KR960703833A - 1,1,1,3,3-펜타플루오르 프로판의 제조방법 - Google Patents

1,1,1,3,3-펜타플루오르 프로판의 제조방법

Info

Publication number
KR960703833A
KR960703833A KR1019960700176A KR19960700176A KR960703833A KR 960703833 A KR960703833 A KR 960703833A KR 1019960700176 A KR1019960700176 A KR 1019960700176A KR 19960700176 A KR19960700176 A KR 19960700176A KR 960703833 A KR960703833 A KR 960703833A
Authority
KR
South Korea
Prior art keywords
ccl
catalyst
reaction
preparing
fluorination
Prior art date
Application number
KR1019960700176A
Other languages
English (en)
Other versions
KR100256505B1 (ko
Inventor
마이클 벤 더 퓨이
리챠드 엘머 에이베크
루이스 앤 쇼트 엘리스
가자밸리 벤카트라오 빈두 마드하반
Original Assignee
로저 에이취. 크리스
알라이드 시그날 인코포레이티드
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.)
Filing date
Publication date
Application filed by 로저 에이취. 크리스, 알라이드 시그날 인코포레이티드 filed Critical 로저 에이취. 크리스
Publication of KR960703833A publication Critical patent/KR960703833A/ko
Application granted granted Critical
Publication of KR100256505B1 publication Critical patent/KR100256505B1/ko

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00Acyclic saturated compounds containing halogen atoms
    • C07C19/08Acyclic saturated compounds containing halogen atoms containing fluorine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/20Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
    • C07C17/202Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
    • C07C17/206Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/23Preparation of halogenated hydrocarbons by dehalogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/26Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
    • C07C17/272Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions
    • C07C17/278Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of only halogenated hydrocarbons

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)

Abstract

본 발명은 하이드로플루오르카본(HFCs) 제조방법에 관한 것으로 특히 (1) CCl4와 염화 비닐리덴을 반응시켜 CCl3CH2CCl3을 형성하는 단계; (2) TiCl4로 SnCl4혹은 이들의 혼합물로부터 선택된 플루오르화 촉매 존재하에 HF와 반응시켜 CCl3CH2CCl3를 CF3CH2CF2Cl로 전환시키는 단계; 및 (3) CF3CH2CF2Cl을 CF3CH2CF2H로 환원하는 단계를 포함하는 1,1,1,3,3-펜타플루오르프로판, CF3CH2CF2H(HFC-245fa) 제조방법에 관한 것이다.

Description

1,1,1,3,3-펜타플루오르 프로판의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (9)

  1. 환원 촉매 존재하에 CF3CH2CF2Cl과 수소를 반응시킴을 포함하는 1,1,1,3,3-펜타플루오르 프로판(CF3CH2CF2H) 제조방법.
  2. 제1항에 있어서, 상기 환원촉매는 니켈, 팔라듐, 플라티늄, 및 로듐으로부터 선택됨을 특징으로 하는 방법.
  3. 제1항에 있어서, 상기 CF3CH2CF2Cl은 HF로 CCl3CH2CCl|3를 플루오르화 반응하여 제조함을 특징으로 하는 방법.
  4. 제3항에 있어서, 나아가 CF3CH2CF2Cl이 아닌 다른 생성물을 재순환시키는 단계를 포함함을 특징으로 하는 방법.
  5. 제3항에 있어서, 상기 플루오르화 반응은 SnCl4및 TiCl4로부터 선택된 플루오르화 촉매존재하에 수행함을 특징으로 하는 방법.
  6. 제3항에 있어서, 나아가 CCl4와 염화 비닐리덴을 반응시켜 CCl3CH2CCl3를 제조하는 단계를 포함함을 특징으로 하는 방법.
  7. 제6항에 있어서, 상기 방법은 금속 촉매 존재하에 수행됨을 특징으로 하는 방법.
  8. 제7항에 있어서, 상기 촉매는 염화 제일 구리, 염화 제이 구리 혹은 이들의 혼합물 혹은 요오드화 제일 구리임을 특징으로 하는 방법.
  9. SnCl4및 TiCl4로부터 선택된 플루오르화 촉매 존재하에 CCl3CH2CCl|3와 HF를 반응시킴을 포함하는 CF3CH2CF2Cl 제조방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019960700176A 1993-07-29 1994-07-22 1,1,1,3,3-펜타플루오르 프로판의 제조방법 KR100256505B1 (ko)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US9967693A 1993-07-29 1993-07-29
US8/099676 1993-07-29
US08/099,676 1993-07-29
PCT/US1994/008263 WO1995004022A1 (en) 1993-07-29 1994-07-22 Process for the preparation of 1,1,1,3,3-pentafluoropropane

Publications (2)

Publication Number Publication Date
KR960703833A true KR960703833A (ko) 1996-08-31
KR100256505B1 KR100256505B1 (ko) 2000-05-15

Family

ID=22276098

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019960700176A KR100256505B1 (ko) 1993-07-29 1994-07-22 1,1,1,3,3-펜타플루오르 프로판의 제조방법

Country Status (10)

Country Link
US (1) US5728904A (ko)
EP (1) EP0717728B1 (ko)
JP (1) JP2690200B2 (ko)
KR (1) KR100256505B1 (ko)
CN (1) CN1128016A (ko)
AT (1) ATE172953T1 (ko)
CA (1) CA2166971C (ko)
DE (1) DE69414403T2 (ko)
ES (1) ES2123803T3 (ko)
WO (1) WO1995004022A1 (ko)

Families Citing this family (57)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07138194A (ja) * 1993-11-12 1995-05-30 Daikin Ind Ltd 1,1,1,3,3−ペンタフルオロプロパンの製造方法
US5414165A (en) * 1994-07-29 1995-05-09 E. I. Du Pont De Nemours And Company Process for the manufacture of 1,1,1,3,3,3,-hexafluoropropane
KR100457368B1 (ko) * 1995-08-01 2005-01-15 이.아이,듀우판드네모아앤드캄파니 할로카본의제조방법
US6755942B1 (en) 1995-08-01 2004-06-29 E. I. Du Pont De Nemours And Company Process for the manufacture of halocarbons and selected compounds and azeotropes with HF
ES2190474T3 (es) * 1995-08-01 2003-08-01 Du Pont Proceso para la fabricacion de halocarburos y compuestos seleccionados, y formas azeotropicas con hf.
FR2740132B1 (fr) 1995-10-23 1997-12-19 Solvay Procede pour la preparation de 1,1,1,3,3-pentafluoropropane
JP3818398B2 (ja) * 1995-12-29 2006-09-06 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
US5817893A (en) * 1996-06-18 1998-10-06 E. I. Du Pont De Nemours And Company Processes for the manufacture and purification of 1,1,2,2,3,3,4,4-octafluorobutane and by-products
WO1998000379A1 (en) * 1996-07-03 1998-01-08 Alliedsignal Inc. Water extraction of hydrogen fluoride from a halocarbon/hydrogen fluoride azeotropic mixture
US6001796A (en) * 1996-07-03 1999-12-14 Alliedsignal Inc. Azeotrope-like compositions of 1,1,1,3,3-pentafluoropropane and hydrogen fluoride
US5763706A (en) * 1996-07-03 1998-06-09 Alliedsignal Inc. Process for the manufacture of 1,1,1,3,3-pentafluoropropane and 1,1,1,3,3,3-hexafluoropropane
US5895639A (en) * 1996-07-03 1999-04-20 Alliedsignal Inc. Separation of hydrogen fluoride from a fluorocarbon/hydrogen fluoride azeotropic mixture by sulfuric acid
US6040487A (en) * 1996-07-31 2000-03-21 E. I. Du Pont De Nemours And Company Process for the manufacture of halocarbons
US6023004A (en) * 1996-11-12 2000-02-08 Alliedsignal, Inc. Liquid phase catalytic fluorination of hydrochlorocarbon and hydrochlorofluorocarbon
BR9806750A (pt) * 1997-01-16 2000-03-14 Du Pont Processo de fase lìquida para produção de adutos de alcano halogenado e processo para produção de um hidrofluoroalcano.
US6376727B1 (en) 1997-06-16 2002-04-23 E. I. Du Pont De Nemours And Company Processes for the manufacture of 1,1,1,3,3-pentafluoropropene, 2-chloro-pentafluoropropene and compositions comprising saturated derivatives thereof
EP1428811B1 (en) * 1997-02-19 2011-04-20 E.I. Du Pont De Nemours And Company Azeotropic compositions comprising 1,1,1,2,3,3,3-heptafluoropropane and processes using said compositions
WO1998037043A2 (en) * 1997-02-19 1998-08-27 E.I. Du Pont De Nemours And Company Processes for the manufacture of 1,1,1,3,3-pentafluoropropene, 2-chloro-pentafluoropropene and compositions comprising saturated derivatives thereof
BE1011319A3 (fr) 1997-05-05 1999-07-06 Solvay Procede de preparation d'hydrocarbures halogenes.
AU7760998A (en) * 1997-05-05 1998-11-27 Solvay Method for preparing halogenated hydrocarbons
AU743129B2 (en) 1997-05-05 2002-01-17 Solvay (Societe Anonyme) Method for preparing 1,1,1,3,3-pentachlorobutane
US5969198A (en) * 1997-06-27 1999-10-19 Alliedsignal Inc. Process for the preparation of 1,1,1,3,3-pentafluoropropane
US6441256B1 (en) 1997-08-08 2002-08-27 Solvay (Societe Anonyme) Method for preparing of halogenated hydrocarbons
FR2768726A1 (fr) * 1997-09-23 1999-03-26 Atochem Elf Sa Synthese du 1, 1, 1, 3, 3-pentafluoropropane
FR2768727A1 (fr) * 1997-09-23 1999-03-26 Atochem Elf Sa Synthese du 1,1,1,3,3-pentafluoropropane
US6100229A (en) * 1998-01-12 2000-08-08 Alliedsignal Inc. Compositions of 1,1,1,3,3,-pentafluoropropane and chlorinated ethylenes
AU2686399A (en) * 1998-02-19 1999-09-06 Allied-Signal Inc. Sterilizing compositions of pentafluoropropane and ethylene oxide
US6187976B1 (en) * 1998-04-09 2001-02-13 Alliedsignal Inc. Process for the preparation of fluorine containing hydrohalocarbons
US6235265B1 (en) 1998-10-28 2001-05-22 Alliedsignal Inc. Evaporative coolant for topical anesthesia comprising hydrofluorocarbons and/or hydrochlorofluorocarbons
BE1012268A3 (fr) 1998-11-05 2000-08-01 Solvay Procede de preparation d'hydrocarbures halogenes.
AU7908900A (en) 1999-10-06 2001-05-10 Solvay (Societe Anonyme) Method for obtaining halogenated hydrocarbons in the presence of a co-catalyst
US6313359B1 (en) 2000-07-17 2001-11-06 Honeywell International Inc. Method of making hydrofluorocarbons
US6524496B2 (en) * 2001-03-21 2003-02-25 Honeywell International Inc. Azeotrope-like composition of 1,1,1,3,3-pentafluoropropane and 1-chloro-1,1,3,3,3-pentafluoropropane
US20050177012A1 (en) * 2001-07-20 2005-08-11 Pcbu Services, Inc. Halocarbon production processes, halocarbon separation processes, and halocarbon separation systems
US7094936B1 (en) 2001-07-20 2006-08-22 Great Lakes Chemical Corporation Process for preparing halogenated alkanes
US20030028057A1 (en) * 2001-07-20 2003-02-06 Stephen Owens Methods and materials for the preparation and purification of halogenated hydrocarbons
US6548719B1 (en) 2001-09-25 2003-04-15 Honeywell International Process for producing fluoroolefins
US6551469B1 (en) 2001-11-27 2003-04-22 Honeywell International Photochlorination of 1,1,1,3,3-pentafluoropropane
US7230146B2 (en) * 2003-10-27 2007-06-12 Honeywell International Inc. Process for producing fluoropropenes
US20040089839A1 (en) * 2002-10-25 2004-05-13 Honeywell International, Inc. Fluorinated alkene refrigerant compositions
US8033120B2 (en) * 2002-10-25 2011-10-11 Honeywell International Inc. Compositions and methods containing fluorine substituted olefins
US7279451B2 (en) * 2002-10-25 2007-10-09 Honeywell International Inc. Compositions containing fluorine substituted olefins
US7102040B2 (en) * 2003-04-04 2006-09-05 Honeywell International Inc. Fluoropolymer lined metallic vessel design
US7371363B2 (en) 2003-07-15 2008-05-13 Honeywell International Inc. Methods of purifying hydrogen fluoride
US9255046B2 (en) * 2003-07-25 2016-02-09 Honeywell International Inc. Manufacturing process for HFO-1234ze
US9499729B2 (en) * 2006-06-26 2016-11-22 Honeywell International Inc. Compositions and methods containing fluorine substituted olefins
US7655610B2 (en) * 2004-04-29 2010-02-02 Honeywell International Inc. Blowing agent compositions comprising fluorinated olefins and carbon dioxide
US8574451B2 (en) * 2005-06-24 2013-11-05 Honeywell International Inc. Trans-chloro-3,3,3-trifluoropropene for use in chiller applications
WO2007056149A1 (en) 2005-11-03 2007-05-18 Honeywell International Inc. Method for producing fluorinated organic compounds
EP1837325A1 (en) * 2006-03-24 2007-09-26 SOLVAY (Société Anonyme) Process for the manufacture of 1,1,1,3,3-pentafluoropropane
EP4219645A1 (en) 2009-09-09 2023-08-02 Honeywell International, Inc. Monochlorotrifluoropropene compounds and compositions and methods using same
US9045386B2 (en) 2010-02-18 2015-06-02 Honeywell International Inc. Integrated process and methods of producing (E)-1-chloro-3,3,3-trifluoropropene
US8754273B2 (en) 2011-12-07 2014-06-17 Honeywell International Inc. Process for preparing 1,1,2-Trichloro-3,3,3-trifluoropropane
CN104803821A (zh) * 2014-01-24 2015-07-29 上海汇友精密化学品有限公司 一种六氯丙烷的生产方法
CN106964402A (zh) * 2017-04-14 2017-07-21 张玲 一种氟化氢活化催化剂的制备方法
JPWO2022163746A1 (ko) * 2021-01-29 2022-08-04
CN115572209B (zh) * 2022-10-21 2024-07-26 广东电网有限责任公司 一种2,4-二氯-1,1,1,4,4-五氟丁烷的制备方法

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA684687A (en) * 1964-04-21 B. Smith Lee Manufacture of halopropane
US2560838A (en) * 1947-01-24 1951-07-17 Arnold Robert Charles Preparation of fluorine compounds
US2942036A (en) * 1957-12-13 1960-06-21 Allied Chem Manufacture of halopropane
GB920855A (en) * 1960-05-08 1963-03-13 Aharon Katchalsky A process for the preparation of telomers or adducts
BE622938A (ko) * 1961-09-28
US5202509A (en) * 1989-09-01 1993-04-13 Societe Atochem Catalysts for liquid phase fluorination
BE1005095A3 (fr) * 1991-07-10 1993-04-20 Solvay Procede pour la preparation de 1,1-dichloro-1,3,3,3-tetrafluoropropane.
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.
SG44743A1 (en) * 1991-11-01 1997-12-19 Solvay Process for the preparation of 1,1,1,2,3,3,3,-heptafluoropropane (R 227)

Also Published As

Publication number Publication date
CA2166971C (en) 2005-09-27
CA2166971A1 (en) 1995-02-09
ES2123803T3 (es) 1999-01-16
EP0717728A1 (en) 1996-06-26
CN1128016A (zh) 1996-07-31
US5728904A (en) 1998-03-17
JP2690200B2 (ja) 1997-12-10
JPH08511271A (ja) 1996-11-26
EP0717728B1 (en) 1998-11-04
DE69414403D1 (de) 1998-12-10
WO1995004022A1 (en) 1995-02-09
ATE172953T1 (de) 1998-11-15
KR100256505B1 (ko) 2000-05-15
DE69414403T2 (de) 1999-05-06

Similar Documents

Publication Publication Date Title
KR960703833A (ko) 1,1,1,3,3-펜타플루오르 프로판의 제조방법
CA2004312A1 (en) Production of allyl chloride
JP2009084290A (ja) 1,1,1,3,3−ペンタフルオロプロパンの製造方法
KR940018340A (ko) 퍼클로로에틸렌 또는 펜타 클로로에탄의 플루오르화 방법
KR890012918A (ko) 기체-상 플루오르화 방법
ATE256093T1 (de) Verfahren zur hydrofluorierung von chlorierten kohlenwasserstoffen
KR950000212A (ko) 플루오르화 촉매 및 플루오르화 방법
ATE556043T1 (de) Verfahren zur herstellung von difluoromethan
KR970015457A (ko) 염소의 제조 방법
KR970001290A (ko) 디플루오로메탄의 제조방법
KR960700982A (ko) 디플루오로메탄 제조방법(production of difluoromethane)
KR960022411A (ko) 디플루오로메탄의 제조방법
JP2007531732A5 (ko)
KR960700210A (ko) 1,1,2,2,3-펜타플루오로프로판의 제조방법(process for producing 1,1,2,2,3-pentafluoropropane)
Burgin et al. Unimolecular reaction kinetics of CF2ClCF2CH3 and CF2ClCF2CD3: Experimental evidence for a novel 1, 2-FCl rearrangement pathway
Li et al. Experimental and computational studies of the pyrolysis of CBrF3, and the reaction of CBrF3 with CH4
KR940018341A (ko) 1,1,1,2-테트라플루오로-2-클로로에탄 및 펜타플루오로에탄의 제조방법
KR920701092A (ko) 디클로로펜타플루오로프로판의 제조방법
KR930701370A (ko) 1,1-디클로로-1-플루오로에탄의 제조방법
Tran et al. Gas-phase reaction of halon 1211 (CBrClF2) with methane
KR930016380A (ko) 1,1,1,2-테트라플루오로에탄의 제조방법
Yu et al. Gas-phase and Pd-catalyzed hydrodehalogenation of CBrClF2, CCl2F2, CHClF2, and CH2F2
KR970069960A (ko) 디플루오로메탄의 제조 방법
JPH06504280A (ja) 触媒水添分解
HUP0101045A2 (hu) Folyamatos eljárás propargil-klorid előállítására

Legal Events

Date Code Title Description
A201 Request for examination
E902 Notification of reason for refusal
E701 Decision to grant or registration of patent right
GRNT Written decision to grant
FPAY Annual fee payment

Payment date: 20080110

Year of fee payment: 9

LAPS Lapse due to unpaid annual fee