Patents Assigned to Lucite International UK Limited
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Patent number: 9334227Abstract: A process for the carbonylation of ethylenically unsaturated compounds including vinyl esters and a process for the production of 3-hydroxy propanoate esters or acids. The process comprises reacting said compound with carbon monoxide in the presence of a source of hydroxyl groups and of a catalyst system. The catalyst system is obtainable by combining: (a) a metal of Group 8, 9 or 10 or a compound thereof: and (b) a bidentate ligand of general formula (I): X1(X2)-Q2-A-R—B-Q1-X3(X4).Type: GrantFiled: November 8, 2006Date of Patent: May 10, 2016Assignee: Lucite International UK LimitedInventors: Graham Ronald Eastham, Mark Waugh, Philip Ian Richards
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Patent number: 9216938Abstract: A method of extracting (meth)acrylic acid from an aqueous reaction medium into an organic phase in contact therewith is described. The aqueous reaction medium is formed from at least one base catalyst and at least one dicarboxylic acid selected from maleic, fumaric, malic, itaconic, citraconic, mesaconic, and citramalic acid or mixtures thereof in aqueous solution and contains the base catalysed decarboxylation products of the base catalysed reaction. The method includes either the addition of at least one of the said dicarboxylic acids and/or a pre-cursor thereof to the aqueous reaction medium to enhance the solvent extraction of the (meth)acrylic acid into the organic solvent or maintaining the level of base catalyst to dicarboxylic acid and/or pre-cursor at a sub-stoichiometric level during the extraction process. The method extends to a process of producing (meth)acrylic acid, its esters and polymers and copolymers thereof.Type: GrantFiled: February 8, 2012Date of Patent: December 22, 2015Assignee: Lucite International UK LimitedInventors: David William Johnson, Graham Ronald Eastham, Martyn Poliakoff, Thomas Andrew Huddle
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Patent number: 9199907Abstract: A method of producing an ethylenically unsaturated, typically, an ?, ? ethylenically unsaturated carboxylic acid or ester is described. The method comprises the steps of contacting formaldehyde, or a source of formaldehyde, with a carboxylic acid or ester in the presence of a catalyst and optionally in the presence of an alcohol. The catalyst comprises barium phosphate leaf or plate shaped/like crystals, or a source thereof. A catalyst system is also described. The catalyst system comprises a crystalline barium phosphate catalyst and optionally a catalyst support.Type: GrantFiled: January 14, 2013Date of Patent: December 1, 2015Assignee: Lucite International UK LimitedInventors: Ian Andrew York, Sabina Ziemian
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Patent number: 9174913Abstract: A process for the production of methacrylic acid is described. The process comprises the base catalysed decarboxylation of at least one or a mixture of dicarboxylic acids selected from itaconic, citraconic or mesaconic acid. The decarboxylation is carried out in the range greater than 240 and up to 275° C. to provide high selectivity. The methacrylic acid product may be esterified to produce an ester. A method of preparing polymers or copolymers of methacrylic acid or methacrylic acid esters using the process is also described. Optionally, the process may be preceded with a decarboxylation and, if necessary, a dehydration step on a source of pre-acid such as citric acid or isocitric acid.Type: GrantFiled: November 18, 2011Date of Patent: November 3, 2015Assignee: Lucite International UK LimitedInventors: David William Johnson, Graham Ronald Eastham, Martyn Poliakoff, Thomas Andrew Huddle
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Publication number: 20150307437Abstract: A method of producing an ethylenically unsaturated carboxylic acid or ester such as (meth) acrylic acid or alkyl esters thereof, for example, methyl methacrylate is described. The process comprises the steps of contacting formaldehyde or a suitable source thereof with a carboxylic acid or ester, for example, propionic acid or alkyl esters thereof in the presence of a catalyst and optionally an alcohol. The catalyst comprises group II metal phosphate crystals having rod or needle like morphology or a suitable source thereof. The phosphate may be a hydroxyapatite, pyrophosphate, hydroxyphosphate, PO42? phosphate or mixtures thereof. The group II metal may be selected from Ca, Sr, Ba or mixtures thereof, for example, strontium hydroxyapatite and calcium hydroxyapatite. A catalyst system comprising a crystalline metal phosphate catalyst and a catalyst support is also described. The metal phosphate has rod/needle like morphology.Type: ApplicationFiled: November 4, 2011Publication date: October 29, 2015Applicant: Lucite International UK LimitedInventors: Sabina Ziemian, Ian Andrew York
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Patent number: 9138694Abstract: A mixing apparatus 100 for mixing at least two fluids, the mixing apparatus 100 comprising a shaft 120 rotatable about its longitudinal axis 121, a first 122 and a second 124 radially extending impeller mounted on the shaft 120 and respectively axially spaced apart, characterised in that the first impeller 122 comprises a plurality of curved blades 125 operable to move said fluids in an axial direction towards the second impeller 124, and the second impeller 124 comprises a plurality of curved blades 125 operable to move said fluids in an axial direction towards the first impeller 122.Type: GrantFiled: February 8, 2013Date of Patent: September 22, 2015Assignee: Lucite International UK LimitedInventors: Darren Gobby, John Colin Middleton, Neil Tindale
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Patent number: 9040445Abstract: The present invention provides a catalyst system capable of catalyzing the carbonylation of an ethylenically unsaturated compound, which system is obtainable by combining: a) a metal of Group VIB or Group VIIIB or a compound thereof, b) a bidentate phosphine, arsine or stibine ligand, and c) an acid, wherein said ligand is present in at least a 2:1 molar excess compared to said metal or said metal in said metal compound, and that said acid is present in at least a 2:1 molar excess compared to said ligand, a process for the carbonylation of an ethylenically unsaturated compound, a reaction medium, and use of the system.Type: GrantFiled: February 17, 2005Date of Patent: May 26, 2015Assignee: Lucite International UK LimitedInventors: Graham Eastham, Neil Tindale
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Publication number: 20150099896Abstract: A continuous process for the production of an alkyl ester product is described. The process includes the steps of carbonylating ethylene with carbon monoxide in the presence of C1-6 alkanol co-reactant to form the alkyl ester product. The carbonylation takes place in the presence of a catalyst system that includes (a) a bidentate ligand, (b) a catalytic metal selected from a group 8, 9 or 10 metal or a compound thereof, and (c) a sulphonic acid capable of forming an acid alkyl ester with the C1-6 alkanol. The process includes the step of separating the alkyl ester product from a carbonylated crude product stream by treatment effective to vaporizing the alkyl ester product in a single stage flash distillation column and providing a purified alkyl ester product stream separated from the bidentate ligand and catalytic metal.Type: ApplicationFiled: December 20, 2012Publication date: April 9, 2015Applicant: Lucite International UK LimitedInventors: Neil Tindale, Graham Ronald Eastham
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Patent number: 8969560Abstract: 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: GrantFiled: December 29, 2010Date of Patent: March 3, 2015Assignee: Lucite International UK LimitedInventors: Graham Ronald Eastham, Mark Waugh, Paul Pringle, Thomas Philip William Turner
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Patent number: 8940924Abstract: The invention relates to a catalyst for the reaction of formaldehyde with a carboxylic acid or ester to produce an ethylenically unsaturated carboxylic acid or ester, preferably ?, ? ethylenically unsaturated carboxylic acids or ester. The catalyst includes a metal oxide having at least two types of metal cations, M1 and M2, wherein M1 is at least one metal selected from group 3 or 4 in the 4th to 6th periods of the periodic table, group 13 in the 3rd to 5th periods of the periodic table, or the remaining elements in the lanthanide series and M2 is at least one metal selected from group 5 in the 5th or 6th periods of the periodic table or group 15 in the 4th or 5th periods of the periodic table. The production includes reacting formaldehyde with a carboxylic acid or esterin the presence of the catalyst effective to catalyze the reaction.Type: GrantFiled: June 24, 2011Date of Patent: January 27, 2015Assignee: Lucite International UK LimitedInventors: David William Johnson, Sabina Ziemian
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Patent number: 8933179Abstract: A method of producing a compound of formula (i): wherein R=H or CH3 the method comprising exposing a source of a compound of formula (ii) to reaction conditions of temperature and pressure: formula (ii) wherein R is defined as above wherein, when R=CH3, the source of a compound of formula (ii) is exposed to reaction conditions of temperature and pressure while being in a liquid phase.Type: GrantFiled: December 21, 2010Date of Patent: January 13, 2015Assignee: Lucite International UK LimitedInventors: David William Johnson, Graham Ronald Eastham, Martyn Poliakoff, Thomas Andrew Huddle
