GB899288A - Process for the removal of bromine anions or bromine anions and heavy metal cations from solutions comprising a lower saturated monocarboxylic acid - Google Patents
Process for the removal of bromine anions or bromine anions and heavy metal cations from solutions comprising a lower saturated monocarboxylic acidInfo
- Publication number
- GB899288A GB899288A GB24510/58A GB2451058A GB899288A GB 899288 A GB899288 A GB 899288A GB 24510/58 A GB24510/58 A GB 24510/58A GB 2451058 A GB2451058 A GB 2451058A GB 899288 A GB899288 A GB 899288A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bromine
- anions
- acid
- cations
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J41/00—Anion exchange; Use of material as anion exchangers; Treatment of material for improving the anion exchange properties
- B01J41/04—Processes using organic exchangers
- B01J41/07—Processes using organic exchangers in the weakly basic form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Removal Of Specific Substances (AREA)
Abstract
Bromine anions, or bromine anions and heavy metal cations, are removed from a solution comprising by volume a major portion of a saturated monocarboxylic acid containing up to 8 carbon atoms and a minor portion of water by contacting the solution with a weak base anion exchange resin to remove anions and an acid-acting strong cation exchange resin to remove cations. When anions and cations are to be removed the treatments may be effected in either order or simultaneously. The ions may be recovered from the resin by the usual methods, e.g. by elution with sodium hydroxide or carbonate or ammonium hydroxide or an alkali metal acetate in the case of anion exchangers and by a mineral acid such as sulphuric, nitric or hydrochloric acid in the case of cation exchangers. In examples xylenes are oxidized to phthalic acids in the liquid phase in acetic acid in the presence of bromine and manganese and/or cobalt and the ions are removed from the aqueous acetic acid medium. Specifications 807,091, 810,020 and 835,733 are referred to.ALSO:Bromine anions or bromine anions and heavy metal cations are removed from a solution comprising by volume a major portion of a saturated monocarboxylic acid containing up to 8 carbon atoms and a minor portion of water by contacting the solution with a weak base anion exchange resin to remove anions and an acid-acting strong cation exchange resin to remove cations. When anions and cations are to be removed the treatments may be effected in either order or simultaneously. The monocarboxylic acids, which may be aliphatic, e.g. acetic acid or cycloaliphatic in nature, may be used a reaction media for the liquid phase oxidation of cyclic organic compounds to cyclic carboxylic acids, e.g. terephthalic acid, in the presence of a heavy metal oxidation catalyst and bromine and the invention includes such an oxidation process where bromine is removed from the reaction mixture at the conclusion of the oxidation by treatment with a weak base anion exchange resin to reduce or prevent corrosion of equipment downstream of the oxidation zone. The compounds which may be oxidised to carboxylic acids, in general, are those having aliphatic side chains containing up to about four carbon atoms attached to a stable carbocyclic or heterocyclic ring and many are specified. e.g. p-xylene. Anion removal may be carried out by using a cross-linked polymerized aliphatic or aromatic amine, in the hydroxide or acetate state, e.g. by passing the solution up through a fluidized bed of the resin having a height at least 3 times its major lateral cross-sectional dimension and a height of at least 3/4 -meter at 20 DEG C.-50 DEG C. using a contact time of 10 minutes to 2 hours. Cation removal may be carried out using, for example, a urea-formaldehyde, nelamine-formaldehyde, phenol-formaldehyde or polystyrene resin bearing sulphuric or phosphonic acid groups using a contact time of 10-60 minutes at a temperature below 100 DEG C. The bromine and metal ions may be recovered by resin elution in the usual way and may be recycled to the oxidation zone, if desired, Examples describe the oxidation of mixed and para xylenes in acetic acid and the removal of bromine anions and cobalt and manganese cations from the reaction mixture. Specifications 807,041, 810,020 and 835,733 are referred to.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US67527757A | 1957-07-31 | 1957-07-31 | |
US67644257A | 1957-08-05 | 1957-08-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB899288A true GB899288A (en) | 1962-06-20 |
Family
ID=27101304
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB24510/58A Expired GB899288A (en) | 1957-07-31 | 1958-07-30 | Process for the removal of bromine anions or bromine anions and heavy metal cations from solutions comprising a lower saturated monocarboxylic acid |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB899288A (en) |
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49123192A (en) * | 1973-03-30 | 1974-11-25 | ||
FR2388595A1 (en) * | 1977-04-25 | 1978-11-24 | Ici Ltd | PROCESS FOR RECOVERING A CATALYTIC CONSTITUENT |
DE2834664A1 (en) * | 1978-04-10 | 1979-10-11 | Asahi Chemical Ind | PROCESS FOR THE RECOVERY OF HEAVY METAL IONS OR OF HEAVY METAL IONS AND HALOGEN SUBSTANCES FROM SOLUTIONS CONTAINING LOWER ALIPHATIC MONOCARBON ACID |
US4202797A (en) * | 1977-04-07 | 1980-05-13 | Imperial Chemical Industries Limited | Recovering catalyst values in reaction liquors from oxidative production of carboxylic and polycarboxilic acids |
US4395356A (en) * | 1980-11-28 | 1983-07-26 | Shell Oil Company | Method for removing catalyst residues from solutions of poly-1-butene |
EP1059975A2 (en) * | 1998-03-02 | 2000-12-20 | Michigan Biotechnology Institute | Purification of organic acids using anion exchange chromatography |
EP1224029A1 (en) * | 1999-08-17 | 2002-07-24 | Mobile Process Technology, Co. | Recovery process for oxidation catalyst in the manufacture of aromatic carboxylic acids |
US20170190594A1 (en) * | 2015-12-31 | 2017-07-06 | Bp Corporation North America Inc. | Process for recovering heavy metal ions |
CN110255769A (en) * | 2019-07-02 | 2019-09-20 | 佰仕邦水处理环保科技(大连)有限公司 | A kind for the treatment of process of the aqueous solution for terephthalic acid production plant |
-
1958
- 1958-07-30 GB GB24510/58A patent/GB899288A/en not_active Expired
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS49123192A (en) * | 1973-03-30 | 1974-11-25 | ||
JPS557300B2 (en) * | 1973-03-30 | 1980-02-23 | ||
US4202797A (en) * | 1977-04-07 | 1980-05-13 | Imperial Chemical Industries Limited | Recovering catalyst values in reaction liquors from oxidative production of carboxylic and polycarboxilic acids |
FR2388595A1 (en) * | 1977-04-25 | 1978-11-24 | Ici Ltd | PROCESS FOR RECOVERING A CATALYTIC CONSTITUENT |
US4162991A (en) * | 1977-04-25 | 1979-07-31 | Imperial Chemical Industries Limited | Recovering cobalt and bromide catalyst values using a strong anion exchange resin |
US4238294A (en) | 1978-04-10 | 1980-12-09 | Asahi Kasei Kogyo Kabushiki Kaisha | Process for recovering heavy metal ions or heavy metal ions and halogen values from solutions comprising a lower aliphatic monocarboxylic acid |
DE2834664A1 (en) * | 1978-04-10 | 1979-10-11 | Asahi Chemical Ind | PROCESS FOR THE RECOVERY OF HEAVY METAL IONS OR OF HEAVY METAL IONS AND HALOGEN SUBSTANCES FROM SOLUTIONS CONTAINING LOWER ALIPHATIC MONOCARBON ACID |
US4395356A (en) * | 1980-11-28 | 1983-07-26 | Shell Oil Company | Method for removing catalyst residues from solutions of poly-1-butene |
EP1059975A2 (en) * | 1998-03-02 | 2000-12-20 | Michigan Biotechnology Institute | Purification of organic acids using anion exchange chromatography |
EP1059975A4 (en) * | 1998-03-02 | 2003-04-23 | Michigan Biotech Inst | Purification of organic acids using anion exchange chromatography |
EP1224029A1 (en) * | 1999-08-17 | 2002-07-24 | Mobile Process Technology, Co. | Recovery process for oxidation catalyst in the manufacture of aromatic carboxylic acids |
EP1224029A4 (en) * | 1999-08-17 | 2004-09-08 | Mobile Process Technology Co | Recovery process for oxidation catalyst in the manufacture of aromatic carboxylic acids |
US20170190594A1 (en) * | 2015-12-31 | 2017-07-06 | Bp Corporation North America Inc. | Process for recovering heavy metal ions |
US10723633B2 (en) * | 2015-12-31 | 2020-07-28 | Bp Corporation North America Inc. | Process for recovering heavy metal ions |
CN110255769A (en) * | 2019-07-02 | 2019-09-20 | 佰仕邦水处理环保科技(大连)有限公司 | A kind for the treatment of process of the aqueous solution for terephthalic acid production plant |
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