JP5595689B2 - ２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）を製造するための改良法 - Google Patents

２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）を製造するための改良法 Download PDF

Info

Publication number
JP5595689B2
JP5595689B2 JP2009184438A JP2009184438A JP5595689B2 JP 5595689 B2 JP5595689 B2 JP 5595689B2 JP 2009184438 A JP2009184438 A JP 2009184438A JP 2009184438 A JP2009184438 A JP 2009184438A JP 5595689 B2 JP5595689 B2 JP 5595689B2
Authority
JP
Japan
Prior art keywords
reaction
chloro
catalyst
liquid phase
pressure
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.)
Expired - Fee Related
Application number
JP2009184438A
Other languages
English (en)
Japanese (ja)
Other versions
JP2010043080A (ja
JP2010043080A5 (enExample
Inventor
ダニエル・シー・マーケル
スティーヴン・エイ・コットレル
ロバート・シー・ジョンソン
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 JP2010043080A publication Critical patent/JP2010043080A/ja
Publication of JP2010043080A5 publication Critical patent/JP2010043080A5/ja
Application granted granted Critical
Publication of JP5595689B2 publication Critical patent/JP5595689B2/ja
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/07—Preparation of halogenated hydrocarbons by addition of hydrogen halides
    • C07C17/087—Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
    • 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
    • C07C17/25—Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • 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
    • C07C19/10—Acyclic saturated compounds containing halogen atoms containing fluorine and chlorine
    • 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

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)
JP2009184438A 2008-08-08 2009-08-07 ２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）を製造するための改良法 Expired - Fee Related JP5595689B2 (ja)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US8720608P 2008-08-08 2008-08-08
US61/087,206 2008-08-08
US12/512,955 US8664455B2 (en) 2008-08-08 2009-07-30 Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US12/512,955 2009-07-30

Publications (3)

Publication Number Publication Date
JP2010043080A JP2010043080A (ja) 2010-02-25
JP2010043080A5 JP2010043080A5 (enExample) 2014-05-15
JP5595689B2 true JP5595689B2 (ja) 2014-09-24

Family

ID=41059831

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2009184438A Expired - Fee Related JP5595689B2 (ja) 2008-08-08 2009-08-07 ２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）を製造するための改良法

Country Status (6)

Country Link
US (4) US8664455B2 (enExample)
EP (1) EP2151425B1 (enExample)
JP (1) JP5595689B2 (enExample)
KR (1) KR101619423B1 (enExample)
AT (1) ATE512125T1 (enExample)
MX (1) MX2009008451A (enExample)

Families Citing this family (54)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9024092B2 (en) * 2006-01-03 2015-05-05 Honeywell International Inc. Method for producing fluorinated organic compounds
US20230150900A1 (en) * 2004-04-29 2023-05-18 Honeywell International Inc. Method for producing fluorinated organic compounds
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)
US8324436B2 (en) * 2006-01-03 2012-12-04 Honeywell International Inc. Gas phase synthesis of 2,3,3,3-tetrafluoro-1-propene from 2-chloro-3,3,3-trifluoro-1-propene
US8071825B2 (en) 2006-01-03 2011-12-06 Honeywell International Inc. Method for producing fluorinated organic compounds
US9670117B2 (en) 2007-01-03 2017-06-06 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US20170253545A1 (en) 2007-01-03 2017-09-07 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US9493384B2 (en) 2007-07-06 2016-11-15 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US9416074B2 (en) 2007-07-06 2016-08-16 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US8916733B2 (en) * 2008-06-17 2014-12-23 Honeywell International Inc. Processes for hydrofluorination of 2-chloro-3,3,3-trifluoropropene to 2-chloro-1,1,1,2-tetrafluoropropane
US8975454B2 (en) 2008-07-31 2015-03-10 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
MX356473B (es) 2009-12-22 2018-05-30 Du Pont Composiciones que comprenden 2,3,3,3-tetrafluoropropeno, 1,1,2,3-tetracloropropeno, 2-cloro-3,3,3-trifluoropropeno, o 2-cloro-1,1,1,2-tetrafluoropropano.
ES2732283T3 (es) * 2010-02-12 2019-11-21 Daikin Ind Ltd Procedimiento para producir un compuesto alqueno que contiene flúor
PL2545021T3 (pl) * 2010-03-10 2017-03-31 Arkema France Sposób fluorowania w fazie ciekłej
US8114308B2 (en) * 2010-03-30 2012-02-14 Honeywell International Inc. Azeotrope-like composition of 2,3-dichloro-3,3-difluoropropene (HCFO-1232xf) and hydrogen fluoride (HF)
US20110245548A1 (en) * 2010-03-31 2011-10-06 Honeywell International Inc. Catalyst life improvement in the vapor phase fluorination of chlorocarbons
US20130035526A1 (en) * 2010-04-14 2013-02-07 Arkema Inc. Process for the manufacture of tetrafluoroolefins
WO2012066375A1 (en) * 2010-11-15 2012-05-24 Arkema France Process for the manufacture of 2 - chloro - 3, 3, 3 - trifluoropropene (hcfo 1233xf) by liquid phase fluorination of pentachloropropane
US8779218B2 (en) * 2010-04-26 2014-07-15 Arkema France Process for the manufacture of 2-chloro-3,3,3-trifluoropropene (HFCO 1233xf) by liquid phase fluorination of pentachloropropane
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
US9255044B2 (en) 2010-10-25 2016-02-09 Arkema France Process for the manufacture of 2-chloro-1,1,1,2-tetrafluoropropane by liquid phase fluorination of 2-chloro-3,3,3-trifluoropropene
US9890096B2 (en) * 2011-01-19 2018-02-13 Honeywell International Inc. Methods of making 2,3,3,3-tetrafluoro-2-propene
EP3257832B2 (en) * 2011-01-21 2022-10-19 Arkema France Catalytic gas phase fluorination
EP2751057B1 (en) * 2011-09-30 2021-01-06 Honeywell International Inc. Process for preparing 2-chloro-3,3,3-trifluoropropene
EP2760812A4 (en) * 2011-09-30 2015-08-05 Honeywell Int Inc PROCESS FOR THE PREPARATION OF 2,3,3,3-TETRAFLUOROPROPES
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
EP2766329B1 (en) * 2011-10-14 2021-01-13 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
ES2854833T3 (es) * 2011-10-14 2021-09-23 Honeywell Int Inc Proceso para producir 2,3,3,3-tetrafluoropropeno
MX346507B (es) * 2011-10-14 2017-03-23 Honeywell Int Inc Proceso para producir 2,3,3,3,-tetrafluoropropeno.
CN106397103A (zh) * 2011-11-04 2017-02-15 塞尔马·贝克特什维克 用于制造2,3,3,3‑四氟丙烯的方法
US10131597B2 (en) * 2011-11-04 2018-11-20 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
JP2014533276A (ja) * 2011-11-10 2014-12-11 ジョセフ ナッパ マリオ ヒドロハロアルカンを製造する触媒的フッ素化プロセス
WO2013119919A1 (en) * 2012-02-10 2013-08-15 Haiyou Wang Improved process for the manufacture of 2,3,3,3-tetrafluoropropene
EP4098644A1 (en) * 2012-02-29 2022-12-07 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
GB201207666D0 (en) 2012-05-02 2012-06-13 Mexichem Amanco Holding Sa Process
US20140215970A1 (en) * 2013-02-04 2014-08-07 Honeywell International Inc. METHODS OF HANDLING CHLORINATED COMPOUNDS USED FOR MANUFACTURING HFO-1234yf
WO2014164611A1 (en) * 2013-03-12 2014-10-09 Honeywell International Inc. A method for mitigating hfc-245cb formation during hcfo-1233xf hydrofluorination to hcfc-244bb
WO2014165094A1 (en) * 2013-03-13 2014-10-09 Honeywell International Inc. Staged fluorination process and reactor system
US9353029B2 (en) * 2013-03-14 2016-05-31 Honeywell International, Inc. Fluorination process and reactor
US20140275651A1 (en) * 2013-03-15 2014-09-18 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US9242910B2 (en) * 2013-03-15 2016-01-26 Honeywell International Inc. Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US9233895B2 (en) 2013-03-15 2016-01-12 Honeywell International, Inc. Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
FR3003568B1 (fr) * 2013-03-20 2018-06-29 Arkema France Composition comprenant hf et 3,3,3-trifluoro-2-chloropropene
US9309175B2 (en) * 2013-04-18 2016-04-12 Honeywell International Inc. Reaction system and process to produce fluorinated organics
JP6210073B2 (ja) * 2015-01-21 2017-10-11 ダイキン工業株式会社 フルオロプロペンの製造方法
EP3297980A4 (en) * 2015-05-21 2018-12-26 The Chemours Company FC, LLC HYDROFLUORINATION OF 1233xf TO 244bb BY SbF5
JP7413275B2 (ja) * 2018-01-09 2024-01-15 アーカイブ オート インク 車両データの取得およびアクセスシステム、および方法
WO2019220463A1 (en) * 2018-05-18 2019-11-21 Srf Limited Preparation of 2,3,3,3-tetrafluoropropene, intermediate and composition thereof
JP2021527055A (ja) 2018-06-06 2021-10-11 ハネウェル・インターナショナル・インコーポレーテッドＨｏｎｅｙｗｅｌｌ Ｉｎｔｅｒｎａｔｉｏｎａｌ Ｉｎｃ． ＨＣＦＣ−２４４ｂｂを脱塩化水素化してＨＦＯ−１２３４ｙｆを製造する方法
JP2021530531A (ja) * 2018-07-18 2021-11-11 ザ ケマーズ カンパニー エフシー リミテッド ライアビリティ カンパニー 断熱反応ゾーン内におけるハロオレフィンの生成
FR3084359B1 (fr) 2018-07-25 2021-11-26 Arkema France Procede de production et de purification du 2-chloro-1,1,1,2-tetrafluoropropane.
WO2025128797A1 (en) 2023-12-13 2025-06-19 Blue Evolution, Inc Ecofriendly, biodegradable biological polysaccharide composition for packaging materials

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU36877A1 (enExample) * 1958-05-21
US2931840A (en) 1958-11-25 1960-04-05 Du Pont Process for preparing 2, 3, 3, 3-tetrafluoropropene
JPH01207250A (ja) 1988-02-12 1989-08-21 Daikin Ind Ltd 含フツ素オレフインの製造方法
US5155082A (en) 1991-04-12 1992-10-13 Allied-Signal Inc. Catalyst for the manufacture of chlorofluorocarbons, hydrochlorofluorocarbons and hydrofluorocarbons
KR0125143B1 (ko) 1994-12-02 1997-11-27 김은영 1,1,1-트리플루오로-2,2-디클로로에탄의 불소화 촉매 및 그것의 제조방법
DE69909860T2 (de) 1998-02-26 2004-05-27 Central Glass Co., Ltd., Ube Verfahren zur Herstellung von fluorierten Propanen
BE1011765A3 (fr) * 1998-02-26 2000-01-11 Solvay Procede d'hydrofluoration d'hydrocarbures.
US6500795B2 (en) * 2001-01-24 2002-12-31 Honeywell International Inc. Azeotrope-like composition of 1-chloro-1,3,3,3-tetrafluoropropane and hydrogen fluoride
US9005467B2 (en) * 2003-10-27 2015-04-14 Honeywell International Inc. Methods of replacing heat transfer fluids
US7592494B2 (en) * 2003-07-25 2009-09-22 Honeywell International Inc. Process for the manufacture of 1,3,3,3-tetrafluoropropene
US8084653B2 (en) * 2004-04-29 2011-12-27 Honeywell International, Inc. Method for producing fluorinated organic compounds
US20090182179A1 (en) * 2008-01-15 2009-07-16 Honeywell International Inc. Hydrofluorination of 2-chloro-3,3,3-trifluoropropene to 2-chloro-1,1,1,2-tetrafluoropropane with catalysts of sbcl3, sbcl5, sbf5, ticl4, sncl4, cr2o3 and fluorinated cr2o3
JP4864879B2 (ja) * 2004-04-29 2012-02-01 ハネウェル・インターナショナル・インコーポレーテッド １，３，３，３−テトラフルオロプロペンの合成方法
US8071825B2 (en) * 2006-01-03 2011-12-06 Honeywell International Inc. Method for producing fluorinated organic compounds
LT2546224T (lt) * 2006-01-03 2019-01-10 Honeywell International Inc. Fluorintų organinių junginių gamybos būdas
US8664455B2 (en) * 2008-08-08 2014-03-04 Honeywell International Inc. Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US8952208B2 (en) 2006-01-03 2015-02-10 Honeywell International Inc. Method for prolonging a catalyst's life during hydrofluorination
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)
EP2170785B1 (en) 2007-06-27 2018-09-12 Arkema Inc. Process for the manufacture of hydrofluoroolefins
US9040759B2 (en) * 2007-07-06 2015-05-26 Honeywell International Inc. Preparation of fluorinated olefins via catalytic dehydrohalogenation of halogenated hydrocarbons
US7795480B2 (en) 2007-07-25 2010-09-14 Honeywell International Inc. Method for producing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf)
US9035111B2 (en) 2007-08-22 2015-05-19 Honeywell International Inc. Method for producing fluorinated organic compounds
US20090224207A1 (en) 2008-03-06 2009-09-10 Pham Hang T Azeotrope-Like Composition of 2-Chloro-3,3,3-Trifluoropropene (HCFC-1233xf) and Hydrogen Fluoride (HF)
US8916733B2 (en) * 2008-06-17 2014-12-23 Honeywell International Inc. Processes for hydrofluorination of 2-chloro-3,3,3-trifluoropropene to 2-chloro-1,1,1,2-tetrafluoropropane
US8252965B2 (en) 2008-08-22 2012-08-28 Honeywell International Inc. Method for separating halocarbons

