The Cyclic Anhydride Is Five-membered (e.g., Succinic Anhydride, Etc.) Patents (Class 549/233)
  • Patent number: 9657116
    Abstract: Disclosed is a method of functionalizing a vinyl terminated polyolefin, the method comprising combining a vinyl terminated polyolefin and a ?,?-unsaturated carbonyl compound at a temperature of at least 150° C. and a pressure of at least 14 psi, forming a functionalized polyolefin. The functionalized polyolefin comprises a compound or mixture of compounds represented the formula: wherein each R1 is, independently, selected from hydrogen and C1 to C4 or C10 alkyls; n is an integer from 2 to 800; and each X is, independently, a functional group derived from the ?,?-unsaturated carbonyl compound.
    Type: Grant
    Filed: June 30, 2014
    Date of Patent: May 23, 2017
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Man Kit Ng, David T. Ferrughelli, Hong Cheng, Emmanuel Ulysse, Donna J. Crowther, Edward A. Lemon, Jr., Patrick Brant
  • Patent number: 9403788
    Abstract: A method of making acid anhydrides from epoxide and carbon monoxide feedstocks is presented. In various aspects, the method includes steps of reacting the contents of a feed stream comprising an epoxide, a solvent, a carbonylation catalyst and carbon monoxide to produce a first carbonylation product stream comprising a beta-lactone, then reacting the contents of the first carbonylation product stream with additional carbon monoxide to produce a second carbonylation product stream comprising an acid anhydride, and separating at least a portion of the acid anhydride from the second carbonylation product stream to produce: i) an acid anhydride product stream comprising the separated portion of acid anhydride; and ii) a recycling stream comprising the carbonylation catalyst, and finally adding the recycling stream to the feed stream.
    Type: Grant
    Filed: February 12, 2013
    Date of Patent: August 2, 2016
    Assignee: NOVOMER, INC.
    Inventors: Han Lee, Michael A. Slowik
  • Patent number: 9376413
    Abstract: Catalysts and methods for the double carbonylation of epoxides are disclosed. Each epoxide molecule reacts with two molecules of carbon monoxide to produce a succinic anhydride. The reaction is facilitated by catalysts combining a Lewis acidic species with a transition metal carbonyl complex. The double carbonylation is achieved in single process by using reaction conditions under which both carbonylation reactions occur without the necessity of isolating or purifying the product of the first carbonylation.
    Type: Grant
    Filed: November 25, 2014
    Date of Patent: June 28, 2016
    Assignee: Cornell University
    Inventors: Geoffrey W. Coates, John M. Rowley
  • Patent number: 9156803
    Abstract: Continuous flow systems and methods produce succinic anhydride by a double carbonylation of ethylene oxide with carbon monoxide and at least one catalyst. In some embodiments, the double carbonylation occurs using a single catalyst. In other embodiments, a first catalyst is used to promote the first carbonylation, and a second catalyst different from the first catalyst is used to promote the second carbonylation. The succinic anhydride is isolated from the product stream by crystallization and the catalyst is recycled to the reaction stream.
    Type: Grant
    Filed: August 25, 2011
    Date of Patent: October 13, 2015
    Assignee: NOVOMER, INC.
    Inventors: Scott D. Allen, Bernard Duane Dombek, Olan Stanley Fruchey, Nye A. Clinton
  • Patent number: 8969560
    Abstract: A novel bidentate ligand of general formula (I) is described together with a process for the carbonylation of ethylenically unsaturated compounds. The group X1 may be defined as a univalent hydrocarbyl radical of up to 30 atoms containing at least one nitrogen atom having a pKb in dilute aqueous solution at 18° C. of between 4 and 14 wherein the said at least one nitrogen atom is separated from the Q2 atom by between 1 and 3 carbon atoms. The group X2 is defined as X1, X3 or X4 or represents a univalent radical of up to 30 atoms having at least one primary, secondary or aromatic ring carbon atom wherein each said univalent radical is joined via said at least one primary, secondary or aromatic ring carbon atom(s) respectively to the respective atom Q2. Q1 and Q2 each independently represent phosphorus, arsenic or antimony.
    Type: Grant
    Filed: December 29, 2010
    Date of Patent: March 3, 2015
    Assignee: Lucite International UK Limited
    Inventors: Graham Ronald Eastham, Mark Waugh, Paul Pringle, Thomas Philip William Turner
  • Publication number: 20150005513
    Abstract: A method of making acid anhydrides from epoxide and carbon monoxide feedstocks is presented. In various aspects, the method includes steps of reacting the contents of a feed stream comprising an epoxide, a solvent, a carbonylation catalyst and carbon monoxide to produce a first carbonylation product stream comprising a beta-lactone, then reacting the contents of the first carbonylation product stream with additional carbon monoxide to produce a second carbonylation product stream comprising an acid anhydride, and separating at least a portion of the acid anhydride from the second carbonylation product stream to produce: i) an acid anhydride product stream comprising the separated portion of acid anhydride; and ii) a recycling stream comprising the carbonylation catalyst, and finally adding the recycling stream to the feed stream.
    Type: Application
    Filed: February 12, 2013
    Publication date: January 1, 2015
    Inventors: Han Lee, Michael A. Slowik
  • Patent number: 8921581
    Abstract: Catalysts and methods for the double carbonylation of epoxides are disclosed. Each epoxide molecule reacts with two molecules of carbon monoxide to produce a succinic anhydride. The reaction is facilitated by catalysts combining a Lewis acidic species with a transition metal carbonyl complex. The double carbonylation is achieved in single process by using reaction conditions under which both carbonylation reactions occur without the necessity of isolating or purifying the product of the first carbonylation.
    Type: Grant
    Filed: June 10, 2013
    Date of Patent: December 30, 2014
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Geoffrey W. Coates, John M. Rowley
  • Patent number: 8871055
    Abstract: Disclosed is a sizing composition comprising a hydrophobic paper sizing agent and a hydrophobically modified poly(aminoamide). Also disclosed is a method of making the sizing composition and a method of using the sizing composition.
    Type: Grant
    Filed: March 30, 2012
    Date of Patent: October 28, 2014
    Assignee: Solenis Technologies, L.P.
    Inventor: Susan M. Ehrhardt
  • Publication number: 20140296522
    Abstract: In one aspect, the present invention provides catalysts for the carbonylation of heterocycles. The inventive catalysts feature metal-ligand complexes having cationic functional groups tethered to the ligand, wherein the tethered cationic groups are associated with anionic metal carbonyl species. The invention also provides methods of using the inventive catalysts to affect the ring opening carbonylation of epoxides.
    Type: Application
    Filed: May 12, 2012
    Publication date: October 2, 2014
    Applicant: NOVOMER, INC
    Inventors: Han Lee, Scott D. Allen, Jay Farmer, Geoff Coates
  • Publication number: 20140234759
    Abstract: According to one embodiment, there is provided an actinic ray- or radiation-sensitive resin composition containing (A) a resin containing a repeating unit represented by general formula (1) below and a repeating unit that is decomposed by an action of an acid to generate an alkali-soluble group, and (B) a compound that generates the acid when exposed to actinic rays or radiation, where L represents a bivalent connecting group, R1 represents a hydrogen atom or an alkyl group, and Z represents a cyclic acid anhydride structure.
    Type: Application
    Filed: March 28, 2014
    Publication date: August 21, 2014
    Applicant: FUJIFILM Corporation
    Inventors: Shohei KATAOKA, Akinori SHIBUYA, Junichi ITO, Tomoki MATSUDA, Toshiaki FUKUHARA, Naohiro TANGO, Kaoru IWATO, Masahiro YOSHIDOME, Shinichi SUGIYAMA, Yoko TOKUGAWA
  • Patent number: 8747616
    Abstract: The invention is directed towards methods and compositions for improving the sizing of paper using PAE. Proper sizing of paper requires that a sizing agent adequately disperse so as to evenly distribute on the paper. Proper sizing also requires that the agent not cause runnability or chemical problems with other materials or equipment used in the papermaking process. PAE displays unexpected attributes that allow it to disperse sizing agents. Best of all it is not subject to the same overdose effect of typical emulsifiers such as cationic starch. As a result PAE is an excellent option for use in sizing paper.
    Type: Grant
    Filed: September 12, 2012
    Date of Patent: June 10, 2014
    Assignee: Ecolab USA Inc
    Inventors: Gary S. Furman, Jr., Robert M. Lowe, David J. Castro
  • Patent number: 8748359
    Abstract: An oil-soluble lubricating oil additive composition prepared by the process which comprises reacting (A) reacting a copolymer of an (i) an unsaturated acidic reagent; and (ii) a mono-olefin, with at least one linking hydrocarbyl di-primary amine, thereby producing a hybrid succinic anhydride copolymer having from about 10% to about 90% unreacted anhydride groups; and subsequently (B) reacting the hybrid succinic anhydride copolymer with a second amine compound, thereby producing the succinimide; and (C) reacting the succinimide with at least one post-treating agent selected from a cyclic carbonate, a linear mono-carbonate, a linear poly-carbonate, an aromatic polycarboxylic acid, an aromatic polycarboxylic anhydride, an aromatic polycarboxylic acid ester, or mixtures thereof.
