--C.tbd.C.crclbar.)), and a cation derived from one selected from the group consisting of an alkali metal, an alkaline earth metal, ammonia and an organic base. A light-sensitive material containing the acetylide compound and the salt is also disclosed.
    Type: Grant
    Filed: July 16, 1987
    Date of Patent: May 30, 1989
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Kozo Sato, Shunichi Ishikawa, Ken Kawata
  • Patent number: 4820881
    Abstract: A process to decolorize and stabilize nitro compounds by contacting the nitro compound with an alkaline earth metal hypochlorite particulate material.
    Type: Grant
    Filed: May 24, 1988
    Date of Patent: April 11, 1989
    Assignee: W. R. Grace & Co.-Conn.
    Inventor: Robert J. Kupper
  • Patent number: 4808747
    Abstract: Alkylidene compounds and arylidene compounds are prepared by reacting the corresponding CH-acidic compounds with carbonyl compounds in the presence of a catalyst comprising a metal compound of a metal of Groups IIA, IIIA, IVA, IB, IIB, VIB, VIIB, or VIIIB of the periodic table of elements. The rate of reaction is increased by adding 1 to 40% water referred to the weight of catalyst used.
    Type: Grant
    Filed: March 14, 1985
    Date of Patent: February 28, 1989
    Assignee: Huls AG
    Inventor: Walter K. Homann
  • Patent number: 4804792
    Abstract: Nitration of benzene or toluene, and more specifically to such a reaction in a molten nitrate salt medium.
    Type: Grant
    Filed: January 28, 1988
    Date of Patent: February 14, 1989
    Assignee: Olin Corporation
    Inventors: Robert W. Mason, R. K. Steely
  • Patent number: 4709107
    Abstract: A method for preparing nitrones from mixtures of arylhydroxylamines and alkylhydroxylamines containing zinc oxide solids is provided which does not require filtration of the mixture prior to reaction. This is accomplished by introducing a dilute acid solution to the mixture so as to solubilize the zinc oxide powder. The hydroxylamines within solution may be reacted with an aldehyde to produce a nitrone where the dilute acid dissolves the zinc oxide.
    Type: Grant
    Filed: October 11, 1985
    Date of Patent: November 24, 1987
    Assignee: General Electric Company
    Inventors: Paul R. West, Gary C. Davis
  • Patent number: 4650912
    Abstract: In a method for denitrifying the nitric acid- and nitrous acid-containing spent acid phase from the nitration of an aromatic hydrocarbon by the mixed acid process which comprises forming a denitrification reaction medium by contacting the spent acid phase with an aromatic hydrocarbon under nitration reaction conditions to recover the nitric acid by the formation of a nitroaromatic hydrocarbon, the improvement which comprises(a) adding an amount of aromatic hydrocarbon which is slightly less than or equal to the stoichiometric amount necessary to deplete the spent acid phase of nitric acid,(b) photometrically monitoring the denitrification reaction medium for the appearance of a dark red to black color, and(c) upon detection of such color, adjusting the aromatic hydrocarbon:nitric acid molar ratio in the denitrification reaction medium to eliminate the color by reducing the aromatic hydrocarbon feed rate, or adding nitric acid to the denitrification reaction medium.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: March 17, 1987
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Michael C. Pohl, Richard V. C. Carr, John E. Sawicki
  • Patent number: 4634771
    Abstract: There is disclosed a method for the conversion of a carboxylic acid group on the ring of an aromatic or N-heteroaromatic compound to a trichloromethyl group which comprises contacting the aromatic or N-heteroaromatic compound with a phenylphosphonous dichloride, phosphorus trichloride and chlorine.
    Type: Grant
    Filed: July 25, 1985
    Date of Patent: January 6, 1987
    Assignee: Stauffer Chemical Company
    Inventors: Kyung S. Shim, Arthur D. F. Toy, James B. Heather
  • Patent number: 4628131
    Abstract: Aromatic compounds are nitrated in the vapor phase via a process comprising contacting the aromatic compounds with a nitrating agent in the presence of a nitration promoting catalyst composition represented by the empirical formula:(M.sup.1.sub.a M.sup.2.sub.b O.sub.c).sub.x (NO.sub.2).sub.ywherein M.sup.1 is at least one element selected from Group 4b of the Periodic Table of the Elements, M.sup.2 is at least one element selected from Group 3b of the Periodic Table of the Elements, a is 1, b is 0 to 20, c is a number taken to satisfy the average valences of M.sup.1 and M.sup.2 in the oxidation states in which they exist in the composition, x is 1, and y is 0 to c.
