DE1768769B1 - Verfahren zur Herstellung von Essigsaeure - Google Patents
Verfahren zur Herstellung von EssigsaeureInfo
- Publication number
- DE1768769B1 DE1768769B1 DE19681768769 DE1768769A DE1768769B1 DE 1768769 B1 DE1768769 B1 DE 1768769B1 DE 19681768769 DE19681768769 DE 19681768769 DE 1768769 A DE1768769 A DE 1768769A DE 1768769 B1 DE1768769 B1 DE 1768769B1
- Authority
- DE
- Germany
- Prior art keywords
- vanadium
- propene
- oxidation
- nitric acid
- acetic acid
- 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.)
- Withdrawn
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims description 36
- 238000000034 method Methods 0.000 title claims description 11
- 238000004519 manufacturing process Methods 0.000 title claims 3
- QQONPFPTGQHPMA-UHFFFAOYSA-N Propene Chemical compound CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 48
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 229910017604 nitric acid Inorganic materials 0.000 claims description 16
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 12
- 239000007789 gas Substances 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous oxide Inorganic materials [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 5
- 235000006408 oxalic acid Nutrition 0.000 claims description 4
- 239000011521 glass Substances 0.000 claims description 3
- 229910052720 vanadium Inorganic materials 0.000 claims 12
- 230000003647 oxidation Effects 0.000 claims 11
- 238000007254 oxidation reaction Methods 0.000 claims 11
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 claims 11
- 230000015572 biosynthetic process Effects 0.000 claims 5
- 239000003054 catalyst Substances 0.000 claims 4
- 150000003681 vanadium Chemical class 0.000 claims 4
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims 2
- 239000003513 alkali Substances 0.000 claims 2
- -1 vanadium halides Chemical class 0.000 claims 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims 1
- 229910019142 PO4 Inorganic materials 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- AZFUOHYXCLYSQJ-UHFFFAOYSA-N [V+5].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O Chemical compound [V+5].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O AZFUOHYXCLYSQJ-UHFFFAOYSA-N 0.000 claims 1
- IKHGUXGNUITLKF-XPULMUKRSA-N acetaldehyde Chemical compound [14CH]([14CH3])=O IKHGUXGNUITLKF-XPULMUKRSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 230000003197 catalytic effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 210000003608 fece Anatomy 0.000 claims 1
- 229940071125 manganese acetate Drugs 0.000 claims 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 claims 1
- 150000002894 organic compounds Chemical class 0.000 claims 1
- FQNVMXHTEUCCGE-UHFFFAOYSA-N oxalic acid;prop-1-ene Chemical compound CC=C.OC(=O)C(O)=O FQNVMXHTEUCCGE-UHFFFAOYSA-N 0.000 claims 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims 1
- 239000010452 phosphate Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 239000012429 reaction media Substances 0.000 description 2
- 239000011541 reaction mixture Substances 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
- RCTYPNKXASFOBE-UHFFFAOYSA-M chloromercury Chemical compound [Hg]Cl RCTYPNKXASFOBE-UHFFFAOYSA-M 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000004868 gas analysis Methods 0.000 description 1
- 239000005337 ground glass Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 238000010405 reoxidation reaction Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- CMZUMMUJMWNLFH-UHFFFAOYSA-N sodium metavanadate Chemical compound [Na+].[O-][V](=O)=O CMZUMMUJMWNLFH-UHFFFAOYSA-N 0.000 description 1
- 238000001256 steam distillation Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
- C07C51/275—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids of hydrocarbyl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR112277 | 1967-06-28 | ||
| FR121027A FR94209E (fr) | 1967-06-28 | 1967-09-14 | Procédé de préparation d'acide acétique. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1768769B1 true DE1768769B1 (de) | 1972-03-09 |
Family
ID=26177701
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19681768769 Withdrawn DE1768769B1 (de) | 1967-06-28 | 1968-06-28 | Verfahren zur Herstellung von Essigsaeure |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US3661988A (enExample) |
| BE (1) | BE717192A (enExample) |
| DE (1) | DE1768769B1 (enExample) |
| ES (1) | ES355562A1 (enExample) |
| FR (2) | FR1555541A (enExample) |
| GB (1) | GB1183668A (enExample) |
| LU (1) | LU56349A1 (enExample) |
| NL (3) | NL6808697A (enExample) |
| SE (1) | SE355566B (enExample) |
| SU (1) | SU368740A3 (enExample) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1173887B (de) * | 1961-09-26 | 1964-07-16 | Stamicarbon | Verfahren zur Herstellung von Essigsaeure durch katalytische Oxydation von Propylen |
| DE1188072B (de) * | 1962-06-26 | 1965-03-04 | Stamicarbon | Verfahren zur Herstellung von Essigsaeure durch katalytische Oxydation von Propylen |
| DE1216864B (de) * | 1964-05-15 | 1966-05-18 | Ruhrchemie Ag | Verfahren zur Herstellung von vorwiegend Essigsaeure enthaltenden Gemischen durch katalytische Oxydation von Propylen |
| FR1493032A (fr) * | 1966-07-12 | 1967-08-25 | Rhone Poulenc Sa | Procédé de préparation d'acide acétique |
-
0
- NL NL136245D patent/NL136245C/xx active
- NL NL135035D patent/NL135035C/xx active
-
1967
- 1967-06-28 FR FR112277A patent/FR1555541A/fr not_active Expired
- 1967-09-14 FR FR121027A patent/FR94209E/fr not_active Expired
-
1968
- 1968-06-20 NL NL6808697A patent/NL6808697A/xx unknown
- 1968-06-24 US US739456A patent/US3661988A/en not_active Expired - Lifetime
- 1968-06-25 SE SE08586/68A patent/SE355566B/xx unknown
- 1968-06-26 BE BE717192D patent/BE717192A/xx unknown
- 1968-06-27 GB GB30792/68A patent/GB1183668A/en not_active Expired
- 1968-06-27 LU LU56349D patent/LU56349A1/xx unknown
- 1968-06-28 DE DE19681768769 patent/DE1768769B1/de not_active Withdrawn
- 1968-06-28 ES ES355562A patent/ES355562A1/es not_active Expired
- 1968-06-28 SU SU1252286A patent/SU368740A3/ru active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1173887B (de) * | 1961-09-26 | 1964-07-16 | Stamicarbon | Verfahren zur Herstellung von Essigsaeure durch katalytische Oxydation von Propylen |
| DE1188072B (de) * | 1962-06-26 | 1965-03-04 | Stamicarbon | Verfahren zur Herstellung von Essigsaeure durch katalytische Oxydation von Propylen |
| DE1216864B (de) * | 1964-05-15 | 1966-05-18 | Ruhrchemie Ag | Verfahren zur Herstellung von vorwiegend Essigsaeure enthaltenden Gemischen durch katalytische Oxydation von Propylen |
| FR1493032A (fr) * | 1966-07-12 | 1967-08-25 | Rhone Poulenc Sa | Procédé de préparation d'acide acétique |
Also Published As
| Publication number | Publication date |
|---|---|
| FR94209E (fr) | 1969-07-18 |
| US3661988A (en) | 1972-05-09 |
| SE355566B (enExample) | 1973-04-30 |
| BE717192A (enExample) | 1968-12-27 |
| NL135035C (enExample) | |
| NL136245C (enExample) | |
| ES355562A1 (es) | 1970-03-01 |
| LU56349A1 (enExample) | 1969-04-25 |
| GB1183668A (en) | 1970-03-11 |
| NL6808697A (enExample) | 1968-12-30 |
| SU368740A3 (enExample) | 1973-01-26 |
| FR1555541A (enExample) | 1969-01-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| E77 | Valid patent as to the heymanns-index 1977 | ||
| EHJ | Ceased/non-payment of the annual fee |