DE1914611C2 - Verfahren zur großtechnischen Oxidation von Cyclohexan - Google Patents
Verfahren zur großtechnischen Oxidation von CyclohexanInfo
- Publication number
- DE1914611C2 DE1914611C2 DE1914611A DE1914611A DE1914611C2 DE 1914611 C2 DE1914611 C2 DE 1914611C2 DE 1914611 A DE1914611 A DE 1914611A DE 1914611 A DE1914611 A DE 1914611A DE 1914611 C2 DE1914611 C2 DE 1914611C2
- Authority
- DE
- Germany
- Prior art keywords
- reactor
- cyclohexane
- oxidation
- cyclohexanone
- 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.)
- Expired
Links
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 title claims description 19
- 238000007254 oxidation reaction Methods 0.000 title claims description 19
- 230000003647 oxidation Effects 0.000 title claims description 18
- 238000000034 method Methods 0.000 title claims description 13
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 30
- 238000003756 stirring Methods 0.000 claims description 19
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 8
- BOOITXALNJLNMB-UHFFFAOYSA-N tricyclohexyl borate Chemical compound C1CCCCC1OB(OC1CCCCC1)OC1CCCCC1 BOOITXALNJLNMB-UHFFFAOYSA-N 0.000 claims description 5
- 150000001639 boron compounds Chemical class 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- 229910001882 dioxygen Inorganic materials 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 description 15
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 4
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 239000004327 boric acid Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 229910002090 carbon oxide Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012935 Averaging Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- -1 boric acid ester Chemical class 0.000 description 1
- 229910052810 boron oxide Inorganic materials 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- JKWMSGQKBLHBQQ-UHFFFAOYSA-N diboron trioxide Chemical compound O=BOB=O JKWMSGQKBLHBQQ-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- MLSKXPOBNQFGHW-UHFFFAOYSA-N methoxy(dioxido)borane Chemical compound COB([O-])[O-] MLSKXPOBNQFGHW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US71476668A | 1968-03-21 | 1968-03-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE1914611A1 DE1914611A1 (de) | 1969-10-09 |
| DE1914611C2 true DE1914611C2 (de) | 1982-07-01 |
Family
ID=24871362
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1914611A Expired DE1914611C2 (de) | 1968-03-21 | 1969-03-21 | Verfahren zur großtechnischen Oxidation von Cyclohexan |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS55369B1 (cg-RX-API-DMAC7.html) |
| BE (1) | BE729280A (cg-RX-API-DMAC7.html) |
| BR (1) | BR6907441D0 (cg-RX-API-DMAC7.html) |
| DE (1) | DE1914611C2 (cg-RX-API-DMAC7.html) |
| ES (1) | ES365028A1 (cg-RX-API-DMAC7.html) |
| FR (1) | FR2004399A1 (cg-RX-API-DMAC7.html) |
| GB (1) | GB1216432A (cg-RX-API-DMAC7.html) |
| NL (1) | NL6903797A (cg-RX-API-DMAC7.html) |
| PL (1) | PL71274B1 (cg-RX-API-DMAC7.html) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59182792U (ja) * | 1983-05-23 | 1984-12-05 | 三谷 尚弘 | センサ−付き商品ケ−ス |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1345832A (fr) * | 1962-12-07 | 1963-12-13 | Ici Ltd | Procédé pour l'oxydation d'hydrocarbures aliphatiques et cycloaliphatiques saturés en alcools |
| FR1448752A (fr) * | 1964-08-18 | 1966-03-18 | Inst Francais Du Petrole | Procédé d'oxydation des hydrocarbures |
-
1969
- 1969-03-03 BE BE729280D patent/BE729280A/xx not_active IP Right Cessation
- 1969-03-12 NL NL6903797A patent/NL6903797A/xx unknown
