DD266282A5 - Verfahren zur regenerierung einer karbonylations-katalysatorloesung, um korrosionsmetalle zu entfernen - Google Patents
Verfahren zur regenerierung einer karbonylations-katalysatorloesung, um korrosionsmetalle zu entfernen Download PDFInfo
- Publication number
- DD266282A5 DD266282A5 DD87307941A DD30794187A DD266282A5 DD 266282 A5 DD266282 A5 DD 266282A5 DD 87307941 A DD87307941 A DD 87307941A DD 30794187 A DD30794187 A DD 30794187A DD 266282 A5 DD266282 A5 DD 266282A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- catalyst
- lithium
- acetic acid
- rhodium
- iodide
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 88
- 238000000034 method Methods 0.000 title claims abstract description 64
- 238000005810 carbonylation reaction Methods 0.000 title claims abstract description 27
- 238000005260 corrosion Methods 0.000 title claims abstract description 27
- 230000007797 corrosion Effects 0.000 title claims abstract description 27
- 230000006315 carbonylation Effects 0.000 title claims abstract description 23
- 229910052751 metal Inorganic materials 0.000 title claims description 38
- 239000002184 metal Substances 0.000 title claims description 38
- 150000002739 metals Chemical class 0.000 title claims description 7
- 230000001172 regenerating effect Effects 0.000 title claims description 6
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229910052703 rhodium Inorganic materials 0.000 claims abstract description 31
- 239000010948 rhodium Substances 0.000 claims abstract description 31
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims abstract description 21
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003729 cation exchange resin Substances 0.000 claims abstract description 12
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 125
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 51
- 239000011347 resin Substances 0.000 claims description 44
- 229920005989 resin Polymers 0.000 claims description 44
- 230000008929 regeneration Effects 0.000 claims description 31
- 238000011069 regeneration method Methods 0.000 claims description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 27
- 239000000356 contaminant Substances 0.000 claims description 20
- 239000000047 product Substances 0.000 claims description 19
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 18
- 239000012429 reaction media Substances 0.000 claims description 17
- HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 14
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 12
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 12
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 11
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 10
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims description 10
- XIXADJRWDQXREU-UHFFFAOYSA-M lithium acetate Chemical group [Li+].CC([O-])=O XIXADJRWDQXREU-UHFFFAOYSA-M 0.000 claims description 10
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- 229910003002 lithium salt Inorganic materials 0.000 claims description 9
- 159000000002 lithium salts Chemical class 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 8
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 claims description 8
- -1 methyl halide Chemical class 0.000 claims description 8
- 229910052736 halogen Inorganic materials 0.000 claims description 7
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 claims description 6
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 6
- 229910002090 carbon oxide Inorganic materials 0.000 claims description 6
- 239000011651 chromium Substances 0.000 claims description 6
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 6
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 5
- 229910052804 chromium Inorganic materials 0.000 claims description 5
- 229910052759 nickel Inorganic materials 0.000 claims description 5
