EP2938692A1 - Composition containing 1,1,-difluoroethane and 3,3,3-trifluoropropene - Google Patents

Composition containing 1,1,-difluoroethane and 3,3,3-trifluoropropene

Info

Publication number
EP2938692A1
EP2938692A1 EP13815070.1A EP13815070A EP2938692A1 EP 2938692 A1 EP2938692 A1 EP 2938692A1 EP 13815070 A EP13815070 A EP 13815070A EP 2938692 A1 EP2938692 A1 EP 2938692A1
Authority
EP
European Patent Office
Prior art keywords
mole
trifluoropropene
difluoroethane
heat transfer
composition according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
EP13815070.1A
Other languages
German (de)
French (fr)
Inventor
Dominique Deur-Bert
Laurent Wendlinger
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Arkema France SA
Original Assignee
Arkema France SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Arkema France SA filed Critical Arkema France SA
Publication of EP2938692A1 publication Critical patent/EP2938692A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/143—Halogen containing compounds
    • C08J9/144—Halogen containing compounds containing carbon, halogen and hydrogen only
    • C08J9/146—Halogen containing compounds containing carbon, halogen and hydrogen only only fluorine as halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
    • C09F9/00—Compounds to be used as driers, i.e. siccatives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00—Materials not provided for elsewhere
    • C09K3/30—Materials not provided for elsewhere for aerosols
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
    • C09K5/02—Materials undergoing a change of physical state when used
    • C09K5/04—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems
    • C09K5/044—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds
    • C09K5/045—Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa for compression-type refrigeration systems comprising halogenated compounds containing only fluorine as halogen
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
    • H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
    • H01B3/56—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances gases
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/14—Saturated hydrocarbons, e.g. butane; Unspecified hydrocarbons
    • C08J2203/142—Halogenated saturated hydrocarbons, e.g. H3C-CF3
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/16—Unsaturated hydrocarbons
    • C08J2203/162—Halogenated unsaturated hydrocarbons, e.g. H2C=CF2
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2203/00—Foams characterized by the expanding agent
    • C08J2203/18—Binary blends of expanding agents
    • C08J2203/182—Binary blends of expanding agents of physical blowing agents, e.g. acetone and butane
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10—Components
    • C09K2205/12—Hydrocarbons
    • C09K2205/122—Halogenated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10—Components
    • C09K2205/12—Hydrocarbons
    • C09K2205/126—Unsaturated fluorinated hydrocarbons
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10—Components
    • C09K2205/13—Inert gases
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/22—All components of a mixture being fluoro compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00—Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/32—The mixture being azeotropic

Definitions

  • compositions comprising 1,1-difluoroethane and 3,3,3-trifluoropropene useful in many fields of application.
  • Halocarbon-based fluids have thus found many applications in various industrial fields, in particular as heat transfer fluid, propellants, foaming agents, blowing agents, gaseous dielectrics, polymerization medium or monomer, carrier fluids, agents for abrasives, drying agents and fluids for power generation units.
  • azeotropic or quasi-azeotropic fluids do not fractionate during evaporation processes and act (almost) as a pure body. However, it is difficult to identify new fluids that meet these characteristics, since azeotropes are not predictable.
  • the subject of the present invention is an azeotropic or quasi-azeotropic composition comprising the compounds 1, 1 -difluoroethane and 3,3,3-trifluoropropene.
  • near-azeotropic has a broad meaning and is meant to include compositions that are strictly azeotropic and those that behave as an azeotropic mixture.
  • a mixture is azeotropic when the pressure at the dew point is equal to that at the point of bubble formation, which means that the vapor composition is equal to that of the condensed liquid.
  • the composition according to the invention comprises, preferably consisting essentially of from 10% to 80% by mole of 1,1-difluoroethane and from 90% to 20% by mole of 3,3,3- trifluoropropene.
  • the composition according to the invention preferably comprises essentially from 20% to 70% by mole of 1,1-difluoroethane and from 80% to 30% by mole of 3,3,3-trifluoropropene. .
  • the composition according to the invention preferably comprises essentially from 25% to 65% by mole of 1,1-difluoroethane and from 75% to 35% by mole of 3,3 , 3-trifluoropropene and has a boiling point between -25 ° C to 25 ° C at a pressure between 1 and 6 bar.
  • composition according to the invention further comprises hydrogen fluoride.
  • compositions according to the invention comprise, preferably consisting essentially of from 20% to 55% by mole of HF, 30% to 40% by mole of 1,1-difluoroethane and 30% to 40% by mole of HF. mole% 3,3,3-trifluoropropene.
  • the invention also relates to the use of a fluid comprising the composition according to the invention as a heat transfer fluid, propellants, foaming agents, swelling agents, gaseous dielectrics, polymerization medium or monomer, carrier fluids, agents for abrasives, drying agents and fluids for power generation unit.
  • the invention relates to the use of a fluid comprising the composition according to the invention as heat transfer fluid in a refrigeration plant or heat pump.
  • the invention also relates to a heat transfer installation comprising a vapor compression circuit containing a fluid comprising a composition according to the invention as a heat transfer fluid or containing a heat transfer fluid as described above. .
  • the installation is selected from mobile or stationary heat pump heating, air conditioning, and especially automotive air conditioning or stationary centralized air conditioning, refrigeration, freezing and Rankine cycles; and which is preferably an air conditioning installation.
  • the invention also relates to a method for heating or cooling a fluid or a body by means of a vapor compression circuit containing a heat transfer fluid, said method comprising successively evaporation of the heat transfer fluid, compression of the heat transfer fluid, condensation of the heat fluid and expansion of the heat transfer fluid, wherein the heat transfer fluid is a fluid comprising a composition according to the invention.
  • heat transfer fluid is meant a fluid, capable of absorbing heat by evaporating at low temperature and low pressure and of rejecting heat by condensing at high temperature and high pressure, in a circuit steam compression.
  • a heat transfer fluid optionally comprises one or more additives that are not heat transfer compounds for the intended application.
  • the additives may especially be chosen from lubricants, nanoparticles, stabilizers, surfactants, tracer agents, fluorescent agents, odorants and solubilizing agents, as are well known to those skilled in the art.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Combustion & Propulsion (AREA)
  • Thermal Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Lubricants (AREA)
  • Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)

Abstract

The invention relates to compositions containing 1,1-difluoroethane and 3,3,3-trifluoropropene, that can be used in multiple fields of application.

