JP2000513705A - １，１，１，３，３−ペンタフルオロプロパンの製造方法 - Google Patents

１，１，１，３，３−ペンタフルオロプロパンの製造方法

Info

Publication number: JP2000513705A
Authority: JP; Japan
Prior art keywords: catalyst; pentachloropropane; chloride; telomerization; reaction
Prior art date: 1995-10-23
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.): Pending

Application number

JP09516231A

Other languages

English (en)

Japanese (ja)

Other versions

JP2000513705A5 (2

Inventor

ヴァンサンヴィルム

フランシーヌジャンサン

ジャンポールショーエブレシュト

Original Assignee

ソルヴェイ

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.)

1995-10-23

Filing date

1996-10-04

Publication date

2000-10-17

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9483881&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=JP2000513705(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1996-10-04 Application filed by ソルヴェイ filed Critical ソルヴェイ

2000-10-17 Publication of JP2000513705A publication Critical patent/JP2000513705A/ja

2004-10-07 Publication of JP2000513705A5 publication Critical patent/JP2000513705A5/ja

Status Pending legal-status Critical Current

Links

MSSNHSVIGIHOJA-UHFFFAOYSA-N pentafluoropropane Chemical compound FC(F)CC(F)(F)F MSSNHSVIGIHOJA-UHFFFAOYSA-N 0.000 title claims abstract description 19
238000004519 manufacturing process Methods 0.000 title claims description 10
239000003054 catalyst Substances 0.000 claims abstract description 43
VVWFZKBKXPXGBH-UHFFFAOYSA-N 1,1,1,3,3-pentachloropropane Chemical compound ClC(Cl)CC(Cl)(Cl)Cl VVWFZKBKXPXGBH-UHFFFAOYSA-N 0.000 claims abstract description 34
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims abstract description 21
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims abstract description 16
229950005499 carbon tetrachloride Drugs 0.000 claims abstract description 15
KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims abstract description 12
229910000040 hydrogen fluoride Inorganic materials 0.000 claims abstract description 12
150000002825 nitriles Chemical class 0.000 claims abstract description 8
238000000034 method Methods 0.000 claims description 42
238000006243 chemical reaction Methods 0.000 claims description 21
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical group CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 15
229910052751 metal Inorganic materials 0.000 claims description 13
239000002184 metal Substances 0.000 claims description 13
150000002739 metals Chemical class 0.000 claims description 9
230000000737 periodic effect Effects 0.000 claims description 8
229910021591 Copper(I) chloride Inorganic materials 0.000 claims description 7
OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical group [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims description 7
150000001805 chlorine compounds Chemical group 0.000 claims description 6
238000003682 fluorination reaction Methods 0.000 claims description 6
239000000203 mixture Substances 0.000 claims description 6
239000002904 solvent Substances 0.000 claims description 6
VMPVEPPRYRXYNP-UHFFFAOYSA-I antimony(5+);pentachloride Chemical compound Cl[Sb](Cl)(Cl)(Cl)Cl VMPVEPPRYRXYNP-UHFFFAOYSA-I 0.000 claims description 5
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical group [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical group [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 4
239000001257 hydrogen Substances 0.000 claims description 4
229910052739 hydrogen Inorganic materials 0.000 claims description 4
239000005749 Copper compound Substances 0.000 claims description 3
150000001875 compounds Chemical class 0.000 claims description 3
150000001880 copper compounds Chemical class 0.000 claims description 3
229910052718 tin Inorganic materials 0.000 claims description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 2
KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 2
FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 claims description 2
229910052742 iron Inorganic materials 0.000 claims description 2
150000004767 nitrides Chemical class 0.000 claims 1
239000011541 reaction mixture Substances 0.000 description 7
239000007791 liquid phase Substances 0.000 description 6
229940045803 cuprous chloride Drugs 0.000 description 4
239000000376 reactant Substances 0.000 description 4
239000000523 sample Substances 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 3
239000000463 material Substances 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
BBEAZDGZMVABIC-UHFFFAOYSA-N 1,1,1,3,3,3-hexachloropropane Chemical compound ClC(Cl)(Cl)CC(Cl)(Cl)Cl BBEAZDGZMVABIC-UHFFFAOYSA-N 0.000 description 2
XAHBEACGJQDUPF-UHFFFAOYSA-N 1,2-dichloro-1,1,3,3,3-pentafluoropropane Chemical compound FC(F)(F)C(Cl)C(F)(F)Cl XAHBEACGJQDUPF-UHFFFAOYSA-N 0.000 description 2
OPLWDQVQIWKMSG-UHFFFAOYSA-N 1-chloro-1-fluoropropane Chemical compound CCC(F)Cl OPLWDQVQIWKMSG-UHFFFAOYSA-N 0.000 description 2
OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
150000001412 amines Chemical class 0.000 description 2
229910052787 antimony Inorganic materials 0.000 description 2
WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 2
WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 2
150000005827 chlorofluoro hydrocarbons Chemical class 0.000 description 2
238000010924 continuous production Methods 0.000 description 2
OMRRUNXAWXNVFW-UHFFFAOYSA-N fluoridochlorine Chemical compound ClF OMRRUNXAWXNVFW-UHFFFAOYSA-N 0.000 description 2
239000007789 gas Substances 0.000 description 2
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 2
229910000041 hydrogen chloride Inorganic materials 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 2
238000003756 stirring Methods 0.000 description 2
NSGXIBWMJZWTPY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)CC(F)(F)F NSGXIBWMJZWTPY-UHFFFAOYSA-N 0.000 description 1
QAERDLQYXMEHEB-UHFFFAOYSA-N 1,1,3,3,3-pentafluoroprop-1-ene Chemical compound FC(F)=CC(F)(F)F QAERDLQYXMEHEB-UHFFFAOYSA-N 0.000 description 1
UHMWWIKRVZTBBR-UHFFFAOYSA-N 1-chloro-1,1,2,2,3-pentafluoropropane Chemical compound FCC(F)(F)C(F)(F)Cl UHMWWIKRVZTBBR-UHFFFAOYSA-N 0.000 description 1
LLJWABOOFANACB-UHFFFAOYSA-N 1-chloro-1,1,3,3,3-pentafluoropropane Chemical compound FC(F)(F)CC(F)(F)Cl LLJWABOOFANACB-UHFFFAOYSA-N 0.000 description 1
OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
239000004809 Teflon Substances 0.000 description 1
229920006362 Teflon® Polymers 0.000 description 1
229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
150000003973 alkyl amines Chemical class 0.000 description 1
150000004982 aromatic amines Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
229960003280 cupric chloride Drugs 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000001627 detrimental effect Effects 0.000 description 1
238000004821 distillation Methods 0.000 description 1
150000002222 fluorine compounds Chemical class 0.000 description 1
NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
239000004088 foaming agent Substances 0.000 description 1
150000004820 halides Chemical class 0.000 description 1
229910000856 hastalloy Inorganic materials 0.000 description 1
GPGMRSSBVJNWRA-UHFFFAOYSA-N hydrochloride hydrofluoride Chemical class F.Cl GPGMRSSBVJNWRA-UHFFFAOYSA-N 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
150000002736 metal compounds Chemical class 0.000 description 1
229910001512 metal fluoride Inorganic materials 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
239000012071 phase Substances 0.000 description 1
FVSKHRXBFJPNKK-UHFFFAOYSA-N propionitrile Chemical compound CCC#N FVSKHRXBFJPNKK-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
239000002994 raw material Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
230000000717 retained effect Effects 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
229910052715 tantalum Inorganic materials 0.000 description 1
GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
150000003608 titanium Chemical class 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
- 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
- C07C17/26—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
- C07C17/278—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons
- 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)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

JP09516231A 1995-10-23 1996-10-04 １，１，１，３，３−ペンタフルオロプロパンの製造方法 Pending JP2000513705A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
FR9512558A FR2740132B1 (fr)	1995-10-23	1995-10-23	Procede pour la preparation de 1,1,1,3,3-pentafluoropropane
FR95/12558		1995-10-23
PCT/EP1996/004315 WO1997015540A1 (fr)	1995-10-23	1996-10-04	Procede pour la preparation de 1,1,1,3,3-pentafluoropropane

Related Child Applications (2)

Application Number	Title	Priority Date	Filing Date
JP2007154930A Division JP2007262084A (ja)	1995-10-23	2007-06-12	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP2008291297A Division JP2009084290A (ja)	1995-10-23	2008-11-13	１，１，１，３，３−ペンタフルオロプロパンの製造方法

Publications (2)

Publication Number	Publication Date
JP2000513705A true JP2000513705A (ja)	2000-10-17
JP2000513705A5 JP2000513705A5 (2)	2004-10-07

Family

ID=9483881

Family Applications (3)

Application Number	Title	Priority Date	Filing Date
JP09516231A Pending JP2000513705A (ja)	1995-10-23	1996-10-04	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP2007154930A Pending JP2007262084A (ja)	1995-10-23	2007-06-12	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP2008291297A Pending JP2009084290A (ja)	1995-10-23	2008-11-13	１，１，１，３，３−ペンタフルオロプロパンの製造方法

Family Applications After (2)

Application Number	Title	Priority Date	Filing Date
JP2007154930A Pending JP2007262084A (ja)	1995-10-23	2007-06-12	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP2008291297A Pending JP2009084290A (ja)	1995-10-23	2008-11-13	１，１，１，３，３−ペンタフルオロプロパンの製造方法

Country Status (28)

Country	Link
US (3)	US6730817B1 (2)
EP (1)	EP0858440B1 (2)
JP (3)	JP2000513705A (2)
KR (1)	KR19990066942A (2)
CN (1)	CN1079787C (2)
AR (1)	AR004079A1 (2)
AT (1)	ATE211723T1 (2)
AU (1)	AU722645B2 (2)
BR (1)	BR9611223A (2)
CA (1)	CA2232421C (2)
CZ (1)	CZ291762B6 (2)
DE (1)	DE69618476T2 (2)
DK (1)	DK0858440T3 (2)
EA (1)	EA001416B1 (2)
ES (1)	ES2171228T3 (2)
FR (1)	FR2740132B1 (2)
HU (1)	HU222560B1 (2)
IL (1)	IL124086A (2)
MX (1)	MX9803175A (2)
NO (1)	NO309716B1 (2)
NZ (1)	NZ320161A (2)
PL (1)	PL186534B1 (2)
PT (1)	PT858440E (2)
RO (1)	RO120193B1 (2)
SK (1)	SK282636B6 (2)
UA (1)	UA61895C2 (2)
WO (1)	WO1997015540A1 (2)
ZA (1)	ZA968481B (2)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2007262084A (ja) *	1995-10-23	2007-10-11	Solvay (Sa)	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP2017509606A (ja) *	2014-02-19	2017-04-06	アーケマ・インコーポレイテッド	ヒドロクロロフルオロオレフィンを製造するためのプロセス

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FR2748473B1 (fr) *	1996-05-13	1998-07-24	Atochem Elf Sa	Synthese du 1-chloro-3,3,3 trifluoropropene et sa fluoration en 1,1,1,3,3 pentafluoropropane
US6023004A (en) *	1996-11-12	2000-02-08	Alliedsignal, Inc.	Liquid phase catalytic fluorination of hydrochlorocarbon and hydrochlorofluorocarbon
US6399839B1 (en)	1997-05-05	2002-06-04	Solvay (Societe Anonyme)	Method for preparing halogenated hydrocarbons
WO1999007659A1 (fr)	1997-08-08	1999-02-18	Solvay (Societe Anonyme)	Procede de preparation d'hydrocarbures halogenes
BE1011319A3 (fr)	1997-05-05	1999-07-06	Solvay	Procede de preparation d'hydrocarbures halogenes.
ES2218829T3 (es) *	1997-05-05	2004-11-16	Solvay (Societe Anonyme)	Procedimiento de preparacion de hidrocarburos halogenados.
BE1011188A3 (fr) *	1997-06-02	1999-06-01	Solvay	Procede de preparation d'hydrocarbures halogenes.
BE1011249A3 (fr) *	1997-07-03	1999-06-01	Solvay	Pentachlorobutane, son procede de fabrication et son utilisation, procede de preparation du 1,1-difluoro-2-trifluoromethylpropane et utilisation de ce compose.
FR2768727A1 (fr) *	1997-09-23	1999-03-26	Atochem Elf Sa	Synthese du 1,1,1,3,3-pentafluoropropane
FR2768726A1 (fr) *	1997-09-23	1999-03-26	Atochem Elf Sa	Synthese du 1, 1, 1, 3, 3-pentafluoropropane
FR2768717B1 (fr)	1997-09-24	1999-11-12	Solvay	Procede de separation de fluorure d'hydrogene de ses melanges avec un hydrofluoroalcane contenant de 3 a 6 atomes de carbone
BE1012268A3 (fr)	1998-11-05	2000-08-01	Solvay	Procede de preparation d'hydrocarbures halogenes.
CA2355385C (fr)	1998-12-18	2010-04-27	Solvay (Societe Anonyme)	Procede de separation d'un melange comprenant au moins un hydrofluoroalcane et du fluorure d'hydrogene, procedes de preparation d'un hydrofluoroalcane et compositions azeotropiques
WO2001025175A1 (fr)	1999-10-06	2001-04-12	Solvay (Societe Anonyme)	Procede de preparation d'hydrocarbures halogenes en presence d'un cocatalyseur
WO2002098529A1 (en)	2001-06-01	2002-12-12	Honeywell International, Inc.	Azeotrope-like compositions of 1,1,1,3,3-pentafluorobutane and hydrogen fluoride
US6500995B1 (en)	2001-06-14	2002-12-31	Vulcan Chemicals	Water-enhanced production of 1,1,1,3,3,-pentachloropropane
JP4165399B2 (ja) *	2001-10-24	2008-10-15	ダイキン工業株式会社	触媒回収方法および触媒回収システム、ならびにパーフルオロアルキルアイオダイドテロマーの製造方法および製造装置
US7214839B2 (en) *	2003-05-23	2007-05-08	Honeywell International Inc.	Method of making hydrofluorocarbons
US7371363B2 (en) *	2003-07-15	2008-05-13	Honeywell International Inc.	Methods of purifying hydrogen fluoride
US8645709B2 (en) *	2006-11-14	2014-02-04	Cfph, Llc	Biometric access data encryption
CN102227395A (zh) *	2008-11-13	2011-10-26	苏威氟有限公司	氢氟烯烃、氢氟烯烃的制造以及使用氢氟烯烃的方法
WO2010060868A1 (en) *	2008-11-25	2010-06-03	Solvay Fluor Gmbh	Process for the preparation of chlorofluoroalkenes
CN102491871B (zh) *	2011-12-12	2013-12-18	南京信息工程大学	一种七氟丙烷的制备方法
US9353029B2 (en)	2013-03-14	2016-05-31	Honeywell International, Inc.	Fluorination process and reactor
CN104230649A (zh) *	2013-06-18	2014-12-24	林卫荃	五氯丙烷制备方法
US10337205B2 (en)	2017-06-22	2019-07-02	Erick Westfahl	Portable fence system
CN117886665B (zh) *	2023-12-11	2025-06-10	江西中欣埃克盛新材料有限公司	合成1,1,1,3,3-五氟丙烷的全流程连续工艺

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Publication number	Priority date	Publication date	Assignee	Title
US3862978A (en) *	1967-08-24	1975-01-28	Dow Chemical Co	Catalytic synthesis of organic halogen compounds from an ethylenically unsaturated compound and a halogenated organic compound
BE1005096A3 (fr) *	1991-07-10	1993-04-20	Solvay	Procede pour la preparation de 1-chloro-1,1,3,3,3-pentafluoropropane et de 1,1,1,3,3,3-hexafluoropropane.
DE4305164A1 (de)	1993-02-19	1994-08-25	Bayer Ag	Verfahren zur Herstellung von 1,1,1,3,3-Pentafluorpropan
CN1128016A (zh)	1993-07-29	1996-07-31	联合讯号公司	1，1，1，3，3-五氟丙烷的制备方法
US5395997A (en) *	1993-07-29	1995-03-07	Alliedsignal Inc.	Process for the preparation of hydrofluorocarbons having 3 to 7 carbon atoms
CA2167698A1 (en)	1993-08-16	1995-02-23	Russell Ward Johnson	Process for combining chlorine-containing molecules to synthesize fluorine-containing products
KR100240375B1 (ko) *	1994-07-11	2000-01-15	크리스 로저 에이치	1,1,1,3,3-펜타플루오로프로판의 제조방법
FR2724928B1 (fr) *	1994-09-26	1996-10-31	Atochem Elf Sa	Synthese de 1,1,1,3,3-pentafluoropropane
JPH08239334A (ja) *	1995-03-03	1996-09-17	Central Glass Co Ltd	１，１，１，３，３−ペンタフルオロプロパンの製造方法
EP0729932A1 (en) *	1995-03-03	1996-09-04	Central Glass Company, Limited	Method of producing halopropane
JP3414562B2 (ja) *	1995-10-13	2003-06-09	ダイキン工業株式会社	１，１，１，３，３−ペンタフルオロプロパンの製造方法
FR2740132B1 (fr) *	1995-10-23	1997-12-19	Solvay	Procede pour la preparation de 1,1,1,3,3-pentafluoropropane
JPH09268141A (ja) *	1996-04-03	1997-10-14	Central Glass Co Ltd	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP3831987B2 (ja) *	1996-09-25	2006-10-11	旭硝子株式会社	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JPH10101594A (ja) *	1996-09-25	1998-04-21	Asahi Glass Co Ltd	１，１，１，３，３−ペンタフルオロプロパンの製造法

1995
- 1995-10-23 FR FR9512558A patent/FR2740132B1/fr not_active Expired - Lifetime
1996
- 1996-04-10 UA UA98042033A patent/UA61895C2/uk unknown
- 1996-10-04 CZ CZ19981254A patent/CZ291762B6/cs not_active IP Right Cessation
- 1996-10-04 NZ NZ320161A patent/NZ320161A/xx not_active IP Right Cessation
- 1996-10-04 ES ES96934532T patent/ES2171228T3/es not_active Expired - Lifetime
- 1996-10-04 IL IL12408696A patent/IL124086A/xx not_active IP Right Cessation
- 1996-10-04 JP JP09516231A patent/JP2000513705A/ja active Pending
- 1996-10-04 SK SK489-98A patent/SK282636B6/sk not_active IP Right Cessation
- 1996-10-04 PT PT96934532T patent/PT858440E/pt unknown
- 1996-10-04 DE DE69618476T patent/DE69618476T2/de not_active Expired - Lifetime
- 1996-10-04 DK DK96934532T patent/DK0858440T3/da active
- 1996-10-04 HU HU9802978A patent/HU222560B1/hu active IP Right Grant
- 1996-10-04 WO PCT/EP1996/004315 patent/WO1997015540A1/fr not_active Ceased
- 1996-10-04 CA CA002232421A patent/CA2232421C/fr not_active Expired - Lifetime
- 1996-10-04 BR BR9611223A patent/BR9611223A/pt not_active IP Right Cessation
- 1996-10-04 US US09/051,746 patent/US6730817B1/en not_active Expired - Fee Related
- 1996-10-04 CN CN96199236A patent/CN1079787C/zh not_active Expired - Lifetime
- 1996-10-04 EP EP96934532A patent/EP0858440B1/fr not_active Expired - Lifetime
- 1996-10-04 EA EA199800322A patent/EA001416B1/ru not_active IP Right Cessation
- 1996-10-04 AU AU72849/96A patent/AU722645B2/en not_active Expired
- 1996-10-04 PL PL96326367A patent/PL186534B1/pl unknown
- 1996-10-04 AT AT96934532T patent/ATE211723T1/de active
- 1996-10-04 KR KR1019980702865A patent/KR19990066942A/ko not_active Ceased
- 1996-10-04 RO RO98-00880A patent/RO120193B1/ro unknown
- 1996-10-08 ZA ZA968481A patent/ZA968481B/xx unknown
- 1996-10-23 AR ARP960104867A patent/AR004079A1/es active IP Right Grant
1998
- 1998-04-22 NO NO981800A patent/NO309716B1/no not_active IP Right Cessation
- 1998-04-23 MX MX9803175A patent/MX9803175A/es unknown
2003
- 2003-07-03 US US10/613,546 patent/US6930215B2/en not_active Expired - Fee Related
2005
- 2005-07-19 US US11/184,353 patent/US20050256348A1/en not_active Abandoned
2007
- 2007-06-12 JP JP2007154930A patent/JP2007262084A/ja active Pending
2008
- 2008-11-13 JP JP2008291297A patent/JP2009084290A/ja active Pending

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2007262084A (ja) *	1995-10-23	2007-10-11	Solvay (Sa)	１，１，１，３，３−ペンタフルオロプロパンの製造方法
JP2017509606A (ja) *	2014-02-19	2017-04-06	アーケマ・インコーポレイテッド	ヒドロクロロフルオロオレフィンを製造するためのプロセス

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Publication number	Publication date
JP2007262084A (ja)	2007-10-11
ES2171228T3 (es)	2002-09-01
PT858440E (pt)	2002-07-31
FR2740132B1 (fr)	1997-12-19
EP0858440A1 (fr)	1998-08-19
EA001416B1 (ru)	2001-02-26
SK48998A3 (en)	1998-09-09
ZA968481B (en)	1997-05-20
HUP9802978A3 (en)	2000-07-28
IL124086A (en)	2000-06-29
CZ291762B6 (cs)	2003-05-14
NZ320161A (en)	1998-10-28
AU722645B2 (en)	2000-08-10
ATE211723T1 (de)	2002-01-15
HU222560B1 (hu)	2003-08-28
NO309716B1 (no)	2001-03-19
EP0858440B1 (fr)	2002-01-09
US20050256348A1 (en)	2005-11-17
PL186534B1 (pl)	2004-01-30
BR9611223A (pt)	1999-04-06
MX9803175A (es)	1998-09-30
EA199800322A1 (ru)	1998-10-29
SK282636B6 (sk)	2002-10-08
FR2740132A1 (fr)	1997-04-25
CZ125498A3 (cs)	1998-07-15
PL326367A1 (en)	1998-09-14
CA2232421A1 (fr)	1997-05-01
CA2232421C (fr)	2008-12-02
RO120193B1 (ro)	2005-10-28
NO981800D0 (no)	1998-04-22
CN1079787C (zh)	2002-02-27
DE69618476D1 (de)	2002-02-14
AR004079A1 (es)	1998-09-30
AU7284996A (en)	1997-05-15
US6930215B2 (en)	2005-08-16
UA61895C2 (en)	2003-12-15
HUP9802978A2 (hu)	1999-04-28
US20040019244A1 (en)	2004-01-29
WO1997015540A1 (fr)	1997-05-01
DE69618476T2 (de)	2002-08-29
NO981800L (no)	1998-06-11
KR19990066942A (ko)	1999-08-16
JP2009084290A (ja)	2009-04-23
CN1205682A (zh)	1999-01-20
US6730817B1 (en)	2004-05-04
DK0858440T3 (da)	2002-04-29

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JP2000513705A - １，１，１，３，３−ペンタフルオロプロパンの製造方法 - Google Patents

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