DE1568803A1 - Verfahren zur Herstellung von Aralkylhydroperoxyden - Google Patents
Verfahren zur Herstellung von AralkylhydroperoxydenInfo
- Publication number
- DE1568803A1 DE1568803A1 DE19661568803 DE1568803A DE1568803A1 DE 1568803 A1 DE1568803 A1 DE 1568803A1 DE 19661568803 DE19661568803 DE 19661568803 DE 1568803 A DE1568803 A DE 1568803A DE 1568803 A1 DE1568803 A1 DE 1568803A1
- Authority
- DE
- Germany
- Prior art keywords
- cobalt
- oxygen
- per million
- psia
- parts per
- 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.)
- Ceased
Links
- 238000000034 method Methods 0.000 title claims description 28
- -1 aralkyl hydroperoxides Chemical class 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title description 2
- 230000003647 oxidation Effects 0.000 claims description 14
- 238000007254 oxidation reaction Methods 0.000 claims description 14
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 12
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
- 239000001301 oxygen Substances 0.000 claims description 10
- 229910052760 oxygen Inorganic materials 0.000 claims description 10
- 229910017052 cobalt Inorganic materials 0.000 claims description 5
- 239000010941 cobalt Substances 0.000 claims description 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 5
- 239000002184 metal Substances 0.000 claims description 5
- 229910052751 metal Inorganic materials 0.000 claims description 5
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 230000000737 periodic effect Effects 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910001882 dioxygen Inorganic materials 0.000 claims description 2
- 150000002432 hydroperoxides Chemical class 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 13
- 239000000047 product Substances 0.000 description 7
- 238000006735 epoxidation reaction Methods 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 5
- 150000001336 alkenes Chemical class 0.000 description 4
- 239000006227 byproduct Substances 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 150000002430 hydrocarbons Chemical class 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 3
- 150000004965 peroxy acids Chemical class 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 2
- 238000004880 explosion Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- FMFKNGWZEQOWNK-UHFFFAOYSA-N 1-butoxypropan-2-yl 2-(2,4,5-trichlorophenoxy)propanoate Chemical compound CCCCOCC(C)OC(=O)C(C)OC1=CC(Cl)=C(Cl)C=C1Cl FMFKNGWZEQOWNK-UHFFFAOYSA-N 0.000 description 1
- GQNOPVSQPBUJKQ-UHFFFAOYSA-N 1-hydroperoxyethylbenzene Chemical compound OOC(C)C1=CC=CC=C1 GQNOPVSQPBUJKQ-UHFFFAOYSA-N 0.000 description 1
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical class C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 241001292396 Cirrhitidae Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- 244000078856 Prunus padus Species 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000011365 complex material Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
- C07C409/02—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides
- C07C409/04—Peroxy compounds the —O—O— group being bound between a carbon atom, not further substituted by oxygen atoms, and hydrogen, i.e. hydroperoxides the carbon atom being acyclic
- C07C409/08—Compounds containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C407/00—Preparation of peroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US51153665A | 1965-12-03 | 1965-12-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1568803A1 true DE1568803A1 (de) | 1970-07-09 |
Family
ID=24035310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661568803 Ceased DE1568803A1 (de) | 1965-12-03 | 1966-12-03 | Verfahren zur Herstellung von Aralkylhydroperoxyden |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS5245699B1 (enrdf_load_stackoverflow) |
| BE (1) | BE690428A (enrdf_load_stackoverflow) |
| DE (1) | DE1568803A1 (enrdf_load_stackoverflow) |
| ES (1) | ES334098A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1508403A (enrdf_load_stackoverflow) |
| GB (1) | GB1122732A (enrdf_load_stackoverflow) |
| LU (1) | LU52487A1 (enrdf_load_stackoverflow) |
| NL (1) | NL6616612A (enrdf_load_stackoverflow) |
-
1966
- 1966-11-25 NL NL6616612A patent/NL6616612A/xx unknown
- 1966-11-29 BE BE690428D patent/BE690428A/xx unknown
- 1966-12-01 LU LU52487A patent/LU52487A1/xx unknown
- 1966-12-02 FR FR85900A patent/FR1508403A/fr not_active Expired
- 1966-12-03 ES ES0334098A patent/ES334098A1/es not_active Expired
- 1966-12-03 DE DE19661568803 patent/DE1568803A1/de not_active Ceased
- 1966-12-03 JP JP7899366A patent/JPS5245699B1/ja active Pending
- 1966-12-05 GB GB5334566A patent/GB1122732A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE690428A (enrdf_load_stackoverflow) | 1967-05-29 |
| NL6616612A (enrdf_load_stackoverflow) | 1967-06-05 |
| JPS5245699B1 (enrdf_load_stackoverflow) | 1977-11-17 |
| FR1508403A (fr) | 1968-01-05 |
| GB1122732A (en) | 1968-08-07 |
| ES334098A1 (es) | 1967-10-16 |
| LU52487A1 (enrdf_load_stackoverflow) | 1968-08-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1768636A1 (de) | Verfahren zur Herstellung von Isopren aus Isopentan | |
| DE1568808A1 (de) | Verfahren zur Herstellung von AEthylbenzolhydroperoxyd | |
| DE1543032C3 (de) | Verfahren zur Herstellung von Styrolen | |
| DE1568803A1 (de) | Verfahren zur Herstellung von Aralkylhydroperoxyden | |
| DE1668202A1 (de) | Verfahren zur Oxydation von Kohlenwasserstoffen | |
| DE2411294A1 (de) | Verfahren zur herstellung von anhydriden von aromatischen polycarbonsaeuren | |
| DE2949847A1 (de) | Verfahren zur herstellung von carbonylverbindungen durch oxidation von olefinen | |
| DE69606108T2 (de) | Verfahren zur Propylenepoxidation | |
| DE69513343T2 (de) | Herstellung von Tertiärbutylalkohol | |
| DE602005001551T2 (de) | Verfahren zur herstellung von alkylenoxid | |
| DE2253963C3 (de) | Verfahren zur Herstellung von Lactonen | |
| DE1543018A1 (de) | Verfahren zur Herstellung von Oxiranverbindungen | |
| DE69701970T2 (de) | Herstellung von 2,6 - Dimethylnaphthalin | |
| DE1568790C3 (de) | Verfahren zur katalytischen Herstellung von furanverbindungen | |
| DE2225450C3 (de) | Verfahren zur gleichzeitigen Herstellung von Propylenoxid und Essigsäure | |
| EP0150821B1 (de) | Verfahren zur kontinuierlichen Herstellung von Cyclohexylhydroperoxid sowie Cyclohexanol und Cyclohexanon enthaltenden Gemischen | |
| DE1213397B (de) | Verfahren zur Herstellung von AEthylmerkaptan und Diaethylsulfid | |
| DE932368C (de) | Verfahren zur Herstellung von Carbonsaeuren | |
| DE1917871C3 (de) | Verfahren zum Oligomerisieren von monoolefinischen Kohlenwasserstoffen unter Verwendung eines Nickel-cycloC, -Komplexes auf einem festen oxidischen Trägermaterial als Katalysator | |
| DE1543001A1 (de) | Verfahren zur Herstellung von Epoxyden | |
| EP0267501A2 (de) | Verfahren zur kontinuierlichen Herstellung von Carbalkoxygruppen enthaltenden aliphatischen Verbindungen | |
| DE1793448B1 (de) | Verfahren zur Herstellung von Benzol durch thermische hydrierende Entmethylierung von Toluol | |
| DE3546134A1 (de) | Vereinfachtes verfahren zur dehydrierenden dimerisierung mittels peroxyketale und di-t-butylperoxid | |
| AT205471B (de) | Verfahren zur Herstellung von Äthylenoxyd | |
| DE2044405A1 (de) | Verfahren zum gleichzeitigen Her steilen von Isobutylen und Propylen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8127 | New person/name/address of the applicant |
Owner name: HALCON RESEARCH AND DEVELOPMENT CORP., 10016 NEW Y |
|
| 8131 | Rejection |