TWI606037B - 增加生產速率之醋酸製程 - Google Patents
增加生產速率之醋酸製程 Download PDFInfo
- Publication number
- TWI606037B TWI606037B TW100140994A TW100140994A TWI606037B TW I606037 B TWI606037 B TW I606037B TW 100140994 A TW100140994 A TW 100140994A TW 100140994 A TW100140994 A TW 100140994A TW I606037 B TWI606037 B TW I606037B
- Authority
- TW
- Taiwan
- Prior art keywords
- distillation column
- dry distillation
- stream
- reaction
- acetic acid
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims description 165
- 238000004519 manufacturing process Methods 0.000 title claims description 44
- 238000000197 pyrolysis Methods 0.000 claims description 112
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 80
- 238000006243 chemical reaction Methods 0.000 claims description 67
- 239000000047 product Substances 0.000 claims description 66
- 238000005810 carbonylation reaction Methods 0.000 claims description 55
- 238000000034 method Methods 0.000 claims description 53
- 230000006315 carbonylation Effects 0.000 claims description 48
- 238000004821 distillation Methods 0.000 claims description 48
- 239000003054 catalyst Substances 0.000 claims description 33
- 239000007788 liquid Substances 0.000 claims description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 229910001868 water Inorganic materials 0.000 claims description 31
- 239000000203 mixture Substances 0.000 claims description 27
- 239000000376 reactant Substances 0.000 claims description 27
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 25
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 25
- 239000012264 purified product Substances 0.000 claims description 25
- 238000012546 transfer Methods 0.000 claims description 23
- 239000012043 crude product Substances 0.000 claims description 21
- 239000012429 reaction media Substances 0.000 claims description 20
- 239000007795 chemical reaction product Substances 0.000 claims description 19
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 18
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 18
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 16
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 claims description 16
- 238000000926 separation method Methods 0.000 claims description 12
- 229910052736 halogen Inorganic materials 0.000 claims description 10
- 150000002367 halogens Chemical class 0.000 claims description 10
- 150000004702 methyl esters Chemical class 0.000 claims 1
- 230000008569 process Effects 0.000 description 35
- 238000000746 purification Methods 0.000 description 20
- 239000002585 base Substances 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 13
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 11
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 11
- 239000012071 phase Substances 0.000 description 11
- 229910052707 ruthenium Inorganic materials 0.000 description 11
- 239000007789 gas Substances 0.000 description 10
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 9
- 238000001035 drying Methods 0.000 description 8
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical group [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 8
- -1 Platinum Metals Chemical class 0.000 description 7
- 238000009835 boiling Methods 0.000 description 7
- 238000001816 cooling Methods 0.000 description 7
- 239000010948 rhodium Substances 0.000 description 7
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 6
- 229910052751 metal Inorganic materials 0.000 description 6
- 239000002184 metal Substances 0.000 description 6
- 238000010926 purge Methods 0.000 description 6
- 229910052703 rhodium Inorganic materials 0.000 description 6
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 6
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 5
- 238000006555 catalytic reaction Methods 0.000 description 5
- 238000011084 recovery Methods 0.000 description 5
- HSJKGGMUJITCBW-UHFFFAOYSA-N 3-hydroxybutanal Chemical compound CC(O)CC=O HSJKGGMUJITCBW-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 230000010354 integration Effects 0.000 description 3
- 229940006461 iodide ion Drugs 0.000 description 3
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Substances [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical compound CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- 238000005273 aeration Methods 0.000 description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 description 2
- 229910045601 alloy Inorganic materials 0.000 description 2
- 239000000956 alloy Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000010960 commercial process Methods 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 150000004694 iodide salts Chemical class 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 229910052762 osmium Inorganic materials 0.000 description 2
- SYQBFIAQOQZEGI-UHFFFAOYSA-N osmium atom Chemical compound [Os] SYQBFIAQOQZEGI-UHFFFAOYSA-N 0.000 description 2
- 150000004714 phosphonium salts Chemical class 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 238000004064 recycling Methods 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- IQGZCSXWIRBTRW-ZZXKWVIFSA-N (2E)-2-ethyl-2-butenal Chemical compound CC\C(=C/C)C=O IQGZCSXWIRBTRW-ZZXKWVIFSA-N 0.000 description 1
- UNNGUFMVYQJGTD-UHFFFAOYSA-N 2-Ethylbutanal Chemical compound CCC(CC)C=O UNNGUFMVYQJGTD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 229910000851 Alloy steel Inorganic materials 0.000 description 1
- 241001631457 Cannula Species 0.000 description 1
- 229910000975 Carbon steel Inorganic materials 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 229910001182 Mo alloy Inorganic materials 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910001093 Zr alloy Inorganic materials 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000010953 base metal Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000010962 carbon steel Substances 0.000 description 1
- VGBWDOLBWVJTRZ-UHFFFAOYSA-K cerium(3+);triacetate Chemical compound [Ce+3].CC([O-])=O.CC([O-])=O.CC([O-])=O VGBWDOLBWVJTRZ-UHFFFAOYSA-K 0.000 description 1
- 238000012824 chemical production Methods 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 description 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000007701 flash-distillation Methods 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 229910000856 hastalloy Inorganic materials 0.000 description 1
- 239000013529 heat transfer fluid Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- HLYTZTFNIRBLNA-LNTINUHCSA-K iridium(3+);(z)-4-oxopent-2-en-2-olate Chemical compound [Ir+3].C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O.C\C([O-])=C\C(C)=O HLYTZTFNIRBLNA-LNTINUHCSA-K 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- DDTIGTPWGISMKL-UHFFFAOYSA-N molybdenum nickel Chemical compound [Ni].[Mo] DDTIGTPWGISMKL-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910052756 noble gas Inorganic materials 0.000 description 1
- 150000002835 noble gases Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920002717 polyvinylpyridine Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000005057 refrigeration Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000026676 system process Effects 0.000 description 1
- 238000005496 tempering Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- HGBOYTHUEUWSSQ-UHFFFAOYSA-N valeric aldehyde Natural products CCCCC=O HGBOYTHUEUWSSQ-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
-
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/950,520 US8637698B2 (en) | 2010-11-19 | 2010-11-19 | Production of acetic acid with an increased production rate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201229023A TW201229023A (en) | 2012-07-16 |
| TWI606037B true TWI606037B (zh) | 2017-11-21 |
Family
ID=45099204
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW100140994A TWI606037B (zh) | 2010-11-19 | 2011-11-10 | 增加生產速率之醋酸製程 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8637698B2 (enExample) |
| EP (1) | EP2640685A2 (enExample) |
| JP (2) | JP5873101B2 (enExample) |
| CN (2) | CN103221375A (enExample) |
| AR (1) | AR083929A1 (enExample) |
| BR (1) | BR112013012246A2 (enExample) |
| CA (1) | CA2816898A1 (enExample) |
| MX (1) | MX355557B (enExample) |
| RU (1) | RU2013127674A (enExample) |
| SG (1) | SG190328A1 (enExample) |
| TW (1) | TWI606037B (enExample) |
| WO (1) | WO2012068429A2 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20150014150A1 (en) * | 2013-07-11 | 2015-01-15 | Celanese Acetate Llc | Process for Energy Recovery in Purifying Carboxylic Anhydride for Manufacturing Cellulose Esters |
| US20150014148A1 (en) * | 2013-07-11 | 2015-01-15 | Celanese Acetate Llc | Process for Energy Recovery in Manufacturing Cellulose Esters |
| CN103864595B (zh) * | 2014-03-07 | 2015-11-25 | 中石化上海工程有限公司 | 醋酸装置能量利用的方法 |
| KR20190039518A (ko) * | 2016-08-17 | 2019-04-12 | 코베스트로 도이칠란트 아게 | 통합 생산으로 이소시아네이트 및 적어도 1종의 추가의 화학 생성물을 제조하는 방법 |
| CN111646890A (zh) * | 2019-09-10 | 2020-09-11 | 上海浦景化工技术股份有限公司 | 反应器与精馏塔热耦合的甲醇羰基化制醋酸的工艺方法 |
Family Cites Families (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3190912A (en) | 1962-05-02 | 1965-06-22 | Nat Distillers Chem Corp | Process for preparing esters |
| US3637819A (en) | 1967-12-30 | 1972-01-25 | Knapsack Ag | Process for the manufacture of unsaturated esters of carboxylic acids |
| US3769329A (en) | 1970-03-12 | 1973-10-30 | Monsanto Co | Production of carboxylic acids and esters |
| US4039395A (en) | 1975-08-11 | 1977-08-02 | Monsanto Company | Purification of acetic acid |
| DE2811115A1 (de) | 1978-03-15 | 1979-09-27 | Hoechst Ag | Traeger-katalysator fuer die herstellung von vinylacetat aus ethylen, essigsaeure und sauerstoff in der gasphase |
| EP0055622B1 (en) | 1980-12-26 | 1985-05-29 | Mitsubishi Gas Chemical Company, Inc. | Process for producing acetic anhydride |
| US5001259A (en) | 1984-05-03 | 1991-03-19 | Hoechst Celanese Corporation | Methanol carbonylation process |
| US5026908A (en) | 1984-05-03 | 1991-06-25 | Hoechst Celanese Corporation | Methanol carbonylation process |
| US5144068A (en) | 1984-05-03 | 1992-09-01 | Hoechst Celanese Corporation | Methanol carbonylation process |
| US4615806B1 (en) | 1985-03-07 | 1994-05-03 | Hoechst Co American | Removal of iodide compounds from non-aqueous organic media |
| CA1299195C (en) | 1986-06-16 | 1992-04-21 | G. Paull Torrence | Addition of hydrogen to carbon monoxide feed gas in producing acetic acid by carbonylation of methanol |
| US4894477A (en) | 1986-10-14 | 1990-01-16 | Hoechst Celanese Corporation | Process for regenerating a carbonylation catalyst solution to remove corrosion metals and carbonylation of methanol to acetic acid |
| DE3803900A1 (de) | 1988-02-09 | 1989-08-17 | Hoechst Ag | Verfahren zur herstellung von vinylacetat |
| US5185308A (en) | 1991-05-06 | 1993-02-09 | Bp Chemicals Limited | Catalysts and processes for the manufacture of vinyl acetate |
| US5334755A (en) | 1992-04-24 | 1994-08-02 | Chiyoda Corporation | Process for the production of acetic acid from methanol and carbon monoxide using supported rhodium catalyst |
| US5672743A (en) | 1993-09-10 | 1997-09-30 | Bp Chemicals Limited | Process for the production of acetic acid |
| US5364963A (en) | 1993-04-30 | 1994-11-15 | Chiyoda Corporation | Supported rhodium catalyst, method of preparing same and process of producing acetic acid by methanol carbonylation using same |
| US5352415A (en) * | 1993-09-29 | 1994-10-04 | Hoechst Celanese Corporation | Control system for acetic acid manufacturing process |
| DE4342042A1 (de) * | 1993-12-09 | 1995-06-14 | Hoechst Ag | Verfahren und Vorrichtung zur Reinigung von Vinylchlorid |
| US5696284A (en) | 1995-06-21 | 1997-12-09 | Bp Chemicals Limited | Process for the carbonylation of alkyl alcohols and/or reactive derivatives thereof |
| IN189249B (enExample) | 1995-10-27 | 2003-01-18 | Hoechst Celanese Corp | |
| US6339171B1 (en) | 1996-10-18 | 2002-01-15 | Celanese International Corporation | Removal or reduction of permanganate reducing compounds and alkyl iodides from a carbonylation process stream |
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| GB9626317D0 (en) | 1996-12-19 | 1997-02-05 | Bp Chem Int Ltd | Process |
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| GB9626429D0 (en) | 1996-12-19 | 1997-02-05 | Bp Chem Int Ltd | Process |
| US6114576A (en) | 1997-12-18 | 2000-09-05 | Uop Llc | Carbonylation process with integrated heat exchange |
| GB9816385D0 (en) * | 1998-07-29 | 1998-09-23 | Bp Chem Int Ltd | Process |
| DE69915417T2 (de) | 1998-08-06 | 2005-01-27 | Haldor Topsoe A/S | Reaktiv Distillierungsverfahren zur Herstellung von Essigsäure auf der Basis von DME/Methanol Carbonylierung |
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| US7902397B2 (en) * | 2007-10-11 | 2011-03-08 | Celanese International Corporation | Method and apparatus for making acetic acid with improved productivity |
| US8062482B2 (en) | 2007-10-30 | 2011-11-22 | Celanese International Corporation | Acetaldehyde removal from methyl acetate by distillation at elevated pressure |
| JP5325418B2 (ja) * | 2007-12-28 | 2013-10-23 | 三菱重工業株式会社 | 脱水システム及び脱水方法 |
| US7820855B2 (en) | 2008-04-29 | 2010-10-26 | Celanese International Corporation | Method and apparatus for carbonylating methanol with acetic acid enriched flash stream |
| MX2010011850A (es) | 2008-04-29 | 2010-11-30 | Celanese Int Corp | Sistema de carbonilacion de metanol que tiene un absorbedor con multiples opciones de disolvente. |
-
2010
- 2010-11-19 US US12/950,520 patent/US8637698B2/en active Active
-
2011
- 2011-11-10 TW TW100140994A patent/TWI606037B/zh active
- 2011-11-18 CN CN2011800553733A patent/CN103221375A/zh active Pending
- 2011-11-18 BR BR112013012246A patent/BR112013012246A2/pt not_active IP Right Cessation
- 2011-11-18 AR ARP110104317A patent/AR083929A1/es not_active Application Discontinuation
- 2011-11-18 JP JP2013540038A patent/JP5873101B2/ja not_active Expired - Fee Related
- 2011-11-18 CA CA2816898A patent/CA2816898A1/en not_active Abandoned
- 2011-11-18 WO PCT/US2011/061316 patent/WO2012068429A2/en not_active Ceased
- 2011-11-18 MX MX2013005586A patent/MX355557B/es active IP Right Grant
- 2011-11-18 CN CN201711016610.0A patent/CN107673963A/zh active Pending
- 2011-11-18 EP EP11791709.6A patent/EP2640685A2/en not_active Withdrawn
- 2011-11-18 SG SG2013038294A patent/SG190328A1/en unknown
- 2011-11-18 RU RU2013127674/04A patent/RU2013127674A/ru not_active Application Discontinuation
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2015
- 2015-08-10 JP JP2015158397A patent/JP6208722B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| SG190328A1 (en) | 2013-06-28 |
| MX355557B (es) | 2018-04-23 |
| CA2816898A1 (en) | 2012-05-24 |
| CN103221375A (zh) | 2013-07-24 |
| JP5873101B2 (ja) | 2016-03-01 |
| WO2012068429A2 (en) | 2012-05-24 |
| JP2016014036A (ja) | 2016-01-28 |
| BR112013012246A2 (pt) | 2016-08-09 |
| MX2013005586A (es) | 2013-07-05 |
| JP2014504278A (ja) | 2014-02-20 |
| US20120130123A1 (en) | 2012-05-24 |
| JP6208722B2 (ja) | 2017-10-04 |
| US8637698B2 (en) | 2014-01-28 |
| WO2012068429A3 (en) | 2012-11-01 |
| RU2013127674A (ru) | 2014-12-27 |
| EP2640685A2 (en) | 2013-09-25 |
| AR083929A1 (es) | 2013-04-10 |
| TW201229023A (en) | 2012-07-16 |
| CN107673963A (zh) | 2018-02-09 |
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