TWI221836B - Improved process for the production of vinyl acetate - Google Patents
Improved process for the production of vinyl acetate Download PDFInfo
- Publication number
- TWI221836B TWI221836B TW088113059A TW88113059A TWI221836B TW I221836 B TWI221836 B TW I221836B TW 088113059 A TW088113059 A TW 088113059A TW 88113059 A TW88113059 A TW 88113059A TW I221836 B TWI221836 B TW I221836B
- Authority
- TW
- Taiwan
- Prior art keywords
- reactor
- ethylene
- bar
- patent application
- acetic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 35
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 26
- 230000008569 process Effects 0.000 title abstract description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 117
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 78
- 239000005977 Ethylene Substances 0.000 claims abstract description 78
- 239000007789 gas Substances 0.000 claims abstract description 37
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000001301 oxygen Substances 0.000 claims abstract description 22
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 22
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims description 65
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 39
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 36
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
- 239000000203 mixture Substances 0.000 claims description 20
- 239000000047 product Substances 0.000 claims description 19
- 239000001569 carbon dioxide Substances 0.000 claims description 18
- 229910002092 carbon dioxide Inorganic materials 0.000 claims description 18
- 239000000463 material Substances 0.000 claims description 17
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 14
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- 239000010931 gold Substances 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- 239000000126 substance Substances 0.000 claims description 9
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 8
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 8
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 7
- 229910052737 gold Inorganic materials 0.000 claims description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 6
- 239000006227 byproduct Substances 0.000 claims description 6
- 230000002079 cooperative effect Effects 0.000 claims description 6
- 229910052763 palladium Inorganic materials 0.000 claims description 6
- 239000011261 inert gas Substances 0.000 claims description 5
- 238000011084 recovery Methods 0.000 claims description 5
- 229910052786 argon Inorganic materials 0.000 claims description 4
- 229910052759 nickel Inorganic materials 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 235000019441 ethanol Nutrition 0.000 claims description 3
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 3
- 150000002602 lanthanoids Chemical class 0.000 claims description 3
- 229910052723 transition metal Inorganic materials 0.000 claims description 3
- 150000003624 transition metals Chemical class 0.000 claims description 3
- 239000012528 membrane Substances 0.000 claims description 2
- 238000010791 quenching Methods 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- YZCKVEUIGOORGS-NJFSPNSNSA-N Tritium Chemical compound [3H] YZCKVEUIGOORGS-NJFSPNSNSA-N 0.000 claims 1
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims 1
- 229960003750 ethyl chloride Drugs 0.000 claims 1
- 229910052722 tritium Inorganic materials 0.000 claims 1
- 235000011054 acetic acid Nutrition 0.000 description 27
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- 239000002245 particle Substances 0.000 description 8