    Type: Grant
    Filed: November 14, 1984
    Date of Patent: December 9, 1986
    Assignee: Monsanto Company
    Inventor: Ignatius Schumacher
  • Patent number: 4618733
    Abstract: Aromatic compounds are nitrated in the vapor phase via a process comprising contacting the aromatic compounds with a nitrating agent in the presence of a nitration promoting catalyst comprising the adduct of a Group 4b-Group 3b metal oxide composition represented by the empirical formula:(M.sup.1.sub.a M.sup.2.sub.b O.sub.c).sub.x (NO.sub.2).sub.ywherein M.sup.1 is at least one element selected from Group 4b of the Periodic Table of the Elements, M.sup.2 is at least one element selected from Group 3b of the Periodic Table of the Elements, a is 1, b is 0 to 20, c is a number taken to satisfy the average valences of M.sup.1 and M.sup.2 in the oxidation states in which they exist in the composition, x is 1, and y is 0 to c, and a catalytically effective amount of sulfur trioxide. Such catalysts are particularly effective to catalyze the vapor phase nitration of chlorobenzene and are characterized in such reaction by providing a para/ortho isomer distribution ratio of at least about 2/1.
    Type: Grant
    Filed: November 14, 1984
    Date of Patent: October 21, 1986
    Assignee: Monsanto Company
    Inventor: Ignatius Schumacher
  • Patent number: 4600702
    Abstract: Catalysts compositions useful to catalyze the nitration of aromatic compounds in the vapor phase to produce nitroaromatic compounds are represented by the empirical formula:(M.sup.1.sub.a M.sup.2.sub.b O.sub.c).sub.x (NO.sub.2).sub.ywherein M.sup.1 is at least one element selected from Group 4b of the Periodic Table of the Elements, M.sup.2 is at least one element selected from Group 3b of the Periodic Table of the Elements, a is 1, b is 0.050 to 20, c is a number taken to satisfy the average valences of M.sup.1 and M.sup.2 in the oxidation states in which they exist in the composition, x is 1, and y is 0 to c. The compositions are particularly effective to catalyze the vapor phase nitration of chlorobenzene and are characterized in such reaction by providing a para/ortho isomer distribution ratio of at least about 1.9/l.
    Type: Grant
    Filed: November 14, 1984
    Date of Patent: July 15, 1986
    Assignee: Monsanto Company
    Inventor: Ignatius Schumacher
  • Patent number: 4567005
    Abstract: Carbon acids are allylated by contacting with an allyl carbonate in the presence of an iron, cobalt, nickel, ruthenium, rhodium, osmium, iridium or platinum catalyst.
    Type: Grant
    Filed: April 22, 1983
    Date of Patent: January 28, 1986
    Assignee: The Dow Chemical Company
    Inventor: Edmund P. Woo
  • Patent number: 4517394
    Abstract: A process for selectively forming nitroalkanes and nitroaromatics by contacting, at elevated temperature and pressure and in a homogeneous gas phase, an organic carboxylic acid having from two to ten carbon atoms with NO.sub.2 alone or in the presence of oxygen and/or water.
    Type: Grant
    Filed: December 19, 1983
    Date of Patent: May 14, 1985
    Assignee: W. R. Grace & Co.
    Inventors: Shu-Chieh P. Wang, Martin B. Sherwin
  • Patent number: 4469904
    Abstract: A process for selectively forming nitro compounds by contacting, at elevated temperature and pressure and in a homogeneous gas phase, an organic carboxylic acid having from two to ten carbon atoms with NO.sub.2 or HNO.sub.3 alone or in the presence of oxygen and/or water.
    Type: Grant
    Filed: July 5, 1983
    Date of Patent: September 4, 1984
    Assignee: W. R. Grace & Co.
    Inventors: Shu-Chieh P. Wang, Martin B. Sherwin
  • Patent number: 4331819
    Abstract: The invention relates to a process for the preparation of nitrated aromatic compounds by the mixed acid process, in which water is removed from the reaction mass by passing an inert gas through it.
    Type: Grant
    Filed: April 24, 1980
    Date of Patent: May 25, 1982
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert McCall
  • Patent number: 4310500
    Abstract: In the nitration of a volatile aromatic compound wherein the compound is reacted with a liquid nitrating agent thereby to effect nitration and to produce a waste gas containing some of the aromatic compound, nitrogen oxides and nitric acid, the improvement which comprises contacting the waste gas with fresh nitrating agent thereby to remove the aromatic compound from the gas into the nitrating agent, and thereafter using such nitrating agent to effect subsequent nitration.
    Type: Grant
    Filed: May 1, 1980
    Date of Patent: January 12, 1982
    Assignee: Josef Meissner GmbH & Co.
    Inventors: Gerhard Langecker, Hans-Jurgen Gebauer, Heinrich Hermann