JP5154656B2 - 2クロロ1,1,1,2,3,3,3ヘプタフルオロプロパンの製造方法 - Google Patents
2クロロ1,1,1,2,3,3,3ヘプタフルオロプロパンの製造方法 Download PDFInfo
- Publication number
- JP5154656B2 JP5154656B2 JP2010532656A JP2010532656A JP5154656B2 JP 5154656 B2 JP5154656 B2 JP 5154656B2 JP 2010532656 A JP2010532656 A JP 2010532656A JP 2010532656 A JP2010532656 A JP 2010532656A JP 5154656 B2 JP5154656 B2 JP 5154656B2
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- JP
- Japan
- Prior art keywords
- catalyst
- chromium
- zinc
- hfc
- chromia
- 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.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/013—Preparation of halogenated hydrocarbons by addition of halogens
- C07C17/06—Preparation of halogenated hydrocarbons by addition of halogens combined with replacement of hydrogen atoms by halogens
-
- 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
- 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
- C07C17/23—Preparation of halogenated hydrocarbons by dehalogenation
-
- 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
- C07C17/35—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction
- C07C17/354—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by hydrogenation
-
- 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
-
- 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
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/03—Precipitation; Co-precipitation
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/22—Halogenating
- B01J37/26—Fluorinating
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Description
様々な処方の各種触媒試料を試験した。装填(2〜6 g)後、触媒を乾燥させ(250℃で1時間)、予備フッ素化した(N2:HFを6にして250℃で1時間、温度を380℃に上げ、窒素希釈剤を停止し、一晩放置した)。市販の予備フッ素化された触媒試料も試験した。この場合、触媒を、使用の前に、予備フッ素化プロセスの乾燥工程だけにかけた。予備フッ素化に続いて、反応器を冷却し、原料流(HFおよびHFC-216aa)を確立し、設定した。両原料を、窒素で液体を散布することにより、供給した。安定してから、原料を反応器に向け、温度走査実験を行った。排出ガス試料を各温度で採取し、GC及びGC-MSにより分析した。
HFC-115(クロロペンタフルオロエタン)、ヘキサフルオロプロピレン、HFC-1215類、及びHFC-1214及びHFC-1213を含むクロロフルオロプロペン
が確認された。
Claims (16)
- 2,2ジクロロヘキサフルオロプロパン(HFC-216aa)を2クロロ1,1,1,2,3,3,3ヘプタフルオロプロパン(HFC-217ba)に触媒作用により転化する方法であって、2,2ジクロロヘキサフルオロプロパンを、金属酸化物、ハロゲン化金属酸化物または金属オキシハライドを含んでなるクロム含有触媒に曝す工程を含み、前記クロム含有触媒が亜鉛または亜鉛化合物0.01〜5.0重量%を含んでなる、方法。
- 前記方法が、HFの存在下で行われる、請求項1に記載の方法。
- 前記方法が、気相中で行われる、請求項1または2に記載の方法。
- クロム含有触媒が、クロムをクロミア、ハロゲン化クロミアまたはクロムオキシフルオライドの形態で含む、請求項1〜3のいずれか一項に記載の方法。
- 前記クロム含有触媒が担体を含んでなる、請求項1〜4のいずれか一項に記載の方法。
- 前記触媒中の前記亜鉛レベルが、前記触媒の少なくとも0.1重量%である、請求項1〜5のいずれか一項に記載の方法。
- 前記触媒中の前記亜鉛レベルが、前記触媒の少なくとも0.5重量%である、請求項1〜6のいずれか一項に記載の方法。
- 前記触媒が非晶質である、請求項1〜7のいずれか一項に記載の方法。
- 前記触媒が部分的に結晶性である、請求項1〜7のいずれか一項に記載の方法。
- 前記触媒の表面積が70〜250 m2/gである、請求項1〜9のいずれか一項に記載の方法。
- 前記触媒が、前記反応の前に予備フッ素化される、請求項1〜10のいずれか一項に記載の方法。
- 前記反応が温度350〜500℃で行われる、請求項1〜11のいずれか一項に記載の方法。
- 前記反応が温度400〜460℃で行われる、請求項1〜12のいずれか一項に記載の方法。
- 前記反応が圧力0.1〜30 bargで行われる、請求項1〜13のいずれか一項に記載の方法。
- 前記反応が1秒間〜60分間行われる、請求項1〜14のいずれか一項に記載の方法。
- 前記反応が連続的に行われる、請求項1〜15のいずれか一項に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0721991.8A GB0721991D0 (en) | 2007-11-09 | 2007-11-09 | Preparation method |
GB0721991.8 | 2007-11-09 | ||
PCT/GB2008/003775 WO2009060221A1 (en) | 2007-11-09 | 2008-11-10 | Method for the preparation of 2 chloro 1,1,1,2,3,3,3 heptafluoropropane |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2011502760A JP2011502760A (ja) | 2011-01-27 |
JP5154656B2 true JP5154656B2 (ja) | 2013-02-27 |
Family
ID=38858410
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2010532656A Expired - Fee Related JP5154656B2 (ja) | 2007-11-09 | 2008-11-10 | 2クロロ1,1,1,2,3,3,3ヘプタフルオロプロパンの製造方法 |
Country Status (14)
Country | Link |
---|---|
US (1) | US8367879B2 (ja) |
EP (1) | EP2217553B1 (ja) |
JP (1) | JP5154656B2 (ja) |
KR (1) | KR101204340B1 (ja) |
CN (1) | CN101896446B (ja) |
AU (1) | AU2008326215B2 (ja) |
BR (1) | BRPI0820269A2 (ja) |
CA (1) | CA2705017C (ja) |
ES (1) | ES2447366T3 (ja) |
GB (1) | GB0721991D0 (ja) |
HK (1) | HK1143969A1 (ja) |
MX (1) | MX2010005155A (ja) |
WO (1) | WO2009060221A1 (ja) |
ZA (1) | ZA201003264B (ja) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3331846B1 (en) * | 2015-08-07 | 2020-10-28 | The Chemours Company FC, LLC | Catalytic isomerization of z-1,1,1,4,4,4-hexafluoro-2-butene |
FR3055221B1 (fr) | 2016-08-29 | 2023-12-15 | Arkema France | Compositions de catalyseurs d'oxyfluorure ou de fluorure de chrome, leur preparation et leur utilisation dans des procedes en phase gazeuse |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3017154A1 (de) | 1980-05-05 | 1981-11-12 | Hoechst Ag, 6000 Frankfurt | Verfahren zur herstellung von 2-chlor-1,1,1,2,3,3,3,-heptafluor-propan |
US5057634A (en) * | 1989-12-19 | 1991-10-15 | E. I. Du Pont De Nemours And Company | Multistep synthesis of hexafluoropropylene |
US5043491A (en) * | 1989-12-19 | 1991-08-27 | E. I. Du Pont De Nemours And Company | Multistep synthesis of hexafluoropropylene |
US5068472A (en) | 1989-12-19 | 1991-11-26 | E. I. Du Pont De Nemours And Company | Multistep synthesis of hexafluoropropylene |
GB9104775D0 (en) * | 1991-03-07 | 1991-04-17 | Ici Plc | Fluorination catalyst and process |
JPH0597723A (ja) * | 1991-10-08 | 1993-04-20 | Daikin Ind Ltd | 2,2−ジブロモまたはジクロロ−1,1,1,3,3,3−ヘキサフルオロプロパンの製法 |
ES2104790T3 (es) | 1991-11-01 | 1997-10-16 | Solvay | Procedimiento para la preparacion de 1,1,1,2,3,3,3-heptafluoropropano (r227). |
CA2263711A1 (en) * | 1996-09-10 | 1998-03-19 | Imperial Chemical Industries Plc | Fluorination catalyst and process |
EP1068170A2 (en) | 1998-04-03 | 2001-01-17 | E.I. Du Pont De Nemours And Company | Processes for the purification and use of 2,2-dichloro-1,1,1,3,3,3-hexafluoropropane and azeotropes thereof with hf |
DE69910995T2 (de) | 1998-04-03 | 2004-07-22 | E.I. Du Pont De Nemours And Co., Wilmington | Verfahren zur herstellung von fluorkohlenwasserstoffen |
US7329786B2 (en) * | 2001-09-28 | 2008-02-12 | Great Lakes Chemical Corporation | Processes for producing CF3CFHCF3 |
DE60323994D1 (de) | 2002-08-22 | 2008-11-20 | Du Pont | Verfahren zur herstellung von 2-chlor-1,1,1,2,3,3,3-heptafluorpropan, hexafluorpropen und 1,1,1,2,3,3,3-heptafluorpropan |
US7250539B2 (en) * | 2002-12-30 | 2007-07-31 | Great Lakes Chemical Corp. | Materials and methods for the conversion of hydrofluorocarbons |
AU2004281281A1 (en) * | 2003-10-14 | 2005-04-28 | E.I. Dupont De Nemours And Company | Process for the preparation of 1,1,1,3,3-pentafluoropropane and 1,1,1,2,3-pentafluoropropane |
JP2007508377A (ja) * | 2003-10-14 | 2007-04-05 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 1,1,1,3,3−ペンタフルオロプロパンおよび1,1,1,3,3,3−ヘキサフルオロプロパンの調製法 |
JP2007508375A (ja) * | 2003-10-14 | 2007-04-05 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 1,1,1,3,3,3−ヘキサフルオロプロパン、ならびに1,1,1,2,3,3−ヘキサフルオロプロパンおよび1,1,1,2,3,3,3−ヘプタフルオロプロパンの少なくとも1つの調製法 |
US8017817B2 (en) | 2005-08-05 | 2011-09-13 | E.I. Du Pont De Nemours And Company | Process for the preparation of 1,1,3,3,3-pentafluoropropene and 1,2,3,3,3-pentafluoropropene |
WO2007019356A2 (en) | 2005-08-05 | 2007-02-15 | E. I. Du Pont De Nemours And Company | Copper-substituted chromium oxide compositions, their preparation, and their use as catalysts and catalyst precursors |
US20080207964A1 (en) * | 2007-02-23 | 2008-08-28 | Velliyur Nott Mallikarjuna Rao | Compositions containing chromium, oxygen and gold, their preparation, and their use as catalysts and catalyst precursors |
-
2007
- 2007-11-09 GB GBGB0721991.8A patent/GB0721991D0/en not_active Ceased
-
2008
- 2008-11-10 WO PCT/GB2008/003775 patent/WO2009060221A1/en active Application Filing
- 2008-11-10 EP EP08847767.4A patent/EP2217553B1/en not_active Not-in-force
- 2008-11-10 US US12/734,517 patent/US8367879B2/en not_active Expired - Fee Related
- 2008-11-10 MX MX2010005155A patent/MX2010005155A/es active IP Right Grant
- 2008-11-10 JP JP2010532656A patent/JP5154656B2/ja not_active Expired - Fee Related
- 2008-11-10 KR KR1020107012457A patent/KR101204340B1/ko not_active IP Right Cessation
- 2008-11-10 AU AU2008326215A patent/AU2008326215B2/en not_active Ceased
- 2008-11-10 ES ES08847767.4T patent/ES2447366T3/es active Active
- 2008-11-10 BR BRPI0820269-9A patent/BRPI0820269A2/pt active Search and Examination
- 2008-11-10 CN CN2008801199354A patent/CN101896446B/zh not_active Expired - Fee Related
- 2008-11-10 CA CA2705017A patent/CA2705017C/en not_active Expired - Fee Related
-
2010
- 2010-05-07 ZA ZA2010/03264A patent/ZA201003264B/en unknown
- 2010-10-29 HK HK10110181.6A patent/HK1143969A1/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
BRPI0820269A2 (pt) | 2015-05-26 |
US8367879B2 (en) | 2013-02-05 |
ES2447366T3 (es) | 2014-03-11 |
KR101204340B1 (ko) | 2012-11-26 |
ZA201003264B (en) | 2013-10-30 |
AU2008326215B2 (en) | 2011-05-12 |
EP2217553A1 (en) | 2010-08-18 |
HK1143969A1 (en) | 2011-01-21 |
KR20100101597A (ko) | 2010-09-17 |
JP2011502760A (ja) | 2011-01-27 |
CN101896446B (zh) | 2013-09-04 |
MX2010005155A (es) | 2010-12-21 |
EP2217553B1 (en) | 2014-01-22 |
AU2008326215A1 (en) | 2009-05-14 |
CA2705017A1 (en) | 2009-05-14 |
GB0721991D0 (en) | 2007-12-19 |
CA2705017C (en) | 2013-03-19 |
US20100312026A1 (en) | 2010-12-09 |
CN101896446A (zh) | 2010-11-24 |
WO2009060221A1 (en) | 2009-05-14 |
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