Of Ether Patents (Class 562/537)
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Patent number: 11168048Abstract: Alkoxylated hydroxycarboxylic acids according to a formula I? are provided herein, as well as uses thereof and a process for production thereof. Compound 2-[2-(2-hydroxyethoxy)ethoxy]propanoic acid being exclude.Type: GrantFiled: June 25, 2018Date of Patent: November 9, 2021Assignee: BASF SEInventors: Sophia Ebert, Roman Benedikt Raether
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Patent number: 10961177Abstract: A process for preparing an anticorrosion component for an antifreeze by oxidizing an oxydiol of the formula (I) with molecular oxygen at a temperature of 20 to 100° C. and a partial oxygen pressure of 0.01 to 2 MPa in the presence of water and of a heterogeneous catalyst. The catalyst contains platinum to form an oxydicarboxylic acid of the formula (II) The process has the steps of conducting the oxidation (a) at a molar ratio of 0.002?n(Pt)/[n(oxydiol (I))+n(oxydicarboxylic acid (II))]?0.019; (b) at a concentration of water of 50% to 95% by weight in the liquid phase; and (c) at a pH of 1 to 7.Type: GrantFiled: March 6, 2018Date of Patent: March 30, 2021Inventors: Nicolas Vautravers, Joaquim Henrique Teles, Henning Althoefer, Harald Dietl
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Patent number: 9604199Abstract: A catalyst for producing butadiene using n-butene as a raw material, a process for producing the same and a process for producing butadiene using the catalyst are provided, and specifically, a catalyst for producing butadiene by gas-phase contact oxidative dehydrogenation of n-butene, which is capable of stably producing butadiene in a high yield from the beginning of the reaction, a process for producing the same and a process for producing butadiene, in which the catalyst is a shaped catalyst containing a complex metal oxide having molybdenum as an essential ingredient, wherein the pore volume of macropores is 80% or more, more preferably 90% or more, based on the total pore volume, are provided.Type: GrantFiled: April 19, 2013Date of Patent: March 28, 2017Assignee: NipponKayaku KabushikiKaishaInventors: Ryota Hiraoka, Yumi Hino, Kimito Okumura, Hiroki Motomura
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Patent number: 9062278Abstract: The present invention relates to a process for preparing ether carboxylates.Type: GrantFiled: February 18, 2011Date of Patent: June 23, 2015Assignee: BASF SEInventors: Robert Baumann, Markus Christian Biel, Andreas Deckers, Alfred Oftring, Frank Rittig, Wolfgang Staffel
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Publication number: 20140088323Abstract: The invention relates to a method for manufacturing a polyoxyethylene alkyl ether acetic acid, including feeding oxygen into a liquid phase containing polyoxyethylene ether having a hydrocarbon group at the end (hereinafter, it may also be referred to as a polyoxyethylene alkyl ether) and water, and dehydrogenating and oxidizing the polyoxyethylene alkyl ether in the presence of a platinum catalyst, in which the mass ratio between the total mass of the polyoxyethylene alkyl ether and the polyoxyethylene alkyl ether acetic acid and the mass of water in the liquid phase ((polyoxyethylene alkyl ether+polyoxyethylene alkyl ether acetic acid)/water) is 60/40 to 95/5.Type: ApplicationFiled: June 7, 2012Publication date: March 27, 2014Applicant: KAO CORPORATIONInventor: Akira Sakaguchi
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Patent number: 8563774Abstract: Disclosed is a method for producing a catalyst, in which physical properties of a dried material or a calcined material in a production process of the catalyst are stable and a change in at least one of a catalyst activity and a selectivity to a target product is small and hence reproducibility of the catalyst is excellent. The present invention is a method for producing a catalyst containing molybdenum, bismuth, and iron, which contains the steps of washing a surface of at least one device equipped in an apparatus for the production of catalyst, to which a solid matter adheres, with a basic solution, and producing the catalyst with the apparatus for the production of catalyst thus washed.Type: GrantFiled: March 15, 2013Date of Patent: October 22, 2013Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Masahide Kondo, Masanori Nitta, Hiroyuki Naitou, Toru Kuroda, Seiichi Kawato
