DE2334313A1 - Diol-synthese - Google Patents
Diol-syntheseInfo
- Publication number
- DE2334313A1 DE2334313A1 DE19732334313 DE2334313A DE2334313A1 DE 2334313 A1 DE2334313 A1 DE 2334313A1 DE 19732334313 DE19732334313 DE 19732334313 DE 2334313 A DE2334313 A DE 2334313A DE 2334313 A1 DE2334313 A1 DE 2334313A1
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- hydroperoxide
- alcohol
- reaction
- synthesis
- 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
- 150000002009 diols Chemical class 0.000 title claims description 19
- 238000003786 synthesis reaction Methods 0.000 title claims description 16
- 230000015572 biosynthetic process Effects 0.000 title claims description 13
- 239000003054 catalyst Substances 0.000 claims description 54
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 30
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 21
- 150000001336 alkenes Chemical class 0.000 claims description 16
- 230000001476 alcoholic effect Effects 0.000 claims description 14
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 10
- 229910052750 molybdenum Inorganic materials 0.000 claims description 10
- 239000011733 molybdenum Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 claims description 8
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 claims description 7
- 230000009467 reduction Effects 0.000 claims description 7
- 150000005846 sugar alcohols Polymers 0.000 claims description 6
- 238000004821 distillation Methods 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 239000007809 chemical reaction catalyst Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 28
- 238000002474 experimental method Methods 0.000 description 12
- 230000003197 catalytic effect Effects 0.000 description 11
- 239000000047 product Substances 0.000 description 10
- MHNNAWXXUZQSNM-UHFFFAOYSA-N 2-methylbut-1-ene Chemical compound CCC(C)=C MHNNAWXXUZQSNM-UHFFFAOYSA-N 0.000 description 8
- 239000000376 reactant Substances 0.000 description 8
- 230000008901 benefit Effects 0.000 description 6
- QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 description 6
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical compound CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 0.000 description 4
- IDEOPBXRUBNYBN-UHFFFAOYSA-N 2-methylbutane-2,3-diol Chemical compound CC(O)C(C)(C)O IDEOPBXRUBNYBN-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 description 3
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 description 3
- XRXANEMIFVRKLN-UHFFFAOYSA-N 2-hydroperoxy-2-methylbutane Chemical compound CCC(C)(C)OO XRXANEMIFVRKLN-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 229910052739 hydrogen Chemical group 0.000 description 2
- 239000001257 hydrogen Chemical group 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- XPGQMADSAKIAKX-UHFFFAOYSA-J [Mo+4].[O-]O.[O-]O.[O-]O.[O-]O Chemical class [Mo+4].[O-]O.[O-]O.[O-]O.[O-]O XPGQMADSAKIAKX-UHFFFAOYSA-J 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-M hydroperoxide group Chemical group [O-]O MHAJPDPJQMAIIY-UHFFFAOYSA-M 0.000 description 1
- 150000002432 hydroperoxides Chemical class 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001012 protector Effects 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7226064A FR2192996B2 (https=) | 1972-07-19 | 1972-07-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2334313A1 true DE2334313A1 (de) | 1974-02-07 |
Family
ID=9102079
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19732334313 Pending DE2334313A1 (de) | 1972-07-19 | 1973-07-05 | Diol-synthese |
Country Status (11)
| Country | Link |
|---|---|
| JP (1) | JPS4951213A (https=) |
| AT (1) | AT329526B (https=) |
| BE (1) | BE802491R (https=) |
| CA (1) | CA1000744A (https=) |
| DE (1) | DE2334313A1 (https=) |
| FR (1) | FR2192996B2 (https=) |
| GB (1) | GB1404881A (https=) |
| IT (1) | IT1051733B (https=) |
| LU (1) | LU68034A1 (https=) |
| NL (1) | NL7310068A (https=) |
| ZA (1) | ZA734933B (https=) |
-
1972
- 1972-07-19 FR FR7226064A patent/FR2192996B2/fr not_active Expired
-
1973
- 1973-07-05 DE DE19732334313 patent/DE2334313A1/de active Pending
- 1973-07-13 AT AT621473A patent/AT329526B/de not_active IP Right Cessation
- 1973-07-16 IT IT26656/73A patent/IT1051733B/it active
- 1973-07-17 LU LU68034A patent/LU68034A1/xx unknown
- 1973-07-18 BE BE133601A patent/BE802491R/xx active
- 1973-07-18 GB GB3422373A patent/GB1404881A/en not_active Expired
- 1973-07-19 CA CA176,841A patent/CA1000744A/en not_active Expired
- 1973-07-19 JP JP48080530A patent/JPS4951213A/ja active Pending
- 1973-07-19 NL NL7310068A patent/NL7310068A/xx not_active Application Discontinuation
- 1973-07-19 ZA ZA734933A patent/ZA734933B/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU5805273A (en) | 1975-01-16 |
| GB1404881A (en) | 1975-09-03 |
| ZA734933B (en) | 1974-06-26 |
| JPS4951213A (https=) | 1974-05-18 |
| NL7310068A (https=) | 1974-01-22 |
| AT329526B (de) | 1976-05-10 |
| LU68034A1 (https=) | 1973-09-17 |
| BE802491R (fr) | 1974-01-18 |
| FR2192996B2 (https=) | 1974-10-25 |
| ATA621473A (de) | 1975-08-15 |
| IT1051733B (it) | 1981-05-20 |
| FR2192996A2 (https=) | 1974-02-15 |
| CA1000744A (en) | 1976-11-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OHA | Expiration of time for request for examination |