RU2008121894A - Способы получения и очистки фторгидроолефинов - Google Patents
Способы получения и очистки фторгидроолефинов Download PDFInfo
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Abstract
1. Способ получения фторгидроолефина, включающий дегидрофторирование фторсодержащего углеводорода, который имеет у соседних атомов углерода, по крайней мере, один атом водорода и, по крайней мере, один атом фтора, с образованием смеси продуктов, содержащей указанный фторгидроолефин, не прореагировавший фторсодержащий углеводород и фторид водорода, где, по крайней мере, один из указанного фторгидроолефина и указанного фторсодержащего углеводорода присутствует в указанной смеси продуктов в виде азеотропной композиции с фторидом водорода. ! 2. Способ по п.1, который включает также стадию дистилляции указанной смеси продуктов с образованием композиции дистиллята, представляющей собой азеотропную композицию, которая содержит указанный фторгидроолефин и фторид водорода. ! 3. Способ по п.2, который включает также стадию получения композиции кубовых остатков, представляющих собой указанный фторсодержащий углеводород, который практически не содержит фторид водорода. ! 4. Способ отделения фторгидроолефина от фторсодержащего углеводорода, где указанный фторгидроолефин содержит на один атом водорода меньше и на один атом фтора меньше, чем указанный фторсодержащий углеводород, при этом указанный способ включает: ! а) образование смеси, включающей фторгидроолефин, фторсодержащий углеводород и фторид водорода; и ! b) стадию дистилляции, которой подвергают указанную смесь, с образованием в колонне композиции дистиллята, представляющей собой азеотропную или близкую к азеотропной композицию фторида водорода и фторгидроолефина, в которой практически отсутствует указанный фторсодержащий углеводород. ! 5. Способ выделен�
Claims (12)
1. Способ получения фторгидроолефина, включающий дегидрофторирование фторсодержащего углеводорода, который имеет у соседних атомов углерода, по крайней мере, один атом водорода и, по крайней мере, один атом фтора, с образованием смеси продуктов, содержащей указанный фторгидроолефин, не прореагировавший фторсодержащий углеводород и фторид водорода, где, по крайней мере, один из указанного фторгидроолефина и указанного фторсодержащего углеводорода присутствует в указанной смеси продуктов в виде азеотропной композиции с фторидом водорода.
2. Способ по п.1, который включает также стадию дистилляции указанной смеси продуктов с образованием композиции дистиллята, представляющей собой азеотропную композицию, которая содержит указанный фторгидроолефин и фторид водорода.
3. Способ по п.2, который включает также стадию получения композиции кубовых остатков, представляющих собой указанный фторсодержащий углеводород, который практически не содержит фторид водорода.
4. Способ отделения фторгидроолефина от фторсодержащего углеводорода, где указанный фторгидроолефин содержит на один атом водорода меньше и на один атом фтора меньше, чем указанный фторсодержащий углеводород, при этом указанный способ включает:
а) образование смеси, включающей фторгидроолефин, фторсодержащий углеводород и фторид водорода; и
b) стадию дистилляции, которой подвергают указанную смесь, с образованием в колонне композиции дистиллята, представляющей собой азеотропную или близкую к азеотропной композицию фторида водорода и фторгидроолефина, в которой практически отсутствует указанный фторсодержащий углеводород.
5. Способ выделения фторгидроолефина из смеси, которая представляет собой азеотропную или близкую к азеотропной композицию указанного фторгидроолефина и фторида водорода, при этом указанный способ включает:
а) стадию первой дистилляции, которой подвергают указанную смесь, где композиция, обогащенная либо (i) фторидом водорода, либо (ii) фторгидроолефином, выделяется в виде композиции первого дистиллята, а композиция первых кубовых остатков обогащается другим из указанных компонентов (i) или (ii); и
b) вторую стадию дистилляции, которой подвергают указанную композицию первого дистиллята, осуществляемую при другом давлении, во время которой компонент, обогащенный в виде композиции первых кубовых остатков на стадии (а), выделяется в виде композиции второго дистиллята, а композиция вторых кубовых остатков на второй стадии дистилляции обогащается тем же самым компонентом, которым была обогащена указанная композиция первого дистиллята.
6. Способ по п.4, где указанная первая композиция кубовых остатков представляет собой фторгидроолефин, который практически не содержит фторид водорода.
7. Способ по п.4, где указанная вторая композиция кубовых остатков представляет собой фторид водорода, который практически не содержит фторгидроолефин.
8. Способ по п.1, где указанный фторсодержащий углеводород и фторгидроолефин выбраны из группы, которая включает:
CF3CF2CH2F и CF3CF=CHF;
CHF2CF2CH2F и CHF2CF=CHF;
CHF2CHFCHF2 и CHF2CF=CHF;
CH2FCF2CH2F и CH2FCF=CHF;
CH3CF2CHF2 и CHF2CF=CH2;
CHF2CHFCH2F и CHF2CF=CH2;
CF3CHFCH3 и CF3CH=CH2;
CF3CH2CH2F и CF3CH=CH2;
CHF2CH2CHF2 и CHF2CH=CHF;
CH2FCF2CF2CF3 и CHF=CFCF2CF3;
CF3CHFCF2CHF2 и CF3CF=CFCHF2;
CF3CH2CF2CF3 и CF3CH=CFCF3;
CF3CHFCHFCF3 и CF3CH=CFCF3;
CH3CF2CF2CF3 и CH2=CFCF2CF3;
CF3CH2CH2CF3 и CF2=CHCH2CF3;
CF3CHFCF2CH2F и CF3CF=CFCH2F;
CH2FCF2CF2CHF2 и CHF=CFCF2CHF2;
CHF2CH2CF2CF3 и CHF2CH=CFCF3;
CHF2CF2CH2CF3 и CHF2CF=CHCF3;
CHF2CHFCHFCF3 и CHF2CF=CHCF3, CHF2CH=CFCF3 или их смеси;
CHF2CHFCF2CHF2 и CHF2CF=CFCHF2;
CF3CH2CHFCF3 и CF3CH=CHCF3;
CF3CHFCF2CH3 и CF3CF=CFCH3;
CF3CF2CHFCH3 и CF3CF=CFCH3;
CH3CF2CF2CHF2 и CH2=CFCF2CHF2;
CF3CF2CH2CH2F и CF3CF=CHCH2F, CF3CF2CH=CH2 или их смеси;
CH2FCHFCHFCF3 и CH2FCF=CHCF3, CH2FCH=CFCF3 или их смеси;
CHF2CF2CHFCH2F и CHF2CF=CFCH2F, CHF2CF2CF=CH2 или их смеси;
CF3CH2CF2CH2F и CF3CH=CFCH2F;
CHF2CH2CHFCF3 и CHF2CH=CHCF3;
CHF2CHFCH2CF3 и CHF2CH=CHCF3;
CHF2CH2CF2CHF2 и CHF2CH=CFCHF2;
CHF2CHFCHFCHF2 и CHF2CH=CFCHF2;
CHF2CH(CF3)2 и CHF=C(CF3)2;
CH2FCF(CF3)2 и CHF=C(CF3)2;
CF3CF2CH2CF2CF3 и CF3CF2CH=CFCF3;
CF3CH2CF2CF2CF3 и CF3CH=CFCF2CF3;
CF3CH2CHFCF2CF3 и CF3CH=CHCF2CF3;
CF3CHFCH2CF2CF3 и CF3CH=CHCF2CF3;
CH3CF2CF2CF2CHF2 и CH2=CFCF2CF2CHF2;
CF3CH2CF2CH2CF3 и CF3CH=CFCH2CF3;
CF3CF2CHFCHFCF2CF3 и CF3CF2CH=CFCF2CF3;
CH2FCHFCF2CF2CF2CF3 и CH2=CFCF2CF2CF2CF3;
CF3CH2CHFCF2CF2CF3 и CF3CH=CHCF2CF2CF3;
CF3CHFCH2CF2CF2CF3 и CF3CH=CHCF2CF2CF3;
CF3CH2CF2CF2CH2CF3 и CF3CH=CFCF2CH2CF3;
CF3CF2CH2CH2CF2CF3 и CF3CF=CHCH2CF2CF3;
CF3CHFCHFCF2CF2C2F5 и CF3CF=CHCF2CF2C2F5,
CF3CH=CHCF2CF2C2F5 или их смеси;
C2F5CHFCHFCF2CF2C2F5 и C2F5CF=CHCF2CF2C2F5,
C2F5CH=CFCF2CF2C2F5 или их смеси;
C2F5CF2CHFCHFCF2C2F5 и C2F5CF2CF=CHCF2C2F5;
цикло-CF2CF2CF2CH2- и цикло-CF2CF2CF=CH-;
цикло-CF2CF2CHFCHF- и цикло-CF2CF2CF=CH-;
цикло-CF2CF2CH2CH2- и цикло-CF2CH2CH=CF-;
цикло-CF2CF2CF2CHFCHF- и цикло-CF2CF2CF2CF=CH-;
цикло-CF2CF2CF2CF2CHFCHF- и цикло-CF2CF2CF2CF2CF=CH-;
CF3CF2CH2CH3 и CF3CF=CHCH3;
CF3CH2CF2CH3 и CF3CH=CFCH3;
CH2FCH2CHFCF3 и CH2FCH=CHCF3;
CH2FCHFCH2CF3 и CH2FCH=CHCF3;
CH3CF(CF3)2 и CH2=C(CF3)2;
CH2FCH(CF3)2 и CH2=C(CF3)2;
CHF2CF(CHF2)2 и CF2=C(CHF2)2;
CHF2CH(CHF2)2 и CHF=C(CHF2)2;
CH3CF(CHF2)2 и CH2=C(CHF2)2;
CH2FCH(CH2F)CF3 и CH2=C(CH2F)CF3;
CH2FCH(CHF2)2 и CH2=C(CHF2)2;
CH3CF2CF2CF2CF3 и CH2=CFCF2CF2CF3;
CHF2CF2CF2CHFCH3 и CHF2CF2CF=CFCH3;
CF3CF2CF2CH2CH3 и CF3CF2CF=CHCH3;
(CF3)2CFCH2CF3 и (CF3)2C=CHCF3;
(CF3)2CHCHFCF3 и (CF3)2C=CHCF3;
(CF3)2CFCHFCHF2 и (CF3)2C=CFCHF2;
CF3CF2CH2CHFCF2CF3 и CF3CF2CH=CHCF2CF3;
CH3CH2CF2CF2CF2CF3 и CH3CH=CFCF2CF2CF3;
CF3CF2CF2CH2CHFCH3 и CF3CF2CF2CH=CHCH3;
(CF3)2CFCF2CH2CH3 и (CF3)2CFCF=CHCH3;
(CF3)2CFCH2CH2CH3 и (CF3)2C=CHCH2CH3;
(CF3)2CHCHFCF2CF3 и (CF3)2C=CHCF2CF3;
(CF3)2CFCHFCHFCF3 и (CF3)2C=CFCHFCF3, (CF3)2CFCF=CHCF3, (CF3)2CFCH=CFCF3 или их смеси;
(CF3)2CHCH2CF2CF3 и (CF3)2CHCH=CFCF3;
(CF3)2CFCH(CH3)2 и (CF3)2C=C(CH3)2;
(CH3)2CHCF2CF2CF3 и (CH3)2C=CFCF2CF3;
C2F5CHFCH2CF2C2F5 и C2F5CH=CHCF2C2F5;
C2F5CH2CHFCF2C2F5 и C2F5CH=CHCF2C2F5;
CF3CHFCH2CF2CF2C2F5 и CF3CH=CHCF2CF2C2F5;
CF3CH2CHFCF2CF2C2F5 и CF3CH=CHCF2CF2C2F5;
CF3CF2CF2CF2CF2CH2CH3 и CF3CF2CF2CF2CF=CHCH3;
CF3CF2CF2CF2CH2CH2CH3 и CF3CF2CF2CF=CHCH2CH3; и
(CH3)2CHCF2CF2CF2CF3 и (CH3)2C=CFCF2CF2CF3.
9. Способ по п.1, где указанный фторгидроолефин выбран из группы, которая включает CHF2CF=CHF, CH2FCF=CHF, CHF2CF=CH2, CF3CH=CH2, CHF2CH=CHF, CHF=CFCF2CF3, CF3CF=CFCHF2, CF3CH=CFCF3, CH2=CFCF2CF3, CF2=CHCH2CF3, CF3CF=CFCH2F, CHF=CFCF2CHF2, CHF2CF=CFCHF2, CF3CH=CHCF3, CF3CF=CFCH3, CH2=CFCF2CHF2, CF3CH=CFCH2F, CHF2CH=CHCF3, CHF2CH=CFCHF2, CHF=C(CF3)2, CF3CF2CH=CFCF3, CF3CH=CFCF2CF3, CF3CH=CHCF2CF3, CH2=CFCF2CF2CHF2, CF3CH=CFCH2CF3, CF3CF2CH=CFCF2CF3, CH2=CFCF2CF2CF2CF3, CF3CH=CHCF2CF2CF3, CF3CH=CFCF2CH2CF3, CF3CF=CHCH2CF2CF3, C2F5CF2CF=CHCF2C2F5, цикло-CF2CF2CF=CH-, цикло-CF2CH2CH=CF-, цикло-CF2CF2CF2CF=CH-, CF3CF=CHCH3, CF3CH=CFCH3, CH2FCH=CHCF3, CH2=C(CF3)2, CF2=C(CHF2)2, CHF=C(CHF2)2, CH2=C(CHF2)2, CH2=C(CH2F)CF3, CH2=C(CHF2)2, CH2=CFCF2CF2CF3, CHF2CF2CF=CFCH3, CF3CF2CF=CHCH3, (CF3)2C=CHCF3, (CF3)2C=CHCF3, (CF3)2C=CFCHF2, CF3CF2CH=CHCF2CF3, CH3CH=CFCF2CF2CF3, CF3CF2CF2CH=CHCH3, (CF3)2CFCF=CHCH3, (CF3)2C=CHCH2CH3, (CF3)2C=CHCF2CF3, (CF3)2CHCH=CFCF3, (CF3)2C=C(CH3)2, (CF3)2C=CFCF2CF3, C2F5CH=CHCF2C2F5, CF3CH=CHCF2CF2C2F5, CF3CH=CHCF2CF2C2F5, CF3CF2CF2CF2CF=CHCH3, CF3CF2CF2CF=CHCH2CH3 и (CH3)2C=CFCF2CF2CF3.
10. Способ по п.4, где указанный фторгидроолефин выбран из группы, которая включает:
а. CHF2CF=CHCF3, CHF2CH=CFCF3 и их смеси;
b. CF3CF=CHCH2F, CF3CF2CH=CH2 и их смеси;
c. CH2FCF=CHCF3, CH2FCH=CFCF3 и их смеси;
d. CHF2CF=CFCH2F, CHF2CF2CF=CH2 и их смеси;
e. C2F5CF=CHCF2CF2C2F5, C2F5CH=CFCF2CF2C2F5 и их смеси.
11. Способ по п.4, где указанным фторсодержащим углеводородом является цикло-CF2CF2CF2CF2CHFCHF-, а указанным фторгидроолефином является цикло-CF2CF2CF2CF2CF=CH-.
12. Фторгидроолефин, выбранный из группы, которая включает CF2=C(CHF2)2, CHF=C(CHF2)2, CH2=C(CH2F)CF3, CH2=CFCF2CF2CF3, CHF2CF2CF=CFCH3, CF3CF2CF=CHCH3, (CF3)2C=CFCHF2, (CF3)2CFCF=CHCH3, (CF3)2C=C(CH3)2, (CН3)2C=CFCF2CF3, C2F5CH=CHCF2C2F5, CF3CH=CHCF2CF2C2F5, CF3CF2CF2CF2CF=CHCH3, CF3CF2CF2CF=CHCH2CH3, (CH3)2C=CFCF2CF2CF3 и CF3CH=CFCH2CF3.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/264,183 US7897823B2 (en) | 2004-10-29 | 2005-11-01 | Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes |
| US11/264,183 | 2005-11-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2008121894A true RU2008121894A (ru) | 2009-12-10 |
| RU2446140C2 RU2446140C2 (ru) | 2012-03-27 |
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| US (3) | US7897823B2 (ru) |
| EP (1) | EP1960336A1 (ru) |
| JP (1) | JP5256040B2 (ru) |
| KR (1) | KR20080066844A (ru) |
| CN (2) | CN102701900A (ru) |
| AR (1) | AR056970A1 (ru) |
| BR (1) | BRPI0619703A2 (ru) |
| RU (1) | RU2446140C2 (ru) |
| WO (1) | WO2007053178A1 (ru) |
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-
2005
- 2005-11-01 US US11/264,183 patent/US7897823B2/en active Active
-
2006
- 2006-04-11 JP JP2008538860A patent/JP5256040B2/ja not_active Expired - Fee Related
- 2006-04-11 WO PCT/US2006/013361 patent/WO2007053178A1/en not_active Ceased
- 2006-04-11 EP EP06740830A patent/EP1960336A1/en not_active Withdrawn
- 2006-04-11 BR BRPI0619703-5A patent/BRPI0619703A2/pt not_active IP Right Cessation
- 2006-04-11 CN CN2012101031690A patent/CN102701900A/zh active Pending
- 2006-04-11 CN CN200680050208.8A patent/CN101351429B/zh active Active
- 2006-04-11 RU RU2008121894/04A patent/RU2446140C2/ru not_active IP Right Cessation
- 2006-04-11 KR KR1020087013217A patent/KR20080066844A/ko not_active Ceased
- 2006-04-12 AR ARP060101481A patent/AR056970A1/es not_active Application Discontinuation
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2011
- 2011-01-25 US US13/013,065 patent/US8399723B2/en not_active Expired - Fee Related
- 2011-09-14 US US13/232,184 patent/US20120004475A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AR056970A1 (es) | 2007-11-07 |
| KR20080066844A (ko) | 2008-07-16 |
| CN102701900A (zh) | 2012-10-03 |
| WO2007053178A1 (en) | 2007-05-10 |
| US7897823B2 (en) | 2011-03-01 |
| US20060106263A1 (en) | 2006-05-18 |
| EP1960336A1 (en) | 2008-08-27 |
| JP5256040B2 (ja) | 2013-08-07 |
| BRPI0619703A2 (pt) | 2011-10-11 |
| US20110118512A1 (en) | 2011-05-19 |
| CN101351429B (zh) | 2014-03-05 |
| CN101351429A (zh) | 2009-01-21 |
| US20120004475A1 (en) | 2012-01-05 |
| US8399723B2 (en) | 2013-03-19 |
| RU2446140C2 (ru) | 2012-03-27 |
| JP2009513699A (ja) | 2009-04-02 |
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