Patents by Inventor Mark L. Hlavinka

Mark L. Hlavinka has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 11976036
    Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
    Type: Grant
    Filed: June 21, 2023
    Date of Patent: May 7, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, Jeffery C Gee, James Hillier, Kamaljeet Kaur, Ronald C. Smith, Darin B. Tiedtke, Mark L. Hlavinka
  • Publication number: 20240140883
    Abstract: Depolymerization processes and systems for converting polyolefin waste and other waste plastic to hydrocarbons, specifically liquid and gaseous depolymerization reaction products. A depolymerization or catalytic pyrolysis process can be conducted on a process feed which includes a polyolefin waste and a hydrocarbon co-feed under depolymerization conditions, including contacting the reactor feed with a depolymerization catalyst such as a zeolite-based catalyst, with the system described herein. The resulting reactor effluent subsequently can be used as feeds or co-feeds for making circular products such as circular ethylene and circular polyethylene.
    Type: Application
    Filed: October 26, 2023
    Publication date: May 2, 2024
    Applicant: Chevron Phillips Chemical Company LP
    Inventors: Cori Demmelmaier-Chang, Mark L. Hlavinka, Sikander Hakim, Gabriela Alvez-Manoli, Joseph Bergmeister, Steven Lim
  • Publication number: 20240141130
    Abstract: A tandem polyolefin depolymerization-metathesis process and system for converting polymer waste to smaller hydrocarbons, specifically liquid and gaseous products, which subsequently can be modified and used as feeds or co-feeds for making circular products such as circular ethylene and polyethylene. Specifically, the disclosed processes include a tandem depolymerization process step followed by a metathesis process to provide a effluent that can be separated, further processed with a subsequent depolymerization step, or both. The effluents can be supplied to downstream processing units such as a steam cracker or AROMAX® unit thereby providing an efficient method for converting polymer waste into useful circular products. Therefore, these processes and systems can expand the number of usable plastic waste streams and improve the economics of plastic waste recycling.
    Type: Application
    Filed: November 1, 2022
    Publication date: May 2, 2024
    Applicant: Chevron Phillips Chemical Company LP
    Inventors: Cori A. Demmelmaier-Chang, Mark L. Hlavinka, Orson Sydora, Sikander Hakim, Jeffery Gee, Joseph Bergmeister, Gabriela Alvez, Steven S. Lim
  • Patent number: 11945771
    Abstract: Depolymerization processes and systems for converting polyolefin waste and other waste plastic to hydrocarbons, specifically liquid and gaseous depolymerization reaction products. A depolymerization or catalytic pyrolysis process can be conducted on a process feed which includes a polyolefin waste and a hydrocarbon co-feed under depolymerization conditions, including contacting the reactor feed with a depolymerization catalyst such as a zeolite-based catalyst. The resulting reactor effluent subsequently can be used as feeds or co-feeds for making circular products such as circular ethylene and circular polyethylene.
    Type: Grant
    Filed: November 1, 2022
    Date of Patent: April 2, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Cori Demmelmaier-Chang, Mark L. Hlavinka, Sikander Hakim, Gabriela Alvez, Joseph Bergmeister, Steven Lim
  • Publication number: 20240082831
    Abstract: Supported catalysts contain a transition metal compound impregnated on or bound to a solid support, and the transition metal is iron, cobalt, or manganese. The solid support is an inorganic solid oxide or a chemically-treated solid oxide. The transition metal compound is prepared by reacting a transition metal halide containing a ligand with an alkylating agent in a suitable reaction medium at a temperature of ?70 to 15° C., prior to impregnating onto the solid support.
    Type: Application
    Filed: August 28, 2023
    Publication date: March 14, 2024
    Inventors: Orson L. Sydora, Mark L. Hlavinka, Cori A. Demmelmaier-Chang
  • Publication number: 20240034702
    Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
    Type: Application
    Filed: June 21, 2023
    Publication date: February 1, 2024
    Inventors: Steven M. BISCHOF, Jeffery C. GEE, James HILLIER, Kamaljeet KAUR, Ronald C. SMITH, Darin B. TIEDTKE, Mark L. HLAVINKA
  • Patent number: 11731921
    Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
    Type: Grant
    Filed: July 27, 2022
    Date of Patent: August 22, 2023
    Inventors: Steven M. Bischof, Jeffery C. Gee, James Hillier, Kamaljeet Kaur, Ronald C. Smith, Darin B. Tiedtke, Mark L. Hlavinka
  • Publication number: 20230173474
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Application
    Filed: January 27, 2023
    Publication date: June 8, 2023
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11583841
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Grant
    Filed: May 18, 2022
    Date of Patent: February 21, 2023
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11583840
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Grant
    Filed: May 18, 2022
    Date of Patent: February 21, 2023
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11530177
    Abstract: This disclosure provides processes for forming acrylic acid and other ?,?-unsaturated carboxylic acids and their salts, including catalytic processes, and catalyst systems for effecting the processes. For example, there is provided a catalyst system for producing an ?,?-unsaturated carboxylic acid or a salt thereof, the catalyst system comprising: (a) a transition metal precursor compound comprising a Group 8-11 transition metal and at least one first ligand; (b) optionally, at least one second ligand; and (c) an anionic polyaromatic resin with associated metal cations. The catalyst system can further comprise (d) an olefin; (e) carbon dioxide (CO2); and (f) a diluent. Methods of regenerating the anionic polyaromatic resin with associated metal cations are described.
    Type: Grant
    Filed: February 10, 2021
    Date of Patent: December 20, 2022
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Pasquale Iacono, Mark L. Hlavinka
  • Patent number: 11491473
    Abstract: This disclosure provides for catalyst systems and processes for forming an ?,?-unsaturated carboxylic acid or a salt thereof. In an aspect, the catalyst system can comprise: a transition metal precursor comprising a Group 8-11 transition metal and at least one first ligand; optionally, at least one second ligand; an olefin; carbon dioxide (CO2); a diluent; and an oxoacid anion-substituted polyaromatic resin comprising a sulfonated polyaromatic resin, a phosphonated polyaromatic resin, a sulfinated polyaromatic resin, a thiosulfonated, or a thiosulfinated polyaromatic resin, and further comprising associated metal cations. Methods of regenerating the polyaromatic resin with associated metal cations are described.
    Type: Grant
    Filed: February 8, 2021
    Date of Patent: November 8, 2022
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Pasquale Iacono, Mark L. Hlavinka
  • Publication number: 20220280925
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Application
    Filed: May 18, 2022
    Publication date: September 8, 2022
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Publication number: 20220274095
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Application
    Filed: May 18, 2022
    Publication date: September 1, 2022
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11358131
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Grant
    Filed: August 17, 2021
    Date of Patent: June 14, 2022
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11358132
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Grant
    Filed: August 17, 2021
    Date of Patent: June 14, 2022
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Publication number: 20210387172
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Application
    Filed: August 17, 2021
    Publication date: December 16, 2021
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Publication number: 20210370281
    Abstract: A method comprising a) contacting a solvent, a carboxylic acid, and a peroxide-containing compound to form an acidic mixture wherein a weight ratio of solvent to carboxylic acid in the acidic mixture is from about 1:1 to about 100:1; b) contacting a titanium-containing compound and the acidic mixture to form a solubilized titanium mixture wherein an equivalent molar ratio of titanium-containing compound to carboxylic acid in the solubilized titanium mixture is from about 1:1 to about 1:4 and an equivalent molar ratio of titanium-containing compound to peroxide-containing compound in the solubilized titanium mixture is from about 1:1 to about 1:20; and c) contacting a chromium-silica support comprising from about 0.1 wt. % to about 20 wt. % water and the solubilized titanium mixture to form an addition product and drying the addition product by heating to a temperature in a range of from about 50° C. to about 150° C. and maintaining the temperature in the range of from about 50° C. to about 150° C.
    Type: Application
    Filed: August 17, 2021
    Publication date: December 2, 2021
    Inventors: Max P. McDaniel, Kathy S. Clear, Jeremy M. Praetorius, Eric D. Schwerdtfeger, Mitchell D. Refvik, Mark L. Hlavinka
  • Patent number: 11174213
    Abstract: This disclosure provides for routes of synthesis of acrylic acid and other ?,?-unsaturated carboxylic acids and their salts, including catalytic methods. For example, there is provided a process for producing an ?,?-unsaturated carboxylic acid or a salt thereof, the process comprising: (1) contacting in any order, a group 8-11 transition metal precursor, an olefin, carbon dioxide, a diluent, and a metal-treated chemically-modified solid oxide such as a sulfur oxoacid anion-modified solid oxide, a phosphorus oxoacid anion-modified solid oxide, or a halide ion-modified solid oxide, to provide a reaction mixture; and (2) applying reaction conditions to the reaction mixture suitable to produce the ?,?-unsaturated carboxylic acid or the salt thereof. Methods of regenerating the metal-treated chemically-modified solid oxide are described.
    Type: Grant
    Filed: October 12, 2018
    Date of Patent: November 16, 2021
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Pasquale Iacono, Mark L. Hlavinka
  • Publication number: 20210340092
    Abstract: This disclosure provides for processes to form a porous crosslinked polyphenoxide resin, using a templating process which can increase the porosity, pore size, active sites, and the like of the resin, as compared with a non-templated crosslinked polyphenoxide resin. The process includes contacting a phenol or polyphenol compound with formaldehyde and an aqueous base in the presence of a basic particulate template to form a templated crosslinked polyphenol resin. The templated crosslinked polyphenol resin can then be contacted with an aqueous acid to remove the basic particulate template and form a porous crosslinked polyphenol resin. This porous crosslinked polyphenol resin can subsequently be contacted with a metal-containing base to form a promoter for acrylate and acrylic acid formation from CO2 and ethylene coupling.
    Type: Application
    Filed: July 19, 2021
    Publication date: November 4, 2021
    Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LP
    Inventors: Pasquale Iacono, Mark L. Hlavinka