CA2699762A1 - Method and apparatus for making acetic acid with improved purification - Google Patents
Method and apparatus for making acetic acid with improved purification Download PDFInfo
- Publication number
- CA2699762A1 CA2699762A1 CA2699762A CA2699762A CA2699762A1 CA 2699762 A1 CA2699762 A1 CA 2699762A1 CA 2699762 A CA2699762 A CA 2699762A CA 2699762 A CA2699762 A CA 2699762A CA 2699762 A1 CA2699762 A1 CA 2699762A1
- Authority
- CA
- Canada
- Prior art keywords
- acetic acid
- product stream
- ends column
- light ends
- light
- 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.)
- Abandoned
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims abstract description 201
- 238000000034 method Methods 0.000 title claims abstract description 43
- 238000000746 purification Methods 0.000 title claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 45
- 229910001868 water Inorganic materials 0.000 claims abstract description 45
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims abstract description 31
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 75
- 238000010992 reflux Methods 0.000 claims description 38
- 239000007788 liquid Substances 0.000 claims description 36
- 239000003054 catalyst Substances 0.000 claims description 31
- 238000006243 chemical reaction Methods 0.000 claims description 31
- 239000000047 product Substances 0.000 claims description 31
- 238000005810 carbonylation reaction Methods 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims description 26
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 23
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 23
- 230000006315 carbonylation Effects 0.000 claims description 23
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 20
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 20
- 238000004821 distillation Methods 0.000 claims description 19
- 239000012264 purified product Substances 0.000 claims description 18
- 239000012043 crude product Substances 0.000 claims description 16
- 239000011541 reaction mixture Substances 0.000 claims description 13
- 239000010948 rhodium Substances 0.000 claims description 13
- 229910052703 rhodium Inorganic materials 0.000 claims description 12
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 12
- 229910052741 iridium Inorganic materials 0.000 claims description 11
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 11
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- 238000006555 catalytic reaction Methods 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 3
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 239000012071 phase Substances 0.000 description 53
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 8
- 230000018044 dehydration Effects 0.000 description 7
- 238000006297 dehydration reaction Methods 0.000 description 7
- 238000001035 drying Methods 0.000 description 7
- 239000012429 reaction media Substances 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 150000001350 alkyl halides Chemical class 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- 239000000376 reactant Substances 0.000 description 4
- 238000005201 scrubbing Methods 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-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
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 239000003426 co-catalyst Substances 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical compound [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-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
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 1
- 241000283986 Lepus Species 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 159000000021 acetate salts Chemical class 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- ZCHPKWUIAASXPV-UHFFFAOYSA-N acetic acid;methanol Chemical compound OC.CC(O)=O ZCHPKWUIAASXPV-UHFFFAOYSA-N 0.000 description 1
- 150000004729 acetoacetic acid derivatives Chemical class 0.000 description 1
- CUJRVFIICFDLGR-UHFFFAOYSA-N acetylacetonate Chemical compound CC(=O)[CH-]C(C)=O CUJRVFIICFDLGR-UHFFFAOYSA-N 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 Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals 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
- 150000001450 anions 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
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 238000005094 computer simulation Methods 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
- 230000007423 decrease Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- -1 e.g. Chemical compound 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 229910052733 gallium Inorganic materials 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000002815 homogeneous catalyst Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 239000012535 impurity Substances 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
- 150000004694 iodide salts Chemical class 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
- KZLHPYLCKHJIMM-UHFFFAOYSA-K iridium(3+);triacetate Chemical compound [Ir+3].CC([O-])=O.CC([O-])=O.CC([O-])=O KZLHPYLCKHJIMM-UHFFFAOYSA-K 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 238000011068 loading method Methods 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
- 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
- 239000012074 organic phase Substances 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium 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
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/32—Other features of fractionating columns ; Constructional details of fractionating columns not provided for in groups B01D3/16 - B01D3/30
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Vaporization, Distillation, Condensation, Sublimation, And Cold Traps (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/904,574 | 2007-09-27 | ||
| US11/904,574 US7619113B2 (en) | 2007-09-27 | 2007-09-27 | Method and apparatus for making acetic acid with improved purification |
| PCT/US2008/010918 WO2009042078A1 (en) | 2007-09-27 | 2008-09-18 | Method and apparatus for making acetic acid with improved purification |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2699762A1 true CA2699762A1 (en) | 2009-04-02 |
Family
ID=40340686
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2699762A Abandoned CA2699762A1 (en) | 2007-09-27 | 2008-09-18 | Method and apparatus for making acetic acid with improved purification |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7619113B2 (https=) |
| EP (1) | EP2200964B1 (https=) |
| JP (2) | JP5410433B2 (https=) |
| KR (1) | KR20100061846A (https=) |
| CN (1) | CN101808973B (https=) |
| AR (1) | AR070948A1 (https=) |
| AU (1) | AU2008305663A1 (https=) |
| BR (1) | BRPI0817672A2 (https=) |
| CA (1) | CA2699762A1 (https=) |
| CL (1) | CL2008002862A1 (https=) |
| MX (3) | MX2010003376A (https=) |
| NZ (2) | NZ602714A (https=) |
| RU (2) | RU2478608C2 (https=) |
| TW (1) | TW200927719A (https=) |
| WO (1) | WO2009042078A1 (https=) |
| ZA (2) | ZA201001911B (https=) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7902397B2 (en) * | 2007-10-11 | 2011-03-08 | Celanese International Corporation | Method and apparatus for making acetic acid with improved productivity |
| US7812191B2 (en) * | 2008-05-07 | 2010-10-12 | Lyondell Chemical Technology, L.P. | Removing hydrocarbon impurities from acetic acid by ionic liquid extraction |
| EP2598467B1 (en) * | 2010-07-26 | 2017-09-06 | Daicel Corporation | Process for producing acetic acid |
| US8378141B2 (en) * | 2010-08-16 | 2013-02-19 | Celanese International Corporation | Process and system for supplying vapor from drying column to light ends column |