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Publication number: 20140364645Abstract: A method of producing an ethylenically unsaturated, typically, an ?, ? ethylenically unsaturated carboxylic acid or ester is described. The method comprises the steps of contacting formaldehyde, or a source of formaldehyde, with a carboxylic acid or ester in the presence of a catalyst and optionally in the presence of an alcohol. The catalyst comprises barium phosphate leaf or plate shaped/like crystals, or a source thereof. A catalyst system is also described. The catalyst system comprises a crystalline barium phosphate catalyst and optionally a catalyst support.Type: ApplicationFiled: January 14, 2013Publication date: December 11, 2014Applicant: Lucite International UK LimitedInventors: Ian Andrew York, Sabina Ziemian
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Patent number: 8907121Abstract: A process for purifying methyl methacrylate (MMA) is described. The process involves contacting liquid MMA having impurities therein with a sulphonic acid resin, in the presence of formaldehyde or a suitable source of methylene or ethylene of formula I. R5 and R6 are independently selected from C1-C12 hydrocarbons or H; X is either O or S; n is an integer from, 1 to 100; and m is 1 or 2: The compound of formula I may be suitable source of formaldehyde.Type: GrantFiled: December 11, 2009Date of Patent: December 9, 2014Assignee: Lucite International UK LimitedInventors: David William Johnson, Trevor Huw Morris
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Patent number: 8835518Abstract: A process for the reactivation of an acidic ion exchange resin is described. The invention relates to the treatment of an at least partially deactivated resin which has been deactivated by contact with an impure ethylenically unsaturated acid or ester containing target impurities. The reactivation includes the step of contacting the at least partially deactivated resin with an alcohol to thereby increase the activity thereof. The invention extends to reactivating a resin deactivated by contact with an impure ethylenically unsaturated acid, ester or nitrile containing target impurities by contacting the at least partially deactivated resin with an alcohol and a carboxylic acid to thereby increase the activity thereof. A reactivated resin and a process for preparing and purifying an ethylenically unsaturated acid or ester of the following formula: —R1—C(?(CH2)m)—COOR2 are also described.Type: GrantFiled: March 25, 2010Date of Patent: September 16, 2014Assignee: Lucite International UK LimitedInventor: Trevor Huw Morris
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Patent number: 8816113Abstract: A novel bidentate catalytic ligand of general formula (I) is described. R represents a hydrocarbyl aromatic structure having at least one aromatic ring to which Q1 and Q2 are each linked, via the respective linking group, if present, on available adjacent atoms of the at least one aromatic ring. The groups X3 and X4 represent radicals joined via tertiary carbon atoms to the respective atom Q1 and the groups X1 and X2 represent radicals joined via primary, or substituted aromatic ring carbon atom(s) to the respective atom Q2. A and B represent an optional lower alkylene linking group. Q1 and Q2 each represent phosphorus, arsenic or antimony. A process for the carbonylation of ethylenically unsaturated compounds comprising reacting the compound with carbon monoxide in the presence of a source of hydroxyl groups, optionally, a source of anions and catalyst system obtainable by combining a metal of Group 8, 9 or 10 or a compound thereof and the bidentate ligand of general formula (I) is also described.Type: GrantFiled: July 2, 2009Date of Patent: August 26, 2014Assignee: Lucite International UK LimitedInventors: Graham Ronald Eastham, Mark Waugh, Paul Pringle, Tamara Fanjul Solares
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Patent number: 8785678Abstract: A continuous process for carbonylation of ethylene in a liquid phase using carbon monoxide, a co-reactant and a suitable catalyst system, including: (i) forming a liquid phase comprising the co-reactant and a suitable catalyst system obtainable by combining: (a) a group VIII metal/compound; (b) a ligand of general formula (I) and c) optionally, a source of anions; wherein Q1 is optionally phosphorous; (ii) forming a gaseous phase in contact with the liquid phase by providing at least an ethylene gas input feed stream and a carbon monoxide gas input feed stream wherein the ethylene:CO molar ratio entering the liquid phase from the input feed streams is greater than 2:1; (iii) reacting ethylene with carbon monoxide in the presence of the co-reactant, and of the suitable catalyst system in the liquid phase; wherein the ethylene:CO gas molar ratio in the gaseous phase is between 20:1 and 1000:1 or wherein the molar ratio of ethylene:CO in the liquid phase is greater than 10:1.Type: GrantFiled: December 15, 2010Date of Patent: July 22, 2014Assignee: Lucite International UK LimitedInventors: Eastham Graham Ronald, Neil Tindale
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Patent number: 8741980Abstract: A hardenable two part acrylic composition, a polymer component of the two part hardenable composition and a method of producing a polymer component of the two part composition are disclosed. The hardenable two part acrylic composition includes an acrylic polymer composition first part and an acrylic monomer composition second part. The acrylic polymer composition first part includes a first type of acrylic polymer particles wherein each first type of acrylic polymer particle is formed of a network of coalesced emulsion polymerized acrylic microparticles or is macroporous. The acrylic polymer composition may include emulsion polymerised acrylic polymer particles of particle size between 10 and 2000 nm and includes the use of acrylic polymer particles formed of a network of coalesced emulsion polymerized acrylic microparticles as a dough time reduction agent in a hardenable two part acrylic composition.Type: GrantFiled: August 13, 2009Date of Patent: June 3, 2014Assignee: Lucite International UK LimitedInventors: Michael Stephen Chisholm, David McDonald, Sera Saheb Abed-Ali
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Publication number: 20140031501Abstract: A method of extracting (meth)acrylic acid from an aqueous reaction medium into an organic phase in contact therewith is described. The aqueous reaction medium is formed from at least one base catalyst and at least one dicarboxylic acid selected from maleic, fumaric, malic, itaconic, citraconic, mesaconic, and citramalic acid or mixtures thereof in aqueous solution and contains the base catalysed decarboxylation products of the base catalysed reaction. The method includes either the addition of at least one of the said dicarboxylic acids and/or a pre-cursor thereof to the aqueous reaction medium to enhance the solvent extraction of the (meth)acrylic acid into the organic solvent or maintaining the level of base catalyst to dicarboxylic acid and/or pre-cursor at a sub-stoichiometric level during the extraction process. The method extends to a process of producing (meth)acrylic acid, its esters and polymers and copolymers thereof.Type: ApplicationFiled: February 8, 2012Publication date: January 30, 2014Applicant: LUCITE INTERNATIONAL UK LIMITEDInventors: David William Johnson, Graham Ronald Eastham, Martyn Poliakoff, Thomas Andrew Huddle
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Patent number: 8604236Abstract: A continuous carbonylation process for high turnover carbonylation, and a carbonylation reaction medium and product stream thereof. The process comprises carbonylating an ethlenically unsaturated compound with carbon monoxide in the presence of a source of hydroxyl groups and a catalyst system. The catalyst system comprising: (a) a bidentate phosphine, arsine or stibine ligand; and (b) a catalytic metal selected from a group VIB or group VIIIB metal or a compound thereof. The catalytically active concentration of said catalytic metal, measured as the ACCF (product Kg·hr?1·Dm?3), is maintained at less than 0.5.Type: GrantFiled: August 4, 2006Date of Patent: December 10, 2013Assignee: Lucite International UK LimitedInventors: Ronald Graham Eastham, Neil Tindale
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Patent number: 8592624Abstract: A production process for the manufacture of ethylenically unsaturated acids or esters thereof is described. The process includes the steps of reaction of an alkanoic acid, or ester of an alkanoic acid, of the formula R3—CH2—COOR4 where R3 and R4 are each independently hydrogen or an alkyl group, in the presence of a catalyst system to produce an ethylenically unsaturated acid or ester product. The process is characterised in that the acid or ester product is subsequently contacted with a dienophile to thereby remove discolouration therefrom. An ethylenically unsaturated acid or ester crude product purification process is also described.Type: GrantFiled: May 15, 2009Date of Patent: November 26, 2013Assignee: Lucite International UK LimitedInventors: David William Johnson, Trevor Huw Morris