JP5571682B2 - ヒドロクロロフルオロオレフィンを製造するための方法 - Google Patents
ヒドロクロロフルオロオレフィンを製造するための方法 Download PDFInfo
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- JP5571682B2 JP5571682B2 JP2011537508A JP2011537508A JP5571682B2 JP 5571682 B2 JP5571682 B2 JP 5571682B2 JP 2011537508 A JP2011537508 A JP 2011537508A JP 2011537508 A JP2011537508 A JP 2011537508A JP 5571682 B2 JP5571682 B2 JP 5571682B2
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- 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
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- 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
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- 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
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen 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
- C07C17/25—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
- C07C17/358—Preparation of halogenated hydrocarbons by reactions not affecting the number of carbon or of halogen atoms in the reaction by isomerisation
-
- 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
- C07C17/383—Separation; Purification; Stabilisation; Use of additives by distillation
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- 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)
Description
a)1230zaの気相若しくは液相フッ素化において、1,1,3,3−テトラクロロロプロペン(1230za、CCl2=CH−CHCl2)及び/又は1,1,1,3,3−ペンタクロロプロパン(1,1,1,3,3−pentachoropropane)(240fa)をフッ素化させて、cis(Z)−及びtrans(E)−1−クロロ−3,3,3−トリフルオロプロペン(1233zd、CF3−CH=CHCl)の混合物を得るステップと、それに続く、
b)cis(Z)−1−クロロ−3,3,3−トリフルオロプロペン(1233zd、CF3−CH=CHCl)と、trans(E)−1−クロロ−3,3,3−トリフルオロプロペン(1233zd、CF3−CH=CHCl)とを分離するステップと、それに続く、
c)第二ステップからのcis−1233zd(Z−1233zd)を異性化させて、trans−1233zd(E−1233zd)を形成させるステップ。
1.必要に応じて、フローから各種の水素酸(HF、HCl)を全面的又は部分的に除去するため、又は
2.所望の反応生成物を単離して、それを次のステップにフィードするため、又は
3.反応生成物を精製して、有機不純物又は副生物を除去するため、又は
4.反応生成物を乾燥(H2O除去)させるため。
Claims (13)
- 1,1,3,3−テトラクロロプロペン(1230za)及び/又は1,1,1,3,3−ペンタクロロプロパン(240fa)からtrans−1−クロロ−3,3,3−トリフルオロプロペン(E−1233zd)を製造するための方法であって:
1,1,3,3−テトラクロロプロペン(1230za)及び/又は1,1,1,3,3−ペンタクロロプロパン(240fa)をフッ素化して、cis−1233zd(Z−1233zd)及びtrans−1233zd(E−1233zd)を含む混合物とするステップと、それに続く、
前記trans−1233zd(E−1233zd)から前記cis−1233zd(Z−1233zd)を分離するステップと、それに続く、
前記cis−1233zd(Z−1233zd)を異性化させて、trans−1233zd(E−1233zd)を形成させるステップと、
を含む、方法。 - 前記異性化プロセスが、気相中又は液相中で実施される、請求項1に記載の方法。
- 前記異性化が、可溶性ルイス酸触媒及びブレンステッド酸触媒からなる群より選択される均一系触媒を用いて、液相中で実施される、請求項2に記載の方法。
- 前記可溶性ルイス酸触媒が、SbV;TiIV;SnIV;MoVI;NbV;TaV;酸化物担持触媒;フッ素化アルミナ;フッ素化クロミア;フッ素化済み活性炭;グラファイトカーボン;SiC;Sb5から選択される、請求項3に記載の方法。
- 前記酸化物担持触媒が、Al2O3及びTiO2からなる群より選択される、請求項4に記載の方法。
- 前記ブレンステッド酸触媒が、トリフリック酸、メタンスルホン酸、硫酸、及びスルホン酸からなる群より選択される、請求項3に記載の方法。
- 前記異性化が、担持型又は非担持型の高表面積不均一系Cr触媒を用い、気相で実施される、請求項2に記載の方法。
- 前記触媒が、Co、Ni、Zn、及びMnからなる群より選択される助触媒を更に含む、請求項7に記載の方法。
- 前記助触媒が、前記触媒の1〜5重量パーセントの量で存在する、請求項8に記載の方法。
- 前記担持型の担体が、フッ素化アルミナ、フッ素化クロミア、HF処理された活性炭、及びフッ素化グラファイトからなる群より選択される、請求項7に記載の方法。
- 前記1,1,3,3−テトラクロロプロペン(1230za)及び/又は1,1,1,3,3−ペンタクロロプロパン(240fa)のフッ素化を気相中又は液相中で行う、請求項1に記載の方法。
- 前記1230za及び/又は1,1,1,3,3−ペンタクロロプロパン(240fa)が、CCl4と塩化ビニルモノマーとの反応と、それに続く脱塩化水素化反応によって製造される、請求項11に記載の方法。
- 前記フッ素化が、触媒反応であるか、又は無触媒反応である、請求項11に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11605608P | 2008-11-19 | 2008-11-19 | |
US61/116,056 | 2008-11-19 | ||
PCT/US2009/064145 WO2010059496A1 (en) | 2008-11-19 | 2009-11-12 | Process for the manufacture of hydrochlorofluoroolefins |
Publications (2)
Publication Number | Publication Date |
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JP2012509324A JP2012509324A (ja) | 2012-04-19 |
JP5571682B2 true JP5571682B2 (ja) | 2014-08-13 |
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Country Status (8)
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US (1) | US8642819B2 (ja) |
EP (1) | EP2349962B1 (ja) |
JP (1) | JP5571682B2 (ja) |
CN (2) | CN102216247A (ja) |
CA (1) | CA2743670C (ja) |
ES (1) | ES2779348T3 (ja) |
PL (1) | PL2349962T3 (ja) |
WO (1) | WO2010059496A1 (ja) |
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- 2009-11-12 JP JP2011537508A patent/JP5571682B2/ja active Active
- 2009-11-12 PL PL09828044T patent/PL2349962T3/pl unknown
- 2009-11-12 CN CN2009801467757A patent/CN102216247A/zh active Pending
- 2009-11-12 EP EP09828044.9A patent/EP2349962B1/en active Active
- 2009-11-12 US US13/127,817 patent/US8642819B2/en not_active Expired - Fee Related
- 2009-11-12 CA CA2743670A patent/CA2743670C/en active Active
- 2009-11-12 CN CN201610058463.2A patent/CN105646135A/zh active Pending
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US20110218370A1 (en) | 2011-09-08 |
PL2349962T3 (pl) | 2020-08-10 |
CA2743670C (en) | 2016-04-12 |
US8642819B2 (en) | 2014-02-04 |
EP2349962B1 (en) | 2020-02-26 |
CA2743670A1 (en) | 2010-05-27 |
EP2349962A4 (en) | 2012-08-08 |
ES2779348T3 (es) | 2020-08-14 |
JP2012509324A (ja) | 2012-04-19 |
EP2349962A1 (en) | 2011-08-03 |
WO2010059496A1 (en) | 2010-05-27 |
CN105646135A (zh) | 2016-06-08 |
CN102216247A (zh) | 2011-10-12 |
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