GB825429A - Process for the oxidation of organic compounds - Google Patents
Process for the oxidation of organic compoundsInfo
- Publication number
- GB825429A GB825429A GB35564/56A GB3556456A GB825429A GB 825429 A GB825429 A GB 825429A GB 35564/56 A GB35564/56 A GB 35564/56A GB 3556456 A GB3556456 A GB 3556456A GB 825429 A GB825429 A GB 825429A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reactor
- liquid
- oxidation
- concentration
- limit
- 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
- C07C51/16—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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
In a process for the oxidation of organic compounds in the liquid phase by means of molecular oxygen or ozone, wherein the overhead vapours are condensed, water is decanted from the condensate and the non-aqueous condensate is returned to the reactor, the concentration of organic compounds in the vapour over the liquid in the reactor is maintained either below the lower limit or above the upper limit of the explosive concentration range by (a) introducing an incombustible inert gas, such as nitrogen or steam, into the space over the liquid in the reactor; or (b) introducing a volatile organic liquid, which is more resistant to oxidation than the compound being oxidized, into the liquid in the reactor and maintaining a suitable rate of boiling; or (c) blowing vapours of such a volatile organic liquid over the surface of the liquid-mixture in the reactor. The oxidation may be carried out in two stages, the concentration of organic compounds in the vapour being above the upper explosive limit in one reactor and below the lower explosive limit in the other reactor. Where operation is above the upper explosive limit, the concentration of the organic compound in the gas may often, after condensation, fall within the explosive range. Provision is therefore preferably made for the admission of inert diluent, e.g. nitrogen or carbon dioxide, in the exit gas line after the condenser.ALSO:In a process for the oxidation of organic compounds, e.g. the oxidation of p-xylene to terephthalic acid, in the liquid phase by means of molecular oxygen or ozone, wherein the overhead vapours are condensed, water is decanted from the condensate and the non-aqueous condensate is returned to the reactor, the concentration of organic compounds in the vapour over the liquid in the reactor is maintained either below the lower limit or above the upper limit of the explosive concentration range by (a) introducing an incombustible inert gas, such as nitrogen or steam, into the space over the liquid in the reactor, or (b) introducing a volatile organic liquid, which is more resistant to oxidation than the compound being oxidized, into the liquid in the reactor and maintaining a suitable rate of boiling, or (c) blowing vapours of such a volatile organic liquid over the surface of the liquid-mixture in the reactor. In Example 1, o-xylene is dissolved in molten benzoic acid containing benzene and catalytic amounts of manganese bromide and cobalt bromide, and is oxidized at 150 DEG C. by passing oxygen into it through a high-speed cruciform stirrer. Simultaneously, steam is blown over the liquid reaction surface. The reactor is provided with a packed reflux column and a decanter; and the benzene/o-xylene layer of the condensate is returned to the reactor by overflow. When the oxidation is complete, the reaction mixture is hydrolysed by refluxing it with water; and phthalic acid is isolated from the product. In Example 2, p-xylene is dissolved in propionic acid containing catalytic amounts of MnBr2 and CoBr2, and is treated at 137 DEG C. with oxygen. The reactor is provided with a packed reflux column and decanter; and the p-xylene/propionic acid phase of the condensate is returned to the reactor. The boil-up rate is maintained so that the concentration of propionic acid in the vapour is such that the vapour is above the higher inflammability limit. Colourless terephthalic acid is isolated from the reaction product by filtration. Example 3 relates to the same reaction as Example 2, but a lower boil-up rate is employed; and propionic acid vapour at 150 DEG C. is blown over the surface of the reaction mixture. The oxidation may be carried out in two stages, the concentration of organic compounds in the vapour being above the upper explosive limit in one reactor and below the lower explosive limit in the other reactor. Where operation is above the upper explosive limit, the concentration of the organic compounds in the gas may often, after condensation, fall within the explosive range. Provision is therefore preferably made for the admission of inert diluent, e.g. nitrogen or carbon dioxide, in the exit gas line after the condenser.
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE562538D BE562538A (en) | 1956-11-21 | ||
GB35564/56A GB825429A (en) | 1956-11-21 | 1956-11-21 | Process for the oxidation of organic compounds |
US692534A US3155718A (en) | 1956-11-21 | 1957-10-28 | Process for the oxidation of organic compounds |
ES0238493A ES238493A1 (en) | 1956-11-21 | 1957-11-09 | Process for the oxidation of organic compounds |
FR1196029D FR1196029A (en) | 1956-11-21 | 1957-11-21 | Process for the oxidation of organic compounds in liquid phase such as xylones |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB35564/56A GB825429A (en) | 1956-11-21 | 1956-11-21 | Process for the oxidation of organic compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB825429A true GB825429A (en) | 1959-12-16 |
Family
ID=10379139
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35564/56A Expired GB825429A (en) | 1956-11-21 | 1956-11-21 | Process for the oxidation of organic compounds |
Country Status (5)
Country | Link |
---|---|
US (1) | US3155718A (en) |
BE (1) | BE562538A (en) |
ES (1) | ES238493A1 (en) |
FR (1) | FR1196029A (en) |
GB (1) | GB825429A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3305561A (en) * | 1965-03-01 | 1967-02-21 | Chevron Res | Aromatic cyclic imide process |
EP0261892A2 (en) * | 1986-09-26 | 1988-03-30 | Mitsui Petrochemical Industries, Ltd. | The production of aromatic carboxylic acids |
CN113509811A (en) * | 2020-04-10 | 2021-10-19 | 中国石油化工股份有限公司 | Method and system for treating tail gas containing chloropropene and oxygen |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA793870A (en) * | 1964-12-14 | 1968-09-03 | Berthoux Jean | Procede d'oxydation d'hydrocarbures aromatiques |
US3534090A (en) * | 1966-11-04 | 1970-10-13 | Mobil Oil Corp | Hydrocarbon oxidation |
JPS5328901B2 (en) * | 1973-07-28 | 1978-08-17 | ||
JPS5217418A (en) * | 1975-07-29 | 1977-02-09 | Atlantic Richfield Co | Method of manufacturing corresponding acids by liquid phase oxidation of unsaturated aldehyde |
US4786753A (en) * | 1987-05-18 | 1988-11-22 | Amoco Corporation | Oxidation process for the manufacture of aromatic acids from alkylaromatic compounds |
US5510521A (en) * | 1995-03-27 | 1996-04-23 | Eastman Chemical Company | Process for the production of aromatic carboxylic acids |
US7273950B2 (en) * | 2003-06-13 | 2007-09-25 | Tereftalatos Mexicanos, S.A. De C.V. | Process and apparatus for the efficient oxidation of alkyl aromatic compounds |
CN112479861A (en) * | 2020-12-10 | 2021-03-12 | 成家钢 | Liquid-phase normal-pressure catalytic oxygen oxidation safety method and oxygen oxidation safety reaction equipment |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB626048A (en) * | 1944-10-01 | 1949-07-08 | Ladislaw Vilmos Farkas | A process of oxidizing primary or secondary alcoholic hydroxyl groups and aldehyde groups |
US2552278A (en) * | 1949-03-22 | 1951-05-08 | Monsanto Chemicals | Liquid phase oxidation |
US2673217A (en) * | 1951-09-21 | 1954-03-23 | Eastman Kodak Co | Selective oxidation of substituted aromatic compounds using aldehyde-activated catalysts |
NL179489B (en) * | 1952-07-01 | Eni Ente Naz Idrocarb | PROCEDURE FOR THE REMOVAL OF POTASSIUM SALTS FROM A RESIDUE OF THE DISTILLATION OF FERMENTED SUGAR BEET MOLASSES. | |
US2788367A (en) * | 1953-03-05 | 1957-04-09 | Union Oil Co | Xylene oxidation process |
US2833816A (en) * | 1954-05-03 | 1958-05-06 | Mid Century Corp | Preparation of aromatic polycarboxylic acids |
US2761872A (en) * | 1955-05-03 | 1956-09-04 | Welsbach Corp | Suppression of spontaneous ignition |
US2890245A (en) * | 1957-02-25 | 1959-06-09 | Sun Oil Co | Partial oxidation of hydrocarbons |
-
0
- BE BE562538D patent/BE562538A/xx unknown
-
1956
- 1956-11-21 GB GB35564/56A patent/GB825429A/en not_active Expired
-
1957
- 1957-10-28 US US692534A patent/US3155718A/en not_active Expired - Lifetime
- 1957-11-09 ES ES0238493A patent/ES238493A1/en not_active Expired
- 1957-11-21 FR FR1196029D patent/FR1196029A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3305561A (en) * | 1965-03-01 | 1967-02-21 | Chevron Res | Aromatic cyclic imide process |
EP0261892A2 (en) * | 1986-09-26 | 1988-03-30 | Mitsui Petrochemical Industries, Ltd. | The production of aromatic carboxylic acids |
EP0261892A3 (en) * | 1986-09-26 | 1989-03-15 | Mitsui Petrochemical Industries, Ltd. | The production of aromatic carboxylic acids |
CN113509811A (en) * | 2020-04-10 | 2021-10-19 | 中国石油化工股份有限公司 | Method and system for treating tail gas containing chloropropene and oxygen |
CN113509811B (en) * | 2020-04-10 | 2022-11-29 | 中国石油化工股份有限公司 | Method and system for treating tail gas containing chloropropene and oxygen |
Also Published As
Publication number | Publication date |
---|---|
BE562538A (en) | 1900-01-01 |
US3155718A (en) | 1964-11-03 |
FR1196029A (en) | 1959-11-20 |
ES238493A1 (en) | 1958-05-01 |
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