CS53291A2 - Method of fluorination by halogen exchange - Google Patents

Method of fluorination by halogen exchange Download PDF

Info

Publication number: CS53291A2
Authority: CS; Czechoslovakia
Prior art keywords: fluoride; alkali metal; product; temperature; conversion
Prior art date: 1990-03-02

Application number

CS91532A

Other languages

Czech (cs)

English (en)

Inventor

Richard Edward Fernandez

William Henry Gumprecht

Original Assignee

Du Pont

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.)

1990-03-02

Filing date

1991-02-28

Publication date

1991-11-12

1991-02-28 Application filed by Du Pont filed Critical Du Pont

1991-11-12 Publication of CS53291A2 publication Critical patent/CS53291A2/cs

Links

238000000034 method Methods 0.000 title claims description 38
229910052736 halogen Inorganic materials 0.000 title claims description 9
238000003682 fluorination reaction Methods 0.000 title claims description 3
125000005843 halogen group Chemical group 0.000 title 1
239000000047 product Substances 0.000 claims description 26
239000011698 potassium fluoride Substances 0.000 claims description 22
239000007789 gas Substances 0.000 claims description 20
229910001515 alkali metal fluoride Inorganic materials 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 19
229910052731 fluorine Inorganic materials 0.000 claims description 16
229910052799 carbon Inorganic materials 0.000 claims description 15
150000008282 halocarbons Chemical class 0.000 claims description 15
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 13
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 12
239000007795 chemical reaction product Substances 0.000 claims description 11
229910052801 chlorine Inorganic materials 0.000 claims description 11
239000011737 fluorine Substances 0.000 claims description 10
229910052783 alkali metal Inorganic materials 0.000 claims description 9
150000002367 halogens Chemical class 0.000 claims description 8
229920006395 saturated elastomer Polymers 0.000 claims description 7
150000001340 alkali metals Chemical class 0.000 claims description 6
150000001875 compounds Chemical class 0.000 claims description 6
NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical group [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 claims description 6
239000008247 solid mixture Substances 0.000 claims description 6
229910001514 alkali metal chloride Inorganic materials 0.000 claims description 5
238000002360 preparation method Methods 0.000 claims description 5
239000007787 solid Substances 0.000 claims description 5
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 4
238000000354 decomposition reaction Methods 0.000 claims description 3
150000004820 halides Chemical class 0.000 claims description 3
229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 3
235000003270 potassium fluoride Nutrition 0.000 claims description 3
150000002222 fluorine compounds Chemical group 0.000 claims description 2
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 3
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical class CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims 1
239000002245 particle Substances 0.000 claims 1
238000006243 chemical reaction Methods 0.000 description 88
239000000460 chlorine Substances 0.000 description 76
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 29
UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 23
229910052757 nitrogen Inorganic materials 0.000 description 14
LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 11
230000035484 reaction time Effects 0.000 description 10
CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 description 9
125000001309 chloro group Chemical group Cl* 0.000 description 7
229910001512 metal fluoride Inorganic materials 0.000 description 7
239000000243 solution Substances 0.000 description 7
239000006227 byproduct Substances 0.000 description 6
XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 6
230000007423 decrease Effects 0.000 description 6
WXGNWUVNYMJENI-UHFFFAOYSA-N 1,1,2,2-tetrafluoroethane Chemical compound FC(F)C(F)F WXGNWUVNYMJENI-UHFFFAOYSA-N 0.000 description 5
YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 5
-1 fluoride alkali metal Chemical class 0.000 description 5
238000004519 manufacturing process Methods 0.000 description 5
229910052700 potassium Inorganic materials 0.000 description 5
239000007858 starting material Substances 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
229910052792 caesium Inorganic materials 0.000 description 4
239000007788 liquid Substances 0.000 description 4
239000000463 material Substances 0.000 description 4
239000008188 pellet Substances 0.000 description 4
239000000376 reactant Substances 0.000 description 4
229910052701 rubidium Inorganic materials 0.000 description 4
239000010935 stainless steel Substances 0.000 description 4
229910001220 stainless steel Inorganic materials 0.000 description 4
239000012808 vapor phase Substances 0.000 description 4
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
102100033674 Centromere protein X Human genes 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
101000944476 Homo sapiens Centromere protein X Proteins 0.000 description 3
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 3
229910052794 bromium Chemical group 0.000 description 3
230000003247 decreasing effect Effects 0.000 description 3
125000001153 fluoro group Chemical group F* 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
150000002430 hydrocarbons Chemical class 0.000 description 3
239000011591 potassium Substances 0.000 description 3
239000003507 refrigerant Substances 0.000 description 3
238000006467 substitution reaction Methods 0.000 description 3
238000005406 washing Methods 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
KLZUFWVZNOTSEM-UHFFFAOYSA-K Aluminum fluoride Inorganic materials F[Al](F)F KLZUFWVZNOTSEM-UHFFFAOYSA-K 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
239000002585 base Substances 0.000 description 2
TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 2
WUKWITHWXAAZEY-UHFFFAOYSA-L calcium difluoride Chemical class [F-].[F-].[Ca+2] WUKWITHWXAAZEY-UHFFFAOYSA-L 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
239000003153 chemical reaction reagent Substances 0.000 description 2
238000009833 condensation Methods 0.000 description 2
230000005494 condensation Effects 0.000 description 2
238000004508 fractional distillation Methods 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
238000011065 in-situ storage Methods 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
229910052751 metal Inorganic materials 0.000 description 2
239000002184 metal Substances 0.000 description 2
229910001510 metal chloride Inorganic materials 0.000 description 2
239000012071 phase Substances 0.000 description 2
IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 2
AHLATJUETSFVIM-UHFFFAOYSA-M rubidium fluoride Chemical compound [F-].[Rb+] AHLATJUETSFVIM-UHFFFAOYSA-M 0.000 description 2
238000005070 sampling Methods 0.000 description 2
229910052708 sodium Inorganic materials 0.000 description 2
239000011734 sodium Substances 0.000 description 2
PUZPDOWCWNUUKD-UHFFFAOYSA-M sodium fluoride Chemical compound [F-].[Na+] PUZPDOWCWNUUKD-UHFFFAOYSA-M 0.000 description 2
239000002904 solvent Substances 0.000 description 2
239000000126 substance Substances 0.000 description 2
JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
QVLAWKAXOMEXPM-UHFFFAOYSA-N 1,1,1,2-tetrachloroethane Chemical group ClCC(Cl)(Cl)Cl QVLAWKAXOMEXPM-UHFFFAOYSA-N 0.000 description 1
IRPGOXJVTQTAAN-UHFFFAOYSA-N 2,2,3,3,3-pentafluoropropanal Chemical compound FC(F)(F)C(F)(F)C=O IRPGOXJVTQTAAN-UHFFFAOYSA-N 0.000 description 1
TZNJHEHAYZJBHR-UHFFFAOYSA-N 2-bromo-1,1,1-trifluoroethane Chemical compound FC(F)(F)CBr TZNJHEHAYZJBHR-UHFFFAOYSA-N 0.000 description 1
HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 description 1
101100004392 Arabidopsis thaliana BHLH147 gene Proteins 0.000 description 1
239000004604 Blowing Agent Substances 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
101100290380 Caenorhabditis elegans cel-1 gene Proteins 0.000 description 1
239000004215 Carbon black (E152) Substances 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
229910000792 Monel Inorganic materials 0.000 description 1
229910000990 Ni alloy Inorganic materials 0.000 description 1
239000004698 Polyethylene Substances 0.000 description 1
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
238000004378 air conditioning Methods 0.000 description 1
229910001618 alkaline earth metal fluoride Inorganic materials 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
229910052787 antimony Inorganic materials 0.000 description 1
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
239000011260 aqueous acid Substances 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
238000009835 boiling Methods 0.000 description 1
125000001246 bromo group Chemical group Br* 0.000 description 1
229910001634 calcium fluoride Inorganic materials 0.000 description 1
CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
229910000423 chromium oxide Inorganic materials 0.000 description 1
238000003776 cleavage reaction Methods 0.000 description 1
239000004035 construction material Substances 0.000 description 1
238000010924 continuous production Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000006704 dehydrohalogenation reaction Methods 0.000 description 1
238000010790 dilution Methods 0.000 description 1
239000012895 dilution Substances 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
238000010494 dissociation reaction Methods 0.000 description 1
230000005593 dissociations Effects 0.000 description 1
229960003750 ethyl chloride Drugs 0.000 description 1
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical group FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
239000008187 granular material Substances 0.000 description 1
230000009931 harmful effect Effects 0.000 description 1
229910000856 hastalloy Inorganic materials 0.000 description 1
150000002431 hydrogen Chemical class 0.000 description 1
239000012535 impurity Substances 0.000 description 1
229910001026 inconel Inorganic materials 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
229910001507 metal halide Inorganic materials 0.000 description 1
150000005309 metal halides Chemical class 0.000 description 1
150000004812 organic fluorine compounds Chemical class 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
229920000573 polyethylene Polymers 0.000 description 1
229940058401 polytetrafluoroethylene Drugs 0.000 description 1
239000004810 polytetrafluoroethylene Substances 0.000 description 1
VBKNTGMWIPUCRF-UHFFFAOYSA-M potassium;fluoride;hydrofluoride Chemical compound F.[F-].[K+] VBKNTGMWIPUCRF-UHFFFAOYSA-M 0.000 description 1
239000000843 powder Substances 0.000 description 1
230000002250 progressing effect Effects 0.000 description 1
239000003380 propellant Substances 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
230000001172 regenerating effect Effects 0.000 description 1
239000004576 sand Substances 0.000 description 1
230000007017 scission Effects 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
238000002791 soaking Methods 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000011775 sodium fluoride Substances 0.000 description 1
235000013024 sodium fluoride Nutrition 0.000 description 1
239000000758 substrate Substances 0.000 description 1
239000006200 vaporizer Substances 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1

Classifications

- 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
- C07C17/208—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 MX
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Powder Metallurgy (AREA)

CS91532A 1990-03-02 1991-02-28 Method of fluorination by halogen exchange CS53291A2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US48746690A	1990-03-02	1990-03-02

Publications (1)

Publication Number	Publication Date
CS53291A2 true CS53291A2 (en)	1991-11-12

Family

ID=23935831

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS91532A CS53291A2 (en)	1990-03-02	1991-02-28	Method of fluorination by halogen exchange

Country Status (9)

Country	Link
EP (1)	EP0516690A4 (fr)
JP (1)	JPH05504963A (fr)
CN (1)	CN1054582A (fr)
AU (1)	AU7332991A (fr)
BR (1)	BR9108099A (fr)
CA (1)	CA2077455A1 (fr)
CS (1)	CS53291A2 (fr)
WO (1)	WO1991013048A1 (fr)
ZA (1)	ZA911522B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH10506131A (ja) *	1994-07-11	1998-06-16	ソルヴェイ	冷媒類
GB0021618D0 (en)	2000-09-02	2000-10-18	Ici Plc	Production of hydrofluoroalkanes
CN103102241A (zh) *	2012-10-29	2013-05-15	江苏卡迪诺节能保温材料有限公司	气液相法生产1,1,1,2-四氟乙烷的工艺

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US1914135A (en) *	1930-07-23	1933-06-13	Du Pont	Process for producing carbon halides
US2739989A (en) *	1953-03-03	1956-03-27	Du Pont	Process for reacting ccl4 with caf2 in a fluid bed, and the fluid bed therefor

