Olefin Patents (Class 562/544)
-
Patent number: 11814350Abstract: The present disclosure provides improved methods of performing ozonolysis on alkenes comprising non-reductive quenching of ozonide intermediates using Bronsted bases to yield aldehyde, ketone and/or carboxylic acid products.Type: GrantFiled: October 18, 2019Date of Patent: November 14, 2023Assignee: P2 SCIENCE, INC.Inventors: Alexander Kendall, Yonghua Yang, Patrick Foley
-
Patent number: 9079840Abstract: A process for producing geometric shaped catalyst bodies K whose active material is a multielement oxide of stoichiometry [Bi1WbOx]a[Mo12Z1cZ2dFeeZ3fZ4gZ5hOy]1, in which a finely divided oxide Bi1WbOx with the particle size d50A1 and, formed from element sources, a finely divided intimate mixture of stoichiometry Mo12Z1cZ2dFeeZ3fZ4gZ5h with the particle size d90A2 are mixed in a ratio of a:1, this mixture is used to form shaped bodies and these are treated thermally, where (d50A1)0.7·(d90A2)1.5·(a)?1?820. A shaped catalyst body obtained by the process. A catalyst obtained by grinding the shaped catalyst body. A process for heterogeneously catalyzing the partial gas phase oxidation of an alkane, alkanol, alkanal and/or an alkenal of 3 to 6 carbon atoms using the catalyst.Type: GrantFiled: August 5, 2013Date of Patent: July 14, 2015Assignee: BASF SEInventors: Andreas Raichle, Catharina Horstmann, Frank Rosowski, Klaus Joachim Mueller-Engel, Holger Borchert, Gerhard Cox, Ulrich Cremer
-
Patent number: 8829235Abstract: The invention relates to a process for preparation of methacrylic acid, comprising the steps: a) providing a feed composition comprising a main compound selected from isobutylene and tert-butyl alcohol and at least one co-compound selected from the group consisting of methanol, dimethyl ether and formaldehyde; b) subjecting the feed composition provided in step a) with at least a first part of said at least one co-compound to a catalytic reaction zone and obtaining an oxidation phase comprising methyl methacrylate and methacrylic acid.Type: GrantFiled: February 25, 2008Date of Patent: September 9, 2014Assignee: Evonk Röhm GmbHInventor: Torsten Balduf
-
Patent number: 8716525Abstract: The present invention relates to a method and apparatus for continuous recovery of (meth)acrylic acid, and more specifically to a method of continuous recovery of (meth)acrylic acid, including: conducting gas phase oxidation of at least one compound selected from the group consisting of propane, propylene, butane, i-butylene, t-butylene, and (meth)acrolein in the presence of a catalyst to obtain a mixed gas containing (meth)acrylic acid; quenching the (meth)acrylic acid-containing mixed gas to remove high boiling point by-products in the (meth)acrylic acid-containing mixed gas; contacting the high boiling point by-product-free (meth)acrylic acid-containing mixed gas with water or an aqueous solution to obtain an aqueous solution containing (meth)acrylic acid; and purifying the aqueous solution containing (meth)acrylic acid to obtain (meth)acrylic acid.Type: GrantFiled: July 29, 2013Date of Patent: May 6, 2014Assignee: LG Chem, Ltd.Inventors: Se-Won Baek, Hyun-Kyu Kim, Dong-Hyun Cho, Jun-Seok Ko
-
Publication number: 20130190528Abstract: A one-pot method for the oxidative cleavage of unsaturated carbon-carbon bonds to provide a carboxylic acid or a ketone-containing compound is disclosed. The method comprises contacting an alkene or an alkyne with hydrogen peroxide and a manganese transition metal catalyst having a ligand of formula (I): wherein: and p is 3.Type: ApplicationFiled: July 21, 2011Publication date: July 25, 2013Applicant: CATEXEL LIMITEDInventors: Ronald Hage, Johannes Wietse De Boer, Pattama Saisaha
-
Patent number: 8273313Abstract: A system and process for separating methacrolein (MA) from methacrylic acid (MAA) and acetic acid in the gas phase product from partial oxidation of isobutylene (IB) in two oxidation steps is disclosed. The process and system maximize recovery of all three components at minimum capital and energy cost, under conditions that minimize polymerization conditions and plugging by solids deposition in compressors, columns, etc.Type: GrantFiled: August 9, 2010Date of Patent: September 25, 2012Assignee: Saudi Basic Industries CorporationInventor: Frederick Merrill Galloway
-
Patent number: 7910772Abstract: A catalyst for the oxidation of an alkane, alkene or mixtures thereof. The catalyst includes a mixed-metal oxide having the formula MoaVbNbcTedSbeOf wherein, when a=1, b=0.01 to 1.0, c=0.01 to 1.0, d=0.01 to 1.0, e=0.01 to 1.0, and f is dependent upon the oxidation state of the other elements, the catalyst further characterized by having at least two crystal phases, the first crystal phase being an orthorhombic M1 phase and the second crystal phase being a pseudo-hexagonal M2 phase, the orthorhombic M1 phase present in an amount between greater than 60 weight percent to less than 90 weight percent. The catalysts disclosed herein exhibit a chemisorption of NH3 of less than about 0.2 mmole per gram of metal oxide.Type: GrantFiled: August 26, 2010Date of Patent: March 22, 2011Assignee: ExxonMobil Research and Engineering CompanyInventors: Kun Wang, James C. Vartuli, Wilfried Jozef Mortier, Jihad Mohammed Dakka, Robert C. Lemon
-
Patent number: 7868202Abstract: The object of the invention is to provide a method for producing (meth)acrolein or (meth)acrylic acid by gas phase catalytic oxidation reaction, which can perform smooth temperature control of the heat medium, can prevent hot spot effectively and can be handled easily, and an apparatus. The invention are a method for producing (meth)acrolein or (meth)acrylic acid by carrying out gas phase catalytic oxidation reaction of propane, propylene, isobutylene or (meth)acrolein with an oxygen-containing gas using an inorganic salt as a reaction temperature adjusting heat medium, characterized in that the material of a gland packing member which seals body part of a regulating valve arranged on a heat medium feeder and controlling supply and circulation velocity of the heat medium and a rotation axis that interfits to the body part, in such a manner that they can perform sliding, is a mica-based material, and a production apparatus.Type: GrantFiled: December 13, 2004Date of Patent: January 11, 2011Assignee: Mitsubishi Chemical CorporationInventors: Shuhei Yada, Hiroki Kawahara, Yukihiro Hasegawa
-
Patent number: 7825277Abstract: A process for the ozonolysis of unsaturated starting materials, which is characterized in that the reaction is carried out in a structured reactor.Type: GrantFiled: May 9, 2007Date of Patent: November 2, 2010Assignee: Cognis IP Management GmbHInventors: Bernhard Gutsche, Stefan Franzen, Markus Kloeker
-
Patent number: 7642214Abstract: An object of the present invention is to provide a highly active catalyst for producing an unsaturated oxygen-containing compound from an alkane and the catalyst comprising Mo, V, Ti and Sb or Te as the indispensable active components. The preferable catalyst is represented by formula (1) or (2) as shown below, Mo1.0VaTibXcYdOe??(1) Mo1.0VaTibXcYdZfOe??(2) wherein X represents Sb or Te; Y represents Nb, W or Zr; Z represents Li, Na, K, Rb, Cs, Mg, Ca or Sr; a, b, c, d, e and f represent atomic ratios of their respective elements, with 0<a<0.7, 0<b<0.3, 0<c<0.7, 0?d<0.3, 0<f<0.1; e is a number determined by oxidation states of the other elements than oxygen.Type: GrantFiled: July 28, 2006Date of Patent: January 5, 2010Assignee: Nippon Kayaku Kabushiki KaishaInventors: Tomoaki Kobayashi, Yoshimasa Seo
-
Patent number: 7588739Abstract: A fixed-bed multitubular reactor, comprising a plurality of reaction tubes (3) filled with a catalyst and catalyst temperature measurers (4) measuring the temperatures of the reaction tubes near the radical center parts thereof. The catalyst temperature measurer (4) is installed in each of a part of the plurality of reaction tubes (3), and the measurement positions thereof are differentiated from each other in the longitudinal direction of the reaction tubes (3).Type: GrantFiled: July 13, 2004Date of Patent: September 15, 2009Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Miezi Sugiyama, Yoshimasa Ando, Yoshiyuki Taniguchi
-
Publication number: 20090186953Abstract: A catalytically active oxide mixture as well as a process for the production thereof and the use thereof.Type: ApplicationFiled: February 5, 2007Publication date: July 23, 2009Inventors: Ulrich Gesenhues, Bernd Proft, Elke Hirschberg
-
Patent number: 7531690Abstract: A catalyst for the production of an oxygen-containing compound, comprising palladium, tungsten and zirconium, a production process thereof, and a production process of an oxygen-containing compound using the catalyst. The catalyst can provide an oxygen-containing compound from a lower olefin and oxygen with high productivity and high selectivity.Type: GrantFiled: March 28, 2005Date of Patent: May 12, 2009Assignee: Showa Denko K.K.Inventor: Toshio Okuhara
-
Publication number: 20090043127Abstract: Disclosed are a Mo—Bi—Nb—Te based composite metal oxide; and a process for producing (meth)acrylic acid from at least one reaction material selected from the group consisting of propylene, propane, isobutylene, t-butyl alcohol and methyl-t-butyl ether, wherein the Mo—Bi—Nb—Te based composite metal oxide is used as a catalyst. Also, disclosed is a process for producing (meth)acrylic acid comprising a first step of producing (meth)acrolein as a main product from at least one reaction material selected from the group consisting of propylene, propane, isobutylene, t-butyl alcohol and methyl-t-butyl ether, and a second step of producing (meth)acrylic acid from the (meth)acrolein, wherein yield of (meth)acrylic acid in the product of the first step is 20 mole % or higher.Type: ApplicationFiled: October 16, 2008Publication date: February 12, 2009Applicant: LG CHEM, LTD.Inventors: Hyun Jong SHIN, Byung Yul CHOI, Yeon Shick YOO, Young Hyun CHOE, Young Jin CHO, Duk Ki KIM, Kwang Ho PARK, Joo Yeon PARK
-
Patent number: 7468167Abstract: A method for quickly starting up a reactor and a reactor system therefor are provided. A shell-and-tube reactor in the system is adapted to circulate a heat medium having a solid point in the range of 50-250° C. to the outside of the reaction tubes and characterized by initiating temperature elevation of the reactor by introducing a gas of a temperature in the range of 100-400° C. to the reaction tubes' side and then circulating the heat medium in a heated state to the outside of the reaction tubes. By introducing a gas of an elevated temperature preparatorily to the reaction tubes, it is made possible to prevent the heat medium after circulation from being solidified again and enable the reactor to be quickly started up.Type: GrantFiled: September 7, 2005Date of Patent: December 23, 2008Assignee: Nippon Shokubai Co., Ltd.Inventors: Yukihiro Matsumoto, Takeshi Nishimura, Hideki Sogabe, Kazuhiko Sakamoto, Osamu Dodo
-
Patent number: 7361622Abstract: Alkenes, unsaturated saturated carboxylic acids, saturated carboxylic acids and their higher analogues are prepared cumulatively from corresponding alkanes utilizing using a multi-staged catalyst system and a multi-stage process which comprises steam cracking of alkanes to corresponding alkenes at flame temperatures and at short contact times in combination with one or more oxidation catalysts for catalytically converting the corresponding alkenes to further corresponding oxygenated products using short contact time reactor conditions.Type: GrantFiled: November 8, 2005Date of Patent: April 22, 2008Assignee: Rohm and Haas CompanyInventors: Abraham Benderly, Anne Mae Gaffney, Mark Anthony Silvano
-
Patent number: 7262322Abstract: An oxidation process for the production of alkenes and carboxylic acids from a feed comprising alkene and/or alkane, carbon monoxide, a molecular oxygen containing gas and optionally water in the presence of an oxidation catalyst in which the level of carbon monoxide is maintained between 1% and 20% by volume of the total feed to the reactor.Type: GrantFiled: May 13, 2004Date of Patent: August 28, 2007Assignee: BP Chemicals LimitedInventors: Ewen James Ferguson, Andrew Richard Lucy, Mark Stephen Roberts, Diana Rachel Taylor, Bruce Leo Williams
-
Patent number: 7169776Abstract: The present invention relates to a method of preparing an alkylated salicylamide from a protected and activated salicylamide via a dicarboxylated salicylamide intermediate. The present invention also relates to dicarboxylic salicylamide delivery agent compounds for the delivery of active agents. Methods of administration are provided as well.Type: GrantFiled: January 19, 2005Date of Patent: January 30, 2007Assignee: Emisphere Technologies, Inc.Inventors: Joseph N. Bernadino, Doris C. O'Toole, William E. Bay
-
Patent number: 7132092Abstract: A metallized mesoporous silicate which is obtained by (i) reacting (a) either a metal peroxide obtained by the reaction of an aqueous hydrogen peroxide solution with at least one metal or metal compound selected from the group consisting of the following 1) to 4) 1) tungsten 2) molybdenum 3) vanadium 4) compounds comprising 4a) any of tungsten, molybdenum, and vanadium and 4b) at least one element selected from Groups 13 to 16 (excluding oxygen) or a solution of the metal peroxide with (b) a silicon compound in the presence of an alkylamine or a quaternary ammonium salt and separating the resultant silicate; and a process for producing the metallized mesoporous silicate. Also provided is a method of organic synthesis with the silicate.Type: GrantFiled: February 5, 2003Date of Patent: November 7, 2006Assignee: Sumitomo Chemical Company, LimitedInventor: Koji Hagiya
-
Patent number: 7115775Abstract: ?,?-ethylenically unsaturated aldehydes and/or carboxylic acids are prepared by means of a two-stage catalytic gas-phase oxidation in which a gas mixture comprising at least an alkane or alkene having from three to six carbon atoms and oxygen is subjected to a catalytic oxidation reaction, in the first stage (1). oxygen is added to the gases produced in the first stage (1) and the resulting mixture is introduced into the second stage (2) in which it is subjected to a further catalytic oxidation reaction. In the process of the present invention, a signal which correlates with the oxygen content of the reaction gases before and/or after the addition of oxygen between the first and second stages (1, 2) is generated and the oxygen addition is regulated as a function of the signal.Type: GrantFiled: April 8, 2002Date of Patent: October 3, 2006Assignee: BASF AktiengesellschaftInventors: Thomas Buschulte, Volker Diehl, Bernd Hagen, Volker Huth, Wolfgang Kasten, Peter Schlemmer, Axel Schroth
-
Patent number: 7081549Abstract: A process for the production of acetic acid, which process comprises contacting ethane and/or ethylene with a molecular oxygen-containing gas in a fluid bed reactor in the presence of a microspheroidal fluidised particulate solid oxidation catalyst, wherein at least 90% of said catalyst particles are less than 300 microns.Type: GrantFiled: March 5, 2001Date of Patent: July 25, 2006Assignee: BP Chemicals LimitedInventors: John Cook, Brian Ellis, Philip Howard, Michael David Jones, Simon James Kitchen
-
Patent number: 7078563Abstract: A process for the oxidation of a C2 to C4 alkane to produce the corresponding alkene and carboxylic acid which process comprises contacting in an oxidation reaction zone, said alkane, molecular oxygen-containing gas, and the corresponding alkene and optionally, water, in the presence of at least one catalyst active for the oxidation of the alkane to the corresponding alkene and carboxylic acid, to produce a product stream comprising alkene, carboxylic acid and water, wherein in said process the molar ratio of alkene to carboxylic acid produced in said oxidation reaction zone is adjusted or maintained at a pre-determined value by controlling the concentrations of the alkene and optional water in said oxidation reaction zone and optionally by also controlling one or more of the pressure, temperature and residence time of the oxidation reaction zone. Such an oxidation process may be used in an integrated process, such as for the manufacture of vinyl acetate or ethyl acetate.Type: GrantFiled: September 28, 2001Date of Patent: July 18, 2006Assignee: BP Chemicals LimitedInventors: Brian Ellis, Andrew Richard Lucy, Mark Stephen Roberts
-
Patent number: 7015355Abstract: A method for the selective production of acetic acid from a gas-phase feed of ethane, ethylene, or mixtures thereof and oxygen at elevated temperatures. The gas-phase feed is brought into contact with a catalyst, containing the elements Mo, Pd, X and Y in the gram atom ratios a:b:c: in combination with oxygen according to formula (I): MOaPdbXcYd. The symbols X and Y have the following meanings: X=one or several elements chosen from the group Cr, Mn, Nb, Ta, Ti, V, Te and W; Y=one or several elements chosen from the group B, Al, Ga, In, Pt, Zn, Cd, Bi, Ce, Co, Rh, Ir, Cu, Ag, Au, Fe, Fu, Os, K, Rb, Cs, Mg, Ca, Sr, Ba, Nb, Zr, Hf, Ni, P, Pb, Sb, Si, Sn, Ti and U: the indices a, b, c, d and x=the gram atom ration for the corresponding elements, where: a=1; b—0.0001 to 0.01; c=0.4 to 1; and d=0.005 to 1, wherein the space-time yield for the above oxidation to yield acetic acid is 470 kg/(hm3) and the selectivity of the oxidative reaction of ethane and/or ethylene to give acetic acid is, in particular, ?70 mol %.Type: GrantFiled: May 3, 2001Date of Patent: March 21, 2006Assignee: Celanese International CorporationInventors: Sabine Zeyss, Uwe Dingerdissen
-
Patent number: 6998504Abstract: A process for the catalytic gas-phase oxidation of propene to acrylic acid, in which the reaction gas starting mixture is oxidized, with a high propene loading, in a first reaction stage, over a first fixed-bed catalyst which is housed in two successive reaction zones A, B, the reaction zone B being kept at a higher temperature than the reaction zone A, and the acrolein-containing product gas mixture of the first reaction stage is then oxidized in a second reaction stage, with a high acrolein loading, over a second fixed-bed catalyst which is housed in two successive reaction zones C, D, the reaction zone D being kept at a higher temperature than the reaction zone C.Type: GrantFiled: February 28, 2000Date of Patent: February 14, 2006Assignee: BASF AktiengesellschaftInventors: Signe Unverricht, Heiko Arnold, Andreas Tenten, Ulrich Hammon, Hans-Peter Neumann, Klaus Harth
-
