Azeotropic Or Azeotrope-like Composition Patents (Class 510/408)
  • Patent number: 11724975
    Abstract: An object of the present invention is to provide a method that can efficiently remove water contained in pentafluoropropane. Provided as a solution is a method comprising distilling a composition comprising pentafluoropropane and water to thereby extract pentafluoropropane with a water content higher than that of the composition as a first stream, and pentafluoropropane with a water content lower than that of the composition as a second stream.
    Type: Grant
    Filed: February 22, 2022
    Date of Patent: August 15, 2023
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuuko Ohhigashi, Tatsuya Takakuwa, Kazuhiro Takahashi
  • Patent number: 11286222
    Abstract: An object of the present invention is to provide a method that can efficiently remove water contained in pentafluoropropane. Provided as a solution is a method comprising distilling a composition comprising pentafluoropropane and water to thereby extract pentafluoropropane with a water content higher than that of the composition as a first stream, and pentafluoropropane with a water content lower than that of the composition as a second stream.
    Type: Grant
    Filed: June 15, 2018
    Date of Patent: March 29, 2022
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuuko Ohhigashi, Tatsuya Takakuwa, Kazuhiro Takahashi
  • Patent number: 10815409
    Abstract: The present invention relates to a refrigerant composition, including difluoromethane (HFC-32), pentafluoroethane (HFC-125), and trifluoroiodomethane (CF3I) for use in a heat exchange system, including air conditioning and refrigeration applications and in particular aspects to the use of such compositions as a replacement of the refrigerant R-410A for heating and cooling applications and to retrofitting heat exchange systems, including systems designed for use with R-410A.
    Type: Grant
    Filed: October 6, 2018
    Date of Patent: October 27, 2020
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Ankit Sethi, Samuel F. Yana Motta, Ryan Hulse, Robert Gerard Richard, Gregory Laurence Smith, Henna Tangri, Elizabet del Carmen Vera Becerra, Yang Zou
  • Patent number: 10457844
    Abstract: Disclosed are heat transfer compositions and methods and systems containing refrigerants consisting essentially of difluoromethane (HFC-32), and trifluoroiodomethane (CF3I), and heat transfer compositions and methods and systems containing refrigerants consisting essentially of difluoromethane (HFC-32), and trifluoroiodomethane (CF3I) and CO2.
    Type: Grant
    Filed: May 4, 2018
    Date of Patent: October 29, 2019
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Yang Zou, Samuel F. Yana Motta, Gustavo Pottker, Ankit Sethi, Elizabet del Carmen Vera Becerra, Henna Tangri
  • Patent number: 10427999
    Abstract: The present invention discloses a manufacturing process to produce high purity 1234yf from 245eb, which preferably includes the removal of impurities present in 245eb raw material, the dehydrofluorination of 245eb, and the removal of impurities present in final crude product. The disclosed manufacturing process allows the production of a 1234yf product with lower the levels of 1225ye and/or trifluoropropene, preferably in amounts of less than about 500, and 50 ppm, respectively.
    Type: Grant
    Filed: March 6, 2017
    Date of Patent: October 1, 2019
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Haiyou Wang, Hsueh Sung Tung, Rajiv R. Singh, Ian Shankland
  • Patent number: 10132200
    Abstract: A method for converting heat from a heat source to mechanical energy is provided. The method comprises heating a working fluid E-1,3,3,3-tetrafluoropropene and at least one compound selected from 1,1,1,2-tetrafluoroethane and 1,1,2,2-tetrafluoroethane using heat supplied from the heat source; and expanding the heated working fluid to lower the pressure of the working fluid and generate mechanical energy as the pressure of the working fluid is lowered. Additionally, a power cycle apparatus containing a working fluid to convert heat to mechanical energy is provided. The apparatus contains a working fluid comprising E-1,3,3,3-tetrafluoropropene and at least one compound selected from 1,1,1,2-tetrafluoroethane and 1,1,2,2-tetrafluoroethane. A working fluid is provided comprising an azeotropic or azeotrope-like combination of E-1,3,3,3-tetrafluoropropene, 1,1,2,2-tetrafluoroethane and 1,1,2,2-tetrafluoroethane.
    Type: Grant
    Filed: November 21, 2014
    Date of Patent: November 20, 2018
    Assignee: THE CHEMOURS COMPANY FC, LLC
    Inventor: Konstantinos Kontomaris
  • Patent number: 9676985
    Abstract: The present invention relates, in part, to heat transfer and refrigerant compositions and methods that include HFC-32; HFO-1234ze and HFC-125.
    Type: Grant
    Filed: June 13, 2016
    Date of Patent: June 13, 2017
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Samuel F. Yana Motta, Mark W. Spatz, Elizabet Del Carmen Vera Becerra, Ankit Sethi, Thomas Morris
  • Patent number: 9657208
    Abstract: Provided are azeotrope-like compositions comprising tetrafluoropropene and hydrofluorocarbons and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agent compositions, and aerosol propellants.
    Type: Grant
    Filed: November 11, 2014
    Date of Patent: May 23, 2017
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Rajiv R. Singh, Hang T. Pham, Gary M. Knopeck
  • Patent number: 9365759
    Abstract: The present invention relates, in part, to heat transfer and refrigerant compositions and methods that include HFC-32; HFO-1234ze and HFC-125.
    Type: Grant
    Filed: January 9, 2015
    Date of Patent: June 14, 2016
    Assignee: HONEYWELL INTERNATIONAL INC.
    Inventors: Samuel F. Yana Motta, Mark W. Spatz, Elizabet Del Carmen Vera Becerra, Ankit Sethi, Thomas Morris
  • Patent number: 9267065
    Abstract: The present invention relates to azeotrope and azeotrope-like compositions comprised of 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) and 1,1,1,2,3-pentafluoropropane (HFC-245eb), and uses thereof.
    Type: Grant
    Filed: August 11, 2010
    Date of Patent: February 23, 2016
    Assignee: Arkema Inc.
    Inventors: Brett L. Van Horn, Philippe Bonnet, Laurent Abbas
  • Patent number: 9157018
    Abstract: Provided are compositions, preferably azeotrope or azeotrope-like compositions comprised of 1,1,1,4,4,4-hexafluoro-2-butene and chlorotrifluoropropene, particularly 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), and uses thereof.
    Type: Grant
    Filed: November 25, 2010
    Date of Patent: October 13, 2015
    Assignee: ARKEMA FRANCE
    Inventors: Wissam Rached, Laurent Abbas, Jean-Christophe Boutier
  • Publication number: 20150147280
    Abstract: An azeotrope-like mixture consisting essentially of chlorotrifluoropropene and at least one component selected from the group consisting of a C1-C3 alcohol, a C5-C6 hydrocarbon, a halogenated hydrocarbon, methylal, methyl acetone, water, nitromethane, and combinations thereof.
    Type: Application
    Filed: January 30, 2015
    Publication date: May 28, 2015
    Inventors: Rajat Basu, Leslie Bement, Kane Cook, Ryan Hulse, Gary Knopeck, Hang T. Pham, Rajiv R. Singh, David J. Williams
  • Patent number: 8999909
    Abstract: Provided are azeotropic or azeotrope-like mixtures of 1,1,1,3,3-pentachloro-propane (240fa) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of HFC-245fa and HCFO-1233zd.
    Type: Grant
    Filed: February 23, 2012
    Date of Patent: April 7, 2015
    Assignee: Honeywell International Inc.
    Inventors: Daniel C. Merkel, Hsueh Sung Tung, Konstantin A. Pokrovski, Hang T. Pham, Ryan Hulse
  • Patent number: 8975456
    Abstract: The present invention provides a method for purifying HFO-1234yf, comprising the steps of (1) cooling a liquid mixture containing HFO-1234yf and HF to separate the mixture into a upper liquid phase having a high concentration of HF and a lower liquid phase having a high concentration of 2,3,3,3-tetrafluoropropene; and (2) subjecting the lower liquid phase obtained in step (1) to a distillation operation to withdraw a mixture containing HFO-1234yf and HF from a top of a distillation column, thereby obtaining substantially HF-free HFO-1234yf from a bottom of the distillation column. According to the present invention, HF and HFO-1234yf contained in a mixture containing HF and HFO-1234yf can be separated under simple and economically advantageous conditions.
    Type: Grant
    Filed: November 9, 2010
    Date of Patent: March 10, 2015
    Assignee: Daikin Industries, Ltd.
    Inventors: Takehiro Chaki, Kazuhiro Takahashi, Yoshinori Tanaka, Hitoshi Yoshimi
  • Patent number: 8961808
    Abstract: Azeotrope-like compositions are disclosed. The azeotrope-like compositions are mixtures of E-1-chloro-2,3,3,3-tetrafluoropropene with E-1,1,1,4,4,4-hexafluoro-2-butene or E-1,1,1,4,4,5,5,5-octafluoro-2-pentene. Also disclosed is a process of preparing a thermoplastic or thermoset foam by using such azeotrope-like compositions as blowing agents. Also disclosed is a process of producing refrigeration by using such azeotrope-like compositions. Also disclosed is a process of using such azeotrope-like compositions as solvents. Also disclosed is a process of producing an aerosol product by using such azeotrope-like compositions. Also disclosed is a process of using such azeotrope-like compositions as heat transfer media. Also disclosed is a process of extinguishing or suppressing a fire by using such azeotrope-like compositions. Also disclosed is a process of using such azeotrope-like compositions as dielectrics.
    Type: Grant
    Filed: October 19, 2012
    Date of Patent: February 24, 2015
    Assignee: E I du Pont de Nemours and Company
    Inventor: Mark L Robin
  • Patent number: 8883708
    Abstract: Provided are azeotrope-like compositions comprising tetrafluoropropene and hydrofluorocarbons and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agent compositions, and aerosol propellants.
    Type: Grant
    Filed: November 19, 2013
    Date of Patent: November 11, 2014
    Assignee: Honeywell International Inc.
    Inventors: Rajiv R. Singh, Hang T. Pham, Gary M. Knopeck
  • Patent number: 8883707
    Abstract: Provided are azeotropic and azeotrope-like compositions of PF5 and HF, and methods of making such compositions. Such azeotropic and azeotrope-like compositions can be used, for example, in processes for producing LiPF6.
    Type: Grant
    Filed: April 29, 2011
    Date of Patent: November 11, 2014
    Assignee: Honeywell International Inc.
    Inventors: Ryan J. Hulse, Rajat S. Basu, Matthew H. Luly
  • Patent number: 8877087
    Abstract: Nonflammable compositions comprising fluorinated compounds selected from the group consisting of hydrofluoroalkanes, hydrofluoroalkenes, partially or perfluorinated aromatic compounds, hydrofluoroethers, and fluoroketones; 1,2-dichloroethylene, especially trans-1,2-dichloroethylene; and a stabilizer. These non-flammable compositions which preferably contain 1,1,1,3,3-pentafluorobutane, can be used especially as solvents for cleaning and defluxing electronic components and for degreasing metals. The compositions further may comprise a propellant, e.g. 1,1,1,2-tetrafluoroethane. These compositions are especially suitable as flushing agent.
    Type: Grant
    Filed: November 2, 2012
    Date of Patent: November 4, 2014
    Assignee: Solvay Fluor GmbH
    Inventors: Michael Marhold, Helge Rau, Karsten Borner, Christoph Meurer
  • Patent number: 8845921
    Abstract: The invention provides a method for separating halocarbons. In particular, a method for separating 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) from 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) by adding a third component and then separating via conventional distillation. More particularly the invention pertains to a method for separating HCFC-244bb from HCFC-1233xf which are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).
    Type: Grant
    Filed: March 29, 2010
    Date of Patent: September 30, 2014
    Assignee: Honeywell International Inc.
    Inventors: Daniel C. Merkel, Konstantin A. Pokrovski, Hsueh S. Tung, Hang T. Pham, Rajiv R. Singh
  • Patent number: 8809254
    Abstract: Provided are azeotrope-like compositions comprising heptafluoropropane and trifluoroiodomethane and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agents, fire suppressant compositions, and aerosol propellants.
    Type: Grant
    Filed: October 28, 2013
    Date of Patent: August 19, 2014
    Assignee: Honeywell International Inc.
    Inventors: Rajiv Ratna Singh, Hang T. Pham, Robert G. Richard
  • Patent number: 8758640
    Abstract: Nonflammable compositions comprising fluorinated compounds selected from the group consisting of hydrofluoroalkanes, hydrofluoroalkenes, partially or perfluorinated aromatic compounds, hydrofluoroethers, and fluoroketones; 1,2-dichloroethylene, especially trans-1,2-dichloroethylene; and a stabilizer. These non-flammable compositions which preferably contain 1,1,1,3,3-pentafluorobutane, can be used especially as solvents for cleaning and defluxing electronic components and for degreasing metals. The compositions further may comprise a propellant, e.g. 1,1,1,2-tetrafluoroethane. These compositions are especially suitable as flushing agent.
    Type: Grant
    Filed: November 2, 2012
    Date of Patent: June 24, 2014
    Assignee: Solvay Fluor GmbH
    Inventors: Michael Marhold, Helge Rau, Karsten Borner, Christoph Meurer
  • Patent number: 8741829
    Abstract: Provided are azeotrope-like compositions comprising tetrafluoropropene and hydrofluorocarbons and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agent compositions, and aerosol propellants.
    Type: Grant
    Filed: March 26, 2012
    Date of Patent: June 3, 2014
    Assignee: Honeywell International Inc.
    Inventors: Rajiv R. Singh, Hang T. Pham, Gary Knopeck
  • Patent number: 8741828
    Abstract: The present invention pertains to ternary azeotrope and azeotrope-like composition including 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), HF, and either 1,1,2,3-tetrachloropropene (TCP) or 1,1,1,2,2-pentafluoropropane (HFC-245cb). The present invention also relates to binary azeotropes of 2,3,3,3-tetrachloropropene and 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: January 23, 2012
    Date of Patent: June 3, 2014
    Assignee: Honeywell International Inc.
    Inventors: Ryan Hulse, Hang T. Pham, Hsueh Sung Tung, Konstantin Pokrovski, Daniel C. Merkel
  • Patent number: 8703690
    Abstract: This invention relates to the use of chloro-trifluoropropenes as refrigerants in negative-pressure liquid chillers and methods of replacing an existing refrigerant in a chiller with chloro-trifluoropropenes. The chloro-trifluoropropenes, particularly 1-chloro-3,3,3-trifluoropropene, have high efficiency and unexpectedly high capacity in liquid chiller applications and are useful as more environmentally sustainable refrigerants for such applications, including the replacement of R-123 and R-11.
    Type: Grant
    Filed: March 6, 2009
    Date of Patent: April 22, 2014
    Assignee: Arkema Inc.
    Inventors: Brett L. Van Horn, Phillipe Bonnet
  • Patent number: 8680037
    Abstract: Azeotropic or azeotrope-like compositions are disclosed. The azeotropic or azeotrope-like compositions are mixtures of Z-1,1,1,4,4,4-hexafluoro-2-butene with ethanol, 2-chloro-3,3,3-trifluoropropene, methanol, E-1,1,1,4,4,5,5,5-octafluoro-2-pentene, 2-bromo-3,3,3-trifluoropropene, methyl acetate, acetone, chloroform, n-hexane or 1-chloro-3,3,3-trifluoropropene. Also disclosed is a process of preparing a thermoplastic or thermoset foam by using such azeotropic or azeotrope-like compositions as blowing agents. Also disclosed is a process of producing refrigeration by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as solvents. Also disclosed is a process of producing an aerosol product by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as heat transfer media.
    Type: Grant
    Filed: June 2, 2010
    Date of Patent: March 25, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventor: Mark Robin
  • Patent number: 8623808
    Abstract: Disclosed are compositions useful in a wide variety of applications, including heat transfer fluids which possess a highly desirable and unexpectedly superior combination of properties, and heat transfer systems and methods based on these fluids. The preferred heat transfer fluid comprises from about 1 to about 40 percent, on a weight basis, of carbon dioxide (CO2) and from about 99 to about 60 percent, on a weight basis, of a compound having the Formula I XCFzR3-z (I), where X is a C2 or a C3 unsaturated, substituted or unsubstituted, alkyl radical, each R is independently Cl, F, Br, I or H, and z is 1 to 3. A preferred compound of Formula I is tetrafluoropropene, particularly 1,1,1,3-tetrafluoropropene and/or 1,1,1,3-tetrafluoropropene.
