CN102448921B - 制备2，3，3，3-四氟丙烯的催化剂和方法 - Google Patents

制备2，3，3，3-四氟丙烯的催化剂和方法 Download PDF

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Publication number
CN102448921B
CN102448921B CN201080024342.7A CN201080024342A CN102448921B CN 102448921 B CN102448921 B CN 102448921B CN 201080024342 A CN201080024342 A CN 201080024342A CN 102448921 B CN102448921 B CN 102448921B
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Prior art keywords
dehydrofluorination
catalyst
hfc
tetrafluoropropene
temperature
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Chinese (zh)
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CN102448921A (zh
Inventor
M·J·纳帕
A·杰克逊
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Chemours Co FC LLC
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EI Du Pont de Nemours and Co
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • 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
    • B01J23/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the alkali- or alkaline earth metals or beryllium
    • B01J23/04—Alkali metals
    • 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
    • B01J23/24—Chromium, molybdenum or tungsten
    • B01J23/26—Chromium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/02—Alkenes
    • C07C11/10—Alkenes with five carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/12—Alkadienes
    • C07C11/16—Alkadienes with four carbon atoms
    • C07C11/167—1, 3-Butadiene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/22—Aliphatic unsaturated hydrocarbons containing carbon-to-carbon triple bonds
    • C07C11/24—Acetylene
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C11/00—Aliphatic unsaturated hydrocarbons
    • C07C11/28—Aliphatic unsaturated hydrocarbons containing carbon-to-carbon double bonds and carbon-to-carbon triple bonds
    • C07C11/30—Butenyne
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/02—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/04—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a three-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
    • C07C13/02—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
    • C07C13/08—Monocyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with a five-membered ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C21/00—Acyclic unsaturated compounds containing halogen atoms
    • C07C21/02—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds
    • C07C21/18—Acyclic unsaturated compounds containing halogen atoms containing carbon-to-carbon double bonds containing fluorine

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Catalysts (AREA)
CN201080024342.7A 2009-06-03 2010-06-03 制备2，3，3，3-四氟丙烯的催化剂和方法 Active CN102448921B (zh)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US18367409P 2009-06-03 2009-06-03
US61/183674 2009-06-03
US25634109P 2009-10-30 2009-10-30
US61/256341 2009-10-30
PCT/US2010/037179 WO2010141664A1 (en) 2009-06-03 2010-06-03 Catalysts and process to manufacture 2,3,3,3-tetrafluoropropene

Publications (2)

Publication Number Publication Date
CN102448921A CN102448921A (zh) 2012-05-09
CN102448921B true CN102448921B (zh) 2014-04-23

Family

ID=43034102

Family Applications (1)

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CN201080024342.7A Active CN102448921B (zh) 2009-06-03 2010-06-03 制备2，3，3，3-四氟丙烯的催化剂和方法

Country Status (14)

Country Link
US (2) US7985884B2 (enExample)
EP (1) EP2438033B1 (enExample)
JP (1) JP5620478B2 (enExample)
KR (1) KR101773628B1 (enExample)
CN (1) CN102448921B (enExample)
BR (1) BRPI1010128A2 (enExample)
CA (1) CA2761722A1 (enExample)
ES (1) ES2643322T3 (enExample)
HU (1) HUE034982T2 (enExample)
MX (1) MX2011012774A (enExample)
PL (1) PL2438033T3 (enExample)
RU (1) RU2011154374A (enExample)
TW (1) TW201114727A (enExample)
WO (1) WO2010141664A1 (enExample)

Families Citing this family (21)

