ES2568429T3 - Composiciones azeotrópicas y similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno - Google Patents

Composiciones azeotrópicas y similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno Download PDF

Info

Publication number
ES2568429T3
ES2568429T3 ES09767799.1T ES09767799T ES2568429T3 ES 2568429 T3 ES2568429 T3 ES 2568429T3 ES 09767799 T ES09767799 T ES 09767799T ES 2568429 T3 ES2568429 T3 ES 2568429T3
Authority
ES
Spain
Prior art keywords
compositions
azeotrope
1336mzz
azeotropic
perfluoro
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.)
Active
Application number
ES09767799.1T
Other languages
English (en)
Inventor
Mark L. Robin
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.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40929514&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=ES2568429(T3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Application granted granted Critical
Publication of ES2568429T3 publication Critical patent/ES2568429T3/es
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00Heat-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
    • C09K5/02Materials undergoing a change of physical state when used
    • C09K5/04Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • C09K5/041Materials 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
    • C09K5/044Materials 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
    • C09K5/045Materials 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
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K5/00Heat-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
    • C09K5/02Materials undergoing a change of physical state when used
    • C09K5/04Materials undergoing a change of physical state when used the change of state being from liquid to vapour or vice versa
    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62DCHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D1/00Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
    • AHUMAN NECESSITIES
    • A62LIFE-SAVING; FIRE-FIGHTING
    • A62DCHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
    • A62D1/00Fire-extinguishing compositions; Use of chemical substances in extinguishing fires
    • A62D1/0028Liquid extinguishing substances
    • A62D1/0057Polyhaloalkanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • C08J9/142Compounds containing oxygen but no halogen atom
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • C08J9/143Halogen containing compounds
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • C08J9/143Halogen containing compounds
    • C08J9/144Halogen containing compounds containing carbon, halogen and hydrogen only
    • C08J9/145Halogen containing compounds containing carbon, halogen and hydrogen only only chlorine as halogen atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • C08J9/143Halogen containing compounds
    • C08J9/144Halogen containing compounds containing carbon, halogen and hydrogen only
    • C08J9/146Halogen containing compounds containing carbon, halogen and hydrogen only only fluorine as halogen atoms
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08JWORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12Working-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
    • C08J9/14Working-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
    • C08J9/149Mixtures of blowing agents covered by more than one of the groups C08J9/141 - C08J9/143
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • C09K3/30Materials not provided for elsewhere for aerosols
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10Components
    • C09K2205/108Aldehydes or ketones
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10Components
    • C09K2205/11Ethers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/10Components
    • C09K2205/12Hydrocarbons
    • C09K2205/126Unsaturated fluorinated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2205/00Aspects relating to compounds used in compression type refrigeration systems
    • C09K2205/32The mixture being azeotropic

Landscapes

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

Abstract

Una composición que consiste esencialmente en (a) Z-1,1,1,4,4,4-hexafluoro-2-buteno, y (b) un componente seleccionado del grupo que consiste en éter dietílico, 2-cloropropano, y perfluoro(2-metil-3- pentanona); en donde dicho componente está presente en una cantidad eficaz para formar una combinación azeotrópica con el Z-1,1,1,4,4,4-hexafluoro-2-buteno.

Description

imagen1
imagen2
imagen3
ecuación NRTL.
Las temperaturas medidas frente a las composiciones en la celda PTx para la mezcla de Z-FC-1336mzz/éter dietílico se muestran en la figura 1, que ilustra de forma gráfica la formación de una composición azeotrópica o similar a azeótropo que consiste esencialmente en Z-FC-1336mzz y éter dietílico, indicado por una mezcla de 5 aproximadamente 66,8% en moles de Z-1,1,1,4,4,4-hexafluoro-2-buteno y 33,2% en moles de éter dietílico, que tiene la temperatura más baja (aproximadamente 27,5ºC) del intervalo de composiciones a una presión de 83 kPa (12,0 psia). Basándose en estos descubrimientos, se ha calculado que el Z-FC-1336mzz y éter dietílico forman composiciones azeotrópicas en el intervalo de aproximadamente 46,8% en moles a aproximadamente 97,1% en moles de Z-FC-1336mzz y de aproximadamente 2,9% en moles a aproximadamente 53,2% en moles de éter
10 dietílico (que forman composiciones azeotrópicas que hierven a una temperatura de aproximadamente -50ºC a aproximadamente 160ºC y a una presión de aproximadamente 1,4 kPa (0,2 psia) a aproximadamente 2358 kPa (342 psia)). Por ejemplo, a 33,0ºC y presión atmosférica (101 kPa, 14,7 psia) la composición azeotrópica es de 68,8% en moles de Z-1,1,1,4,4,4-hexafluoro-2-buteno y 31,2% en moles de éter dietílico.
Se indican algunas realizaciones de composiciones azeotrópicas en la tabla 1.
15 Tabla 1. Composiciones azeotrópicas: Z-FC-1336mzz y éter dietílico
Temperatura
Presión Z-FC-1336mzz Éter dietílico
ºC
kPa (psia) Fracción molar Fracción molar
-50
1,24 (0,18) 0,4676 0,5324
-40
2,55 (0,37) 0,4707 0,5293
-30
4,96 (0,72) 0,4854 0,5146
-20
9,03 (1,31) 0,5085 0,4915
-10
15,65 (2,27) 0,5374 0,4626
0
25,72 (3,73) 0,5701 0,4299
10
40,61 (5,89) 0,6050 0,3950
20
61,71 (8,95) 0,6411 0,3589
30
90,80 (13,17) 0,6775 0,3225
40
129,90 (18,84) 0,7137 0,2863
50
181,00 (26,25) 0,7491 0,2509
60
246,49 (35,75) 0,7833 0,2167
70
328,95 (47,71) 0,8161 0,1839
80
431,07 (62,52) 0,8473 0,1527
90
555,65 (80,59) 0,8765 0,1235
100
705,95 (102,39) 0,9035 0,0965
110
885,22 (128,39) 0,9279 0,0721
120
1097,02 (159,11) 0,9492 0,0508
130
1345,44 (195,14) 0,9665 0,0335
140
1634,75 (237,10) 0,9781 0,0219
150
1969,76 (285,69) 0,9814 0,0186
160
2356,15 (341,73) 0,9707 0,0293
Además, también se pueden formar composiciones similares a azeótropos que contienen Z-FC-1336mzz y éter dietílico. Dichas composiciones similares a azeótropos existen alrededor de composiciones azeotrópicas. Algunas realizaciones de composiciones similares a azeótropos se indican en la tabla 2. Se indican algunas realizaciones más de composiciones similares a azeótropos en la tabla 3.
imagen4
10
46,61 (6,76) 0,4805 0,5195
20
70,05 (10,16) 0,4992 0,5008
30
102,04 (14,80) 0,5170 0,4830
40
144,51 (20,96) 0,5342 0,4658
50
199,53 (28,94) 0,5512 0,4488
60
269,31 (39,06) 0,5684 0,4316
70
356,05 (51,64) 0,5862 0,4138
80
462,29 (67,05) 0,6051 0,3949
90
590,47 (85,64) 0,6258 0,3742
100
743,05 (107,77) 0,6491 0,3509
110
922,79 (133,84) 0,6762 0,3238
120
1132,6 (164,27) 0,7087 0,2913
130
1375,78 (199,54) 0,7491 0,2509
150
1979,14 (287,05) 0,8747 0,1253
160
2355,94 (341,70) 0,9870 0,0130
Además, también se pueden formar composiciones similares a azeótropos que contienen Z-FC-1336mzz y 2cloropropano. Dichas composiciones similares a azeótropos existen alrededor de composiciones azeotrópicas. Se indican algunas realizaciones de composiciones similares a azeótropos en la tabla 5. Se indican algunas realizaciones más de composiciones similares a azeótropos en la tabla 6.
Tabla 5. Composiciones similares a azeótropos
COMPONENTES
T (ºC) Intervalo de porcentaje molar
Z-FC-1336mzz/2-cloropropano
-40 1-4/96-99 17-67/33-83 87-99/1-23
Z-FC-1336mzz/2-cloropropano
0 1-7/93-99 18-99/1-82
Z-FC-1336mzz/2-cloropropano
20 1-99/1-99
Z-FC-1336mzz/2-cloropropano
40 1-99/1-99
Z-FC-1336mzz/2-cloropropano
80 1-99/1-99
Z-FC-1336mzz/2-cloropropano
120 1-99/1-99
Z-FC-1336mzz/2-cloropropano
160 1-99/1-99
Tabla 6. Composiciones similares a azeótropos
COMPONENTES
T (ºC) Intervalo de porcentaje molar
Z-FC-1336mzz/2-cloropropano
-40 17-67/33-83 87-95/5-23
Z-FC-1336mzz/2-cloropropano
0 18-95/5-82
Z-FC-1336mzz/2-cloropropano
20 10-90/10-90
Z-FC-1336mzz/2-cloropropano
40 10-90/10-90
Z-FC-1336mzz/2-cloropropano
80 10-90/10-90
Z-FC-1336mzz/2-cloropropano
120 10-90/10-90
Z-FC-1336mzz/2-cloropropano
160 10-90/10-90
Se encontró mediante experimentos, que el Z-FC-1336mzz y el perfluoro(2-metil-3-pentanona) forman composiciones azeotrópicas o similares a azeótropos. Para determinar la volatilidad relativa de este par binario, se usó el método PTx descrito antes. Se midió la presión absoluta total en una celda PTx de volumen conocido a temperatura constante, para diferentes composiciones binarias. Estas mediciones después se redujeron a 5 composiciones de vapor y líquido en equilibrio, en la celda usando la ecuación NRTL.
La presión de vapor medida frente a las composiciones en la celda PTx para la mezcla de Z-FC1336mzz/perfluoro(2-metil-3-pentanona) se muestra en la figura 3, que ilustra de forma gráfica la formación de un azeótropo y composiciones similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno y perfluoro(2-metil-3pentanona) a aproximadamente 50ºC, indicado por una mezcla de aproximadamente 82,7% en moles de Z
10 1,1,1,4,4,4-hexafluoro-2-buteno y 17,3% en moles de perfluoro(2-metil-3-pentanona), que tiene la presión más alta (184 kPa (26,7 psia)) del intervalo de composiciones a esta temperatura.
Basándose en estos descubrimientos, se ha calculado que el Z-FC-1336mzz y el perfluoro(2-metil-3-pentanona) forman composiciones azeotrópicas en el intervalo de aproximadamente 68,9% en moles a aproximadamente 87,4% en moles de Z-FC-1336mzz y de aproximadamente 12,6% en moles a aproximadamente 31,1% en moles de
15 perfluoro(2-metil-3-pentanona) (que forman composiciones azeotrópicas que hierven a una temperatura de aproximadamente -50ºC a aproximadamente 140ºC y a una presión de aproximadamente 1,4 kPa (0,2 psia) a aproximadamente 1724 kPa (250 psia). Por ejemplo, a 32,6ºC y presión atmosférica (101 kPa, 14,7 psia) la composición azeotrópica es de 82,6% en moles de Z-1,1,1,4,4,4-hexafluoro-2-buteno y 17,4% en moles de perfluoro(2-metil-3-pentanona).
20 Se indican algunas realizaciones de composiciones azeotrópicas en la tabla 7.
Tabla 7. Composiciones azeotrópicas: Z-FC-1336mzz y Perfluoro(2-metil-3-pentanona)
Temperatura
Presión Z-FC-1336mzz Perfluoro(2-metil-3-pentanona)
ºC
kPa (psia) Fracción molar Fracción molar
-50
1,17 (0,17) 0,8736 0,1264
-40
2,48 (0,36) 0,8595 0,1405
-30
4,83 (0,70) 0,8483 0,1517
-20
8,96 (1,30) 0,8398 0,1602
-10
15,51 (2,25) 0,8335 0,1665
0
25,72 (3,73) 0,8293 0,1707
10
40,75 (5,91) 0,8268 0,1732
20
62,26 (9,03) 0,8257 0,1743
30
91,91 (13,33) 0,8257 0,1743
40
131,69 (19,10) 0,8264 0,1736
50
183,81 (26,66) 0,8275 0,1725
60
250,62 (36,35) 0,8286 0,1714
70
334,74 (48,55) 0,8290 0,1710
80
438,99 (63,67) 0,8282 0,1718
90
566,47 (82,16) 0,8255 0,1745
100
720,71 (104,53) 0,8197 0,1803
110
905,83 (131,38) 0,8094 0,1906
120
1127,09 (163,47) 0,7919 0,2081
130
1392,47 (201,96) 0,7615 0,2385
140
1721,69 (249,71) 0,6890 0,3110
Además, también se pueden formar composiciones similares a azeótropos que contienen Z-FC-1336mzz y perfluoro(2-metil-3-pentanona). Dichas composiciones similares a azeótropos existen alrededor de composiciones azeotrópicas. Se indican algunas realizaciones de composiciones similares a azeótropos en la tabla 8. Se indican 25 algunas realizaciones más de composiciones similares a azeótropos en la tabla 9.
5
10
15
20
25
30
Tabla 8. Composiciones similares a azeótropos
COMPONENTES
T (ºC) Intervalo de porcentaje molar
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
-40 71-99/1-29
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
0 64-99/1-36
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
20 61-99/1-39
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
40 59-99/1-41
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
80 52-99/1-48
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
120 42-99/1-58
Tabla 9. Composiciones similares a azeótropos
COMPONENTES
T (ºC) Intervalo de porcentaje molar
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
-40 71-95/5-29
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
0 64-95/5-36
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
20 61-95/5-39
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
40 59-95/5-41
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
80 52-95/5-48
Z-FC-1336mzz/perfluoro(2-metil-3-pentanona)
120 42-95/5-58
Las composiciones azeotrópicas o similares a azeótropos de la presente invención se pueden preparar por cualquier método conveniente que incluye la mezcla o combinación de las cantidades deseadas. En una realización de esta invención, una composición azeotrópica o similar a azeótropo se puede preparar pesando las cantidades de los componentes deseados y después combinándolos en una recipiente adecuado.
Las composiciones azeotrópicas o similares a azeótropos de la presente invención se pueden usar en una amplia variedad de aplicaciones, incluyendo su uso como propulsores de aerosoles, disolventes refrigerantes, agentes de limpieza, agentes de soplado (agentes de expansión de espumas) para espumas termoplásticas y termoestables, medios de transferencia de calor, dieléctricos gaseosos, agentes de extinción y supresión de incendios, fluidos de trabajo de ciclos de energía, medios de polimerización, fluidos de eliminación en partículas, fluidos transportadores, agentes abrasivos de pulido, y agentes de secado de desplazamiento.
Una realización de esta invención proporciona un procedimiento para preparar una espuma termoplástica o termoestable. El procedimiento comprende usar una composición azeotrópica o similar a azeótropo como un agente de soplado, en donde dicha composición azeotrópica o similar a azeótropo consiste esencialmente en Z-1,1,1,4,4,4hexafluoro-2-buteno y un componente seleccionado del grupo que consiste en éter dietílico, 2-cloropropano, y perfluoro(2-metil-3-pentanona).
Otra realización de esta invención proporciona un procedimiento para producir refrigeración. El procedimiento comprende condensar una composición azeotrópica o similar a azeótropo y después evaporar dicha composición azeotrópica o similar a azeótropo en las proximidades del cuerpo a enfriar, en donde dicha composición azeotrópica
o similar a azeótropo consiste esencialmente en Z-1,1,1,4,4,4-hexafluoro-2-buteno y un componente seleccionado del grupo que consiste en éter dietílico, 2-cloropropano, y perfluoro(2-metil-3-pentanona).
Otra realización de esta invención proporciona un procedimiento que usa una composición azeotrópica o similar a azeótropo como un disolvente, en donde dicha composición azeotrópica o similar a azeótropo consiste esencialmente en Z-1,1,1,4,4,4-hexafluoro-2-buteno y un componente seleccionado del grupo que consiste en éter dietílico, 2-cloropropano, y perfluoro(2-metil-3-pentanona).
Otra realización de esta invención proporciona un procedimiento para producir un producto en aerosol. El procedimiento comprende usar una composición azeotrópica o similar a azeótropo como un propulsor, en donde dicha composición azeotrópica o similar a azeótropo consiste esencialmente en Z-1,1,1,4,4,4-hexafluoro-2-buteno y un componente seleccionado del grupo que consiste éter dietílico, 2-cloropropano, y perfluoro(2-metil-3-pentanona).
Otra realización de esta invención proporciona un procedimiento que usa una composición azeotrópica o similar a azeótropo como medio de transferencia de calor, en donde dicha composición azeotrópica o similar a azeótropo consiste esencialmente en Z-1,1,1,4,4,4-hexafluoro-2-buteno y un componente seleccionado del grupo que consiste éter dietílico, 2-cloropropano, y perfluoro(2-metil-3-pentanona).
imagen5

Claims (1)

  1. imagen1
ES09767799.1T 2008-06-20 2009-06-19 Composiciones azeotrópicas y similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno Active ES2568429T3 (es)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
US7418108P 2008-06-20 2008-06-20
US7417808P 2008-06-20 2008-06-20
US7417908P 2008-06-20 2008-06-20
US74179 2008-06-20
US74178 2008-06-20
US74181 2008-06-20
PCT/US2009/047912 WO2009155490A1 (en) 2008-06-20 2009-06-19 Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene

Publications (1)

Publication Number Publication Date
ES2568429T3 true ES2568429T3 (es) 2016-04-29

Family

ID=40929514

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09767799.1T Active ES2568429T3 (es) 2008-06-20 2009-06-19 Composiciones azeotrópicas y similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno

Country Status (12)

Country Link
EP (1) EP2285930B1 (es)
JP (3) JP5806111B2 (es)
KR (2) KR101618900B1 (es)
CN (1) CN102066521B (es)
AU (1) AU2009259965B2 (es)
BR (1) BRPI0909619A2 (es)
CA (2) CA2725404A1 (es)
CO (1) CO6280546A2 (es)
ES (1) ES2568429T3 (es)
MX (1) MX2010014094A (es)
PL (1) PL2285930T3 (es)
WO (1) WO2009155490A1 (es)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SG176231A1 (en) 2009-06-02 2011-12-29 Du Pont Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene
US8846754B2 (en) 2009-12-16 2014-09-30 Honeywell International Inc. Azeotrope-like compositions of cis-1,1,1,4,4,4-hexafluoro-2-butene
US20110144216A1 (en) * 2009-12-16 2011-06-16 Honeywell International Inc. Compositions and uses of cis-1,1,1,4,4,4-hexafluoro-2-butene
AU2015234339B2 (en) * 2009-12-16 2017-03-16 Honeywell International Inc. Azeotrope-like compositions of cis-1,1,1,4,4,4-hexafluoro-2-butene
AU2013204160B2 (en) * 2009-12-16 2015-07-02 Honeywell International Inc. Azeotrope-like compositions of cis-1,1,1,4,4,4-hexafluoro-2-butene
US8821749B2 (en) * 2010-04-26 2014-09-02 E I Du Pont De Nemours And Company Azeotrope-like compositions of E-1,1,1,4,4,4-hexafluoro-2-butene and 1-chloro-3,3,3-trifluoropropene
JP6271115B2 (ja) * 2010-06-11 2018-01-31 株式会社ダイゾー エアゾール製品
US8066901B1 (en) 2011-01-19 2011-11-29 Honeywell International Inc. Azeotrope-like compositions of trans-1,1,1,4,4,4-hexafluoro-2-butene and water
TWI573971B (zh) 2011-01-31 2017-03-11 杜邦股份有限公司 使用包含z-1,1,1,4,4,4-六氟-2-丁烯之工作流體製熱
CN103517963B (zh) * 2011-02-04 2016-11-09 纳幕尔杜邦公司 涉及某些卤代烯烃的共沸和类共沸组合物及其用途
JP6158182B2 (ja) * 2011-08-19 2017-07-05 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーE.I.Du Pont De Nemours And Company 熱から機械的エネルギーを発生させるための有機ランキンサイクルのための方法および組成物
EP2794806A4 (en) * 2011-12-22 2015-10-14 Honeywell Int Inc AZEOTROPÄHNLICHE COMPOSITIONS WITH CIS-1-CHLORO-3,3,3-TRIFLUORPROPEN
CN104114243A (zh) * 2012-02-17 2014-10-22 纳幕尔杜邦公司 Z-1,1,1,4,4,4-六氟-2-丁烯和e-1,1,1,4,4,4-六氟-2-丁烯的类共沸组合物及其用途
WO2016043934A1 (en) * 2014-09-16 2016-03-24 The Chemours Company Fc, Llc Azeotropic and azeotrope-like compositions comprising z-1,1,1,4,4,4-hexafluoro-2-butene and methyl perfluoropropyl ether
CN107207948B (zh) * 2015-02-06 2021-08-06 科慕埃弗西有限公司 包含z-1,1,1,4,4,4-六氟-2-丁烯的组合物及其用途
JP5805345B1 (ja) * 2015-06-04 2015-11-04 積水化学工業株式会社 フェノール樹脂発泡体
CN104927775B (zh) * 2015-07-01 2016-08-24 西安科技大学 煤矿地热利用中的高温热泵混合工质
PL3824021T3 (pl) * 2018-07-16 2024-03-04 The Chemours Company Fc, Llc Mieszanki środków porotwórczych
JP2022517068A (ja) * 2019-01-17 2022-03-04 ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー (e)-1,1,1,4,4,4-ヘキサフルオロブタ-2-エンの共沸混合物及び共沸混合物様組成物

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5531916A (en) * 1990-10-03 1996-07-02 E. I. Du Pont De Nemours And Company Hydrofluorocarbon cleaning compositions
JPH05179043A (ja) 1991-11-18 1993-07-20 Daikin Ind Ltd フルオロブテンからなる発泡剤およびプラスチック発泡体の製造方法
US5578137A (en) 1993-08-31 1996-11-26 E. I. Du Pont De Nemours And Company Azeotropic or azeotrope-like compositions including 1,1,1,2,3,4,4,5,5,5-decafluoropentane
US7279451B2 (en) * 2002-10-25 2007-10-09 Honeywell International Inc. Compositions containing fluorine substituted olefins
US9796848B2 (en) * 2002-10-25 2017-10-24 Honeywell International Inc. Foaming agents and compositions containing fluorine substituted olefins and methods of foaming
US9005467B2 (en) 2003-10-27 2015-04-14 Honeywell International Inc. Methods of replacing heat transfer fluids
US8383867B2 (en) 2004-04-29 2013-02-26 Honeywell International Inc. Method for producing fluorinated organic compounds
US20060243944A1 (en) 2005-03-04 2006-11-02 Minor Barbara H Compositions comprising a fluoroolefin
US20060245944A1 (en) * 2005-03-21 2006-11-02 Leck Thomas J Cooling apparatus powered by a ratioed gear drive assembly
TW201815923A (zh) 2005-06-24 2018-05-01 美商哈尼威爾國際公司 含有經氟取代之烯烴之發泡劑及組合物,及發泡方法
US8420706B2 (en) 2005-06-24 2013-04-16 Honeywell International Inc. Foaming agents, foamable compositions, foams and articles containing halogen substituted olefins, and methods of making same
CA2855233A1 (en) * 2005-11-01 2007-05-10 E.I. Du Pont De Nemours And Company Blowing agents for forming foam comprising unsaturated fluorocarbons
US8287752B2 (en) 2005-11-01 2012-10-16 E I Du Pont De Nemours And Company Fire extinguishing and fire suppression compositions comprising unsaturated fluorocarbons
CA3148429A1 (en) 2005-11-01 2007-05-10 The Chemours Company Fc, Llc Compositions comprising fluoroolefins and uses thereof
MY151990A (en) * 2005-11-01 2014-07-31 Du Pont Solvent compositions comprising unsaturated fluorinated hydrocarbons
US7498296B2 (en) 2006-02-28 2009-03-03 E. I. Dupont De Nemours And Company Azeotropic compositions comprising fluorinated compounds for cleaning applications
FR2899233B1 (fr) 2006-03-31 2010-03-12 Arkema Composition d'agent d'expansion
WO2008134061A2 (en) * 2007-04-27 2008-11-06 E. I. Du Pont De Nemours And Company Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene

Also Published As

Publication number Publication date
AU2009259965A1 (en) 2009-12-23
MX2010014094A (es) 2011-01-21
KR101618900B1 (ko) 2016-05-09
CN102066521A (zh) 2011-05-18
WO2009155490A1 (en) 2009-12-23
CO6280546A2 (es) 2011-05-20
AU2009259965B2 (en) 2015-08-27
CA2944302C (en) 2017-11-21
JP2015227467A (ja) 2015-12-17
BRPI0909619A2 (pt) 2015-09-22
KR20110038044A (ko) 2011-04-13
PL2285930T3 (pl) 2016-07-29
JP2014224267A (ja) 2014-12-04
CA2725404A1 (en) 2009-12-23
EP2285930A1 (en) 2011-02-23
CN102066521B (zh) 2013-11-13
JP6051281B2 (ja) 2016-12-27
KR20160040314A (ko) 2016-04-12
JP5957493B2 (ja) 2016-07-27
EP2285930B1 (en) 2016-01-27
JP2011525209A (ja) 2011-09-15
JP5806111B2 (ja) 2015-11-10
CA2944302A1 (en) 2009-12-23

Similar Documents

Publication Publication Date Title
ES2568429T3 (es) Composiciones azeotrópicas y similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno
KR101527244B1 (ko) E-1,1,1,4,4,5,5,5-옥타플루오로-2-펜텐의 공비 및 공비-유사 조성물
KR101903306B1 (ko) Z-1,1,1,4,4,4-헥사플루오로-2-부텐의 공비 및 공비-유사 조성물
ES2644518T3 (es) Composiciones azeotrópicas y similares a azeótropos de Z-1,1,1,4,4,4-hexafluoro-2-buteno
US20110147638A1 (en) Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene, trans-1,2-dichloroethylene, and cyclopentane
WO2008154612A1 (en) Azeotropic and azeotrope-like compositions of e-1,1,1,4,4,4-hexafluoro-2-butene
MX2012012341A (es) Composiciones azeotropicas y similares a azeotropos de e-1,1,1,4,4,4-hexafluoro-2-buteno.
WO2017105962A1 (en) Azeotrope-like composition comprising a perfluoro heptene and an alcohol containing fluorine
US8623233B2 (en) Azeotropic and azeotrope-like compositions of Z-1,1,1,4,4,4-hexafluoro-2-butene, trans-1,2-dichloroethylene, and 1,1,1,3,3-pentafluorobutane
US10286242B2 (en) Azeotropic and azeotrope-like compositions of HFO-E-1,3,4,4,4-pentafluoro-3-Trifluoromethyl-1-butene and uses thereof
WO2012009411A1 (en) Azeotropic and azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene
AU2017201144B8 (en) Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene
AU2015215850A1 (en) Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene, trans-1,2-dichloroethylene, and a third component
AU2015255288A1 (en) Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene