JP4410934B2 - アクリル酸及びアクリル酸エステルの製造法 - Google Patents
アクリル酸及びアクリル酸エステルの製造法 Download PDFInfo
- Publication number
- JP4410934B2 JP4410934B2 JP2000541129A JP2000541129A JP4410934B2 JP 4410934 B2 JP4410934 B2 JP 4410934B2 JP 2000541129 A JP2000541129 A JP 2000541129A JP 2000541129 A JP2000541129 A JP 2000541129A JP 4410934 B2 JP4410934 B2 JP 4410934B2
- Authority
- JP
- Japan
- Prior art keywords
- acrylic acid
- oligomeric
- mixture containing
- cooling
- column
- 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.)
- Expired - Lifetime
Links
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 title claims description 149
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 title claims description 147
- 238000004519 manufacturing process Methods 0.000 title claims description 22
- -1 acrylic ester Chemical class 0.000 title claims description 9
- 238000001816 cooling Methods 0.000 claims description 47
- 238000009835 boiling Methods 0.000 claims description 37
- 238000000034 method Methods 0.000 claims description 30
- 239000000203 mixture Substances 0.000 claims description 26
- 239000008246 gaseous mixture Substances 0.000 claims description 23
- 239000000047 product Substances 0.000 claims description 22
- 238000004821 distillation Methods 0.000 claims description 21
- 239000011541 reaction mixture Substances 0.000 claims description 21
- 238000010791 quenching Methods 0.000 claims description 17
- 230000003647 oxidation Effects 0.000 claims description 15
- 238000007254 oxidation reaction Methods 0.000 claims description 15
- 238000000926 separation method Methods 0.000 claims description 14
- 230000032050 esterification Effects 0.000 claims description 10
- 238000005886 esterification reaction Methods 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 8
- 239000007921 spray Substances 0.000 claims description 6
- 238000002425 crystallisation Methods 0.000 claims description 5
- 230000008025 crystallization Effects 0.000 claims description 5
- 239000012808 vapor phase Substances 0.000 claims description 5
- 125000005396 acrylic acid ester group Chemical group 0.000 claims description 3
- 239000006227 byproduct Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- 239000007789 gas Substances 0.000 description 13
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 12
- 230000000171 quenching effect Effects 0.000 description 12
- 238000009833 condensation Methods 0.000 description 10
- 230000005494 condensation Effects 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000002253 acid Substances 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 6
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002826 coolant Substances 0.000 description 4
- 229950000688 phenothiazine Drugs 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001299 aldehydes Chemical class 0.000 description 3
- 229910002090 carbon oxide Inorganic materials 0.000 description 3
- 238000000605 extraction Methods 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 235000019260 propionic acid Nutrition 0.000 description 3
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 3
- ZZAGLMPBQOKGGT-UHFFFAOYSA-N [4-[4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C1=CC(OCCCCOC(=O)C=C)=CC=C1C(=O)OC(C=C1)=CC=C1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1 ZZAGLMPBQOKGGT-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 230000009977 dual effect Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 229960004337 hydroquinone Drugs 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229940098779 methanesulfonic acid Drugs 0.000 description 2
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 239000003791 organic solvent mixture Substances 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 238000006845 Michael addition reaction Methods 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 238000006887 Ullmann reaction Methods 0.000 description 1
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 150000001253 acrylic acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical compound OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 description 1
- 229940005991 chloric acid Drugs 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 239000000110 cooling liquid Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000000895 extractive distillation Methods 0.000 description 1
- 230000004992 fission Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- UCMYJOPIPDLTRT-UHFFFAOYSA-N n,n-diethyl-2-nitrosoaniline Chemical compound CCN(CC)C1=CC=CC=C1N=O UCMYJOPIPDLTRT-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical compound [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
Images
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
- C07C51/252—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring of propene, butenes, acrolein or methacrolein
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19814387A DE19814387A1 (de) | 1998-03-31 | 1998-03-31 | Verfahren zur Herstellung von Acrylsäure und Acrylsäureestern |
| DE19814387.7 | 1998-03-31 | ||
| PCT/EP1999/001995 WO1999050219A1 (de) | 1998-03-31 | 1999-03-24 | Verfahren zur herstellung von acrylsäure und acrylsäureestern |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2002509902A JP2002509902A (ja) | 2002-04-02 |
| JP2002509902A5 JP2002509902A5 (enExample) | 2006-05-18 |
| JP4410934B2 true JP4410934B2 (ja) | 2010-02-10 |
Family
ID=7863103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2000541129A Expired - Lifetime JP4410934B2 (ja) | 1998-03-31 | 1999-03-24 | アクリル酸及びアクリル酸エステルの製造法 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US6727383B1 (enExample) |
| EP (1) | EP1066239B1 (enExample) |
| JP (1) | JP4410934B2 (enExample) |
| CN (1) | CN1107046C (enExample) |
| BR (1) | BR9909309B1 (enExample) |
| DE (2) | DE19814387A1 (enExample) |
| MY (1) | MY119537A (enExample) |
| WO (1) | WO1999050219A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002539104A (ja) * | 1999-03-06 | 2002-11-19 | ビーエーエスエフ アクチェンゲゼルシャフト | アクリル酸の製造法 |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE10063161A1 (de) * | 2000-12-18 | 2002-06-20 | Basf Ag | Verfahren zum Abschrecken eines heißen (Meth)acrylsäure enthaltenden Gasgemisches |
| WO2003095411A1 (de) * | 2002-05-08 | 2003-11-20 | Basf Aktiengesellschaft | Verfahren zur herstellung von acrylsäure und/ oder deren ester sowie von propionsäure und/ oder deren ester im verbund |
| DE10300499A1 (de) * | 2003-01-08 | 2003-10-23 | Basf Ag | Verfahren der rektifikativen Auftrennung von (Meth)acrylmonomere enthaltenden Fluiden |
| US8431743B2 (en) | 2004-07-01 | 2013-04-30 | Basf Aktiengesellschaft | Preparation of acrylic acid by heterogeneously catalyzed partial gas phase oxidation of propylene |
| CN1930108B (zh) * | 2004-08-02 | 2010-12-29 | Lg化学株式会社 | 制备(甲基)丙烯酸的方法 |
| TWI438187B (zh) * | 2005-02-28 | 2014-05-21 | Evonik Degussa Gmbh | 丙烯酸和基於可再生原料之吸水聚合物結構及二者之製備方法 |
| US7705181B2 (en) | 2005-03-01 | 2010-04-27 | Basf Akiengesellschaft | Process for removing methacrylic acid from liquid phase comprising acrylic acid as a main constituent and target product, and methacrylic acid as a secondary component |
| US7601866B2 (en) | 2005-03-01 | 2009-10-13 | Basf Aktiengesellschaft | Process for removing methacrolein from liquid phase comprising acrylic acid as a main constituent and target product, and methacrolein as a secondary component |
| KR100999428B1 (ko) * | 2006-01-20 | 2010-12-09 | 니폰 쇼쿠바이 컴파니 리미티드 | (메타)아크릴산의 제조 방법 |
| JP5368673B2 (ja) * | 2006-01-20 | 2013-12-18 | 株式会社日本触媒 | (メタ)アクリル酸の製造方法 |
| CN101516820B (zh) * | 2006-09-15 | 2012-11-21 | 阿克马公司 | 制备丙烯酸的方法 |
| DE102007043748A1 (de) | 2007-09-13 | 2008-09-11 | Basf Se | Verfahren zur kontinuierlichen Abtrennung eines Zielproduktes X in Form von feinteiligem Kristallisat |
| DE102007043758A1 (de) | 2007-09-13 | 2008-10-23 | Basf Se | Verfahren zum Betreiben einer kontinuierlichen Abtrennung eines Zielproduktes X in Form von feinteiligem Kristallisat des Zielproduktes X |
| BE1018537A3 (fr) | 2007-09-13 | 2011-03-01 | Basf Se | Procede d'exploitation d'une separation en continu d'un produit cible x sous la forme d'un cristallisat finement divise. |
| KR101861855B1 (ko) | 2008-07-28 | 2018-05-28 | 바스프 에스이 | 탄소원자 수가 3개인 아크릴산의 전구체 화합물의 기체상 생성물 혼합물로부터 주성분으로서 함유된 아크릴산과 부산물로서 함유된 글리옥살을 분리시키는 방법 |
| DE102008041573A1 (de) | 2008-08-26 | 2010-03-04 | Basf Se | Verfahren zur Auftrennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure als Hauptbestandteil enhaltener Acrylsäure und als Nebenprodukt enthaltenem Glyoxal |
| DE102008040799A1 (de) | 2008-07-28 | 2008-12-11 | Basf Se | Verfahren zur Auftrennung von in einem Produktgasgemisch einer partiellen heterogen katalysierten Gasphasenoxidation einer C3-Vorläuferverbindung der Acrylsäure als Hauptbestandteil enthaltener Acrylsäure und als Nebenprodukt enthaltenem Glyoxal |
| DE102010042216A1 (de) | 2010-10-08 | 2011-06-09 | Basf Se | Verfahren zur Hemmung der unerwünschten radikalischen Polymerisation von in einer flüssigen Phase P befindlicher Acrylsäure |
| KR20160032994A (ko) * | 2014-09-17 | 2016-03-25 | 주식회사 엘지화학 | (메트)아크릴산의 회수 방법 및 회수 장치 |
| CN104225942A (zh) * | 2014-09-24 | 2014-12-24 | 南通中泰化工有限公司 | 丙烯酸异辛酯酯化反应中蒸发器冷凝水再利用系统装置 |
| DE102014017815A1 (de) * | 2014-12-03 | 2016-04-14 | Basf Se | Verfahren zur Gewinnung von Acrylsäure |
| KR102319305B1 (ko) * | 2016-12-06 | 2021-10-28 | 주식회사 엘지화학 | (메트)아크릴산의 회수 방법 및 장치 |
| JP7384519B2 (ja) | 2018-07-26 | 2023-11-21 | ベーアーエスエフ・エスエー | 液相pに存在するアクリル酸の望ましくないラジカル重合を抑制するための方法 |
| CN115335354A (zh) | 2020-03-26 | 2022-11-11 | 巴斯夫欧洲公司 | 抑制存在于液相p中的丙烯酸的不期望的自由基聚合的方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1127127A (en) | 1966-04-26 | 1968-09-11 | Bp Chem Int Ltd | Stabilization of acrylic acid |
| US3555082A (en) * | 1966-12-15 | 1971-01-12 | Knapsack Ag | Process for isolating acrylic acid from the reaction gases obtained by oxidation of propylene or acrolein |
| DE2121123C3 (de) | 1971-04-29 | 1980-06-12 | Basf Ag, 6700 Ludwigshafen | Verfahren zum Abtrennen von Wasser aus wäßrigen Lösungen von Acrylsäure durch azeotrope Destillation |
| BE786398A (fr) | 1971-07-21 | 1973-01-18 | Basf Ag | Procede de preparation de l'acide acrylique anhydre |
| IN151108B (enExample) * | 1978-09-13 | 1983-02-19 | Standard Oil Co | |
| GB2146636B (en) | 1983-08-11 | 1987-02-04 | Nippon Catalytic Chem Ind | Process for producing acrylic acid |
| US5154800A (en) | 1992-01-31 | 1992-10-13 | Lloyd Berg | Dehydration of acrylic acid by extractive distillation |
| DE4308087C2 (de) | 1993-03-13 | 1997-02-06 | Basf Ag | Verfahren zur Abtrennung von Acrylsäure aus den Reaktionsgasen der katalytischen Oxidation von Propylen und/oder Acrolein |
| DE19547485A1 (de) * | 1995-12-19 | 1996-05-09 | Basf Ag | Verfahren zum Verestern von (Meth)acrylsäure mit einem Alkanol |
| DE19600955A1 (de) * | 1996-01-12 | 1997-07-17 | Basf Ag | Verfahren zur Herstellung von Acrylsäure und deren Ester |
| DE19740253A1 (de) * | 1997-09-12 | 1999-03-18 | Basf Ag | Verfahren zur fraktionierten Kondensation eines heißen Gasgemisches mit einem hohen Anteil nicht kondensierbarer Komponenten |
-
1998
- 1998-03-31 DE DE19814387A patent/DE19814387A1/de not_active Withdrawn
-
1999
- 1999-03-24 WO PCT/EP1999/001995 patent/WO1999050219A1/de not_active Ceased
- 1999-03-24 EP EP99913294A patent/EP1066239B1/de not_active Expired - Lifetime
- 1999-03-24 JP JP2000541129A patent/JP4410934B2/ja not_active Expired - Lifetime
- 1999-03-24 US US09/647,561 patent/US6727383B1/en not_active Expired - Lifetime
- 1999-03-24 CN CN99804619A patent/CN1107046C/zh not_active Expired - Lifetime
- 1999-03-24 DE DE59905749T patent/DE59905749D1/de not_active Expired - Lifetime
- 1999-03-24 BR BRPI9909309-0A patent/BR9909309B1/pt not_active IP Right Cessation
- 1999-03-26 MY MYPI99001162A patent/MY119537A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002539104A (ja) * | 1999-03-06 | 2002-11-19 | ビーエーエスエフ アクチェンゲゼルシャフト | アクリル酸の製造法 |
Also Published As
| Publication number | Publication date |
|---|---|
| US6727383B1 (en) | 2004-04-27 |
| DE19814387A1 (de) | 1999-10-07 |
| JP2002509902A (ja) | 2002-04-02 |
| EP1066239A1 (de) | 2001-01-10 |
| WO1999050219A1 (de) | 1999-10-07 |
| EP1066239B1 (de) | 2003-05-28 |
| DE59905749D1 (de) | 2003-07-03 |
| CN1107046C (zh) | 2003-04-30 |
| BR9909309B1 (pt) | 2011-11-01 |
| CN1295552A (zh) | 2001-05-16 |
| BR9909309A (pt) | 2000-11-21 |
| MY119537A (en) | 2005-06-30 |
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