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Publication number Priority date Publication date Assignee Title
EP2099082B1 (en) * 2008-03-05 2014-05-07 NGK Spark Plug Co., Ltd. Piezoceramic material, piezoelectric element and non-resonance knock sensor
US8884083B2 (en) * 2011-02-21 2014-11-11 E. I. Du Pont De Nemours And Company Selective catalytical dehydrochlorination of hydrochlorofluorocarbons
US8884082B2 (en) * 2011-02-21 2014-11-11 E. I. Du Pont De Nemours And Company Selective catalytical dehydrochlorination of hydrochlorofluorocarbons
US9724684B2 (en) 2011-02-21 2017-08-08 The Chemours Company Fc, Llc Selective catalytical dehydrochlorination of hydrochlorofluorocarbons
GB201207666D0 (en) * 2012-05-02 2012-06-13 Mexichem Amanco Holding Sa Process
WO2013184865A1 (en) 2012-06-06 2013-12-12 E.I. Du Pont De Nemours And Company PROCESS FOR THE REDUCTION OF RfCCX IMPURITIES IN FLUOROOLEFINS
EP3412647B2 (en) 2013-03-15 2024-02-14 The Chemours Company FC, LLC Process for the reduction of alkyne impurities in fluoroolefins
US9187386B2 (en) * 2013-05-23 2015-11-17 The Chemours Company Fc, Llc Catalytic process of making 1,3,3,3-tetrafluoropropene
GB2519572B (en) 2013-10-25 2015-12-30 Mexichem Amanco Holding Sa Process for isomerising (hydro)(halo)fluoroalkenes
WO2016025288A1 (en) 2014-08-14 2016-02-18 The Chemours Company Fc, Llc Process for the production of e-1,3,3,3-tetrafluoropropene (hfc-1234ze) by dehydrofluorinatiokl
JP6328589B2 (ja) * 2015-05-29 2018-05-23 ダイキン工業株式会社 含フッ素オレフィンの製造方法
EP3663274B1 (en) * 2015-08-07 2025-02-19 The Chemours Company FC, LLC Catalytic isomerization of z-1,1,1,4,4,4-hexafluoro-2-butene to e-1,1,1,4,4,4-hexafluoro-2-butene
JP6624126B2 (ja) * 2017-03-13 2019-12-25 ダイキン工業株式会社 含フッ素オレフィンの製造方法
KR102892009B1 (ko) 2018-10-26 2025-11-28 더 케무어스 컴퍼니 에프씨, 엘엘씨 Hfo-1234ze 및 hfo-1234yf 조성물, 및 조성물의 제조 및 사용 방법
US11209196B2 (en) 2018-10-26 2021-12-28 The Chemours Company Fc, Llc HFO-1234ZE, HFO-1225ZC and HFO-1234YF compositions and processes for producing and using the compositions
BR112021022059A2 (pt) 2018-10-26 2021-12-28 Chemours Co Fc Llc Composições de fluoropropeno, métodos de produção de uma mistura e de resfriamento, processos para transferência de calor, para tratamento de uma superfície e para formação de uma composição, sistema de refrigeração, aparelhos de refrigeração, uso da composição de fluoropropeno e método para substituição de um refrigerante
WO2024211642A1 (en) 2023-04-06 2024-10-10 The Chemours Company Fc, Llc Refrigerant compositions comprising z-1,3,3,3-tetrafluoropropene, methods of making same, and uses thereof
CN116143583B (zh) * 2023-04-19 2023-07-07 山东澳帆新材料有限公司 一种2,3,3,3-四氟丙烯和1,3,3,3-四氟丙烯的联产制备方法
WO2025096368A2 (en) 2023-10-30 2025-05-08 The Chemours Company Fc, Llc Compositions comprising 1,3,3,3-tetrafluoropropene, methods of making same, and uses thereof
TW202528277A (zh) 2023-10-30 2025-07-16 美商科慕Ｆｃ有限責任公司 包含１，３，３，３－四氟丙烯的組成物、其製造方法、及其用途
WO2025160054A2 (en) 2024-01-22 2025-07-31 The Chemours Company Fc, Llc Synthesis of 1,1,1,2,2,5,5,6,6,6-decafluoro-3-hexene

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996041679A1 (en) * 1995-06-08 1996-12-27 E.I. Du Pont De Nemours And Company Treatment of chromium oxide and catalytic manufacture of vinyl fluoride
WO2007056194A1 (en) * 2005-11-03 2007-05-18 Honeywell International Inc. Method for producing fluorinated organic compounds
WO2008008350A2 (en) * 2006-07-13 2008-01-17 E.I. Du Pont De Nemours And Company Catalytic production processes for making tetrafluoropropenes and pentafluoropropenes

Family Cites Families (11)

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US3413363A (en) 1966-03-02 1968-11-26 Du Pont Process using an improved form of guignet's green fluorine exchange catalyst
US5036036A (en) 1989-06-13 1991-07-30 E. I. Du Pont De Nemours And Company Chromium oxide catalyst composition
JP4378779B2 (ja) 1998-07-17 2009-12-09 ダイキン工業株式会社 含フッ素エタンの製造方法
US7897823B2 (en) 2004-10-29 2011-03-01 E. I. Du Pont De Nemours And Company Process for production of azeotrope compositions comprising hydrofluoroolefin and hydrogen fluoride and uses of said azeotrope compositions in separation processes
US7476771B2 (en) 2005-11-01 2009-01-13 E.I. Du Pont De Nemours + Company Azeotrope compositions comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof
US7423188B2 (en) 2005-11-01 2008-09-09 E. I. Du Pont De Nemours And Company Azeotrope compositions comprising E-1,3,3,3-tetrafluoropropene and hydrogen fluoride and uses thereof
US7560602B2 (en) * 2005-11-03 2009-07-14 Honeywell International Inc. Process for manufacture of fluorinated olefins
JP5393454B2 (ja) 2006-06-27 2014-01-22 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー １，２，３，３，３−ペンタフルオロプロペンの製造方法
US7722781B2 (en) 2006-06-27 2010-05-25 E.I. Du Pont De Nemours And Company Tetrafluoropropene production processes
US20100185029A1 (en) * 2007-06-27 2010-07-22 Arkema Inc. Two step process for the manufacture of hydrofluoroolefins
CN102015956B (zh) 2008-05-07 2014-06-11 纳幕尔杜邦公司 包含1,1,1,2,3-五氟丙烷或2,3,3,3-四氟丙烯的组合物

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1996041679A1 (en) * 1995-06-08 1996-12-27 E.I. Du Pont De Nemours And Company Treatment of chromium oxide and catalytic manufacture of vinyl fluoride
EP1495801A1 (en) * 1995-06-08 2005-01-12 E.I. du Pont de Nemours and Company Catalytic manufacture of vinyl fluoride using chromium oxide
WO2007056194A1 (en) * 2005-11-03 2007-05-18 Honeywell International Inc. Method for producing fluorinated organic compounds
WO2008008350A2 (en) * 2006-07-13 2008-01-17 E.I. Du Pont De Nemours And Company Catalytic production processes for making tetrafluoropropenes and pentafluoropropenes

Also Published As

Publication number Publication date
MX2011012774A (es) 2012-01-20
US20100312025A1 (en) 2010-12-09
KR101773628B1 (ko) 2017-09-12
JP5620478B2 (ja) 2014-11-05
PL2438033T3 (pl) 2017-11-30
CA2761722A1 (en) 2010-12-09
BRPI1010128A2 (pt) 2016-03-15
EP2438033A1 (en) 2012-04-11
KR20120027452A (ko) 2012-03-21
EP2438033B1 (en) 2017-07-26
WO2010141664A1 (en) 2010-12-09
TW201114727A (en) 2011-05-01
RU2011154374A (ru) 2013-07-20
JP2012528878A (ja) 2012-11-15
US7985884B2 (en) 2011-07-26
CN102448921A (zh) 2012-05-09
HUE034982T2 (en) 2018-05-02
ES2643322T3 (es) 2017-11-22
US8227649B2 (en) 2012-07-24
US20110282112A1 (en) 2011-11-17

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