- 238000005406 washing Methods 0.000 claims description 5
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 4
- 229940006461 iodide ion Drugs 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 239000011630 iodine Substances 0.000 claims description 4
- 229910052742 iron Inorganic materials 0.000 claims description 4
- 239000000203 mixture Substances 0.000 claims description 4
- 239000011733 molybdenum Substances 0.000 claims description 4
- 229910052750 molybdenum Inorganic materials 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- 150000001768 cations Chemical class 0.000 claims description 3
- 150000004820 halides Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 150000004694 iodide salts Chemical class 0.000 claims description 3
- 239000003446 ligand Substances 0.000 claims description 3
- 229910004373 HOAc Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000001569 carbon dioxide Substances 0.000 claims description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 230000003197 catalytic effect Effects 0.000 claims description 2
- 238000004821 distillation Methods 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 230000009257 reactivity Effects 0.000 claims description 2
- 239000007789 gas Substances 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- 230000001681 protective effect Effects 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- 230000002411 adverse Effects 0.000 claims 1
- 150000001721 carbon Chemical group 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 claims 1
- INQOMBQAUSQDDS-NJFSPNSNSA-N iodomethane Chemical compound I[14CH3] INQOMBQAUSQDDS-NJFSPNSNSA-N 0.000 claims 1
- 229910052741 iridium Inorganic materials 0.000 claims 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 238000001556 precipitation Methods 0.000 claims 1
- 238000011027 product recovery Methods 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- HBBGRARXTFLTSG-UHFFFAOYSA-N Lithium ion Chemical compound [Li+] HBBGRARXTFLTSG-UHFFFAOYSA-N 0.000 description 5
- 239000002585 base Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 238000005342 ion exchange Methods 0.000 description 4
- 229910001416 lithium ion Inorganic materials 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- ICJVSPOCMLQAJM-UHFFFAOYSA-N acetic acid;iodomethane Chemical compound IC.CC(O)=O ICJVSPOCMLQAJM-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 241001233037 catfish Species 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000007791 liquid phase Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 244000078856 Prunus padus Species 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 150000001350 alkyl halides Chemical class 0.000 description 2
- 229940023913 cation exchange resins Drugs 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002892 organic cations Chemical class 0.000 description 2
- 229920001568 phenolic resin Polymers 0.000 description 2
- 150000003283 rhodium Chemical class 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- IUPJSFOHUQGEDR-UHFFFAOYSA-N 1,3-dioxetanedione Chemical compound O=C1OC(=O)O1 IUPJSFOHUQGEDR-UHFFFAOYSA-N 0.000 description 1
- YZUPZGFPHUVJKC-UHFFFAOYSA-N 1-bromo-2-methoxyethane Chemical compound COCCBr YZUPZGFPHUVJKC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 102000016938 Catalase Human genes 0.000 description 1
- 108010053835 Catalase Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 101100412856 Mus musculus Rhod gene Proteins 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- DNGBZXWZIKPLIT-UHFFFAOYSA-L [Li+].[Li+].CC([O-])=O.CC([O-])=O Chemical compound [Li+].[Li+].CC([O-])=O.CC([O-])=O DNGBZXWZIKPLIT-UHFFFAOYSA-L 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 150000001502 aryl halides Chemical class 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000012141 concentrate Substances 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
- 125000004122 cyclic group Chemical group 0.000 description 1
- 238000010908 decantation Methods 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- SLGWESQGEUXWJQ-UHFFFAOYSA-N formaldehyde;phenol Chemical compound O=C.OC1=CC=CC=C1 SLGWESQGEUXWJQ-UHFFFAOYSA-N 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 239000000017 hydrogel Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910001411 inorganic cation Inorganic materials 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002496 iodine Chemical class 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229940006487 lithium cation Drugs 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910001511 metal iodide Inorganic materials 0.000 description 1
- 125000005395 methacrylic acid group Chemical class 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- SJLOMQIUPFZJAN-UHFFFAOYSA-N oxorhodium Chemical class [Rh]=O SJLOMQIUPFZJAN-UHFFFAOYSA-N 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920003053 polystyrene-divinylbenzene Polymers 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003284 rhodium compounds Chemical class 0.000 description 1
- 229910003450 rhodium oxide Inorganic materials 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/20—Carbonyls
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0231—Halogen-containing compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/04—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing carboxylic acids or their salts
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- B01J31/08—Ion-exchange resins
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/40—Regeneration or reactivation
- B01J31/4015—Regeneration or reactivation of catalysts containing metals
- B01J31/4023—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper
- B01J31/4038—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals
- B01J31/4046—Regeneration or reactivation of catalysts containing metals containing iron group metals, noble metals or copper containing noble metals containing rhodium
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
- B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/80—Complexes comprising metals of Group VIII as the central metal
- B01J2531/82—Metals of the platinum group
- B01J2531/822—Rhodium
-
- 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
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Exhaust Gas Treatment By Means Of Catalyst (AREA)
- Carbon And Carbon Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/918,740 US4894477A (en) | 1986-10-14 | 1986-10-14 | Process for regenerating a carbonylation catalyst solution to remove corrosion metals and carbonylation of methanol to acetic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD266282A5 true DD266282A5 (de) | 1989-03-29 |
Family
ID=25440880
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD87307941A DD266282A5 (de) | 1986-10-14 | 1987-10-14 | Verfahren zur regenerierung einer karbonylations-katalysatorloesung, um korrosionsmetalle zu entfernen |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4894477A (fr) |
| EP (1) | EP0265140B1 (fr) |
| JP (1) | JPH0811199B2 (fr) |
| CN (2) | CN1017314B (fr) |
| AT (1) | ATE69176T1 (fr) |
| AU (1) | AU620020B2 (fr) |
| BR (1) | BR8705501A (fr) |
| CA (1) | CA1306237C (fr) |
| DD (1) | DD266282A5 (fr) |
| DE (1) | DE3774393D1 (fr) |
| ES (1) | ES2027299T3 (fr) |
| GR (1) | GR3003078T3 (fr) |
| HK (1) | HK33092A (fr) |
| MX (1) | MX165480B (fr) |
| SG (1) | SG20392G (fr) |
Families Citing this family (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5155265A (en) * | 1987-12-23 | 1992-10-13 | Hoechst Celanese Corporation | Purification of acetic acid with ozone followed by treatment with activated carbon and/or an ion-exchange resin |
| US5202481A (en) * | 1987-12-23 | 1993-04-13 | Hoechst Celanese Corporation | Purification of acetic acid produced by the low water carbonylation of methanol by treatment with ozone |
| DE3823645C1 (fr) * | 1988-07-13 | 1989-11-30 | Hoechst Ag | |
| DE3903909A1 (de) * | 1989-02-10 | 1990-08-16 | Hoechst Ag | Verfahren zur entfernung metallischer korrosionsprodukte aus einer bei der carbonylierung von methanol und/oder methylacetat und/oder dimethylether anfallenden, verunreinigten katalysatorloesung |
| GB8904125D0 (en) † | 1989-02-23 | 1989-04-05 | British Petroleum Co Plc | Process for preparing carboxylic acids |
| US5218143A (en) * | 1989-02-23 | 1993-06-08 | The British Petroleum Company P.L.C. | Process for preparing carboxylic acids |
| DE4034501A1 (de) * | 1990-10-30 | 1992-05-07 | Hoechst Ag | Verfahren zur entfernung metallischer korrosionsprodukte aus wasserfrei betriebenen carbonylierungsreaktionen |
| GB9122168D0 (en) * | 1991-10-18 | 1991-11-27 | Bp Chem Int Ltd | Process |
| GB9211671D0 (en) * | 1992-06-02 | 1992-07-15 | Bp Chem Int Ltd | Process |
| GB9305902D0 (en) * | 1993-03-22 | 1993-05-12 | Bp Chem Int Ltd | Process |
| CN1043013C (zh) * | 1993-06-24 | 1999-04-21 | 黑龙江省科学院石油化学研究所 | 醋酸溶液中钴锰离子的离子交换回收方法 |
| US5352415A (en) * | 1993-09-29 | 1994-10-04 | Hoechst Celanese Corporation | Control system for acetic acid manufacturing process |
| US5625095A (en) * | 1994-06-15 | 1997-04-29 | Daicel Chemical Industries, Ltd. | Process for producing high purity acetic acid |
| HUP9901881A3 (en) * | 1995-10-27 | 1999-12-28 | Hoechst Celanese Corp Somervil | Process for improving productivity of a carbonylation catalyst solution and improved carbonylation of methanol |
| US6066762A (en) * | 1996-12-30 | 2000-05-23 | Chiyoda Corporation | Process for the production of carbonyl compound |
| GB0410289D0 (en) * | 2004-05-07 | 2004-06-09 | Bp Chem Int Ltd | Process |
| JP4657632B2 (ja) * | 2004-05-27 | 2011-03-23 | ダイセル化学工業株式会社 | カルボン酸の製造方法 |
| CN1309324C (zh) * | 2005-05-16 | 2007-04-11 | 索连江 | 保健食品香烟及其制备方法 |
| US8835681B2 (en) | 2010-06-14 | 2014-09-16 | Celanese International Corporation | Methanol carbonylation process with rhodium catalyst and a lanthanide metal co-catalyst |
| CN103038206B (zh) | 2010-06-14 | 2016-10-05 | 塞拉尼斯国际公司 | 羰基化方法 |
| US8785684B2 (en) | 2010-06-14 | 2014-07-22 | Celanese International Corporation | Methanol carbonylation process with rhodium catalyst, an iodide salt and a metallic co-catalyst selected from transition metals, indium, strontium, barium, zinc, tin and heteropoly acids |
| US8378141B2 (en) | 2010-08-16 | 2013-02-19 | Celanese International Corporation | Process and system for supplying vapor from drying column to light ends column |
| US8461379B2 (en) | 2010-10-12 | 2013-06-11 | Celanese International Corporation | Production of acetic acid comprising feeding at least one reactant to a recycle stream |
| RS58425B1 (sr) | 2010-10-13 | 2019-04-30 | Celanese Int Corp | Postupak za obnavljanje halogenih promotera i uklanjanje jedinjenja koja redukuju permanganat |
| US8637698B2 (en) | 2010-11-19 | 2014-01-28 | Celanese International Corporation | Production of acetic acid with an increased production rate |
| WO2012081417A1 (fr) | 2010-12-15 | 2012-06-21 | 株式会社ダイセル | Procédé de production d'acide acétique |
| EP2705019B1 (fr) * | 2011-05-05 | 2016-01-20 | Celanese International Corporation | Élimination d'aromatiques dans procédé de carbonylation |
| US8697908B2 (en) | 2011-05-05 | 2014-04-15 | Celanese International Corporation | Removal of amine compounds from carbonylation process stream containing corrosion metal contaminants |
| TWI547477B (zh) | 2012-03-14 | 2016-09-01 | 大賽璐股份有限公司 | 醋酸之製造方法 |
| US8859810B2 (en) | 2012-08-21 | 2014-10-14 | Celanese International Corporation | Process for recovering permanganate reducing compounds from an acetic acid production process |
| KR102493819B1 (ko) | 2014-11-14 | 2023-01-30 | 셀라니즈 인터내셔날 코포레이션 | 철을 제거하는 것에 의하여 아세트산 수율을 개선하기 위한 방법 |
