NO327886B1 - Apparat og en fremgangsmate for fremstilling av vannfri eller hovedsakelig vannfri maursyre samt anvendelse av ekstraksjonsmidlet - Google Patents
Apparat og en fremgangsmate for fremstilling av vannfri eller hovedsakelig vannfri maursyre samt anvendelse av ekstraksjonsmidlet Download PDFInfo
- Publication number
- NO327886B1 NO327886B1 NO20023480A NO20023480A NO327886B1 NO 327886 B1 NO327886 B1 NO 327886B1 NO 20023480 A NO20023480 A NO 20023480A NO 20023480 A NO20023480 A NO 20023480A NO 327886 B1 NO327886 B1 NO 327886B1
- Authority
- NO
- Norway
- Prior art keywords
- formic acid
- extractant
- distillation
- methyl formate
- methanol
- Prior art date
Links
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title claims abstract description 120
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 title claims abstract description 60
- 235000019253 formic acid Nutrition 0.000 title claims abstract description 60
- 238000000034 method Methods 0.000 title claims abstract description 56
- 238000002360 preparation method Methods 0.000 title abstract 2
- 238000005406 washing Methods 0.000 claims abstract description 32
- 239000007788 liquid Substances 0.000 claims abstract description 17
- 125000003118 aryl group Chemical group 0.000 claims abstract description 12
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 7
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 6
- 239000001257 hydrogen Substances 0.000 claims abstract description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 6
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 66
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims description 62
- 238000004821 distillation Methods 0.000 claims description 54
- 239000007789 gas Substances 0.000 claims description 48
- 238000000605 extraction Methods 0.000 claims description 27
- 230000007062 hydrolysis Effects 0.000 claims description 21
- 238000006460 hydrolysis reaction Methods 0.000 claims description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 17
- 239000003795 chemical substances by application Substances 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 11
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 238000003786 synthesis reaction Methods 0.000 claims description 7
- 150000003857 carboxamides Chemical class 0.000 claims description 6
- NZMAJUHVSZBJHL-UHFFFAOYSA-N n,n-dibutylformamide Chemical compound CCCCN(C=O)CCCC NZMAJUHVSZBJHL-UHFFFAOYSA-N 0.000 claims description 5
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 3
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 3
- 238000000622 liquid--liquid extraction Methods 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- MEXKFCWMWJZDMF-UHFFFAOYSA-N n,n-dibutylacetamide Chemical compound CCCCN(C(C)=O)CCCC MEXKFCWMWJZDMF-UHFFFAOYSA-N 0.000 claims description 3
- FWHFWYKSIPTXBJ-UHFFFAOYSA-N n-butyl-n-cyclohexylformamide Chemical compound CCCCN(C=O)C1CCCCC1 FWHFWYKSIPTXBJ-UHFFFAOYSA-N 0.000 claims description 3
- HPWNCPYWUHXVNZ-UHFFFAOYSA-N n-butyl-n-ethylheptanamide Chemical compound CCCCCCC(=O)N(CC)CCCC HPWNCPYWUHXVNZ-UHFFFAOYSA-N 0.000 claims description 3
- GBDYFPAHVXJQEP-UHFFFAOYSA-N n-ethyl-n-phenylformamide Chemical compound CCN(C=O)C1=CC=CC=C1 GBDYFPAHVXJQEP-UHFFFAOYSA-N 0.000 claims description 3
- LYELEANKTIGQME-UHFFFAOYSA-N n-heptan-2-yl-n-methylformamide Chemical compound CCCCCC(C)N(C)C=O LYELEANKTIGQME-UHFFFAOYSA-N 0.000 claims description 3
- 238000000638 solvent extraction Methods 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract description 3
- 238000000926 separation method Methods 0.000 description 6
- 239000012071 phase Substances 0.000 description 5
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 229910002091 carbon monoxide Inorganic materials 0.000 description 3
- 239000011261 inert gas Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000002912 waste gas Substances 0.000 description 2
- KIZCCPGSHHAFRX-UHFFFAOYSA-N 1-hydroxybutyl formate Chemical compound CCCC(O)OC=O KIZCCPGSHHAFRX-UHFFFAOYSA-N 0.000 description 1
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000001166 ammonium sulphate Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
- C07C51/445—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation by steam distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- 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
- B01J14/00—Chemical processes in general for reacting liquids with liquids; Apparatus specially adapted therefor
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
- C07C51/44—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- 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
- B01J2219/00—Chemical, physical or physico-chemical processes in general; Their relevant apparatus
- B01J2219/00002—Chemical plants
- B01J2219/00004—Scale aspects
- B01J2219/00006—Large-scale industrial plants
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Treating Waste Gases (AREA)
- Gas Separation By Absorption (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
- Glass Compositions (AREA)
- Lasers (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10002790A DE10002790A1 (de) | 2000-01-24 | 2000-01-24 | Verfahren zur Reinigung von Abgasströmen |
| PCT/EP2001/000747 WO2001055070A2 (de) | 2000-01-24 | 2001-01-24 | Verfahren zur reinigung von abgasströmen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20023480D0 NO20023480D0 (no) | 2002-07-22 |
| NO20023480L NO20023480L (no) | 2002-08-22 |
| NO327886B1 true NO327886B1 (no) | 2009-10-12 |
Family
ID=7628462
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20023480A NO327886B1 (no) | 2000-01-24 | 2002-07-22 | Apparat og en fremgangsmate for fremstilling av vannfri eller hovedsakelig vannfri maursyre samt anvendelse av ekstraksjonsmidlet |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6696603B2 (ja) |
| EP (1) | EP1250306B1 (ja) |
| JP (1) | JP4908713B2 (ja) |
| KR (1) | KR100830758B1 (ja) |
| CN (1) | CN1304350C (ja) |
| AT (1) | ATE309187T1 (ja) |
| AU (1) | AU2001228486A1 (ja) |
| BR (1) | BR0107823B1 (ja) |
| DE (2) | DE10002790A1 (ja) |
| MY (1) | MY128445A (ja) |
| NO (1) | NO327886B1 (ja) |
| WO (1) | WO2001055070A2 (ja) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10002794A1 (de) * | 2000-01-24 | 2001-07-26 | Basf Ag | Abwasserreinigung beim Verfahren zur Herstellung von wasserfreier Ameisensäure |
| DE10351599A1 (de) * | 2003-11-05 | 2005-06-16 | Tecpharma Licensing Ag | Autoinjektionsvorrichtung |
| US7618725B2 (en) * | 2004-09-21 | 2009-11-17 | The Board Of Trustees Of The University Of Illinois | Low contaminant formic acid fuel for direct liquid fuel cell |
| US8900612B2 (en) | 2009-12-30 | 2014-12-02 | Akzo Nobel Chemicals International B.V. | Amides, use of amides as solvents for organic compounds, compositions and emulsions containing amides, and method for treating a plant |
| WO2013030162A1 (en) | 2011-08-27 | 2013-03-07 | Taminco | Process of formic acid production by hydrolysis of methyl formate |
| DE102011056174A1 (de) | 2011-12-08 | 2013-06-13 | SMR Patents S.à.r.l. | Außenrückblickspiegel |
| KR200481064Y1 (ko) | 2016-02-02 | 2016-08-10 | 양건모 | 눈썹화장기구 |
| DE102016213100A1 (de) * | 2016-07-18 | 2018-01-18 | Oxfa Gmbh | Verfahren zum Absondern von Ameisensäure aus einem Reaktionsgemisch durch Extraktion |
| CN114644549A (zh) * | 2022-04-24 | 2022-06-21 | 聊城市鲁西化工工程设计有限责任公司 | 一种甲酸的生产系统及生产工艺 |
| CN115353450A (zh) * | 2022-09-26 | 2022-11-18 | 河北康壮环保科技股份有限公司 | 一种稀甲酸浓缩的工艺 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2914671A1 (de) * | 1979-04-11 | 1980-10-23 | Basf Ag | Verfahren zur gewinnung von wasserfreier oder weitgehend wasserfreier ameisensaeure |
| DE3411384A1 (de) * | 1984-03-28 | 1985-10-10 | Basf Ag, 6700 Ludwigshafen | Verfahren zur gewinnung von wasserfreier oder weitgehend wasserfreier ameisensaeure durch hydrolyse von methylformiat |
| CN1010012B (zh) * | 1984-05-14 | 1990-10-17 | Basf公司 | 甲酸的制备 |
| DE3428319A1 (de) * | 1984-08-01 | 1986-02-13 | Hüls AG, 4370 Marl | Verfahren zur gewinnung wasserfreier bzw. weitgehendwasserfreier ameisensaeure |
| JPS6239541A (ja) * | 1985-08-13 | 1987-02-20 | Ishikawajima Harima Heavy Ind Co Ltd | 蟻酸製造装置 |
| DE4237339A1 (de) * | 1992-11-05 | 1994-05-11 | Salzgitter Anlagenbau | Ein Verfahren zur Herstellung von Ameisensäure |
-
2000
- 2000-01-24 DE DE10002790A patent/DE10002790A1/de not_active Withdrawn
-
2001
- 2001-01-16 MY MYPI20010185A patent/MY128445A/en unknown
- 2001-01-24 KR KR1020027009416A patent/KR100830758B1/ko not_active IP Right Cessation
- 2001-01-24 EP EP01946839A patent/EP1250306B1/de not_active Expired - Lifetime
- 2001-01-24 AT AT01946839T patent/ATE309187T1/de not_active IP Right Cessation
- 2001-01-24 DE DE50107981T patent/DE50107981D1/de not_active Expired - Lifetime
- 2001-01-24 BR BRPI0107823-2A patent/BR0107823B1/pt not_active IP Right Cessation
- 2001-01-24 US US10/181,458 patent/US6696603B2/en not_active Expired - Lifetime
- 2001-01-24 JP JP2001555014A patent/JP4908713B2/ja not_active Expired - Fee Related
- 2001-01-24 AU AU2001228486A patent/AU2001228486A1/en not_active Abandoned
- 2001-01-24 CN CNB018040624A patent/CN1304350C/zh not_active Expired - Fee Related
- 2001-01-24 WO PCT/EP2001/000747 patent/WO2001055070A2/de active IP Right Grant
-
2002
- 2002-07-22 NO NO20023480A patent/NO327886B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| WO2001055070A2 (de) | 2001-08-02 |
| JP4908713B2 (ja) | 2012-04-04 |
| AU2001228486A1 (en) | 2001-08-07 |
| WO2001055070A3 (de) | 2002-01-17 |
| BR0107823B1 (pt) | 2011-07-12 |
| CN1304350C (zh) | 2007-03-14 |
| MY128445A (en) | 2007-02-28 |
| NO20023480L (no) | 2002-08-22 |
| NO20023480D0 (no) | 2002-07-22 |
| CN1395552A (zh) | 2003-02-05 |
| DE50107981D1 (de) | 2005-12-15 |
| EP1250306B1 (de) | 2005-11-09 |
| KR100830758B1 (ko) | 2008-05-20 |
| ATE309187T1 (de) | 2005-11-15 |
| EP1250306A2 (de) | 2002-10-23 |
| US20030050506A1 (en) | 2003-03-13 |
| KR20020070348A (ko) | 2002-09-05 |
| US6696603B2 (en) | 2004-02-24 |
| JP2003520833A (ja) | 2003-07-08 |
| BR0107823A (pt) | 2002-10-29 |
| DE10002790A1 (de) | 2001-07-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |