DE1618685A1 - Verfahren zur kontinuierlichen Herstellung ungesaettigter Aldehyde oder ungesaettigter Nitrile aus Monoolefinen und Sauerstoff oder Ammoniak und Sauerstoff - Google Patents
Verfahren zur kontinuierlichen Herstellung ungesaettigter Aldehyde oder ungesaettigter Nitrile aus Monoolefinen und Sauerstoff oder Ammoniak und SauerstoffInfo
- Publication number
- DE1618685A1 DE1618685A1 DE19671618685 DE1618685A DE1618685A1 DE 1618685 A1 DE1618685 A1 DE 1618685A1 DE 19671618685 DE19671618685 DE 19671618685 DE 1618685 A DE1618685 A DE 1618685A DE 1618685 A1 DE1618685 A1 DE 1618685A1
- Authority
- DE
- Germany
- Prior art keywords
- oxygen
- catalyst
- cyclone
- ammonia
- reaction
- 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.)
- Granted
Links
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 title claims description 40
- 239000001301 oxygen Substances 0.000 title claims description 40
- 229910052760 oxygen Inorganic materials 0.000 title claims description 40
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 17
- 229910021529 ammonia Inorganic materials 0.000 title claims description 9
- 150000001299 aldehydes Chemical class 0.000 title claims description 3
- 238000010924 continuous production Methods 0.000 title claims description 3
- 150000005673 monoalkenes Chemical class 0.000 title description 3
- 150000002825 nitriles Chemical class 0.000 title 1
- 239000003054 catalyst Substances 0.000 claims description 58
- 238000006243 chemical reaction Methods 0.000 claims description 38
- 239000007789 gas Substances 0.000 claims description 16
- 230000008929 regeneration Effects 0.000 claims description 9
- 238000011069 regeneration method Methods 0.000 claims description 9
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 claims description 8
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 238000007254 oxidation reaction Methods 0.000 claims description 7
- 230000003647 oxidation Effects 0.000 claims description 6
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 5
- GYCMBHHDWRMZGG-UHFFFAOYSA-N Methylacrylonitrile Chemical compound CC(=C)C#N GYCMBHHDWRMZGG-UHFFFAOYSA-N 0.000 claims description 3
- 239000002245 particle Substances 0.000 claims description 3
- STNJBCKSHOAVAJ-UHFFFAOYSA-N Methacrolein Chemical compound CC(=C)C=O STNJBCKSHOAVAJ-UHFFFAOYSA-N 0.000 claims description 2
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000004927 clay Substances 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000012808 vapor phase Substances 0.000 claims 1
- 238000012795 verification Methods 0.000 claims 1
- JTJMJGYZQZDUJJ-UHFFFAOYSA-N phencyclidine Chemical class C1CCCCN1C1(C=2C=CC=CC=2)CCCCC1 JTJMJGYZQZDUJJ-UHFFFAOYSA-N 0.000 description 16
- 230000000694 effects Effects 0.000 description 9
- 239000000203 mixture Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- HGINCPLSRVDWNT-UHFFFAOYSA-N Acrolein Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- -1 acrylonitrile carbon dioxide acrylonitrile propylene Chemical group 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- DNTNJICBAIFMQT-UHFFFAOYSA-G aluminum;calcium;magnesium;carbonate;pentahydroxide Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[Mg+2].[Al+3].[Ca+2].[O-]C([O-])=O DNTNJICBAIFMQT-UHFFFAOYSA-G 0.000 description 1
- 229910002090 carbon oxide Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000009849 deactivation Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000008246 gaseous mixture Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000001172 regenerating effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 238000010025 steaming Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/26—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing carbon-to-carbon multiple bonds, e.g. unsaturated aldehydes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
- C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
- C07C45/35—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1724666 | 1966-04-28 | ||
| IT1724666 | 1966-04-28 | ||
| DEM0073692 | 1967-04-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1618685A1 true DE1618685A1 (de) | 1972-04-13 |
| DE1618685C DE1618685C (cs) | 1973-06-20 |
Family
ID=11150017
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671618685 Granted DE1618685A1 (de) | 1966-04-28 | 1967-04-21 | Verfahren zur kontinuierlichen Herstellung ungesaettigter Aldehyde oder ungesaettigter Nitrile aus Monoolefinen und Sauerstoff oder Ammoniak und Sauerstoff |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE697662A (cs) |
| DE (1) | DE1618685A1 (cs) |
| ES (1) | ES340383A1 (cs) |
| GR (1) | GR34499B (cs) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2435031A1 (de) * | 1973-08-20 | 1975-02-27 | Standard Oil Co Ohio | Verfahren zur oxydativen umwandlung von kohlenwasserstoffverbindungen |
-
1967
- 1967-04-21 DE DE19671618685 patent/DE1618685A1/de active Granted
- 1967-04-24 GR GR670134499A patent/GR34499B/el unknown
- 1967-04-25 ES ES340383A patent/ES340383A1/es not_active Expired
- 1967-04-27 BE BE697662D patent/BE697662A/fr unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2435031A1 (de) * | 1973-08-20 | 1975-02-27 | Standard Oil Co Ohio | Verfahren zur oxydativen umwandlung von kohlenwasserstoffverbindungen |
Also Published As
| Publication number | Publication date |
|---|---|
| ES340383A1 (es) | 1968-06-01 |
| BE697662A (cs) | 1967-10-27 |
| GR34499B (el) | 1968-05-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8339 | Ceased/non-payment of the annual fee |