CA1188320A - Process for separating the catalyst system from the reaction mixtures of carbonylation reactions - Google Patents
Process for separating the catalyst system from the reaction mixtures of carbonylation reactionsInfo
- Publication number
- CA1188320A CA1188320A CA000415679A CA415679A CA1188320A CA 1188320 A CA1188320 A CA 1188320A CA 000415679 A CA000415679 A CA 000415679A CA 415679 A CA415679 A CA 415679A CA 1188320 A CA1188320 A CA 1188320A
- Authority
- CA
- Canada
- Prior art keywords
- pressure
- separator
- wgt
- zone
- bars
- 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
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 29
- 239000011541 reaction mixture Substances 0.000 title claims abstract description 15
- 238000000034 method Methods 0.000 title claims abstract description 14
- 238000005810 carbonylation reaction Methods 0.000 title description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 45
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 36
- 239000000470 constituent Substances 0.000 claims abstract description 32
- 239000007788 liquid Substances 0.000 claims abstract description 15
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229910002091 carbon monoxide Inorganic materials 0.000 claims abstract description 14
- GOKCJCODOLGYQD-UHFFFAOYSA-N 4,6-dichloro-2-imidazol-1-ylpyrimidine Chemical compound ClC1=CC(Cl)=NC(N2C=NC=C2)=N1 GOKCJCODOLGYQD-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 10
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 9
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims abstract description 9
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims abstract description 9
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims abstract description 9
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 6
- 238000001704 evaporation Methods 0.000 claims abstract description 6
- 230000008020 evaporation Effects 0.000 claims abstract description 5
- 230000000717 retained effect Effects 0.000 claims abstract description 4
- 230000002269 spontaneous effect Effects 0.000 claims abstract description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 3
- 229910052751 metal Inorganic materials 0.000 claims abstract description 3
- 239000002184 metal Substances 0.000 claims abstract description 3
- 150000002739 metals Chemical class 0.000 claims abstract description 3
- 229910000510 noble metal Inorganic materials 0.000 claims abstract description 3
- 230000000737 periodic effect Effects 0.000 claims abstract description 3
- 239000003595 mist Substances 0.000 claims description 8
- 238000007700 distillative separation Methods 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 238000004064 recycling Methods 0.000 claims 1
- 229910017464 nitrogen compound Inorganic materials 0.000 abstract 1
- 239000000047 product Substances 0.000 description 21
- 229960000583 acetic acid Drugs 0.000 description 13
- 235000011054 acetic acid Nutrition 0.000 description 13
- 229940105305 carbon monoxide Drugs 0.000 description 11
- 238000010626 work up procedure Methods 0.000 description 7
- 230000006315 carbonylation Effects 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- 230000008646 thermal stress Effects 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- RLZMYANQLOCZOB-UHFFFAOYSA-M tributyl(methyl)phosphanium;iodide Chemical compound [I-].CCCC[P+](C)(CCCC)CCCC RLZMYANQLOCZOB-UHFFFAOYSA-M 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000000526 short-path distillation Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241001508691 Martes zibellina Species 0.000 description 1
- 229910001182 Mo alloy Inorganic materials 0.000 description 1
- 229910000990 Ni alloy Inorganic materials 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 description 1
- 230000007420 reactivation Effects 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 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
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/573—Separation; Purification; Stabilisation; Use of additives
-
- 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)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP3149092.1 | 1981-12-11 | ||