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 239000012153 distilled water Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 150000002739 metals Chemical class 0.000 description 5
- 239000000376 reactant Substances 0.000 description 5
- OQLZINXFSUDMHM-UHFFFAOYSA-N Acetamidine Chemical compound CC(N)=N OQLZINXFSUDMHM-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000009826 distribution Methods 0.000 description 4
- 239000011148 porous material Substances 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000002347 injection Methods 0.000 description 3
- 239000007924 injection Substances 0.000 description 3
- 229910052814 silicon oxide Inorganic materials 0.000 description 3
- 239000007921 spray Substances 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 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 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229910003244 Na2PdCl4 Inorganic materials 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- CBJHPWGNQLOEPT-UHFFFAOYSA-N ethenyl acetate Chemical compound CC(=O)OC=C.CC(=O)OC=C CBJHPWGNQLOEPT-UHFFFAOYSA-N 0.000 description 2
- 229940117927 ethylene oxide Drugs 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000004005 microsphere Substances 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- GPNDARIEYHPYAY-UHFFFAOYSA-N palladium(ii) nitrate Chemical compound [Pd+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O GPNDARIEYHPYAY-UHFFFAOYSA-N 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 235000011056 potassium acetate Nutrition 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- WDJSTKACSQOTNH-UHFFFAOYSA-M C[Au+]C.CC([O-])=O Chemical compound C[Au+]C.CC([O-])=O WDJSTKACSQOTNH-UHFFFAOYSA-M 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- -1 H2Pdcl4 Chemical compound 0.000 description 1
- 229910004042 HAuCl4 Inorganic materials 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 150000001243 acetic acids Chemical class 0.000 description 1
- 239000000443 aerosol Substances 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
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- VPYPCHSGWXCVII-UHFFFAOYSA-L barium(2+);3-oxobutanoate Chemical compound [Ba+2].CC(=O)CC([O-])=O.CC(=O)CC([O-])=O VPYPCHSGWXCVII-UHFFFAOYSA-L 0.000 description 1
- 230000009286 beneficial effect 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
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000000875 corresponding effect Effects 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 150000002344 gold compounds Chemical class 0.000 description 1
- OTCKNHQTLOBDDD-UHFFFAOYSA-K gold(3+);triacetate Chemical compound [Au+3].CC([O-])=O.CC([O-])=O.CC([O-])=O OTCKNHQTLOBDDD-UHFFFAOYSA-K 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910002094 inorganic tetrachloropalladate Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 238000009688 liquid atomisation Methods 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
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- YJVFFLUZDVXJQI-UHFFFAOYSA-L palladium(ii) acetate Chemical compound [Pd+2].CC([O-])=O.CC([O-])=O YJVFFLUZDVXJQI-UHFFFAOYSA-L 0.000 description 1
- 229910021426 porous silicon Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 229910002093 potassium tetrachloropalladate(II) Inorganic materials 0.000 description 1
- 238000009790 rate-determining step (RDS) 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
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000005476 size effect Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/007—Esters of unsaturated alcohols having the esterified hydroxy group bound to an acyclic carbon atom
- C07C69/01—Vinyl esters
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Materials For Medical Uses (AREA)
- Biological Depolymerization Polymers (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9817362.8A GB9817362D0 (en) | 1998-08-11 | 1998-08-11 | Improved process for the production if vinyl acetate |
| CA002281377A CA2281377C (en) | 1998-08-11 | 1999-09-07 | Improved process for the production of vinyl acetate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TWI221836B true TWI221836B (en) | 2004-10-11 |
Family
ID=25681182
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW088113059A TWI221836B (en) | 1998-08-11 | 1999-07-30 | Improved process for the production of vinyl acetate |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US6342628B1 (enExample) |
| EP (1) | EP0985657B1 (enExample) |
| JP (1) | JP4500379B2 (enExample) |
| KR (1) | KR100696149B1 (enExample) |
| CN (1) | CN1144776C (enExample) |
| AT (1) | ATE251107T1 (enExample) |
| BR (1) | BR9916140A (enExample) |
| CA (1) | CA2281377C (enExample) |
| DE (1) | DE69911707T2 (enExample) |
| ES (1) | ES2209336T3 (enExample) |
| GB (1) | GB9817362D0 (enExample) |
| ID (1) | ID23271A (enExample) |
| NO (1) | NO313278B1 (enExample) |
| RU (1) | RU2223942C2 (enExample) |
| SA (1) | SA99200623B1 (enExample) |
| SG (1) | SG85662A1 (enExample) |
| TR (1) | TR199901913A2 (enExample) |
| TW (1) | TWI221836B (enExample) |
| UA (1) | UA66781C2 (enExample) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6534438B1 (en) * | 2000-07-26 | 2003-03-18 | Bp Chemicals Limited | Catalyst composition |
| GB0020523D0 (en) * | 2000-08-18 | 2000-10-11 | Bp Chem Int Ltd | Process |
| CA2448322A1 (en) | 2001-03-30 | 2002-10-10 | Shell Internationale Research Maatschappij B.V. | Process for preparing a group viii-metal containing catalyst, use thereof for preparing an alkenyl carboxylate |
| GB0205016D0 (en) * | 2002-03-04 | 2002-04-17 | Bp Chem Int Ltd | Process |
| GB0205014D0 (en) * | 2002-03-04 | 2002-04-17 | Bp Chem Int Ltd | Process |
| JP4421201B2 (ja) | 2002-03-27 | 2010-02-24 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | 触媒を調製する方法、触媒、および触媒の使用 |
| TW201240725A (en) * | 2003-12-19 | 2012-10-16 | Celanese Int Corp | Layered support material for catalysts |
| US7465823B2 (en) * | 2004-03-17 | 2008-12-16 | Celanese International Corporation | Utilization of acetic acid reaction heat in other process plants |
| DE102004018284A1 (de) | 2004-04-15 | 2005-11-03 | Wacker-Chemie Gmbh | Verfahren zur Ethylen-Rückgewinnung in einem Kreisgasprozess zur Herstellung von Vinylacetat |
| ZA200704864B (en) * | 2004-12-20 | 2008-08-27 | Celanese Int Corp | Modified support materials for catalysts |
| US8227369B2 (en) | 2005-05-25 | 2012-07-24 | Celanese International Corp. | Layered composition and processes for preparing and using the composition |
| DE102006038689B4 (de) * | 2006-08-17 | 2015-01-22 | Celanese Chemicals Europe Gmbh | Verfahren zur Aufarbeitung von Vinylacetat |
| PL2365959T3 (pl) | 2008-12-13 | 2013-04-30 | Celanese Chemicals Europe Gmbh | Sposób wytwarzania octanu winylu |
| RU2477268C1 (ru) * | 2008-12-13 | 2013-03-10 | Силаниз Кемикалз Юроп Гмбх | Способ получения винилацетата |
| CN102516006B (zh) * | 2011-11-11 | 2014-07-02 | 天津大学 | 醋酸乙烯生产过程乙烯回收方法及装置 |
| CN102381966A (zh) * | 2011-11-11 | 2012-03-21 | 天津大学 | 一种醋酸乙烯生产方法 |
| SG11201501463QA (en) * | 2012-09-06 | 2015-03-30 | Celanese Int Corp | Processes for producing vinyl acetate |
| DE102013225114A1 (de) * | 2013-12-06 | 2015-06-11 | Wacker Chemie Ag | Verfahren zur Herstellung von Vinylacetat mit inhibierter Nebenproduktbildung |
| CN205398270U (zh) * | 2016-02-26 | 2016-07-27 | 盐城市华鸥实业有限公司 | 一种用于化学废水的回收及多级处理玻璃装置 |
| CN115745794B (zh) | 2022-11-16 | 2023-06-20 | 天津大学 | 乙烯法醋酸乙烯生产工艺及装置 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1598868A (enExample) * | 1968-07-22 | 1970-07-06 | ||
| US4158737A (en) * | 1976-12-14 | 1979-06-19 | National Distillers And Chemical Corp. | Vinyl acetate preparation |
| DE2855283A1 (de) | 1978-12-21 | 1980-07-17 | Hoechst Ag | Verfahren zur herstellung von vinylacetat |
| DE69101032T2 (de) | 1990-07-03 | 1994-08-11 | Kuraray Co | Katalysator und Verfahren zur Herstellung von ungesättigten Estern. |
| JP3285605B2 (ja) * | 1992-04-20 | 2002-05-27 | 三井化学株式会社 | フェノールおよび酢酸ビニルの併産法 |
| DE69511464T2 (de) * | 1994-06-02 | 1999-12-16 | The Standard Oil Co., Cleveland | Fliessbett-Verfahren zur Acetoxylierung von Äthylen zur Herstellung von Vinylacetat |
| US5550281A (en) * | 1994-06-02 | 1996-08-27 | Cirjak; Larry M. | Fluid bed process for the acetoxylation of ethylene in the production of vinyl acetate |
| GB9616573D0 (en) * | 1996-08-07 | 1996-09-25 | Bp Chem Int Ltd | Process |
| GB9625599D0 (en) * | 1996-12-10 | 1997-01-29 | Bp Chem Int Ltd | Process |
-
1998
- 1998-08-11 GB GBGB9817362.8A patent/GB9817362D0/en not_active Ceased
-
1999
- 1999-07-23 ES ES99305876T patent/ES2209336T3/es not_active Expired - Lifetime
- 1999-07-23 EP EP99305876A patent/EP0985657B1/en not_active Expired - Lifetime
- 1999-07-23 AT AT99305876T patent/ATE251107T1/de not_active IP Right Cessation
- 1999-07-23 DE DE69911707T patent/DE69911707T2/de not_active Expired - Lifetime
- 1999-07-29 US US09/363,012 patent/US6342628B1/en not_active Expired - Lifetime
- 1999-07-30 TW TW088113059A patent/TWI221836B/zh not_active IP Right Cessation
- 1999-08-05 SG SG9903771A patent/SG85662A1/en unknown
- 1999-08-09 KR KR1019990032617A patent/KR100696149B1/ko not_active Expired - Fee Related
- 1999-08-10 RU RU99117537/04A patent/RU2223942C2/ru not_active IP Right Cessation
- 1999-08-10 NO NO19993842A patent/NO313278B1/no not_active IP Right Cessation
- 1999-08-10 TR TR1999/01913A patent/TR199901913A2/xx unknown
- 1999-08-10 JP JP22699699A patent/JP4500379B2/ja not_active Expired - Fee Related
- 1999-08-11 BR BR9916140-0A patent/BR9916140A/pt not_active Application Discontinuation
- 1999-08-11 UA UA99084613A patent/UA66781C2/xx unknown
- 1999-08-11 CN CNB991191137A patent/CN1144776C/zh not_active Expired - Fee Related
- 1999-08-11 ID IDP990779D patent/ID23271A/id unknown
- 1999-09-07 CA CA002281377A patent/CA2281377C/en not_active Expired - Fee Related
- 1999-09-28 SA SA99200623A patent/SA99200623B1/ar unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE251107T1 (de) | 2003-10-15 |
| BR9916140A (pt) | 2001-07-24 |
| CN1144776C (zh) | 2004-04-07 |
| NO313278B1 (no) | 2002-09-09 |
| EP0985657B1 (en) | 2003-10-01 |
| EP0985657A1 (en) | 2000-03-15 |
| JP2000063326A (ja) | 2000-02-29 |
| US6342628B1 (en) | 2002-01-29 |
| SA99200623B1 (ar) | 2006-08-20 |
| DE69911707D1 (de) | 2003-11-06 |
| TR199901913A3 (tr) | 2000-05-22 |
| TR199901913A2 (xx) | 2000-05-22 |
| ES2209336T3 (es) | 2004-06-16 |
| DE69911707T2 (de) | 2004-04-29 |
| RU2223942C2 (ru) | 2004-02-20 |
| ID23271A (id) | 2000-04-05 |
| GB9817362D0 (en) | 1998-10-07 |
| SG85662A1 (en) | 2002-01-15 |
| KR100696149B1 (ko) | 2007-03-19 |
| CA2281377A1 (en) | 2001-03-07 |
| NO993842L (no) | 2000-02-14 |
| CA2281377C (en) | 2008-12-09 |
| KR20000017198A (ko) | 2000-03-25 |
| CN1248571A (zh) | 2000-03-29 |
| UA66781C2 (en) | 2004-06-15 |
| JP4500379B2 (ja) | 2010-07-14 |
| NO993842D0 (no) | 1999-08-10 |
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| MM4A | Annulment or lapse of patent due to non-payment of fees |