ES347126A1 - Oxidation of saturated hydrocarbons to alcohols - Google Patents
Oxidation of saturated hydrocarbons to alcoholsInfo
- Publication number
- ES347126A1 ES347126A1 ES347126A ES347126A ES347126A1 ES 347126 A1 ES347126 A1 ES 347126A1 ES 347126 A ES347126 A ES 347126A ES 347126 A ES347126 A ES 347126A ES 347126 A1 ES347126 A1 ES 347126A1
- Authority
- ES
- Spain
- Prior art keywords
- mins
- alcohol
- oxidation
- ester
- alcohols
- 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
- 238000007254 oxidation reaction Methods 0.000 title abstract 3
- 150000001298 alcohols Chemical class 0.000 title abstract 2
- 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
- 238000002791 soaking Methods 0.000 abstract 2
- 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
- 238000002360 preparation method Methods 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
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 |
|---|---|
| ES347126A1 true ES347126A1 (en) | 1969-01-01 |
Family
ID=24375555
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES347126A Expired ES347126A1 (en) | 1966-11-14 | 1967-11-14 | 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) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1590958A (en) * | 1976-12-31 | 1981-06-10 | Ici Ltd | Oxidation of cyclohexane |
-
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 BE BE706330D patent/BE706330A/en not_active IP Right Cessation
- 1967-11-10 LU LU54840D patent/LU54840A1/xx unknown
- 1967-11-13 FR FR1553849D patent/FR1553849A/fr not_active Expired
- 1967-11-13 IL IL28932A patent/IL28932A/en unknown
- 1967-11-13 CH CH1579267A patent/CH479625A/en not_active IP Right Cessation
- 1967-11-14 JP JP42072867A patent/JPS4930818B1/ja active Pending
- 1967-11-14 DE DE1668221A patent/DE1668221C3/en not_active Expired
- 1967-11-14 ES ES347126A patent/ES347126A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| LU54840A1 (en) | 1969-07-07 |
| DE1668221B2 (en) | 1980-03-06 |
| BE706330A (en) | 1968-05-10 |
| NL153204B (en) | 1977-05-16 |
| FR1553849A (en) | 1969-01-17 |
| CH479625A (en) | 1969-10-15 |
| JPS4930818B1 (en) | 1974-08-16 |
| DE1668221A1 (en) | 1971-09-02 |
| DE1668221C3 (en) | 1980-11-06 |
| NL6715023A (en) | 1968-05-15 |
| IL28932A (en) | 1971-07-28 |
| GB1207680A (en) | 1970-10-07 |
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