- 1969-03-20 FR FR6908020A patent/FR2004399A1/fr not_active Withdrawn
- 1969-03-20 GB GB04646/69A patent/GB1216432A/en not_active Expired
- 1969-03-21 DE DE1914611A patent/DE1914611C2/de not_active Expired
- 1969-03-21 ES ES365028A patent/ES365028A1/es not_active Expired
- 1969-03-21 BR BR207441/69A patent/BR6907441D0/pt unknown
- 1969-03-21 PL PL1969132499A patent/PL71274B1/pl unknown
- 1969-03-22 JP JP2129169A patent/JPS55369B1/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| PL71274B1 (cg-RX-API-DMAC7.html) | 1974-04-30 |
| GB1216432A (en) | 1970-12-23 |
| BE729280A (fr) | 1969-09-03 |
| NL6903797A (cg-RX-API-DMAC7.html) | 1969-09-23 |
| DE1914611A1 (de) | 1969-10-09 |
| ES365028A1 (es) | 1971-02-16 |
| BR6907441D0 (pt) | 1973-01-02 |
| FR2004399A1 (cg-RX-API-DMAC7.html) | 1969-11-21 |
| JPS55369B1 (cg-RX-API-DMAC7.html) | 1980-01-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69425811T2 (de) | Herstellung von Terephthalsäure | |
| DE1768529A1 (de) | Verfahren zur Herstellung von Cycloalkanol/Cycloalkanon-Gemischen | |
| DE69314021T2 (de) | Verfahren mit hohem nutzeffekt zur herstellung von cyclohexanol und cyclohexanon | |
| DE2246103A1 (de) | Verfahren zur reinigung von cyclohexanon | |
| DE2418569A1 (de) | Verfahren zur herstellung von dl-weinsaeure | |
| DE1914611C2 (de) | Verfahren zur großtechnischen Oxidation von Cyclohexan | |
| DE2116212B2 (de) | Verfahren zur herstellung von terephthalsaeure | |
| DE1593700A1 (de) | Verfahren zur Herstellung von Cyclohexanol und Cyclohexanon | |
| DE2718057A1 (de) | Verfahren zur herstellung von epoxiden | |
| DE1238000B (de) | Verfahren zur kontinuierlichen Herstellung von gesättigten aliphatischen Dicarbonsäuren | |
| DE4137846A1 (de) | Verfahren zur herstellung von wasserfreiem und von verunreinigungen befreitem formaldehyd | |
| DE2558164C2 (de) | Verfahren zum Zersetzen eines aus einem aromatischen Aldehyd, Fluorwasserstoff und Bortrifluorid bestehenden Komplexes | |
| DE1123667B (de) | Verfahren zur Herstellung von ª-Chloraethanphosphonsaeuredichlorid | |
| DE1908837C2 (de) | Verfahren zur Herstellung von Gemischen aus Cycloalkanolen und den entsprechenden Cycloalkanonen | |
| DE3512246C2 (de) | Verfahren zur Herstellung von Essigsäure | |
| DE3221174C2 (de) | Verfahren zur Herstellung von Isobuttersäure | |
| DE1668221C3 (de) | Verfahren zur Herstellung von Gemischen aus Cycloalkanolen und den entsprechenden Cycloalkanonen | |
| DE1948787C3 (de) | Verfahren zur Herstellung von Glykol-(carbonsäure)-diestern | |
| DE1300937B (de) | Kreislaufverfahren zur Oxydation alicyclischer Kohlenwasserstoffe | |
| EP0084674A1 (de) | Verfahren zur Reinigung von Abfallschwefelsäure | |
| DE840695C (de) | Verfahren zur Herstellung von 1, 1, 3-Trimethylcyclohexanon-5 | |
| DE572868C (de) | Verfahren zur Herstellung von Essigsaeure und ihrem Methylester | |
| AT273913B (de) | Verfahren zur Überführung von gesättigten Kohlenwasserstoffen mit 5 bis 8 Kohlenstoffatomen pro Molekül in die entsprechenden Alkohole und Ketone | |
| DE1443798C3 (de) | Verfahren zur Gewinnung von gesättigten aliphatischen Carbonsäuren | |
| DE1518970C3 (de) | Verfahren zur Herstellung von gesättigten aliphatischen Dicarbonsäuren |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8127 | New person/name/address of the applicant |
Owner name: HALCON RESEARCH AND DEVELOPMENT CORP., 10016 NEW Y |
|
| D2 | Grant after examination | ||
| 8328 | Change in the person/name/address of the agent |
Free format text: SPOTT, G., DIPL.-CHEM. DR.RER.NAT., PAT.-ANW., 8000 MUENCHEN |
|
| 8330 | Complete disclaimer |