ES2547073T3 - Método para preparar 1,1-difluoroetano - Google Patents

Método para preparar 1,1-difluoroetano Download PDF

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Publication number
ES2547073T3
ES2547073T3 ES11000069.2T ES11000069T ES2547073T3 ES 2547073 T3 ES2547073 T3 ES 2547073T3 ES 11000069 T ES11000069 T ES 11000069T ES 2547073 T3 ES2547073 T3 ES 2547073T3
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ES
Spain
Prior art keywords
catalyst
reaction vessel
lewis acid
strong lewis
product
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.)
Active
Application number
ES11000069.2T
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English (en)
Inventor
Daniel C. Merkel
Hsueh Sung Tung
Ian Shankland
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Honeywell International Inc
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Honeywell International Inc
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Publication date
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Publication of ES2547073T3 publication Critical patent/ES2547073T3/es
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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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06—Halogens; Compounds thereof
    • B01J27/125—Halogens; Compounds thereof with scandium, yttrium, aluminium, gallium, indium or thallium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/20—Vanadium, niobium or tantalum
    • B01J23/22—Vanadium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06—Halogens; Compounds thereof
    • B01J27/08—Halides
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06—Halogens; Compounds thereof
    • B01J27/135—Halogens; Compounds thereof with titanium, zirconium, hafnium, germanium, tin or lead
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/22—Halogenating
    • B01J37/26—Fluorinating
    • 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
    • C07C17/093—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
    • 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
    • C07C17/21—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms with simultaneous increase of the number of halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00—Acyclic saturated compounds containing halogen atoms
    • C07C19/08—Acyclic saturated compounds containing halogen atoms containing fluorine
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/18—Carbon
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)

Abstract

Un procedimiento para la producción de 1,1-difluoroetano (HFC-152a), comprendiendo el procedimiento: (a) proporcionar un recipiente de reacción, (b) proporcionar en el recipiente de reacción carbono activado impregnado con un catalizador de fluoración de ácido de Lewis fuerte, en el que el catalizador de ácido de Lewis fuerte se selecciona del grupo que consiste en haluros de Sb, (c) activar el catalizador haciendo pasar a través del carbono activado impregnado con un catalizador de fluoración de ácido de Lewis fuerte gas fluoruro de hidrógeno anhidro y gas cloro, (d) poner en contacto, en un estado de vapor en el recipiente de reacción que contiene el catalizador activado, fluoruro de hidrógeno y uno o más hidrocarburos halogenados seleccionados del grupo que consiste en cloruro de vinilo, 1,2-dicloroetano y 1,1-dicloroetano durante 1 a 120 segundos a 40 hasta 200 ºC para producir una corriente de producto que comprende producto o productos hidrofluorocarbonados correspondientes al o a los reaccionantes hidrocarbonados clorados, cloruro de hidrógeno, reaccionante o reaccionantes hidrocarbonados clorados que no han reaccionado, y fluoruro de hidrógeno que no ha reaccionado, y (e) separar el o los productos hidrofluorocarbonados de la corriente de producto.

Description

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Claims (1)

  1. imagen1
    imagen2
ES11000069.2T 2004-04-01 2005-03-31 Método para preparar 1,1-difluoroetano Active ES2547073T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US10/816,447 US7112708B2 (en) 2004-04-01 2004-04-01 Method of making difluoromethane, 1,1,1-trifluoroethane and 1,1-difluoroethane
US816447 2004-04-01

Publications (1)

Publication Number Publication Date
ES2547073T3 true ES2547073T3 (es) 2015-10-01

Family

ID=34964830

Family Applications (2)

Application Number Title Priority Date Filing Date
ES05779894T Active ES2386898T3 (es) 2004-04-01 2005-03-31 Método para fabricar difluorometano
ES11000069.2T Active ES2547073T3 (es) 2004-04-01 2005-03-31 Método para preparar 1,1-difluoroetano

Family Applications Before (1)

Application Number Title Priority Date Filing Date
ES05779894T Active ES2386898T3 (es) 2004-04-01 2005-03-31 Método para fabricar difluorometano

Country Status (8)

