DE2144148A1 - Verfahren zur dehydrierung organischer verbindungen - Google Patents
Verfahren zur dehydrierung organischer verbindungenInfo
- Publication number
- DE2144148A1 DE2144148A1 DE2144148A DE2144148A DE2144148A1 DE 2144148 A1 DE2144148 A1 DE 2144148A1 DE 2144148 A DE2144148 A DE 2144148A DE 2144148 A DE2144148 A DE 2144148A DE 2144148 A1 DE2144148 A1 DE 2144148A1
- Authority
- DE
- Germany
- Prior art keywords
- diameter
- reaction
- mixing
- reactor
- speed
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 18
- 150000002894 organic compounds Chemical class 0.000 title claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 37
- 238000002156 mixing Methods 0.000 claims description 20
- 239000000376 reactant Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- 150000002367 halogens Chemical class 0.000 claims description 9
- 238000006356 dehydrogenation reaction Methods 0.000 claims description 7
- 239000003380 propellant Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910001882 dioxygen Inorganic materials 0.000 claims description 2
- BHIWKHZACMWKOJ-UHFFFAOYSA-N methyl isobutyrate Chemical compound COC(=O)C(C)C BHIWKHZACMWKOJ-UHFFFAOYSA-N 0.000 description 30
- WDAXFOBOLVPGLV-UHFFFAOYSA-N isobutyric acid ethyl ester Natural products CCOC(=O)C(C)C WDAXFOBOLVPGLV-UHFFFAOYSA-N 0.000 description 14
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 9
- 239000011630 iodine Substances 0.000 description 9
- 229910052740 iodine Inorganic materials 0.000 description 9
- 239000007789 gas Substances 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 229910001868 water Inorganic materials 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- XZXYQEHISUMZAT-UHFFFAOYSA-N 2-[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=CC=C(C)C=2)O)=C1 XZXYQEHISUMZAT-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229940107816 ammonium iodide Drugs 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- LRDFRRGEGBBSRN-UHFFFAOYSA-N isobutyronitrile Chemical compound CC(C)C#N LRDFRRGEGBBSRN-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000010791 quenching Methods 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- -1 1-bufcene Chemical compound 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- PRXLCSIMRQFQMX-UHFFFAOYSA-N [O].[I] Chemical compound [O].[I] PRXLCSIMRQFQMX-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229910052729 chemical element Inorganic materials 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003546 flue gas Substances 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229910000043 hydrogen iodide Inorganic materials 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 150000002510 isobutyric acid esters Chemical class 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- PVWOIHVRPOBWPI-UHFFFAOYSA-N n-propyl iodide Chemical compound CCCI PVWOIHVRPOBWPI-UHFFFAOYSA-N 0.000 description 1
- 150000005527 organic iodine compounds Chemical class 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 239000012495 reaction gas Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/42—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor
- C07C5/54—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor with an acceptor system containing at least two compounds provided for in more than one of the sub-groups C07C5/44 - C07C5/50
- C07C5/56—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor with an acceptor system containing at least two compounds provided for in more than one of the sub-groups C07C5/44 - C07C5/50 containing only oxygen and either halogens or halogen-containing compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE788306D BE788306A (fr) | 1971-09-03 | Procede de deshydrogenation de composes organiques | |
| DE2144148A DE2144148A1 (de) | 1971-09-03 | 1971-09-03 | Verfahren zur dehydrierung organischer verbindungen |
| IT28556/72A IT964309B (it) | 1971-09-03 | 1972-08-26 | Processo per la deidrogenazione di composti organici |
| NL7211751A NL7211751A (enExample) | 1971-09-03 | 1972-08-29 | |
| CA150,721A CA1003850A (en) | 1971-09-03 | 1972-08-30 | Dehydrogenation of organic compounds |
| US00285247A US3846472A (en) | 1971-09-03 | 1972-08-31 | Dehydrogenation of organic compounds |
| FR7230911A FR2151025B1 (enExample) | 1971-09-03 | 1972-08-31 | |
| JP47087213A JPS4834102A (enExample) | 1971-09-03 | 1972-09-01 | |
| GB4063772A GB1401544A (en) | 1971-09-03 | 1972-09-01 | Dehydrogenation of organic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2144148A DE2144148A1 (de) | 1971-09-03 | 1971-09-03 | Verfahren zur dehydrierung organischer verbindungen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2144148A1 true DE2144148A1 (de) | 1973-03-08 |
Family
ID=5818569
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2144148A Pending DE2144148A1 (de) | 1971-09-03 | 1971-09-03 | Verfahren zur dehydrierung organischer verbindungen |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3846472A (enExample) |
| JP (1) | JPS4834102A (enExample) |
| BE (1) | BE788306A (enExample) |
| CA (1) | CA1003850A (enExample) |
| DE (1) | DE2144148A1 (enExample) |
| FR (1) | FR2151025B1 (enExample) |
| GB (1) | GB1401544A (enExample) |
| IT (1) | IT964309B (enExample) |
| NL (1) | NL7211751A (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55154321U (enExample) * | 1979-04-23 | 1980-11-07 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3207806A (en) * | 1960-11-23 | 1965-09-21 | Petro Tex Chem Corp | Dehydrogenation process |
| DE1260460B (de) * | 1965-06-29 | 1968-02-08 | Basf Ag | Verfahren zur Herstellung von gegebenenfalls substituiertem Styrol |
| US3530169A (en) * | 1965-07-02 | 1970-09-22 | Basf Ag | Production of methacrylic esters |
| US3308190A (en) * | 1965-10-22 | 1967-03-07 | Petro Tex Chem Corp | Oxidative dehydrogenation process |
| US3308193A (en) * | 1965-10-22 | 1967-03-07 | Petro Tex Chem Corp | Oxidative dehydrogenation process |
| DE1806080A1 (de) * | 1968-10-30 | 1970-05-21 | Basf Ag | Verfahren zur Herstellung von Styrol |
| US3716576A (en) * | 1969-07-22 | 1973-02-13 | A Blood | Oxidative dehydrogenation process for preparing unsaturated organic compounds |
-
0
- BE BE788306D patent/BE788306A/xx unknown
-
1971
- 1971-09-03 DE DE2144148A patent/DE2144148A1/de active Pending
-
1972
- 1972-08-26 IT IT28556/72A patent/IT964309B/it active
- 1972-08-29 NL NL7211751A patent/NL7211751A/xx not_active Application Discontinuation
- 1972-08-30 CA CA150,721A patent/CA1003850A/en not_active Expired
- 1972-08-31 FR FR7230911A patent/FR2151025B1/fr not_active Expired
- 1972-08-31 US US00285247A patent/US3846472A/en not_active Expired - Lifetime
- 1972-09-01 JP JP47087213A patent/JPS4834102A/ja active Pending
- 1972-09-01 GB GB4063772A patent/GB1401544A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3846472A (en) | 1974-11-05 |
| NL7211751A (enExample) | 1973-03-06 |
| BE788306A (fr) | 1973-03-01 |
| IT964309B (it) | 1974-01-21 |
| JPS4834102A (enExample) | 1973-05-16 |
| GB1401544A (en) | 1975-07-16 |
| FR2151025A1 (enExample) | 1973-04-13 |
| FR2151025B1 (enExample) | 1976-08-13 |
| CA1003850A (en) | 1977-01-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |