JP2004536880A - 酢酸エチルからｓ−ブタノールへの分離方法 - Google Patents
酢酸エチルからｓ−ブタノールへの分離方法 Download PDFInfo
- Publication number
- JP2004536880A JP2004536880A JP2003517003A JP2003517003A JP2004536880A JP 2004536880 A JP2004536880 A JP 2004536880A JP 2003517003 A JP2003517003 A JP 2003517003A JP 2003517003 A JP2003517003 A JP 2003517003A JP 2004536880 A JP2004536880 A JP 2004536880A
- Authority
- JP
- Japan
- Prior art keywords
- ethyl acetate
- butanol
- distillation column
- stream
- product stream
- 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.)
- Withdrawn
Links
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 title claims abstract description 183
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 title claims abstract description 59
- 238000000034 method Methods 0.000 title claims abstract description 36
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 39
- 238000004821 distillation Methods 0.000 claims abstract description 33
- 239000012535 impurity Substances 0.000 claims abstract description 23
- 238000005984 hydrogenation reaction Methods 0.000 claims abstract description 17
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000005977 Ethylene Substances 0.000 claims abstract description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 66
- 238000006243 chemical reaction Methods 0.000 claims description 25
- 239000003054 catalyst Substances 0.000 claims description 16
- 230000008569 process Effects 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 5
- 239000000377 silicon dioxide Substances 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 229910052707 ruthenium Inorganic materials 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 claims 2
- HCFAJYNVAYBARA-UHFFFAOYSA-N 4-heptanone Chemical compound CCCC(=O)CCC HCFAJYNVAYBARA-UHFFFAOYSA-N 0.000 abstract 2
- 238000006555 catalytic reaction Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 24
- 150000001299 aldehydes Chemical class 0.000 description 14
- 238000010926 purge Methods 0.000 description 14
- 150000002576 ketones Chemical class 0.000 description 9
- 125000000217 alkyl group Chemical group 0.000 description 8
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 6
- 238000000926 separation method Methods 0.000 description 6
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 5
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 5
- 238000010992 reflux Methods 0.000 description 5
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UIHCLUNTQKBZGK-UHFFFAOYSA-N 3-methyl-2-pentanone Chemical compound CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- DCKVNWZUADLDEH-RXMQYKEDSA-N [(2r)-butan-2-yl] acetate Chemical compound CC[C@@H](C)OC(C)=O DCKVNWZUADLDEH-RXMQYKEDSA-N 0.000 description 3
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N methyl iso-propyl ketone Natural products CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 3
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000032050 esterification Effects 0.000 description 2
- 238000005886 esterification reaction Methods 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- WEPNJTDVIIKRIK-UHFFFAOYSA-N 2-methylhept-2-ene Chemical compound CCCCC=C(C)C WEPNJTDVIIKRIK-UHFFFAOYSA-N 0.000 description 1
- ILPBINAXDRFYPL-UHFFFAOYSA-N 2-octene Chemical compound CCCCCC=CC ILPBINAXDRFYPL-UHFFFAOYSA-N 0.000 description 1
- ZPQAKYPOZRXKFA-UHFFFAOYSA-N 6-Undecanone Chemical compound CCCCCC(=O)CCCCC ZPQAKYPOZRXKFA-UHFFFAOYSA-N 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006356 dehydrogenation reaction Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N methyl heptene Natural products CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000012716 precipitator Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- 238000001577 simple distillation Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/48—Separation; Purification; Stabilisation; Use of additives
- C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
- C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0118553.7A GB0118553D0 (en) | 2001-07-30 | 2001-07-30 | Process for removing an alcohol impurity |
