KR101619423B1 - 2-클로로-1,1,1,2-테트라플루오르프로판(HCFC-244bb)을 제조하는 개선된 방법 - Google Patents

2-클로로-1,1,1,2-테트라플루오르프로판(HCFC-244bb)을 제조하는 개선된 방법 Download PDF

Info

Publication number
KR101619423B1
KR101619423B1 KR1020090073012A KR20090073012A KR101619423B1 KR 101619423 B1 KR101619423 B1 KR 101619423B1 KR 1020090073012 A KR1020090073012 A KR 1020090073012A KR 20090073012 A KR20090073012 A KR 20090073012A KR 101619423 B1 KR101619423 B1 KR 101619423B1
Authority
KR
South Korea
Prior art keywords
chloro
reaction
fluorination
hydrogen chloride
trifluoropropene
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
KR1020090073012A
Other languages
English (en)
Korean (ko)
Other versions
KR20100019397A (ko
Inventor
대니얼 씨. 머켈
스테픈 에이. 코트렐
로버트 씨. 존슨
Original Assignee
허니웰 인터내셔널 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 허니웰 인터내셔널 인코포레이티드 filed Critical 허니웰 인터내셔널 인코포레이티드
Publication of KR20100019397A publication Critical patent/KR20100019397A/ko
Application granted granted Critical
Publication of KR101619423B1 publication Critical patent/KR101619423B1/ko
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/07Preparation of halogenated hydrocarbons by addition of hydrogen halides
    • C07C17/087Preparation of halogenated hydrocarbons by addition of hydrogen halides to unsaturated halogenated hydrocarbons
    • 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
    • C07C17/25Preparation of halogenated hydrocarbons by splitting-off hydrogen halides from halogenated hydrocarbons
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C19/00Acyclic saturated compounds containing halogen atoms
    • C07C19/08Acyclic saturated compounds containing halogen atoms containing fluorine
    • C07C19/10Acyclic saturated compounds containing halogen atoms containing fluorine and chlorine
    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
KR1020090073012A 2008-08-08 2009-08-07 2-클로로-1,1,1,2-테트라플루오르프로판(HCFC-244bb)을 제조하는 개선된 방법 Expired - Fee Related KR101619423B1 (ko)

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 2009-07-30
US12/512,955 US8664455B2 (en) 2008-08-08 2009-07-30 Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)

Publications (2)

Publication Number Publication Date
KR20100019397A KR20100019397A (ko) 2010-02-18
KR101619423B1 true KR101619423B1 (ko) 2016-05-10

Family

ID=41059831

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020090073012A Expired - Fee Related KR101619423B1 (ko) 2008-08-08 2009-08-07 2-클로로-1,1,1,2-테트라플루오르프로판(HCFC-244bb)을 제조하는 개선된 방법

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
US8664455B2 (en) * 2008-08-08 2014-03-04 Honeywell International Inc. Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)
US8071825B2 (en) 2006-01-03 2011-12-06 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
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
US20170253545A1 (en) 2007-01-03 2017-09-07 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
US9670117B2 (en) 2007-01-03 2017-06-06 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
US9493384B2 (en) 2007-07-06 2016-11-15 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
CA2782592C (en) * 2009-12-22 2019-01-15 E. I. Du Pont De Nemours And Company Compositions comprising 2,3,3,3-tetrafluoropropene, 1,1,2,3-tetrachloropropene, 2-chloro-3,3,3-trifluoropropene, or 2-chloro-1,1,1,2-tetrafluoropropane
MX2012009204A (es) * 2010-02-12 2012-09-07 Daikin Ind Ltd Proceso para producir un compuesto de alqueno que contiene fluor.
EP2545021B1 (en) 2010-03-10 2016-09-28 Arkema France Process of fluorination in liquid phase
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
CN102869637B (zh) * 2010-04-26 2017-10-24 阿克马法国公司 由五氯丙烷的液相氟化制备2‑氯‑3,3,3‑三氟丙烯(HCFO 1233xf)的方法
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
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
WO2012056263A1 (en) 2010-10-25 2012-05-03 Arkema France Process for the manufacture of 2-chloro-1,1,1,2-tetrafluoropropane by liquid phase fluorination of 2-chloro-3,3,3-trifluoropropane
US9890096B2 (en) * 2011-01-19 2018-02-13 Honeywell International Inc. Methods of making 2,3,3,3-tetrafluoro-2-propene
CN103313960B (zh) * 2011-01-21 2016-06-08 阿克马法国公司 催化气相氟化
JP2014534177A (ja) * 2011-09-30 2014-12-18 ハネウェル・インターナショナル・インコーポレーテッド 2,3,3,3−テトラフルオロプロペンの製造方法
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
JP6271431B2 (ja) * 2011-09-30 2018-01-31 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. 2,3,3,3−テトラフルオロプロペンの製造方法
ES2856227T3 (es) * 2011-10-14 2021-09-27 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.
KR20140104947A (ko) * 2011-10-14 2014-08-29 셀마 벡터세빅 2,3,3,3-테트라플루오로프로펜의 제조 방법
KR20140097148A (ko) * 2011-11-04 2014-08-06 셀마 벡터세빅 2,3,3,3-테트라플루오로프로펜의 제조 방법
IN2014DN03381A (enExample) * 2011-11-04 2015-06-26 Haiyou Wang
CN104159879A (zh) * 2011-11-10 2014-11-19 马里奥·约瑟夫·纳帕 制备氢卤烷烃的催化氟化方法
US9296670B2 (en) 2012-02-10 2016-03-29 The Chemours Company Fc, Llc Process for the manufacture of 2,3,3,3-tetrafluoropropene
KR102071701B1 (ko) * 2012-02-29 2020-01-31 허니웰 인터내셔날 인코포레이티드 2,3,3,3-테트라플루오로프로펜의 제조 방법
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
CN105026349B (zh) 2013-03-12 2017-03-15 霍尼韦尔国际公司 用于减少hcfo‑1233xf氢氟化为hcfc‑244bb过程中hfc‑245cb形成的方法
KR20150130330A (ko) 2013-03-13 2015-11-23 허니웰 인터내셔날 인코포레이티드 단계식 불화 방법 및 반응기 시스템
US9353029B2 (en) * 2013-03-14 2016-05-31 Honeywell International, Inc. Fluorination process and reactor
HUE068290T2 (hu) * 2013-03-15 2024-12-28 Honeywell Int Inc Eljárás 2-klór-1,1,2-tetrafluor-propán (HCFC-244bb) elõállítására
US20140275651A1 (en) * 2013-03-15 2014-09-18 Honeywell International Inc. Process for producing 2,3,3,3-tetrafluoropropene
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
WO2014172592A1 (en) * 2013-04-18 2014-10-23 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
KR102847526B1 (ko) 2015-05-21 2025-08-20 더 케무어스 컴퍼니 에프씨, 엘엘씨 SbF5에 의한 1233xf의 244bb로의 히드로플루오린화
EP3738107A4 (en) * 2018-01-09 2021-10-13 Archive Auto, Inc. SYSTEM AND PROCEDURE FOR ACQUIRING AND ACCESSING VEHICLE DATA
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
WO2020018764A1 (en) * 2018-07-18 2020-01-23 The Chemours Company Fc, Llc Production of haloolefins in an adiabatic reaction zone
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

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002504528A (ja) * 1998-02-26 2002-02-12 ソルヴェイ クロロ炭化水素のフッ化水素化方法
WO2007079431A2 (en) * 2006-01-03 2007-07-12 Honeywell International Inc. Method for producing fluorinated organic compounds

Family Cites Families (23)

* 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
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
WO2005108332A1 (en) 2004-04-29 2005-11-17 Honeywell International, Inc. Processes for synthesis of 1,3,3,3-tetrafluoropropene
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)
US8071825B2 (en) 2006-01-03 2011-12-06 Honeywell International Inc. Method for producing fluorinated organic compounds
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)
CN101687731B (zh) 2007-06-27 2013-09-04 阿科玛股份有限公司 用于制造氢氟烯烃的方法
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

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002504528A (ja) * 1998-02-26 2002-02-12 ソルヴェイ クロロ炭化水素のフッ化水素化方法
WO2007079431A2 (en) * 2006-01-03 2007-07-12 Honeywell International Inc. Method for producing fluorinated organic compounds

Also Published As

Publication number Publication date
US20100036179A1 (en) 2010-02-11
US20170158585A1 (en) 2017-06-08
US20160214914A1 (en) 2016-07-28
EP2151425B1 (en) 2011-06-08
JP5595689B2 (ja) 2014-09-24
EP2151425A3 (en) 2010-03-31
US10112879B2 (en) 2018-10-30
ATE512125T1 (de) 2011-06-15
MX2009008451A (es) 2010-03-22
KR20100019397A (ko) 2010-02-18
US9181151B2 (en) 2015-11-10
JP2010043080A (ja) 2010-02-25
US8664455B2 (en) 2014-03-04
US10160703B2 (en) 2018-12-25
US20140012047A1 (en) 2014-01-09
EP2151425A2 (en) 2010-02-10

Similar Documents

Publication Publication Date Title
KR101619423B1 (ko) 2-클로로-1,1,1,2-테트라플루오르프로판(HCFC-244bb)을 제조하는 개선된 방법
EP2585423B1 (en) Method for prolonging a catalyst's life during hydrofluorination
CN101665403B (zh) 生产2-氯-1,1,1,2-四氟丙烷(HCFC-244bb)的改进方法
EP2170787B1 (en) Method for producing fluorinated organic compounds
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
US9233895B2 (en) Process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb)

Legal Events

Date Code Title Description
PA0109 Patent application

St.27 status event code: A-0-1-A10-A12-nap-PA0109

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

St.27 status event code: A-1-2-D10-D22-exm-PE0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U11-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000

FPAY Annual fee payment

Payment date: 20190423

Year of fee payment: 4

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

PC1903 Unpaid annual fee

St.27 status event code: A-4-4-U10-U13-oth-PC1903

Not in force date: 20200503

Payment event data comment text: Termination Category : DEFAULT_OF_REGISTRATION_FEE

PC1903 Unpaid annual fee

St.27 status event code: N-4-6-H10-H13-oth-PC1903

Ip right cessation event data comment text: Termination Category : DEFAULT_OF_REGISTRATION_FEE

Not in force date: 20200503