CA2686603A1 - Method of hydrodechlorination to produce dihydrofluorinated olefins - Google Patents

Method of hydrodechlorination to produce dihydrofluorinated olefins Download PDF

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Publication number
CA2686603A1
CA2686603A1 CA002686603A CA2686603A CA2686603A1 CA 2686603 A1 CA2686603 A1 CA 2686603A1 CA 002686603 A CA002686603 A CA 002686603A CA 2686603 A CA2686603 A CA 2686603A CA 2686603 A1 CA2686603 A1 CA 2686603A1
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CA
Canada
Prior art keywords
copper
catalyst
nickel
calcium fluoride
carbon
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.)
Abandoned
Application number
CA002686603A
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English (en)
French (fr)
Inventor
Mario Joseph Nappa
Ekaterina N. Swearingen
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EIDP Inc
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Individual
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Filing date
Publication date
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Publication of CA2686603A1 publication Critical patent/CA2686603A1/en
Abandoned legal-status Critical Current

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    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/72—Copper
    • 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56—Platinum group metals
    • B01J23/58—Platinum group metals with alkali- or alkaline earth 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
    • B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
    • B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/56—Platinum group metals
    • B01J23/62—Platinum group metals with gallium, indium, thallium, germanium, tin or lead
    • B01J23/622—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead
    • B01J23/628—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead with lead
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/74—Iron group metals
    • B01J23/755—Nickel
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/78—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali- or alkaline earth 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85—Chromium, molybdenum or tungsten
    • B01J23/86—Chromium
    • B01J23/868—Chromium copper and chromium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00—Preparation of halogenated hydrocarbons
    • C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
    • 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
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/18—Carbon
    • 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
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/06—Halogens; Compounds thereof
    • B01J27/08—Halides
    • B01J27/12—Fluorides

Landscapes

  • 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)
CA002686603A 2007-07-03 2008-06-30 Method of hydrodechlorination to produce dihydrofluorinated olefins Abandoned CA2686603A1 (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US95819007P 2007-07-03 2007-07-03
US60/958,190 2007-07-03
US451807P 2007-11-27 2007-11-27
US61/004,518 2007-11-27
PCT/US2008/068695 WO2009006358A1 (en) 2007-07-03 2008-06-30 Method of hydrodechlorination to produce dihydrofluorinated olefins

Publications (1)

Publication Number Publication Date
CA2686603A1 true CA2686603A1 (en) 2009-01-08

Family

ID=39942915

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002686603A Abandoned CA2686603A1 (en) 2007-07-03 2008-06-30 Method of hydrodechlorination to produce dihydrofluorinated olefins

Country Status (11)

Country Link
US (3) US7795482B2 (enExample)
EP (1) EP2173693B1 (enExample)
JP (3) JP5660891B2 (enExample)
KR (1) KR20100046147A (enExample)
CN (2) CN101687736B (enExample)
BR (1) BRPI0810961A2 (enExample)
CA (1) CA2686603A1 (enExample)
ES (1) ES2443024T3 (enExample)
RU (1) RU2476414C2 (enExample)
TW (1) TW200922906A (enExample)
WO (1) WO2009006358A1 (enExample)

Families Citing this family (47)

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US7795482B2 (en) 2007-07-03 2010-09-14 E. I. Du Pont De Nemours And Company Method of hydrodechlorination to produce dihydrofluorinated olefins
US7641808B2 (en) * 2007-08-23 2010-01-05 E.I. Du Pont De Nemours And Company Azeotropic compositions comprising fluorinated olefins for cleaning applications
US8399721B2 (en) * 2008-12-22 2013-03-19 E I Du Pont De Nemours And Company Method of hydrodechlorination to produce dihydrofluorinated olefins
CN102459498B (zh) 2009-06-03 2016-08-24 纳幕尔杜邦公司 含有顺式-1，1，1，4，4，4-六氟-2-丁烯的冷却器设备及其制冷方法
ES2582406T3 (es) 2009-09-16 2016-09-12 The Chemours Company Fc, Llc Aparato que comprende cis-1,1,1,4,4,4-hexafluoro-2-buteno y trans-1,2-dicloroetileno y procedimientos para producir enfriamiento en él
US9217100B2 (en) 2009-09-16 2015-12-22 The Chemours Company Fc, Llc Chiller apparatus containing trans-1,1,1,4,4,4-hexafluoro-2-butene and methods of producing cooling therein
US20110144216A1 (en) * 2009-12-16 2011-06-16 Honeywell International Inc. Compositions and uses of cis-1,1,1,4,4,4-hexafluoro-2-butene
US20110269860A1 (en) 2010-04-28 2011-11-03 E.I. Du Pont De Nemours And Company Foam expansion agent compositions containing hydrohaloolefin butene and water and their uses in the preparation of polyurethane and polyisocyanurate polymer foams
US8524955B2 (en) * 2010-05-21 2013-09-03 Honeywell International Inc. Process for the preparation of hexafluoro-2-butyne
US8604257B2 (en) * 2010-05-21 2013-12-10 Honeywell International Inc. Process for the preparation of fluorinated cis-alkene
CN101961658B (zh) * 2010-09-07 2013-03-06 西安近代化学研究所 氟化钙基氟化催化剂及其用途
WO2012061022A2 (en) * 2010-11-02 2012-05-10 E. I. Du Pont De Nemours And Company Use of copper-nickel catalyst for dehalogenation of chlorofluorocompounds
WO2012064477A2 (en) 2010-11-10 2012-05-18 E. I. Du Pont De Nemours And Company Compositions comprising cis-1,1,1,4,4,4-hexafluoro-2-butene and 2-difluoromethoxy-1,1,1,2-tetrafluoroethane and uses thereof
ES2989330T3 (es) 2011-08-19 2024-11-26 Chemours Co Fc Llc Proceso de ciclos de Rankine orgánicos para generar energía mecánica a partir de calor
US9003797B2 (en) 2011-11-02 2015-04-14 E L Du Pont De Nemours And Company Use of compositions comprising 1,1,1,2,3-pentafluoropropane and optionally Z-1,1,1,4,4,4-hexafluoro-2-butene in power cycles
US20130104573A1 (en) 2011-11-02 2013-05-02 E I Du Pont De Nemours And Company Use of compositions comprising 1,1,1,2,3-pentafluoropropane and optionally z-1,1,1,4,4,4-hexafluoro-2-butene in chillers
US20130104575A1 (en) 2011-11-02 2013-05-02 E I Du Pont De Nemours And Company Use of compositions comprising 1,1,1,2,3-pentafluoropropane and optionally z-1,1,1,4,4,4-hexafluoro-2-butene in high temperature heat pumps
AU2012346370B2 (en) 2011-12-02 2016-07-14 The Chemours Company Fc, Llc. Foam expansion agent compositions containing Z-1,1,1,4,4,4-hexafluoro-2-butene and their uses in the preparation of polyurethane and polyisocyanurate polymer foams
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EP2814580A1 (en) * 2012-02-17 2014-12-24 E. I. Du Pont de Nemours and Company Azeotrope-like compositions of z-1,1,1,4,4,4-hexafluoro-2-butene and e-1,1,1,4,4,4-hexafluoro-2-butene and uses thereof
JP5817591B2 (ja) * 2012-03-01 2015-11-18 旭硝子株式会社 ２，３，３，３−テトラフルオロプロペンの製造方法
CN103373896B (zh) * 2012-04-13 2015-03-18 中化蓝天集团有限公司 一种1,1,1,4,4,4-六氟-2-丁烯的制备方法
TW201413192A (zh) * 2012-08-01 2014-04-01 Du Pont Ｅ－１，１，１，４，４，４－六氟－２－丁烯在熱泵的使用
JP6570078B2 (ja) 2014-02-07 2019-09-04 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 Ｚ−１，１，１，４，４，４−ヘキサフルオロ−２−ブテンを生成するための統合方法
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CN112920777A (zh) 2015-02-06 2021-06-08 科慕埃弗西有限公司 包含e-1,1,1,4,4,4-六氟-2-丁烯的组合物及其用途
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CN107262092B (zh) * 2017-06-16 2021-03-09 巨化集团技术中心 一种合成顺式1,1,1,4,4,4-六氟-2-丁烯的催化剂及其制备方法和用途
CN107586251A (zh) * 2017-07-26 2018-01-16 江苏蓝色星球环保科技股份有限公司 一种1，1，1，4，4，4‑六氟‑2‑丁烯的制备方法
JP7656161B2 (ja) * 2019-07-08 2025-04-03 ダイキン工業株式会社 フッ化ビニル化合物の製造方法
CN110437028B (zh) * 2019-07-30 2020-10-27 厦门大学 一种以铜为催化剂的氯代芳香化合物(R1-Xm)的脱氯方法
CN110981688B (zh) * 2019-10-31 2021-03-23 中国矿业大学(北京) 一种气相催化合成3,4,4-三氟环丁烯的方法
CN112876335B (zh) * 2019-11-29 2022-05-10 浙江蓝天环保高科技股份有限公司 一种1,1,1,4,4,4-六氟-2-丁烯的制备方法
JP7411780B2 (ja) 2019-11-29 2024-01-11 浙江▲藍▼天▲環▼保高科技股▲ふん▼有限公司 窒素とリンで修飾された顆粒状炭素担持二元金属触媒、その作製方法およびその応用
CN110975893B (zh) * 2019-12-18 2023-04-18 浙江工业大学 用于二氟一氯甲烷高温裂解制四氟乙烯和六氟丙烯的金属氟化物催化剂、其制备方法和应用
CN111574321B (zh) * 2020-06-17 2021-09-03 广东电网有限责任公司电力科学研究院 一种反式-1,1,1,4,4,4-六氟-2-丁烯的制备方法
WO2022085544A1 (ja) 2020-10-22 2022-04-28 Ａｇｃ株式会社 電気設備
CN112657508B (zh) * 2020-12-04 2022-07-08 中化蓝天集团有限公司 一种核壳结构的加氢脱氯催化剂、其制备方法及应用
CN116635970A (zh) 2020-12-16 2023-08-22 Ａｇｃ株式会社 电气设备、填充设备和储存设备
CN112745192A (zh) * 2020-12-31 2021-05-04 山东华夏神舟新材料有限公司 顺式六氟-2-丁烯的连续制备方法
CN114716297B (zh) * 2021-01-06 2023-10-27 浙江省化工研究院有限公司 一种e-1,1,1,4,4,4-六氟-2-丁烯的制备方法
CN112811975B (zh) * 2021-04-22 2021-07-30 泉州宇极新材料科技有限公司 气相异构化制备z-1-r-3,3,3-三氟丙烯的方法
CN114870858B (zh) * 2022-03-04 2024-07-16 中化蓝天集团有限公司 一种抗积碳催化剂、其制备方法及应用

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Also Published As

Publication number Publication date
CN103524297A (zh) 2014-01-22
JP5660891B2 (ja) 2015-01-28
KR20100046147A (ko) 2010-05-06
CN103524297B (zh) 2016-08-17
RU2476414C2 (ru) 2013-02-27
BRPI0810961A2 (pt) 2016-06-07
JP2015061861A (ja) 2015-04-02
JP2017075162A (ja) 2017-04-20
EP2173693B1 (en) 2013-12-18
US7795481B2 (en) 2010-09-14
USRE45076E1 (en) 2014-08-12
RU2010103460A (ru) 2011-08-10
WO2009006358A1 (en) 2009-01-08
CN101687736A (zh) 2010-03-31
TW200922906A (en) 2009-06-01
US20090012335A1 (en) 2009-01-08
EP2173693A1 (en) 2010-04-14
US20090240089A1 (en) 2009-09-24
ES2443024T3 (es) 2014-02-17
US7795482B2 (en) 2010-09-14
JP2010532760A (ja) 2010-10-14
CN101687736B (zh) 2013-10-30

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