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).

  • FLUORINATION PROCESS AND REACTOR
    Publication number: 20170239638
    Abstract: The invention relates to a process to prepare tetrahalopropenes, such as 2-chloro-3,3,3-trifluoropropene (1233xf). The process comprises atomizing a feed material, such as 1,2,3-tetrachloropropene (1230xa) and the like, and mixing it with superheated HF to form a vaporized composition of feed material and HF with substantially instantaneous contact with a vapor phase fluorination catalyst. The invention extends catalyst life and forestalls catalyst deactivation.
    Type: Application
    Filed: May 9, 2017
    Publication date: August 24, 2017
    Applicant: Honeywell International, Inc.
    Inventors: Daniel C. Merkel, Hsueh Sung Tung, Haiyou Wang, Haluk Kopkalli, Yuon Chiu
  • METHOD FOR PRODUCING 2-CHLORO-3,3,3,-TRIFLUOROPROPENE (HCFC-1233xf)
    Publication number: 20170233314
    Abstract: The present invention relates to an improved method for manufacturing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf) by reacting 1,1,2,3-tetrachloropropene, 1,1,1,2,3-pentachloropropane, and/or 2,3,3,3-tetrachloropropene with hydrogen fluoride, in a vapor phase reaction vessel in the presence of a vapor phase fluorination catalyst and stabilizer. HCFC-1233xf is an intermediate in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf) which is a refrigerant with low global warming potential.
    Type: Application
    Filed: January 10, 2017
    Publication date: August 17, 2017
    Inventors: Daniel C. Merkel, Hsueh S. Tung
  • Methods for regenerating solid adsorbents
    Patent number: 9731271
    Abstract: The invention provides for a method of regenerating a solid adsorbent, such as a molecular sieve or activated carbon, using stable fluorinated hydrocarbon compounds such as, for example, HFC-245cb (1,1,1,2,2-pentafluoropropane, as a regeneration fluid.
    Type: Grant
    Filed: April 22, 2016
    Date of Patent: August 15, 2017
    Assignee: HONEYWELL INTERNATIONAL. INC.
    Inventors: Haiyou Wang, Hsueh Sung Tung, Daniel C. Merkel
  • AZEOTROPE-LIKE COMPOSITION OF 2-CHLOR0-3,3,3-TRIFLUOROPROPENE (HCFC-1233xf) AND HYDROGEN FLUORIDE (HF)
    Publication number: 20170183278
    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: Application
    Filed: October 10, 2016
    Publication date: June 29, 2017
    Inventors: Hang T. Pham, Daniel C. Merkel, Konstantin A. Pokrovski, Hsueh S. Tung, Rajiv R. Singh
  • PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
    Publication number: 20170166500
    Abstract: The instant invention relates to a process and method for manufacturing 2,3,3,3-tetrafluoropropene by dehydrohalogenating a reactant stream of 2-chloro-1,1,1,2-tetrafluoropropane that is substantially free from impurities, particularly halogenated propanes, propenes, and propynes.
    Type: Application
    Filed: February 28, 2017
    Publication date: June 15, 2017
    Inventors: Daniel C. Merkel, Konstantin A. Pokrovski, Hsueh S. Tung, Haiyou Wang
  • Fluorination process and reactor
    Patent number: 9676687
    Abstract: The invention relates to a process to prepare tetrahalopropenes, such as 2-chloro-3,3,3-trifluoropropene (1233xf). The process comprises atomizing a feed material, such as 1,1,2,3-tetrachloropropene (1230xa) and the like, and mixing it with superheated HF to form a vaporized composition of feed material and HF with substantially instantaneous contact with a vapor phase fluorination catalyst. The invention extends catalyst life and forestalls catalyst deactivation.
    Type: Grant
    Filed: April 27, 2016
    Date of Patent: June 13, 2017
    Assignee: HONEYWELL INTERNATIONAL. INC.
    Inventors: Daniel C. Merkel, Hsueh Sung Tung, Haiyou Wang, Haluk Kopkalli, Yuon Chiu
  • PROCESS TO MANUFACTURE 2-CHLORO-1,1,1,2-TETRAFLUOROPROPANE (HCFC-244bb)
    Publication number: 20170158585
    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-1233x1) with hydrogen fluoride, in a liquid phase reaction in the presence of hydrogen chloride and a liquid phase fluorination catalyst. The hydrogen chloride is added into the reaction from an external source at a pressure of about 100 psig or more. The HCFC-244bb is an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).
    Type: Application
    Filed: February 21, 2017
    Publication date: June 8, 2017
    Inventors: Daniel C. Merkel, Stephen A. Cottrell, Robert C. Johnson
  • Process for producing 2,3,3,3-tetrafluoropropene
    Patent number: 9670117
    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 fluoroolefin starting stream reduces such oligomerization/polymerization and improves catalystic stability.
    Type: Grant
    Filed: November 2, 2012
    Date of Patent: June 6, 2017
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Selma Bektesevic, Daniel C. Merkel, Mario Joseph Nappa, Xuehui Sun, Hsueh Sung Tung, Haiyou Wang
  • High temperature isomerization of (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene
    Patent number: 9650320
    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: Grant
    Filed: October 19, 2015
    Date of Patent: May 16, 2017
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Konstantin A. Pokrovski, Daniel C. Merkel, Hsueh S. Tung
  • Continuous low-temperature process to produce trans-1-chloro-3,3,3-trifluoropropene
    Patent number: 9643903
    Abstract: Disclosed is process for the production of (E) 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd(E)) by conducting a continuous reaction without the use of a catalyst. Also disclosed is an integrated system for producing hydrofluoro olefins, particularly 1233zd(E). The manufacturing process includes six major unit operations: (1) a fluorination reaction of HCC-240fa (in continuous or semi-batch mode) using HF with simultaneous removal of by-product HCl and the product 1233zd(E); (2) recycle of unreacted HCC-240fa and HF together with under-fluorinated by-products back to (1); (3) separation and purification of by-product HCl; (4) separation of excess HF back to (1); (5) purification of final product, 1233zd(E); and (6) isomerization of by-product 1233zd(Z) to 1233zd(E) to maximize the process yield.
    Type: Grant
    Filed: March 4, 2014
    Date of Patent: May 9, 2017
    Assignee: Honeywell International Inc.
    Inventors: Konstantin A. Pokrovski, Daniel C. Merkel, Hsueh Sung Tung
  • PROCESS FOR REDUCING 1233xf CONCENTRATION IN 244bb
    Publication number: 20170113987
    Abstract: The present disclosure provides a method for separating 244bb from 1233xf by using solid adsorbent selected from molecular sieves having an average pore size of 5A or greater.
    Type: Application
    Filed: April 22, 2016
    Publication date: April 27, 2017
    Applicant: HONEYWELL INTERNATIONAL INC
    Inventors: Haiyou WANG, Daniel C. MERKEL, Hsueh Sung TUNG, Michael GATTER
  • Method for producing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf)
    Patent number: 9573867
    Abstract: The present invention relates to an improved method for manufacturing 2-chloro-3,3,3-trifluoropropene, (HCFC-1233xf) by reacting 1,1,2,3-tetrachloropropene, 1,1,1,2,3-pentachloropropane, and/or 2,3,3,3-tetrachloropropene with hydrogen fluoride, in a vapor phase reaction vessel in the presence of a vapor phase fluorination catalyst and stabilizer. HCFC-1233xf is an intermediate in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf) which is a refrigerant with low global warming potential.
    Type: Grant
    Filed: January 4, 2016
    Date of Patent: February 21, 2017
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Daniel C. Merkel, Hsueh S. Tung
  • PROCESS FOR THE MANUFACTURE OF FLUORINATED OLEFINS
    Publication number: 20160340277
    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: Application
    Filed: March 21, 2016
    Publication date: November 24, 2016
    Inventors: STEPHEN A. COTTRELL, JOHN J. SENETAR, HSUEH S. TUNG, DANIEL C. MERKEL, YUON CHIU, HALUK KOPKALLI
  • STAGED FLUORINATION PROCESS AND REACTOR SYSTEM
    Publication number: 20160332934
    Abstract: The invention relates to a composition comprising 2-choro-1,1,1,2-tetrafluoropropane (244bb) and less than about 2% by weight 1,1,1,2,2-pentafluoropropane (245cb).
    Type: Application
    Filed: June 22, 2016
    Publication date: November 17, 2016
    Applicant: Honeywell International, Inc.
    Inventors: Yuon Chiu, Haluk Kopkalli, Robert A. Smith, Daniel C. Merkel
  • METHODS FOR REGENERATING SOLID ADSORBENTS
    Publication number: 20160311735
    Abstract: The invention provides for a method of regenerating a solid adsorbent, such as a molecular sieve or activated carbon, using stable fluorinated hydrocarbon compounds such as, for example, HFC-245cb (1,1,1,2,2-pentafluoropropane, as a regeneration fluid.
    Type: Application
    Filed: April 22, 2016
    Publication date: October 27, 2016
    Applicant: HONEYWELL INTERNATIONAL INC.
    Inventors: Haiyou WANG, Hsueh Sung Tung, Daniel C. Merkel
  • Integrated process and methods of producing (E)-1-chloro-3,3,3-trifluoropropene
    Patent number: 9463432
    Abstract: The present invention relates to methods, process, and integrated systems for economically producing (E)-1-chloro-3,3,3-trifluoropropene via vapor phase and/or liquid processes.
    Type: Grant
    Filed: April 28, 2015
    Date of Patent: October 11, 2016
    Assignee: Honeywell International Inc.
    Inventors: Hsueh Sung Tung, Konstantin A. Pokrovski, Daniel C. Merkel, Robert Johnson
  • Azeotrope-like composition of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) and hydrogen fluoride (HF)
    Patent number: 9464013
    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: September 10, 2013
    Date of Patent: October 11, 2016
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Hang T. Pham, Daniel C. Merkel, Konstantin A. Pokrovski, Hsueh S. Tung, Rajiv R. Singh
  • FLUORINATION PROCESS AND REACTOR
    Publication number: 20160237010
    Abstract: The invention relates to a process to prepare tetrahalopropenes, such as 2-chloro-3,3,3-trifluoropropene (1233xf). The process comprises atomizing a feed material, such as 1,1,2,3-tetrachloropropene (1230xa) and the like, and mixing it with superheated HF to form a vaporized composition of feed material and HF with substantially instantaneous contact with a vapor phase fluorination catalyst. The invention extends catalyst life and forestalls catalyst deactivation.
    Type: Application
    Filed: April 27, 2016
    Publication date: August 18, 2016
    Applicant: Honeywell International, Inc.
    Inventors: Daniel C. Merkel, Hsueh Sung Tung, Haiyou Wang, Haluk Kopkalli, Yuon Chiu
  • Process for producing 2,3,3,3-tetrafluoropropene
    Patent number: 9416074
    Abstract: The present invention relates, in part, to the discovery that the presence of impurities in a reactor for dehydrochlorinating HCFC-244bb to HFO-1234yf results in a reduced conversion rate and/or a selectivity changeover from HFO-1234yf to HCFO-1233xf. By substantially removing such impurities, it is shown that the conversion rate may be improved and selectivity to HFO-1234yf via dehydrochlorination of HCFC-244bb is also improved.
    Type: Grant
    Filed: October 10, 2012
    Date of Patent: August 16, 2016
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Haiyou Wang, Hsueh Sung Tung, Daniel C. Merkel
  • AZEOTROPIC COMPOSITIONS OF 1,1,3,3-TETRACHLOROPROP-1-ENE AND HYDROGEN FLUORIDE
    Publication number: 20160221902
    Abstract: Provided are azeotropic or azeotrope-like mixtures of 1,1,3,3-tetrachloroprop-1-ene (HCO-1230za) and hydrogen fluoride. Such compositions are useful as feed stock in the production of HFC-245fa and HCFO-1233zd.
    Type: Application
    Filed: April 11, 2016
    Publication date: August 4, 2016
    Inventors: Daniel C. Merkel, Hsueh Sung Tung, Konstantin A. Pokrovski, Haiyou Wang, Stephen A. Cottrell, Hang T. Pham