GB533066A - A process for the production of aliphatic dicarboxylic acids - Google Patents
A process for the production of aliphatic dicarboxylic acidsInfo
- Publication number
- GB533066A GB533066A GB27246/39A GB2724639A GB533066A GB 533066 A GB533066 A GB 533066A GB 27246/39 A GB27246/39 A GB 27246/39A GB 2724639 A GB2724639 A GB 2724639A GB 533066 A GB533066 A GB 533066A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitric acid
- gem
- oxidation
- acid
- oct
- 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
- -1 aliphatic dicarboxylic acids Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 4
- 229910017604 nitric acid Inorganic materials 0.000 abstract 4
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 abstract 1
- HVPLFSASJVVSHR-UHFFFAOYSA-N 2-methylcyclobutan-1-ol Chemical compound CC1CCC1O HVPLFSASJVVSHR-UHFFFAOYSA-N 0.000 abstract 1
- VEALHWXMCIRWGC-UHFFFAOYSA-N 3-methylcyclopentan-1-ol Chemical compound CC1CCC(O)C1 VEALHWXMCIRWGC-UHFFFAOYSA-N 0.000 abstract 1
- TYQJRJDPCKPRFL-UHFFFAOYSA-N 3-nitrocyclohexan-1-ol Chemical compound [N+](=O)([O-])C1CC(CCC1)O TYQJRJDPCKPRFL-UHFFFAOYSA-N 0.000 abstract 1
- OVZREPUBATUONY-UHFFFAOYSA-N 4,4-dibutylcyclohexan-1-ol Chemical class C(CCC)C1(CCC(CC1)O)CCCC OVZREPUBATUONY-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- KTHXBEHDVMTNOH-UHFFFAOYSA-N cyclobutanol Chemical compound OC1CCC1 KTHXBEHDVMTNOH-UHFFFAOYSA-N 0.000 abstract 1
- QCRFMSUKWRQZEM-UHFFFAOYSA-N cycloheptanol Chemical compound OC1CCCCCC1 QCRFMSUKWRQZEM-UHFFFAOYSA-N 0.000 abstract 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 abstract 1
- XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 abstract 1
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000003208 petroleum Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F16—ENGINEERING ELEMENTS AND UNITS; GENERAL MEASURES FOR PRODUCING AND MAINTAINING EFFECTIVE FUNCTIONING OF MACHINES OR INSTALLATIONS; THERMAL INSULATION IN GENERAL
- F16B—DEVICES FOR FASTENING OR SECURING CONSTRUCTIONAL ELEMENTS OR MACHINE PARTS TOGETHER, e.g. NAILS, BOLTS, CIRCLIPS, CLAMPS, CLIPS OR WEDGES; JOINTS OR JOINTING
- F16B39/00—Locking of screws, bolts or nuts
- F16B39/22—Locking of screws, bolts or nuts in which the locking takes place during screwing down or tightening
- F16B39/28—Locking of screws, bolts or nuts in which the locking takes place during screwing down or tightening by special members on, or shape of, the nut or bolt
- F16B39/32—Locking by means of a pawl or pawl-like tongue
-
- 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
- C07C51/316—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with oxides of nitrogen or nitrogen-containing mineral acids
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- General Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
533,066. Dicarboxylic acids. NAAMLOOZE VENNOOTSCHAP DE BATAAFSCHE PETROLEUM MAATSCHAPPIJ. Oct. 5, 1939, No. 27246. Convention date, Oct. 8, 1938. [Class 2 (iii)] Aliphatic di-carboxylic acids are produced by the oxidation of cyclic alcohols with nitric acid of 4-24 per cent. strength at above 50C., and if desired in the presence of an oxidation catalyst such as vanadic. The process is effected continuously, nitric acid of higher strength being supplied and reaction liquor withdrawn continuously so as to keep the concentration of nitric acid in the reaction mixture within the limits stated. The acid and alcohol are supplied from vessels 1, 2 to a reaction chamber 3 having a stirrer 4, heating-coil 5 and reflux condenser 19. Nitric acid is distilled from the withdrawn liquor in a column 6 and the di-carboxylic acids are separated by crystallization. The invention is described with reference to the oxidation of cyclopentanol to glutaric acid, but the following alcohols are also mentioned as suitable initial materials, viz. cyclobutanol, 2-methylcyclobutanol, 3-methylcyclopentanol, gem. dimethyl cyclopentanol-3, cyclohexanol, gem.' dimethyl and gem, dibutyl cyclohexanols, 3-nitrocyclohexanol, #.<SP>3</SP>-cyclohexenol, and cycloheptanol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US234030A US2193562A (en) | 1938-10-08 | 1938-10-08 | Process for the production of aliphatic dicarboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB533066A true GB533066A (en) | 1941-02-05 |
Family
ID=22879580
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27246/39A Expired GB533066A (en) | 1938-10-08 | 1939-10-05 | A process for the production of aliphatic dicarboxylic acids |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2193562A (en) |
| BE (1) | BE436616A (en) |
| FR (2) | FR860764A (en) |
| GB (1) | GB533066A (en) |
| NL (1) | NL53438C (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2439513A (en) * | 1945-11-30 | 1948-04-13 | Du Pont | Adipic acid process |
| US2560156A (en) * | 1947-12-18 | 1951-07-10 | Du Pont | Method of separating carboxylic acids resulting from the liquid phase oxidation of oleic acid |
| US2662908A (en) * | 1951-03-30 | 1953-12-15 | C P Hall Company Of Illinois | Oxidation of fatty acids |
| US2844626A (en) * | 1955-05-27 | 1958-07-22 | Goodyear Tire & Rubber | Process for the manufacture of adipic acid |
| US2825741A (en) * | 1956-06-05 | 1958-03-04 | American Oil Co | Removal of impurities from hydrocarbon oxidation products |
| US3087963A (en) * | 1959-03-02 | 1963-04-30 | Exxon Research Engineering Co | Preparation of 1, 12-dodecanedioic acid |
| US3950410A (en) * | 1971-06-04 | 1976-04-13 | Imperial Chemical Industries Limited | Oxidation process |
-
0
- BE BE436616D patent/BE436616A/xx unknown
- NL NL53438D patent/NL53438C/xx active
-
1938
- 1938-10-08 US US234030A patent/US2193562A/en not_active Expired - Lifetime
-
1939
- 1939-10-05 GB GB27246/39A patent/GB533066A/en not_active Expired
- 1939-10-07 FR FR860764D patent/FR860764A/en not_active Expired
-
1942
- 1942-03-26 FR FR51990D patent/FR51990E/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL53438C (en) | |
| FR51990E (en) | 1943-05-27 |
| FR860764A (en) | 1941-01-23 |
| US2193562A (en) | 1940-03-12 |
| BE436616A (en) |
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