| DE19813149092 DE3149092A1 (de) | 1981-12-11 | 1981-12-11 | Verfahren zur abtrennung des katalysatorsystems aus reaktionsgemischen von carbonylierungsreaktionen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1188320A true CA1188320A (en) | 1985-06-04 |
Family
ID=6148475
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000415679A Expired CA1188320A (en) | 1981-12-11 | 1982-11-16 | Process for separating the catalyst system from the reaction mixtures of carbonylation reactions |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US4549937A (en, 2012) |
| EP (1) | EP0081732B1 (en, 2012) |
| JP (1) | JPS58105936A (en, 2012) |
| AT (1) | ATE9789T1 (en, 2012) |
| AU (1) | AU558512B2 (en, 2012) |
| BR (1) | BR8207188A (en, 2012) |
| CA (1) | CA1188320A (en, 2012) |
| DE (2) | DE3149092A1 (en, 2012) |
| MX (1) | MX162534A (en, 2012) |
| ZA (1) | ZA829082B (en, 2012) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60199852A (ja) * | 1984-03-22 | 1985-10-09 | Daicel Chem Ind Ltd | アセチル化合物の製造方法 |
| JPS60199853A (ja) * | 1984-03-22 | 1985-10-09 | Daicel Chem Ind Ltd | アセチル化合物の製造法 |
| US4659682A (en) * | 1985-07-08 | 1987-04-21 | The Halcon Sd Group, Inc. | Recovery of noble metal values from carbonylation residues |
| US4778605A (en) * | 1987-04-29 | 1988-10-18 | Phillips Petroleum Company | Method for removing liquid from a liquid-solids mixture |
| DE3823645C1 (en, 2012) * | 1988-07-13 | 1989-11-30 | Hoechst Ag | |
| GB9120902D0 (en) * | 1991-10-02 | 1991-11-13 | Bp Chem Int Ltd | Purification process |
| GB9306409D0 (en) * | 1993-03-26 | 1993-05-19 | Bp Chem Int Ltd | Process |
| EP0665210B2 (en) * | 1993-08-18 | 2005-11-23 | Daicel Chemical Industries, Ltd. | Process for producing acetic anhydride alone or both of acetic anhydride and acetic acid |
| ATE453612T1 (de) * | 2001-02-13 | 2010-01-15 | Eastman Chem Co | Verfahren zur reduzierung von eda bei der essigsäureanhydridproduktion |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1202778B (de) * | 1963-07-13 | 1965-10-14 | Basf Ag | Verfahren zur kontinuierlichen Aufarbeitung von Essigsaeure enthaltenden Gemischen |
| US3845121A (en) * | 1971-11-10 | 1974-10-29 | Monsanto Co | Process for separating carbonylation products from reaction mixture without catalyst decomposition |
| US4252741A (en) * | 1978-10-06 | 1981-02-24 | Halcon Research & Development Corp. | Carbonylation with Group VIII noble metal catalysts |
| US4409064A (en) * | 1978-10-16 | 1983-10-11 | Air Products And Chemicals, Inc. | Process for concentrating sulfuric acid in an evaporator |
| US4412887A (en) * | 1979-03-26 | 1983-11-01 | Shell Oil Company | Evaporation process with liquid entrainment separation |
| JPS55142543A (en) * | 1979-04-03 | 1980-11-07 | Mitsubishi Gas Chem Co Inc | Method for prevention of decomposition of catalyst |
| US4433166A (en) * | 1980-12-29 | 1984-02-21 | Monsanto Company | Process for stabilizing carbonylation catalyst in soluble form |
| DE3101750A1 (de) * | 1981-01-21 | 1982-08-26 | Basf Ag, 6700 Ludwigshafen | Verfahren zur kontinuierlichen herstellung von ethanol |
-
1981
- 1981-12-11 DE DE19813149092 patent/DE3149092A1/de not_active Withdrawn
-
1982
- 1982-11-16 US US06/442,107 patent/US4549937A/en not_active Expired - Lifetime
- 1982-11-16 CA CA000415679A patent/CA1188320A/en not_active Expired
- 1982-11-27 DE DE8282110992T patent/DE3260965D1/de not_active Expired
- 1982-11-27 EP EP82110992A patent/EP0081732B1/de not_active Expired
- 1982-11-27 AT AT82110992T patent/ATE9789T1/de active
- 1982-12-08 MX MX195511A patent/MX162534A/es unknown
- 1982-12-09 JP JP57214809A patent/JPS58105936A/ja active Granted
- 1982-12-10 AU AU91463/82A patent/AU558512B2/en not_active Ceased
- 1982-12-10 BR BR8207188A patent/BR8207188A/pt not_active IP Right Cessation
- 1982-12-10 ZA ZA829082A patent/ZA829082B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE3149092A1 (de) | 1983-06-16 |
| ZA829082B (en) | 1983-10-26 |
| JPS58105936A (ja) | 1983-06-24 |
| BR8207188A (pt) | 1983-10-11 |
| AU9146382A (en) | 1983-06-16 |
| MX162534A (es) | 1991-05-20 |
| EP0081732A1 (de) | 1983-06-22 |
| ATE9789T1 (de) | 1984-10-15 |
| AU558512B2 (en) | 1987-01-29 |
| US4549937A (en) | 1985-10-29 |
| JPS6232180B2 (en, 2012) | 1987-07-13 |
| DE3260965D1 (en) | 1984-11-15 |
| EP0081732B1 (de) | 1984-10-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEC | Expiry (correction) | ||
| MKEX | Expiry |