Patents by Inventor Daniel C. Merkel

Daniel C. Merkel 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).

  • Publication number: 20200172457
    Abstract: The present disclosure provides a method for purifying trifluoroiodomethane. The method includes providing a process stream comprising trifluoroiodomethane, organic impurities, and acid impurities; reacting the process stream with a basic aqueous solution, the basic aqueous solution comprising water and at least one base selected from the group of an alkali metal carbonate and an alkali metal hydroxide; and separating at least some of the organic impurities from the process stream.
    Type: Application
    Filed: November 14, 2019
    Publication date: June 4, 2020
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Terris Yang, Pascal Bolomey
  • Patent number: 10662135
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and hexafluoroacetone (HFA), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining hexafluoroacetone (HFA) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising hexafluoroacetone (HFA) and trifluoroiodomethane (CF3I) having a boiling point of about ?29.84° C.±0.30° C. at a pressure of about 14.40 psia±0.30 psia.
    Type: Grant
    Filed: September 16, 2019
    Date of Patent: May 26, 2020
    Assignee: Honeywell International Inc.
    Inventors: Christian Jungong, Haiyou Wang, Daniel C. Merkel, Hang T. Pham, Ryan J. Hulse
  • Patent number: 10647645
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) having a boiling point of about ?25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.
    Type: Grant
    Filed: September 16, 2019
    Date of Patent: May 12, 2020
    Assignee: Honeywell International Inc.
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Hang T. Pham, Ryan J. Hulse
  • Patent number: 10647644
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and hexafluoropropene (HFP), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining hexafluoropropene (HFP) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising hexafluoropropene (HFP) and trifluoroiodomethane (CF3I) having a boiling point of about ?31.21° C.±0.30° C. at a pressure of about 14.21 psia±0.30 psia.
    Type: Grant
    Filed: September 16, 2019
    Date of Patent: May 12, 2020
    Assignee: Honeywell International Inc.
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Hang T. Pham, Ryan J. Hulse
  • Publication number: 20200114188
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and 1,1,1,3,3,3-hexafluoropropane (HFC-236fa), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining 1,1,1,3,3,3-hexafluoropropane (HFC-236fa) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising 1,1,1,3,3,3-hexafluoropropane (HFC-236fa) and trifluoroiodomethane (CF3I) having a boiling point of about ?22.70° C.±0.30° C. at a pressure of about 14.30 psia±0.30 psia.
    Type: Application
    Filed: September 16, 2019
    Publication date: April 16, 2020
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Hang T. Pham, Ryan J. Hulse
  • Publication number: 20200115305
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and hexafluoroacetone (HFA), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining hexafluoroacetone (HFA) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising hexafluoroacetone (HFA) and trifluoroiodomethane (CF3I) having a boiling point of about ?29.84° C.±0.30° C. at a pressure of about 14.40 psia±0.30 psia.
    Type: Application
    Filed: September 16, 2019
    Publication date: April 16, 2020
    Inventors: Christian Jungong, Haiyou Wang, Daniel C. Merkel, Hang T. Pham, Ryan J. Hulse
  • Publication number: 20200115303
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and hexafluoropropene (HFP), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining hexafluoropropene (HFP) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising hexafluoropropene (HFP) and trifluoroiodomethane (CF3I) having a boiling point of about ?31.21° C.±0.30° C. at a pressure of about 14.21 psia±0.30 psia.
    Type: Application
    Filed: September 16, 2019
    Publication date: April 16, 2020
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Hang T. Pham, Ryan J. Hulse
  • Publication number: 20200114187
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and 1,1,1,2,2,3,3-heptafluoropropane (HFC-227 ca), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining 1,1,1,2,2,3,3-heptafluoropropane (HFC-227ca) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising 1,1,1,2,2,3,3-heptafluoropropane (HFC-227ca) and trifluoroiodomethane (CF3I) having a boiling point of about ?24.46° C. ±0.30° C. at a pressure of about 14.40 psia±0.30 psia.
    Type: Application
    Filed: September 16, 2019
    Publication date: April 16, 2020
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Hang T. Pham, Ryan J. Hulse
  • Publication number: 20200115304
    Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) having a boiling point of about ?25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.
    Type: Application
    Filed: September 16, 2019
    Publication date: April 16, 2020
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang, Hang T. Pham, Ryan J. Hulse
  • Patent number: 10508067
    Abstract: A process for the manufacture of halogenated olefins in semi-batch mode by dehydrohalogenation of halogenated alkanes in the presence of an aqueous base such as KOH which simultaneously neutralizes the resulting hydrogen halide. During the process, aqueous base is continuously added to the haloalkane which results in better yields, lower by-product formation and safer/more controllable operation.
    Type: Grant
    Filed: February 5, 2018
    Date of Patent: December 17, 2019
    Assignee: Honeywell International Inc.
    Inventors: George R. Cook, Haluk Kopkalli, Stephen A. Cottrell, Yuon Chiu, Peter Scheidle, Daniel C. Merkel
  • Patent number: 10450248
    Abstract: A method for producing 1,3,3,3-tetrafluoropropene (HFO-1234ze, or 1234ze) from 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd, or 1233zd). In one embodiment, HFO-1233zd is subjected to a disproportionation reaction in the presence of a catalyst at an elevated temperature to produce HFO-1234ze as well as 3,3-dichloro-1,1-difluoropropene (HCFO-1232zc). The catalyst may be at least one of a chromium oxyfluoride catalyst, a chromium oxide catalyst, or a metal fluoride catalyst. The reaction may be conducted in the vapor phase at a temperature between 100° C. and 450° C. Advantageously, in the present method, substantially no hydrogen fluoride (HF) is used as a reactant, and substantially no HF is produced as a product.
    Type: Grant
    Filed: November 1, 2018
    Date of Patent: October 22, 2019
    Assignee: Honeywell International Inc.
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang
  • Publication number: 20190263736
    Abstract: Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF3CF?CH2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl2?CClCH2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF3CCl?CH2, preferably in a 80-96% selectivity. The CF3CCl?CH2 is preferably converted to CF3CFClCH3 (244-isomer) using a SbCl5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr2O3 and FeCl3/C is preferably used as the catalyst to achieve high selectivity to CF3CCl?CH2 (96%). In the second step, SbCl5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF3CFClCH3.
    Type: Application
    Filed: August 24, 2018
    Publication date: August 29, 2019
    Inventors: Sudip Mukhopadhyay, Hsueh S. Tung, Michael Van Der Puy, Daniel C. Merkel, Jing Ji Ma, Cheryl L. Bortz, Barbara A. Light, Steven D. Phillips, Rajesh K. Dubey
  • Patent number: 10364201
    Abstract: In certain aspects, the present invention relates to methods for increasing the cost efficiency and safety of the hydrogenation of a fluorinated olefin by controlling the reaction conditions and parameters. In further aspects, the hydrogenation reaction is provided in a two stage reaction wherein the reactant amounts, temperature and other parameters are controlled such that the conversion percentage, selectivity, and reaction parameters are all within commercially acceptable levels.
    Type: Grant
    Filed: March 21, 2016
    Date of Patent: July 30, 2019
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Stephen A. Cottrell, John J. Senetar, Hsueh S. Tung, Daniel C. Merkel, Yuon Chiu, Haluk Kopkalli
  • Patent number: 10351494
    Abstract: The present disclosure provides various manufacturing processes for the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf or 1234yf). Such methods may allow for the improved yields, more economical processes, and waste reduction in the production of 1234yf and subsequent processes.
    Type: Grant
    Filed: January 8, 2018
    Date of Patent: July 16, 2019
    Assignee: Honeywell International Inc.
    Inventors: Haiyou Wang, Terris Yang, Daniel C. Merkel, Haluk Kopkalli, Gustavo Cerri, Yuon Chiu, Richard D. Horwath
  • Publication number: 20190210944
    Abstract: The present disclosure provides various manufacturing processes for the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf or 1234yf). Such methods may allow for the improved yields, more economical processes, and waste reduction in the production of 1234yf and subsequent processes.
    Type: Application
    Filed: January 8, 2018
    Publication date: July 11, 2019
    Inventors: Haiyou Wang, Terris Yang, Daniel C. Merkel, Haluk Kopkalli, Gustavo Cerri, Yuon Chiu, Richard D. Horwath
  • Patent number: 10343962
    Abstract: The present invention relates, in part, to the discovery that, during the fluorination of certain fluoroolefin starting reagents, particularly, 1,1,2,3-tetrachloropropene (1230xa), oligomerization/polymerization of such starting reagents reduces the conversion process and leads to increased catalyst deactivation. The present invention also illustrates that providing one or more organic co-feed to the fluooolefin starting stream reduces such oligomerization/polymerization and improves catalystic stability.
    Type: Grant
    Filed: March 21, 2017
    Date of Patent: July 9, 2019
    Assignee: Honeywell International Inc.
    Inventors: Selma Bektesevic, Daniel C. Merkel, Mario Joseph Nappa, Xuehui Sun, Hsueh Sung Tung, Haiyou Wang
  • Publication number: 20190194097
    Abstract: The invention provides an improved process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) by reacting 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with hydrogen fluoride, in the presence of a fluorination catalyst, where by using 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) of high purity, the need to add an oxidizing agent (typically chlorine) to keep the catalyst active can be avoided. The HCFC-244bb is then used as an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).
    Type: Application
    Filed: June 25, 2018
    Publication date: June 27, 2019
    Inventors: Robert C. Johnson, Daniel C. Merkel
  • Publication number: 20190177252
    Abstract: Disclosed are processes for a high temperature isomerization reaction converting (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene. In certain aspects of the invention, such a process includes contacting a feed stream with a heated surface, where the feed stream includes (E)-1-chloro-3,3,3-trifluoropropene or mixture of (E)-1-chloro-3,3,3-trifluoropropene with (Z)-1-chloro-3,3,3-trifluoropropene. The resulting product stream includes (Z)-1-chloro-3,3,3-trifluoropropene and (E)-1-chloro-3,3,3-trifluoropropene, where the ratio of (Z) isomer to (E) isomer in the product stream is higher than the ratio feed stream. The (E) and (Z) isomers in the product stream may be separated from one another.
    Type: Application
    Filed: June 11, 2018
    Publication date: June 13, 2019
    Inventors: Konstantin A. Pokrovski, Daniel C. Merkel, Hsueh S. Tung
  • Publication number: 20190152882
    Abstract: A method for producing 1,3,3,3-tetrafluoropropene (HFO-1234ze, or 1234ze) from 1-chloro-3,3,3-trifluoropopene (HCFO-1233zd, or 1233zd). In one embodiment, HFO-1233zd is subjected to a disproportionation reaction in the presence of a catalyst at an elevated temperature to produce HFO-1234ze as well as 3,3-dichloro-1,1-difluoropropene (HCFO-1232zc). The catalyst may be at least one of a chromium oxyfluoride catalyst, a chromium oxide catalyst, or a metal fluoride catalyst. The reaction may be conducted in the vapor phase at a temperature between 100° C. and 450° C. Advantageously, in the present method, substantially no hydrogen fluoride (HF) is used as a reactant, and substantially no HF is produced as a product.
    Type: Application
    Filed: November 1, 2018
    Publication date: May 23, 2019
    Inventors: Christian Jungong, Daniel C. Merkel, Haiyou Wang
  • Patent number: 10259760
    Abstract: Provided are azeotropic and azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) and hydrogen fluoride (HF). Such azeotropic and azeotrope-like compositions are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).
    Type: Grant
    Filed: October 10, 2016
    Date of Patent: April 16, 2019
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Hang T. Pham, Daniel C. Merkel, Konstantin A. Pokrovski, Hsueh S. Tung, Rajiv R. Singh