DE1518521C3 - Verfahren zur Herstellung von Epoxyden - Google Patents
Verfahren zur Herstellung von EpoxydenInfo
- Publication number
- DE1518521C3 DE1518521C3 DE19651518521 DE1518521A DE1518521C3 DE 1518521 C3 DE1518521 C3 DE 1518521C3 DE 19651518521 DE19651518521 DE 19651518521 DE 1518521 A DE1518521 A DE 1518521A DE 1518521 C3 DE1518521 C3 DE 1518521C3
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- hydroperoxide
- molybdenum
- reaction
- production
- 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
- 238000000034 method Methods 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 239000004593 Epoxy Substances 0.000 title description 4
- 125000003700 epoxy group Chemical group 0.000 title description 2
- 229920000647 polyepoxide Polymers 0.000 title description 2
- 239000003054 catalyst Substances 0.000 claims description 13
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 9
- 229910052750 molybdenum Inorganic materials 0.000 claims description 9
- 239000011733 molybdenum Substances 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 150000002118 epoxides Chemical class 0.000 claims description 5
- 150000002432 hydroperoxides Chemical class 0.000 claims description 5
- 239000007791 liquid phase Substances 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims 2
- 150000001260 acyclic compounds Chemical class 0.000 claims 1
- 239000012071 phase Substances 0.000 claims 1
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 11
- 150000001336 alkenes Chemical class 0.000 description 7
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 5
- 239000005078 molybdenum compound Substances 0.000 description 3
- 150000002752 molybdenum compounds Chemical class 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000006735 epoxidation reaction Methods 0.000 description 2
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 2
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 2
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 2
- LVBXEMGDVWVTGY-VOTSOKGWSA-N (E)-oct-2-enal Chemical compound CCCCC\C=C\C=O LVBXEMGDVWVTGY-VOTSOKGWSA-N 0.000 description 1
- YWBMNCRJFZGXJY-UHFFFAOYSA-N 1-hydroperoxy-1,2,3,4-tetrahydronaphthalene Chemical compound C1=CC=C2C(OO)CCCC2=C1 YWBMNCRJFZGXJY-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- COYVUQLAMAWYQP-UHFFFAOYSA-N 2-hydroperoxy-4-nitro-1-propan-2-ylbenzene Chemical compound CC(C)c1ccc(cc1OO)[N+]([O-])=O COYVUQLAMAWYQP-UHFFFAOYSA-N 0.000 description 1
- JMMZCWZIJXAGKW-UHFFFAOYSA-N 2-methylpent-2-ene Chemical compound CCC=C(C)C JMMZCWZIJXAGKW-UHFFFAOYSA-N 0.000 description 1
- FRIBMENBGGCKPD-UHFFFAOYSA-N 3-(2,3-dimethoxyphenyl)prop-2-enal Chemical compound COC1=CC=CC(C=CC=O)=C1OC FRIBMENBGGCKPD-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- MUGCFKANMVCDNO-UHFFFAOYSA-N cyclohexene;hydrogen peroxide Chemical compound OO.C1CCC=CC1 MUGCFKANMVCDNO-UHFFFAOYSA-N 0.000 description 1
- XJUNRGGMKUAPAP-UHFFFAOYSA-N dioxido(dioxo)molybdenum;lead(2+) Chemical compound [Pb+2].[O-][Mo]([O-])(=O)=O XJUNRGGMKUAPAP-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- -1 hydroperoxide peroxide Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 150000004763 sulfides Chemical class 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/19—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with organic hydroperoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Epoxy Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44674165A | 1965-04-08 | 1965-04-08 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1518521A1 DE1518521A1 (de) | 1969-04-03 |
| DE1518521B2 DE1518521B2 (de) | 1974-09-19 |
| DE1518521C3 true DE1518521C3 (de) | 1975-05-28 |
Family
ID=23773673
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19651518521 Expired DE1518521C3 (de) | 1965-04-08 | 1965-12-16 | Verfahren zur Herstellung von Epoxyden |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE674076A (OSRAM) |
| DE (1) | DE1518521C3 (OSRAM) |
| GB (1) | GB1137241A (OSRAM) |
| NL (1) | NL150451B (OSRAM) |
-
1965
- 1965-12-02 GB GB4984366A patent/GB1137241A/en not_active Expired
- 1965-12-16 DE DE19651518521 patent/DE1518521C3/de not_active Expired
- 1965-12-20 BE BE674076D patent/BE674076A/xx unknown
- 1965-12-30 NL NL6517166A patent/NL150451B/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GB1137241A (en) | 1968-12-18 |
| BE674076A (OSRAM) | 1966-06-20 |
| NL6517166A (OSRAM) | 1966-10-10 |
| DE1518521B2 (de) | 1974-09-19 |
| NL150451B (nl) | 1976-08-16 |
| DE1518521A1 (de) | 1969-04-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1668500C3 (OSRAM) | ||
| DE1767939B2 (de) | Verfahren zur Herstellung von Molybdänkatalysatoren | |
| DE3889998T2 (de) | Polyetherverbindungen, Epoxydharze und Verfahren zu deren Herstellung. | |
| DE2148637C3 (de) | Verfahren zur Herstellung von Katalysatoren vom Metall/Si-Oxid-Typ und deren Verwendung zur Herstellung von Oxiranverbindungen | |
| DE2239681C3 (de) | Verfahren zur Epoxidierung von olefinisch ungesättigten Verbindungen mit Wasserstoffperoxid | |
| DE2222488C3 (de) | Verfahren zur Herstellung von cyclischen Carbonaten aus Glykolen | |
| DE1518521C3 (de) | Verfahren zur Herstellung von Epoxyden | |
| DE2446830A1 (de) | Verfahren zur epoxydation von olefinen | |
| DE2605041A1 (de) | Verfahren zur epoxydation von olefinen | |
| DE2159991A1 (de) | Siliciumhaltige dioxolanderivate und ihre verwendung zur herstellung von epoxygruppen enthaltenden organosilanestern | |
| DE2718057A1 (de) | Verfahren zur herstellung von epoxiden | |
| DE1518967B2 (de) | Verfahren zur Herstellung von Styrolen | |
| DE1281447B (de) | Verfahren zur gleichzeitigen Herstellung von Epoxyden und Isobuttersaeure | |
| DE1618861A1 (OSRAM) | ||
| DE1518997C3 (de) | Verfahren zur Herstellung von Epoxiden | |
| DE1568001C3 (de) | Verfahren zur Herstellung von Epoxyden | |
| DE1767638C3 (de) | Verfahren zur Herstellung einer Molybdänkatalysatorlösung | |
| DE3002811C2 (de) | Verfahren zur Epoxydierung von Cyclododecen oder Tricyclodecen-3 | |
| DE1468025C3 (de) | Verfahren zur Herstellung von Epoxyverbindungen | |
| DE2100385A1 (de) | Katalytisches Verfahren zur Her stellung von Oxiranverbindungen | |
| DE1568001B2 (de) | Verfahren zur herstellung von epoxyden | |
| DE1224326B (de) | Verfahren zur Herstellung von 3, 4-Epoxysulfolan | |
| DE2057192A1 (de) | Verfahren zur Oxydation von Olefinen in die entsprechende Epoxide | |
| DE1243677B (de) | Verfahren zur Herstellung von Sulfonsaeureestern | |
| DE3721495A1 (de) | Verfahren zur herstellung von 1,2,4-butantriol |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) | ||
| E77 | Valid patent as to the heymanns-index 1977 | ||
| 8328 | Change in the person/name/address of the agent |
Free format text: SPOTT, G., DIPL.-CHEM. DR.RER.NAT. PUSCHMANN, H., DIPL.-ING. (FH), PAT.-ANW., 8000 MUENCHEN |
|
| 8330 | Complete disclaimer |