| US8530696B2 (en) | 2010-09-24 | 2013-09-10 | Celanese International Corporation | Pump around reactor for production of acetic acid |
| WO2012086386A1 (ja) | 2010-12-24 | 2012-06-28 | 株式会社ダイセル | 酢酸の製造方法 |
| US9051258B2 (en) | 2011-12-21 | 2015-06-09 | Lyondellbasell Acetyls, Llc | Process for the manufacture of acetic acid |
| US9090554B2 (en) * | 2011-12-21 | 2015-07-28 | Lyondellbasell Acetyls, Llc | Process for the manufacture of acetic acid |
| RU2572842C1 (ru) * | 2011-12-21 | 2016-01-20 | ЛАЙОНДЕЛЛБЭЗЕЛЛ ЭСИТИЛЗ, ЭлЭлСи | Процесс для изготовления уксусной кислоты |
| US9193657B2 (en) * | 2012-08-17 | 2015-11-24 | Celanese International Corporation | Catalyst stability in carbonylation processes |
| WO2015193328A1 (en) * | 2014-06-17 | 2015-12-23 | Bp Chemicals Limited | Method and apparatus for treating offgases in a acetic acid production unit |
| KR102425879B1 (ko) * | 2014-08-05 | 2022-07-26 | 이네오스 아세틸스 유케이 리미티드 | 프로세스 |
| US9233907B1 (en) * | 2014-11-14 | 2016-01-12 | Celanese International Corporation | Reducing hydrogen iodide content in carbonylation processes |
| WO2017057142A1 (ja) | 2015-09-30 | 2017-04-06 | 株式会社ダイセル | 酢酸の製造方法及び製造装置 |
| US9908835B2 (en) * | 2015-11-13 | 2018-03-06 | Celanese International Corporation | Processes for purifying acetic and hydrating anhydride |
| MX374711B (es) | 2017-01-18 | 2025-03-06 | Daicel Corp | Metodo para la produccion de acido acetico |
| US10308581B2 (en) | 2017-03-28 | 2019-06-04 | Daicel Corporation | Method for producing acetic acid |
| ES2779805T3 (es) * | 2017-03-28 | 2020-08-19 | Daicel Corp | Método para la producción de ácido acético |
| CN111039775B (zh) * | 2018-10-11 | 2024-05-14 | 河南顺达新能源科技有限公司 | 一种醋酸合成催化剂分离回收装置 |
| JP7440229B2 (ja) | 2019-09-05 | 2024-02-28 | ケロッグ ブラウン アンド ルート エルエルシー | 酢酸製造方法 |
| EP3838363A1 (en) * | 2019-12-17 | 2021-06-23 | BP Chemicals Limited | Separation process and apparatus |
| US20230202956A1 (en) * | 2020-06-03 | 2023-06-29 | Celanese International Corporation | Process for acetic acid production by removing permanganate reducing compounds |
| GB202015835D0 (en) | 2020-10-06 | 2020-11-18 | Bp Chem Int Ltd | Processes and apparatuses for distillation of an acetic acid and propionic acid-containing stream in an acetic acid production unit |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3791935A (en) * | 1971-11-10 | 1974-02-12 | Monsanto Co | Purification of carboxylic acids |
| US4039395A (en) * | 1975-08-11 | 1977-08-02 | Monsanto Company | Purification of acetic acid |
| US4008131A (en) * | 1975-12-11 | 1977-02-15 | Monsanto Company | Purification of acetic acid |
| CA1228867A (en) * | 1984-05-03 | 1987-11-03 | Celanese Corporation | Methanol carbonylation process |
| US5144068A (en) * | 1984-05-03 | 1992-09-01 | Hoechst Celanese Corporation | Methanol carbonylation process |
| GB9626324D0 (en) * | 1996-12-19 | 1997-02-05 | Bp Chem Int Ltd | Process |
| GB9626317D0 (en) * | 1996-12-19 | 1997-02-05 | Bp Chem Int Ltd | Process |
| GB9626429D0 (en) * | 1996-12-19 | 1997-02-05 | Bp Chem Int Ltd | Process |
| GB9626428D0 (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 |
| US6573403B1 (en) * | 1998-03-31 | 2003-06-03 | Haldor Topsoe A/S | Process for production of acetic acid |
| GB9816385D0 (en) * | 1998-07-29 | 1998-09-23 | Bp Chem Int Ltd | Process |
| GB9819606D0 (en) * | 1998-09-08 | 1998-11-04 | Bp Chem Int Ltd | Carbonylation process |
| FR2826960B1 (fr) * | 2001-07-03 | 2005-10-21 | Acetex Chimie | Procede de controle d'une production d'acide acetique et/ou d'acetate de methyle en continu |
| US6677480B2 (en) * | 2002-01-28 | 2004-01-13 | Celanese International Corporation | Process control in production of acetic acid via use of heavy phase density measurement |
| US6667418B2 (en) * | 2002-04-16 | 2003-12-23 | Celanese International Corporation | Oxidation treatment of a recycle stream in production of acetic acid by methanol carbonylation |
| US7223886B2 (en) * | 2004-03-02 | 2007-05-29 | Celanese International Corporation | Removal of permanganate reducing compounds from methanol carbonylation process stream |
| JP4732743B2 (ja) | 2004-12-06 | 2011-07-27 | ダイセル化学工業株式会社 | 蒸留方法 |
| US7855306B2 (en) * | 2005-04-28 | 2010-12-21 | Celanese International Corporation | Process for the production of acetic acid |
| US7485749B2 (en) * | 2006-08-22 | 2009-02-03 | Lyondell Chemical Technology, L.P. | Preparation of acetic acid |
| US7989659B2 (en) * | 2007-05-17 | 2011-08-02 | Celanese International Corporation | Method and apparatus for making acetic acid with improved light ends column productivity |
| US7345197B1 (en) * | 2007-06-05 | 2008-03-18 | Lyondell Chemical Technology, L.P. | Preparation of acetic acid |
-
2007
- 2007-09-27 US US11/904,574 patent/US7619113B2/en active Active
-
2008
- 2008-09-18 WO PCT/US2008/010918 patent/WO2009042078A1/en not_active Ceased
- 2008-09-18 NZ NZ602714A patent/NZ602714A/xx not_active IP Right Cessation
- 2008-09-18 AU AU2008305663A patent/AU2008305663A1/en not_active Abandoned
- 2008-09-18 JP JP2010526908A patent/JP5410433B2/ja active Active
- 2008-09-18 CA CA2699762A patent/CA2699762A1/en not_active Abandoned
- 2008-09-18 MX MX2010003376A patent/MX2010003376A/es not_active Application Discontinuation
- 2008-09-18 KR KR1020107009095A patent/KR20100061846A/ko not_active Withdrawn
- 2008-09-18 BR BRPI0817672 patent/BRPI0817672A2/pt not_active IP Right Cessation
- 2008-09-18 MX MX2012009080A patent/MX341499B/es unknown
- 2008-09-18 EP EP08834425.4A patent/EP2200964B1/en active Active
- 2008-09-18 CN CN2008801093129A patent/CN101808973B/zh active Active
- 2008-09-18 RU RU2010116386/04A patent/RU2478608C2/ru not_active IP Right Cessation
- 2008-09-18 MX MX2016008149A patent/MX391928B/es unknown
- 2008-09-18 NZ NZ584011A patent/NZ584011A/xx not_active IP Right Cessation
- 2008-09-26 AR ARP080104200A patent/AR070948A1/es not_active Application Discontinuation
- 2008-09-26 CL CL2008002862A patent/CL2008002862A1/es unknown
- 2008-09-26 TW TW097137206A patent/TW200927719A/zh unknown
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2010
- 2010-03-17 ZA ZA2010/01911A patent/ZA201001911B/en unknown
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2011
- 2011-03-15 ZA ZA2011/01960A patent/ZA201101960B/en unknown
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2012
- 2012-10-16 RU RU2012144035/04A patent/RU2012144035A/ru unknown
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2013
- 2013-11-05 JP JP2013229078A patent/JP5736022B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| JP5736022B2 (ja) | 2015-06-17 |
| US7619113B2 (en) | 2009-11-17 |
| AR070948A1 (es) | 2010-05-19 |
| EP2200964A1 (en) | 2010-06-30 |
| NZ602714A (en) | 2013-01-25 |
| RU2010116386A (ru) | 2011-11-10 |
| JP5410433B2 (ja) | 2014-02-05 |
| US20090088587A1 (en) | 2009-04-02 |
| JP2010540516A (ja) | 2010-12-24 |
| MX391928B (es) | 2025-03-21 |
| BRPI0817672A2 (pt) | 2015-03-31 |
| AU2008305663A1 (en) | 2009-04-02 |
| CL2008002862A1 (es) | 2009-09-04 |
| TW200927719A (en) | 2009-07-01 |
| JP2014131977A (ja) | 2014-07-17 |
| RU2478608C2 (ru) | 2013-04-10 |
| MX341499B (es) | 2016-08-22 |
| CN101808973A (zh) | 2010-08-18 |
| ZA201101960B (en) | 2012-11-28 |
| NZ584011A (en) | 2012-10-26 |
| MX2010003376A (es) | 2010-11-09 |
| EP2200964B1 (en) | 2016-10-26 |
| ZA201001911B (en) | 2011-05-25 |
| RU2012144035A (ru) | 2014-09-10 |
| CN101808973B (zh) | 2013-12-11 |
| KR20100061846A (ko) | 2010-06-09 |
| WO2009042078A1 (en) | 2009-04-02 |
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| Date | Code | Title | Description |
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| FZDE | Discontinued |
Effective date: 20140918 |