RU2012123509A - Способ - Google Patents
Способ Download PDFInfo
- Publication number
- RU2012123509A RU2012123509A RU2012123509/04A RU2012123509A RU2012123509A RU 2012123509 A RU2012123509 A RU 2012123509A RU 2012123509/04 A RU2012123509/04 A RU 2012123509/04A RU 2012123509 A RU2012123509 A RU 2012123509A RU 2012123509 A RU2012123509 A RU 2012123509A
- Authority
- RU
- Russia
- Prior art keywords
- hydro
- catalyst
- base
- hfc
- metal hydroxide
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract 41
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims abstract 9
- 239000002585 base Substances 0.000 claims abstract 8
- 239000003054 catalyst Substances 0.000 claims abstract 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract 6
- 238000006704 dehydrohalogenation reaction Methods 0.000 claims abstract 6
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract 4
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 claims abstract 4
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- 150000003983 crown ethers Chemical group 0.000 claims abstract 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract 4
- 150000002367 halogens Chemical class 0.000 claims abstract 4
- 239000000203 mixture Substances 0.000 claims abstract 4
- FXRLMCRCYDHQFW-UHFFFAOYSA-N 2,3,3,3-tetrafluoropropene Chemical group FC(=C)C(F)(F)F FXRLMCRCYDHQFW-UHFFFAOYSA-N 0.000 claims abstract 3
- SMCNZLDHTZESTK-UHFFFAOYSA-N 2-chloro-1,1,1,2-tetrafluoropropane Chemical compound CC(F)(Cl)C(F)(F)F SMCNZLDHTZESTK-UHFFFAOYSA-N 0.000 claims abstract 3
- 238000007033 dehydrochlorination reaction Methods 0.000 claims abstract 3
- 238000005796 dehydrofluorination reaction Methods 0.000 claims abstract 3
- 238000004519 manufacturing process Methods 0.000 claims abstract 3
- FDOPVENYMZRARC-UHFFFAOYSA-N 1,1,1,2,2-pentafluoropropane Chemical compound CC(F)(F)C(F)(F)F FDOPVENYMZRARC-UHFFFAOYSA-N 0.000 claims abstract 2
- AWTOFSDLNREIFS-UHFFFAOYSA-N 1,1,2,2,3-pentafluoropropane Chemical compound FCC(F)(F)C(F)F AWTOFSDLNREIFS-UHFFFAOYSA-N 0.000 claims abstract 2
- DMUPYMORYHFFCT-UHFFFAOYSA-N 1,2,3,3,3-pentafluoroprop-1-ene Chemical group FC=C(F)C(F)(F)F DMUPYMORYHFFCT-UHFFFAOYSA-N 0.000 claims abstract 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract 2
- 150000001408 amides Chemical class 0.000 claims abstract 2
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical group [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract 2
- 239000000920 calcium hydroxide Substances 0.000 claims abstract 2
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract 2
- 229910052751 metal Inorganic materials 0.000 claims abstract 2
- 239000002184 metal Substances 0.000 claims abstract 2
- 229910000000 metal hydroxide Inorganic materials 0.000 claims abstract 2
- 150000004692 metal hydroxides Chemical group 0.000 claims abstract 2
- 150000003242 quaternary ammonium salts Chemical group 0.000 claims abstract 2
- 239000002904 solvent Substances 0.000 claims abstract 2
- DCWQLZUJMHEDKD-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoropropane Chemical compound CC(Cl)(Cl)C(F)(F)F DCWQLZUJMHEDKD-UHFFFAOYSA-N 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- FTCVHAQNWWBTIV-UHFFFAOYSA-N 1,1,1,2,2-pentachloropropane Chemical compound CC(Cl)(Cl)C(Cl)(Cl)Cl FTCVHAQNWWBTIV-UHFFFAOYSA-N 0.000 claims 2
- ZDCWZRQSHBQRGN-UHFFFAOYSA-N 1,1,1,2,3-pentafluoropropane Chemical compound FCC(F)C(F)(F)F ZDCWZRQSHBQRGN-UHFFFAOYSA-N 0.000 claims 2
- UTACNSITJSJFHA-UHFFFAOYSA-N 1,1,1,3-tetrachloropropane Chemical compound ClCCC(Cl)(Cl)Cl UTACNSITJSJFHA-UHFFFAOYSA-N 0.000 claims 2
- PFFGXVGPSGJOBV-UHFFFAOYSA-N 1,1,1,3-tetrafluoropropane Chemical compound FCCC(F)(F)F PFFGXVGPSGJOBV-UHFFFAOYSA-N 0.000 claims 2