Description

COMPOSITION COMPRENANT DU 1 ,1 -DIFLUOROETHANE ET DU 3,3,3- COMPOSITION COMPRISING 1,1-DIFLUOROETHANE AND 3,3,3-
TRIFLUOROPROPENE trifluoropropene
La présente invention concerne des compositions comprenant du 1 ,1 - difluoroethane et du 3,3,3-trifluoropropene, utiles dans de nombreux domaines d'applications. The present invention provides compositions comprising 1,1-difluoroethane and 3,3,3-trifluoropropene useful in many fields of application.
Les fluides à bases d'halogénocarbones ont trouvés ainsi de nombreuses applications dans des domaines industrielles variés, notamment en tant que fluide de transfert de chaleur, propulseurs, agents moussants, agents gonflants, diélectriques gazeux, milieu de polymérisation ou monomère, fluides supports, agents pour abrasifs, agents de séchage et fluides pour unité de production d'énergie.  Halocarbon-based fluids have thus found many applications in various industrial fields, in particular as heat transfer fluid, propellants, foaming agents, blowing agents, gaseous dielectrics, polymerization medium or monomer, carrier fluids, agents for abrasives, drying agents and fluids for power generation units.
Une importance particulière est donnée aux fluides ayant un faible impact sur l'environnement.  Particular importance is given to fluids with low impact on the environment.
L'avantage d'utiliser des fluides azéotropiques ou quasi-azéotropiques est qu'ils ne fractionnent pas lors de processus d'évaporation et agissent (quasiment) comme un corps pur. Cependant il est difficile d'identifier de nouveaux fluides répondant à ces caractéristiques, puisque les azéotropes ne sont pas prévisibles.  The advantage of using azeotropic or quasi-azeotropic fluids is that they do not fractionate during evaporation processes and act (almost) as a pure body. However, it is difficult to identify new fluids that meet these characteristics, since azeotropes are not predictable.
La présente invention a pour objet une composition azéotropique ou quasi- azéotropique comprenant les composés 1 ,1 -difluoroethane et 3,3,3-trifluoropropene. The subject of the present invention is an azeotropic or quasi-azeotropic composition comprising the compounds 1, 1 -difluoroethane and 3,3,3-trifluoropropene.
Dans ce qui suit, les composés suivants représentent : In what follows, the following compounds represent:
- 1 ,1 -difluoroethane : HFC-152a ou 152a  1,1-Difluoroethane: HFC-152a or 152a
- 3,3,3-trifluoropropene : HFO-1243zf ou 1243zf  3,3,3-trifluoropropene: HFO-1243zf or 1243zf
L'expression « quasi-azéotropique » a un sens large et est destinée à inclure les compositions qui sont strictement azéotropique et celles qui se comportent comme un mélange azéotropique. The term "near-azeotropic" has a broad meaning and is meant to include compositions that are strictly azeotropic and those that behave as an azeotropic mixture.
Un mélange est azéotropique lorsque la pression au point de rosée est égale à celle au point de formation de bulles, ce qui signifie que la composition de vapeur est égale à celle du liquide condensée.  A mixture is azeotropic when the pressure at the dew point is equal to that at the point of bubble formation, which means that the vapor composition is equal to that of the condensed liquid.
Un mélange est considéré comme quasi-azéotropique lorsque la différence de pression entre la pression au point de rosée et la pression au point de formation de bulles est inférieure ou égale à 5 %, sur la base de la pression au point de formation de bulles. Selon un mode de mise œuvre, la composition selon l'invention comprend, préférentiellement consistant essentiellement en, de 10 % à 80 % en mole de 1 , 1 - difluoroethane et de 90 % à 20 % en mole de 3,3,3-trifluoropropene. A mixture is considered quasi-azeotropic when the pressure difference between the dew point pressure and the bubble point pressure is less than or equal to 5%, based on the bubble point pressure. According to one embodiment, the composition according to the invention comprises, preferably consisting essentially of from 10% to 80% by mole of 1,1-difluoroethane and from 90% to 20% by mole of 3,3,3- trifluoropropene.
Selon un mode de réalisation, la composition selon l'invention comprend, préférentiellement consistant essentiellement en, de 20 % à 70 % en mole de 1 , 1 - difluoroethane et de 80 % à 30 % en mole de 3,3,3-trifluoropropene.  According to one embodiment, the composition according to the invention preferably comprises essentially from 20% to 70% by mole of 1,1-difluoroethane and from 80% to 30% by mole of 3,3,3-trifluoropropene. .
Selon un mode de mise en œuvre particulièrement préféré, la composition selon l'invention comprend, préférentiellement consistant essentiellement en, de 25 % à 65 % en mole de 1 , 1 -difluoroethane et de 75 % à 35 % en mole de 3,3,3- trifluoropropene et a une température d'ébullition comprise entre -25 °C à 25 °C à une pression comprise entre 1 et 6 bars.  According to a particularly preferred embodiment, the composition according to the invention preferably comprises essentially from 25% to 65% by mole of 1,1-difluoroethane and from 75% to 35% by mole of 3,3 , 3-trifluoropropene and has a boiling point between -25 ° C to 25 ° C at a pressure between 1 and 6 bar.
Selon un autre mode de réalisation, la composition selon l'invention comprend en outre du fluorure d'hydrogène.  According to another embodiment, the composition according to the invention further comprises hydrogen fluoride.
Selon un mode de mise en œuvre, la compositions selon l'invention comprend, préférentiellement consistant essentiellement en , de 20 % à 55 % en mole de HF, 30 % à 40 % en mole de 1 , 1 -difluoroethane et 30 % à 40 % en mole de 3,3,3- trifluoropropene .  According to one embodiment, the compositions according to the invention comprise, preferably consisting essentially of from 20% to 55% by mole of HF, 30% to 40% by mole of 1,1-difluoroethane and 30% to 40% by mole of HF. mole% 3,3,3-trifluoropropene.
L'invention concerne également l'utilisation d'un fluide comprenant la composition selon l'invention en tant que fluide de transfert de chaleur, propulseurs, agents moussants, agents gonflants, diélectriques gazeux, milieu de polymérisation ou monomère, fluides supports, agents pour abrasifs, agents de séchage et fluides pour unité de production d'énergie.  The invention also relates to the use of a fluid comprising the composition according to the invention as a heat transfer fluid, propellants, foaming agents, swelling agents, gaseous dielectrics, polymerization medium or monomer, carrier fluids, agents for abrasives, drying agents and fluids for power generation unit.
De préférence, l'invention concerne l'utilisation d'un fluide comprenant la composition selon l'invention en tant que fluide de transfert de chaleur dans une installation de réfrigération ou pompe à chaleur.  Preferably, the invention relates to the use of a fluid comprising the composition according to the invention as heat transfer fluid in a refrigeration plant or heat pump.
L'invention concerne également une installation de transfert de chaleur comprenant un circuit de compression de vapeur contenant un fluide comprenant une composition selon l'invention en tant que fluide de transfert de chaleur ou contenant un fluide de transfert de chaleur tel que décrit ci-dessus.  The invention also relates to a heat transfer installation comprising a vapor compression circuit containing a fluid comprising a composition according to the invention as a heat transfer fluid or containing a heat transfer fluid as described above. .
Selon un mode de réalisation, l'installation est choisie parmi les installations mobiles ou stationnaires de chauffage par pompe à chaleur, de climatisation, et notamment de climatisation automobile ou de climatisation stationnaire centralisée, de réfrigération, de congélation et les cycles de Rankine ; et qui est de préférence une installation de climatisation.  According to one embodiment, the installation is selected from mobile or stationary heat pump heating, air conditioning, and especially automotive air conditioning or stationary centralized air conditioning, refrigeration, freezing and Rankine cycles; and which is preferably an air conditioning installation.
L'invention concerne également un procédé de chauffage ou de refroidissement d'un fluide ou d'un corps au moyen d'un circuit de compression de vapeur contenant un fluide de transfert de chaleur, ledit procédé comprenant successivement l'évaporation du fluide de transfert de chaleur, la compression du fluide de transfert de chaleur, la condensation du fluide de chaleur et la détente du fluide de transfert de chaleur, dans lequel le fluide de transfert de chaleur est un fluide comprenant une composition selon l'invention. The invention also relates to a method for heating or cooling a fluid or a body by means of a vapor compression circuit containing a heat transfer fluid, said method comprising successively evaporation of the heat transfer fluid, compression of the heat transfer fluid, condensation of the heat fluid and expansion of the heat transfer fluid, wherein the heat transfer fluid is a fluid comprising a composition according to the invention.
Par « fluide de transfert de chaleur », on entend un fluide, susceptible d'absorber de la chaleur en s'évaporant à basse température et basse pression et de rejeter de la chaleur en se condensant à haute température et haute pression, dans un circuit de compression de vapeur.  By "heat transfer fluid" is meant a fluid, capable of absorbing heat by evaporating at low temperature and low pressure and of rejecting heat by condensing at high temperature and high pressure, in a circuit steam compression.
Un fluide de transfert de chaleur comprend éventuellement un ou plusieurs additifs qui ne sont pas des composés de transfert de chaleur pour l'application envisagée. Les additifs peuvent notamment être choisis parmi les lubrifiants, les nanoparticules, les stabilisants, les tensioactifs, les agents traceurs, les agents fluorescents, les agents odorants et les agents de solubilisation, tel que bien connus de l'homme du métier.  A heat transfer fluid optionally comprises one or more additives that are not heat transfer compounds for the intended application. The additives may especially be chosen from lubricants, nanoparticles, stabilizers, surfactants, tracer agents, fluorescent agents, odorants and solubilizing agents, as are well known to those skilled in the art.
Tableau 1 Table 1
Pression : 1 bar absolu Pression 3 bar absolu Pressure: 1 bar absolute Pressure 3 bar absolute
Température Mole (%) Mole (%) Température Mole (%) Mole (%)Temperature Mole (%) Mole (%) Temperature Mole (%) Mole (%)
Azéotrope azeotrope
(°C) 152a 1243zf °C 152a 1243zf (° C) 152a 1243zf ° C 152a 1243zf
152a / 1243zf -25 29 71 3 60 40 152a / 1243zf -25 29 71 3 60 40

Claims

REVENDICATIONS
1 . Composition azéotropique ou quasi-azéotropique comprenant les composés 1 , 1 -difluoroethane et 3,3,3-trifluoropropene. 1. Azeotropic or quasi-azeotropic composition comprising the compounds 1, 1-difluoroethane and 3,3,3-trifluoropropene.
2. Composition selon la revendication 1 caractérisée en ce qu'elle comprend, préférentiellement consistant essentiellement en, de 10 % à 80 % en mole de 1 , 1 - difluoroethane et de 90 % à 20 % en mole de 3,3,3-trifluoropropene. 2. Composition according to claim 1, characterized in that it comprises, preferably consisting essentially of from 10% to 80% by mole of 1,1-difluoroethane and from 90% to 20% by mole of 3,3,3- trifluoropropene.
3. Composition selon la revendication 1 ou la revendication 2 caractérisée en ce qu'elle comprend, préférentiellement consistant essentiellement en, de 20 % à 70 % en mole de 1 , 1 -difluoroethane et de 80 % à 30 % en mole de 3,3,3-trifluoropropene. 3. A composition according to claim 1 or claim 2, characterized in that it comprises, preferably consisting essentially of from 20% to 70% by mole of 1,1-difluoroethane and from 80% to 30% by mole of 3, 3,3-trifluoropropene.
4. Compositions selon l'une quelconque des revendications précédentes caractérisée en ce qu'elle comprend, préférentiellement consistant essentiellement en, de 25 % à 65 % en mole de 1 , 1 -difluoroethane et de 75 % à 35 % en mole de 3,3,3- trifluoropropene à une température comprise entre -25 °C à 25 °C et une pression comprise entre 1 et 6 bars. 4. Compositions according to any one of the preceding claims, characterized in that it comprises, preferably consisting essentially of, from 25% to 65% by mole of 1,1-difluoroethane and from 75% to 35% by mole of 3, 3,3-trifluoropropene at a temperature between -25 ° C to 25 ° C and a pressure between 1 and 6 bar.
5. Composition selon l'une quelconque des revendications précédentes caractérisée en ce qu'elle comprend au moins du fluorure d'hydrogène. 5. Composition according to any one of the preceding claims, characterized in that it comprises at least hydrogen fluoride.
6. Composition selon l'une quelconque des revendications précédentes caractérisée en ce que qu'elle comprend, préférentiellement consistant essentiellement en, de 20 % à 55 % en mole de HF, 30 % à 40 % en mole de 1 , 1 -difluoroethane et 30 % à 40 % en mole de 3,3,3-trifluoropropene. 6. Composition according to any one of the preceding claims, characterized in that it comprises, preferably consisting essentially of, from 20% to 55% by mole of HF, 30% to 40% by mole of 1,1-difluoroethane and 30% to 40% by mole of 3,3,3-trifluoropropene.
EP13815070.1A 2012-12-26 2013-12-06 Composition containing 1,1,-difluoroethane and 3,3,3-trifluoropropene Withdrawn EP2938692A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR1262764A FR3000094B1 (en) 2012-12-26 2012-12-26 COMPOSITION COMPRISING 1,1-DIFLUOROETHANE AND 3,3,3-TRIFLUOROPROPENE
PCT/FR2013/052971 WO2014102476A1 (en) 2012-12-26 2013-12-06 Composition containing 1,1,-difluoroethane and 3,3,3-trifluoropropene

Publications (1)

Publication Number Publication Date
EP2938692A1 true EP2938692A1 (en) 2015-11-04

Family

ID=48224907

Family Applications (1)

Application Number Title Priority Date Filing Date
EP13815070.1A Withdrawn EP2938692A1 (en) 2012-12-26 2013-12-06 Composition containing 1,1,-difluoroethane and 3,3,3-trifluoropropene

Country Status (7)

Country Link
US (2) US9663692B2 (en)
EP (1) EP2938692A1 (en)
JP (2) JP2016505684A (en)
KR (1) KR20150102012A (en)
CN (1) CN104837950B (en)
FR (1) FR3000094B1 (en)
WO (1) WO2014102476A1 (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR3000094B1 (en) * 2012-12-26 2019-10-18 Arkema France COMPOSITION COMPRISING 1,1-DIFLUOROETHANE AND 3,3,3-TRIFLUOROPROPENE

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT213644B (en) 1959-05-15 1961-02-27 Franz Aumueller Slot machine
JP2005162738A (en) * 2003-11-10 2005-06-23 Showa Denko Kk Method for purifying 1,1-difluoroethane and application thereof
US20060243944A1 (en) * 2005-03-04 2006-11-02 Minor Barbara H Compositions comprising a fluoroolefin
US20060243945A1 (en) * 2005-03-04 2006-11-02 Minor Barbara H Compositions comprising a fluoroolefin
EP2129715B1 (en) * 2007-03-29 2011-10-12 Arkema, Inc. Blowing agent composition of hydrochlorofluoroolefin and hydrofluoroolefin
WO2009047535A2 (en) * 2007-10-12 2009-04-16 Ineos Fluor Holdings Limited Heat transfer compositions
US8101672B2 (en) * 2007-12-13 2012-01-24 Honeywell International Inc. Azeotrope-like compositions of 1,1,2,3,3-pentafluoropropene
US7629307B2 (en) * 2008-01-17 2009-12-08 3M Innovative Properties Company Ternary azeotropic-like compositions with 1,1,1,2,3,3-hexafluoro-3-methoxy-propane and trans-1,2-dichloroethylene
RU2485086C2 (en) * 2008-02-21 2013-06-20 Е.И.Дюпон Де Немур Энд Компани Azeotropic compositions containing 3,3,3-trifluoropropene and hydrogen fluoride and methods for separation thereof
JP5592597B2 (en) * 2008-03-17 2014-09-17 Ｊｘ日鉱日石エネルギー株式会社 Refrigerator oil and working fluid composition for refrigerator
US8075797B2 (en) * 2009-01-29 2011-12-13 Honeywell International Inc. Azeotrope-like compositions of pentafluoropropane, chlorotrifluoropropene, and hydrogen fluoride
FR2959997B1 (en) 2010-05-11 2012-06-08 Arkema France HEAT TRANSFER FLUIDS AND THEIR USE IN COUNTER-CURRENT HEAT EXCHANGERS
JP2012127519A (en) * 2010-12-13 2012-07-05 Panasonic Corp Air conditioner
FR3000094B1 (en) * 2012-12-26 2019-10-18 Arkema France COMPOSITION COMPRISING 1,1-DIFLUOROETHANE AND 3,3,3-TRIFLUOROPROPENE

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
None *
See also references of WO2014102476A1 *

Also Published As

Publication number Publication date
CN104837950B (en) 2017-08-08
US10023779B2 (en) 2018-07-17
FR3000094B1 (en) 2019-10-18
KR20150102012A (en) 2015-09-04
FR3000094A1 (en) 2014-06-27
US20170081577A1 (en) 2017-03-23
US9663692B2 (en) 2017-05-30
US20150344757A1 (en) 2015-12-03
JP2016505684A (en) 2016-02-25
CN104837950A (en) 2015-08-12
JP2019031681A (en) 2019-02-28
WO2014102476A1 (en) 2014-07-03

Similar Documents

Publication Publication Date Title
EP2938693B1 (en) Composition containing 2,3,3,3-tetrafluoropropene and 1,2-difluoroethylene
EP2938694B1 (en) Azeotropic or quasi-azeotropic composition of chloromethane
EP2283101B1 (en) Hydrofluoroolefin compositions
EP2283102B1 (en) Hydrofluoroolefin compositions
AU2017248525A1 (en) Use of alkyl perfluoroalkene ethers and mixtures thereof in high temperature heat pumps
US20130186114A1 (en) Heat transfer compositions of improved miscibility with lubricant oil
FR2936807A1 (en) HEAT TRANSFER FLUID
FR2932494A1 (en) COMPOSITIONS BASED ON HYDROFLUOROOLEFINS
MX2010013554A (en) Heat transfer compositions.
CN101864276A (en) Environment-friendly refrigerant
FR3000094B1 (en) COMPOSITION COMPRISING 1,1-DIFLUOROETHANE AND 3,3,3-TRIFLUOROPROPENE
CA2844478C (en) Tetrafluoropropene-based supercritical heat-transfer fluids
WO2020002789A1 (en) Trifluoroiodomethane stabilization
BE1008474A3 (en) Cooling agents comprising 1,1,1,2-tetrafluoroethane, cooling formulationscontaining said cooling agents and use of said cooling agents

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20150602

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR

AX Request for extension of the european patent

Extension state: BA ME

DAX Request for extension of the european patent (deleted)
STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

17Q First examination report despatched

Effective date: 20170405

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: GRANT OF PATENT IS INTENDED

TPAC Observations filed by third parties

Free format text: ORIGINAL CODE: EPIDOSNTIPA

INTG Intention to grant announced

Effective date: 20190508

GRAJ Information related to disapproval of communication of intention to grant by the applicant or resumption of examination proceedings by the epo deleted

Free format text: ORIGINAL CODE: EPIDOSDIGR1

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: EXAMINATION IS IN PROGRESS

INTC Intention to grant announced (deleted)
TPAC Observations filed by third parties

Free format text: ORIGINAL CODE: EPIDOSNTIPA

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20210701