MX365550B - Método para prolongar la vida de un catalizador durante hidrofluoración. - Google Patents

Método para prolongar la vida de un catalizador durante hidrofluoración.

Info

Publication number
MX365550B
MX365550B MX2015015495A MX2015015495A MX365550B MX 365550 B MX365550 B MX 365550B MX 2015015495 A MX2015015495 A MX 2015015495A MX 2015015495 A MX2015015495 A MX 2015015495A MX 365550 B MX365550 B MX 365550B
Authority
MX
Mexico
Prior art keywords
catalyst
prolonging
chloro
life during
hcfo
Prior art date
Application number
MX2015015495A
Other languages
English (en)
Spanish (es)
Inventor
C Merkel Daniel
C Johnson Robert
Original Assignee
Honeywell Int 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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=45469996&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=MX365550(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Honeywell Int Inc filed Critical Honeywell Int Inc
Publication of MX365550B publication Critical patent/MX365550B/es

Links

Classifications

    • 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
    • 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
    • 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
    • C07C17/38—Separation; Purification; Stabilisation; Use of additives
    • 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)
  • Catalysts (AREA)
MX2015015495A 2010-06-28 2011-06-22 Método para prolongar la vida de un catalizador durante hidrofluoración. MX365550B (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US12/825,040 US8952208B2 (en) 2006-01-03 2010-06-28 Method for prolonging a catalyst's life during hydrofluorination
PCT/US2011/041395 WO2012009114A2 (en) 2010-06-28 2011-06-22 Method for prolonging a catalyst's life during hydrofluorination

Publications (1)

Publication Number Publication Date
MX365550B true MX365550B (es) 2019-06-07

Family

ID=45469996

Family Applications (2)

Application Number Title Priority Date Filing Date
MX2015015495A MX365550B (es) 2010-06-28 2011-06-22 Método para prolongar la vida de un catalizador durante hidrofluoración.
MX2013000049A MX2013000049A (es) 2010-06-28 2011-06-22 Metodo para prolongar la vida de un catalizador durante hidrofluoracion.

Family Applications After (1)

Application Number Title Priority Date Filing Date
MX2013000049A MX2013000049A (es) 2010-06-28 2011-06-22 Metodo para prolongar la vida de un catalizador durante hidrofluoracion.

Country Status (7)

Country Link
US (3) US8952208B2 (enExample)
EP (1) EP2585423B1 (enExample)
JP (3) JP5868969B2 (enExample)
CN (3) CN105037080B (enExample)
ES (1) ES2556459T3 (enExample)
MX (2) MX365550B (enExample)
WO (1) WO2012009114A2 (enExample)

Families Citing this family (54)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20230150900A1 (en) * 2004-04-29 2023-05-18 Honeywell International Inc. Method for producing fluorinated organic compounds
US9024092B2 (en) * 2006-01-03 2015-05-05 Honeywell International Inc. Method for producing fluorinated organic compounds
US8766020B2 (en) * 2008-07-31 2014-07-01 Honeywell International Inc. Process for producing 2,3,3,3-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)
WO2008054781A1 (en) 2006-10-31 2008-05-08 E. I. Du Pont De Nemours And Company Processes for the production of fluoropropanes and halopropenes and azeotropic compositions of 2-chloro-3,3,3-trifluoro-1-propene with hf and of 1,1,1,2,2-pentafluoropropane with hf
US10343962B2 (en) 2007-01-03 2019-07-09 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
WO2009003084A1 (en) 2007-06-27 2008-12-31 Arkema Inc. Process for the manufacture of hydrofluoroolefins
US8563789B2 (en) 2007-06-27 2013-10-22 Arkema Inc. Process for the manufacture of hydrofluoroolefins
US8846990B2 (en) * 2007-07-06 2014-09-30 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
HUE047698T2 (hu) 2009-12-22 2020-05-28 Chemours Co Fc Llc 2,3,3,3-tetrafluorpropént és 2,3-diklór-3,3-difluorpropént tartalmazó kompozíciók
WO2011077191A1 (en) * 2009-12-23 2011-06-30 Arkema France Catalytic gas phase fluorination of 1230xa to 1234yf
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)
RU2571415C2 (ru) * 2011-01-21 2015-12-20 Аркема Франс Каталитическое газофазное фторирование
EP2665692B1 (en) 2011-01-21 2018-12-05 Arkema France Catalytic gas phase fluorination
FR2980474B1 (fr) * 2011-09-27 2013-08-30 Arkema France Procede de fabrication du 2,3,3,3-tetrafluoropropene
CN104080759A (zh) 2011-10-14 2014-10-01 塞尔马·贝克特什维克 生产2,3,3,3-四氟丙烯的方法
PL2766330T3 (pl) 2011-10-14 2021-01-25 Honeywell International Inc. Sposób wytwarzania 2,3,3,3-tetrafluoropropenu
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
KR102025958B1 (ko) * 2011-11-10 2019-09-26 더 케무어스 컴퍼니 에프씨, 엘엘씨 히드로할로알칸을 제조하는 촉매 플루오린화 방법
US9296670B2 (en) 2012-02-10 2016-03-29 The Chemours Company Fc, Llc Process for the manufacture of 2,3,3,3-tetrafluoropropene
MX344552B (es) * 2012-02-29 2016-12-20 Honeywell Int Inc Proceso para producir 2, 3, 3, 3 - tetrafluoropropeno.
EP2828228B1 (en) 2012-03-22 2016-02-17 Daikin Industries, Ltd. Process for preparing 2-chloro-3,3,3-trifluoropropene
CN103880590B (zh) * 2012-12-19 2016-10-05 中化蓝天集团有限公司 一种制备1,3,3,3-四氟丙烯的工艺
JP2016515115A (ja) 2013-03-12 2016-05-26 ハネウェル・インターナショナル・インコーポレーテッド HCFC−244BBへのHCFO−1233xfのヒドロフッ素化中におけるHFC−245CBの形成を軽減する方法
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
PT2970052T (pt) * 2013-03-15 2024-09-12 Honeywell Int Inc Processo de fabrico de 2-cloro-1,1,1,2-tetrafluoropropano (hcfc-244bb)
WO2014172592A1 (en) * 2013-04-18 2014-10-23 Honeywell International Inc. Reaction system and process to produce fluorinated organics
CN103524293B (zh) * 2013-09-28 2015-06-24 西安近代化学研究所 2,3-二氯-1,1,1,2-四氟丙烷的制备方法
MX2016010294A (es) * 2014-02-10 2016-10-17 Honeywell Int Inc Diseño de reactor para la fluoracion en fase liquida.
US9663425B2 (en) * 2014-03-31 2017-05-30 Honeywell International Inc. Method to produce 1,1,2,3-tetrachloropropene with high yield
CA3226491C (en) * 2014-05-16 2026-04-07 Occidental Chemical Corporation Method for making 1,1,3,3-tetrachloropropene
CN104140355B (zh) * 2014-08-07 2016-03-02 西安近代化学研究所 一种合成2-氯-1,1,1,2-四氟丙烷的方法
US9790148B2 (en) 2014-10-16 2017-10-17 Spolek Pro Chemickou A Hutni Vyrobu A.S. Process for producing highly pure chlorinated alkane
JP7168321B2 (ja) 2014-10-16 2022-11-09 スポレク プロ ヘミコウ アー フツニ ブイロブ,アクツィオバ スポレチェノスト 方法
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
US10301236B2 (en) 2015-05-21 2019-05-28 The Chemours Company Fc, Llc Hydrofluorination of a halogenated olefin with SbF5 in the liquid phase
GB2540428B (en) * 2015-07-17 2017-09-13 Mexichem Fluor Sa De Cv Process for preparing 3,3,3-trifluoropropene
MX2018002065A (es) 2015-08-19 2018-06-06 Spolek Pro Chemickou A Hutni Vyrobu As Proceso para generar compuestos de alcano y alqueno clorado de 3 atomos de carbono.
WO2017178857A1 (en) 2016-04-13 2017-10-19 Arkema France Process for the manufacture of 2,3,3,3-tetrafluoropropene
WO2017177988A1 (en) 2016-04-13 2017-10-19 Spolek Pro Chemickou A Hutni Vyrobu, Akciova Spolecnost Process
CN114805016B (zh) * 2016-11-02 2026-04-07 霍尼韦尔国际公司 减少2,3,3,3-四氟丙烯中的3,3,3-三氟丙炔的方法
GB201712775D0 (en) * 2017-08-09 2017-09-20 Mexichem Fluor Sa De Cv Compositions and uses thereof
FR3078699B1 (fr) * 2018-03-07 2020-02-21 Arkema France Procede de production du 2,3,3,3-tetrafluoropropene
FR3078700B1 (fr) * 2018-03-07 2020-07-10 Arkema France Procede de production du 2,3,3,3-tetrafluoropropene
EP3820834B1 (en) * 2018-07-09 2025-05-28 The Chemours Company FC, LLC Methods for an integrated 2,3,3,3-tetrafluoropropene manufacturing process
CN118950038A (zh) * 2018-09-07 2024-11-15 科慕埃弗西有限公司 使用含氯烃从氟卤化锑催化剂除去氟
JP7353013B2 (ja) * 2019-08-29 2023-09-29 フジアン ヨンジン テクノロジー カンパニー リミテッド フルオロベンゼンおよびその触媒の製造プロセス
CN115141231B (zh) * 2022-06-17 2025-07-11 浙江蓝天环保高科技股份有限公司 一种六氟环三磷腈的连续制备方法
CN116178333A (zh) * 2023-01-06 2023-05-30 鲁北超能新材料产业(山东)有限公司 一种氟代碳酸乙烯酯的制备方法
CN121181396B (zh) * 2025-11-25 2026-02-03 山东联创聚合物有限公司 含氟烯烃的制备方法及其所使用的装置

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
LU36877A1 (enExample) * 1958-05-21
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
FR2701943B1 (fr) 1993-02-24 1995-05-12 Atochem Elf Sa Purification du pentafluoroéthane.
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
US8058486B2 (en) 2004-04-29 2011-11-15 Honeywell International Inc. Integrated process to produce 2,3,3,3-tetrafluoropropene
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
CN1972887B (zh) * 2004-04-29 2010-10-13 霍尼韦尔国际公司 1,3,3,3-四氟丙烯的合成方法
US8084653B2 (en) * 2004-04-29 2011-12-27 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)
US8952208B2 (en) * 2006-01-03 2015-02-10 Honeywell International Inc. Method for prolonging a catalyst's life during hydrofluorination
US8071825B2 (en) * 2006-01-03 2011-12-06 Honeywell International Inc. Method for producing fluorinated organic compounds
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
PL4212499T3 (pl) * 2006-01-03 2026-07-13 Honeywell International Inc. Sposób wytwarzania fluorowanych związków organicznych
WO2009003084A1 (en) 2007-06-27 2008-12-31 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
CN101492342A (zh) * 2008-01-15 2009-07-29 霍尼韦尔国际公司 用催化剂SbCl3、SbCl5、SbF5、TiCl4、SnCl4、Cr2O3和氟化Cr2O3将2-氯-3,3,3-三氟丙烯氢氟化为2-氯-1,1,1,2-四氟丙烷
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)
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)
KR102010208B1 (ko) * 2008-05-07 2019-08-12 더 케무어스 컴퍼니 에프씨, 엘엘씨 2,3-다이클로로-1,1,1-트라이플루오로프로판, 2-클로로-1,1,1-트라이플루오로프로펜, 2-클로로-1,1,1,2-테트라플루오로프로판 또는 2,3,3,3-테트라플루오로프로펜을 포함하는 조성물
GB2473394B (en) 2008-06-13 2013-02-13 Schlumberger Holdings Wellbore instruments using magnetic motion converters
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
ES2365303T3 (es) * 2008-08-08 2011-09-28 Honeywell International Inc. Proceso mejorado para fabricar 2-cloro-1,1,1,2-tetrafluoropropano (hcfc-244bb).
WO2010095764A1 (en) 2009-02-23 2010-08-26 Daikin Industries, Ltd. Process for preparing fluorine-containing alkyne compound
US8618340B2 (en) * 2009-11-03 2013-12-31 Honeywell International Inc. Integrated process for fluoro-olefin production

Also Published As

Publication number Publication date
EP2585423B1 (en) 2015-09-30
JP5868969B2 (ja) 2016-02-24
US10005704B2 (en) 2018-06-26
CN103052614A (zh) 2013-04-17
JP2013533877A (ja) 2013-08-29
US20190194097A1 (en) 2019-06-27
WO2012009114A2 (en) 2012-01-19
US20100331583A1 (en) 2010-12-30
EP2585423A4 (en) 2013-11-27
US20140100393A9 (en) 2014-04-10
US8952208B2 (en) 2015-02-10
WO2012009114A3 (en) 2012-04-05
JP6188767B2 (ja) 2017-08-30
MX2013000049A (es) 2013-02-15
ES2556459T3 (es) 2016-01-18
EP2585423A2 (en) 2013-05-01
CN105037080B (zh) 2018-11-30
US20150152028A1 (en) 2015-06-04
CN105037080A (zh) 2015-11-11
CN107011112A (zh) 2017-08-04
JP2016053075A (ja) 2016-04-14
JP2017160231A (ja) 2017-09-14

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