ES269997A1 - Improved production of adipic acid - Google Patents
Improved production of adipic acidInfo
- Publication number
- ES269997A1 ES269997A1 ES0269997A ES269997A ES269997A1 ES 269997 A1 ES269997 A1 ES 269997A1 ES 0269997 A ES0269997 A ES 0269997A ES 269997 A ES269997 A ES 269997A ES 269997 A1 ES269997 A1 ES 269997A1
- Authority
- ES
- Spain
- Prior art keywords
- adipic acid
- acid
- solvent
- treated
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/43—Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation
-
- 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
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/487—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for producing adipic acid comprises heating with an acidolysis catalyst, which is an acid, a solution in a carboxylic acid solvent, containing from 1 to 5 carbon atoms per molecule of the product resulting from oxidation of cyclohexanone and/or cyclohexanol with molecular oxygen, and recovering adipic acid from the heated solution. In one embodiment, the reaction mixture obtained by catalytic molecular oxygen oxidation of cyclohexanone and/or cyclohexanol in a carboxylic acid solvent (C1-C5) is treated with the acidolysis catalyst, e.g. sulphuric, hydrochloric, phosphoric or p-toluenesulphonic acid. After concentrating the reaction mixture by removal of part of the solvent, adipic acid is crystallized out and recovered. The solution may be concentrated prior to adding the acidolysis catalyst. In a second embodiment the oxidation mixture is subjected to crystallization and filtration to separate a first crop of adipic acid, the mother liquor filtrate then treated with the acidolysis catalyst and subjected to crystallization-filtration to recover a second crop of adipic acid. In a preferred embodiment the mother liquor is treated with the acidolysis catalyst and then concentrated by removal of some of the solvent prior to crystallization. In another embodiment the oxidation step is performed in a solvent other than a C1 to C5 carboxylic acid, this solvent removed and the oxidation product dissolved in the C1-C5 carboxylic acid. The isolation of adipic acid is then carried out by any of the above embodiments. In the example cyclohexane is oxidized by air using a cobalt naphthenate catalyst, the unreacted cyclohexane removed and the remaining product oxidized in acetic acid solution at 70-80 DEG C. with air in the presence of soluble copper and manganese salts (as catalysts) to produce a crude adipic acid mixture which is then treated according to the various embodiments described above to recover pure adipic acid. After the recovery of the adipic acid the remaining solution is treated to recover cyclohexanol and cyclohexanone. Specification 956,779 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5086860A | 1960-08-22 | 1960-08-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES269997A1 true ES269997A1 (en) | 1962-01-16 |
Family
ID=21967989
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0269997A Expired ES269997A1 (en) | 1960-08-22 | 1961-08-19 | Improved production of adipic acid |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE607309A (en) |
| CH (1) | CH410897A (en) |
| ES (1) | ES269997A1 (en) |
| GB (1) | GB956780A (en) |
| LU (1) | LU40519A1 (en) |
| SE (1) | SE302958B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112521266B (en) * | 2019-09-18 | 2023-04-07 | 中国石油化工股份有限公司 | Process for producing adipic acid |
-
1961
- 1961-08-18 SE SE833461A patent/SE302958B/xx unknown
- 1961-08-18 LU LU40519D patent/LU40519A1/xx unknown
- 1961-08-18 BE BE607309A patent/BE607309A/en unknown
- 1961-08-19 ES ES0269997A patent/ES269997A1/en not_active Expired
- 1961-08-21 GB GB3008361A patent/GB956780A/en not_active Expired
- 1961-08-22 CH CH978961A patent/CH410897A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB956780A (en) | 1964-04-29 |
| LU40519A1 (en) | 1961-10-18 |
| SE302958B (en) | 1968-08-12 |
| CH410897A (en) | 1966-04-15 |
| BE607309A (en) | 1961-12-18 |
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