- SMZHKGXSEAGRTI-UHFFFAOYSA-N 1,1,1-trichloropropan-2-one Chemical compound CC(=O)C(Cl)(Cl)Cl SMZHKGXSEAGRTI-UHFFFAOYSA-N 0.000 claims 2
- FDMFUZHCIRHGRG-UHFFFAOYSA-N 3,3,3-trifluoroprop-1-ene Chemical group FC(F)(F)C=C FDMFUZHCIRHGRG-UHFFFAOYSA-N 0.000 claims 2
- JSECXTYNFBONSF-UHFFFAOYSA-N 3-chloro-1,1,1,2-tetrafluoropropane Chemical compound ClCC(F)C(F)(F)F JSECXTYNFBONSF-UHFFFAOYSA-N 0.000 claims 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims 2
- YXEBARDKWGXGRC-UHFFFAOYSA-N 1,1,1-trichloro-2,2-difluoropropane Chemical compound CC(F)(F)C(Cl)(Cl)Cl YXEBARDKWGXGRC-UHFFFAOYSA-N 0.000 claims 1
- 150000003990 18-crown-6 derivatives Chemical group 0.000 claims 1
- QJMGASHUZRHZBT-UHFFFAOYSA-N 2,3-dichloro-1,1,1-trifluoropropane Chemical compound FC(F)(F)C(Cl)CCl QJMGASHUZRHZBT-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- 238000003682 fluorination reaction Methods 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C21/00—Acyclic unsaturated compounds containing halogen atoms
- C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
- C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/04—Preparation of halogenated hydrocarbons by addition of halogens to unsaturated halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/18—Preparation of halogenated hydrocarbons by replacement by halogens of oxygen atoms of carbonyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/272—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
- C07C17/275—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Abstract
1. Способ получения С(гидро)фторалкенов, который включает дегидрогалогенирование, в присутствии основания, Сгидро(галоген)фторалканов, где способ осуществляют в присутствие растворителя N-метилпирролидона (NMP).2. Способ получения С(гидро)фторалкенов по п.1, который включает дегидрогалогенирование Сгидро(галоген)фторалканов.3. Способ по п.1, который осуществляют при температуре от -50 до 300°С и под давлением от 0 до 30 бар.4. Способ по п.1, в котором основание выбирают из гидроксида металла, амида металла и их смеси.5. Способ по п.4, в котором основание представляет собой гидроксид щелочного металла, выбираемый из гидроксида натрия и гидроксида калия.6. Способ по п.4, в котором основание представляет собой гидроксид щелочноземельного металла.7. Способ по п.6, в котором гидроксид щелочноземельного металла представляет собой гидроксид кальция.8. Способ по п.1, который осуществляют в присутствии катализатора.9. Способ по п.8, в котором катализатором является краунэфир.10. Способ по п.9, в котором краунэфир представляет собой 18-краун-6.11. Способ по п.8, в котором катализатором является четвертичная аммониевая соль.12. Способ по п.8, в котором катализатором является фторированное соединение.13. Способ по п.1 для получения (гидро)фторпропилена, выбираемого из 1,2,3,3,3-пентафторпропилена (CFCF=CFH, HFC-1225ye), 2,3,3,3-тетрафторпропилена (CFCF=CH, HFC-1234yf) и их смесей.14. Способ по п.13, в котором CFCF=CHполучают дегидрогалогенированием соединений формулы CFCFYCHили CFCFHCYH.15. Способ по п.14, в котором CFCF=CHполучают дегидрофторированием 1,1,1,2,2-пентафторпропана (CHCFCF, HFC-245ca) и/или дегидрохлорированием 1,1,1,2-тетрафтор-2-хлорпропана.16. Способ по п.14, в котором CFCF=CHполучают дегидрофториров�
Claims (25)
1. Способ получения С3-7(гидро)фторалкенов, который включает дегидрогалогенирование, в присутствии основания, С3-7гидро(галоген)фторалканов, где способ осуществляют в присутствие растворителя N-метилпирролидона (NMP).
2. Способ получения С4-7(гидро)фторалкенов по п.1, который включает дегидрогалогенирование С4-7гидро(галоген)фторалканов.
3. Способ по п.1, который осуществляют при температуре от -50 до 300°С и под давлением от 0 до 30 бар.
4. Способ по п.1, в котором основание выбирают из гидроксида металла, амида металла и их смеси.
