NO131073B - - Google Patents
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- Publication number
- NO131073B NO131073B NO01926/69A NO192669A NO131073B NO 131073 B NO131073 B NO 131073B NO 01926/69 A NO01926/69 A NO 01926/69A NO 192669 A NO192669 A NO 192669A NO 131073 B NO131073 B NO 131073B
- Authority
- NO
- Norway
- Prior art keywords
- vinyl acetate
- acetic acid
- column
- water
- reaction
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 127
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 67
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 66
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 17
- 238000004821 distillation Methods 0.000 claims description 15
- 238000000034 method Methods 0.000 claims description 15
- 239000007788 liquid Substances 0.000 claims description 12
- 238000010533 azeotropic distillation Methods 0.000 claims description 4
- 239000000047 product Substances 0.000 description 30
- 238000006243 chemical reaction Methods 0.000 description 20
- 239000007789 gas Substances 0.000 description 16
- 239000003054 catalyst Substances 0.000 description 12
- 238000004519 manufacturing process Methods 0.000 description 11
- 229920000642 polymer Polymers 0.000 description 11
- 239000012071 phase Substances 0.000 description 10
- 238000009835 boiling Methods 0.000 description 9
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 8
- 239000005977 Ethylene Substances 0.000 description 8
- 239000007795 chemical reaction product Substances 0.000 description 7
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 6
- 150000001242 acetic acid derivatives Chemical class 0.000 description 6
- 238000001816 cooling Methods 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000003513 alkali Substances 0.000 description 3
- 239000008346 aqueous phase Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000001704 evaporation Methods 0.000 description 3
- 230000008020 evaporation Effects 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 229910001882 dioxygen Inorganic materials 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 229910000510 noble metal Inorganic materials 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000010970 precious metal Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- -1 500 to 5000 ppm Chemical compound 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000001105 regulatory effect Effects 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
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000005201 scrubbing Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052566 spinel group Inorganic materials 0.000 description 1
- 239000000126 substance Substances 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
- 230000007306 turnover Effects 0.000 description 1
- 239000000052 vinegar Substances 0.000 description 1
- 235000021419 vinegar Nutrition 0.000 description 1
Classifications
-
- 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
-
- 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
- B01D3/34—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping with one or more auxiliary substances
- B01D3/36—Azeotropic distillation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
- C07C67/05—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation
- C07C67/055—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds with oxidation in the presence of platinum group metals or their compounds
-
- 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
- C07C67/62—Use of additives, e.g. for stabilisation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1768412A DE1768412C3 (de) | 1968-05-10 | 1968-05-10 | Verfahren zur Gewinnung von Vinylacetat |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO131073B true NO131073B (it) | 1974-12-23 |
| NO131073C NO131073C (it) | 1975-04-02 |
Family
ID=5699737
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO1926/69A NO131073C (it) | 1968-05-10 | 1969-05-09 |
Country Status (18)
| Country | Link |
|---|---|
| JP (1) | JPS5411287B1 (it) |
| AT (1) | AT292651B (it) |
| BE (1) | BE732822A (it) |
| BG (1) | BG18854A3 (it) |
| BR (1) | BR6908673D0 (it) |
| CH (1) | CH539598A (it) |
| CS (1) | CS150977B2 (it) |
| DE (1) | DE1768412C3 (it) |
| DK (1) | DK127184B (it) |
| ES (1) | ES366991A1 (it) |
| FR (1) | FR2008280A1 (it) |
| GB (1) | GB1271104A (it) |
| LU (1) | LU58600A1 (it) |
| NL (1) | NL6907165A (it) |
| NO (1) | NO131073C (it) |
| PL (1) | PL87130B1 (it) |
| RO (1) | RO55233A (it) |
| SE (1) | SE366023B (it) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2945913A1 (de) * | 1979-11-14 | 1981-06-04 | Hoechst Ag, 6000 Frankfurt | Verfahren zur abtrennung von wasser aus gemischen mit vinylacetat und essigsaeure |
| GB9821970D0 (en) * | 1998-10-08 | 1998-12-02 | Bp Chem Int Ltd | Process for purifying a process system |
| DE102010001097A1 (de) | 2010-01-21 | 2011-07-28 | Wacker Chemie AG, 81737 | Verfahren zur Herstellung von Vinylacetat |
| US8884052B2 (en) * | 2011-12-15 | 2014-11-11 | Celanese International Corporation | Production of diacetoxyethylene by direct acetoxylation |
| US11254636B2 (en) * | 2019-08-05 | 2022-02-22 | Lyondellbasell Acetyls, Llc | Ethyl acetate removal during VAM production |
-
1968
- 1968-05-10 DE DE1768412A patent/DE1768412C3/de not_active Expired
-
1969
- 1969-05-05 RO RO59887A patent/RO55233A/ro unknown
- 1969-05-07 GB GB23224/69A patent/GB1271104A/en not_active Expired
- 1969-05-08 BG BG012201A patent/BG18854A3/xx unknown
- 1969-05-08 CS CS3269*BA patent/CS150977B2/cs unknown
- 1969-05-08 LU LU58600D patent/LU58600A1/xx unknown
- 1969-05-09 NL NL6907165A patent/NL6907165A/xx unknown
- 1969-05-09 SE SE06637/69A patent/SE366023B/xx unknown
- 1969-05-09 DK DK254969AA patent/DK127184B/da unknown
- 1969-05-09 CH CH715169A patent/CH539598A/de not_active IP Right Cessation
- 1969-05-09 ES ES366991A patent/ES366991A1/es not_active Expired
- 1969-05-09 NO NO1926/69A patent/NO131073C/no unknown
- 1969-05-09 JP JP3528269A patent/JPS5411287B1/ja active Pending
- 1969-05-09 BR BR208673/69A patent/BR6908673D0/pt unknown
- 1969-05-09 AT AT446269A patent/AT292651B/de not_active IP Right Cessation
- 1969-05-09 BE BE732822D patent/BE732822A/xx unknown
- 1969-05-09 FR FR6915119A patent/FR2008280A1/fr not_active Withdrawn
- 1969-05-09 PL PL1969133449A patent/PL87130B1/pl unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BG18854A3 (bg) | 1975-03-20 |
| SE366023B (it) | 1974-04-08 |
| AT292651B (de) | 1971-09-10 |
| GB1271104A (en) | 1972-04-19 |
| DE1768412B2 (de) | 1973-11-15 |
| ES366991A1 (es) | 1971-06-16 |
| DE1768412C3 (de) | 1974-06-06 |
| PL87130B1 (it) | 1976-06-30 |
| NL6907165A (it) | 1969-11-12 |
| DE1768412A1 (de) | 1971-09-30 |
| BE732822A (it) | 1969-11-10 |
| JPS5411287B1 (it) | 1979-05-14 |
| NO131073C (it) | 1975-04-02 |
| LU58600A1 (it) | 1969-08-22 |
| FR2008280A1 (it) | 1970-01-16 |
| CH539598A (de) | 1973-07-31 |
| CS150977B2 (it) | 1973-09-17 |
| DK127184B (da) | 1973-10-01 |
| RO55233A (it) | 1973-07-20 |
| BR6908673D0 (pt) | 1973-01-25 |
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