    Type: Grant
    Filed: November 27, 2012
    Date of Patent: June 10, 2014
    Assignee: Chevron Oronite Company LLC
    Inventors: James J. Harrison, Mitra Hosseini
  • Publication number: 20140066533
    Abstract: Disclosed are a type of catalyst which can catalyse the ring-addition reaction of CO2 and an alkylene oxide at 0˜180° C. under 0.1˜8.0 MPa to produce a corresponding cyclic carbonate, and the preparation thereof. The catalyst is a conjugated microporous macromolecule polymer complexed with cobalt, chromium, zinc, copper or aluminium, and by using the macromolecule catalysts complexed with different metals to catalyse the reaction of CO2 and alkylene oxide at normal temperature and normal pressure, a yield of the corresponding cyclic carbonate of 35%˜90% can be obtained. The catalyst is easy to recover and the re-use of the catalyst has no influence on the yield; additionally, the yield can reach over 90% by controlling the reaction conditions.
    Type: Application
    Filed: October 15, 2012
    Publication date: March 6, 2014
    Applicant: DALIAN INSTITUTE OF CHEMICAL PHYSICS, CHINESE ACADEMY OF SCIENCES
    Inventors: Weiqiao Deng, Yong Xie, Xiaohuan Liu
  • Patent number: 8481756
    Abstract: Catalysts and methods for the double carbonylation of epoxides are disclosed. Each epoxide molecule reacts with two molecules of carbon monoxide to produce a succinic anhydride. The reaction is facilitated by catalysts combining a Lewis acidic species with a transition metal carbonyl complex. The double carbonylation is achieved in single process by using reaction conditions under which both carbonylation reactions occur without the necessity of isolating or purifying the product of the first carbonylation.
    Type: Grant
    Filed: September 4, 2008
    Date of Patent: July 9, 2013
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Geoffrey W. Coates, John M. Rowley
  • Publication number: 20130165670
    Abstract: Continuous flow systems and methods produce succinic anhydride by a double carbonylation of ethylene oxide with carbon monoxide and at least one catalyst. In some embodiments, the double carbonylation occurs using a single catalyst. In other embodiments, a first catalyst is used to promote the first carbonylation, and a second catalyst different from the first catalyst is used to promote the second carbonylation. The succinic anhydride is isolated from the product stream by crystallization and the catalyst is recycled to the reaction stream.
    Type: Application
    Filed: August 25, 2011
    Publication date: June 27, 2013
    Applicant: NOVOMER, INC.
    Inventors: Scott D. Allen, Bernard Duane Dombek, Olan Stanley Fruchey, Nye A. Clinton
  • Patent number: 8460944
    Abstract: The present disclosure relates to novel bis-maleic anhydrides and to the surprising discovery that bis-maleic anhydride cross-linking agents can be used for preservation/fixation of a cell or tissue sample. Various bis-maleic anhydride cross-linking agent scan be used in methods requiring fixation of a cell or tissue sample. These reagents and methods are especially useful in procedures that require that the fixation agent be removed in order to facilitate analysis with other reagents. The inventive reagents and methods make it easier to reliably assay for various proteins, a nucleic acid and the like using analytical methods such as like immunohistochemistry, fluorescence in situ hybridization, RT-PCR, and the like.
    Type: Grant
    Filed: February 21, 2012
    Date of Patent: June 11, 2013
    Assignee: Roche Diagnostics Operations, Inc.
    Inventors: Hans-Peter Josel, Michael Gerg, Rupert Herrmann, Rosa Isabel Saez Diaz
  • Publication number: 20120325111
    Abstract: A resin for aqueous pigment dispersion that allows the production of an aqueous pigment dispersion for ink jet recording that contains only a few coarse particles and has excellent ejection stability, an aqueous pigment dispersion containing the resin for aqueous pigment dispersion, an ink jet recording ink, and a method for producing an aqueous pigment dispersion. A resin for aqueous pigment dispersion produced by copolymerization of a composition that contains (a) one or two or more compounds selected from the group consisting of alkenylsuccinic acids, alkenylsuccinic anhydrides, alkylsuccinic acids, and alkylsuccinic anhydrides, and (b) a styrene monomer, wherein the (a) component constitutes 5% by mass or more and the (b) component constitutes 30% by mass or more of the total amount of all the monomer component(s) and the (a) component of the composition.
    Type: Application
    Filed: April 6, 2012
    Publication date: December 27, 2012
    Applicant: DIC CORPORATION
    Inventors: Hiroyuki Buei, Yoshinosuke Shimamura, Shinichi Okada, Kenji Nasu, Takashi Yoshinari
  • Publication number: 20120330016
    Abstract: A novel bidentate ligand of general formula (I) is described together with a process for the carbonylation of ethylenically unsaturated compounds. The group X1 may be defined as a univalent hydrocarbyl radical of up to 30 atoms containing at least one nitrogen atom having a pKb in dilute aqueous solution at 18° C. of between 4 and 14 wherein the said at least one nitrogen atom is separated from the Q2 atom by between 1 and 3 carbon atoms. The group X2 is defined as X1, X3 or X4 or represents a univalent radical of up to 30 atoms having at least one primary, secondary or aromatic ring carbon atom wherein each said univalent radical is joined via said at least one primary, secondary or aromatic ring carbon atom(s) respectively to the respective atom Q2. Q1 and Q2 each independently represent phosphorus, arsenic or antimony.
    Type: Application
    Filed: December 29, 2010
    Publication date: December 27, 2012
    Applicant: LUCITE INTERNATIONAL UK LIMITED
    Inventors: Graham Ronald Eastham, Mark Waugh, Paul Pringle, Thomas Philip William Turner
  • Patent number: 8333872
    Abstract: Additives for paper making are disclosed herein. Specifically, the additives are wax-free alternatives to conventional coatings, including ASA, AKD and optionally an acrylic containing composition. Other additives may be included in the coating, such as cationic particles or compositions. The coatings may be used at a variety of points during the paper making process, including on the calender stack and in the wet end.
    Type: Grant
    Filed: May 13, 2011
    Date of Patent: December 18, 2012
    Assignee: Spectra-Kote Corporation
    Inventors: Charles W. Propst, Jr., James C. Jones
  • Patent number: 8236136
    Abstract: Additives for paper making are disclosed herein. Specifically, the additives are wax-free alternatives to conventional coatings, including ASA, AKD and optionally an acrylic containing composition. Other additives may be included in the coating, such as cationic particles or compositions. The coatings may be used at a variety of points during the paper making process, including on the calender stack and in the wet end.
    Type: Grant
    Filed: February 25, 2010
    Date of Patent: August 7, 2012
    Assignee: Spectra-Kote Corporation
    Inventors: Charles W. Propst, Jr., James C. Jones
  • Patent number: 8217182
    Abstract: A cyclic polycarboxylic acid anhydride, a polycarboxylic acid, or a mixture of them is allowed to react with hydroxylamine or a salt thereof in an organic solvent under dewatering conditions to yield a corresponding cyclic N-hydroxyimide compound. The cyclic polycarboxylic acid anhydride can be, for example, succinic anhydride or glutaric anhydride. The polycarboxylic acid can be, for example, succinic acid, glutaric acid, or adipic acid. In this process, the reaction is preferably carried out using an organic solvent capable of undergoing azeotropy with water as all or part of a reaction solvent while removing water from the reaction system by azeotropy with the organic solvent. This process produces a cyclic N-hydroxyimide compound in a good yield from any of a cyclic polycarboxylic acid anhydride and a polycarboxylic acid.
    Type: Grant
    Filed: July 28, 2009
    Date of Patent: July 10, 2012
    Assignee: Daicel Chemical Industries, LTD.
    Inventor: Yasuteru Kajikawa
  • Publication number: 20120046453
    Abstract: The present invention provides a protein delivery means (e.g., a polyion complex) which allows efficient introduction into cells (particularly into the cytoplasm), is highly stable in serum, and is also widely applicable. The polyion complex of the present invention comprises a cationic polymer having a polycation moiety and a charge-conversional protein whose overall charge is converted from basic or neutral to acidic by a specific charge regulator.
    Type: Application
    Filed: September 17, 2009
    Publication date: February 23, 2012
    Applicant: THE UNIVERSITY OF TOKYO
    Inventors: Kazunori Kataoka, Nobuhiro Nishiyama, Yan Lee, Takehiko Ishii
  • Publication number: 20110288239
    Abstract: The present invention discloses a polymeric polyamine which can be produced by polymerizing polyoxyalkylene-amine and a linker. The linker can be anhydride, carboxylic acid, epoxy, isocyanate or poly(styrene-co-maleic anhydride) copolymers (SMA). The present invention also discloses a method for stabilizing the Ag nanoparticles with polymeric polyamine. The polymeric polyamine serving as a stabilizer or dispersant is mixed with a water solution of silver salt and then a reducer is provided to reduce the silver ions and form an organic or a water solution of Ag nanoparticles. Water or solvent of this solution can be further removed through a heating, freezing or decompression process, and thus solid content of the solution can be increased. The concentrated solution also can be diluted to obtain a stable dispersion without aggregation.
    Type: Application
    Filed: August 1, 2011
    Publication date: November 24, 2011
    Applicant: NATIONAL TAIWAN UNIVERSITY
    Inventors: Jiang-Jen Lin, Wei-Cheng Tsai, Yen-Chi Hsu, Wen-Hsin Chang
  • Publication number: 20110274907
    Abstract: Curative fibre components comprise one or more fibres for filaments of curative suitable to cure curable resins such as thermoset resin. In curative fibre components comprising a plurality of fibres of curative, the fibres can be commingled, such as twisting, to form a thread or yarn. Curative fibre components can be used to form a material in the form of a sheet, fabric, layer, textile or mat of woven or non-woven curative fibres. Curative fibre components can be used to produce composite materials such as fibre reinforced resinous composite materials. The curative fibre components can be commingled, including interwoven, stitched and layered with other fibres or fibrous materials, such as fibrous reinforcement, fibrous curable resin, fibrous thermoplastic, other non-reinforcing fibres to form composite materials, prepregs, preforms and articles.
    Type: Application
    Filed: November 24, 2009
    Publication date: November 10, 2011
    Inventors: Mark Raymond Steele, Andrew Gibbs, Amy Grace Atinkson
  • Patent number: 7943789
    Abstract: The invention relates to an aqueous sizing composition comprising (a) an emulsion comprising an alkenylsuccinic anhydride component containing alkenylsuccinic anhydride particles suspended in a first starch component containing emulsifying starch selected from the group consisting of non-ionic starches, ionic starches, and mixtures thereof, and (b) a second starch component selected from the group consisting of non-ionic starches, ionic starches and mixtures thereof, such that the alkenylsuccinic anhydride and the starch in the emulsion and the second starch component are present at a starch: alkenylsuccinic anhydride weight ratio that is sufficiently high to enable the sizing composition to impart useful sizing properties to a fibrous substrate when the sizing composition contacts the fibrous substrate. The invention also relates to fibrous substrates treated with the sizing composition, processes for making the composition and processes for using such a composition, and other compositions.
    Type: Grant
    Filed: December 17, 2003
    Date of Patent: May 17, 2011
    Assignee: Kemira OYJ
    Inventors: Harold A. Goldsberry, III, Kimberly C. Dilts, Charles R. Hunter, Michael P. O'Toole, Robert J. Proverb, Lucyna Pawlowska, Glenn E. Baikow, Katarzyna Komarowska, David L. Dauplaise, Michael J. Scanlon
  • Publication number: 20110054192
    Abstract: The present invention pertains to a process for the preparation of an alkenyl-substituted cyclic anhydride compound comprising the steps of subjecting one or more olefinically unsaturated C6-C28 hydrocarbons of which at least 30% by weight is alpha-olefin to a double bond isomerization step by contacting them with a catalyst comprising an alkali metal on a carrier, and reacting the resulting isomehzed olefinic C6-C28 hydrocarbons with a cyclic anhydride of an unsaturated dicarboxylic acid to form the alkenyl-substituted cyclic anhydride compound. Furthermore, it pertains to the thus obtained alkenyl-substituted cyclic anhydride and to its use as a paper additive.
    Type: Application
    Filed: April 24, 2009
    Publication date: March 3, 2011
    Applicant: AKZO NOBEL N.V.
    Inventors: Aaldert Johannes De Jong, Martin Werner, Oliver Struck
  • Patent number: 7842164
    Abstract: Paper is made by providing an anionic aqueous emulsion of a size, usually a reactive anhydride size, and mixing it into a cellulosic suspension prior to drainage of the suspension to form a sheet which is then dried to provide paper (including paper board). The emulsion is preferably stabilised wholly or mainly by 0.5 to 30 parts by weight (per part by weight size) of water soluble, anionic, polymeric stabiliser, which is preferably anionic starch. Alternatively, the emulsion may be added to the cellulosic suspension while it is anionic, before mixing retention into it. The emulsion may be added to the cellulosic suspension after cationic retention aid has been added to it, the emulsion being added with, before or after mixing anionic microparticulate material or other anionic bridging aid, prior to drainage of the suspension.
    Type: Grant
    Filed: December 18, 2007
    Date of Patent: November 30, 2010
    Assignee: Amcol International Corporation
    Inventors: Ahmed Atef Rasheed, John Graham Langley
  • Patent number: 7732482
    Abstract: The present invention relates to novel compounds from Antrodia camphorata and the use thereof.
    Type: Grant
    Filed: May 19, 2008
    Date of Patent: June 8, 2010
    Assignee: Simpson Biotech Co., Ltd.
    Inventors: Masao Hattori, Chia-Chin Sheu, Coolin Yang
  • Patent number: 7638457
    Abstract: Disclosed is a process for the preparation of a modified vanadium/phosphorus mixed oxide catalyst for the partial oxidation of n-butane to maleic anhydride. The catalyst comprises vanadyl pyrophosphate as main component and niobium as a promoter element in an amount corresponding to an atomic ratio of vanadium to niobiurn in the range of 250:1 to 60:1. The catalyst exhibits improved activity, improved yield of maleic anhydride, and optimal performance from the very beginning of its catalytic lifetime.
    Type: Grant
    Filed: September 15, 2004
    Date of Patent: December 29, 2009
    Assignee: Lonza S.p.A.
    Inventors: Federico Ghelfi, Gianluca Mazzoni, Carlo Fumagalli, Fabrizio Cavani, Francesca Pierelli
  • Patent number: 7585391
    Abstract: The invention relates to the sizing of paper and board using alkenyl succinic anhydride (ASA). The invention provides a sizing composition which comprises an aqueous emulsion of an ASA wherein the ASA incorporates a maximum of 1% by weight (preferably a maximum of 0.5% by weight) of polymeric residues. The composition may incorporate less than 0.5% by weight of olefins. Paper sizing compositions in accordance with the invention provide enhanced resistance to penetration of the edges of paper and board by agents such as hot hydrogen peroxide and lactic acid.
    Type: Grant
    Filed: June 12, 2003
    Date of Patent: September 8, 2009
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Kenneth Sundberg, John Roberts, Claes Zetter, Guomei Peng
  • Patent number: 7455751
    Abstract: A method of sizing paper for use in applications which require resistance to liquids comprising incorporating in the paper a size composition comprising one or more alkenyl succinic anhydride (ASA) compounds prepared from the reaction of maleic anhydride and one or more substantially symmetrical C20-C28 internal olefins.
    Type: Grant
    Filed: April 15, 2005
    Date of Patent: November 25, 2008
    Assignee: Nalco Company
    Inventors: William J. Ward, Krzysztof Andruszkiewicz, Ross T. Gray, Timothy Patrick McGinnis, Robert W. Novak
  • Patent number: 7429309
    Abstract: Additives for paper making are disclosed herein. Specifically, the additives are wax-free alternatives to conventional coatings, including ASA, AKD and optionally an acrylic containing composition. Other additives may be included in the coating, such as cationic particles or compositions. The coatings may be used at a variety of points during the paper making process, including on the calender stack and in the wet end.
    Type: Grant
    Filed: October 24, 2003
    Date of Patent: September 30, 2008
    Assignee: Spectra-Kote Corporation
    Inventors: Charles W. Propst, Jr., James C. Jones
  • Publication number: 20080188385
    Abstract: A polyalkenyl succinic anhydride is prepared with low amounts of resinous or chlorinated byproducts in a two-step process whereby a polyalkene is first reacted with an unsaturated organic acid in a thermal ene reaction, followed with exposure to a gaseous halogen in presence of an additional amount of the unsaturated organic acidic reagent. The foregoing process produces a polyisobutenyl succinic anhydride having a high ratio of succinic anhydride functional groups to polyisobutenyl backbone groups. Such a polyisobutenyl succinic anhydride is particular suitable for the production of oil-soluble hydrocarbyl succinimides that have good dispersant properties when added to lubricating oil compositions.
    Type: Application
    Filed: February 1, 2007
    Publication date: August 7, 2008
    Inventors: Chente Huang, John T. Loper
  • Publication number: 20080108836
    Abstract: The invention relates to a method for producing alkenyl succinic anhydrides of formula (1), in which R represents a C4 to C250 alkylene radical that can be linear or branched. The method involves the reaction of maleic acid, maleic anhydride, fumaric acid or esters thereof and an alkene which contains 4-250 carbon atoms at from 150 to 250° C. in the presence of a synergistic mixture of a primary antioxidant, a secondary antioxidant, and a metal deactivator.
    Type: Application
    Filed: December 3, 2005
    Publication date: May 8, 2008
    Inventors: Dirk Leinweber, Tobias Rau
  • Patent number: 7091285
    Abstract: A reaction product comprising an adduct of a mid-range vinylidene content PIB polymer composition and maleic anhydride, a phenolic compound or a compound having a reactive site for subsequent amination. The PIB composition comprises a relatively low molecular weight, mid-range vinylidene content PIB polymer product wherein at least about 90% of the PIB molecules present in the product comprise alpha or beta position isomers. The vinylidene (alpha) isomer content of the product may range from 20% to 70% thereof and the content of tetra-substituted internal double bonds is very low, preferably less than about 5% and ideally less than about 1–2%. The mid-range vinylidene content PIB polymer products may be prepared employing a liquid phase polymerization process conducted in a loop reactor at a temperature of at least 60° F. using a BF3/methanol catalyst complex and a contact time of no more than 4 minutes.
    Type: Grant
    Filed: July 22, 2004
    Date of Patent: August 15, 2006
    Assignee: Texas Petrochemicals LP
    Inventors: C. Edward Baxter, Jr., Christopher Lobue, Gilbert Valdez, Daniel Herndon, Timothy Lowry
  • Patent number: 7087801
    Abstract: A reactor system for oxidative conversion of hydrocarbons comprising at least one reactor tube being provided with a plurality of perforations along a wall of the tube and a reaction zone with an active catalyst arranged on tube side and/or shell side of the reactor tube; and a bed of particulates material surrounding the at least one reactor tube, the bed of particulate material being adapted to be fluidised by an oxygen containing atmosphere and to transport heat from the reactor tube.
    Type: Grant
    Filed: October 17, 2003
    Date of Patent: August 8, 2006
    Assignee: Haldor Topsoe A/S
    Inventors: Jens Perregaard, Gregory Patience
  • Patent number: 6989455
    Abstract: In the process for the conversion of maleic acid to gamma-butyrolactone, 1.4-butanediol and/or tetrahydrofuran, a feedstream comprising maleic acid is hydrogenated in a first hydrogenation zone to produce a reaction product comprising succinic acid and unreacted hydrogen which is then supplied to a second hydrogenation zone, where succinic acid is converted to 1,4-butanediol, the temperatures of the feedstream comprising maleic acid and the first hydrogenation zone are controlled such that the temperature of maleic acid in the feedstream and the first hydrogenation zone does not exceed about 130° C., thereby minimizing the corrosive effects of the maleic acid and prolonging reactor life and improving overall process economics.
    Type: Grant
    Filed: August 21, 2003
    Date of Patent: January 24, 2006
    Assignee: ISP Investments Inc.
    Inventors: Robert P. Hepfer, Craig T. Miller, Gregory A. Norenberg, Thomas G. Attig, John R. Budge
  • Patent number: 6958404
    Abstract: C4-dicarboxylic acids or derivatives thereof are hydrogenated in the gas phase in a fluidized-bed reactor. It is possible to use catalyst compositions known per se.
    Type: Grant
    Filed: December 7, 2001
    Date of Patent: October 25, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Holger Borchert, Stephan Schlitter, Michael Hesse, Frank Stein, Rolf-Hartmuth Fischer, Ralf-Thomas Rahn, Alexander Weck, Markus Rösch
  • Patent number: 6956004
    Abstract: Active vanadium/phosphorus mixed oxide catalyst for the conversion of non-aromatic hydrocarbons, e.g., n-butane, into maleic anhydride. The catalyst is prepared from the catalyst precursor, that is, prepared by the reaction of a source of vanadium in an organic medium in the presence of a phosphorus source. The organic medium is (a) isobutyl alcohol or a mixture of isobutyl alcohol and benzyl alcohol and (b) a polyol. The catalyst precurso is transformed into the active catalyst by an activation process that includes a heat treatment that includes applying a temperature of up to 600° C.
    Type: Grant
    Filed: February 18, 2004
    Date of Patent: October 18, 2005
    Assignee: Lonza S.p.A.
    Inventors: Stefania Albonetti, Fabrizio Cavani, Simone Ligi, Gianluca Mazzoni
  • Patent number: 6867171
    Abstract: This invention is directed to a new low molecular weight branched alkenyl succinic acid derivative that may be prepared by reacting a low molecular weight polyisobutene (PIB) having from about 8 to about 32 carbon atoms, and wherein at least about 50% of the olefinic bonds of the polyisobutene comprises methylvinylidene isomer plus tri-substituted isomer, with an unsaturated acidic reagent and method of making same, resulting in alkenyl succinic acid derivative isomers; and a low molecular weight branched alkenyl succinimide and method of making same.
    Type: Grant
    Filed: November 27, 2002
    Date of Patent: March 15, 2005
    Assignee: Chevron Oronitz Company LLC
    Inventors: James J. Harrison, Kenneth Nelson
  • Publication number: 20040249171
    Abstract: An object of the present invention is to provide: succinic anhydride that little becomes colored in a melted state; a production process for such succinic anhydride; and a production process for a polyester, by which there can be obtained a polyester of an extremely reduced color. As means of achieving such an object, the succinic anhydride is characterized by having a &ggr;-butyrolactone content of not more than 800 ppm and a dilactone content of not more than 500 ppm. The production process for the succinic anhydride is characterized in that: the hydrogenation reaction is carried out in the presence of a catalyst in the temperature range of 120 to 160° C. under a hydrogen pressure of 0.1 to 2.0 MPa; and the distillation is carried out in such a manner that the bottom temperature will be within the temperature range of 125 to 200° C. by reducing the pressure. The production process for the polyester is characterized in that the aforementioned succinic anhydride is used as an acid component.
    Type: Application
    Filed: March 3, 2004
    Publication date: December 9, 2004
    Inventors: Rie Ito, Masamitsu Sasaki, Masahiro Shiroshima, Yukihiko Kakimoto, Koji Matsumoto
  • Publication number: 20040220414
    Abstract: A process for the production of allyl succinic anhydride comprising reacting a mixture of propene with maleic anhydride in the presence of a catalyst comprised of an alkyl tin chloride as provided. The process can be run efficiently at temperatures below about 200° C. without and the formation of polymer or decomposition by-products.
    Type: Application
    Filed: April 9, 2004
    Publication date: November 4, 2004
    Inventors: Euen Gunn, Jean-Christophe Galland, Blaise Didillon, Thomas Delacroix
  • Publication number: 20030120111
    Abstract: Processes for producing citraconic anhydride and citraconic acid using porous materials with specific surface acidities and surface areas are described. The preferred catalyst is a porous gamma alumina. Itaconic acid is produced from citraconic acid. Itaconic acid is an intermediate to a variety of compounds including polymers.
    Type: Application
    Filed: August 23, 2002
    Publication date: June 26, 2003
    Applicant: Board of Trustees operating Michigan State University
    Inventors: Dennis J. Miller, Dushyant Shekhawat, Kirthivasan Nagarajan, James E. Jackson
  • Patent number: 6515146
    Abstract: Process for the oxidation of a hydrocarbon substrate to a corresponding oxidised hydrocarbon compound by contacting the hydrocarbon substrate with an oxygen containing atmosphere in presence of a catalyst being active in the oxidation of the hydrocarbon substrate, which process comprises the steps of: passing a process gas containing the hydrocarbon substrate through a reaction zone with the catalyst; introducing the oxygen containing atmosphere divided into a plurality of substreams successively into the reaction zone; within the reaction zone reacting the process gas continuously with the oxygen containing atmosphere; and withdrawing from the reaction zone a product gas containing oxidised hydrocarbon compound and carbon monoxide.
    Type: Grant
    Filed: September 1, 2000
    Date of Patent: February 4, 2003
    Assignees: Haldor Topsoe A/S, University of Zaragoza, Du Pont Iberia, S.A.
    Inventors: Jens Perregaard, Jesus Santamaria, Miquel Menendes, Reyes Mallada, Gregory Patience, Julian R. H. Ross, Erzeng Xue, Jean-Claude Volta, Anne Julbe, David Furrusseng
  • Patent number: 6462207
    Abstract: A series of polyethylene glycol derivatives possessing a diene moiety has been prepared and characterized. The reactivities of these derivatives in various Diels-Alder reactions have been demonstrated. The potential derivatives, which can be made by various Diels-Alder reactions, are expected to be useful in biotechnical applications.
    Type: Grant
    Filed: September 14, 2000
    Date of Patent: October 8, 2002
    Assignee: Southwest Missouri State University
    Inventor: Reza Sedaghat-Herati
  • Patent number: 6372943
    Abstract: Polyenepolycarboxylic acids represented by the following formula (1); (wherein n represents an integer of 0 to 5 and m represents an integer of 1 or 2, provided m is 1 when n is 0), or derivatives thereof at their carboxyl group(s) or their salts. The above compounds originate from natural products and are capable of exhibiting excellent dispersing ability.
    Type: Grant
    Filed: October 30, 2000
    Date of Patent: April 16, 2002
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Shinobu Kasuga, Toshihito Kakiuchi, Ryo Yamanishi, Kazuki Okada
  • Patent number: 6348132
    Abstract: Novel alkenyl succinic anhydride (ASA) compositions and the use thereof. The disclosed ASA compositions may be derived from maleic anhydride and olefins having desirable carbon chain lengths and double bond distributions. The present ASA compositions provide superior paper sizing properties.
    Type: Grant
    Filed: May 30, 2000
    Date of Patent: February 19, 2002
    Assignee: Hercules Incorporated
    Inventors: Jian Jian Zhang, Shiow-Meei Lai
  • Patent number: 6225475
    Abstract: To form a mixture of anhydrides suitable for use as a curing agent for epoxy resins, a mixture formed from maleic anhydride and a liquid monoolefin is heated to produce a reaction mass containing a liquid phase comprised of alkenyl succinic anhydride, maleic anhydride, and monoolefin. Then a conjugated diene hydrocarbon is mixed with this reaction mass and the temperature of the resultant mixture is such as to form a reaction mass comprising tetrahydrophthalic anhydride and/or alkyl-substituted tetrahydrophthalic anhydride and alkenyl succinic anhydride.
    Type: Grant
    Filed: August 18, 2000
    Date of Patent: May 1, 2001
    Assignee: Albemarle Corporation
    Inventors: Valerie N. Legloahec, Patrick C. Hu
  • Patent number: 6130257
    Abstract: The present invention relates to compositions comprising mixtures of two enantiomeric forms of diacyl tartaric anhydride and mixtures obtainable by reacting an organic compound with a mixture comprising two enantiomeric forms of diacyl tartaric anhydride. The invention also relates to a method for the preparation of such enantiomeric mixtures, starting from a mixture comprising D-tartaric acid and L-tartaric acid. The method involves reacting tartaric acid with a fatty acid anhydride under dielectric heating conditions.
    Type: Grant
    Filed: November 12, 1997
    Date of Patent: October 10, 2000
    Assignee: Quest International B.V.
    Inventors: Peter Joannes Coenders, Saskia Alexandra Galema, Johannes Durk Gombert, Anna Sophie E ter Meer
  • Patent number: 6018057
    Abstract: A process for producing anhydrides by passing a solution of the acid, preferably an organic polyacid, which is to undergo anhydridation over an acidified clay and a process for producing the catalysts therefor.
    Type: Grant
    Filed: July 7, 1993
    Date of Patent: January 25, 2000
    Assignee: Rhodia Chimie
    Inventors: Michel Alas, Michel Gubelmann, Jean-Michel Popa