DE2909763C2 - Verfahren zur katalytischen einstufigen, isothermen Dehydrierung von Äthylbenzol zu Styrol - Google Patents
Verfahren zur katalytischen einstufigen, isothermen Dehydrierung von Äthylbenzol zu StyrolInfo
- Publication number
- DE2909763C2 DE2909763C2 DE2909763A DE2909763A DE2909763C2 DE 2909763 C2 DE2909763 C2 DE 2909763C2 DE 2909763 A DE2909763 A DE 2909763A DE 2909763 A DE2909763 A DE 2909763A DE 2909763 C2 DE2909763 C2 DE 2909763C2
- Authority
- DE
- Germany
- Prior art keywords
- ethylbenzene
- temperature
- styrene
- dehydrogenation
- steam
- 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.)
- Expired
Links
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 title claims description 28
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 title claims description 22
- 238000000034 method Methods 0.000 title claims description 12
- 238000006356 dehydrogenation reaction Methods 0.000 title claims description 9
- 230000003197 catalytic effect Effects 0.000 title claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 10
- 239000000203 mixture Substances 0.000 claims description 6
- 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 claims description 2
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 claims description 2
- 229910052808 lithium carbonate Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 1
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 1
- 239000007789 gas Substances 0.000 description 5
- 230000018044 dehydration Effects 0.000 description 4
- 238000006297 dehydration reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000006887 Ullmann reaction Methods 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000012263 liquid product Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
Classifications
-
- 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
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2909763A DE2909763C2 (de) | 1979-03-13 | 1979-03-13 | Verfahren zur katalytischen einstufigen, isothermen Dehydrierung von Äthylbenzol zu Styrol |
| GB8006293A GB2044287B (en) | 1979-03-13 | 1980-02-25 | Process for converting ethylbenzene to styrene by catalytic dehydrogenation |
| NL8001290A NL8001290A (nl) | 1979-03-13 | 1980-03-04 | Werkwijze voor het katalytisch dehydrogeneren van ethylbenzeen tot styreen. |
| SU802893553A SU1036245A3 (ru) | 1979-03-13 | 1980-03-05 | Способ получени стирола |
| IT20430/80A IT1174666B (it) | 1979-03-13 | 1980-03-07 | Procedimento per la deidrogenazione catalitica di etilbenzene a stirolo |
| FR8005315A FR2451355A1 (fr) | 1979-03-13 | 1980-03-10 | Procede de deshydrogenation catalytique de l'ethylbenzene en styrene |
| US06/129,460 US4287375A (en) | 1979-03-13 | 1980-03-11 | Process of converting ethylbenzene to styrene by catalytic dehydrogenation |
| JP3150880A JPS55124723A (en) | 1979-03-13 | 1980-03-12 | Method of forming styrene from ethylbenzene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2909763A DE2909763C2 (de) | 1979-03-13 | 1979-03-13 | Verfahren zur katalytischen einstufigen, isothermen Dehydrierung von Äthylbenzol zu Styrol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE2909763A1 DE2909763A1 (de) | 1980-09-18 |
| DE2909763C2 true DE2909763C2 (de) | 1982-09-09 |
Family
ID=6065229
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2909763A Expired DE2909763C2 (de) | 1979-03-13 | 1979-03-13 | Verfahren zur katalytischen einstufigen, isothermen Dehydrierung von Äthylbenzol zu Styrol |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4287375A (enExample) |
| JP (1) | JPS55124723A (enExample) |
| DE (1) | DE2909763C2 (enExample) |
| FR (1) | FR2451355A1 (enExample) |
| GB (1) | GB2044287B (enExample) |
| IT (1) | IT1174666B (enExample) |
| NL (1) | NL8001290A (enExample) |
| SU (1) | SU1036245A3 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4400569A (en) * | 1981-10-27 | 1983-08-23 | Cosden Technology, Inc. | Method and apparatus for dehydrogenation of alkylaromatic compounds to produce vinylaromatic monomers |
| JPS58212011A (ja) * | 1982-06-03 | 1983-12-09 | 日立電線株式会社 | 絶縁電線の製造方法 |
| DE3319024A1 (de) * | 1983-05-26 | 1984-11-29 | Deggendorfer Werft Und Eisenbau Gmbh, 8360 Deggendorf | Verfahren zur herstellung von styrol durch dehydrieren von aethylbenzol |
| US4769506A (en) * | 1985-03-21 | 1988-09-06 | The Dow Chemical Company | Method for dehydrogenating a hydrocarbon, an apparatus and method for conducting chemical reactions therein |
| US5254788A (en) * | 1991-09-10 | 1993-10-19 | Stone And Webster Engineering Corporation | Process for the production of olefins from light paraffins |
| US5739071A (en) * | 1993-07-07 | 1998-04-14 | Raytheon Engineers & Constructors, Inc. | Method and apparatus for regeneratinig and stabilizing dehydrogenation catalysts |
| US5461179A (en) * | 1993-07-07 | 1995-10-24 | Raytheon Engineers & Constructors, Inc. | Regeneration and stabilization of dehydrogenation catalysts |
| DK0841317T3 (da) * | 1996-11-08 | 2002-04-29 | Fina Technology | Fremgangsmåde til dehydrogenering af ethylbenzen til styren |
| US6380449B1 (en) | 2000-11-22 | 2002-04-30 | Fina Technology, Inc. | Dehydrogenation process |
| US6781024B2 (en) * | 2000-11-22 | 2004-08-24 | Fina Technology, Inc. | Dehydrogenation process |
| US20050085677A1 (en) * | 2003-10-15 | 2005-04-21 | Fina Technology, Inc. | Method for improved production of cyclohexenyl and alkenyl aromatic compounds |
| US7169960B2 (en) * | 2004-12-22 | 2007-01-30 | Fina Technology, Inc. | Dehydrogenation process |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2374826A (en) * | 1942-03-26 | 1945-05-01 | Universal Oil Prod Co | Conversion process |
| DE886908C (de) * | 1951-09-09 | 1953-08-17 | Chemische Werke Huels Ges Mit | Verfahren zur katalytischen Dehydrierung von Kohlenwasserstoffen |
| FR1131654A (fr) * | 1954-11-12 | 1957-02-26 | Huels Chemische Werke Ag | Procédé de déshydrogénation catalytique d'hydrocarbures |
| US3100807A (en) * | 1960-02-18 | 1963-08-13 | Monsanto Chemicals | Dehydrogenation of alkylated aromatic hydrocarbons |
| US3158564A (en) * | 1961-01-26 | 1964-11-24 | Texaco Inc | Process for hydrocarbon conversion |
| US3288871A (en) * | 1963-08-07 | 1966-11-29 | Dow Chemical Co | Catalytic dehydrogenation of hydrocarbons |
| DE1618622A1 (de) * | 1967-04-01 | 1971-01-14 | Liem Tiauw Hien | Verfahren und Vorrichtung zur Spaltung oder Dehydrierung von Kohlenwasserstoffen |
| US3702346A (en) * | 1971-06-30 | 1972-11-07 | Universal Oil Prod Co | Conversion of ethylbenzene to styrene |
| US3807963A (en) * | 1972-03-09 | 1974-04-30 | J Smith | Reaction apparatus |
| US4049579A (en) * | 1975-07-07 | 1977-09-20 | Petro-Tex Chemical Corporation | Dehydrogenation catalyst |
| GB1584101A (en) * | 1977-05-06 | 1981-02-04 | Ici Ltd | Heat-exchange process using molten salt mixture |
-
1979
- 1979-03-13 DE DE2909763A patent/DE2909763C2/de not_active Expired
-
1980
- 1980-02-25 GB GB8006293A patent/GB2044287B/en not_active Expired
- 1980-03-04 NL NL8001290A patent/NL8001290A/nl not_active Application Discontinuation
- 1980-03-05 SU SU802893553A patent/SU1036245A3/ru active
- 1980-03-07 IT IT20430/80A patent/IT1174666B/it active
- 1980-03-10 FR FR8005315A patent/FR2451355A1/fr active Granted
- 1980-03-11 US US06/129,460 patent/US4287375A/en not_active Expired - Lifetime
- 1980-03-12 JP JP3150880A patent/JPS55124723A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55124723A (en) | 1980-09-26 |
| IT1174666B (it) | 1987-07-01 |
| FR2451355A1 (fr) | 1980-10-10 |
| GB2044287A (en) | 1980-10-15 |
| SU1036245A3 (ru) | 1983-08-15 |
| DE2909763A1 (de) | 1980-09-18 |
| NL8001290A (nl) | 1980-09-16 |
| IT8020430A0 (it) | 1980-03-07 |
| GB2044287B (en) | 1983-01-06 |
| FR2451355B1 (enExample) | 1985-02-01 |
| US4287375A (en) | 1981-09-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OAP | Request for examination filed | ||
| OD | Request for examination | ||
| D2 | Grant after examination | ||
| 8363 | Opposition against the patent | ||
| 8331 | Complete revocation |