    Type: Grant
    Filed: August 5, 2011
    Date of Patent: January 7, 2014
    Assignee: Honeywell International Inc.
    Inventors: Rajiv R. Singh, Hang T. Pham, Ian Shankland
  • Patent number: 8623233
    Abstract: Azeotropic or azeotrope-like compositions are disclosed. The azeotropic or azeotrope-like compositions are mixtures of Z-1,1,1,4,4,4-hexafluoro-2-butene, trans-1,2-dichloroethylene and 1,1,1,3,3-pentafluorobutane. Also disclosed is a process of preparing a thermoplastic or thermoset foam by using such azeotropic or azeotrope-like compositions as blowing agents. Also disclosed is a process of producing refrigeration by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as solvents. Also disclosed is a process of producing an aerosol product by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as heat transfer media. Also disclosed is a process of extinguishing or suppressing a fire by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as dielectrics.
    Type: Grant
    Filed: January 10, 2011
    Date of Patent: January 7, 2014
    Assignee: E I du Pont de Nemours and Company
    Inventors: Mark L. Robin, Joan Ellen Bartelt
  • Patent number: 8598107
    Abstract: Provided are azeotrope-like compositions comprising heptafluoropropane and trifluoroiodomethane and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agents, fire suppressant compositions, and aerosol propellants.
    Type: Grant
    Filed: January 13, 2009
    Date of Patent: December 3, 2013
    Assignee: Honeywell International Inc.
    Inventors: Rajiv Ratna Singh, Hang T. Pham, Robert Gerard Richard
  • Patent number: 8541634
    Abstract: Disclosed are azeotropic and azeotrope-like mixtures of (Z)-1-chloro-3,3,3-trifluoropropene (1233zd(Z)) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of 1233zd(Z). The latter compound is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent, aerosol propellant, heat transfer medium, dielectric, fire extinguishing composition and power cycle working fluid.
    Type: Grant
    Filed: January 14, 2013
    Date of Patent: September 24, 2013
    Assignee: Honeywell International Inc.
    Inventors: Ryan Hulse, Hang T Pham
  • Patent number: 8518293
    Abstract: The present invention pertains to azeotropic and azeotrope-like compositions of the following three blends: 1. Trans-1,3,3,3-tetrafluoropropene (HFO-1234ze(E)), cis-1,3,3,3-tetrafluoropropene (HFO-1234ze(Z)) and hydrogen fluoride (HF); 2. HFO-1234ze(E), 1,1,1,3,3-pentafluoropropane (HFC-245fa) and HF; and 3. HFO-1234ze(Z), HFC-245fa and HF. These azeotropic and azeotrope-like compositions are useful as intermediates in the production of HFO-1234ze(E).
    Type: Grant
    Filed: September 3, 2010
    Date of Patent: August 27, 2013
    Assignee: Honeywell International Inc.
    Inventors: Ryan Hulse, Hang T. Pham, Rajiv Ratna Singh, Daniel C Merkel, Konstantin A. Pokrovski, Hsueh Sung Tung
  • Patent number: 8519200
    Abstract: Provided are azeotropic or azeotrope-like mixtures of 1,1,3,3-tetrachloro-1-fluoropropane (HCFC-241fa) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of HFC-245fa and HCFO-1233zd.
    Type: Grant
    Filed: February 23, 2012
    Date of Patent: August 27, 2013
    Assignee: Honeywell International Inc.
    Inventors: Daniel C. Merkel, Konstantin A. Pokrovski, Hang T. Pham, Hsueh Sung Tung, Ryan Hulse
  • Patent number: 8497401
    Abstract: The invention is directed to a ternary azeotrope-like mixture consisting essentially of effective amounts of 1,1,1,3,3-pentafluoropropane, 1-chloro-3,3,3-trifluoropropene, and hydrogen fluoride.
    Type: Grant
    Filed: November 7, 2011
    Date of Patent: July 30, 2013
    Assignee: Honeywell International Inc.
    Inventors: Ryan Hulse, Rajiv Ratna Singh, Hsueh Sung Tung, Ian Shankland
  • Patent number: 8492327
    Abstract: Provided are azeotrope-like compositions comprising difluoromethane and trifluoroiodomethane and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agent compositions, and aerosol propellants.
    Type: Grant
    Filed: April 23, 2012
    Date of Patent: July 23, 2013
    Assignee: Honeywell International Inc.
    Inventors: Rajiv R. Singh, Hang T. Pham, David P. Wilson
  • Patent number: 8486293
    Abstract: Described is a process for separating 1,1,1,2-tetrafluoropropane and hydrogen fluoride from a mixture comprising 1,1,1,2-tetrafluoropropane, 1,1,1,2,3-pentafluoropropane and hydrogen fluoride comprising: subjecting said 1,1,1,2-tetrafluoropropane, 1,1,1,2,3-pentafluoropropane and hydrogen fluoride mixture to a distillation step, forming a column distillate composition comprising an azeotropic or near-azeotropic composition of said 1,1,1,2-tetrafluoropropane and hydrogen fluoride, and a bottoms composition of 1,1,1,2,3-pentafluoropropane. The column distillate may optionally be made essentially free of 1,1,1,2,3-pentafluoropropane and the column bottoms composition may optionally be made essentially free of HF. Also described is a process for separating 1,1,1,2-tetrafluoropropane and hydrogen fluoride from a mixture of 1,1,1,2-tetrafluoropropane and hydrogen fluoride. Also described are azeotropic and azeotrope-like compositions comprising 1,1,1,2-tetrafluoropropane and hydrogen fluoride.
    Type: Grant
    Filed: October 6, 2010
    Date of Patent: July 16, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventor: Jeffrey P. Knapp
  • Patent number: 8410040
    Abstract: An azeotrope-like composition consisting essentially of 1,1,1,2,3-pentachloropropane and hydrogen fluoride is provided, as well as methods that involve such an azeotrope-like composition.
    Type: Grant
    Filed: October 28, 2009
    Date of Patent: April 2, 2013
    Assignee: Honeywell International Inc.
    Inventors: Hsueh S. Tung, Hang T. Pham, Rajiv R. Singh, Daniel C. Merkel
  • Patent number: 8410039
    Abstract: The present disclosure provides azeotropic and azeotrope-like compositions comprised of methylperfluoroheptene ethers and trans-1,2-dichloroethylene. The present disclosure also provides for methods of use for the azeotropic and azeotrope-like compositions.
    Type: Grant
    Filed: July 29, 2011
    Date of Patent: April 2, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Joan Ellen Bartelt, Jeffrey P. Knapp
  • Patent number: 8378158
    Abstract: Disclosed are azeotropic and azeotrope-like mixtures of (Z)-1-chloro-3,3,3-trifluoropropene (1233zd(Z)) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of 1233zd(Z). The latter compound is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent, aerosol propellant, heat transfer medium, dielectric, fire extinguishing composition and power cycle working fluid.
    Type: Grant
    Filed: October 5, 2011
    Date of Patent: February 19, 2013
    Assignee: Honeywell International Inc.
    Inventors: Ryan Hulse, Hang T. Pham
  • Patent number: 8377327
    Abstract: A process is disclosed for the manufacture of CF3CF?CH2 and CF3CH?CHF. The process involves dehydrofluorinating CF3CHFCH2F in the presence of a dehydrofluorination catalyst to produce a product mixture comprising CF3CF?CH2 and CF3CH?CHF, and recovering said CF3CF?CH2 and CF3CH?CHF from the product mixture. The present invention also provides a composition comprising (a) the Z-isomer of CF3CH?CHF and (b) HF; wherein the HF is present in an effective amount to form an azeotropic combination with the Z—CF3CH?CHF.
    Type: Grant
    Filed: April 13, 2010
    Date of Patent: February 19, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Mario Joseph Nappa, Allen Capron Sievert, Ralph Newton Miller
  • Patent number: 8354039
    Abstract: Halocarbons of the structure CF3CF2CH2X, wherein X is either F or Cl or mixtures thereof prepared by: contacting at least one 2-fluorochloropropane with hydrogen fluoride in a first fluorination step in the gas phase or liquid phase under substantially anhydrous conditions, in the absence of added catalyst to partially fluorinate said 2-fluorochloropropane; contacting said partially fluorinated 2-fluorochloropropane with at least the stoichiometric molar equivalent of hydrogen fluoride under substantially anhydrous conditions, in the presence of at least one fluorination catalyst in a second fluorination step; removing said reaction products from contact with said catalyst, and isolating a substantial yield of at least 1,1,1,2,2,3-hexafluoropropane or 1,1,1,2,2, penta-3-chloropropane, or mixtures thereof, respectively.
    Type: Grant
    Filed: June 6, 2011
    Date of Patent: January 15, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Mario Joseph Nappa, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert, Jeffrey P. Knapp
  • Publication number: 20130004435
    Abstract: The present invention relates, in part, to ternary azeotropic compositions and mixtures including chlorotrifluoropropene, methanol, and a third component selected from isohexane, trans-1,2-dichloroethylene, and petroleum ether. The present invention further relates to ternary azeotropic compositions and mixtures including chlorotrifluoropropene, cyclopentane, and a alcohol selected from methanol, ethanol, and isopropanol.
    Type: Application
    Filed: August 23, 2012
    Publication date: January 3, 2013
    Applicant: HONEYWELL INTERNATIONAL INC.
    Inventors: Kane D. COOK, Rajat S. BASU, Ryan HULSE
  • Patent number: 8338355
    Abstract: There is provided an azeotrope or azeotrope-like composition containing (A) 1,1,2,2-tetrafluoro-1-methoxyethane and (B) a compound formed of at least one selected from the group consisting of (Z)-1-chloro-3,3,3-trifluoropropene, 2-bromo-3,3,3-trifluoropropene, and (E)-2-bromo-1,3,3,3-tetrafluoropropene.
    Type: Grant
    Filed: October 2, 2007
    Date of Patent: December 25, 2012
    Assignee: Central Glass Company, Limited
    Inventors: Akira Ishihara, Yasuo Hibino
  • Publication number: 20120286192
    Abstract: Azeotrope-like compositions comprising a blend of 1,1,1,3,3-pentafluorobutane and one of perfluoroheptane or perfluoro-N-methylmorpholine, and uses thereof, are described.
    Type: Application
    Filed: May 12, 2011
    Publication date: November 15, 2012
    Inventor: John G. Owens
  • Publication number: 20120227764
    Abstract: The present disclosure provides azeotropic and azeotrope-like compositions comprised of methylperfluoroheptene ethers and trans-1,2-dichloroethylene. The present disclosure also provides for methods of use for the azeotropic and azeotrope-like compositions.
    Type: Application
    Filed: July 29, 2011
    Publication date: September 13, 2012
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY
    Inventors: JOAN ELLEN BARTELT, Jeffrey P. Knapp
  • Patent number: 8262924
    Abstract: Azeotropic or azeotrope-like compositions are disclosed. The azeotropic or azeotrope-like compositions are mixtures of E-1,1,1,4,4,4-hexafluoro-2-butene with methyl formate, n-pentane, 2-methylbutane, trans-1,2-dichloroethylene, 1,1,1,3,3-pentafluoropropane, n-butane or isobutane. Also disclosed is a process of preparing a thermoplastic or thermoset foam by using such azeotropic or azeotrope-like compositions as blowing agents. Also disclosed is a process of producing refrigeration by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as solvents. Also disclosed is a process of producing an aerosol product by using such azeotropic or azeotrope-like compositions. Also disclosed is a process of using such azeotropic or azeotrope-like compositions as heat transfer media. Also disclosed is a process of extinguishing or suppressing a fire by using such azeotropic or azeotrope-like compositions.
    Type: Grant
    Filed: May 20, 2011
    Date of Patent: September 11, 2012
    Assignee: E I du Pont de Nemours and Company
    Inventor: Mark L. Robin
  • Patent number: 8247366
    Abstract: An azeotrope-like composition consisting essentially of 1,1,2,3-tetrachloropropene and hydrogen fluoride is provided, as well as methods that involve such an azeotrope-like composition.
    Type: Grant
    Filed: August 4, 2011
    Date of Patent: August 21, 2012
    Assignee: Honeywell International Inc.
    Inventors: Hsueh S. Tung, Hang T. Pham, Rajiv R. Singh, Daniel C. Merkel, Robert Johnson
  • Publication number: 20120190604
    Abstract: The present invention relates to azeotropic or azeotrope-like compositions comprising a fluorinated olefin having the formula E- or Z—C3F7CH?CHC3F7, and at least one alcohol, halocarbon, hydrofluorocarbon, fluoroether, or alkanes and combinations thereof. In one embodiment, the one compound selected from the group consisting of alcohols, halocarbons, fluoroalkyl ethers, hydrofluorocarbons, alkanes is either methanol, ethanol, iso-propanol, n-propanol, trans-1,2-dichloroethylene, cis-1,2-dichloroethylene, n-propyl bromide, C4F9OCH3, C4F9OC2H5, HFC-43-10mee, HFC-365mfc, heptane, or combinations thereof. In another embodiment, these compositions are useful in cleaning applications as a degreasing agent or defluxing agent for removing oils and/or other residues from a surface.
    Type: Application
    Filed: March 30, 2012
    Publication date: July 26, 2012
    Applicant: E. I. DU PONT DE NEMOURS AND COMPANY
    Inventors: MELODIE A. SCHWEITZER, ALLEN CAPRON SIEVERT, JOAN ELLEN BARTELT, BARBARA HAVILAND MINOR
  • Publication number: 20120138841
    Abstract: Disclosed are azeotropic and azeotrope-like mixtures of (Z)-1-chloro-3,3,3-trifluoropropene (1233zd(Z)) and hydrogen fluoride. Such compositions are useful as an intermediate in the production of 1233zd(Z). The latter compound is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent, aerosol propellant, heat transfer medium, dielectric, fire extinguishing composition and power cycle working fluid.
    Type: Application
    Filed: October 5, 2011
    Publication date: June 7, 2012
    Inventors: Ryan Hulse, Hang T. Pham
  • Publication number: 20120128964
    Abstract: An azeotrope-like mixture consisting essentially of a binary azeotrope-like mixture consisting essentially of trans-1-chloro-3,3,3-trifluoropropene (trans-HFO-1233zd) and a second component selected from the group consisting of 2,3,3,3-tetrafluoropropene (HFO-1234yf) and trans-1,3,3,3-tetrafluoropropene (trans-HFO-1234ze), and combinations of these and various uses thereof.
    Type: Application
    Filed: November 15, 2011
    Publication date: May 24, 2012
    Applicant: HONEYWELL INTERNATIONAL INC.
    Inventors: RYAN HULSE, RAJIV R. SINGH, HANG T. PHAM
  • Patent number: 8163689
    Abstract: Provided are azeotrope-like compositions comprising difluoromethane and trifluoroiodomethane and uses thereof, including use in refrigerant compositions, refrigeration systems, blowing agent compositions, and aerosol propellants.
    Type: Grant
    Filed: December 15, 2008
    Date of Patent: April 24, 2012
    Assignee: Honeywell International Inc.
    Inventors: Rajiv R. Singh, Hang T. Pham, David P. Wilson
  • Publication number: 20120085959
    Abstract: Use of certain hydrofluoroalkenes for foam blowing, solvent cleaning, refrigeration, as etching gas for semiconductor etching or chamber cleaning, heat transfer, fire extinguishing and for the production of aerosols.
    Type: Application
    Filed: March 5, 2010
    Publication date: April 12, 2012
    Applicant: SOLVAY FLUOR GMBH
    Inventors: Ercan Uenveren, Christoph Meurer