CH638486A5 - Verfahren zur herstellung von 1,5-dinitroanthrachinon. - Google Patents
Verfahren zur herstellung von 1,5-dinitroanthrachinon. Download PDFInfo
- Publication number
- CH638486A5 CH638486A5 CH1053877A CH1053877A CH638486A5 CH 638486 A5 CH638486 A5 CH 638486A5 CH 1053877 A CH1053877 A CH 1053877A CH 1053877 A CH1053877 A CH 1053877A CH 638486 A5 CH638486 A5 CH 638486A5
- Authority
- CH
- Switzerland
- Prior art keywords
- dinitroanthraquinone
- acid
- nitric acid
- nitriding
- anthraquinone
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title description 8
- 239000002253 acid Substances 0.000 claims description 58
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 40
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 40
- 229910017604 nitric acid Inorganic materials 0.000 claims description 40
- XVMVHWDCRFNPQR-UHFFFAOYSA-N 1,5-dinitroanthracene-9,10-dione Chemical compound O=C1C=2C([N+](=O)[O-])=CC=CC=2C(=O)C2=C1C=CC=C2[N+]([O-])=O XVMVHWDCRFNPQR-UHFFFAOYSA-N 0.000 claims description 39
- 239000000203 mixture Substances 0.000 claims description 36
- 238000000034 method Methods 0.000 claims description 28
- 239000000725 suspension Substances 0.000 claims description 27
- 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 description 25
- 150000004056 anthraquinones Chemical class 0.000 claims description 25
- NMNSBFYYVHREEE-UHFFFAOYSA-N 1,2-dinitroanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C3C(=O)C2=C1 NMNSBFYYVHREEE-UHFFFAOYSA-N 0.000 claims description 21
- 238000005121 nitriding Methods 0.000 claims description 19
- 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 claims description 13
- 238000006396 nitration reaction Methods 0.000 claims description 12
- 239000013078 crystal Substances 0.000 claims description 6
- 238000002360 preparation method Methods 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims 1
- 238000000926 separation method Methods 0.000 description 19
- 239000002002 slurry Substances 0.000 description 15
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 6
- 230000000694 effects Effects 0.000 description 5
- 230000000802 nitrating effect Effects 0.000 description 5
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 239000002699 waste material Substances 0.000 description 4
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- UQKJUEALIQRECQ-UHFFFAOYSA-N 1,6-dinitroanthracene-9,10-dione Chemical compound O=C1C2=CC([N+](=O)[O-])=CC=C2C(=O)C2=C1C=CC=C2[N+]([O-])=O UQKJUEALIQRECQ-UHFFFAOYSA-N 0.000 description 1
- OPXXCGAYBFDPHY-UHFFFAOYSA-N 2,6-dinitroanthracene-9,10-dione Chemical compound [O-][N+](=O)C1=CC=C2C(=O)C3=CC([N+](=O)[O-])=CC=C3C(=O)C2=C1 OPXXCGAYBFDPHY-UHFFFAOYSA-N 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 238000004811 liquid chromatography Methods 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical class C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/24—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings
- C07C225/26—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings
- C07C225/32—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings of condensed quinone ring systems formed by at least three rings
- C07C225/34—Amino anthraquinones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C46/00—Preparation of quinones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10966976A JPS5334765A (en) | 1976-09-13 | 1976-09-13 | Isolation of 1,5-dinitroanthraquinone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH638486A5 true CH638486A5 (de) | 1983-09-30 |
Family
ID=14516156
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1053877A CH638486A5 (de) | 1976-09-13 | 1977-08-30 | Verfahren zur herstellung von 1,5-dinitroanthrachinon. |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US4158009A (en, 2012) |
| JP (1) | JPS5334765A (en, 2012) |
| CH (1) | CH638486A5 (en, 2012) |
| DE (1) | DE2740403A1 (en, 2012) |
| GB (1) | GB1564054A (en, 2012) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2909481A1 (de) * | 1979-03-10 | 1980-09-11 | Bayer Ag | Verfahren zur herstellung von 4,5-dinitro-1,8-dihydroxyanthrachinon |
| CN111454158A (zh) * | 2020-05-14 | 2020-07-28 | 九江富达实业有限公司 | 一种和1-硝基蒽醌联产生产二硝基蒽醌的方法 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE788016A (fr) * | 1971-08-28 | 1973-02-26 | Bayer Ag | Procede de separation de dinitro-anthraquinones pures a partir de melanges de nitration de l'anthraquinone |
| DE2306611C3 (de) * | 1973-02-10 | 1981-10-29 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von 1,5und 1,8-Dinitroanthrachinon |
| DE2334713C3 (de) * | 1973-07-07 | 1980-07-10 | Basf Ag, 6700 Ludwigshafen | Verfahren zur Isolierung von 13-Dinitroanthrachinon |
| DE2346317C3 (de) * | 1973-09-14 | 1980-06-19 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung von Dinitroanthrachinonen |
| RO64228A (ro) * | 1973-10-13 | 1980-06-15 | Bayer Ag,De | Procedeu de separare a 1,5-dinitroantrachinonei si 1,8-dinitroantrachinonei |
| DE2439280A1 (de) * | 1974-08-16 | 1976-02-26 | Bayer Ag | Verfahren zur herstellung von 1,5dinitroanthrachinon und 1,8-dinitroanthrachinon |
-
1976
- 1976-09-13 JP JP10966976A patent/JPS5334765A/ja active Granted
-
1977
- 1977-08-30 CH CH1053877A patent/CH638486A5/de not_active IP Right Cessation
- 1977-09-07 US US05/831,223 patent/US4158009A/en not_active Expired - Lifetime
- 1977-09-08 DE DE19772740403 patent/DE2740403A1/de active Granted
- 1977-09-08 GB GB37621/77A patent/GB1564054A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US4158009A (en) | 1979-06-12 |
| GB1564054A (en) | 1980-04-02 |
| JPS5334765A (en) | 1978-03-31 |
| DE2740403A1 (de) | 1978-03-16 |
| JPS5539535B2 (en, 2012) | 1980-10-13 |
| DE2740403C2 (en, 2012) | 1987-07-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PFA | Name/firm changed |
Owner name: MITSUBISHI KASEI CORPORATION |
|
| PL | Patent ceased |