JP2003521478A5 - - Google Patents
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- Publication number
- JP2003521478A5 JP2003521478A5 JP2001504872A JP2001504872A JP2003521478A5 JP 2003521478 A5 JP2003521478 A5 JP 2003521478A5 JP 2001504872 A JP2001504872 A JP 2001504872A JP 2001504872 A JP2001504872 A JP 2001504872A JP 2003521478 A5 JP2003521478 A5 JP 2003521478A5
- Authority
- JP
- Japan
- Prior art keywords
- alcohol
- acid separation
- fraction
- separation column
- acid
- 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
Links
- 238000000926 separation method Methods 0.000 description 58
- 239000002253 acid Substances 0.000 description 57
- 238000006243 chemical reaction Methods 0.000 description 54
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 43
- 150000002148 esters Chemical class 0.000 description 43
- 239000000047 product Substances 0.000 description 42
- 238000004821 distillation Methods 0.000 description 40
- 238000000034 method Methods 0.000 description 37
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 22
- 238000009835 boiling Methods 0.000 description 12
- 239000006227 byproduct Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 238000011084 recovery Methods 0.000 description 10
- 239000003112 inhibitor Substances 0.000 description 8
- 230000032050 esterification Effects 0.000 description 7
- 238000005886 esterification reaction Methods 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 239000003054 catalyst Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000007791 liquid phase Substances 0.000 description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 238000005336 cracking Methods 0.000 description 3
- 238000006845 Michael addition reaction Methods 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical group OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000010926 purge Methods 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- CYUZOYPRAQASLN-UHFFFAOYSA-N 3-prop-2-enoyloxypropanoic acid Chemical compound OC(=O)CCOC(=O)C=C CYUZOYPRAQASLN-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical group OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US98782999A | 1999-06-17 | 1999-06-17 | |
| US08/987,829 | 1999-06-17 | ||
| US09/361,395 | 1999-07-26 | ||
| US09/361,395 US6482976B1 (en) | 1999-06-17 | 1999-07-26 | Processes for conducting equilibrium-limited reactions |
| PCT/US2000/016040 WO2000078702A1 (en) | 1999-06-17 | 2000-06-12 | Processes for conducting equilibrium-limited reactions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2003521478A JP2003521478A (ja) | 2003-07-15 |
| JP2003521478A5 true JP2003521478A5 (https=) | 2007-08-02 |
Family
ID=56290031
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2001504872A Pending JP2003521478A (ja) | 1999-06-17 | 2000-06-12 | 平衡律速反応を行う方法 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP2003521478A (https=) |
| KR (1) | KR100642037B1 (https=) |
| CN (1) | CN100347146C (https=) |
| AU (1) | AU5605400A (https=) |
| WO (1) | WO2000078702A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10238142A1 (de) * | 2002-08-15 | 2004-03-11 | Basf Ag | Verfahren zur Aufarbeitung von (Meth)acrylsäure und (Meth)acrylsäureestern |
| BRPI0408043B1 (pt) * | 2003-02-28 | 2015-08-18 | Arkema Inc | Processo para conduzir reações limitadas por equilíbrio de pelo menos um reagente para produzir pelo menos um produto |
| DE102005006974A1 (de) * | 2005-02-16 | 2006-08-24 | Basf Ag | Kontinuierliches Verfahren zur Herstellung von Cyclohexyl(meth)acrylat |
| JP2007297352A (ja) * | 2006-05-02 | 2007-11-15 | Toho Earthtech Inc | ヨウ化アルキルの製造方法および２−アルキル置換シクロヘキサノンの製造方法 |
| CA2746599A1 (en) | 2008-12-16 | 2010-07-08 | Basf Se | Process for the preparation of esters with recirculation of alcohol |
| FR3008971B1 (fr) * | 2013-07-29 | 2016-08-19 | Arkema France | Procede de production en continu d'acrylates legers par esterification d'un acide acrylique de grade ester brut |
| TWI654177B (zh) * | 2013-10-31 | 2019-03-21 | 德商巴斯夫歐洲公司 | 製備羧酸酯的方法及其作爲塑化劑的用途 |
| KR101877874B1 (ko) * | 2016-07-05 | 2018-07-12 | (주)동신화학 | 고순도 및 고수율의 메틸 ３메톡시 프로피오네이트의 제조방법 및 이를 위한 제조장치 |
| CN106278882A (zh) * | 2016-07-29 | 2017-01-04 | 江门谦信化工发展有限公司 | 一种无须碱中和的丙烯酸丁酯生产系统及其生产方法 |
| CA3070757A1 (en) * | 2017-08-17 | 2019-02-21 | Basf Se | Process for continuously preparing n-butyl acrylate or isobutyl acrylate |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5877845A (ja) * | 1981-11-02 | 1983-05-11 | Nippon Shokubai Kagaku Kogyo Co Ltd | アクリル酸エステルまたはメタクリル酸エステルの製造方法 |
| US5231222A (en) * | 1991-07-02 | 1993-07-27 | Union Carbide Chemicals & Plastics Technology Corporation | Esterification process |
| DE19510891A1 (de) * | 1995-03-24 | 1996-09-26 | Basf Ag | Verfahren zur kontinuierlicheen Herstellung von Alkylestern der (Meth)acrylsäure |
| DE19536178A1 (de) * | 1995-09-28 | 1997-04-03 | Basf Ag | Verfahren und Vorrichtung zur kontinuierlichen Herstellung von Alkylestern der (Meth)acrylsäure |
| SG81213A1 (en) * | 1995-12-15 | 2001-06-19 | Rohm & Haas | Process for producing butyle acrylate |
| DE19604253A1 (de) * | 1996-02-06 | 1997-08-07 | Basf Ag | Verfahren zur kontinuierlichen Herstellung von Alkylestern der (Meth)acrylsäure |
| JP3551620B2 (ja) * | 1996-04-30 | 2004-08-11 | 東亞合成株式会社 | （メタ）アクリル酸エステルの製造方法及びその製造装置 |
| US5872067A (en) * | 1997-03-21 | 1999-02-16 | Ppg Industries, Inc. | Glass fiber strand mats, thermoplastic composites reinforced with the same and methods for making the same |
| BR9714713A (pt) * | 1997-05-20 | 2000-07-04 | Union Carbide Chem Plastic | Processos para o refino de acrilato de butila |
| US6084122A (en) * | 1997-10-31 | 2000-07-04 | Celanese International Corporation | Sulfur removal process from an acrylate waste stream |
| CA2252748A1 (en) * | 1997-11-17 | 1999-05-17 | Rohm And Haas Company | Process for preparing alkyl (meth) acrylates |
-
2000
- 2000-06-12 JP JP2001504872A patent/JP2003521478A/ja active Pending
- 2000-06-12 WO PCT/US2000/016040 patent/WO2000078702A1/en not_active Ceased
- 2000-06-12 KR KR1020017016202A patent/KR100642037B1/ko not_active Expired - Fee Related
- 2000-06-12 AU AU56054/00A patent/AU5605400A/en not_active Abandoned
- 2000-06-12 CN CNB008090246A patent/CN100347146C/zh not_active Expired - Fee Related
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