Country Link
US (1) US7112708B2 (es)
EP (2) EP1735258B1 (es)
JP (1) JP4871261B2 (es)
KR (1) KR101163528B1 (es)
CN (1) CN100526271C (es)
AT (1) ATE556043T1 (es)
ES (2) ES2386898T3 (es)
WO (1) WO2005097716A1 (es)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7608574B2 (en) * 2006-08-17 2009-10-27 Honeywell International Inc. Azeotropic or azeotropic-like compositions of 1,1,1-trifuoroethane and 1-chloro-2,2,2-trifluoroethane
KR101270583B1 (ko) * 2011-08-25 2013-06-03 한국과학기술연구원 초임계유체공정에 의한 클로로디플루오로메탄으로부터 디플루오로메탄을 제조하는 방법
JP5807690B2 (ja) * 2013-04-25 2015-11-10 ダイキン工業株式会社 含フッ素オレフィンの製造方法
CN104140353A (zh) * 2014-07-18 2014-11-12 江西格美氟化工有限公司 偏氯乙烯液相一步氟化制1,1,1-三氟乙烷的方法
CN104785306B (zh) * 2015-03-18 2017-12-22 巨化集团技术中心 一种气相裂解三氯乙烷制备顺式二氯乙烯的镁基催化剂的原位活化和评价方法
CN109734550B (zh) * 2019-02-25 2023-06-30 内蒙古永和氟化工有限公司 一种1,1-二氟乙烷的制备方法
CN112608216B (zh) * 2020-11-23 2022-01-21 浙江衢化氟化学有限公司 一种联产1,1-二氟乙烷和氯乙烯的方法
GB202100874D0 (en) 2021-01-22 2021-03-10 Mexichem Fluor Sa De Cv Process

Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2749375A (en) 1956-06-05 Fluorination
US2749374A (en) 1950-02-24 1956-06-05 Dow Chemical Co Production of methylene fluoride
US2744148A (en) 1952-02-04 1956-05-01 Dow Chemical Co Process for fluorination of haloalkanes using a hydrogen fluoride activated catalyst containing alumina, a metal fluoride and basic aluminum fluoride
US2749274A (en) 1952-05-06 1956-06-05 Bristol Lab Inc Stable aqueous procaine penicillin suspension
US2745886A (en) 1955-01-31 1956-05-15 Dow Chemical Co Process for fluorinating aliphatic halohydrocarbons with a chromium fluoride catalyst and process for preparing the catalyst
BE766395A (fr) 1971-04-28 1971-10-28 Solvay Procede de fabrication du 1,1-difluorethane,
JPS5233604B2 (es) * 1973-05-08 1977-08-30
US4147733A (en) 1978-05-22 1979-04-03 The Dow Chemical Company Fluorination of chlorinated hydrocarbons
US5208395A (en) 1992-04-06 1993-05-04 Elf Atochem North America, Inc. Manufacture of hydrofluorocarbons
GB9404703D0 (en) 1993-03-24 1994-04-27 Ici Plc Production of difluoromethane
EP0712826A1 (en) 1994-11-17 1996-05-22 Elf Atochem North America, Inc. 1,1,1-Trifluoroethane synthesis using a supported lewis acid
FR2736050B1 (fr) * 1995-06-29 1997-08-01 Atochem Elf Sa Procede de fabrication du difluoromethane
FR2748022B1 (fr) * 1996-04-29 1998-07-24 Atochem Elf Sa Procede de fabrication du difluoromethane
JPH10120602A (ja) * 1996-08-06 1998-05-12 Asahi Glass Co Ltd 含水素フッ素化アルカンの製造方法
JP3367861B2 (ja) * 1997-04-15 2003-01-20 セントラル硝子株式会社 ３，３−ジクロロ−１，１，１−トリフルオロアセトンの製造方法
US6080899A (en) 1999-01-25 2000-06-27 Alliedsignal Inc. Method of producing fluorinated organic compounds

Also Published As

Publication number Publication date
KR20070002080A (ko) 2007-01-04
EP2336101B1 (en) 2015-07-01
JP4871261B2 (ja) 2012-02-08
US20050222472A1 (en) 2005-10-06
JP2007531732A (ja) 2007-11-08
ES2386898T3 (es) 2012-09-05
EP1735258A1 (en) 2006-12-27
WO2005097716A1 (en) 2005-10-20
ATE556043T1 (de) 2012-05-15
EP2336101A1 (en) 2011-06-22
US7112708B2 (en) 2006-09-26
EP1735258B1 (en) 2012-05-02
KR101163528B1 (ko) 2012-07-10
CN100526271C (zh) 2009-08-12
CN1956940A (zh) 2007-05-02

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