5. Способ по п.4, в котором основание представляет собой гидроксид щелочного металла, выбираемый из гидроксида натрия и гидроксида калия.
6. Способ по п.4, в котором основание представляет собой гидроксид щелочноземельного металла.
7. Способ по п.6, в котором гидроксид щелочноземельного металла представляет собой гидроксид кальция.
8. Способ по п.1, который осуществляют в присутствии катализатора.
9. Способ по п.8, в котором катализатором является краунэфир.
10. Способ по п.9, в котором краунэфир представляет собой 18-краун-6.
11. Способ по п.8, в котором катализатором является четвертичная аммониевая соль.
12. Способ по п.8, в котором катализатором является фторированное соединение.
13. Способ по п.1 для получения (гидро)фторпропилена, выбираемого из 1,2,3,3,3-пентафторпропилена (CF3CF=CFH, HFC-1225ye), 2,3,3,3-тетрафторпропилена (CF3CF=CH2, HFC-1234yf) и их смесей.
14. Способ по п.13, в котором CF3CF=CH2 получают дегидрогалогенированием соединений формулы CF3CFYCH3 или CF3CFHCYH2.
15. Способ по п.14, в котором CF3CF=CH2 получают дегидрофторированием 1,1,1,2,2-пентафторпропана (CH3CF2CF3, HFC-245ca) и/или дегидрохлорированием 1,1,1,2-тетрафтор-2-хлорпропана.
16. Способ по п.14, в котором CF3CF=CH2 получают дегидрофторированием 1,1,1,2,3-пентафторпропана (CH2FCHFCF3, HFC-245eb) и/или дегидрохлорированием 1,1,1,2-тетрафтор-3-хлорпропана.
17. Способ по п.15 или 16, включающий стадию превращения трифтордихлорпропана или дифтортрихлорпропана или фтортетрахлорпропана в CH3CF2CF3, 1,1,1,2-тетрафтор-2-хлорпропан, CH2FCHFCF3, и/или 1,1,1,2-тетрафтор-3-хлорпропан.
18. Способ по п.17, в котором трифтордихлорпропан выбирают из 1,1,1-трифтор-2,2-дихлорпропана (CF3CCl2CH3) и 1,1,1-трифтор-2,3-дихлорпропана (CF3CHClCH2Cl).
19. Способ по п.18, включающий стадию хлорирования 3,3,3-трифторпропилена с образованием CF3CHClCH2Cl.
20. Способ по п.19, включающий стадию дегидрофторирования 1,1,1,3-тетрафторпропана с образованием 3,3,3-трифторпропилена.
21. Способ по п.20, включающий стадию фторирования 1,1,1,3-тетрахлорпропана с образованием 1,1,1,3-тетрафторпропана.
22. Способ по п.21, включающий стадию теломеризации с участием четыреххлористого углерода и этилена, приводящую к образованию 1,1,1,3-тетрахлорпропана.
23. Способ по п.18, включающий стадию фторирования 1,1,1,2,2-пентахлорпропана с образованием CF3CCl2CH3.
24. Способ по п.23, включающий стадию хлорирования 1,1,1-трихлорацетона (CCl3C(O)СН3) с образованием 1,1,1,2,2-пентахлорпропана.
25. Способ по п.24, включающий стадию хлорирования ацетона (СН3С(O)СН3) с образованием 1,1,1-трихлорацетона (CCl3C(O)СН3).
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0625214.2A GB0625214D0 (en) | 2006-12-19 | 2006-12-19 | Process |
| GB0625214.2 | 2006-12-19 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009127812/04A Division RU2466121C2 (ru) | 2006-12-19 | 2007-12-18 | Способ |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2012123509A true RU2012123509A (ru) | 2013-12-20 |
Family
ID=37712338
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009127812/04A RU2466121C2 (ru) | 2006-12-19 | 2007-12-18 | Способ |
| RU2012123509/04A RU2012123509A (ru) | 2006-12-19 | 2012-06-06 | Способ |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2009127812/04A RU2466121C2 (ru) | 2006-12-19 | 2007-12-18 | Способ |
Country Status (16)
| Country | Link |
|---|---|
| US (3) | US8410325B2 (ru) |
| EP (5) | EP2990397B1 (ru) |
| JP (3) | JP5391076B2 (ru) |
| KR (3) | KR101450159B1 (ru) |
| CN (2) | CN101563308A (ru) |
| AU (1) | AU2007336066A1 (ru) |
| BR (1) | BRPI0720532A2 (ru) |
| CA (1) | CA2673585C (ru) |
| DK (2) | DK3872058T3 (ru) |
| ES (4) | ES2963129T3 (ru) |
| GB (1) | GB0625214D0 (ru) |
| MX (1) | MX2009006433A (ru) |
| PL (1) | PL2121548T3 (ru) |
| RU (2) | RU2466121C2 (ru) |
| WO (1) | WO2008075017A2 (ru) |
| ZA (1) | ZA200904246B (ru) |
Families Citing this family (71)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3304248B2 (ja) | 1995-10-31 | 2002-07-22 | シャープ株式会社 | 液体燃料燃焼装置 |
| US8766020B2 (en) | 2008-07-31 | 2014-07-01 | Honeywell International Inc. | Process for producing 2,3,3,3-tetrafluoropropene |
| SI3336074T1 (sl) * | 2006-01-03 | 2025-09-30 | Honeywell International Inc. | Postopek za proizvodnjo fluoriranih organskih spojin |
| EP2066604B1 (en) | 2006-09-05 | 2015-06-03 | E. I. du Pont de Nemours and Company | Dehydrofluorination process to manufacture hydrofluoroolefins |
| GB0806422D0 (en) * | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| KR101397113B1 (ko) | 2006-10-03 | 2014-05-19 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법 |
| TW200831446A (en) * | 2006-11-15 | 2008-08-01 | Du Pont | Processes for producing pentafluoropropenes and certain azeotropes comprising HF and certain halopropenes of the formula C3HCIF4 |
| GB0625214D0 (en) * | 2006-12-19 | 2007-01-24 | Ineos Fluor Holdings Ltd | Process |
| GB0706978D0 (en) | 2007-04-11 | 2007-05-16 | Ineos Fluor Holdings Ltd | Process |
| US9035111B2 (en) * | 2007-08-22 | 2015-05-19 | Honeywell International Inc. | Method for producing fluorinated organic compounds |
| US8710282B2 (en) | 2008-03-14 | 2014-04-29 | Honeywell International Inc. | Integrated process for the manufacture of fluorinated olefins |
| GB0806389D0 (en) * | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| GB0806419D0 (en) * | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
| CN104164214B (zh) * | 2008-05-07 | 2018-04-24 | 科慕埃弗西有限公司 | 可用作热传递组合物的组合物 |
| GB0808836D0 (en) | 2008-05-15 | 2008-06-18 | Ineos Fluor Ltd | Process |
| FR2933691B1 (fr) * | 2008-07-10 | 2012-11-09 | Arkema France | Hydro(chloro)fluoroolefines et leur procede de preparation |
| WO2010024366A2 (en) | 2008-08-26 | 2010-03-04 | Daikin Industries, Ltd. | Azeotropic or azeotrope-like composition and process for producing 2,3,3,3-tetrafluoropropene |
| FR2935700B1 (fr) * | 2008-09-11 | 2013-05-10 | Arkema France | Procede de preparation de composes trifluores et tetrafluores |
| FR2935703B1 (fr) * | 2008-09-11 | 2010-09-03 | Arkema France | Procede de preparation de composes fluores. |
| FR2935701B1 (fr) * | 2008-09-11 | 2012-07-27 | Arkema France | Procede de preparation de composes fluores olefiniques |
| CA2736216A1 (en) | 2008-10-10 | 2010-04-15 | E. I. Du Pont De Nemours And Company | Compositions comprising 2,3,3,3-tetrafluoropropene, 2-chloro-2,3,3,3-tetrafluoropropanol, 2-chloro-2,3,3,3-tetrafluoro-propyl acetate or zinc (2-chloro-2,3,3,3-tetrafluoropropoxy)chloride |
| CA2743842C (en) * | 2008-11-19 | 2016-02-09 | Arkema Inc. | Process for the manufacture of hydrofluoroolefins |
| EP2371793B1 (en) | 2008-12-25 | 2015-07-08 | Asahi Glass Company, Limited | Process for production of 1,1-dichloro-2,3,3,3-tetrafluoropropene |
| US8552227B2 (en) | 2009-01-05 | 2013-10-08 | E I Du Pont De Nemours And Company | Preparation of hydrofluoroolefins by dehydrofluorination |
| FR2940968B1 (fr) | 2009-01-13 | 2012-12-14 | Arkema France | Procede de preparation de composes fluores olefiniques |
| GB0906191D0 (en) | 2009-04-09 | 2009-05-20 | Ineos Fluor Holdings Ltd | Process |
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