JPS6185334A - Production of cycloolefin - Google Patents
Production of cycloolefinInfo
- Publication number
- JPS6185334A JPS6185334A JP59207278A JP20727884A JPS6185334A JP S6185334 A JPS6185334 A JP S6185334A JP 59207278 A JP59207278 A JP 59207278A JP 20727884 A JP20727884 A JP 20727884A JP S6185334 A JPS6185334 A JP S6185334A
- Authority
- JP
- Japan
- Prior art keywords
- ruthenium
- addition agent
- hydrogenating
- partially
- polyhydric alcohol
- 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
- 150000001925 cycloalkenes Chemical class 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 abstract 3
- 239000003795 chemical substances by application Substances 0.000 abstract 3
- 125000001931 aliphatic group Chemical group 0.000 abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- -1 cyclohexene Chemical class 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000000377 silicon dioxide Substances 0.000 abstract 2
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- WXZMFSXDPGVJKK-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract 1
- HGCIXCUEYOPUTN-UHFFFAOYSA-N Cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004472 Lysine Substances 0.000 abstract 1
- 239000005092 Ruthenium Substances 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 239000003905 agrochemical Substances 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 230000000875 corresponding Effects 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 229940079593 drugs Drugs 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000003301 hydrolyzing Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000002994 raw material Substances 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Abstract
PURPOSE: To obtain the titled compound useful as an intermediate raw material for lysine, drugs, agricultural chemicals, etc. in high yield, by using a specific aliphatic polyhydric alcohol as an addition agent, and hydrogenating partially an aromatic hydjrocarbon compound in the presence of a ruthenium-silica catalyst and water.
CONSTITUTION: In preparing a corresponding cycloolefin (e.g., cyclohexene, etc.) by hydrogenating partially an aromatic hydrocarbon such as benzene, toluene, etc. with hydrogen in the presence of a ruthenium-silica catalyst obtained by hydrolyzing a uniform solution of a ruthenium alkoxide and an alkylsilicate, followed by activation treatment, water, and an addition agent, preferably 10-3W0.2mol, especially about 10-3W0.1mol based on 0.1g catalyst of 2W6C aliphatic polyhydric alcohol (e.g., ethylene glycol, glycerin, pentaerythritol, etc.) is used as the addition agent.
EFFECT: Reaction operations are simple and this process is industrially advantageous.
COPYRIGHT: (C)1986,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59207278A JPS6185334A (en) | 1984-10-02 | 1984-10-02 | Production of cycloolefin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59207278A JPS6185334A (en) | 1984-10-02 | 1984-10-02 | Production of cycloolefin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6185334A true JPS6185334A (en) | 1986-04-30 |
Family
ID=16537144
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59207278A Pending JPS6185334A (en) | 1984-10-02 | 1984-10-02 | Production of cycloolefin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6185334A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5334790A (en) * | 1992-02-26 | 1994-08-02 | Catalytica | Process and catalyst for partially hydrogenating aromatics to produce cycloolefins |
| US5414171A (en) * | 1992-02-26 | 1995-05-09 | Catalytica, Inc. | Process and washed catalyst for partially hydrogenating aromatics to produce cycloolefins |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5363350A (en) * | 1976-11-17 | 1978-06-06 | Toray Ind Inc | Preparation of cyclohexenes |
| JPS5427540A (en) * | 1977-08-01 | 1979-03-01 | Toray Ind Inc | Preparation of cycloolefin |
| JPS59155328A (en) * | 1983-02-24 | 1984-09-04 | Agency Of Ind Science & Technol | Partial nucleus-hydrogenation of aromatic hydrocarbon |
-
1984
- 1984-10-02 JP JP59207278A patent/JPS6185334A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5363350A (en) * | 1976-11-17 | 1978-06-06 | Toray Ind Inc | Preparation of cyclohexenes |
| JPS5427540A (en) * | 1977-08-01 | 1979-03-01 | Toray Ind Inc | Preparation of cycloolefin |
| JPS59155328A (en) * | 1983-02-24 | 1984-09-04 | Agency Of Ind Science & Technol | Partial nucleus-hydrogenation of aromatic hydrocarbon |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5334790A (en) * | 1992-02-26 | 1994-08-02 | Catalytica | Process and catalyst for partially hydrogenating aromatics to produce cycloolefins |
| US5414171A (en) * | 1992-02-26 | 1995-05-09 | Catalytica, Inc. | Process and washed catalyst for partially hydrogenating aromatics to produce cycloolefins |
| US5424264A (en) * | 1992-02-26 | 1995-06-13 | Catalytica, Inc. | Process and catalyst for partially hydrogenating aromatics to produce cycloolefins |
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