Also Published As

Publication number Publication date
US10112879B2 (en) 2018-10-30
EP2151425A3 (en) 2010-03-31
JP2010043080A (ja) 2010-02-25
US10160703B2 (en) 2018-12-25
EP2151425A2 (en) 2010-02-10
MX2009008451A (es) 2010-03-22
US20160214914A1 (en) 2016-07-28
KR101619423B1 (ko) 2016-05-10
KR20100019397A (ko) 2010-02-18
US9181151B2 (en) 2015-11-10
EP2151425B1 (en) 2011-06-08
US8664455B2 (en) 2014-03-04
US20140012047A1 (en) 2014-01-09
US20100036179A1 (en) 2010-02-11
ATE512125T1 (de) 2011-06-15
US20170158585A1 (en) 2017-06-08

Similar Documents

Publication Publication Date Title
JP5595689B2 (ja) ２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）を製造するための改良法
JP6188767B2 (ja) フッ化水素化中の触媒寿命を延ばす方法
CN101665403B (zh) 生产2-氯-1，1，1，2-四氟丙烷(HCFC-244bb)的改进方法
JP6463329B2 (ja) ２−クロロ−１，１，１，２−テトラフルオロプロパン（ＨＣＦＣ−２４４ｂｂ）の製造方法
WO2013067356A1 (en) Process for producing 2,3,3,3-tetrafluoropropene
US9233895B2 (en) Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20120731

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20120731

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20130925

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20131001

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20131227

A602 Written permission of extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A602

Effective date: 20140108

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20140401

A524 Written submission of copy of amendment under article 19 pct

Free format text: JAPANESE INTERMEDIATE CODE: A524

Effective date: 20140401

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20140708

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20140806

R150 Certificate of patent or registration of utility model

Ref document number: 5595689

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees