JP2009513817A - ノナフルオロペンテンとフッ化水素とを含む共沸組成物およびその使用 - Google Patents
ノナフルオロペンテンとフッ化水素とを含む共沸組成物およびその使用 Download PDFInfo
- Publication number
- JP2009513817A JP2009513817A JP2008539019A JP2008539019A JP2009513817A JP 2009513817 A JP2009513817 A JP 2009513817A JP 2008539019 A JP2008539019 A JP 2008539019A JP 2008539019 A JP2008539019 A JP 2008539019A JP 2009513817 A JP2009513817 A JP 2009513817A
- Authority
- JP
- Japan
- Prior art keywords
- composition
- hfc
- azeotropic
- mol
- hydrogen fluoride
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 373
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 title claims abstract description 225
- 229910000040 hydrogen fluoride Inorganic materials 0.000 title claims abstract description 216
- RIQRGMUSBYGDBL-UHFFFAOYSA-N 1,1,1,2,2,3,4,5,5,5-decafluoropentane Chemical compound FC(F)(F)C(F)C(F)C(F)(F)C(F)(F)F RIQRGMUSBYGDBL-UHFFFAOYSA-N 0.000 claims abstract description 152
- 238000000034 method Methods 0.000 claims abstract description 84
- 238000004821 distillation Methods 0.000 claims description 137
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 238000005796 dehydrofluorination reaction Methods 0.000 claims description 14
- 239000007795 chemical reaction product Substances 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000004064 recycling Methods 0.000 claims description 6
- DMUPYMORYHFFCT-UPHRSURJSA-N (z)-1,2,3,3,3-pentafluoroprop-1-ene Chemical compound F\C=C(/F)C(F)(F)F DMUPYMORYHFFCT-UPHRSURJSA-N 0.000 abstract 2
- 238000009835 boiling Methods 0.000 description 28
- 238000010992 reflux Methods 0.000 description 27
- 238000010533 azeotropic distillation Methods 0.000 description 20
- 239000007788 liquid Substances 0.000 description 17
- 238000004364 calculation method Methods 0.000 description 12
- 239000012071 phase Substances 0.000 description 12
- 238000000746 purification Methods 0.000 description 10
- 238000000926 separation method Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- XPDWGBQVDMORPB-UHFFFAOYSA-N Fluoroform Chemical compound FC(F)F XPDWGBQVDMORPB-UHFFFAOYSA-N 0.000 description 4
- 238000013459 approach Methods 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- MZPZBRBIEBBNIA-UPHRSURJSA-N (z)-1,1,1,3,4,4,5,5,5-nonafluoropent-2-ene Chemical compound FC(F)(F)\C=C(/F)C(F)(F)C(F)(F)F MZPZBRBIEBBNIA-UPHRSURJSA-N 0.000 description 2
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 description 2
- 229910000990 Ni alloy Inorganic materials 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003575 carbonaceous material Substances 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 229910000856 hastalloy Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000004604 Blowing Agent Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 229910000881 Cu alloy Inorganic materials 0.000 description 1
- 229910000792 Monel Inorganic materials 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 229910000963 austenitic stainless steel Inorganic materials 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 238000003889 chemical engineering Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- KYKAJFCTULSVSH-UHFFFAOYSA-N chloro(fluoro)methane Chemical compound F[C]Cl KYKAJFCTULSVSH-UHFFFAOYSA-N 0.000 description 1
- 239000000788 chromium alloy Substances 0.000 description 1
- 239000012459 cleaning agent Substances 0.000 description 1
- 239000004035 construction material Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- YOCUPQPZWBBYIX-UHFFFAOYSA-N copper nickel Chemical compound [Ni].[Cu] YOCUPQPZWBBYIX-UHFFFAOYSA-N 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000003682 fluorination reaction Methods 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 229910001026 inconel Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910000623 nickel–chromium alloy Inorganic materials 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Images
Classifications
-
- 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
-
- 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
- C07C17/38—Separation; Purification; Stabilisation; Use of additives
-
- 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
-
- 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
- C07C17/386—Separation; Purification; Stabilisation; Use of additives by distillation with auxiliary compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5036—Azeotropic mixtures containing halogenated solvents
- C11D7/504—Azeotropic mixtures containing halogenated solvents all solvents being halogenated hydrocarbons
- C11D7/505—Mixtures of (hydro)fluorocarbons
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73232005P | 2005-11-01 | 2005-11-01 | |
| PCT/US2006/042773 WO2007053738A2 (en) | 2005-11-01 | 2006-11-01 | Azeotrope compositions comprising nonafluoropentene and hydrogen fluoride and uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009513817A true JP2009513817A (ja) | 2009-04-02 |
| JP2009513817A5 JP2009513817A5 (enExample) | 2009-12-17 |
Family
ID=37909705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008539019A Pending JP2009513817A (ja) | 2005-11-01 | 2006-11-01 | ノナフルオロペンテンとフッ化水素とを含む共沸組成物およびその使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US7709438B2 (enExample) |
| JP (1) | JP2009513817A (enExample) |
| KR (1) | KR101497709B1 (enExample) |
| CN (2) | CN102516017B (enExample) |
| MY (1) | MY145650A (enExample) |
| WO (1) | WO2007053738A2 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012207045A (ja) * | 2005-11-01 | 2012-10-25 | E I Du Pont De Nemours & Co | 1,1,1,2,3−ペンタフルオロプロペンおよびフッ化水素を含む共沸組成物およびその使用 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7709438B2 (en) * | 2005-11-01 | 2010-05-04 | E. I. Du Pont De Nemours And Company | Azeotrope compositions comprising nonafluoropentene and hydrogen fluoride and uses thereof |
| EP2433921B1 (en) | 2006-08-24 | 2014-01-15 | E. I. du Pont de Nemours and Company | Processes for separation of fluoroolefins from hydrogen fluoride by azeotropic distillation |
| RU2474569C2 (ru) | 2008-02-21 | 2013-02-10 | Е.И.Дюпон Де Немур Энд Компани | Способ отделения 1,3,3,3-тетрафторпропена от фтороводорода азеотропной дистилляцией |
| EP3434664B1 (en) | 2008-02-21 | 2021-01-20 | The Chemours Company FC, LLC | Azeotrope compositions comprising 3,3,3-trifluoropropene and hydrogen fluoride and processes for separation thereof |
| WO2010025033A1 (en) * | 2008-08-29 | 2010-03-04 | E. I. Du Pont De Nemours And Company | Process to remove hf from 1,1,1,2,2,3,4,5,5,5-decafluoropentane |
| EP2396293A1 (en) * | 2009-02-11 | 2011-12-21 | Arkema France | Azeotrope and azeotrope-like compositions of chlorotrifluoropropene and pentane |
| US8747691B2 (en) * | 2010-05-06 | 2014-06-10 | Honeywell International Inc. | Azeotrope-like compositions of tetrafluoropropene and water |
| US8951431B2 (en) * | 2010-05-06 | 2015-02-10 | E I Du Pont De Nemours And Company | Azeotrope-like compositions of pentafluoropropene and water |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06510297A (ja) * | 1991-08-28 | 1994-11-17 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | ジェム−ジヒドロポリフルオロアルカン類およびモノヒドロポリフルオロアルケン類、それらの製造方法、並びに清浄用組成物中でのジェム−ジヒドロポリフルオロアルカン類の使用 |
| JP2001524460A (ja) * | 1997-11-25 | 2001-12-04 | インペリアル・ケミカル・インダストリーズ・ピーエルシー | 弗素含有有機化合物の製造 |
| JP2001524461A (ja) * | 1997-11-20 | 2001-12-04 | アライドシグナル・インコーポレイテッド | フルオロカーボンからフッ化水素を分離するプロセス |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU1706690A1 (ru) * | 1988-04-19 | 1992-01-23 | Всесоюзный Научно-Исследовательский Институт Технического Углерода | Пористый углеродный материал |
| US5171902A (en) * | 1990-10-11 | 1992-12-15 | E. I. Du Pont De Nemours And Company | Saturated linear polyfluorohydrocarbons, processes for their production, and their use in cleaning compositions |
| US6755942B1 (en) * | 1995-08-01 | 2004-06-29 | E. I. Du Pont De Nemours And Company | Process for the manufacture of halocarbons and selected compounds and azeotropes with HF |
| DE69626415T2 (de) * | 1995-08-01 | 2003-09-25 | E.I. Du Pont De Nemours And Co., Wilmington | Verfahren zur herstellung von halogenkohlenwasserstoffen und ausgewählte verbindungen und azeotrope mit hf |
| JP3514041B2 (ja) * | 1996-06-27 | 2004-03-31 | ダイキン工業株式会社 | 1,1,1,3,3−ペンタフルオロプロパンの精製方法 |
| FR2768717B1 (fr) * | 1997-09-24 | 1999-11-12 | Solvay | Procede de separation de fluorure d'hydrogene de ses melanges avec un hydrofluoroalcane contenant de 3 a 6 atomes de carbone |
| ES2325778T3 (es) * | 1998-12-18 | 2009-09-16 | Solvay (Societe Anonyme) | Proceso de separacion de una mezcla que comprende al menos un hidrofluoroalcano y fluoruro de hidrogeno, y proceso de preparacion de un hidrofluoroalcano. |
| JP4085520B2 (ja) * | 1999-06-16 | 2008-05-14 | 三菱マテリアル株式会社 | 劣化uf6の処理設備及びその処理方法 |
| US20050080303A1 (en) * | 2003-10-08 | 2005-04-14 | Akira Sekiya | Porous calcium fluoride, its producing method, catalyst for hydrogenation reaction, and method for producing trihydrofluorocarbon |
| US7709438B2 (en) * | 2005-11-01 | 2010-05-04 | E. I. Du Pont De Nemours And Company | Azeotrope compositions comprising nonafluoropentene and hydrogen fluoride and uses thereof |
-
2006
- 2006-10-31 US US11/590,457 patent/US7709438B2/en not_active Expired - Fee Related
- 2006-11-01 JP JP2008539019A patent/JP2009513817A/ja active Pending
- 2006-11-01 WO PCT/US2006/042773 patent/WO2007053738A2/en not_active Ceased
- 2006-11-01 KR KR1020087013107A patent/KR101497709B1/ko not_active Expired - Fee Related
- 2006-11-01 CN CN201110309787.6A patent/CN102516017B/zh not_active Expired - Fee Related
- 2006-11-01 CN CN2006800492777A patent/CN101346330B/zh not_active Expired - Fee Related
- 2006-11-01 MY MYPI20081388A patent/MY145650A/en unknown
-
2010
- 2010-04-26 US US12/714,674 patent/US20100203167A1/en not_active Abandoned
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06510297A (ja) * | 1991-08-28 | 1994-11-17 | イー・アイ・デユポン・ドウ・ヌムール・アンド・カンパニー | ジェム−ジヒドロポリフルオロアルカン類およびモノヒドロポリフルオロアルケン類、それらの製造方法、並びに清浄用組成物中でのジェム−ジヒドロポリフルオロアルカン類の使用 |
| JP2001524461A (ja) * | 1997-11-20 | 2001-12-04 | アライドシグナル・インコーポレイテッド | フルオロカーボンからフッ化水素を分離するプロセス |
| JP2001524460A (ja) * | 1997-11-25 | 2001-12-04 | インペリアル・ケミカル・インダストリーズ・ピーエルシー | 弗素含有有機化合物の製造 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012207045A (ja) * | 2005-11-01 | 2012-10-25 | E I Du Pont De Nemours & Co | 1,1,1,2,3−ペンタフルオロプロペンおよびフッ化水素を含む共沸組成物およびその使用 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101346330B (zh) | 2013-03-27 |
| WO2007053738A2 (en) | 2007-05-10 |
| US20100203167A1 (en) | 2010-08-12 |
| CN102516017B (zh) | 2014-12-24 |
| US20070099811A1 (en) | 2007-05-03 |
| CN101346330A (zh) | 2009-01-14 |
| KR20080066838A (ko) | 2008-07-16 |
| CN102516017A (zh) | 2012-06-27 |
| MY145650A (en) | 2012-03-15 |
| KR101497709B1 (ko) | 2015-03-02 |
| US7709438B2 (en) | 2010-05-04 |
| WO2007053738A3 (en) | 2007-09-20 |
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