1991
- 1991-01-29 BR BR919108099A patent/BR9108099A/pt unknown
- 1991-01-29 WO PCT/US1991/000442 patent/WO1991013048A1/fr not_active Ceased
- 1991-01-29 AU AU73329/91A patent/AU7332991A/en not_active Abandoned
- 1991-01-29 JP JP3505541A patent/JPH05504963A/ja active Pending
- 1991-01-29 CA CA002077455A patent/CA2077455A1/fr not_active Abandoned
- 1991-01-29 EP EP19910904787 patent/EP0516690A4/en not_active Withdrawn
- 1991-02-28 CS CS91532A patent/CS53291A2/cs unknown
- 1991-03-01 ZA ZA911522A patent/ZA911522B/xx unknown
- 1991-03-02 CN CN91101282A patent/CN1054582A/zh active Pending

Also Published As

Publication number	Publication date
EP0516690A1 (fr)	1992-12-09
WO1991013048A1 (fr)	1991-09-05
JPH05504963A (ja)	1993-07-29
BR9108099A (pt)	1993-02-24
EP0516690A4 (en)	1993-06-16
CA2077455A1 (fr)	1991-09-03
CN1054582A (zh)	1991-09-18
AU7332991A (en)	1991-09-18
ZA911522B (en)	1992-11-25

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EP0298662B2 (fr)	1999-08-11	Procédé de fluorination en phase gazeuse
KR0145411B1 (ko)	1998-07-15	1,1,1,2-테트라플루오로에탄의 제조 방법
JP4523754B2 (ja)	2010-08-11	１，１，１−トリフルオロ−２，２−ジクロロエタンの新規製造方法
EP0854838B1 (fr)	2000-12-20	Procede de recuperation de fluorure d'hydrogene
KR20140107524A (ko)	2014-09-04	고압 촉매 활성화 방법 및 이에 의해 제조된 촉매
JPH07106998B2 (ja)	1995-11-15	１，１，１−トリフルオロ−２，２−ジクロロエタンの製造方法
US7102039B2 (en)	2006-09-05	Production and use of octafluoropropane
US5045634A (en)	1991-09-03	Fluorination of haloolefins
US4145368A (en)	1979-03-20	Process for the production of 1,1,1-trifluoro-2,2-dichloroethane
JP2005536539A (ja)	2005-12-02	１，１，１，２，２−ペンタフルオロエタンを製造するための方法
FR2661906A1 (fr)	1991-11-15	Procede de fabrication du 1,1,1,2-tetrafluoro-chloroethane et du pentafluoroethane.
JPH0248538A (ja)	1990-02-19	気相ハイドロフロリネーション方法
JP2947158B2 (ja)	1999-09-13	ヘキサフルオロエタンの製造方法
JP4539793B2 (ja)	2010-09-08	オクタフルオロプロパンの製造方法及びその用途
JP4187798B2 (ja)	2008-11-26	弗化水素の回収方法
US5444171A (en)	1995-08-22	Method for purification of 1,1,1,2-tetrafluoroethane
EP0353059B1 (fr)	1992-12-30	Procédé de préparation de 1,1,-dichloro-1-fluoroéthane
KR100854982B1 (ko)	2008-08-28	1,1,1,2-테트라플루오로에탄 및/또는 펜타플루오로에탄의제조방법 및 그 용도
JP2930697B2 (ja)	1999-08-03	１，１―ジクロロテトラフルオロエタンの製造方法
JP4738035B2 (ja)	2011-08-03	１，１，１，２−テトラフルオロエタンおよび／またはペンタフルオロエタンの製造方法およびその用途
EP1052236B1 (fr)	2002-12-04	Procédé pour l' obtention de pentafluoroéthane par dismutation de chlorotétrafluoroéthane
EP0516690A1 (fr)	1992-12-09	Fluorination par echange d'halogene
JP3250267B2 (ja)	2002-01-28	１，１，１，２−テトラフルオロエタンの精製方法
CN114105728B (zh)	2022-04-12	同时制备e-1,3,3,3-四氯丙烯和1,1,3,3-四氯丙烯的方法
EP0592711A1 (fr)	1994-04-20	Procédé de purification de 1,1,1,2-tétrafluoro-éthane