GB1207680A - Oxidation of saturated hydrocarbons to alcohols - Google Patents
Oxidation of saturated hydrocarbons to alcoholsInfo
- Publication number
- GB1207680A GB1207680A GB50541/67A GB5054167A GB1207680A GB 1207680 A GB1207680 A GB 1207680A GB 50541/67 A GB50541/67 A GB 50541/67A GB 5054167 A GB5054167 A GB 5054167A GB 1207680 A GB1207680 A GB 1207680A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mins
- alcohol
- alcohols
- ester
- oxidation
- 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
- 150000001298 alcohols Chemical class 0.000 title abstract 3
- 238000007254 oxidation reaction Methods 0.000 title abstract 3
- 230000003647 oxidation Effects 0.000 title abstract 2
- 229930195734 saturated hydrocarbon Natural products 0.000 title abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 4
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 150000002432 hydroperoxides Chemical class 0.000 abstract 2
- 238000002360 preparation method Methods 0.000 abstract 2
- 238000002791 soaking Methods 0.000 abstract 2
- 241001292396 Cirrhitidae Species 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- -1 borate ester Chemical class 0.000 abstract 1
- 150000001639 boron compounds Chemical class 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 238000010924 continuous production Methods 0.000 abstract 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
- 239000007791 liquid phase Substances 0.000 abstract 1
- 150000002894 organic compounds Chemical class 0.000 abstract 1
- VGTPKLINSHNZRD-UHFFFAOYSA-N oxoborinic acid Chemical compound OB=O VGTPKLINSHNZRD-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/04—Esters of boric acids
-
- 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)
- Catalysts (AREA)
Abstract
1,207,680. Preparation of alcohols. HALCON INTERNATIONAL Inc. 7 Nov., 1967 [14 Nov., 1966], No. 50541/67. Heading C2C. The preparation of alcohols by pastial oxidation of a saturated hydrocarbon in the liquid phase with molecular O 2 in the presence of a boron compound capable of forming an ester of the alcohol, whereby a reaction product containing borate ester or esters of the alcohol and hydroperoxides (i.e. any organic compound containing a peroxy oxygen atom) is obtained, from which the alcohol from said ester or esters is recovered, is improved by maintaining the reaction product at 125-200‹ C. for at least 5 mins., after the O 2 flow has ceased and before processing to recover the alcohol. The "heat soaking" step decomposes the hydroperoxides and increases the yield of alcohol. In examples, batch-wise and continuous processes wherein cyclohexane is oxidized to give cyclohexanol with by-product cyclohexanone, in the presence of metaboric acid are described. The oxidation reactions were carried out at 165‹ C. and 125 p.s.i.g., the "heat soaking" being at the same pressure and at 165‹ C. for 30 or 100 mins at 175‹ C. for 20 or 30 mins., at 125‹ C. for 120 mins., at 150 ‹ C. for 60 mins., and at 200 ‹C for 10 mins.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US59364666A | 1966-11-14 | 1966-11-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1207680A true GB1207680A (en) | 1970-10-07 |
Family
ID=24375555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB50541/67A Expired GB1207680A (en) | 1966-11-14 | 1967-11-07 | Oxidation of saturated hydrocarbons to alcohols |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS4930818B1 (en) |
| BE (1) | BE706330A (en) |
| CH (1) | CH479625A (en) |
| DE (1) | DE1668221C3 (en) |
| ES (1) | ES347126A1 (en) |
| FR (1) | FR1553849A (en) |
| GB (1) | GB1207680A (en) |
| IL (1) | IL28932A (en) |
| LU (1) | LU54840A1 (en) |
| NL (1) | NL153204B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2758759A1 (en) * | 1976-12-31 | 1978-07-06 | Ici Ltd | METHOD FOR OXIDATING CYCLOALKANES |
-
1967
- 1967-11-06 NL NL676715023A patent/NL153204B/en not_active IP Right Cessation
- 1967-11-07 GB GB50541/67A patent/GB1207680A/en not_active Expired
- 1967-11-10 LU LU54840D patent/LU54840A1/xx unknown
- 1967-11-10 BE BE706330D patent/BE706330A/en not_active IP Right Cessation
- 1967-11-13 IL IL28932A patent/IL28932A/en unknown
- 1967-11-13 CH CH1579267A patent/CH479625A/en not_active IP Right Cessation
- 1967-11-13 FR FR1553849D patent/FR1553849A/fr not_active Expired
- 1967-11-14 ES ES347126A patent/ES347126A1/en not_active Expired
- 1967-11-14 DE DE1668221A patent/DE1668221C3/en not_active Expired
- 1967-11-14 JP JP42072867A patent/JPS4930818B1/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2758759A1 (en) * | 1976-12-31 | 1978-07-06 | Ici Ltd | METHOD FOR OXIDATING CYCLOALKANES |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4930818B1 (en) | 1974-08-16 |
| LU54840A1 (en) | 1969-07-07 |
| DE1668221C3 (en) | 1980-11-06 |
| IL28932A (en) | 1971-07-28 |
| DE1668221A1 (en) | 1971-09-02 |
| NL153204B (en) | 1977-05-16 |
| FR1553849A (en) | 1969-01-17 |
| ES347126A1 (en) | 1969-01-01 |
| DE1668221B2 (en) | 1980-03-06 |
| NL6715023A (en) | 1968-05-15 |
| CH479625A (en) | 1969-10-15 |
| BE706330A (en) | 1968-05-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |