GB956779A - Process for oxidation of cyclohexane and for the production of adipic acid - Google Patents
Process for oxidation of cyclohexane and for the production of adipic acidInfo
- Publication number
- GB956779A GB956779A GB21365/60A GB2136560A GB956779A GB 956779 A GB956779 A GB 956779A GB 21365/60 A GB21365/60 A GB 21365/60A GB 2136560 A GB2136560 A GB 2136560A GB 956779 A GB956779 A GB 956779A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cyclohexane
- adipic acid
- liquid
- oxidation
- oxygen
- 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
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
- C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
- C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
-
- 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)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Adipic acid is made by reacting cyclohexane in the liquid phase with molecular oxygen at a temperature of from 100 DEG C. to 140 DEG C. to oxidize from 5 to 15% of the cyclohexane present and to produce a liquid product comprising cyclohexanol, cyclohexanone and unreacted cyclohexane, separating cyclohexane from the liquid product and reacting the residual liquid with molecular oxygen in the presence of a solvent to produce adipic acid. The first oxidation may be effected in the presence of a metal oxidation catalyst, preferably a cobalt salt soluble in cyclohexane, such as cobalt acetate or naphthenate. Cyclohexane may be present as an initiator. The oxidation can be carried out in a series of reaction zones, preferably four, each equipped with cooling means and agitators and constructed for operation in a pressure range of 100 to 500 p.s.i.g. Cyclohexane is fed in at a space velocity of from 2 to 125 volumes per liquid volume per hour. Air, oxygen or oxygen-enriched air may be employed. The cyclohexane may be removed from the product of the first stage by distillation or other suitable means. The residual oil containing cyclohexanone and cyclohexanol in a weight ratio of 0.9 to 1 or more is a solvent such as acetic, propionic, butyric, iso-butyric or valeric acid and oxidized at a temperature in the range of 70 DEG to 105 DEG C. at pressures between 85 and 400 p.s.i.g. The liquid product is discharged into a crystallization zone to obtain adipic acid crystals which are purified by recrystallization. Specification 941,662 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US82098959A | 1959-06-17 | 1959-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB956779A true GB956779A (en) | 1964-04-29 |
Family
ID=25232213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB21365/60A Expired GB956779A (en) | 1959-06-17 | 1960-06-17 | Process for oxidation of cyclohexane and for the production of adipic acid |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE591920A (en) |
| CH (1) | CH401032A (en) |
| ES (1) | ES258956A1 (en) |
| GB (1) | GB956779A (en) |
| LU (1) | LU38834A1 (en) |
| SE (1) | SE315275B (en) |
-
1960
- 1960-06-15 BE BE591920A patent/BE591920A/en unknown
- 1960-06-15 ES ES0258956A patent/ES258956A1/en not_active Expired
- 1960-06-16 SE SE5890/60A patent/SE315275B/xx unknown
- 1960-06-16 LU LU38834D patent/LU38834A1/xx unknown
- 1960-06-17 GB GB21365/60A patent/GB956779A/en not_active Expired
- 1960-06-17 CH CH694660A patent/CH401032A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH401032A (en) | 1965-10-31 |
| LU38834A1 (en) | 1960-08-16 |
| BE591920A (en) | 1960-10-03 |
| SE315275B (en) | 1969-09-29 |
| ES258956A1 (en) | 1960-10-01 |
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