DE10036959A1 - Verfahren zur Herstellung von tert.-Butylestern aliphatischer C1-C4-Carbonsäuren - Google Patents
Verfahren zur Herstellung von tert.-Butylestern aliphatischer C1-C4-CarbonsäurenInfo
- Publication number
- DE10036959A1 DE10036959A1 DE10036959A DE10036959A DE10036959A1 DE 10036959 A1 DE10036959 A1 DE 10036959A1 DE 10036959 A DE10036959 A DE 10036959A DE 10036959 A DE10036959 A DE 10036959A DE 10036959 A1 DE10036959 A1 DE 10036959A1
- Authority
- DE
- Germany
- Prior art keywords
- reactor
- section
- isobutene
- carboxylic acid
- nozzle
- 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- Withdrawn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
- 238000000034 method Methods 0.000 title claims abstract description 24
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 title claims abstract description 12
- 125000001931 aliphatic group Chemical group 0.000 title claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 title description 7
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims abstract description 96
- 239000011541 reaction mixture Substances 0.000 claims abstract description 32
- 239000003054 catalyst Substances 0.000 claims abstract description 30
- 238000006243 chemical reaction Methods 0.000 claims abstract description 26
- 150000002148 esters Chemical class 0.000 claims abstract description 16
- 150000001735 carboxylic acids Chemical class 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 9
- 239000007791 liquid phase Substances 0.000 claims abstract description 4
- 238000010924 continuous production Methods 0.000 claims abstract description 3
- 238000002156 mixing Methods 0.000 claims description 16
- 239000007788 liquid Substances 0.000 claims description 13
- 238000005192 partition Methods 0.000 claims description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 2
- 230000003068 static effect Effects 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 20
- 229920006395 saturated elastomer Polymers 0.000 abstract description 2
- 239000003377 acid catalyst Substances 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- 238000004821 distillation Methods 0.000 description 12
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 11
- 239000000047 product Substances 0.000 description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- 239000007789 gas Substances 0.000 description 9
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 229950000688 phenothiazine Drugs 0.000 description 6
- 238000010626 work up procedure Methods 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000007858 starting material Substances 0.000 description 5
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 4
- 238000006384 oligomerization reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical compound CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- -1 aryl sulfonic acids Chemical class 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 239000001273 butane Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000003776 cleavage reaction Methods 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 2
- 238000011068 loading method Methods 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 230000007017 scission Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- WMOVHXAZOJBABW-UHFFFAOYSA-N tert-butyl acetate Chemical compound CC(=O)OC(C)(C)C WMOVHXAZOJBABW-UHFFFAOYSA-N 0.000 description 2
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- BHMLFPOTZYRDKA-IRXDYDNUSA-N (2s)-2-[(s)-(2-iodophenoxy)-phenylmethyl]morpholine Chemical compound IC1=CC=CC=C1O[C@@H](C=1C=CC=CC=1)[C@H]1OCCNC1 BHMLFPOTZYRDKA-IRXDYDNUSA-N 0.000 description 1
- CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 description 1
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 1
- JIGUICYYOYEXFS-UHFFFAOYSA-N 3-tert-butylbenzene-1,2-diol Chemical compound CC(C)(C)C1=CC=CC(O)=C1O JIGUICYYOYEXFS-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241001026509 Kata Species 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 241000158147 Sator Species 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000012267 brine Substances 0.000 description 1
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 210000001072 colon Anatomy 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- KWKXNDCHNDYVRT-UHFFFAOYSA-N dodecylbenzene Chemical compound CCCCCCCCCCCCC1=CC=CC=C1 KWKXNDCHNDYVRT-UHFFFAOYSA-N 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229920000137 polyphosphoric acid Polymers 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 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 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- FVBHYZVVSXFCOO-UHFFFAOYSA-N tert-butyl hydrogen sulfate Chemical compound CC(C)(C)OS(O)(=O)=O FVBHYZVVSXFCOO-UHFFFAOYSA-N 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000002912 waste gas Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Physical Or Chemical Processes And Apparatus (AREA)
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10036959A DE10036959A1 (de) | 2000-07-28 | 2000-07-28 | Verfahren zur Herstellung von tert.-Butylestern aliphatischer C1-C4-Carbonsäuren |
| DE50104555T DE50104555D1 (de) | 2000-07-28 | 2001-07-27 | Verfahren zur herstellung von tert.-butylestern aliphatischer c1-c4-carbonsäuren |
| JP2002516242A JP4970699B2 (ja) | 2000-07-28 | 2001-07-27 | 脂肪族Ｃ１〜Ｃ４カルボン酸のｔ−ブチルエステルの製造方法 |
| PCT/EP2001/008710 WO2002010109A1 (de) | 2000-07-28 | 2001-07-27 | Verfahren zur herstellung von tert.-butylestern aliphatischer c1-c4-carbonsäuren |
| EP01958028A EP1305275B1 (de) | 2000-07-28 | 2001-07-27 | Verfahren zur herstellung von tert.-butylestern aliphatischer c1-c4-carbonsäuren |
| US10/334,000 US6756506B2 (en) | 2000-07-28 | 2001-07-27 | Method for producing tert-butyl esters of aliphatic c1-c4-carboxylic acids |
| US10/769,911 US20040158094A1 (en) | 2000-07-28 | 2004-02-03 | Method for producing tert-butyl esters of aliphatic C1-C4-carboxylic acids |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10036959A DE10036959A1 (de) | 2000-07-28 | 2000-07-28 | Verfahren zur Herstellung von tert.-Butylestern aliphatischer C1-C4-Carbonsäuren |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE10036959A1 true DE10036959A1 (de) | 2002-02-07 |
Family
ID=7650633
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE10036959A Withdrawn DE10036959A1 (de) | 2000-07-28 | 2000-07-28 | Verfahren zur Herstellung von tert.-Butylestern aliphatischer C1-C4-Carbonsäuren |
| DE50104555T Expired - Lifetime DE50104555D1 (de) | 2000-07-28 | 2001-07-27 | Verfahren zur herstellung von tert.-butylestern aliphatischer c1-c4-carbonsäuren |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE50104555T Expired - Lifetime DE50104555D1 (de) | 2000-07-28 | 2001-07-27 | Verfahren zur herstellung von tert.-butylestern aliphatischer c1-c4-carbonsäuren |
Country Status (5)
| Country | Link |
|---|---|
| US (2) | US6756506B2 (https=) |
| EP (1) | EP1305275B1 (https=) |
| JP (1) | JP4970699B2 (https=) |
| DE (2) | DE10036959A1 (https=) |
| WO (1) | WO2002010109A1 (https=) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008002927A1 (de) | 2007-07-19 | 2009-01-08 | Basf Se | Gemische, enthaltend Inhibitoren der radikalischen Polymerisation und ionische Flüssigkeiten, und ihre Verwendung zur Stabilisierung von radikalisch polymerisierbaren Monomeren |
| DE102008002923A1 (de) | 2007-07-19 | 2009-01-22 | Basf Se | Verfahren zur Hestellung von tertiären Alkylestern der(Meth)Acrylsäure mit mindestens 4 Kohlenstoffatomen im Alkylrest |
| WO2016202883A1 (de) | 2015-06-17 | 2016-12-22 | Basf Se | Zusammensetzung zur sofortbeendigung einer radikalischen polymerisation |
| CN112062678A (zh) * | 2020-09-24 | 2020-12-11 | 岳阳富和科技有限公司 | 一种丙烯酸叔丁酯生产过程中防止聚合的方法 |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104028177A (zh) * | 2013-03-06 | 2014-09-10 | 中石化上海工程有限公司 | 强化水力学反应设备混合效果的方法 |
| DE102015205752A1 (de) | 2015-03-31 | 2016-10-20 | Basf Se | Herstellung von tert-Butylestern aliphatischer Carbonsäuren |
| EA035883B1 (ru) * | 2015-12-15 | 2020-08-27 | Басф Се | Получение трет-бутиловых эфиров этилен-ненасыщенных карбоновых кислот |
| CN109134176A (zh) * | 2018-10-24 | 2019-01-04 | 岳阳富和科技有限公司 | 一种利用混合c4醋酸酯化后分解生产高纯异丁烯的制造方法 |
| CN112920049B (zh) * | 2019-12-05 | 2022-07-15 | 湖南中创化工股份有限公司 | 一种制备乙酸叔丁酯的方法和装置 |
| CN114507131B (zh) * | 2022-01-24 | 2024-08-06 | 华谊合丰特种化学淄博有限公司 | 一种（甲基）丙烯酸叔丁酯的合成方法 |
| CN120129670A (zh) | 2022-10-28 | 2025-06-10 | 巴斯夫欧洲公司 | 用于由可再生来源的乙醇制造感兴趣的丙烯衍生的化学品、特别是丙烯酸酯的方法 |
| EP4634150A1 (de) | 2022-12-15 | 2025-10-22 | Basf Se | Verfahren zur kontinuierlichen herstellung von tert.-butyl(meth)acrylat |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3172905A (en) | 1965-03-09 | Catalytic preparation of esters from tertiary olefins and carboxylic acids | ||
| BE590370A (https=) | 1959-04-29 | 1900-01-01 | ||
| DE1128428B (de) | 1959-08-08 | 1962-04-26 | Hoechst Ag | Verfahren zur Herstellung von Carbonsaeure-tertiaer-alkylestern und zur Abtrennung und bzw. oder Gewinnung von tertiaeren Olefinen aus diese enthaltenden Kohlenwasserstoffgemischen |
| DE1135897B (de) | 1959-12-28 | 1962-09-06 | Basf Ag | Verfahren zur Herstellung von Tertiaer-butylestern der Acrylsaeure oder von in ª‡-Stellung durch Chlor oder Alkylreste substituierter Acrylsaeure |
| US3087962A (en) | 1960-01-21 | 1963-04-30 | Rohm & Haas | Process of making esters of acrylic and methacrylic acids |
| US3082246A (en) | 1960-02-17 | 1963-03-19 | Texaco Inc | Preparation of tertiary esters |
| US3031495A (en) | 1960-05-13 | 1962-04-24 | Sinclair Refining Co | Preparation of tertiary alkyl formate and acetate |
| DE1249857B (de) | 1961-03-29 | 1967-09-14 | Badische Anilin &. Soda-Fabnk Aktiengesellschaft, Ludwigshaf en/Rhem | Verfahren zur kontinuierlichen gewinnung von carbonsäureestern tertiärer alkohole. |
| US3088969A (en) | 1961-04-21 | 1963-05-07 | Standard Oil Co | Manufacture of t-butyl esters of unsaturated acids |
| DE3105399A1 (de) | 1981-02-14 | 1982-10-21 | EC Erdölchemie GmbH, 5000 Köln | Verfahren zur herstellung von carbonsaeureestern |
| JPS6263544A (ja) * | 1985-08-23 | 1987-03-20 | Nippon Shokubai Kagaku Kogyo Co Ltd | アクリル酸またはメタクリル酸のタ−シヤリ−ブチルエステルの製造方法 |
| JPH07116103B2 (ja) | 1986-11-27 | 1995-12-13 | 三菱レイヨン株式会社 | メタクリル酸ｔ−ブチルの製造法 |
| US5762888A (en) * | 1994-11-25 | 1998-06-09 | Uop | Process and apparatus for discharging particles and fluid from a flow channel |
| DE19638567A1 (de) * | 1996-09-20 | 1998-03-26 | Bayer Ag | Mischer-Reaktor und Verfahren zur Durchführung von Reaktionen, insbesondere die Phosgenierung von primären Aminen |
| GB9815135D0 (en) * | 1998-07-14 | 1998-09-09 | Bp Chem Int Ltd | Ester synthesis |
| US6410804B1 (en) * | 1999-12-21 | 2002-06-25 | Exxon Mobil Oil Corporation | Production of phenol using reactive distillation |
-
2000
- 2000-07-28 DE DE10036959A patent/DE10036959A1/de not_active Withdrawn
-
2001
- 2001-07-27 EP EP01958028A patent/EP1305275B1/de not_active Expired - Lifetime
- 2001-07-27 WO PCT/EP2001/008710 patent/WO2002010109A1/de not_active Ceased
- 2001-07-27 JP JP2002516242A patent/JP4970699B2/ja not_active Expired - Lifetime
- 2001-07-27 DE DE50104555T patent/DE50104555D1/de not_active Expired - Lifetime
- 2001-07-27 US US10/334,000 patent/US6756506B2/en not_active Expired - Lifetime
-
2004
- 2004-02-03 US US10/769,911 patent/US20040158094A1/en not_active Abandoned
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102008002927A1 (de) | 2007-07-19 | 2009-01-08 | Basf Se | Gemische, enthaltend Inhibitoren der radikalischen Polymerisation und ionische Flüssigkeiten, und ihre Verwendung zur Stabilisierung von radikalisch polymerisierbaren Monomeren |
| EP2017293A1 (de) * | 2007-07-19 | 2009-01-21 | Basf Se | Gemische, enthaltend Inhibitoren der radikalischen Polymerisation und ionische Flüssigkeiten, und ihre Verwendung zur Stabilisierung von radikalisch polymerisierbaren Monomeren |
| DE102008002923A1 (de) | 2007-07-19 | 2009-01-22 | Basf Se | Verfahren zur Hestellung von tertiären Alkylestern der(Meth)Acrylsäure mit mindestens 4 Kohlenstoffatomen im Alkylrest |
| DE102008002923B4 (de) | 2007-07-19 | 2024-06-20 | Basf Se | Verfahren zur Hestellung von tertiären Alkylestern der (Meth)Acrylsäure mit mindestens 4 Kohlenstoffatomen im Alkylrest |
| WO2016202883A1 (de) | 2015-06-17 | 2016-12-22 | Basf Se | Zusammensetzung zur sofortbeendigung einer radikalischen polymerisation |
| US10221255B2 (en) | 2015-06-17 | 2019-03-05 | Basf Se | Composition for the immediate stopping of a free-radical polymerization |
| CN112062678A (zh) * | 2020-09-24 | 2020-12-11 | 岳阳富和科技有限公司 | 一种丙烯酸叔丁酯生产过程中防止聚合的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| DE50104555D1 (de) | 2004-12-23 |
| US20030181754A1 (en) | 2003-09-25 |
| US20040158094A1 (en) | 2004-08-12 |
| JP4970699B2 (ja) | 2012-07-11 |
| WO2002010109A1 (de) | 2002-02-07 |
| EP1305275B1 (de) | 2004-11-17 |
| JP2004505101A (ja) | 2004-02-19 |
| EP1305275A1 (de) | 2003-05-02 |
| US6756506B2 (en) | 2004-06-29 |
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