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Publication number: 20120245383Abstract: Disclosed herein are novel fluoroolefins of formula Rf—O—(CF2CF2)n(CH2CF2)m—CH?CH2, wherein n is 1 or 2, m is 0 or 1 and Rf is a C1-C8 fluoroalkyl or fluoroalkoxy group. The fluoroolefins may be oxidized to manufacture fluorinated carboxylic acids. Also disclosed are fluoropolymers comprising copolymerized units of the fluoroolefins of the invention and at least one other fluoromonomer.Type: ApplicationFiled: June 11, 2012Publication date: September 27, 2012Applicant: E I DU PONT DE NEMOURS AND COMPANYInventors: MING-HONG HUNG, Sheng Peng
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Publication number: 20120130108Abstract: Novel synthetic routes, which are highly applicable for industrial preparation of therapeutically beneficial oxidized phospholipids are disclosed. Particularly, novel methods for efficiently preparing compounds having a glycerolic backbone and one or more oxidized moieties attached to the glycerolic backbone, which are devoid of column chromatography are disclosed. Further disclosed are novel methods of introducing phosphorous-containing moieties such as phosphate moieties to compounds having glycerolic backbone and intermediates formed thereby.Type: ApplicationFiled: January 26, 2012Publication date: May 24, 2012Applicant: Vascular Biogenics Ltd.Inventors: Gideon Halperin, Eti Kovalevski-Ishai
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Publication number: 20110084231Abstract: A method of producing short chain carbon compounds from effluents that are rich in lignin-model compounds. The method is characterized by controlled photocatalytic degradation of lignin model compounds so as to produce short chain carbon compounds. The present invention provides converting recalcitrant and toxic organic compounds into chemicals which are of commercial value.Type: ApplicationFiled: October 5, 2010Publication date: April 14, 2011Inventors: Jerald A. D. Lalman, Srimanta Ray
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Publication number: 20100120949Abstract: The invention relates to a process for production of at least one C4 oxidation product, comprising the steps: a) providing a feed composition comprising at least two feed compounds selected from tert-butyl alcohol, methyl tert-butyl ether and isobutylene; b) subjecting the feed composition to a catalytic reaction zone comprising at least one oxidation stage and obtaining a reaction phase comprising the C4 oxidation product, to a C4 oxidation product obtainable therefrom, to an apparatus for production of at least one C4 oxidation product, a process carried out in the apparatus, to a methacrylic acid, to a polymer comprising methacrylic acid and process for production thereof, to methyl methacrylate and a process for production thereof, to a methacrylate ester and a process for production thereof, to a polymer comprising at least one of methacrylic acid, methyl methacrylate and a methacrylate ester and a process for production thereof, to a composition comprising at least one of methacrylic acid, methyl methacType: ApplicationFiled: February 25, 2008Publication date: May 13, 2010Applicant: Evonik Roehm GmbHInventor: Torsten Balduf
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Publication number: 20100036157Abstract: The present invention provides a method for preparing unsaturated aldehydes and/or unsaturated fatty acids from olefins using a fixed-bed catalytic partial oxidation reactor, in particular, a start-up method upon packing with catalysts and initiating the reaction, and a process for producing unsaturated aldehydes and/or unsaturated fatty acids with high yield.Type: ApplicationFiled: April 3, 2008Publication date: February 11, 2010Inventors: Jun-Seok Ko, Kyoung-Su Ha, Sung-Kyoo Park, Sung-Soo Park, Se-Won Baek, Dong-Hyun Woo, Seong-Jin Kim
