CA1042884A - Production of pure-1-nitroanthraquinone - Google Patents
Production of pure-1-nitroanthraquinoneInfo
- Publication number
- CA1042884A CA1042884A CA242,597A CA242597A CA1042884A CA 1042884 A CA1042884 A CA 1042884A CA 242597 A CA242597 A CA 242597A CA 1042884 A CA1042884 A CA 1042884A
- Authority
- CA
- Canada
- Prior art keywords
- nitric acid
- nitroanthraquinone
- anthraquinone
- temperature
- strength
- 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
- 229910017604 nitric acid Inorganic materials 0.000 claims abstract description 96
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims abstract description 95
- 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 claims abstract description 35
- 150000004056 anthraquinones Chemical class 0.000 claims abstract description 35
- 238000006396 nitration reaction Methods 0.000 claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- 239000011541 reaction mixture Substances 0.000 claims abstract description 14
- 238000001816 cooling Methods 0.000 claims abstract description 13
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000002360 preparation method Methods 0.000 claims abstract description 5
- 238000000034 method Methods 0.000 claims description 16
- 238000005292 vacuum distillation Methods 0.000 claims description 6
- 238000004821 distillation Methods 0.000 abstract description 9
- 229940074355 nitric acid Drugs 0.000 description 86
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 14
- 239000000047 product Substances 0.000 description 14
- 239000000203 mixture Substances 0.000 description 11
- 239000000706 filtrate Substances 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000007865 diluting Methods 0.000 description 4
- QCVMOSGPTRRUQZ-UHFFFAOYSA-N 2-nitroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC([N+](=O)[O-])=CC=C3C(=O)C2=C1 QCVMOSGPTRRUQZ-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 238000011403 purification operation Methods 0.000 description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 2
- 239000011552 falling film Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 230000036647 reaction Effects 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000161982 Mogera robusta Species 0.000 description 1
- 235000014676 Phragmites communis Nutrition 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 229940000425 combination drug Drugs 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000001599 direct drying Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010327 methods by industry Methods 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- -1 nitro- Chemical class 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19742461648 DE2461648A1 (de) | 1974-12-27 | 1974-12-27 | Verfahren zur herstellung von reinem 1-nitro-anthrachinon |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1042884A true CA1042884A (en) | 1978-11-21 |
Family
ID=5934667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA242,597A Expired CA1042884A (en) | 1974-12-27 | 1975-12-24 | Production of pure-1-nitroanthraquinone |
Country Status (16)
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS603056B2 (ja) * | 1976-06-21 | 1985-01-25 | 住友化学工業株式会社 | １−ニトロアントラキノンの製法 |
| DE2654649C2 (de) * | 1976-12-02 | 1985-01-31 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von 1-Nitroanthrachinon |
| JPS5387345A (en) * | 1977-01-06 | 1978-08-01 | Sumitomo Chem Co Ltd | Method of preparing 1-nitroanthraquinone |
| AT385577B (de) * | 1984-10-31 | 1988-04-25 | Zumtobel Ag | Bettleseleuchte, insbesondere fuer krankenzimmer |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1359347A (en) * | 1970-12-22 | 1974-07-10 | Sandoz Ltd | Process for the production of1-nitroanthraquinone |
| CH554302A (de) * | 1971-04-30 | 1974-09-30 | Sandoz Ag | Verfahren und apparatur zur durchfuehrung von nitrierungen. |
-
1974
- 1974-12-27 DE DE19742461648 patent/DE2461648A1/de not_active Withdrawn
-
1975
- 1975-10-24 GB GB4382175A patent/GB1490419A/en not_active Expired
- 1975-12-19 DD DD19036875A patent/DD124248A5/xx unknown
- 1975-12-19 LU LU74079A patent/LU74079A1/xx unknown
- 1975-12-22 CH CH1661575A patent/CH615148A5/de not_active IP Right Cessation
- 1975-12-23 NL NL7515007A patent/NL7515007A/xx unknown
- 1975-12-23 AT AT980575A patent/AT339291B/de not_active IP Right Cessation
- 1975-12-23 IT IT5284475A patent/IT1052622B/it active
- 1975-12-23 DK DK590175A patent/DK590175A/da unknown
- 1975-12-24 BE BE163088A patent/BE837052A/xx unknown
- 1975-12-24 CA CA242,597A patent/CA1042884A/en not_active Expired
- 1975-12-25 JP JP15412675A patent/JPS5811938B2/ja not_active Expired
- 1975-12-26 FR FR7539870A patent/FR2295946A1/fr active Granted
- 1975-12-26 RO RO7584324A patent/RO70394A/ro unknown
- 1975-12-26 BR BR7508650A patent/BR7508650A/pt unknown
- 1975-12-26 ES ES443876A patent/ES443876A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2461648A1 (de) | 1976-07-08 |
| BR7508650A (pt) | 1976-09-08 |
| CH615148A5 (en) | 1980-01-15 |
| DK590175A (da) | 1976-06-28 |
| ATA980575A (de) | 1977-02-15 |
| FR2295946B1 (enrdf_load_html_response) | 1979-09-07 |
| LU74079A1 (enrdf_load_html_response) | 1976-11-11 |
| BE837052A (fr) | 1976-06-24 |
| AT339291B (de) | 1977-10-10 |
| JPS5188952A (en) | 1976-08-04 |
| NL7515007A (nl) | 1976-06-29 |
| ES443876A1 (es) | 1977-05-01 |
| RO70394A (ro) | 1980-12-30 |
| JPS5811938B2 (ja) | 1983-03-05 |
| GB1490419A (en) | 1977-11-02 |
| FR2295946A1 (fr) | 1976-07-23 |
| DD124248A5 (enrdf_load_html_response) | 1977-02-09 |
| IT1052622B (it) | 1981-07-20 |
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