CN101687737B - 通过卤代烃的催化脱卤化氢制备氟化烯烃 - Google Patents

通过卤代烃的催化脱卤化氢制备氟化烯烃 Download PDF

Info

Publication number
CN101687737B
CN101687737B CN200880023701XA CN200880023701A CN101687737B CN 101687737 B CN101687737 B CN 101687737B CN 200880023701X A CN200880023701X A CN 200880023701XA CN 200880023701 A CN200880023701 A CN 200880023701A CN 101687737 B CN101687737 B CN 101687737B
Authority
CN
China
Prior art keywords
metal
fluorinated
catalyst
chlorinated
combinations
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
CN200880023701XA
Other languages
English (en)
Chinese (zh)
Other versions
CN101687737A (zh
Inventor
H·王
童雪松
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Honeywell International Inc
Original Assignee
Honeywell International Inc
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 Honeywell International Inc filed Critical Honeywell International Inc
Publication of CN101687737A publication Critical patent/CN101687737A/zh
Application granted granted Critical
Publication of CN101687737B publication Critical patent/CN101687737B/zh
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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
    • C07C17/275Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by addition reactions of hydrocarbons and halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/25Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06Halogens; Compounds thereof
    • B01J27/08Halides
    • B01J27/10Chlorides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06Halogens; Compounds thereof
    • B01J27/08Halides
    • B01J27/12Fluorides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06Halogens; Compounds thereof
    • B01J27/138Halogens; Compounds thereof with alkaline earth metals, magnesium, beryllium, zinc, cadmium or mercury
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/19Catalysts containing parts with different compositions
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B35/00Reactions without formation or introduction of functional groups containing hetero atoms, involving a change in the type of bonding between two carbon atoms already directly linked
    • C07B35/06Decomposition, e.g. elimination of halogens, water or hydrogen halides
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine

Landscapes

  • 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)
CN200880023701XA 2007-07-06 2008-07-03 通过卤代烃的催化脱卤化氢制备氟化烯烃 Active CN101687737B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US95846807P 2007-07-06 2007-07-06
US60/958,468 2007-07-06
US12/167,159 US9040759B2 (en) 2007-07-06 2008-07-02 Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons
US12/167,159 2008-07-02
PCT/US2008/069160 WO2009009421A1 (en) 2007-07-06 2008-07-03 Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons

Publications (2)

Publication Number Publication Date
CN101687737A CN101687737A (zh) 2010-03-31
CN101687737B true CN101687737B (zh) 2013-10-30

Family

ID=40228992

Family Applications (1)

Application Number Title Priority Date Filing Date
CN200880023701XA Active CN101687737B (zh) 2007-07-06 2008-07-03 通过卤代烃的催化脱卤化氢制备氟化烯烃

Country Status (8)

Country Link
US (2) US9040759B2 (enExample)
EP (1) EP2164824B1 (enExample)
JP (1) JP5436417B2 (enExample)
KR (3) KR101875204B1 (enExample)
CN (1) CN101687737B (enExample)
ES (1) ES2719478T3 (enExample)
MX (1) MX2009013376A (enExample)
WO (1) WO2009009421A1 (enExample)

Families Citing this family (48)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8530708B2 (en) * 2003-07-25 2013-09-10 Honeywell International Inc. Processes for selective dehydrohalogenation of halogenated alkanes
US8952208B2 (en) * 2006-01-03 2015-02-10 Honeywell International Inc. Method for prolonging a catalyst's life during hydrofluorination
US8664455B2 (en) * 2008-08-08 2014-03-04 Honeywell International Inc. Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US8034251B2 (en) 2007-01-03 2011-10-11 Honeywell International Inc. Azeotropic compositions of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf), 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb), and hydrogen fluoride (HF)
US8846990B2 (en) 2007-07-06 2014-09-30 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US8119557B2 (en) * 2007-12-10 2012-02-21 Honeywell International Inc. Method for making catalyst compositions of alkali metal halide-doped bivalent metal fluorides and process for making fluorinated olefins
US9040759B2 (en) * 2007-07-06 2015-05-26 Honeywell International Inc. Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons
US9416074B2 (en) 2007-07-06 2016-08-16 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
EP2075066B1 (en) * 2007-12-10 2016-08-17 Honeywell International Inc. Method for making catalyst compositions of alkali metal halide-doped bivalent metal fluorides and a process for making fluorinated olefins
US7803283B2 (en) 2008-03-31 2010-09-28 Honeywell Internationl Inc. Azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (HCFC-1233xf) and 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US8845921B2 (en) 2008-04-09 2014-09-30 Honeywell International Inc. Separation of close boiling compounds by addition of a third compound
JP5701205B2 (ja) * 2008-05-07 2015-04-15 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーE.I.Du Pont De Nemours And Company 2,3−ジクロロ−1,1,1−トリフルオロプロパン、2−クロロ−1,1,1−トリフルオロプロペン、2−クロロ−1,1,1,2−テトラフルオロプロパンまたは2,3,3,3−テトラフルオロプロペンを含む組成物
US8053612B2 (en) * 2008-05-30 2011-11-08 Honeywell International Inc. Process for dehydrochlorinating 1,1,1,2-tetrafluoro-2-chloropropane to 2,3,3,3-tetrafluoropropene in the presence of an alkali metal-doped magnesium oxyfluoride catalyst and methods for making the catalyst
US8975454B2 (en) 2008-07-31 2015-03-10 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US8158549B2 (en) * 2009-09-04 2012-04-17 Honeywell International Inc. Catalysts for fluoroolefins hydrogenation
US8618340B2 (en) * 2009-11-03 2013-12-31 Honeywell International Inc. Integrated process for fluoro-olefin production
ES2531185T3 (es) * 2010-04-02 2015-03-11 Solvay Procedimiento para la deshidrocloración de hidroclorofluoroalcanos
US8426656B2 (en) * 2010-04-05 2013-04-23 Honeywell International Inc. Integrated process to co-produce trans-1-chloro-3,3,3-trifluoropropene and trans-1,3,3,3-tetrafluoropropene
US8927791B2 (en) 2010-04-29 2015-01-06 Honeywell International Inc. Method for producing tetrafluoropropenes
US8263817B2 (en) * 2010-07-06 2012-09-11 E I Du Pont De Nemours And Company Synthesis of 1234YF by selective dehydrochlorination of 244BB
CN101913989B (zh) * 2010-09-07 2013-06-05 西安近代化学研究所 2,3,3,3-四氟丙烯的生产方法
US9724684B2 (en) 2011-02-21 2017-08-08 The Chemours Company Fc, Llc Selective catalytical dehydrochlorination of hydrochlorofluorocarbons
US9012702B2 (en) * 2011-02-21 2015-04-21 E. I. Du Pont De Nemours And Company Catalytic dehydrochlorination of hydrochlorofluorocarbons
US8884082B2 (en) 2011-02-21 2014-11-11 E. I. Du Pont De Nemours And Company Selective catalytical dehydrochlorination of hydrochlorofluorocarbons
US8884083B2 (en) * 2011-02-21 2014-11-11 E. I. Du Pont De Nemours And Company Selective catalytical dehydrochlorination of hydrochlorofluorocarbons
CN102887812A (zh) * 2011-07-20 2013-01-23 中化蓝天集团有限公司 1,1,3,3,3-五氟丙烯的合成方法
US8796493B2 (en) * 2011-09-30 2014-08-05 Honeywell International Inc. Methods to separate halogentated olefins from 2-chloro-1,1,1,2-tetrafluoropropane using a solid adsorbent
ES2791768T3 (es) * 2011-10-14 2020-11-05 Honeywell Int Inc Proceso para producir 2,3,3,3-tetrafluoropropeno
CN103946193B (zh) * 2011-10-14 2015-11-25 霍尼韦尔国际公司 制备2,3,3,3-四氟丙烯的方法
US9000239B2 (en) 2012-05-15 2015-04-07 Honeywell International Inc. Methods for producing 1-chloro-3,3,3-trifluoropropene from 2-chloro-3,3,3-trifluoropropene
US9180433B2 (en) 2013-03-14 2015-11-10 Honeywell International, Inc. Catalysts for 2-chloro-1,1,1,2-tetrafluoropropane dehydrochlorination
CN104707608B (zh) * 2013-12-12 2017-02-15 西安近代化学研究所 用于气相氟化制备2‑氯‑3,3,3‑三氟丙烯的催化剂的制备方法
GB2528690B (en) 2014-07-28 2017-03-01 Mexichem Amanco Holding Sa Process for preparing a (hydro)(chloro)fluoroalkene
CN105327695A (zh) * 2014-08-06 2016-02-17 浙江蓝天环保高科技股份有限公司 一种用于脱氟化氢的铬基催化剂、其制备方法及应用
US9850188B2 (en) * 2014-09-05 2017-12-26 Honeywell International Inc. Process for producing chlorotrifluoroethylene
US9938213B2 (en) * 2015-08-19 2018-04-10 Honeywell International Inc. Methods for removing acidic impurities from halogenated propenes
CN108136355A (zh) * 2015-10-15 2018-06-08 霍尼韦尔国际公司 脱卤化氢反应器及方法
CN105251516B (zh) * 2015-11-06 2018-03-13 西安近代化学研究所 一种用于合成含氟卤代烃的催化剂及其制备方法
CN105399599B (zh) * 2015-12-28 2018-05-29 浙江工业大学 一种制备六氟丁二烯的方法
FR3066926B1 (fr) * 2017-06-06 2020-05-22 Arkema France Procede de modification de la distribution en fluor dans un compose hydrocarbure.
CA3068057A1 (en) * 2017-07-27 2019-01-31 The Chemours Company Fc, Llc Process for preparing (z)-1,1,1,4,4,4-hexafluoro-2-butene
JP6974221B2 (ja) 2018-03-14 2021-12-01 株式会社クレハ アルケンの製造方法
KR102549545B1 (ko) * 2018-03-22 2023-06-29 삼성전자주식회사 스토리지 장치 및 스토리지 장치의 동작 방법
CN119118781A (zh) 2018-06-06 2024-12-13 霍尼韦尔国际公司 用于HCFC-244bb的脱氯化氢以制备HFO-1234yf的方法
CN110639493B (zh) * 2019-09-24 2023-02-10 西安近代化学研究所 一种高选择性脱氯化氢催化剂的成型方法
CN110841722B (zh) * 2019-10-16 2022-09-06 鄂尔多斯市瀚博科技有限公司 一种用于氯乙烯合成的无汞催化剂钝化工艺
CN114078605B (zh) * 2021-11-02 2025-08-08 武汉理工大学 一种放射性金属卤化物废物的脱卤及玻璃固化方法
CN119528682A (zh) * 2024-11-04 2025-02-28 西安近代化学研究所 一种含氟双氯烯烃、制备方法及应用

Family Cites Families (30)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2774799A (en) * 1954-04-01 1956-12-18 Kellogg M W Co Selective dehydrohalogenation of fluorohaloalkanes using a copper catalyst
DE1074568B (de) * 1955-04-05 1960-02-04 Ethyl Corporation, New York N Y (V St A) Verfahren zur Herstellung von Vinylchlorid oder Vinylidenchlorid 5 4 5ö V St Amerika
DE1068695B (de) * 1958-02-06 1959-11-12 Farbwerke Hoechst Aktiengesellschaft vormals Meister Lucius 6. Brüning, Frankfurt/M Verfahren zur Herstellung von Fluoräthylenen
US3444251A (en) * 1965-12-23 1969-05-13 Phillips Petroleum Co Production of gem-difluoroalkenes
US3691240A (en) * 1969-10-06 1972-09-12 Detrex Chem Ind Process for chlorination,dehydrochlorination and purification of organic compounds
US4465786A (en) * 1982-09-27 1984-08-14 General Electric Company Catalyst composition for the preparation of 3,3,3-trifluoropropene
JPH03504684A (ja) * 1989-03-17 1991-10-17 ザ ダウ ケミカル カンパニー ハロゲン化炭化水素またはアルキレンハロヒドリンの脱ハロゲン化水素のための方法および触媒
US5180860A (en) * 1990-06-28 1993-01-19 E. I. Du Pont De Nemours And Company Dehydrohalogenation process
US5276240A (en) * 1991-10-18 1994-01-04 Board Of Regents, The University Of Texas System Catalytic hydrodehalogenation of polyhalogenated hydrocarbons
GB9311742D0 (en) * 1992-06-10 1993-07-21 Ici Plc Production of hydrofluoroalkanes
ES2325778T3 (es) * 1998-12-18 2009-09-16 Solvay (Societe Anonyme) Proceso de separacion de una mezcla que comprende al menos un hidrofluoroalcano y fluoruro de hidrogeno, y proceso de preparacion de un hidrofluoroalcano.
US7329786B2 (en) * 2001-09-28 2008-02-12 Great Lakes Chemical Corporation Processes for producing CF3CFHCF3
US7230146B2 (en) * 2003-10-27 2007-06-12 Honeywell International Inc. Process for producing fluoropropenes
US7592494B2 (en) * 2003-07-25 2009-09-22 Honeywell International Inc. Process for the manufacture of 1,3,3,3-tetrafluoropropene
US7880040B2 (en) * 2004-04-29 2011-02-01 Honeywell International Inc. Method for producing fluorinated organic compounds
US8530708B2 (en) * 2003-07-25 2013-09-10 Honeywell International Inc. Processes for selective dehydrohalogenation of halogenated alkanes
US7091388B2 (en) * 2003-09-26 2006-08-15 Honeywell International Inc. Method of making 1,1,3,3,3-pentafluoropropene
CA2564991C (en) * 2004-04-29 2013-03-19 Honeywell International Inc. Processes for synthesis of 1,3,3,3-tetrafluoropropene and 2,3,3,3-tetrafluoropropene
US8084653B2 (en) * 2004-04-29 2011-12-27 Honeywell International, Inc. Method for producing fluorinated organic compounds
US7674939B2 (en) * 2004-04-29 2010-03-09 Honeywell International Inc. Method for producing fluorinated organic compounds
WO2007056149A1 (en) * 2005-11-03 2007-05-18 Honeywell International Inc. Method for producing fluorinated organic compounds
ES2400732T3 (es) * 2005-11-03 2013-04-11 Honeywell International Inc. Método para la producción de compuestos orgánicos fluorados
US7560602B2 (en) * 2005-11-03 2009-07-14 Honeywell International Inc. Process for manufacture of fluorinated olefins
EP3336074B1 (en) 2006-01-03 2025-07-09 Honeywell International Inc. Method for producing fluorinated organic compounds
US8071825B2 (en) * 2006-01-03 2011-12-06 Honeywell International Inc. Method for producing fluorinated organic compounds
KR101394583B1 (ko) 2006-10-03 2014-05-12 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법
US9040759B2 (en) * 2007-07-06 2015-05-26 Honeywell International Inc. Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons
US8119557B2 (en) * 2007-12-10 2012-02-21 Honeywell International Inc. Method for making catalyst compositions of alkali metal halide-doped bivalent metal fluorides and process for making fluorinated olefins
EP2075066B1 (en) * 2007-12-10 2016-08-17 Honeywell International Inc. Method for making catalyst compositions of alkali metal halide-doped bivalent metal fluorides and a process for making fluorinated olefins
US8053612B2 (en) * 2008-05-30 2011-11-08 Honeywell International Inc. Process for dehydrochlorinating 1,1,1,2-tetrafluoro-2-chloropropane to 2,3,3,3-tetrafluoropropene in the presence of an alkali metal-doped magnesium oxyfluoride catalyst and methods for making the catalyst

Also Published As

Publication number Publication date
EP2164824A1 (en) 2010-03-24
KR101711140B1 (ko) 2017-02-28
CN101687737A (zh) 2010-03-31
US20150368169A1 (en) 2015-12-24
JP5436417B2 (ja) 2014-03-05
US10807925B2 (en) 2020-10-20
WO2009009421A1 (en) 2009-01-15
US9040759B2 (en) 2015-05-26
JP2010532762A (ja) 2010-10-14
KR20170024136A (ko) 2017-03-06
KR20100040897A (ko) 2010-04-21
KR20150129062A (ko) 2015-11-18
EP2164824B1 (en) 2019-01-16
US20090043136A1 (en) 2009-02-12
KR101875204B1 (ko) 2018-07-06
ES2719478T3 (es) 2019-07-10
MX2009013376A (es) 2010-01-25
EP2164824A4 (en) 2011-11-16

Similar Documents

Publication Publication Date Title
CN101687737B (zh) 通过卤代烃的催化脱卤化氢制备氟化烯烃
US10059646B1 (en) Catalytic gas phase fluorination
CN103313960B (zh) 催化气相氟化
EP2773606B1 (en) Process for producing 2,3,3,3-tetrafluoropropene
US20200223772A1 (en) Novel method for fluorinating chloroalkanes
US20080207963A1 (en) Preparation of composition containing chromium, oxygen, and either silver or palladium, and their use as catalysts and catalyst precursors
JP2015501785A (ja) 2,3,3,3−テトラフルオロプロペンの製造方法
EP2751057B1 (en) Process for preparing 2-chloro-3,3,3-trifluoropropene
JP6129931B2 (ja) 気相触媒フッ素化
JP6555693B2 (ja) 気相触媒フッ素化
JP6189910B2 (ja) 気相触媒フッ素化

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant