US20060178541A1 - Conversion of fluorocarbons - Google Patents
Conversion of fluorocarbons Download PDFInfo
- Publication number
- US20060178541A1 US20060178541A1 US10/548,589 US54858905A US2006178541A1 US 20060178541 A1 US20060178541 A1 US 20060178541A1 US 54858905 A US54858905 A US 54858905A US 2006178541 A1 US2006178541 A1 US 2006178541A1
- Authority
- US
- United States
- Prior art keywords
- process according
- reaction
- fluorocarbon
- feed
- hydrocarbon
- 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.)
- Abandoned
Links
- 238000006243 chemical reaction Methods 0.000 title claims abstract description 57
- 238000000034 method Methods 0.000 claims abstract description 44
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 claims abstract description 40
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 30
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 29
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 26
- 150000007513 acids Chemical class 0.000 claims abstract description 5
- 239000002253 acid Substances 0.000 claims abstract description 4
- 238000001816 cooling Methods 0.000 claims abstract description 4
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 10
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 claims description 9
- RJCQBQGAPKAMLL-UHFFFAOYSA-N bromotrifluoromethane Chemical compound FC(F)(F)Br RJCQBQGAPKAMLL-UHFFFAOYSA-N 0.000 claims description 9
- -1 CFCl2Br Chemical compound 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- VOPWNXZWBYDODV-UHFFFAOYSA-N Chlorodifluoromethane Chemical compound FC(F)Cl VOPWNXZWBYDODV-UHFFFAOYSA-N 0.000 claims description 4
- XUCNUKMRBVNAPB-UHFFFAOYSA-N fluoroethene Chemical compound FC=C XUCNUKMRBVNAPB-UHFFFAOYSA-N 0.000 claims description 4
- 229910020314 ClBr Inorganic materials 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 claims description 3
- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 claims description 3
- 239000012433 hydrogen halide Substances 0.000 claims description 2
- 229910000039 hydrogen halide Inorganic materials 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 238000004064 recycling Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 14
- 239000000178 monomer Substances 0.000 abstract description 6
- 239000012707 chemical precursor Substances 0.000 abstract description 3
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 31
- 229920004449 Halon® Polymers 0.000 description 10
- 239000007789 gas Substances 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 239000003345 natural gas Substances 0.000 description 6
- MEXUFEQDCXZEON-UHFFFAOYSA-N bromochlorodifluoromethane Chemical compound FC(F)(Cl)Br MEXUFEQDCXZEON-UHFFFAOYSA-N 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- 239000003344 environmental pollutant Substances 0.000 description 3
- 231100000719 pollutant Toxicity 0.000 description 3
- KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminium flouride Chemical compound F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 235000019404 dichlorodifluoromethane Nutrition 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 239000010457 zeolite Substances 0.000 description 2
- WFLOTYSKFUPZQB-OWOJBTEDSA-N (e)-1,2-difluoroethene Chemical compound F\C=C\F WFLOTYSKFUPZQB-OWOJBTEDSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 239000004338 Dichlorodifluoromethane Substances 0.000 description 1
- 229910002637 Pr6O11 Inorganic materials 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 238000011021 bench scale process Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000005695 dehalogenation reaction Methods 0.000 description 1
- 238000006704 dehydrohalogenation reaction Methods 0.000 description 1
- 230000001066 destructive effect Effects 0.000 description 1
- AZSZCFSOHXEJQE-UHFFFAOYSA-N dibromodifluoromethane Chemical compound FC(F)(Br)Br AZSZCFSOHXEJQE-UHFFFAOYSA-N 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005485 electric heating Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- MRELNEQAGSRDBK-UHFFFAOYSA-N lanthanum oxide Inorganic materials [O-2].[O-2].[O-2].[La+3].[La+3] MRELNEQAGSRDBK-UHFFFAOYSA-N 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- KTUFCUMIWABKDW-UHFFFAOYSA-N oxo(oxolanthaniooxy)lanthanum Chemical compound O=[La]O[La]=O KTUFCUMIWABKDW-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 238000000197 pyrolysis Methods 0.000 description 1
- 229910001404 rare earth metal oxide Inorganic materials 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- FKTOIHSPIPYAPE-UHFFFAOYSA-N samarium(III) oxide Inorganic materials [O-2].[O-2].[O-2].[Sm+3].[Sm+3] FKTOIHSPIPYAPE-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000629 steam reforming Methods 0.000 description 1
- 239000003930 superacid Substances 0.000 description 1
Images
Classifications
-
- 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
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/266—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions of hydrocarbons and halogenated hydrocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Glass Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/230,177 US20090036719A1 (en) | 2003-03-12 | 2008-08-25 | Conversion of fluorocarbons |
US12/585,401 US7928272B2 (en) | 2003-03-12 | 2009-09-14 | Conversion of fluorocarbons |
US13/053,388 US8088959B2 (en) | 2003-03-12 | 2011-03-22 | Conversion of fluorocarbons |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2003100187A AU2003100187A4 (en) | 2003-03-12 | Conversion of ozone-depleting substances (ODS) to useful products | |
AU2003100187 | 2003-03-12 | ||
PCT/AU2004/000297 WO2004080937A1 (fr) | 2003-03-12 | 2004-03-12 | Conversion de fluorocarbures |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/230,177 Continuation US20090036719A1 (en) | 2003-03-12 | 2008-08-25 | Conversion of fluorocarbons |
Publications (1)
Publication Number | Publication Date |
---|---|
US20060178541A1 true US20060178541A1 (en) | 2006-08-10 |
Family
ID=32968025
Family Applications (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/548,589 Abandoned US20060178541A1 (en) | 2003-03-12 | 2004-03-12 | Conversion of fluorocarbons |
US12/230,177 Abandoned US20090036719A1 (en) | 2003-03-12 | 2008-08-25 | Conversion of fluorocarbons |
US12/585,401 Expired - Fee Related US7928272B2 (en) | 2003-03-12 | 2009-09-14 | Conversion of fluorocarbons |
US13/053,388 Expired - Fee Related US8088959B2 (en) | 2003-03-12 | 2011-03-22 | Conversion of fluorocarbons |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/230,177 Abandoned US20090036719A1 (en) | 2003-03-12 | 2008-08-25 | Conversion of fluorocarbons |
US12/585,401 Expired - Fee Related US7928272B2 (en) | 2003-03-12 | 2009-09-14 | Conversion of fluorocarbons |
US13/053,388 Expired - Fee Related US8088959B2 (en) | 2003-03-12 | 2011-03-22 | Conversion of fluorocarbons |
Country Status (6)
Country | Link |
---|---|
US (4) | US20060178541A1 (fr) |
EP (1) | EP1608609B1 (fr) |
JP (1) | JP2006519787A (fr) |
AT (1) | ATE533738T1 (fr) |
PL (1) | PL1608609T3 (fr) |
WO (1) | WO2004080937A1 (fr) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111217669A (zh) * | 2018-11-27 | 2020-06-02 | 浙江省化工研究院有限公司 | 一种三氟甲烷资源化转化制备偏氟乙烯的方法 |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ATE533738T1 (de) * | 2003-03-12 | 2011-12-15 | Pacifitech Pty Limtied | Umwandlung von fluorkohlenwasserstoffen |
US7135601B2 (en) | 2005-03-28 | 2006-11-14 | Honeywell International Inc. | Catalytic method for the production of fluoroalkylenes from chlorofluorohydrocarbons |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2687440A (en) * | 1952-02-08 | 1954-08-24 | Du Pont | Preparation of fluorinated organic compounds |
US3428695A (en) * | 1965-10-12 | 1969-02-18 | Pennsalt Chemicals Corp | High temperature,short contact-time pyrolysis of dichlorofluoromethane with methane |
US5382719A (en) * | 1993-02-23 | 1995-01-17 | E. I. Du Pont De Nemours And Company | Fluoroalkylated fullerene compounds |
US5386068A (en) * | 1991-10-11 | 1995-01-31 | D'elf Atochem S.A. | Stabilization of 1,1-dichloro-1-fluoroethane |
US6096932A (en) * | 1999-07-27 | 2000-08-01 | E. I. Du Pont De Nemours And Company | Fluorocarbon manufacturing process |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB979618A (en) * | 1962-09-27 | 1965-01-06 | Dow Chemical Co | Preparation of 3,3,3-trifluoropropene |
GB8724561D0 (en) | 1987-10-20 | 1987-11-25 | Ici Plc | Production process |
US6204418B1 (en) * | 1994-09-07 | 2001-03-20 | John E. Stauffer | Process for the chlornation of hydrocarbons |
AUPO845897A0 (en) * | 1997-08-07 | 1997-09-04 | University Of Newcastle Research Associates Limited, The | Conversion of chlorinated, brominated and/or iodinated fluorocarbons and hydrofluorocarbons |
ATE533738T1 (de) * | 2003-03-12 | 2011-12-15 | Pacifitech Pty Limtied | Umwandlung von fluorkohlenwasserstoffen |
-
2004
- 2004-03-12 AT AT04719874T patent/ATE533738T1/de active
- 2004-03-12 PL PL04719874T patent/PL1608609T3/pl unknown
- 2004-03-12 WO PCT/AU2004/000297 patent/WO2004080937A1/fr active Application Filing
- 2004-03-12 EP EP04719874A patent/EP1608609B1/fr not_active Expired - Lifetime
- 2004-03-12 US US10/548,589 patent/US20060178541A1/en not_active Abandoned
- 2004-03-12 JP JP2006503960A patent/JP2006519787A/ja active Pending
-
2008
- 2008-08-25 US US12/230,177 patent/US20090036719A1/en not_active Abandoned
-
2009
- 2009-09-14 US US12/585,401 patent/US7928272B2/en not_active Expired - Fee Related
-
2011
- 2011-03-22 US US13/053,388 patent/US8088959B2/en not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2687440A (en) * | 1952-02-08 | 1954-08-24 | Du Pont | Preparation of fluorinated organic compounds |
US3428695A (en) * | 1965-10-12 | 1969-02-18 | Pennsalt Chemicals Corp | High temperature,short contact-time pyrolysis of dichlorofluoromethane with methane |
US5386068A (en) * | 1991-10-11 | 1995-01-31 | D'elf Atochem S.A. | Stabilization of 1,1-dichloro-1-fluoroethane |
US5382719A (en) * | 1993-02-23 | 1995-01-17 | E. I. Du Pont De Nemours And Company | Fluoroalkylated fullerene compounds |
US6096932A (en) * | 1999-07-27 | 2000-08-01 | E. I. Du Pont De Nemours And Company | Fluorocarbon manufacturing process |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN111217669A (zh) * | 2018-11-27 | 2020-06-02 | 浙江省化工研究院有限公司 | 一种三氟甲烷资源化转化制备偏氟乙烯的方法 |
Also Published As
Publication number | Publication date |
---|---|
EP1608609A1 (fr) | 2005-12-28 |
US20090036719A1 (en) | 2009-02-05 |
US20100145110A1 (en) | 2010-06-10 |
EP1608609A4 (fr) | 2006-09-13 |
US7928272B2 (en) | 2011-04-19 |
US8088959B2 (en) | 2012-01-03 |
JP2006519787A (ja) | 2006-08-31 |
EP1608609B1 (fr) | 2011-11-16 |
ATE533738T1 (de) | 2011-12-15 |
WO2004080937A1 (fr) | 2004-09-23 |
US20110172471A1 (en) | 2011-07-14 |
PL1608609T3 (pl) | 2012-09-28 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: PACIFITECH PTY LIMITED, AUSTRALIA Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:KENNEDY, ERIC MILES;DLUGOGORSKI, BOGDAN ZYGMUNT;REEL/FRAME:017707/0323 Effective date: 20050909 |
|
STCB | Information on status: application discontinuation |
Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION |