DE2164458A1 - Verfahren zur herstellung von reinem 1-aminoanthrachinon - Google Patents
Verfahren zur herstellung von reinem 1-aminoanthrachinonInfo
- Publication number
- DE2164458A1 DE2164458A1 DE19712164458 DE2164458A DE2164458A1 DE 2164458 A1 DE2164458 A1 DE 2164458A1 DE 19712164458 DE19712164458 DE 19712164458 DE 2164458 A DE2164458 A DE 2164458A DE 2164458 A1 DE2164458 A1 DE 2164458A1
- Authority
- DE
- Germany
- Prior art keywords
- parts
- aminoanthraquinone
- water
- residue
- nitroanthraquinone
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 43
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 claims description 26
- 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 description 19
- 239000000203 mixture Substances 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 230000002829 reductive effect Effects 0.000 claims description 5
- MSPSTYCMFZMVCL-UHFFFAOYSA-N S(=O)(=O)(O)O.NC1=CC=CC=2C(C3=CC=CC=C3C(C12)=O)=O Chemical compound S(=O)(=O)(O)O.NC1=CC=CC=2C(C3=CC=CC=C3C(C12)=O)=O MSPSTYCMFZMVCL-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000000243 solution Substances 0.000 claims 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 14
- 239000000047 product Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 239000010802 sludge Substances 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 239000000706 filtrate Substances 0.000 description 4
- 229910052742 iron Inorganic materials 0.000 description 4
- 150000002739 metals Chemical class 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 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 description 3
- 150000004056 anthraquinones Chemical class 0.000 description 3
- 238000006396 nitration reaction Methods 0.000 description 3
- 150000002828 nitro derivatives Chemical class 0.000 description 3
- QWXDVWSEUJXVIK-UHFFFAOYSA-N 1,8-diaminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC(N)=C2C(=O)C2=C1C=CC=C2N QWXDVWSEUJXVIK-UHFFFAOYSA-N 0.000 description 2
- XOGPDSATLSAZEK-UHFFFAOYSA-N 2-Aminoanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(N)=CC=C3C(=O)C2=C1 XOGPDSATLSAZEK-UHFFFAOYSA-N 0.000 description 2
- WBBFBHOZKCHJHN-UHFFFAOYSA-N 2-amino-1-hydroxyanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=C(O)C(N)=CC=C3C(=O)C2=C1 WBBFBHOZKCHJHN-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- MBIJFIUDKPXMAV-UHFFFAOYSA-N 1,8-dinitroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC([N+]([O-])=O)=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] MBIJFIUDKPXMAV-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010633 broth Nutrition 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011946 reduction process Methods 0.000 description 1
- 238000005204 segregation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000002351 wastewater Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712164458 DE2164458A1 (de) | 1971-12-24 | 1971-12-24 | Verfahren zur herstellung von reinem 1-aminoanthrachinon |
| IT5488572A IT974199B (it) | 1971-12-24 | 1972-12-20 | Procedimento per la produzione di i amminoantrachinone puro |
| FR7246048A FR2165678A5 (en) | 1971-12-24 | 1972-12-22 | 1-aminoanthraquinone prepn - from 1-nitroanthraquinone by reduction with iron or copper in 60-80% sulphuric acid |
| JP12947772A JPS504130A (enrdf_load_stackoverflow) | 1971-12-24 | 1972-12-25 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712164458 DE2164458A1 (de) | 1971-12-24 | 1971-12-24 | Verfahren zur herstellung von reinem 1-aminoanthrachinon |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2164458A1 true DE2164458A1 (de) | 1973-07-05 |
Family
ID=5829142
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712164458 Pending DE2164458A1 (de) | 1971-12-24 | 1971-12-24 | Verfahren zur herstellung von reinem 1-aminoanthrachinon |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JPS504130A (enrdf_load_stackoverflow) |
| DE (1) | DE2164458A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2165678A5 (enrdf_load_stackoverflow) |
| IT (1) | IT974199B (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0064629A1 (de) * | 1981-05-07 | 1982-11-17 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Aminoanthrachinonen |
| CN105884635A (zh) * | 2016-05-18 | 2016-08-24 | 大连理工大学 | 一种采用钼酸铵为催化剂制备1-氨基蒽醌的方法 |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5655821Y2 (enrdf_load_stackoverflow) * | 1976-10-20 | 1981-12-26 | ||
| JPS6233Y2 (enrdf_load_stackoverflow) * | 1979-11-08 | 1987-01-06 |
-
1971
- 1971-12-24 DE DE19712164458 patent/DE2164458A1/de active Pending
-
1972
- 1972-12-20 IT IT5488572A patent/IT974199B/it active
- 1972-12-22 FR FR7246048A patent/FR2165678A5/fr not_active Expired
- 1972-12-25 JP JP12947772A patent/JPS504130A/ja active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0064629A1 (de) * | 1981-05-07 | 1982-11-17 | BASF Aktiengesellschaft | Verfahren zur Herstellung von Aminoanthrachinonen |
| CN105884635A (zh) * | 2016-05-18 | 2016-08-24 | 大连理工大学 | 一种采用钼酸铵为催化剂制备1-氨基蒽醌的方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS504130A (enrdf_load_stackoverflow) | 1975-01-17 |
| IT974199B (it) | 1974-06-20 |
| FR2165678A5 (en) | 1973-08-03 |
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