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 PDFInfo
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- 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
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- 239000000203 mixture Substances 0.000 title abstract description 58
- NLOLSXYRJFEOTA-UPHRSURJSA-N (z)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical group FC(F)(F)\C=C/C(F)(F)F NLOLSXYRJFEOTA-UPHRSURJSA-N 0.000 title abstract description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract description 40
- RMLFHPWPTXWZNJ-UHFFFAOYSA-N novec 1230 Chemical compound FC(F)(F)C(F)(F)C(=O)C(F)(C(F)(F)F)C(F)(F)F RMLFHPWPTXWZNJ-UHFFFAOYSA-N 0.000 abstract description 28
- ULYZAYCEDJDHCC-UHFFFAOYSA-N isopropyl chloride Chemical compound CC(C)Cl ULYZAYCEDJDHCC-UHFFFAOYSA-N 0.000 abstract description 21
- 238000000034 method Methods 0.000 description 9
- 239000004604 Blowing Agent Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000006260 foam Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005498 polishing Methods 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229920001169 thermoplastic Polymers 0.000 description 2
- 229920001187 thermosetting polymer Polymers 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- NLOLSXYRJFEOTA-OWOJBTEDSA-N (e)-1,1,1,4,4,4-hexafluorobut-2-ene Chemical compound FC(F)(F)\C=C\C(F)(F)F NLOLSXYRJFEOTA-OWOJBTEDSA-N 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000003989 dielectric material Substances 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000006073 displacement reaction Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
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- 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
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- 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
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- 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
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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
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.
- 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).
Claims (1)
-
imagen1
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74181 | 1997-07-25 | ||
| US74178 | 2002-02-12 | ||
| US74179 | 2002-02-12 | ||
| US7417808P | 2008-06-20 | 2008-06-20 | |
| US7417908P | 2008-06-20 | 2008-06-20 | |
| US7418108P | 2008-06-20 | 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 |
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| Publication Number | Publication Date |
|---|---|
| ES2568429T3 true ES2568429T3 (es) | 2016-04-29 |
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|---|---|---|---|
| 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) |
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| EP3095830B1 (en) | 2009-06-02 | 2020-07-29 | The Chemours Company FC, LLC | Azeotropic and azeotrope-like compositions of z-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 |
| 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 |
| 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 |
| 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 |
| JP6096128B2 (ja) * | 2011-02-04 | 2017-03-15 | 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 | 特定のハロオレフィンを含む共沸および共沸混合物様組成物ならびにそれらの使用 |
| HK1198590A1 (en) * | 2011-08-19 | 2015-04-30 | The Chemours Company Fc, Llc | Processes and compositions for organic rankine cycles for generating mechanical energy from heat |
| EP2794806A4 (en) * | 2011-12-22 | 2015-10-14 | Honeywell Int Inc | AZEOTROPÄHNLICHE COMPOSITIONS WITH CIS-1-CHLORO-3,3,3-TRIFLUORPROPEN |
| BR112014020279A8 (pt) * | 2012-02-17 | 2017-07-11 | Du Pont | Composição do tipo azeótropo, processos para preparar uma espuma termoplástica, para produzir refrigeração, para produzir um produto aerossol e para extinguir ou suprimir um incêndio, composição de formação de espuma, processo para produzir uma espuma e espuma |
| JP2017534704A (ja) * | 2014-09-16 | 2017-11-24 | 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 | Z−1,1,1,4,4,4−ヘキサフルオロ−2−ブテンとメチルパーフルオロプロピルエーテルとを含む共沸性又は共沸混合物様組成物 |
| BR112017016402B1 (pt) | 2015-02-06 | 2021-12-07 | The Chemours Company Fc, Llc | Composição, métodos para a produção de esfriamento, para a produção de calor e para a detecção de um vazamento em um recipiente, método de formação de espuma, e, processos para a produção de produtos de aerossol e para a conversão de calor em energia mecânica |
| 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 |
| CN106398650B (zh) * | 2015-07-01 | 2018-03-06 | 西安科技大学 | 煤矿地热利用中的高温热泵三元混合工质 |
| WO2020018332A1 (en) * | 2018-07-16 | 2020-01-23 | The Chemours Company Fc, Llc | Blowing agent blends |
| EP3911711A1 (en) * | 2019-01-17 | 2021-11-24 | The Chemours Company FC, LLC | Azeotrope and azeotrope-like compositions comprising (e)-1,1,1,4,4,4-hexafluorobut-2-ene |
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| 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 |
| US9005467B2 (en) | 2003-10-27 | 2015-04-14 | Honeywell International Inc. | Methods of replacing heat transfer fluids |
| 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 |
| 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 |
| TW201336906A (zh) | 2005-06-24 | 2013-09-16 | Honeywell Int Inc | 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 |
| CN101351537B (zh) * | 2005-11-01 | 2013-09-25 | 纳幕尔杜邦公司 | 包含不饱和氟化烃的溶剂组合物 |
| 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 |
| CA2855233A1 (en) * | 2005-11-01 | 2007-05-10 | E.I. Du Pont De Nemours And Company | Blowing agents for forming foam comprising unsaturated fluorocarbons |
| KR101350620B1 (ko) | 2005-11-01 | 2014-02-06 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 플루오로올레핀을 포함하는 조성물 및 그의 용도 |
| ES2642570T3 (es) * | 2006-02-28 | 2017-11-16 | The Chemours Company Fc, Llc | Composiciones azeotrópicas que comprenden compuestos fluorados para aplicaciones de limpieza |
| FR2899233B1 (fr) | 2006-03-31 | 2010-03-12 | Arkema | Composition d'agent d'expansion |
| SG183037A1 (en) * | 2007-04-27 | 2012-08-30 | Du Pont | Azeotropic and azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene |
-
2009
- 2009-06-19 JP JP2011514830A patent/JP5806111B2/ja not_active Expired - Fee Related
- 2009-06-19 KR KR1020117001387A patent/KR101618900B1/ko not_active Expired - Fee Related
- 2009-06-19 PL PL09767799T patent/PL2285930T3/pl unknown
- 2009-06-19 WO PCT/US2009/047912 patent/WO2009155490A1/en not_active Ceased
- 2009-06-19 MX MX2010014094A patent/MX2010014094A/es active IP Right Grant
- 2009-06-19 EP EP09767799.1A patent/EP2285930B1/en active Active
- 2009-06-19 KR KR1020167007989A patent/KR20160040314A/ko not_active Withdrawn
- 2009-06-19 AU AU2009259965A patent/AU2009259965B2/en not_active Ceased
- 2009-06-19 ES ES09767799.1T patent/ES2568429T3/es active Active
- 2009-06-19 CA CA2725404A patent/CA2725404A1/en not_active Abandoned
- 2009-06-19 CN CN2009801233453A patent/CN102066521B/zh active Active
- 2009-06-19 CA CA2944302A patent/CA2944302C/en active Active
- 2009-06-19 BR BRPI0909619A patent/BRPI0909619A2/pt not_active IP Right Cessation
-
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- 2010-12-14 CO CO10157212A patent/CO6280546A2/es not_active Application Discontinuation
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- 2014-08-04 JP JP2014158872A patent/JP5957493B2/ja not_active Expired - Fee Related
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Also Published As
| Publication number | Publication date |
|---|---|
| EP2285930B1 (en) | 2016-01-27 |
| JP2015227467A (ja) | 2015-12-17 |
| BRPI0909619A2 (pt) | 2015-09-22 |
| CN102066521A (zh) | 2011-05-18 |
| CA2944302C (en) | 2017-11-21 |
| MX2010014094A (es) | 2011-01-21 |
| CN102066521B (zh) | 2013-11-13 |
| JP2014224267A (ja) | 2014-12-04 |
| JP5806111B2 (ja) | 2015-11-10 |
| JP5957493B2 (ja) | 2016-07-27 |
| AU2009259965B2 (en) | 2015-08-27 |
| WO2009155490A1 (en) | 2009-12-23 |
| KR20110038044A (ko) | 2011-04-13 |
| KR101618900B1 (ko) | 2016-05-09 |
| KR20160040314A (ko) | 2016-04-12 |
| JP2011525209A (ja) | 2011-09-15 |
| CA2944302A1 (en) | 2009-12-23 |
| PL2285930T3 (pl) | 2016-07-29 |
| EP2285930A1 (en) | 2011-02-23 |
| CA2725404A1 (en) | 2009-12-23 |
| AU2009259965A1 (en) | 2009-12-23 |
| CO6280546A2 (es) | 2011-05-20 |
| JP6051281B2 (ja) | 2016-12-27 |
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