| PCT/GB2002/003411 WO2003011809A1 (en) | 2001-07-30 | 2002-07-25 | Process for separating sec-butanol from ethyl acetate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2004536880A true JP2004536880A (ja) | 2004-12-09 |
| JP2004536880A5 JP2004536880A5 (enExample) | 2005-09-15 |
Family
ID=9919461
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003517003A Withdrawn JP2004536880A (ja) | 2001-07-30 | 2002-07-25 | 酢酸エチルからｓ−ブタノールへの分離方法 |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20040195084A1 (enExample) |
| EP (1) | EP1412318A1 (enExample) |
| JP (1) | JP2004536880A (enExample) |
| KR (1) | KR20040021665A (enExample) |
| CN (1) | CN1246290C (enExample) |
| BR (1) | BR0211555A (enExample) |
| CA (1) | CA2455197A1 (enExample) |
| GB (1) | GB0118553D0 (enExample) |
| WO (1) | WO2003011809A1 (enExample) |
| ZA (1) | ZA200400583B (enExample) |
Families Citing this family (62)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7700801B2 (en) | 2004-11-15 | 2010-04-20 | Celanese International Corporation | Co-production of vinyl acetate and ethyl acetate |
| US7863489B2 (en) | 2008-07-31 | 2011-01-04 | Celanese International Corporation | Direct and selective production of ethanol from acetic acid utilizing a platinum/tin catalyst |
| US8637714B2 (en) | 2008-07-31 | 2014-01-28 | Celanese International Corporation | Process for producing ethanol over catalysts containing platinum and palladium |
| US8304586B2 (en) | 2010-02-02 | 2012-11-06 | Celanese International Corporation | Process for purifying ethanol |
| US8546622B2 (en) | 2008-07-31 | 2013-10-01 | Celanese International Corporation | Process for making ethanol from acetic acid using acidic catalysts |
| US7608744B1 (en) | 2008-07-31 | 2009-10-27 | Celanese International Corporation | Ethanol production from acetic acid utilizing a cobalt catalyst |
| US8680317B2 (en) | 2008-07-31 | 2014-03-25 | Celanese International Corporation | Processes for making ethyl acetate from acetic acid |
| US8338650B2 (en) | 2008-07-31 | 2012-12-25 | Celanese International Corporation | Palladium catalysts for making ethanol from acetic acid |
| US8501652B2 (en) | 2008-07-31 | 2013-08-06 | Celanese International Corporation | Catalysts for making ethanol from acetic acid |
| US8309772B2 (en) | 2008-07-31 | 2012-11-13 | Celanese International Corporation | Tunable catalyst gas phase hydrogenation of carboxylic acids |
| US8309773B2 (en) | 2010-02-02 | 2012-11-13 | Calanese International Corporation | Process for recovering ethanol |
| US8471075B2 (en) | 2008-07-31 | 2013-06-25 | Celanese International Corporation | Processes for making ethanol from acetic acid |
| US9662594B2 (en) * | 2009-06-22 | 2017-05-30 | Ng Innovations, Inc. | Systems and methods for treating fractionated water |
| US8450535B2 (en) | 2009-07-20 | 2013-05-28 | Celanese International Corporation | Ethanol production from acetic acid utilizing a cobalt catalyst |
| US8680321B2 (en) | 2009-10-26 | 2014-03-25 | Celanese International Corporation | Processes for making ethanol from acetic acid using bimetallic catalysts |
| US8710277B2 (en) | 2009-10-26 | 2014-04-29 | Celanese International Corporation | Process for making diethyl ether from acetic acid |
| US8211821B2 (en) | 2010-02-01 | 2012-07-03 | Celanese International Corporation | Processes for making tin-containing catalysts |
| US8747492B2 (en) | 2010-02-02 | 2014-06-10 | Celanese International Corporation | Ethanol/fuel blends for use as motor fuels |
| US8858659B2 (en) | 2010-02-02 | 2014-10-14 | Celanese International Corporation | Processes for producing denatured ethanol |
| US8668750B2 (en) | 2010-02-02 | 2014-03-11 | Celanese International Corporation | Denatured fuel ethanol compositions for blending with gasoline or diesel fuel for use as motor fuels |
| US8460405B2 (en) | 2010-02-02 | 2013-06-11 | Celanese International Corporation | Ethanol compositions |
| US8728179B2 (en) | 2010-02-02 | 2014-05-20 | Celanese International Corporation | Ethanol compositions |
| US8314272B2 (en) | 2010-02-02 | 2012-11-20 | Celanese International Corporation | Process for recovering ethanol with vapor separation |
| US8541633B2 (en) | 2010-02-02 | 2013-09-24 | Celanese International Corporation | Processes for producing anhydrous ethanol compositions |
| US8932372B2 (en) | 2010-02-02 | 2015-01-13 | Celanese International Corporation | Integrated process for producing alcohols from a mixed acid feed |
| US8222466B2 (en) | 2010-02-02 | 2012-07-17 | Celanese International Corporation | Process for producing a water stream from ethanol production |
| BR112012019418A2 (pt) | 2010-02-02 | 2018-03-20 | Celanese Int Corp | preparação e uso em um catalsiador para produção de etanol compreendendo um modificador de suporte cristalino |
| US8344186B2 (en) | 2010-02-02 | 2013-01-01 | Celanese International Corporation | Processes for producing ethanol from acetaldehyde |
| US8680343B2 (en) | 2010-02-02 | 2014-03-25 | Celanese International Corporation | Process for purifying ethanol |
| US8569551B2 (en) | 2010-05-07 | 2013-10-29 | Celanese International Corporation | Alcohol production process integrating acetic acid feed stream comprising water from carbonylation process |
| US8680342B2 (en) | 2010-05-07 | 2014-03-25 | Celanese International Corporation | Process for recovering alcohol produced by hydrogenating an acetic acid feed stream comprising water |
| US8754267B2 (en) | 2010-05-07 | 2014-06-17 | Celanese International Corporation | Process for separating acetaldehyde from ethanol-containing mixtures |
| US8704011B2 (en) * | 2010-05-07 | 2014-04-22 | Celanese International Corporation | Separating ethanol and ethyl acetate under low pressure conditions |
| US8859827B2 (en) | 2011-11-18 | 2014-10-14 | Celanese International Corporation | Esterifying acetic acid to produce ester feed for hydrogenolysis |
| US8350098B2 (en) | 2011-04-04 | 2013-01-08 | Celanese International Corporation | Ethanol production from acetic acid utilizing a molybdenum carbide catalyst |
| US8658843B2 (en) | 2011-10-06 | 2014-02-25 | Celanese International Corporation | Hydrogenation catalysts prepared from polyoxometalate precursors and process for using same to produce ethanol while minimizing diethyl ether formation |
| US8536382B2 (en) | 2011-10-06 | 2013-09-17 | Celanese International Corporation | Processes for hydrogenating alkanoic acids using catalyst comprising tungsten |
| US9024089B2 (en) | 2011-11-18 | 2015-05-05 | Celanese International Corporation | Esterification process using extractive separation to produce feed for hydrogenolysis |
| US8829249B2 (en) | 2011-11-18 | 2014-09-09 | Celanese International Corporation | Integrated esterification and hydrogenolysis process for producing ethanol |
| US8802901B2 (en) | 2011-11-18 | 2014-08-12 | Celanese International Corporation | Continuous ethyl acetate production and hydrogenolysis thereof |
| US8748673B2 (en) | 2011-11-18 | 2014-06-10 | Celanese International Corporation | Process of recovery of ethanol from hydrogenolysis process |
| US8829251B2 (en) | 2011-11-18 | 2014-09-09 | Celanese International Corporation | Liquid esterification method to produce ester feed for hydrogenolysis |
| US8853468B2 (en) | 2011-11-18 | 2014-10-07 | Celanese International Corporation | Vapor esterification method to produce ester feed for hydrogenolysis |
| WO2013078207A1 (en) | 2011-11-22 | 2013-05-30 | Celanese International Corporation | Esterifying an ethanol and acetic acid mixture to produce an ester feed for hydrogenolysis |
| US8703868B2 (en) | 2011-11-28 | 2014-04-22 | Celanese International Corporation | Integrated process for producing polyvinyl alcohol or a copolymer thereof and ethanol |
| US9029614B2 (en) | 2011-12-14 | 2015-05-12 | Celanese International Corporation | Phasing reactor product from hydrogenating acetic acid into ethyl acetate feed to produce ethanol |
| US8907143B2 (en) | 2011-12-15 | 2014-12-09 | Celanese International Corporation | Process for producing ethanol by hydrogenating mixed feeds comprising water |
| US8575406B2 (en) | 2011-12-22 | 2013-11-05 | Celanese International Corporation | Catalysts having promoter metals and process for producing ethanol |
| US9000234B2 (en) | 2011-12-22 | 2015-04-07 | Celanese International Corporation | Calcination of modified support to prepare hydrogenation catalysts |
| US9233899B2 (en) | 2011-12-22 | 2016-01-12 | Celanese International Corporation | Hydrogenation catalysts having an amorphous support |
| US9333496B2 (en) | 2012-02-29 | 2016-05-10 | Celanese International Corporation | Cobalt/tin catalyst for producing ethanol |
| US8907142B2 (en) | 2011-12-29 | 2014-12-09 | Celanese International Corporation | Process for promoting catalyst activity for ethyl acetate conversion |
| US8455702B1 (en) | 2011-12-29 | 2013-06-04 | Celanese International Corporation | Cobalt and tin catalysts for producing ethanol |
| US9079172B2 (en) | 2012-03-13 | 2015-07-14 | Celanese International Corporation | Promoters for cobalt-tin catalysts for reducing alkanoic acids |
| US8802588B2 (en) | 2012-01-23 | 2014-08-12 | Celanese International Corporation | Bismuth catalyst composition and process for manufacturing ethanol mixture |
| US9126194B2 (en) | 2012-02-29 | 2015-09-08 | Celanese International Corporation | Catalyst having support containing tin and process for manufacturing ethanol |
| US9073042B2 (en) | 2012-03-14 | 2015-07-07 | Celanese International Corporation | Acetic acid hydrogenation over a group VIII metal calcined catalyst having a secondary promoter |
| US8536383B1 (en) | 2012-03-14 | 2013-09-17 | Celanese International Corporation | Rhodium/tin catalysts and processes for producing ethanol |
| US8975451B2 (en) | 2013-03-15 | 2015-03-10 | Celanese International Corporation | Single phase ester feed for hydrogenolysis |
| CN104151136B (zh) * | 2014-07-29 | 2016-01-20 | 河北工业大学 | 从抗生素生产废水中回收丁醇-醋酸丁酯的工艺方法 |
| CN111606822A (zh) * | 2020-05-25 | 2020-09-01 | 安徽金禾实业股份有限公司 | 一种三氯蔗糖生产中酸性dmf的回收方法 |
| CN117339233A (zh) * | 2023-12-04 | 2024-01-05 | 邢台职业技术学院 | 分离含仲丁醇-水的废液中仲丁醇的装置及方法 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3019767A1 (de) * | 1980-05-23 | 1981-12-03 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen herstellung von essigsaeureestern |
| ZA816748B (en) * | 1980-10-01 | 1982-10-27 | Hoechst Ag | Process for the preparation of an ethyl ester |
| US4473444A (en) * | 1981-02-09 | 1984-09-25 | National Distillers And Chemical Corporation | Extractive distillation of alcohol-ester mixtures |
| US4642167A (en) * | 1985-03-07 | 1987-02-10 | Lloyd Berg | Separation of isobutyl acetate from isobutanol by extractive distillation |
| US4826576A (en) * | 1985-08-22 | 1989-05-02 | Lloyd Berg | Separation of isopropyl acetate from isopropanol by extractive distillation |
| CA2256626C (en) * | 1997-03-26 | 2006-08-22 | Bp Chemicals Limited | Ester co-production |
| EP0990638A1 (en) * | 1998-10-01 | 2000-04-05 | Kvaerner Process Technology Limited | Process |
-
2001
- 2001-07-30 GB GBGB0118553.7A patent/GB0118553D0/en not_active Ceased
-
2002
- 2002-07-25 WO PCT/GB2002/003411 patent/WO2003011809A1/en not_active Ceased
- 2002-07-25 US US10/485,367 patent/US20040195084A1/en not_active Abandoned
- 2002-07-25 KR KR10-2004-7001245A patent/KR20040021665A/ko not_active Ceased
- 2002-07-25 BR BR0211555-7A patent/BR0211555A/pt not_active IP Right Cessation
- 2002-07-25 EP EP02751330A patent/EP1412318A1/en not_active Withdrawn
- 2002-07-25 JP JP2003517003A patent/JP2004536880A/ja not_active Withdrawn
- 2002-07-25 CA CA002455197A patent/CA2455197A1/en not_active Abandoned
- 2002-07-25 CN CNB028192931A patent/CN1246290C/zh not_active Expired - Fee Related
-
2004
- 2004-01-26 ZA ZA200400583A patent/ZA200400583B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1561323A (zh) | 2005-01-05 |
| US20040195084A1 (en) | 2004-10-07 |
| WO2003011809A1 (en) | 2003-02-13 |
| ZA200400583B (en) | 2005-04-25 |
| GB0118553D0 (en) | 2001-09-19 |
| KR20040021665A (ko) | 2004-03-10 |
| CA2455197A1 (en) | 2003-02-13 |
| EP1412318A1 (en) | 2004-04-28 |
| BR0211555A (pt) | 2004-07-13 |
| CN1246290C (zh) | 2006-03-22 |
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