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Publication number: 20090312555Abstract: There is provides a process for the preparation of a compound of formula (7): wherein R is an optionally substituted hydrocarbyl group or an optionally substituted heterocyclic group; provides that R is not a compound of Formula (a): wherein Ra represents an alkyl group, such as a C1-16 alkyl group, and preferably an isopropyl group; Rb represents an aryl group, preferably a 4-fluorophenyl group; Rc represents hydrogen, a protecting group or an alkyl group, such as a C1-16 alkyl group, and preferably a methyl group; and Rd represents hydrogen, a protecting group or a SO2Re group where Re is an alkyl group, such as a C1-16 alkyl group, and preferably a methyl group.Type: ApplicationFiled: November 28, 2005Publication date: December 17, 2009Applicant: NPIL PHARMACEUTICAL (UK) LIMITEDInventors: David John Moody, Jonathan William Wiffen
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Publication number: 20090240068Abstract: The present disclosure provides processes for the preparation of dodecanedioic acid (DDDA).Type: ApplicationFiled: March 18, 2009Publication date: September 24, 2009Applicant: INVISTA NORTH AMERICA S.A.R.L.Inventor: GURUSAMY RAJENDRAN
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Publication number: 20090221849Abstract: The invention relates to methods for producing supported gold catalysts from a porous metal oxide support and a chloroauric acid precursor, wherein the support is placed in contact with the aqueous solution of the chloroauric acid precursor. The invention also relates to a metal oxide supported gold catalyst and its use in the oxidation of alcohols, aldehydes, polyhydroxy compounds and carbohydrates.Type: ApplicationFiled: August 1, 2006Publication date: September 3, 2009Applicant: SUEDZUCKER AKTIENGESELLSCHAFT MANNHEIM/OCHSENFURTInventors: Alireza Haji Begli, Christine Baatz, Nadine Decker, Ulf Pruesse, Klaus-Dieter Vorlop
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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
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Patent number: 7217836Abstract: A method for producing (meth)acrolein and/or (meth)acrylic acid by subjecting isobutylene and the like or propylene to a vapor-phase catalytic oxidation with molecular oxygen in the presence of a solid oxidation catalyst in a tubular type of fixed bed reactor, wherein a temperature of a hot-spot zone is sufficiently controlled and (meth)acrolein and (meth)acrylic acid are produced with a high yield. A method for producing (meth)acrolein and/or (meth)acrylic acid by passing a raw material gas comprising isobutylene and the like or propylene and oxygen through a catalyst layer in a tubular type of fixed bed reactor which is filled with a solid oxidation catalyst, which includes passing a gas containing isobutylene and the like or propylene in a concentration lower than that of the raw material gas, and oxygen through the catalyst layer for a period of one hour or more prior to passing the raw material gas through the catalyst layer.Type: GrantFiled: May 21, 2002Date of Patent: May 15, 2007Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Seigo Watanabe, Motomu Oh-Kita, Toshihiro Sato
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Patent number: 7045657Abstract: The object of the present invention is to provide a process in which, when the unsaturated carboxylic acid is produced, or when the unsaturated aldehyde and/or the unsaturated carboxylic acid are produced by carrying out the catalytic gas phase oxidation reaction by using the fixed-bed multitubular reactor which is packed with the molybdenum-containing catalyst, the reaction can be continued for a long time while a high yield is maintained, regardless of where the hot spot portion occurs and also even if the concentration of the raw gas is high.Type: GrantFiled: March 12, 2003Date of Patent: May 16, 2006Assignee: Nippon Shokubai Co., Ltd.Inventors: Hiromi Yunoki, Michio Tanimoto
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Patent number: 7005542Abstract: The present invention provides: a production process for a catalyst for synthesis of an unsaturated aldehyde and/or an unsaturated carboxylic acid, which production process is suitable for producing the catalyst with good reproducibility, wherein the catalyst is excellent in activity, selectivity, and physical strength; this catalyst; and a production process for the unsaturated aldehyde and/or the unsaturated carboxylic acid by using this catalyst.Type: GrantFiled: February 5, 2003Date of Patent: February 28, 2006Assignee: Nippon Shokubai Co., Ltd.Inventor: Hiromi Yunoki
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Patent number: 6960684Abstract: The present invention provides a process in which, when an unsaturated aldehyde and/or an unsaturated carboxylic acid are produced by carrying out a catalytic gas phase oxidation reaction by using a fixed-bed multitubular reactor which is packed with a molybdenum-containing catalyst, the deterioration of the catalyst as located at a hot spot portion can be suppressed; so that the reaction can be continued for a long time while a high yield is maintained, regardless of where the hot spot portion occurs and also even if the concentration of a raw gas is high.Type: GrantFiled: March 9, 2003Date of Patent: November 1, 2005Assignee: Nippon Shokubai Co., Ltd.Inventor: Hiromi Yunoki
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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
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Patent number: 6919478Abstract: In producing a catalyst used for synthesis of an unsaturated aldehyde and an unsaturated carboxylic acid by a gas-phase catalytic oxidation, there is used a step of packing an additive-containing catalyst precursor of the catalyst into a tubular reactor, passing a gas through the tubular reactor, and elevating, in this state, the temperature of the additive-containing catalyst precursor so that a temperature of the gas at an outlet of the catalyst precursor layer becomes higher than a temperature of the gas at an inlet of the catalyst precursor layer. The step makes possible easy and highly reproducible production of a high-performance catalyst which is small in the reduction in catalytic performance caused by, for example, the thermal decomposition of the additive contained in the catalyst precursor.Type: GrantFiled: February 19, 2002Date of Patent: July 19, 2005Assignee: Mitsubishi Rayon Co., Ltd.Inventors: Seiichi Kawato, Masahide Kondo, Toru Kuroda, Masanori Nitta, Mieji Sugiyama
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Patent number: 6878847Abstract: A catalyst useful for catalytic vapor-phase oxidation of isobutylene, t-butanol or propylene to produce respectively corresponding unsaturated aldehyde and unsaturated carboxylic acid is provided. The catalyst consists of ring-formed shaped bodies composed of (i) a catalyst composition containing at least molybdenum and bismuth as the active ingredients and (ii) inorganic fibers. The catalyst excels in mechanical strength, can give the object products at high yield and shows little activity degradation with time.Type: GrantFiled: April 20, 2004Date of Patent: April 12, 2005Assignee: Nippon Shokubai Co., Ltd.Inventors: Hiroto Kasuga, Eiichi Shiraishi
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Patent number: 6784134Abstract: A catalyst suited for catalytic vapor-phase oxidation of isobutylene, t-butanol or propylene to produce respectively corresponding unsaturated aldehyde and unsaturated carboxylic acid is provided. Said catalyst consists of ring-formed shaped bodies composed of (i) a catalyst composition containing at least molybdenum and bismuth as the active ingredients and (ii) inorganic fibers. The catalyst excels in mechanical strength, can give the object products at high yield and shows little activity degradation with time.Type: GrantFiled: March 20, 2002Date of Patent: August 31, 2004Assignee: Nippon Shokubai Co., Ltd.Inventors: Hiroto Kasuga, Eiichi Shiraishi
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Patent number: 6583316Abstract: Improved catalysts for use in vapor phase oxidation of at least one compound selected from the group consisting of propylene, isobutylene, t-butanol and methyl-t-butyl ether with molecular oxygen or a molecular oxygen-containing gas to produce the corresponding unsaturated aldehyde and unsaturated carboxylic acid are provided. The improved catalysts are compositions comprising (A) a complex oxide containing as essential components molybdenum, bismuth and iron, which is known per se as a catalyst for said reaction and (B) a complex oxide containing cerium and zirconium as the essential components. When the improved catalysts are used, the production operation of unsaturated aldehyde and unsaturated carboxylic acid can be continued stably for over prolonged period.Type: GrantFiled: May 11, 2000Date of Patent: June 24, 2003Assignee: Nippon Shokubai Co., Ltd.Inventors: Hideo Onodera, Michio Tanimoto
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Patent number: 6509508Abstract: A reaction for producing (metho)acrolein and (meth)acrylic acid by vaporn-phase oxidation of at least a compound selected from propyl-ene, isobytylene, t-bytanol and methyl-t-butyl ether. For the process Complex oxide catalysts represented by the formula, MoaWbBicFedAeBfCgDhEiOx (in which A is Ni or Co; B is Na, K, Rb, Cs or Tl; C is an alkaline earth metal; D is P, Te, Sb, Sn, Ce, Pb, Nb, Mn, As, B or Zn; E is Si, Al, Ti or Zr; and where a is 12, 0≦b≦10, 0<c≦10, 0<d≦10, 2≦e≦15, 0<f≦10, 0≦g≦10, 0≦h≦4 and 0≦i≦30) are provided. The catalysts are characterized in that the molar ratio of the total nitrate anions to the molybdenum at the time of catalyst preparation is more than 1 but not more than 1.8.Type: GrantFiled: February 14, 2002Date of Patent: January 21, 2003Assignee: Nippon Shoku Bai Co LtdInventors: Naomasa Kimura, Michio Tanimoto, Hideo Onodera
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Patent number: 6506933Abstract: Disclosed herein is a vapor phase carbonylation process useful for producing carboxylic acids, esters and mixtures thereof from lower aliphatic alcohols, ethers, ester, and ester-alcohol mixtures. The vapor phase carbonylation process is characterized in that it utilizes a solid supported catalyst having an effective amount of gold associated with a solid support material.Type: GrantFiled: May 22, 2000Date of Patent: January 14, 2003Assignee: Eastman Chemical CompanyInventors: Joseph Robert Zoeller, Andy Hugh Singleton, Gerald Charles Tustin, Donald Lee Carver
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Patent number: 6476258Abstract: An industrially advantageous process for producing an aryloxyacetic acid represented by the formula (2): wherein m represents an integer of 1 or 2, n represents an integer from 0 to 4, Ar represents a aromatic hydrocarbon ring, each Rs independently represents an alkyl group, a cycloalkyl group, an aryl group, an alkoxy group, a cycloalkoxy group, an aryloxy group, a halogen atom, an alkylcarbonyl group, an arylcarbonyl group, a carboxyl group or a nitro group, comprising a step in which an oxygen-containing gas is made act on an aryloxyethanol represented by the formula (1): (R)n-Ar&Parenopenst;O—CH2.CH2.OH)m (1) wherein m, n, Ar, and R, respectively, have the same meanings as defined above, under conditions of using a catalyst comprising palladium and an indium compound and/or a copper compound in an aqueous medium and in the presence of 0.Type: GrantFiled: July 5, 2000Date of Patent: November 5, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Masashi Komatsu, Junichi Ishikawa
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Patent number: 6441222Abstract: Disclosed herein is a vapor phase carbonylation process useful for producing carboxylic acids, esters and mixtures thereof from lower aliphatic alcohols, ethers, ester, and ester-alcohol mixtures. The vapor phase carbonylation process is characterized in that it utilizes a solid supported catalyst having an effective amount of iridium and gold associated with a solid support material.Type: GrantFiled: May 22, 2000Date of Patent: August 27, 2002Assignee: Eastman Chemical CompanyInventors: Joseph Robert Zoeller, Andy Hugh Singleton, Gerald Charles Tustin, Donald Lee Carver
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Patent number: 6399818Abstract: As an improvement in the process for preparing unsaturated aldehydes and unsaturated carboxylic acids through vapor-phase catalytic oxidation of at least one starting compound selected from propylene, isobutylene, t-butanol and methyl-t-butyl ether with molecular oxygen or a molecular oxygen-containing gas, using a fixed bed shell-and-tube type reactor which is filled with shaped catalysts, a process capable of effectively inhibiting occurrence of hot spots or excessive heat generation at the hot spots and producing unsaturated aldehydes and unsaturated carboxylic acids at high yields is provided.Type: GrantFiled: May 11, 2001Date of Patent: June 4, 2002Assignee: Nippon Shokubai Co. Ltd.Inventors: Michio Tanimoto, Tadashi Sento
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Patent number: 6191308Abstract: &agr;-Hydroxycarbonyl compounds are obtained from aldehydes or ketones by forming an acetal or ketal which is decomposed to a vinyl ether. The ether is selectively oxidized under conditions yielding an &agr;-hydroxy-aldehyde or &agr;-hydroxy-ketone with the carbonyl group protected. The last-mentioned compounds are valuable sources for other functional organic molecules, for example lactic acid.Type: GrantFiled: August 17, 1999Date of Patent: February 20, 2001Assignee: Exxon Chemical Patents Inc.Inventors: Jihad Mohammed Dakka, Georges Marie Karel Mathys, Hans Karel Theresia Goris
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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
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Patent number: 5981804Abstract: A catalyst for the production of unsaturated aldehyde and unsaturated carboxylic acid by the vapor-phase catalytic oxidation of at least one compound selected from the group consisting of propylene, isobutylene, t-butanol and methyl-t-butyl ether and a method for the production of unsaturated aldehyde and unsaturated carboxylic acid by the use of this catalyst are provided. The catalyst of this invention comprises (A) a catalyst having Mo, Bi and Fe as essential components and used for the production of unsaturated aldehyde and unsaturated carboxylic acid by vapor-phase catalytic oxidation of propylene, isobutylene, t-butanol and/or methyl-t-butyl ether and (B) a solid acid having acid strength (Ho) of not more than -11.93. Since this catalyst excels in catalytic activity and service life, it allows unsaturated aldehyde and unsaturated carboxylic acid to be produced stably at a high yield for a long time.Type: GrantFiled: December 22, 1997Date of Patent: November 9, 1999Assignee: Nippon Shokubai Co., Ltd.Inventors: Ikuo Kurimoto, Tatsuya Kawajiri, Hideo Onodera, Michio Tanimoto, Yukio Aoki
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Patent number: 5864051Abstract: A catalyst for the selective oxidation of alkanes and alkenes has been developed. The catalyst consists of a noble metal component such as platinum and a SbOx component. A unique feature of the catalyst is that the noble metal component is present as particles of which from about 1 to about 30 mole % of each particle is in the form of a noble metal/Sb alloy. Optionally a modifier and/or a refractory inorganic oxide may also be added to the catalyst. A process for preparing the catalyst is also presented.Type: GrantFiled: November 10, 1997Date of Patent: January 26, 1999Assignee: UOPInventors: Yasuhiro Iwasawa, Kiyotaka Asakura, Tomoya Inoue
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Patent number: 5672662Abstract: Active esters of PEG acids and related polymers are provided that have a single propionic or butanoic acid moiety and no other ester linkages. These polymer acids have a half life in water of from about 10 to 25 minutes. For example, alpha-methoxy, omega-propionic acid succinimidyl ester of PEG ("methoxy-PEG-SPA") has a nearly ideal reactivity with amino groups on proteins and other biologically active substances. The half life of methoxy-PEG-SPA is about 16.5 minutes in water. The invention also provides conjugates with proteins, enzymes, polypeptides, drugs, dyes, nucleosides, oligonucleotides, lipids, phospholipids, liposomes, and surfaces of solid materials that are compatible with living organisms, tissue, or fluid.Type: GrantFiled: October 2, 1995Date of Patent: September 30, 1997Assignee: Shearwater Polymers, Inc.Inventors: J. Milton Harris, Antoni Kozlowski
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Patent number: 5608106Abstract: A process for preparing an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a resin-supported stable free radical nitroxide in the presence of a NO.sub.x -generating compound and, optionally, an oxidant and/or a solvent at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.Type: GrantFiled: May 11, 1995Date of Patent: March 4, 1997Assignee: Shell Oil CompanyInventors: Herbert E. Fried, David M. Singleton, Raul A. Pabon, Jr.
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Patent number: 5563303Abstract: A method for producing xylitol from D-glucose, D-fructose, D-galactose or mixtures thereof, characterized in that it comprises the steps of:a. oxidation of the starting material to an intermediate that consists mainly of L-xylonic acid, D-arabinonic acid, D-lyxonic acid or a mixture of at least two of said acids, whereby said acids are free or in the form of their salts, lactones or O-formyl derivatives;b. treatment of said intermediate with a hydrogenation catalyst and hydrogen gas in one or several steps to a product consisting mainly of xylitol or a mixture of xylitol, arabinitol and ribitol;c. and, if necessary, separation of xylitol from said product and, if said product consist mainly of said mixture of pentitols, feeding of the fractions of arabinitol and ribitol back to the preceding reaction step b.Type: GrantFiled: October 31, 1994Date of Patent: October 8, 1996Assignee: Amylum, n.v.Inventor: Tapani Vuorinen
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Patent number: 5504246Abstract: A process for preparing carboxylates of polyoxyalkylene siloxanes and -amines, alkylpolyoxyalkylenes, polyoxyalkylene block polymers, alkylamidepolyoxyalkylenes and alkylpolyglucosides comprising subjecting a primary hydroxyl group-containing polyoxyalkylene compound or alkylpolyglucoside to mild oxidiation. The invention also relates to the novel polyoxyalkylene amine and alkylamidepolyoxyalkylene carboxylates prepared by the process.Type: GrantFiled: June 30, 1994Date of Patent: April 2, 1996Assignee: Sandoz Ltd.Inventors: Parfait J. Likibi, Robert V. Casciani, Gregory L. McCraw
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Patent number: 5488154Abstract: A process for the preparation of an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a stable free radical nitroxide in the presence of a chromium (II) salt, a highly polar solvent, an oxidant and water, at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.Type: GrantFiled: October 13, 1994Date of Patent: January 30, 1996Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5380930Abstract: A process for the preparation of an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a stable free radical nitroxide in the presence of a NO.sub.x -generating compound, a solvent and an oxidant, at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.Type: GrantFiled: December 17, 1993Date of Patent: January 10, 1995Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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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: 5256819Abstract: A process for the preparation of a polyoxyalkylene-alpha,omega-dicarboxylic acid by reacting the corresponding polyoxyalkylene glycol with a stable free radical nitroxide in the presence of a NO.sub.x -generating compound and optionally, an oxidant and/or a solvent, at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the polyoxyalkylene-alpha,omega-dicarboxylic acid.Type: GrantFiled: December 24, 1992Date of Patent: October 26, 1993Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5239116Abstract: A process for the preparation of a secondary alkoxyalkanoic acid by reacting the corresponding secondary alkoxyalkanol with a stable free radical nitroxide in the presence of a NO.sub.x -generating compound and an oxidant at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the secondary alkoxyalkanoic acid.Type: GrantFiled: October 30, 1992Date of Patent: August 24, 1993Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5233087Abstract: An improved process for the production of alkyl ethoxy carboxylate surfactants comprising reacting ethoxylated fatty alcohols with a selective hindered base and anhydrous chloroacetic acid or a salt thereof. The reactants can be reacted simultaneously or, initially, the hindered base can be reacted with the ethoxylated fatty alcohol and, subsequently the resultant product reacted with anhydrous chloroacetic acid or a salt thereof.Type: GrantFiled: March 25, 1992Date of Patent: August 3, 1993Assignee: The Procter & Gamble CompanyInventor: Thomas A. Cripe
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Patent number: 5198581Abstract: A process for producing an unsaturated aldehyde or an unsaturated acid comprises catalytically oxidizing propylene or at least one compound selected from isobutylene, tert.-butyl alcohol and methyl-tert.-butyl ether in a gaseous phase with molecular oxygen or a molecular oxygen-containing gas using a fixed bed multipipe reactor, wherein(a) a plurality of composite oxides, different in occupied volume, are used as catalyst,(b) a plurality of reaction zones are provided along an axial direction in each reaction pipe of the fixed bed multipipe reactor, and(c) the plurality of the catalysts different in occupied volume are filled in the plurality of the reaction zones such that the occupied volumes become lower from the starting gas inlet side to the outlet side.Type: GrantFiled: April 2, 1991Date of Patent: March 30, 1993Assignee: Nippon Shokubai Co., Ltd.Inventors: Tatsuya Kawajiri, Hideyuki Hironaka, Shinichi Uchida, Yukio Aoki
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Patent number: 5175358Abstract: Essentially pure and colorless laevulinic acid is produced by heating and ring-opening furfuryl alcohol in the presence of water and a strong non-oxidizing protonic acid, and which includes establishing a reaction medium containing water, the strong protonic acid and a reaction solvent amount of laevulinic acid, and progressively introducing the furfuryl alcohol into such reaction medium.Type: GrantFiled: December 11, 1989Date of Patent: December 29, 1992Assignee: Societe Francaise d'Organo-SyntheseInventors: Bernard Capai, Guy Lartigau
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Patent number: 5175360Abstract: This invention relates to a process for the preparation of an alkoxyalkanoic acid of the formulaRO(CH.sub.2 CHR'O).sub.n CH.sub.2 CO.sub.2wherein R is an alkyl group of from 1 to about 22 carbon atoms, R' is hydrogen or methyl or mixtures thereof (on the individual molecule) and n is an integer of from 1 to about 12 which comprises reacting the corresponding alkoxyalkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein (1) (a) each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms, and (b) R.sub.5 and R.sub.6 (i) each is an alkyl group having 1 to about 15 carbon atoms provided that when R.sub.1 -R.sub.6 are not all alkyl groups, or a substituted alkyl group having 1 to about 15 carbon atoms wherein the substituent is halogen, cyano, --CONH.sub.2, --OCOCH, OCOC.sub.2 H.sub.Type: GrantFiled: November 26, 1990Date of Patent: December 29, 1992Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5175359Abstract: A process for the preparation of an alkoxyalkanoic acid of the formulaRO(CH.sub.2 CHR'O).sub.n CH.sub.2 CO.sub.2 Hwherein R is an alkyl group of from 1 to about 22 carbon atoms, R' is hydrogen or methyl or mixtures thereof (on the individual molecule) and n is an integer of from 1 to about 20, which comprises reacting the corresponding alkoxyalkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, a NO.sub.x -generating compound selected from the group consisting of an alkali metal nitrosodisulfonate, nitric acid, nitrous acid and mixtures thereof, and a chloride ion-containing compound in the presence of an oxidant at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.Type: GrantFiled: August 30, 1991Date of Patent: December 29, 1992Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5166423Abstract: A process for the preparation of an alkanoic acid which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and nitric acid in the presence of an oxidant at a temperature in the range of from about 25.degree. C. to about 65.degree. C. and thereafter separating out the alkanoic acid.Type: GrantFiled: August 30, 1991Date of Patent: November 24, 1992Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5166422Abstract: A process for the preparation of an alkanoic acid which comprises reacting the corresponding alkanol with a solubilized stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and an alkali metal nitrosodisulfonate in the presence of an oxidant at a temperature in the range of from about -10.degree. C. to about 60.degree. C. and thereafter separating out the alkanoic acid.Type: GrantFiled: August 30, 1991Date of Patent: November 24, 1992Assignee: Shell Oil CompanyInventor: Herbert E. Fried
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Patent number: 5162579Abstract: A process for the preparation of an alkoxyalkanoic acid of the formulaRO(CH.sub.2 CHR'O).sub.n CH.sub.2 CO.sub.2 Hwherein R is an alkyl group of from 1 to about 22 carbon atoms, R' is hydrogen or methyl or mixtures thereof (on the individual molecule) and n is an integer of from 1 to about 12, which comprises reacting the corresponding alkoxyalkanol with a stable free radical nitroxide having the formula: ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is an alkyl, aryl or heteroatom substituted alkyl group having 1 to about 15 carbon atoms and each of R.sub.5 and R.sub.6 is alkyl, hydrogen, aryl or a substituted heteroatom, and nitric acid in the presence of an oxidant at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.Type: GrantFiled: August 30, 1991Date of Patent: November 10, 1992Assignee: Shell Oil CompanyInventor: Herbert E. Fried