| US9540302B2 (en) | 2015-04-01 | 2017-01-10 | Celanese International Corporation | Processes for producing acetic acid |
| US9540303B2 (en) * | 2015-04-01 | 2017-01-10 | Celanese International Corporation | Processes for producing acetic acid |
| CA2990613C (fr) * | 2015-06-23 | 2019-04-09 | Lyondellbasell Acetyls, Llc | Resines d'elimination d'halogenures chargees d'argent pour le traitement de solutions contenant des halogenures |
| US9957216B2 (en) | 2015-11-13 | 2018-05-01 | Celanese International Corporation | Processes for producing acetic acid |
| JP6786308B2 (ja) * | 2016-08-30 | 2020-11-18 | 月島環境エンジニアリング株式会社 | 陽イオン交換樹脂の再生方法、被処理液の処理方法及び陽イオン交換樹脂を含む処理設備 |
| CN109467499B (zh) * | 2018-08-03 | 2025-01-10 | 天津大学 | 聚乙烯醇母液回收过程中醋酸甲酯水解与醋酸精制的防腐工艺及装置 |
| CN110078612B (zh) * | 2019-06-06 | 2021-09-07 | 上海华谊（集团）公司 | 催化剂循环液的纯化方法 |
| CN110124755B (zh) * | 2019-06-06 | 2021-12-17 | 上海华谊（集团）公司 | 链烷酸的制造方法 |
| JP7641198B2 (ja) * | 2021-07-14 | 2025-03-06 | オルガノ株式会社 | リチウム水溶液の精製方法 |
| CN116159488B (zh) * | 2022-12-30 | 2025-09-30 | 上海浦景化工新材料有限公司 | 一种甲醇低压羰基化制备醋酸的系统及方法 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4007130A (en) * | 1975-12-29 | 1977-02-08 | Monsanto Company | Catalyst regeneration method |
| DE2614799C2 (de) * | 1976-04-06 | 1986-02-27 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Regenerierung von Rhodium enthaltenden Katalysatoren durch Behandeln von rhodiumhaltigen Destillationsrückständen von Hydroformylierungsgemischen |
| DE2950318C2 (de) * | 1979-12-14 | 1982-02-25 | Dynamit Nobel Ag, 5210 Troisdorf | Gewinnung und Wiederverwendung von Kobalt- oder Kobalt und Manganverbindungen aus dem Witten-DMT-Prozeß |
| US4388217A (en) * | 1980-11-24 | 1983-06-14 | Eastman Kodak Company | Process for the recovery of catalyst values |
| CA1228867A (fr) * | 1984-05-03 | 1987-11-03 | Celanese Corporation | Carbonylation du methanol |
-
1986
- 1986-10-14 US US06/918,740 patent/US4894477A/en not_active Expired - Lifetime
-
1987
- 1987-10-02 AU AU79319/87A patent/AU620020B2/en not_active Expired
- 1987-10-05 CA CA000548577A patent/CA1306237C/fr not_active Expired - Lifetime
- 1987-10-13 MX MX008816A patent/MX165480B/es unknown
- 1987-10-13 DE DE8787309013T patent/DE3774393D1/de not_active Expired - Lifetime
- 1987-10-13 AT AT87309013T patent/ATE69176T1/de not_active IP Right Cessation
- 1987-10-13 EP EP87309013A patent/EP0265140B1/fr not_active Expired - Lifetime
- 1987-10-13 ES ES198787309013T patent/ES2027299T3/es not_active Expired - Lifetime
- 1987-10-14 BR BR8705501A patent/BR8705501A/pt not_active IP Right Cessation
- 1987-10-14 JP JP62257478A patent/JPH0811199B2/ja not_active Expired - Fee Related
- 1987-10-14 CN CN87106904A patent/CN1017314B/zh not_active Expired
- 1987-10-14 DD DD87307941A patent/DD266282A5/de not_active IP Right Cessation
-
1991
- 1991-11-07 GR GR91401687T patent/GR3003078T3/el unknown
-
1992
- 1992-02-11 CN CN92100807A patent/CN1029841C/zh not_active Expired - Lifetime
- 1992-02-29 SG SG203/92A patent/SG20392G/en unknown
- 1992-05-07 HK HK330/92A patent/HK33092A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BR8705501A (pt) | 1988-05-24 |
| US4894477A (en) | 1990-01-16 |
| EP0265140B1 (fr) | 1991-11-06 |
| SG20392G (en) | 1992-04-16 |
| CA1306237C (fr) | 1992-08-11 |
| ES2027299T3 (es) | 1992-06-01 |
| EP0265140A1 (fr) | 1988-04-27 |
| GR3003078T3 (en) | 1993-02-17 |
| JPS63116746A (ja) | 1988-05-21 |
| MX165480B (es) | 1992-11-13 |
| CN1017314B (zh) | 1992-07-08 |
| CN87106904A (zh) | 1988-07-20 |
| CN1029841C (zh) | 1995-09-27 |
| CN1062721A (zh) | 1992-07-15 |
| ATE69176T1 (de) | 1991-11-15 |
| AU620020B2 (en) | 1992-02-13 |
| JPH0811199B2 (ja) | 1996-02-07 |
| AU7931987A (en) | 1988-04-21 |
| HK33092A (en) | 1992-05-15 |
| DE3774393D1 (de) | 1991-12-12 |
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