GB2013664A - A Method of Preparing an Anthraquinone - Google Patents
A Method of Preparing an AnthraquinoneInfo
- Publication number
- GB2013664A GB2013664A GB7901971A GB7901971A GB2013664A GB 2013664 A GB2013664 A GB 2013664A GB 7901971 A GB7901971 A GB 7901971A GB 7901971 A GB7901971 A GB 7901971A GB 2013664 A GB2013664 A GB 2013664A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxidation
- approximately
- anthraquinone
- nitric acid
- acid
- 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.)
- Granted
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title abstract 3
- 150000004056 anthraquinones Chemical class 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 230000003647 oxidation Effects 0.000 abstract 6
- 238000007254 oxidation reaction Methods 0.000 abstract 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 3
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 abstract 3
- 229910017604 nitric acid Inorganic materials 0.000 abstract 3
- PQTAUFTUHHRKSS-UHFFFAOYSA-N 1-benzyl-2-methylbenzene Chemical compound CC1=CC=CC=C1CC1=CC=CC=C1 PQTAUFTUHHRKSS-UHFFFAOYSA-N 0.000 abstract 1
- FGTYTUFKXYPTML-UHFFFAOYSA-N 2-benzoylbenzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 FGTYTUFKXYPTML-UHFFFAOYSA-N 0.000 abstract 1
- NQSMEZJWJJVYOI-UHFFFAOYSA-N Methyl 2-benzoylbenzoate Chemical compound COC(=O)C1=CC=CC=C1C(=O)C1=CC=CC=C1 NQSMEZJWJJVYOI-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 239000001117 sulphuric acid Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
- C07C46/02—Preparation of quinones by oxidation giving rise to quinoid structures
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/28—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of CHx-moieties
-
- 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
- C07C51/27—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
- C07C51/275—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids of hydrocarbyl groups
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
An anthraquinone is prepared by oxidation of o-benzyltoluene with <IMAGE> nitric acid in two oxidation stages, the first oxidation stage being performed with a nitric acid of 25 to 50 weight-% strength under atmospheric pressure at temperatures of approximately 80 to 110 DEG C in the presence of known oxidation catalysts, after which the liquid oxidation product is further oxidised in the second oxidation stage with a nitric acid of 8 to 15 weight-% strength under a pressure of approximately 10 to 30 bar at temperatures of approximately 150 to 180 DEG C until cessation of nitrogen oxide evolution, the method also including the steps of esterifying the raw o-benzoylbenzoic acid with methanol, distilling the methyl ester, and converting the o-benzoylbenzoic methyl ester into anthraquinone by heating with concentrated sulphuric acid at a temperature of approximately 150 DEG C.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2804414A DE2804414C2 (en) | 1978-02-02 | 1978-02-02 | Process for the production of anthraquinone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2013664A true GB2013664A (en) | 1979-08-15 |
| GB2013664B GB2013664B (en) | 1982-10-27 |
Family
ID=6030972
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7901971A Expired GB2013664B (en) | 1978-02-02 | 1979-01-19 | Method of preparing an anthraquinone |
Country Status (6)
| Country | Link |
|---|---|
| JP (1) | JPS54117452A (en) |
| CH (1) | CH637619A5 (en) |
| DE (1) | DE2804414C2 (en) |
| FR (1) | FR2416212A1 (en) |
| GB (1) | GB2013664B (en) |
| IT (1) | IT1114502B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0111120A2 (en) * | 1982-11-10 | 1984-06-20 | BASF Aktiengesellschaft | Process for the preparation of anthraquinones |
| CN102241579A (en) * | 2011-07-07 | 2011-11-16 | 辽宁石油化工大学 | Method for synthesizing anthraquinone |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3243956A1 (en) * | 1982-11-27 | 1984-05-30 | Luma Elektronik - GmbH, 4904 Enger | Position sensor for determining the position of linearly displaceable machine parts |
| JPH0185977U (en) * | 1987-11-26 | 1989-06-07 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2050799A1 (en) * | 1970-10-16 | 1972-04-20 | Ortho-benzoyl benzoic acid prodn - from diphenyl-methane derivs | |
| DE2256663A1 (en) * | 1972-11-18 | 1974-05-22 | Basf Ag | PROCESS FOR PRODUCING CHLORANTHRAQUINONE-2,3-DICARBONIC ANHYDRIDES |
-
1978
- 1978-02-02 DE DE2804414A patent/DE2804414C2/en not_active Expired
- 1978-12-21 CH CH1300678A patent/CH637619A5/en not_active IP Right Cessation
-
1979
- 1979-01-04 IT IT47534/79A patent/IT1114502B/en active
- 1979-01-17 FR FR7901095A patent/FR2416212A1/en active Granted
- 1979-01-19 GB GB7901971A patent/GB2013664B/en not_active Expired
- 1979-02-02 JP JP1052879A patent/JPS54117452A/en active Granted
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0111120A2 (en) * | 1982-11-10 | 1984-06-20 | BASF Aktiengesellschaft | Process for the preparation of anthraquinones |
| EP0111120A3 (en) * | 1982-11-10 | 1985-12-04 | Basf Aktiengesellschaft | Process for the preparation of anthraquinones |
| CN102241579A (en) * | 2011-07-07 | 2011-11-16 | 辽宁石油化工大学 | Method for synthesizing anthraquinone |
| CN102241579B (en) * | 2011-07-07 | 2014-04-16 | 辽宁石油化工大学 | Method for synthesizing anthraquinone |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2804414A1 (en) | 1979-08-09 |
| IT7947534A0 (en) | 1979-01-04 |
| DE2804414C2 (en) | 1986-07-24 |
| CH637619A5 (en) | 1983-08-15 |
| JPS54117452A (en) | 1979-09-12 |
| FR2416212A1 (en) | 1979-08-31 |
| JPS6148493B2 (en) | 1986-10-24 |
| FR2416212B1 (en) | 1982-07-09 |
| GB2013664B (en) | 1982-10-27 |
| IT1114502B (en) | 1986-01-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |