Formation Of Ethylenic Unsaturation Patents (Class 562/599)
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Publication number: 20030065218Abstract: The invention relates to a process for preparing sorbic acid by cleaving the sorbic acid polyester prepared from crotonaldehyde and ketene, the sorbic acid polyester being distilled and the cleavage being catalyzed by an amine, which comprises separating off the amine from the distillation residue by distillation under reduced pressure and at a temperature which is higher than the temperature of the polyester distillation and recovering it.Type: ApplicationFiled: September 9, 2002Publication date: April 3, 2003Inventors: Christoph Mollenkopf, Erwin Weiss, Thomas Beck, Andreas Schneider, Klaus Fahrner, Stefan Purps
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Patent number: 6476259Abstract: Improved catalyst for use in production of methacrylic acid by vapor phase oxidation reaction and/or vapor phase oxidative dehydrogenation reaction of at least one compound selected from methacrolein, isobutylaldehyde and isobutyric acid is provided. This improved catalyst is a composition composed of (A) complex oxide containing as essential components molybdenum and phosphorus, which is per se known as a catalyst for the above reaction(s), and (B) complex oxide containing as essential components cerium and zirconium. When this improved catalyst is used, the operation for producing methacrylic acid can be stably continued over prolonged period.Type: GrantFiled: October 23, 2001Date of Patent: November 5, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Yuichi Kase, Hideo Onodera
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Patent number: 6452041Abstract: An efficient and selective process, capable of scale-up, to make itaconate derivatives of formula (IV), and/or succinate derivatives of formula (V) and/or (VI) by asymmetric hydrogenation of the itaconate derivatives. wherein R, R1 and R2 are as defined herein.Type: GrantFiled: October 15, 2001Date of Patent: September 17, 2002Assignee: Pfizer Inc.Inventors: Andrew Michael Derrick, Nicholas Murray Thomson
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Publication number: 20020055650Abstract: Methacrylates, particularly, esters of methacrylic acid with an alcohol having two or more carbon atoms or a polyhydric alcohol are produced by a one-stage reaction of &agr;-hydroxyisobutyric acid and/or its ester with an alcoholic compound in the presence of a solid catalyst.Type: ApplicationFiled: September 12, 2001Publication date: May 9, 2002Inventors: Toshio Hidaka, Yoshifumi Sato, Mitsugu Taniguchi
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Patent number: 6380427Abstract: A process for purification of (meth)acrylic acid which comprises adding to a crude (meth)acrylic acid one or two or more polar organic substances as a second component at a concentration of 1-35% by weight, crystallizing (meth)acrylic acid from the resulting (meth)acrylic acid solution, and separating the precipitated crystal of (meth)acrylic acid and a mother liquor from each other.Type: GrantFiled: January 28, 2000Date of Patent: April 30, 2002Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Seiji Miyazaki, Akira Ogawa, Yasutaka Nakashima, Yoshiaki Kobayashi, Mikiyoshi Araki
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Process for the preparation and uses of derivatives of esters of &agr;-methylene-&bgr;-hydroxy acids
Patent number: 6310237Abstract: A process for the preparation of derivatives of halo-but-2-enoic acids and esters high in 2-ene content, several of which are novel. The esters and their derivatives are useful as promoters for the polymerization of ethylene or the copolymerization of ethylene with &agr;-olefins and, optionally, nonconjugated polyenes. The promoters can also be combined with transition metal compounds, e.g., vanadium, to form combination promoter-catalyst compounds.Type: GrantFiled: July 18, 2000Date of Patent: October 30, 2001Assignee: Uniroyal Chemical Company, Inc.Inventors: Xu Wu Feng, Walter Nudenberg -
Patent number: 6166074Abstract: Pharmaceutical compositions which are useful for the treatment of cancer or illnesses which arise due to an abnormally elevated cell proliferation comprise acyl derivatives of aromatic aldehydes, especially arylidene diesters and .alpha.-alkoxyarylidene esters of general formula (I).Type: GrantFiled: October 4, 1996Date of Patent: December 26, 2000Assignee: Norsk Hydro A.S.Inventors: Erik Olai Pettersen, Rolf Olaf Larsen, John Michael Dornish, Bernt B.o slashed.rretzen, Reidar Oftebro, Thomas Ramdahl, Vidar Moen
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Patent number: 6147251Abstract: A process for the preparation of derivatives of halo-but-2-enoic acids and esters high in 2-ene content, several of which are novel. The esters and their derivatives are useful as promoters for the polymerization of ethylene or the copolymerization of ethylene with .alpha.-olefins and, optionally, nonconjugated polyenes. The promoters can also be combined with transition metal compounds, e.g., vanadium, to form combination promoter-catalyst compounds.Type: GrantFiled: November 6, 1998Date of Patent: November 14, 2000Assignee: Uniroyal Chemical Company, Inc.Inventors: Xu Wu Feng, Walter Nudenberg
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Patent number: 6034268Abstract: Compounds of the formula ##STR1## in which one of the radicals R.sup.1 and R.sup.2 is methyl and the other is vinyl and one of the radicals R.sup.3 and R.sup.4 is methyl and the other is ##STR2## in which R.sup.5 is hydrogen, alkyl or alkenyl, in particular C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl, are particularly suitable as fragrances and flavors.Type: GrantFiled: November 4, 1998Date of Patent: March 7, 2000Assignee: Haarmann & Reimer GmbHInventors: Horst Surburg, Horst Sommer, Stefan Lambrecht, Peter Worner, Matthias Guntert, Gunter Kindel, Volkmar Koppe
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Patent number: 6011176Abstract: The use of organic, polymeric, anionic water-soluble flocculants for the phase separation of an organic-aqueous system which essentially comprises monomeric acrylates, diacrylates, (poly)ester acrylates or (poly)ether acrylates and unreacted residues of the carboxylic anhydrides, carboxylic acids or alcohols used for preparing the acrylates.Type: GrantFiled: January 29, 1999Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Wolfgang Paulus, Matthias Geisendorfer
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Patent number: 5998657Abstract: A process using a niobium catalyst includes the step of reacting an ester or carboxylic acid with oxygen and an alcohol in the presence a niobium catalyst to respectively produce an .alpha.,.beta.-unsaturated ester or carboxylic acid. Methanol may be used as the alcohol, and the ester or carboxylic acid may be passed over the niobium catalyst in a vapor stream containing oxygen and methanol. Alternatively, the process using a niobium catalyst may involve the step of reacting an ester and oxygen in the presence the niobium catalyst to produce an .alpha.,.beta.-unsaturated carboxylic acid. In this case the ester may be a methyl ester. In either case, niobium oxide may be used as the niobium catalyst with the niobium oxide being present on a support. The support may be an oxide selected from the group consisting of silicon oxide, aluminum oxide, titanium oxide and mixtures thereof. The catalyst may be formed by reacting niobium fluoride with the oxide serving as the support.Type: GrantFiled: April 15, 1998Date of Patent: December 7, 1999Assignee: Eastman Chemical CompanyInventors: Makarand Ratnakav Gogate, James Jerome Spivey, Joseph Robert Zoeller
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Patent number: 5886220Abstract: There is disclosed a process for preventing the polymerization of a vinyl compound which comprises allowing water in an amount of 0.05 to 5% by weight based on the vinyl compound or a corrosion inhibitive substance selected from an alcohol, an inorganic acid or its salt, an aromatic carboxylic acid or its salt and a zinc-containing salt in an amount of preferably 0.01 to 5% by weight based on the same, to coexist with a metallic salt of dithiocarbamic acid, in preventing the polymerization of the vinyl compound with the metallic salt of dithiocarbamic acid. The above process makes it possible to effectively inhibit the polymerization of acrylic acid, methacrylic acid, etc. in the distillation system, etc. of the production process for the above acids as well as the corrosion of the equipment and machinery to be used therein and also to assure long-term stable continuous operation of the equipment and machinery.Type: GrantFiled: March 5, 1997Date of Patent: March 23, 1999Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Kenji Okamoto, Takashi Nakagawa, Hideaki Mimaki, Kouji Tomita
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Patent number: 5856568Abstract: A process for inhibiting polymerization of a vinyl compound comprising using (A) one or both of N-nitrosophenylhydroxylamine and a salt thereof in combination with (B) a salt of copper or in combination with (B') a metal salt of a dialkyldithiocarbamic acid and (C) at least one selected from the group consisting of inorganic acids, salts of inorganic acids, and water.In accordance with the above process, stable continuous operation of a process for producing a vinyl compound, particularly acrylic acid or methacrylic acid, such as a distillation process of the vinyl compound, for a long time is enabled by effectively suppressing polymerization of the vinyl compound in the process or by effectively suppressing polymerization of the vinyl compound in the process while corrosion of the apparatus for the production is prevented.Type: GrantFiled: May 30, 1997Date of Patent: January 5, 1999Assignee: Idemitsu Petrochemical Co., Ltd.Inventors: Kenji Okamoto, Takashi Nakagawa, Kouji Tomita
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Patent number: 5808148Abstract: Disclosed is a process for the preparation of .alpha.,.beta.-unsaturated carboxylic acids and esters thereof which comprises contacting formaldehyde or a source of formaldehyde with a carboxylic acid, ester or anhydride in the presence of a catalyst comprising an oxide of niobium.Type: GrantFiled: January 3, 1997Date of Patent: September 15, 1998Assignee: Eastman Chemical CompanyInventors: Makarand Ratnakar Gogate, James Jerry Spivey, Joseph Robert Zoeller
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Patent number: 5763651Abstract: A process for the manufacture of polyene esters or polyene acids comprises reacting a polyene O,O-dialkylacetal of di(O,O-dialkylacetal) with a vinylketene acetal or analogue thereof in the presence of a Lewis acid, hydrolyzing the reaction mixture depending on the vinylketene acetal used, subsequently cleaving alcohol under strongly basic conditions from the polyene derivative produced at this stage and, where the desired ester or carboxy group is still not present, performing the respective conversion. Certain intermediates in this process form a further aspect of the invention. The final products are primarily carotenoids which can be used appropriately, e.g. as colorants and pigments for foodstuffs, animal products etc.Type: GrantFiled: May 29, 1997Date of Patent: June 9, 1998Assignee: Roche Vitamins Inc.Inventor: August Ruttimann
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Patent number: 5710328Abstract: Disclosed is a process for the preparation of .alpha.,.beta.-unsaturated carboxylic acids and anhydrides thereof which comprises contacting formaldehyde or a source of formaldehyde with a carboxylic anhydride in the presence of a catalyst comprising mixed oxides of vanadium, phosphorus and, optionally, a third component selected from titanium, aluminum or, preferably silicon.Type: GrantFiled: November 27, 1995Date of Patent: January 20, 1998Assignee: Eastman Chemical CompanyInventors: James Jerry Spivey, Makarand Ratnakav Gogate, Joseph Robert Zoeller, Gerald Charles Tustin
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Patent number: 5602280Abstract: Disclosed are a process for producing an unsaturated aldehyde and an unsaturated carboxylic acid which comprises subjecting propylene, isobutylene or tertiary butanol to gas phase catalytic oxidation with molecular oxygen in the presence of (i) a catalyst comprising composite oxide of the formula Mo.sub.a Bi.sub.b Fe.sub.c A.sub.d B.sub.e C.sub.f D.sub.g O.sub.x and (ii) a molybdenum oxide which in itself is substantially inert to the gas phase catalytic oxidation; a process for reusing the catalyst deteriorated due to the gas phase catalytic oxidation after mixing it with the molybdenum oxide; and a method of regenerating the deteriorated catalyst by mixing it with the molybdenum oxide.Type: GrantFiled: June 27, 1994Date of Patent: February 11, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Koichi Nagai, Yoshisaburou Nomura, Yoshihiko Nagaoka
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Patent number: 5523480Abstract: A process for the preparation of an .alpha.,.beta.-unsaturated C.sub.3 -C.sub.6 carboxylic acid of greater than 98% purity, which combines fractional distillation and melt crystallization procedures.Type: GrantFiled: March 28, 1994Date of Patent: June 4, 1996Assignee: Rohm and Haas CompanyInventors: William Bauer, Jr., Robert M. Mason, Rita K. Upmacis
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Patent number: 5399752Abstract: Disclosed is a process for the purification of carboxyl streams such as product streams comprising one or more carboxyl compounds selected from carboxylic acids, carboxylic anhydrides and alkylidene dicarboxylates. The process provides a means for the reduction of the iodine content of carboxyl compound product streams which are contaminated with one or more iodine compounds.Type: GrantFiled: May 31, 1994Date of Patent: March 21, 1995Assignee: Eastman Chemical CompanyInventors: Stanley J. Okrasinski, Regina M. Moncier, Patricia N. Mercer, Dewey W. Fuller, Jr., Steven L. Cook
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Patent number: 5354886Abstract: The present invention relates to a catalyst, a process for preparing the catalyst and a process for using the catalyst to produce ethylidene diacetate. The conventional preparation methods of ethylidene diacetate suffer from difficulty in separating the catalyst from the product after completion of the reaction. The catalyst of the present invention is simply separated from the product by mere filtration following the completion of reaction. This is a result of using a heterogenized catalyst which is obtained by supporting a homogeneous catalyst in an inorganic carder. The catalyst of the present invention is of the general formula M.sub.a X where M is a compound of a group VIII transition metal, most preferably RhCl.sub.3 .multidot.xH.sub.2 O, and X is an inorganic carrier, preferably selected from the group consisting of kieselguhr, .gamma.-alumina, silica, TiO.sub.2, MgO, ZnO and activated charcoal.Type: GrantFiled: July 26, 1993Date of Patent: October 11, 1994Assignee: Korea Research Institute of Chemical TechnologyInventors: Dae C. Park, Sung Y. Cho
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Patent number: 5330954Abstract: A catalytic system based on oxygen, vanadium, phosphorus, and molybdenum corresponding to the formula H.sub.m X.sub.n Me.sub.p PMo.sub.12-x V.sub.x O.sub.40, wherein X represents the VO.sup.2+ cation with 0<n.ltoreq.2, H represents protons with 0.ltoreq.m<4, 0.ltoreq.x.ltoreq.3, Me is a metal ion, especially an ion of a transition metal, with 0.ltoreq.p.ltoreq.t, t depending on the charge of the corresponding ion, is useful for the oxydehydrogenation of saturated carboxylic acids to .alpha.,.beta.-unsaturated acids and for oxidizing aldehydes to acids.Type: GrantFiled: September 3, 1992Date of Patent: July 19, 1994Assignee: Elf Atochem, S.A.Inventors: Emmanuel Cadot, Franck Daubrege, Gilbert Herve, Andre Teze
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Patent number: 5276178Abstract: The present invention provides a process for producing methacrolein and methacrylic acid by subjecting at least one material selected from isobutylene, t-butanol and methyl t-butyl ether to gas phase catalytic oxidation with molecular oxygen or a molecular oxygen-containing gas using a fixed bed multi-tubular reactor.Type: GrantFiled: August 2, 1991Date of Patent: January 4, 1994Assignee: Nippon Shokubai Co., Ltd.Inventors: Hideo Onodera, Shigeru Ohno, Ikuo Kurimoto, Yukio Aoki
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Patent number: 5268506Abstract: An .alpha., .beta.-unsaturated carboxylic acid is produced by catalytically reacting an .alpha.-hydroxycarboxylic acid amide of the formula (1), ##STR1## where R.sub.1 and R.sub.2 are independently selected from the group consisting of hydrogen and C.sub.1 -C.sub.4 alkyl groups, provided that at least one of R.sub.1 and R.sub.2 is the alkyl group, with water in the presence of a solid acid catalyst containing a high surface area rare earth phosphate anhydride having the monoclinic system structure producible by heating a rare earth phosphate of the hexagonal system structure at 60.degree.-200.degree. C. in a solution of an inorganic acid, an inorganic acid salt and/or an inorganic acid ester where the molar ratio of the inorganic acid component to the rare earth phosphate of the hexagonal system structure is 0.5-400.Type: GrantFiled: March 19, 1993Date of Patent: December 7, 1993Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Minato Karasawa, Takeshi Hiraiwa, Sinji Tokunoh, Hiroharu Kageyama, Kanemitsu Miyama, Masamitsu Inomata
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Patent number: 5264627Abstract: A method for the production of methacrylic acid comprising the steps of simultaneously introducing at least one compound selected from the group consisting of methacrolein and isobutyl aldehyde and a molecular oxygen-containing gas into a heat exchanger type shell-and-tube reaction vessel packed with an oxide catalyst containing molybdenum and phosphorus thereby effecting catalytic vapor-phase oxidation reaction and/or catalytic vapor-phase oxidative dehydrogenation reaction and consequently forming methacrylic acid, which method is characterized by having the empty space in the gas outlet part of said reaction vessel with a solid filler.Type: GrantFiled: July 7, 1992Date of Patent: November 23, 1993Assignee: Nippon Shokubai Co., Ltd.Inventors: Hiroyuki Tazaki, Ikuo Kurimoto, Hiroyuki Uhara, Yukio Aoki
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Patent number: 5252473Abstract: Processes are disclosed for producing lactic acid, esters of lactic acid, acrylic acid, and esters of acrylic acid, primarily from fermentable carbohydrate materials. An overall process for producing esters of acrylic acid comprises: a) fermenting carbohydrate material with a lactic-acid-forming organism in the presence of NH.sub.3 to produce ammonium lactate; b) combining the ammonium lactate with an alcohol; c) combining the ammonium lactate and alcohol with an effective catalyzing amount of gaseous CO.sub.2 to catalytically esterify the ammonium lactate and alcohol into a lactic acid ester containing solution; d) recovering purified lactic acid ester; and e) vaporizing the lactic acid ester and passing it through a solid catalyst bed comprised of an effective catalyzing amount of crystalline hydrated and partially calcined calcium sulfate to catalytically convert lactic acid ester into an acrylic acid ester. Step "d" would be useful in a process for making low-cost, purified lactic acid.Type: GrantFiled: September 23, 1991Date of Patent: October 12, 1993Assignee: Battelle Memorial InstituteInventors: Paul C. Walkup, Charles A. Rohrmann, Richard T. Hallen, David E. Eakin
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Patent number: 5250729Abstract: A process for preparing an .alpha., .beta.-unsaturated carboxylic acid and/or an .alpha., .beta.-unsaturated carboxylic acid ester from at least one ester selected from .alpha.-hydroxycarboxylic acid ester, .alpha.-alkoxycarboxylic acid ester and .beta.-alkoxycarboxylic acid ester as a starting material by a vapor-phase catalytic reaction in the presence of a crystalline aluminosilicate as a catalyst.According to the process, .alpha., .beta.-unstaturated carboxylic acid and/or an ester thereof can be produced in a mild condition and a high yield.Type: GrantFiled: December 4, 1989Date of Patent: October 5, 1993Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takafumi Abe, Shinichi Hieda
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Patent number: 5248819Abstract: In the production of methacrylic acid by the vapor phase catalytic oxidation of isobutylene, t-butanol, methacrolein isobutyl aldehyde or isobutyric acid, or mixture thereof, the reaction product gas is condensed by contact with an aqueous phase containing methacrylic acid and acetic acid thereby forming an aqueous solution of methacrylic acid and a gas phase containing methacrolein and methacrylic acid. The aqueous solution of methacrylic acid is extracted with a saturated hydrocarbon solvent containing from 6-9 carbon atoms. The methacrylic acid is extracted into the solvent phase and an aqueous phase containing acetic acid is also formed. Methacrolein is recovered from the gas containing methacrolein and methacrylic acid by contacting the gas with an aqueous phase containing methacrylic acid and acetic acid. An aqueous phase containing methacrylic acid, acetic acid and methacrolein is formed in the methacrolein recovery step.Type: GrantFiled: October 3, 1991Date of Patent: September 28, 1993Assignee: Nippon Shokubai Kagaku Ogyo Co., Ltd.Inventors: Syoichi Matsumoto, Masatoshi Ueoka, Yosuke Ogata, Hiroshi Yoshida, Masao Baba
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Patent number: 5245079Abstract: Immunoregulatory N-(S-3-alkyl-4-heptenoyl)- and N-(S-3-alkylheptanoyl)-D-gamma-glutamyl-glycyl-D-alanine and esters thereof are synthesized via R-trans-2-hexen-4-ols, R-3-alkyl-4-heptenoic acid and S-3-alkylheptanoic acid.Type: GrantFiled: March 17, 1992Date of Patent: September 14, 1993Assignee: Pfizer Inc.Inventor: Charles W. Murtiashaw
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Patent number: 5241114Abstract: A method and a system for extending useful life of a basic catalyst are disclosed. The basic catalyst comprises a particulate, porous, siliceous catalyst support and an alkali metal in the +1 oxidation state on the catalyst support surface. The catalyst is suitable for the synthesis of an alpha, beta-ethylenically unsaturated carboxylic acid by condensation of a saturated carboxylic acid with formaldehyde. The method of the present invention contemplates providing a reactor, or a series of reactors, containing the basic catalyst and a confined source of the alkali metal associated with a suitable carrier, upstream of the reactor or reactors. A feed stream to the reactor is passed first through the confined source and thereafter through the reactor while reaction conditions for the condensation reaction are maintained within the reactor. The temperature of the feed stream passing through the confined source can be modulated to control release of the alkali metal from the carrier.Type: GrantFiled: October 16, 1986Date of Patent: August 31, 1993Assignee: Amoco CorporationInventors: Thomas G. Smith, Owen H. Bailey, Gary P. Hagen
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Patent number: 5227521Abstract: This invention is a process for the production of trialkyl acetic acids, particularly of pivalic acid, from branched olefins, particularly isobutene, and carbon monoxide using catalytic amounts of a Lewis acid such as boron trifluoride.Type: GrantFiled: April 9, 1991Date of Patent: July 13, 1993Assignee: Catalytica Inc.Inventors: Michael A. Richard, William A. Sanderson
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Patent number: 5225594Abstract: A process for producing methacrylic acid which comprises: (I) producing acetonecyanohydrin from prussic acid and acetone; (II) hydrating the acetonecyanohydrin obtained in step (I) to form .alpha.-hydroxyisobutyric acid amide; (III) reacting the .alpha.-hydroxyisobutyric acid amide obtained in step (II) with methyl formate or with methanol and carbon monoxide to form methyl .alpha.-hydroxyisobutyrate and formamide; (IV) hydrolyzing the methyl .alpha.-hydroxyisobutyrate obtained in step (III) to form .alpha.-hydroxyisobutyric acid; (V) dehydrating the .alpha.-hydroxyisobutyric acid obtained in step (IV) to form methacrylic acid; and (VI) dehydrating the formamide separated from the products obtained in step (III) to form prussic acid and recycling the prussic acid to step (I) as a starting material. The process is capable of producing methacrylic acid from readily available starting materials with a high yield and selectivity, without forming undesirable by-product or waste materials, such as ammonium sulfate.Type: GrantFiled: September 13, 1991Date of Patent: July 6, 1993Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Yoshikazu Shima, Takafumi Abe, Hirofumi Higuchi
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Patent number: 5206431Abstract: A process for producing methacrylic acid, which comprisesfilling a plurality of catalysts of different activities into a plurality of reaction zones which have been formed in each of the reaction tubes of a fixed bed multi-tubular reactor by dividing said reaction tube into two or more portions in the direction of tubular axis, so that the activity of catalyst is higher as the reaction zone is closer to the outlet of the reaction tube, andintroducing into the reaction zones containing the catalysts at least one compound selected from methacrolein, isobutyl aldehyde and isobutyric acid to oxidize the at least one compound with molecular oxygen or a molecular oxygen-containing gas.Type: GrantFiled: August 14, 1992Date of Patent: April 27, 1993Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.Inventors: Hideto Hashiba, Shigeru Ohno, Ikuo Kurimoto, Yukio Aoki
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Patent number: 5200559Abstract: A process for producing sorbic acid from a polyester obtained by reaction of crotonaldehyde with ketene using an organic acid zinc salt as catalyst is provided, which process comprises dissolving the polyester in an aromatic hydrocarbon solvent having an azeotropic temperature of the solvent with water of 92.degree. to 100.degree. C., followed by washing the polyester solution with water or a mineral acid water to remove zinc matter and continuously contacting the solution with a strongly acidic porous ion exchange resin, the process being simple, commercially profitable, making possible a long term operation of the polyester decomposition apparatus, capable of easily purifying sorbic acid and affording sorbic acid with a good yeild.Type: GrantFiled: September 16, 1991Date of Patent: April 6, 1993Assignee: Chisso CorporationInventor: Masahiro Nakajima
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Patent number: 5185464Abstract: A process and intermediates for the manufacture of S-3-methylheptanoic acid from S-citronellol; a novel crystallline form of immunoregulatory N-(S-3-methylheptanoyl)-D-gamma-glutamyl-glycyl-D-alanine, an immunoregulatory agent; and an improved process and intermediates therefor.Type: GrantFiled: March 17, 1992Date of Patent: February 9, 1993Assignee: Pfizer Inc.Inventor: Charles W. Murtiashaw
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Patent number: 5145989Abstract: Black acid or the sulfuric acid residue obtained in the manufacture of ethyl acrylate by reaction of ethylene and acrylic acid in the presence of sulfuric acid is heated and distilled in the presence of a solvent for recovery of acrylic acid and ethyl acrylate.Type: GrantFiled: July 14, 1987Date of Patent: September 8, 1992Assignee: Hoechst Celanese CorporationInventors: Edward F. Dougherty, Paul James L.
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Patent number: 5099048Abstract: A process is disclosed for preparing functionalized linear olefins by dimerizing terminal olefins in the presence of a cationic rhodium compound. Novel rhodium compounds useful in this process are also disclosed.Type: GrantFiled: June 11, 1991Date of Patent: March 24, 1992Assignee: The University of North Carolina at Chapel HillInventors: Maurice S. Brookhart, Sylviane Sabo-Etienne
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Patent number: 5075493Abstract: A process for producing .alpha., .beta.-unsaturated carboxylic acid ester which comprises catalytically reacting .alpha.-hydroxycarboxylic acid ester with crystalline aluminosilicate catalyst, and then catalytic reacting the resulting reaction product with solid acid catalyst.According to the process, .alpha., .beta.-unsaturated carboxylic acid ester of a high purity, and a high quality, without by-product, can be produced efficiently.Type: GrantFiled: November 23, 1990Date of Patent: December 24, 1991Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Yoshikazu Shima, Takafumi Abe, Hirofumi Higuchi, Koichi Kida
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Patent number: 5070061Abstract: Catalysts containing molybdenum, vanadium, phosphorus, and oxygen, optionally together with one or more metal ions, as their active constituents, are preferably disposed on an inert carrier for the oxidative dehydrogenation of isobutyric acid or its lower esters to methacrylic acid or its lower esters.Type: GrantFiled: December 7, 1990Date of Patent: December 3, 1991Assignee: Rohm GmbHInventor: Klaus Langerbeins
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Patent number: 5068399Abstract: Disclosed is a process for preparing, .alpha., .beta.-unsaturated carboxylic acid ester from .alpha.-hydroxycarboxylic acid ester, a .alpha.-alkoxycarboxylic acid ester or .beta.-alkoxycarboxylic acid ester as a starting material by a vapor-phase catalytic reaction in the presence of a crystalline aluminosilicate modified with an alkali metal and a platinum group element as a catalyst.According to the process, .alpha., .beta.-unsaturated carboxylic acid can be produced efficiently.Type: GrantFiled: September 17, 1990Date of Patent: November 26, 1991Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Susumu Naito, Takao Kouzai, Ritoko Ikeda
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Patent number: 5053535Abstract: A process for producing an .alpha.-hydroxyisobutyric acid which comprises hydrolyzing .alpha.-hydroxyisobutyric acid ester in the presence of an organic sulfonic acid catalyst, using an .alpha.-hydroxyisobutyric acid ester as the starting material.According to said process, .alpha.-hydroxyisobutyric acid can be efficiently produced.Type: GrantFiled: November 23, 1990Date of Patent: October 1, 1991Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Yoshikazu Shima, Takafumi Abe, Hirofumi Higuchi, Koichi Kida
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Patent number: 5041205Abstract: A crystalline material having, in the dehydrated form, the empirical formula:m(M.sub.2/a O):X.sub.z O.sub.xz/2 :.sub.y YO.sub.2 (I)in which m is 0.5 to 1.5; M is a cation of valency a; X is a metal of valency x, selected from aluminium, boron, gallium, zinc, iron and titanium; z is 2 when x is an odd number, and z is 1 when x is an even number; y is at least 5; and Y is silicon or germanium; and having, in the calcined hydrogen form, an X-ray diffraction pattern including significant peaks substantially as shown in Table I herein. The material has been designated SUZ-2, and is used in the conversion of hydrocarbons or oxygenates.Type: GrantFiled: September 13, 1990Date of Patent: August 20, 1991Assignee: The British Petroleum Company p.l.c.Inventor: Sami A. I. Barri
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Patent number: 4990662Abstract: Catalyst and process are disclosed for the improved preparation of alpha, beta-unsaturated acids. The catalyst comprises a porous silica gel component and a Group IA alkali metal component, which is present in an amount of from 200 to 20,000 parts per million and optionally another component such as tin (IV) oxide, and mixtures thereof. The process comprises reacting formaldehyde and an aliphatic carboxylic acid in the presence of said catalyst while maintaining catalyst activity and selectivity during the process by addition of a source of the alkali metal component.Type: GrantFiled: July 27, 1987Date of Patent: February 5, 1991Assignee: Amoco CorporationInventors: Gary P. Hagen, Ruth A. Montag
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Patent number: 4950422Abstract: This disclosure relates to aqueous peroxide emulsions and the use thereof in suspension (co)polymerization reactions. In particular, the aqueous peroxide emulsions comprise: (a) 20-60% by weight of an organic peroxide which is liquid at -5.degree. C.; (b) 2-20% by weight of an aliphatic monohydric alcohol having 1-14 carbon atoms and/or aliphatic glycol having 2-4 carbon atoms; (c) a surfactant and/or a protective colloid; and (d) water. The emulsions of the present disclosure may be transported while in a liquid state at a temperature of -10.degree. C. to -25.degree. C. with minimal decrease in active oxygen content.Type: GrantFiled: February 10, 1984Date of Patent: August 21, 1990Assignee: Akzona IncorporatedInventors: Reinder Torenbeek, Willem F. Verhelst
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Patent number: 4945180Abstract: A novel process for the preparation of E-2-propyl-2-pentenoic acid and its physiologically compatible salts is described, in which di-n-propyl-ketone-cyanohydrin is used as the starting compound. The compound is either(a) dehydrated with thionyl chloride and the acid nitrile formed is subsequently saponified with a stoichiometric excess of potassium hydroxide, or(b) is initially converted into 2-hydroxy-2-propyl-pentanoic acid and the latter is subsequently dehydrated in the presence of a less than stoichiometric quantity of a tertiary amine at a temperature of at least 200.degree. C.The free acid is optionally converted into the salt form, preferably using the corresponding salts of carbon dioxide in an aqueous acetone solution.Type: GrantFiled: June 2, 1988Date of Patent: July 31, 1990Assignee: Desitin Arzneimittel GmbHInventor: Helmut Schafer
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Patent number: 4943659Abstract: Catalyst and process are disclosed for preparation of alpha, beta-unsaturated acids. Catalyst comprises a silica component and a Group IA alkali metal component which is present in an amount of from 200 to 15,000 parts per million, said silica component containing less than about 500 parts per million individually of aluminum, zirconium, titanium, iron and mixtures thereof. Process comprises reacting formaldehyde and a carboxylic acid of the formula RHC.sub.2 COOH wherein R is a member of the class consisting of --H, -alkyl, -aryl, -aralkyl, -cycloalkyl, and -alkylaryl radicals in the presence of said catalyst. Catalyst activity is maintained during process by addition of source of alkali metal component.Type: GrantFiled: December 29, 1986Date of Patent: July 24, 1990Assignee: Amoco CorporationInventor: Gary P. Hagen
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Patent number: 4942258Abstract: Process is disclosed for regeneration of a solid methacrylic acid catalyst wherein said catalyst is decoked in the presence of an oxygen-containing gas at an initial temperature no greater than 650.degree. F. and then by increasing the temperature incrementally to complete the regeneration at a temperature of from about 650.degree. F. to 800.degree. F.Type: GrantFiled: April 12, 1988Date of Patent: July 17, 1990Assignee: Amoco CorporationInventor: Thomas G. Smith
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Patent number: 4886891Abstract: The present invention provides a process for preparing a 1,1-disubstituted ethylene derivative of the formula ##STR1## which comprises reacting lead with a carbinol derivative of the formula ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, X, Y, m and n are defined in the specification. The reaction is conducted more advantageously in the presence of a metal having higher ionization tendency than lead.Type: GrantFiled: December 18, 1987Date of Patent: December 12, 1989Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Shigeru Torii, Masatoshi Taniguchi, Michio Sasaoka, Yoshihisa Tomotaki, Mitsuo Akada, Hideo Tanaka, Akira Suzuki, Shiro Yamashita
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Patent number: 4864057Abstract: A process is provided for the oxydehydrogenation of saturated carboxylic acids or a lower alkyl ester thereof with oxygen in the presence of iron phosphorus oxide catalysts containing promoters selected from the group Ag, Al, B, Be, Cd, Co, Cu, Ga, Ge, In, Mn, Ni, Te, Th, Ti, Tl, U, V, Zn, Zr, rare earths and mixtures thereof.Type: GrantFiled: August 17, 1982Date of Patent: September 5, 1989Inventors: S. Erik Pedersen, James L. Callahan, Harley F. Hardman
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Patent number: 4801571Abstract: A catalyst and process for production of an alpha, beta-ethylenically unsaturated monocarboxylic acid made by condensing formaldehyde with, for example, propionic acid, which catalyst is made from a SiO.sub.2 -SnO.sub.2 mixed-oxide component consisting of porous silica gel and tin (IV) oxide and a cesium ion component.Type: GrantFiled: July 9, 1987Date of Patent: January 31, 1989Assignee: Amoco CorporationInventors: Ruth A. Montag, Stephen T. McKenna
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Patent number: 4791080Abstract: Method for regenerating catalysts containing molybdenum, phosphorus, and vanadium in oxidic association and useful for the oxydehydrogenation of isobutyric acid or its lower esters to form methacrylic acid or its lower esters, by oxidizing the spent catalyst with an oxygen containing gas at temperatures from 200.degree. C. to 400.degree. C., suitably intermittently and in alternation with oxydehydrogenation.Type: GrantFiled: July 27, 1987Date of Patent: December 13, 1988Assignee: Rohm GmbHInventors: Wilheim Gruber, Klaus Langerbeins, Wolfgang Ruppert