Patent number: 6958414Abstract: Organic compounds are prepared by heterogeneously catalyzed partial gas-phase oxidation of precursor compounds by a process in which a portion of the reaction gas starting mixture is brought from a low initial pressure to a higher final pressure by means of a radial compressor.Type: GrantFiled: September 23, 2003Date of Patent: October 25, 2005Assignee: BASF AktiengesellschaftInventors: Volker Schliephake, Ulrich Hammon, Ernst Lang, Carl-Ludwig Krüger, Jürgen Schröder, Klaus Joachim Müller-Engel
-
Patent number: 6939991Abstract: In a process for preparing acrylic acid, an acrylic acid-containing product gas mixture obtained by catalytic gas phase partial oxidation of a C3 precursor of acrylic acid, after direct cooling with a quench liquid, is fractionally condensed in a separating column provided with internals, rising into itself with sidestream takeoff of crude acrylic acid, and the acrylic acid oligomers which form are dissociated and the resulting dissociation gas is subjected to a countercurrent rectification before it is recycled.Type: GrantFiled: June 20, 2003Date of Patent: September 6, 2005Assignee: BASF AktiengesellschaftInventors: Joachim Thiel, Ulrich Hammon, Dieter Baumann, Jörg Heilek, Jürgen Schröder, Klaus Joachim Müller-Engel
-
Patent number: 6825380Abstract: A catalyst comprising a promoted mixed metal oxide is useful for the vapor phase oxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated carboxylic acid and for the vapor phase ammoxidation of an alkane or a mixture of an alkane and an alkene to an unsaturated nitrile.Type: GrantFiled: March 12, 2002Date of Patent: November 30, 2004Assignee: Rohm and Haas CompanyInventors: Sanjay Chaturvedi, Anne Mae Gaffney, Scott Han, Michele Doreen Heffner, Ruozhi Song
-
Patent number: 6781013Abstract: A process is provided which can effectively inhibit occurrence of hot spots in reaction zones or heat accumulation at the hot spots, in the occasion of producing acrolein and acrylic acid through vapor phase oxidation of propylene in the presence of a catalyst using a fixed bed shell-and-tube reactor, said catalyst having a composition represented by a general formula (1): MoaWbBicFedAeBfCgDhEiOx (wherein A is at least an element selected from Co and Ni; B is at least an element selected from P, Te, As, B, Sb, Sn, Ce, Nb, Pb, Cr, Mn and Zn; C is alkali metal element; D is alkaline earth metal element; E is at least an element selected from Si, Al, Ti and Zr; and O is oxygen; a, b, c, d, e, f, g, h, i and x denote the atomic numbers of Mo, W, Bi, Fe, A, B, C, D, E and O, respectively, and where a is 12, b is 0-5, c is 0.1-10, d is 0.1-10, e is 1-20, fis 0-5, g is 0.001-3, h is 0-3, i is 0-30, and x is a numerical value which is determined depending on the extent of oxidation of each of the elements).Type: GrantFiled: February 8, 2001Date of Patent: August 24, 2004Assignee: Nippon Shokubai Co., Ltd.Inventor: Michio Tanimoto
-
Publication number: 20040030184Abstract: A process for the production of acetic acid, which process comprises contacting ethane and/or ethylene with a molecular oxygen-containing gas in a fluid bed reactor in the presence of a microspheroidal fluidised particulate solid oxidation catalyst, wherein at least 90% of said catalyst particles are less than 300 microns.Type: ApplicationFiled: March 5, 2001Publication date: February 12, 2004Inventors: John Cook, Brian Ellis, Philip Howard, Michael David Jones, Simon James Kitchen
-
Patent number: 6646158Abstract: A mixed metal oxide Mo—V—Ga—Pd—Nb—X catalytic system, where X is selected from La, Te, and Zn, provides the oxidation of C2-C8 hydrocarbons to corresponding acids with a molecular oxygen-containing gas.Type: GrantFiled: June 11, 2001Date of Patent: November 11, 2003Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Yajnavalkya Subrai Bhat, Syed Irshad Zaheer, Abdullah Bin Nafisah, Asad Ahmed Khan
-
Publication number: 20030166967Abstract: The present invention relates to a process for oxidizing hydrocarbons, in particular branched or unbranched saturated aliphatic hydrocarbons, cycloaliphatic or alkylaromatic hydrocarbons to acidic or polyacidic compounds.Type: ApplicationFiled: December 2, 2002Publication date: September 4, 2003Inventor: Eric Fache
-
Publication number: 20030149295Abstract: A process for the oxidation of a C2 to C4 alkane to produce the corresponding alkene and carboxylic acid which process comprises contacting in an oxidation reaction zone, said alkane, molecular oxygen-containing gas, and optionally, at least one of the corresponding alkene and water, in the presence of at least two catalysts each active, with different selectivities, for the oxidation of the alkane to the corresponding alkene and carboxylic acid, to produce a product stream comprising said alkene, carboxylic acid and water, and in which process the molar ratio of alkene to carboxylic acid produced in said oxidation reaction zone is adjusted or maintained at a pre-determined value by controlling the relative proportions of the at least two catalysts in said oxidation reaction zone. Such an oxidation process may be used in an integrated process, such as for the manufacture of ethyl acetate or vinyl acetate.Type: ApplicationFiled: February 21, 2003Publication date: August 7, 2003Applicant: BP Chemicals LimitedInventors: Brian Ellis, Mark Stephen Roberts
-
Publication number: 20030149299Abstract: An osmium-assisted process for the oxidative cleavage of oxidizable organic compounds such as unsaturated organic compounds, including alkenes and olefins into aldehydes, carboxylic acids, esters, or ketones. The process uses a metal catalyst comprising osmium and a peroxy compound selected from the group consisting of peroxymonosulfuric acid and salts thereof to oxidatively cleave the oxidizable organic compound. In particular, the process enables aldehydes, carboxylic acids, esters, or ketones to be selectively produced from the corresponding mono-, 1,1-di-, 1,2-di-, tri-, or tetra-substituted olefins in a reaction that produces the result of ozonolysis but with fewer problems. The present invention further provides a process for oxidizing an aldehyde alone or with the osmium in an interactive solvent to produce an ester or carboxylic acid.Type: ApplicationFiled: January 13, 2003Publication date: August 7, 2003Applicant: Board of Trustees of MICHIGAN STATE UNIVERSITYInventors: Babak Borhan, Benjamin R. Travis, Jennifer M. Schomaker
-
Publication number: 20030040642Abstract: A method for adjusting the concentration of starting materials, comprising adjusting the starting material concentration in a gas fed to a reactor in a gas phase contact reaction process having a recycling system, wherein the concentration of a starting material in a gas in the process is measured, the starting material is fed by setting the feed amount of the starting material newly added to the process based on the measured value, and thereby the starting material concentration in the gas fed to the reactor is controlled; and a method for controlling a reaction process using the above-described adjusting method.Type: ApplicationFiled: December 18, 2001Publication date: February 27, 2003Inventors: Hidetoshi Goto, Shigeru Hatanaka
-
Patent number: 6525217Abstract: A process for the catalytic gas-phase oxidation of propene to acrylic acid, in which the reaction gas starting mixture is oxidized, with an increased propene loading, in a first reaction stage, over a first fixed-bed catalyst and then the acrolein-containing product gas mixture of the first reaction stage is oxidized, in a second reaction stage, with an increased acrolein loading, over a second fixed-bed catalyst, the catalyst moldings in both reaction stages having an annular geometry.Type: GrantFiled: August 30, 2001Date of Patent: February 25, 2003Assignee: BASF AktiengesellschaftInventors: Signe Unverricht, Heiko Arnold, Andreas Tenten, Ulrich Hammon, Hans-Peter Neumann, Klaus Harth
-
Patent number: 6515172Abstract: Process for the preparation of perfluorocarboxylic acids of the formula RF—COOH, salts thereof and esters thereof from perfluoroalkyl iodides of the formula RF′—I, in which RF and RF′ are cyclic, branched or linear, saturated or unsaturated perfluoroalkyl radicals, by activating the perfluoroalkyl iodides in the presence of oxygen and in organic solvents.Type: GrantFiled: July 10, 2001Date of Patent: February 4, 2003Assignee: Clariant GmbHInventors: Ralf Grottenmüller, Wolfgang Knaup, Anton Probst, Klaus Dullinger
-
Patent number: 6437180Abstract: A process for preparing aliphatic C4-18 &agr;,&ohgr;-dicarboxylic acids by oxidation of C6-20 &agr;,&ohgr;-dienes with hydrogen peroxide or compounds which release hydrogen peroxide under the reaction conditions as is characterized in that the reaction is carried out in the presence of a transition metal catalyst of group VI and of a mixture containing at least one organic acid and one aprotic organic solvent. A specific temperature profile is maintained at different phases of the reaction, which increases yield and selectivity.Type: GrantFiled: May 11, 2000Date of Patent: August 20, 2002Assignee: Bayer AktiengesellschaftInventors: Michael Schelhaas, Helmut Greiving, Manfred Jautelat
-
Patent number: 6414183Abstract: The present invention provides a method for stabilizing waste oil which is taken of each chemical apparatus of the manufacturing line of (meth)acryl acid and/or ester thereof, and treating the waste oil such as draining it out of the production apparatus, for example, a distillation tower from its bottom, sending and transporting it by a pump through a pipeline, and storing it in a storage tank in a simple manner while keeping the waste oil in a stable state. The waste oil can be stabilized by coexisting with solvent. The solvent used in the present invention is typically at least one selected from the group consisting of water, alcohol, ether, carboxylic acid, ketone, aromatic hydrocarbons, and aliphatic hydrocarbons.Type: GrantFiled: April 5, 2000Date of Patent: July 2, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Kazuhiko Sakamoto, Sei Nakahara, Masatoshi Ueoka
-
Publication number: 20020010365Abstract: A process useful for the catalytic gas phase oxidation of alkanes to unsaturated aldehydes or carboxylic acids uses catalysts of particular compositions formed in a particular manner.Type: ApplicationFiled: January 4, 2001Publication date: January 24, 2002Inventor: Manhua Lin
-
Publication number: 20020010364Abstract: This invention relates to a process for producing one or more organic acids in high purity which process comprises (i) oxidizing in a liquid oxidation reactor one or more organic liquids with essentially pure oxygen or oxygen-enriched air containing at least about 50% oxygen, at a temperature sufficiently stable to prevent cycling of reaction rate, to produce a crude reaction product fluid, and (ii) refining said crude reaction product fluid to give said one or more organic acids in high purity. The oxidation temperature is preferably controlled to within about ±3° C. of a target temperature. The organic acids described herein is useful in a variety of applications, such as intermediates in the manufacture of chemical compounds, pharmaceutical manufacture and the like.Type: ApplicationFiled: April 21, 1998Publication date: January 24, 2002Inventors: JOHN BRAITHWAITE, DAVID ROBERT BRYANT, DAVID JAMES MILLER, JOHN EARL LOGSDON
-
Patent number: 6333444Abstract: A catalyst composition and its use for the oxidation of ethane to ethylene and/or acetic acid and/or for the oxidation of ethylene to acetic acid which comprises in combination with oxygen the elements molybdenum, vanadium, niobium and gold in the absence of palladium according to the empirical formula: MOaWbAucVdNbeYf (I) wherein Y is one or more elements selected from the group consisting of: Cr, Mn, Ta, Ti, B, Al, Ga, In, Pt, Zn, Cd, Bi, Ce, Co, Rh, Ir, Cu, Ag, Fe, Ru, Os, K, Rb, Cs, Mg, Ca, Sr, Ba, Zr, Hf, Ni, P, Pb, Sb, Si, Sn, Tl, U, Re, Te, La and Pd; a, b, c, d, e and f represent the gram atom ratios of the elements such that: 0<a≦1; 0≦b<1 and a+b=1; 10−5<c≦0.02; 0<d<2; 0<e≦1; and 0≦f≦2.Type: GrantFiled: February 17, 2000Date of Patent: December 25, 2001Assignee: BP Chemicals LimitedInventors: Brian Ellis, Michael David Jones
-
Patent number: 6084124Abstract: The present invention is a method to produce an unsaturated carboxylic acid which includes the steps of: providing an epoxy compound; contacting the epoxy compound with carbon monoxide in the presence of a catalytically effective amount of a catalyst system comprising tin and cobalt under conditions effective for carbonylation of the epoxy; and recovering a .alpha.-.beta. unsaturated carboxylic acid product. The preferred epoxy is ethylene oxide which is reacted to acrylic acid by the method of the present invention.Type: GrantFiled: February 4, 1999Date of Patent: July 4, 2000Assignee: Shell Oil CompanyInventors: Lynn Henry Slaugh, Thomas Clayton Forschner
-
Patent number: 6084127Abstract: An improved method which enables stable and effective recovery of acrylic acid over a prolonged period is provided, said method comprising contacting an acrylic acid-containing gas obtained upon gas-phase catalytic oxidation of propylene and/or acrolein, with water, whereby collecting the acrylic acid in form of an aqueous solution, introducing said aqueous solution into an azeotropic separation column and distilling it in the presence of an azeotropic solvent to isolate and recover the acrylic acid, in which polymerization of the acrylic acid in the azeotropic separation column is prevented. Said method is characterized by using as the azeotropic solvent either a mixed solvent composed of solvent A (eg., ethyl acrylate, methyl methacrylate, etc.) and solvent B (eg., toluene, heptane, etc.) (first embodiment) or the solvent A alone (second embodiment).Type: GrantFiled: February 26, 1998Date of Patent: July 4, 2000Assignee: Nippon Shokubai Co LtdInventors: Kazuhiko Sakamoto, Fumio Shibusawa, Sei Nakahara, Takahiro Takeda, Masatoshi Ueoka
-
Patent number: 5945562Abstract: A process of preparing a perfluoroalkylcarboxylic acid by an oxidative decomposition reaction of a perfluoroalkylethylene corresponding to a general formula:Rf--CH.dbd.CH.sub.2?wherein, Rf is a perfluoroalkyl group containing 2 to 14 carbon atoms.!to obtain a perfluoroalkylcarboxylic acid corresponding to a general formula:Rf--COOH?wherein, Rf is the same as the above.!characterized that the reaction is carried out in the presence of an organic solvent which is compatible with water and substantially inert to the above reaction, a ruthenium compound as a catalyst and an aqueous solution of at least one of hypochlorous acid or a salt thereof is provided.Type: GrantFiled: January 27, 1998Date of Patent: August 31, 1999Assignee: Daikin Industries Ltd.Inventors: Hirokazu Aoyama, Yasumichi Chiba
-
Patent number: 5736012Abstract: A process for the preparation of a fluorinated acid such as trifluoroacetic acid, including admixing an hydrofluorocarbon, such as 1,1,1-trifluoroethane, with chlorine, an oxidizing agent and an additive to prevent or minimize decomposition; and irradiating the reaction mixture with a light source having a wavelength ranging from 2000 .ANG. to 14000 .ANG..Type: GrantFiled: September 10, 1996Date of Patent: April 7, 1998Assignee: AlliedSignal Inc.Inventors: Alagappan Thenappan, Michael Van Der Puy
-
Patent number: 5731460Abstract: A catalyst system and process for the oxidative cleavage of alkenes with hydrogen peroxide is provided. The catalyst system comprises a source of ruthenium, a source of molybdenum and a phase transfer agent. The process comprises contacting an alkene with the hydrogen peroxide in the presence of the above catalyst system. Sources of ruthenium and molybdenum comprise the metals, salts or complexes. Preferred sources are RuCl.sub.3 and MoO.sub.3. The phase transfer agent is preferably a quaternary ammonium salt. The process usually takes place in the presence of an organic solvent, preferably t-butanol.Type: GrantFiled: February 14, 1996Date of Patent: March 24, 1998Assignee: Solvay Interox LimitedInventors: Alexander Johnstone, Paul John Middleton, Miranda Service, William Ronald Sanderson
-
Patent number: 5646305Abstract: This invention is directed towards an improved process for the selective gas phase oxidation of a organic reactant using a metal oxide redox catalyst, wherein the organic reactant and air feeds are at a substantially continuous level, the improvement comprising adding a fluctuating flow of oxygen at alternating relatively high and relatively low levels. The invention also teaches means by which a gas may be provided to a reaction process on a fluctuating basis.Type: GrantFiled: December 27, 1995Date of Patent: July 8, 1997Assignee: Praxair Technology, Inc.Inventors: Matthew Lincoln Wagner, Donald Walter Welsh Kirkwood, Kazuo Kiyonaga
-
Patent number: 5591893Abstract: The invention relates to a process for the preparation of polycarboxylic acids and derivatives thereof, the polycarboxylic acids prepared containing at least three carboxyl groups, comprising the steps(A) introducing one or more organic compounds, which contain nonaromatic carbon-carbon (C--C) double bonds, into water,(B) ozonolysis of the organic compounds in water by passing in an ozone-containing carrier gas,(C) addition of an aqueous hydrogen peroxide solution, to oxidatively work up the ozonolysis products produced in step (B), which comprises, in step (A), introducing the organic compound(s) into water having a pH of 7 or less than 7 and, in step (C), adding hydrogen peroxide in water without adding an organic solvent.Type: GrantFiled: October 27, 1993Date of Patent: January 7, 1997Assignee: Hoechst AGInventors: J urgen Kulpe, Heinz Strutz
-
Patent number: 5420316Abstract: A carboxylic acid is made by contacting an organic compound having at least one olefinic bond with ozone to form a mixture of ozonization products; contacting the mixture of ozonization products with oxygen to form a mixture of oxidation products; contacting the mixture of oxidation products with oxygen in the presence of an effective amount of a catalyst selected from the group consisting of a manganese-exchanged X-zeolite, a manganese-exchanged Y-zeolite, a manganese-exchanged A-zeolite, or a combination thereof to form said carboxylic acid.Type: GrantFiled: February 10, 1994Date of Patent: May 30, 1995Assignee: Henkel CorporationInventor: Louis Rebrovic
-
Patent number: RE44206Abstract: An oxidation process for the production of alkenes and carboxylic acids from a feed comprising alkene and/or alkane, carbon monoxide, a molecular oxygen containing gas and optionally water in the presence of an oxidation catalyst in which the level of carbon monoxide is maintained between 1% and 20% by volume of the total feed to the reactor.Type: GrantFiled: May 16, 2011Date of Patent: May 7, 2013Assignee: BP Chemicals LimitedInventors: Ewen James Ferguson, Andrew Richard Lucy, Mark Stephen Roberts, Diana Rachel Taylor, Bruce Leo Williams