GB816892A - Purification of terephthalic acid - Google Patents
Purification of terephthalic acidInfo
- Publication number
- GB816892A GB816892A GB20455/57A GB2045557A GB816892A GB 816892 A GB816892 A GB 816892A GB 20455/57 A GB20455/57 A GB 20455/57A GB 2045557 A GB2045557 A GB 2045557A GB 816892 A GB816892 A GB 816892A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- terephthalic acid
- purification
- benzoic acid
- 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
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 title abstract 8
- 238000000746 purification Methods 0.000 title abstract 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 10
- 239000005711 Benzoic acid Substances 0.000 abstract 5
- 235000010233 benzoic acid Nutrition 0.000 abstract 5
- 230000003647 oxidation Effects 0.000 abstract 5
- 238000007254 oxidation reaction Methods 0.000 abstract 5
- 238000000034 method Methods 0.000 abstract 4
- 239000000243 solution Substances 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- URLKBWYHVLBVBO-UHFFFAOYSA-N p-xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 abstract 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-N propionic acid Chemical compound CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- SPPWGCYEYAMHDT-UHFFFAOYSA-N 1,4-di(propan-2-yl)benzene Chemical compound CC(C)C1=CC=C(C(C)C)C=C1 SPPWGCYEYAMHDT-UHFFFAOYSA-N 0.000 abstract 1
- JEHCHYAKAXDFKV-UHFFFAOYSA-J Lead(IV) acetate Chemical compound CC(=O)O[Pb](OC(C)=O)(OC(C)=O)OC(C)=O JEHCHYAKAXDFKV-UHFFFAOYSA-J 0.000 abstract 1
- 229940103091 Potassium Benzoate Drugs 0.000 abstract 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M Potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 abstract 1
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052803 cobalt Inorganic materials 0.000 abstract 1
- 239000010941 cobalt Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000005712 crystallization Effects 0.000 abstract 1
- RJYMRRJVDRJMJW-UHFFFAOYSA-L dibromomanganese Chemical class Br[Mn]Br RJYMRRJVDRJMJW-UHFFFAOYSA-L 0.000 abstract 1
- 238000007323 disproportionation reaction Methods 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000012535 impurity Substances 0.000 abstract 1
- 239000011261 inert gas Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 abstract 1
- 239000004300 potassium benzoate Substances 0.000 abstract 1
- 235000010235 potassium benzoate Nutrition 0.000 abstract 1
- 235000019260 propionic acid Nutrition 0.000 abstract 1
- 238000001953 recrystallisation Methods 0.000 abstract 1
- 238000001577 simple distillation Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 abstract 1
- 239000010936 titanium Substances 0.000 abstract 1
- 229910052719 titanium Inorganic materials 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C63/00—Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
- C07C63/14—Monocyclic dicarboxylic acids
- C07C63/15—Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
- C07C63/26—1,4 - Benzenedicarboxylic acid
-
- 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
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
-
- 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
- C07C51/42—Separation; Purification; Stabilisation; Use of additives
- C07C51/47—Separation; Purification; Stabilisation; Use of additives by solid-liquid treatment; by chemisorption
-
- 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
The invention comprises a process for purifying crude terephthalic acid, by heating the same with benzoic acid until solution occurs, cooling the resultant solution and allowing the terephthalic acid to crystallize out. The process may be conducted under atmospheric or super-atmospheric pressure, and the solution is conveniently cooled to 150 DEG C. before isolation of the crystallized terephthalic acid. The purification may be carried out in the presence of an inert gas, e.g. nitrogen, and the mixture of acids is preferably agitated at least until the terephthalic acid dissolves. The process may be carried out in a titanium vessel, and may be preceded by a first purification by a known method, e.g. a simple recrystallization of crude terephthalic acid from water under super-atmospheric pressure, or extraction with suitable solvents, or oxidation, reduction treatment with periodic acid or lead tetra-acetate, or physical treatments such as absorption of impurities with carbon, to the benzoic acid solution of terephthalic acid prior to crystallization. The benzoic acid used may be recovered for use again by simple distillation. The process may be operated batchwise or continuously, and aqueous solutions of the benzoic acid may be employed. Examples are given of the purification of crude terephthalic acid which has been prepared by (1) air oxidation of p-xylene using cobalt and manganese bromides as catalysts in (a) benzoic acid, (b) acetic acid, (c) propionic acid; (2) nitric acid oxidation of p-xylene; (3) air oxidation of p-diisopropyl benzene; (4) air oxidation of p-xylene; and (4) dismutation of potassium benzoate.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB816892A true GB816892A (en) | 1959-07-22 |
Family
ID=1735458
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB20455/57A Expired GB816892A (en) | 1957-06-28 | Purification of terephthalic acid |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB816892A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3171856A (en) * | 1962-01-04 | 1965-03-02 | Socony Mobil Oil Co Inc | Acid purification process |
-
1957
- 1957-06-28 GB GB20455/57A patent/GB816892A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3171856A (en) * | 1962-01-04 | 1965-03-02 | Socony Mobil Oil Co Inc | Acid purification process |
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