NO327831B1 - Behandling av avlopsvann i en fremgangsmate for fremstilling av vannfri maursyre - Google Patents
Behandling av avlopsvann i en fremgangsmate for fremstilling av vannfri maursyre Download PDFInfo
- Publication number
- NO327831B1 NO327831B1 NO20023481A NO20023481A NO327831B1 NO 327831 B1 NO327831 B1 NO 327831B1 NO 20023481 A NO20023481 A NO 20023481A NO 20023481 A NO20023481 A NO 20023481A NO 327831 B1 NO327831 B1 NO 327831B1
- Authority
- NO
- Norway
- Prior art keywords
- formic acid
- distillation
- water
- carrying
- distillation device
- Prior art date
Links
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title claims abstract description 92
- 238000000034 method Methods 0.000 title claims abstract description 47
- 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 46
- 235000019253 formic acid Nutrition 0.000 title claims abstract description 46
- 239000002351 wastewater Substances 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000004821 distillation Methods 0.000 claims abstract description 59
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 46
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims abstract description 40
- 230000007062 hydrolysis Effects 0.000 claims abstract description 28
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 28
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- 238000000605 extraction Methods 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 11
- 238000000622 liquid--liquid extraction Methods 0.000 claims description 10
- 238000000638 solvent extraction Methods 0.000 claims description 10
- 239000003795 chemical substances by application Substances 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 6
- 238000003786 synthesis reaction Methods 0.000 claims description 6
- 239000008346 aqueous phase Substances 0.000 claims description 4
- NZMAJUHVSZBJHL-UHFFFAOYSA-N n,n-dibutylformamide Chemical compound CCCCN(C=O)CCCC NZMAJUHVSZBJHL-UHFFFAOYSA-N 0.000 claims description 4
- 239000012071 phase Substances 0.000 claims description 4
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 3
- 150000003857 carboxamides Chemical class 0.000 claims description 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 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
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 239000007858 starting material Substances 0.000 claims description 2
- 238000010626 work up procedure Methods 0.000 abstract 3
- 238000010438 heat treatment Methods 0.000 abstract 1
- 238000000926 separation method Methods 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-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
- 239000003463 adsorbent Substances 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000007788 liquid 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
- 230000002411 adverse Effects 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001179 sorption measurement Methods 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
-
- 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
- C07C51/09—Preparation of carboxylic acids or their salts, halides or anhydrides from carboxylic acid esters or lactones
-
- 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)
- Heat Treatment Of Water, Waste Water Or Sewage (AREA)
- Treatment Of Water By Oxidation Or Reduction (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10002794A DE10002794A1 (de) | 2000-01-24 | 2000-01-24 | Abwasserreinigung beim Verfahren zur Herstellung von wasserfreier Ameisensäure |
| PCT/EP2001/000346 WO2001055069A2 (de) | 2000-01-24 | 2001-01-12 | Abwasserreinigung beim verfahren zur herstellung von wasserfreier ameisensäure |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO20023481D0 NO20023481D0 (no) | 2002-07-22 |
| NO20023481L NO20023481L (no) | 2002-08-21 |
| NO327831B1 true NO327831B1 (no) | 2009-10-05 |
Family
ID=7628465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO20023481A NO327831B1 (no) | 2000-01-24 | 2002-07-22 | Behandling av avlopsvann i en fremgangsmate for fremstilling av vannfri maursyre |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US6867329B2 (enExample) |
| EP (1) | EP1250305B1 (enExample) |
| JP (1) | JP4681192B2 (enExample) |
| KR (1) | KR100772760B1 (enExample) |
| CN (1) | CN1271034C (enExample) |
| AT (1) | ATE439339T1 (enExample) |
| AU (1) | AU2001235416A1 (enExample) |
| BR (1) | BR0107825B1 (enExample) |
| DE (2) | DE10002794A1 (enExample) |
| MY (1) | MY131970A (enExample) |
| NO (1) | NO327831B1 (enExample) |
| WO (1) | WO2001055069A2 (enExample) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FI121541B (fi) * | 2008-04-21 | 2010-12-31 | Kemira Oyj | Menetelmä muurahaishapon talteenottamiseksi |
| US9790161B2 (en) | 2010-03-26 | 2017-10-17 | Dioxide Materials, Inc | Process for the sustainable production of acrylic acid |
| US9957624B2 (en) | 2010-03-26 | 2018-05-01 | Dioxide Materials, Inc. | Electrochemical devices comprising novel catalyst mixtures |
| US9566574B2 (en) | 2010-07-04 | 2017-02-14 | Dioxide Materials, Inc. | Catalyst mixtures |
| US20110237830A1 (en) | 2010-03-26 | 2011-09-29 | Dioxide Materials Inc | Novel catalyst mixtures |
| US10173169B2 (en) | 2010-03-26 | 2019-01-08 | Dioxide Materials, Inc | Devices for electrocatalytic conversion of carbon dioxide |
| US9815021B2 (en) | 2010-03-26 | 2017-11-14 | Dioxide Materials, Inc. | Electrocatalytic process for carbon dioxide conversion |
| US8956990B2 (en) | 2010-03-26 | 2015-02-17 | Dioxide Materials, Inc. | Catalyst mixtures |
| US9012345B2 (en) | 2010-03-26 | 2015-04-21 | Dioxide Materials, Inc. | Electrocatalysts for carbon dioxide conversion |
| US9193593B2 (en) | 2010-03-26 | 2015-11-24 | Dioxide Materials, Inc. | Hydrogenation of formic acid to formaldehyde |
| EP2747883B1 (en) | 2011-08-27 | 2017-02-15 | Taminco | Process of formic acid production by hydrolysis of methyl formate |
| CN104822861B (zh) | 2012-09-24 | 2017-03-08 | 二氧化碳材料公司 | 用于将二氧化碳转化为有用燃料和化学品的装置和方法 |
| US10647652B2 (en) | 2013-02-24 | 2020-05-12 | Dioxide Materials, Inc. | Process for the sustainable production of acrylic acid |
| US10774431B2 (en) | 2014-10-21 | 2020-09-15 | Dioxide Materials, Inc. | Ion-conducting membranes |
| US10975480B2 (en) | 2015-02-03 | 2021-04-13 | Dioxide Materials, Inc. | Electrocatalytic process for carbon dioxide conversion |
| CN108707062A (zh) * | 2018-06-08 | 2018-10-26 | 聊城市鲁西化工工程设计有限责任公司 | 一种用于钾盐回收处理的工艺 |
| US20240270674A1 (en) * | 2021-05-14 | 2024-08-15 | Refine Holdings Co., Ltd. | Method for recovering carboxylic acid |
| CN116751140A (zh) * | 2023-05-29 | 2023-09-15 | 山东聊城鲁西硝基复肥有限公司 | 一种n-甲酸基脲废液的资源化利用方法及系统 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2853991A1 (de) * | 1978-12-14 | 1980-07-03 | Basf Ag | Verfahren zur gewinnung von wasserfreier oder weitgehend wasserfreier ameisensaeure |
| DE2914671A1 (de) | 1979-04-11 | 1980-10-23 | Basf Ag | Verfahren zur gewinnung von wasserfreier oder weitgehend wasserfreier ameisensaeure |
| JPS585895B2 (ja) * | 1980-07-17 | 1983-02-02 | 日本ソレツクス株式会社 | 有機酸の分離方法 |
| DE3319651A1 (de) * | 1983-05-31 | 1984-12-06 | Basf Ag, 6700 Ludwigshafen | Verfahren zur destillativen gewinnung von 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 |
| DE3417790A1 (de) * | 1984-05-14 | 1985-11-14 | Basf Ag, 6700 Ludwigshafen | Verfahren zur herstellung von ameisensaeure |
| DE3428319A1 (de) * | 1984-08-01 | 1986-02-13 | Hüls AG, 4370 Marl | Verfahren zur gewinnung wasserfreier bzw. weitgehendwasserfreier ameisensaeure |
| DE3428321A1 (de) * | 1984-08-01 | 1986-02-13 | Hüls AG, 4370 Marl | Verfahren zur gewinnung von ameisensaeure |
| JP3572636B2 (ja) * | 1993-09-14 | 2004-10-06 | 三菱化学株式会社 | ブタンジオールの製造方法 |
| DE19953832A1 (de) * | 1999-11-09 | 2001-05-10 | Basf Ag | Verfahren zur Herstellung von Ameisensäure |
| DE10002790A1 (de) * | 2000-01-24 | 2001-07-26 | Basf Ag | Verfahren zur Reinigung von Abgasströmen |
| DE10002791A1 (de) * | 2000-01-24 | 2001-07-26 | Basf Ag | Verfahren zur Gewinnung von wasserfreier Ameisensäure |
-
2000
- 2000-01-24 DE DE10002794A patent/DE10002794A1/de not_active Withdrawn
-
2001
- 2001-01-12 KR KR1020027009417A patent/KR100772760B1/ko not_active Expired - Fee Related
- 2001-01-12 US US10/181,455 patent/US6867329B2/en not_active Expired - Lifetime
- 2001-01-12 BR BRPI0107825-9A patent/BR0107825B1/pt not_active IP Right Cessation
- 2001-01-12 JP JP2001555013A patent/JP4681192B2/ja not_active Expired - Fee Related
- 2001-01-12 CN CNB018040659A patent/CN1271034C/zh not_active Expired - Fee Related
- 2001-01-12 DE DE50115031T patent/DE50115031D1/de not_active Expired - Lifetime
- 2001-01-12 EP EP01907445A patent/EP1250305B1/de not_active Expired - Lifetime
- 2001-01-12 AU AU2001235416A patent/AU2001235416A1/en not_active Abandoned
- 2001-01-12 AT AT01907445T patent/ATE439339T1/de not_active IP Right Cessation
- 2001-01-12 WO PCT/EP2001/000346 patent/WO2001055069A2/de not_active Ceased
- 2001-01-16 MY MYPI20010183A patent/MY131970A/en unknown
-
2002
- 2002-07-22 NO NO20023481A patent/NO327831B1/no not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US6867329B2 (en) | 2005-03-15 |
| WO2001055069A3 (de) | 2002-01-17 |
| CN1271034C (zh) | 2006-08-23 |
| JP2003520832A (ja) | 2003-07-08 |
| EP1250305A2 (de) | 2002-10-23 |
| MY131970A (en) | 2007-09-28 |
| BR0107825A (pt) | 2002-10-29 |
| WO2001055069A2 (de) | 2001-08-02 |
| KR100772760B1 (ko) | 2007-11-01 |
| BR0107825B1 (pt) | 2011-07-12 |
| DE10002794A1 (de) | 2001-07-26 |
| US20030036664A1 (en) | 2003-02-20 |
| JP4681192B2 (ja) | 2011-05-11 |
| EP1250305B1 (de) | 2009-08-12 |
| KR20020070349A (ko) | 2002-09-05 |
| ATE439339T1 (de) | 2009-08-15 |
| DE50115031D1 (de) | 2009-09-24 |
| NO20023481D0 (no) | 2002-07-22 |
| NO20023481L (no) | 2002-08-21 |
| AU2001235416A1 (en) | 2001-08-07 |
| CN1396899A (zh) | 2003-02-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM1K | Lapsed by not paying the annual fees |