Patents Assigned to Lyondell Chemical Technology
-
Patent number: 11926587Abstract: Disclosed herein is a process for upgrading a raffinate butene (C4 Raffinate) stream to propylene which can produce polymer grade propylene (PGP) by a metathesis process, without consuming fresh ethylene as a feedstock. By recycling ethylene byproduct in the metathesis equilibrium, propylene selectivity can be further improved without negatively impacting butene conversion. Additionally, upon PGP separation, this technology can provide an effluent acceptable for alkylate production by achieving a balanced butene conversion and heavies coproduction. The disclosed process is a relatively low temperature process which can be deployed as a drop-in option for conventional ethylene/butene metathesis unit and provide additional flexibility to existing operations to balance the supply and demand of C2-C4 light olefins.Type: GrantFiled: September 14, 2021Date of Patent: March 12, 2024Assignee: Lyondell Chemical Technology, L.P.Inventors: Lei Zhang, Pranit S. Metkar, Majid Keyvani, Daniel F. White
-
Patent number: 11827589Abstract: Methods of converting isobutylene to C5+ compounds. The methods may include contacting isobutylene with a skeletal isomerization catalyst to provide a mixture of C4 olefins, and then contacting the mixture of C4 olefins with a metathesis catalyst to convert the mixture of C4 olefins to a product mixture. The product mixture may include C5+ olefins.Type: GrantFiled: September 23, 2022Date of Patent: November 28, 2023Assignee: Lyondell Chemical Technology, L.P.Inventors: Linn Fang, Daniel F. White, Lei Zhang
-
Patent number: 11806701Abstract: Methods for preparing molybdenum-based catalyst for epoxidation reactions using MPG sourced from a propylene oxide/styrene monomer (POSM) production process are described. Streams exiting from the POSM reactor are combined and separated to isolate an aqueous-based, MPG-containing purge stream from other recoverable byproducts of the POSM process. This MPG-containing purge stream is then used as is in the catalyst preparation of molybdenum-based catalyst for epoxidation. Alternatively, the MPG-containing purge stream can undergo additional purification treatments before being utilized in the catalyst preparation.Type: GrantFiled: June 25, 2021Date of Patent: November 7, 2023Assignee: Lyondell Chemical Technology, L.P.Inventors: Ha H. Nguyen, Anthony S. Dearth, Harold V. Larson
-
USE OF CARBON DIOXIDE TO IMPROVE CAUSTIC WASHING OF ALKYLENE OXIDE / ALKENYL BENZENE MONOMER STREAMS
Publication number: 20230339832Abstract: A method for removing metal salts from alkylaromatic oxidate streams used for alkene oxide production, or used in the co-production of propylene oxide and styrene monomer (“POSM”), and methods for caustic washing of oxidate streams formed in these processes. The concentration of metal salts carried over from a caustic washing may be reduced by washing the organic phase resulting from the caustic wash with water in the presence of carbon dioxide (CO2). The CO2 may be provided in any form, such as gaseous CO2, dry ice, carbonated water, supercritical (liquid) CO2, or any other suitable form.Type: ApplicationFiled: April 20, 2023Publication date: October 26, 2023Applicant: Lyondell Chemical Technology, L.P.Inventors: David W. Leyshon, Sandor Nagy, Elizabeth I. Ross-Medgaarden -
Publication number: 20230107520Abstract: Methods of converting isobutylene to C5+ compounds. The methods may include contacting isobutylene with a skeletal isomerization catalyst to provide a mixture of C4 olefins, and then contacting the mixture of C4 olefins with a metathesis catalyst to convert the mixture of C4 olefins to a product mixture. The product mixture may include C5+ olefins.Type: ApplicationFiled: September 23, 2022Publication date: April 6, 2023Applicant: Lyondell Chemical Technology, L.P.Inventors: Linn Fang, Daniel F. White, Lei Zhang
-
Publication number: 20230105219Abstract: Methods and systems for removing or reducing water and producing epoxide. The methods may include providing a first mixture that includes t-butyl hydroperoxide, t-butyl alcohol, and a first amount of water; and contacting at least a portion of the first mixture with a membrane to reduce the amount of water in the first mixture.Type: ApplicationFiled: October 3, 2022Publication date: April 6, 2023Applicant: Lyondell Chemical Technology, L.P.Inventors: Ha H. Nguyen, Xueyong Yang
-
Patent number: 11613510Abstract: A process for the production of 4-hydroxybutyraldehyde is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of methylcyclohexane as a reaction solvent and a catalyst system comprising a rhodium complex and a substituted or unsubstituted diphosphine ligand. The use of the methylcyclohexane increases the reaction rate while also giving a high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde and improving the separation of the hydroxyaldehyde products from the catalyst system.Type: GrantFiled: April 7, 2022Date of Patent: March 28, 2023Assignee: Lyondell Chemical Technology, L.P.Inventors: Daniel F. White, Beaven S. Mandimutsira, Robert J. Rebman
-
Patent number: 11590477Abstract: Methods of preparing titanated silica catalysts, and titanated silica catalysts. The titanated silica catalysts may include a silica support, which may include spherical beads. Methods of olefin epoxidation, which may include contacting an olefin with a titanated silica catalyst in the presence of an oxidant.Type: GrantFiled: November 2, 2020Date of Patent: February 28, 2023Assignee: Lyondell Chemical Technology, L.P.Inventors: Sandor Nagy, Nicholas Bruschi, Elizabeth I. Ross-Medgaarden, David W. Leyshon, Barbara Kimmich
-
Publication number: 20220401934Abstract: A skeletal isomerization process for isomerizing olefins is described. The process utilizes added hydrogen as a diluent to extend the isomerization catalyst's lifetime and increase the yield of skeletal isomer products compared to process that utilize inert gas diluents. The methods of this disclosure can be applied to feeds containing iso-olefins (for the production of linear olefins) or linear olefins (for the production of iso-olefins).Type: ApplicationFiled: June 3, 2022Publication date: December 22, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Rick B. Watson, David W. Leyshon, Kevin P. Fogarty
-
Publication number: 20220396481Abstract: Disclosed herein are hydrogen peroxide solutions in non-aqueous solvents and processes for manufacturing the non-aqueous hydrogen peroxide solutions starting from an aqueous hydrogen peroxide solution. Exemplary non-aqueous solvents include alcohols such as tert-butyl alcohol. It has been discovered that when tert-butyl alcohol and an aqueous hydrogen peroxide solution are combined in certain ratios, and water from this mixture is removed by an azeotropic distillation, tert-butyl alcohol-based hydrogen peroxide solution comprising less than 1 wt % water are readily achieved.Type: ApplicationFiled: June 2, 2022Publication date: December 15, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Ha H. Nguyen, Randy Magadan
-
Publication number: 20220324782Abstract: A process for the production of 4-hydroxybutyraldehyde is described. The process comprises reacting allyl alcohol with a mixture of carbon monoxide and hydrogen in the presence of methylcyclohexane as a reaction solvent and a catalyst system comprising a rhodium complex and a substituted or unsubstituted diphosphine ligand. The use of the methylcyclohexane increases the reaction rate while also giving a high yield of 4-hydroxybutyraldehyde compared to 3-hydroxy-2-methylpropionaldehyde and improving the separation of the hydroxyaldehyde products from the catalyst system.Type: ApplicationFiled: April 7, 2022Publication date: October 13, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Daniel F. White, Beaven S. Mandimutsira, Robert J. Rebman
-
Patent number: 11440858Abstract: A skeletal isomerization process for isomerizing olefins is described. The process includes the steps of feeding an olefin-containing feed to a reactor at a space velocity of 1-100 hr?1 for a first period of time at a first temperature, followed by discontinuing, or stopping, the olefin-containing feed for a second period of time while maintaining the reactor at a second temperature, before resuming the flow of the olefin-containing feed for a third period of time. The methods of this disclosure increase the yield of the skeletal isomers product while reducing the production of C5+ heavy olefins. Additionally, the methods of this disclosure can be applied to feeds containing iso-olefins (for the production of linear olefins) or linear olefins (for the production of iso-olefins).Type: GrantFiled: November 5, 2021Date of Patent: September 13, 2022Assignee: Lyondell Chemical Technology, L.P.Inventors: Rick B. Watson, David W. Leyshon
-
Patent number: 11370726Abstract: Methods of improving the selectivity of selective hydrogenation of residual 1,3-butadiene in a C4 fraction of a hydrocarbon raffinate stream in a fixed-bed reactor are described. The methods may include co-feeding a competitive chemical species that increases the mechanistic selectivity to 1- and 2-butenes while increasing isomerization selectivity to 2-butene in the product stream. The hydrogenation reactor and competitive chemical species conditions may be tailored to selectively produce butenes over butane or iso-butane, where the butenes comprise 1-butene and/or 2-butene.Type: GrantFiled: April 27, 2020Date of Patent: June 28, 2022Assignee: Lyondell Chemical Technology, L.P.Inventors: Sarthak Gaur, Daniel F. White
-
Patent number: 11370737Abstract: A process of co-feeding gaseous ethylene with liquid allyl alcohol in the presence of a catalyst to produce 1,4-butanediol and n-propanol may include: introducing a gaseous mixture of ethylene, carbon monoxide and hydrogen into a reactor in the presence of a hydroformylation catalyst in a solvent; introducing liquid allyl alcohol (AA) into the reactor; and carrying out hydroformylation reaction at a temperature between 50 and 100° C. to obtain hydroformylation products.Type: GrantFiled: September 21, 2021Date of Patent: June 28, 2022Assignee: Lyondell Chemical Technology, L.P.Inventors: Daniel F. White, Beaven S. Mandimutsira, Roberto Alvarez
-
Patent number: 11358920Abstract: A process of producing allyl alcohol by reacting glycerin with ReO3—Al2O3 in the presence of gamma-valerolactone (GVL) in a reactor is described. More specifically, a process to produce allyl alcohol, comprising the step of: a) reacting glycerin with ReO3—Al2O3 in the presence of an inert solvent, GVL, in a reactor, and b) collecting the product comprising allyl alcohol.Type: GrantFiled: July 30, 2021Date of Patent: June 14, 2022Assignee: Lyondell Chemical Technology, L.P.Inventors: Xueyong Yang, Daniel F. White, Chelsee A. Arceneaux, Pranit S. Metkar
-
Publication number: 20220135500Abstract: A skeletal isomerization process for isomerizing olefins is described. The process includes the steps of feeding an olefin-containing feed to a reactor at a space velocity of 1-100 hr?1 for a first period of time at a first temperature, followed by discontinuing, or stopping, the olefin-containing feed for a second period of time while maintaining the reactor at a second temperature, before resuming the flow of the olefin-containing feed for a third period of time. The methods of this disclosure increase the yield of the skeletal isomers product while reducing the production of C5+ heavy olefins. Additionally, the methods of this disclosure can be applied to feeds containing iso-olefins (for the production of linear olefins) or linear olefins (for the production of iso-olefins).Type: ApplicationFiled: November 5, 2021Publication date: May 5, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Rick B. Watson, David W. Leyshon
-
Publication number: 20220135499Abstract: A skeletal isomerization process for isomerizing olefins is described. The process includes the steps of feeding an olefin-containing feed to a reactor having an isomerization catalyst with a small crystalline size that is less than 1 ?m in all directions. The small crystalline size increases the life of the catalyst and the yield of skeletal isomer products, as well as reducing the formation of heavy C5+ olefin byproducts, as compared to processes using conventional catalyst with crystalline sizes of 1 ?m or more.Type: ApplicationFiled: November 5, 2021Publication date: May 5, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Rick B. Watson, David W. Leyshon
-
Publication number: 20220098138Abstract: A process of co-feeding gaseous ethylene with liquid allyl alcohol in the presence of a catalyst to produce 1,4-butanediol and n-propanol may include: introducing a gaseous mixture of ethylene, carbon monoxide and hydrogen into a reactor in the presence of a hydroformylation catalyst in a solvent; introducing liquid allyl alcohol (AA) into the reactor; and carrying out hydroformylation reaction at a temperature between 50 and 100° C. to obtain hydroformylation products.Type: ApplicationFiled: September 21, 2021Publication date: March 31, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Daniel F. White, Beaven S. Mandimutsira, Roberto Alvarez
-
Publication number: 20220081376Abstract: Disclosed herein is a process for upgrading a raffinate butene (C4 Raffinate) stream to propylene which can produce polymer grade propylene (PGP) by a metathesis process, without consuming fresh ethylene as a feedstock. By recycling ethylene byproduct in the metathesis equilibrium, propylene selectivity can be further improved without negatively impacting butene conversion. Additionally, upon PGP separation, this technology can provide an effluent acceptable for alkylate production by achieving a balanced butene conversion and heavies coproduction. The disclosed process is a relatively low temperature process which can be deployed as a drop-in option for conventional ethylene/butene metathesis unit and provide additional flexibility to existing operations to balance the supply and demand of C2-C4 light olefins.Type: ApplicationFiled: September 14, 2021Publication date: March 17, 2022Applicant: Lyondell Chemical Technology, L.P.Inventors: Lei Zhang, Pranit S. Metkar, Majid Keyvani, Daniel F. White
-
Patent number: 11261142Abstract: Improved systems and methods for producing propylene from olefins including isobutylene is disclosed. The improvements combine streams containing co-produced 1-butene, 2-butene, butadiene, and heavy olefins (C5+) exiting both a metathesis reactor and a skeletal isomerization reactor in a gasoline fractionation tower to remove the heavy olefins. The C4-containing distillate from the gasoline fractionation tower is then fed to a hydroisomerization unit to form mono-olefins and 2-butene. The resulting 2-butene rich stream can then be utilized in metathesis reactions to increase the production of propylene while increasing the lifetime of the metathesis catalyst.Type: GrantFiled: June 28, 2021Date of Patent: March 1, 2022Assignee: Lyondell Chemical Technology, L.P.Inventors: David W. Leyshon, Rick B. Watson