DE73860C - Process for the preparation of nitrooxyanthraquinone - Google Patents
Process for the preparation of nitrooxyanthraquinoneInfo
- Publication number
- DE73860C DE73860C DENDAT73860D DE73860DA DE73860C DE 73860 C DE73860 C DE 73860C DE NDAT73860 D DENDAT73860 D DE NDAT73860D DE 73860D A DE73860D A DE 73860DA DE 73860 C DE73860 C DE 73860C
- Authority
- DE
- Germany
- Prior art keywords
- nitrooxyanthraquinone
- preparation
- dinitroanthraquinone
- alcohol
- 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.)
- Expired - Lifetime
Links
- QUDZIKKHBMBJKK-UHFFFAOYSA-N [N+](=O)([O-])OC1=CC=CC=2C(C3=CC=CC=C3C(C12)=O)=O Chemical compound [N+](=O)([O-])OC1=CC=CC=2C(C3=CC=CC=C3C(C12)=O)=O QUDZIKKHBMBJKK-UHFFFAOYSA-N 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 4
- NMNSBFYYVHREEE-UHFFFAOYSA-N 1,2-dinitroanthracene-9,10-dione Chemical compound 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 4
- 230000001476 alcoholic Effects 0.000 claims description 2
- 239000003518 caustics Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- 229960000583 Acetic Acid Drugs 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000005712 crystallization Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMTPATENT OFFICE
PATENTSCHRIFTPATENT LETTERING
KLASSE 22: Farbstoffe, Firnisse, Lacke.CLASS 22: dyes, varnishes, lacquers.
Patentirt im Deutschen Reiche vom 2. April 1893 ab.Patented in the German Empire on April 2, 1893.
Während das Dinitroanthrachinon von wässerigen Alkalien so gut wie gar nicht angegriffen wird, läfst sich durch Einwirkung von alkoholischer Kali- oder Natronlauge bequem ein Nitrooxyanthrachinon darstellen.While the dinitroanthraquinone is hardly at all attacked by aqueous alkalis is easy to use when exposed to alcoholic potash or caustic soda Represent nitrooxyanthraquinone.
Man verfährt hierbei beispielsweise in folgender Weise:One proceeds here, for example, in the following way:
15 kg Dinitroanthrachinon werden in ungefähr der sechs- bis siebenfachen Menge Alkohol suspendirt und mit einer Auflösung von 5 kg Aetznatron in Alkohol versetzt. Man läfst das Gemisch erst einige Zeit bei gewöhnlicher Temperatur stehen, bis es eine schwärzlich grüne Färbung angenommen hat, dann wird es bei 500 unter gutem Rühren circa 12 Stunden erwärmt. 15 kg of dinitroanthraquinone are suspended in about six to seven times the amount of alcohol, and 5 kg of caustic soda are dissolved in alcohol. One läfst the mixture until some time at ordinary temperature to stand until it has adopted a blackish green color, it is heated approximately 12 hours at 50 0 with good stirring.
Man giefst die Masse in viel kaltes Wasser und fällt mit verdünnter Säure. Zur Trennung des Nitrooxyanthrachinons vom unveränderten Dinitroanthrachinon kocht man das Product bis zur völligen Erschöpfung mit ganz verdünnter Sodalösung aus und fällt die erhaltene Lösung mit Säure.The mass is poured into a lot of cold water and precipitated with dilute acid. For separation of the nitrooxyanthraquinone from the unchanged dinitroanthraquinone one boils the product until completely exhausted with very dilute soda solution and the obtained falls Solution with acid.
Das Nitrooxyanthrachinon bildet ein röthliches Pulver, das aus Alkohol oder Eisessig in unscheinbaren Kryställchen erhalten werden kann. Ein durch Krystallisation gereinigtes Präparat gab bei der Analyse Zahlen, die auf die Formel des Nitrooxyanthrachinons stimmten.The nitrooxyanthraquinone forms a reddish powder made from alcohol or glacial acetic acid can be obtained in inconspicuous little crystals. A purified by crystallization When analyzed, the preparation gave numbers that matched the formula of the nitrooxyanthraquinone.
In Wasser und Ligroin ist das Nitrooxyanthrachinon so gut wie unlöslich; schwer löslich ist es in Aether, ziemlich löslich in Aceton, Chloroform und Benzol. Concentrirte Schwefelsäure nimmt es mit rothbrauner Farbe auf.Nitrooxyanthraquinone is practically insoluble in water and ligroin; poorly soluble it is in ether, fairly soluble in acetone, chloroform, and benzene. Concentrated sulfuric acid takes it up with red-brown color.
Es bildet ein in kaltem Wasser schwer lösliches Natronsalz, das sich in heifsem Wasser mit rother Farbe löst.It forms a sodium salt, which is sparingly soluble in cold water, and which dissolves in hot water dissolves with red color.
Gegen 1500 sintert das gereinigte Präparat zusammen und schmilzt unscharf bei 165 bis 1700.Around 150 0 the cleaned preparation sinters together and melts indistinctly at 165 to 170 0 .
Das Nitrooxyanthrachinon soll zur Herstellung von Farbstoffen dienen.The nitrooxyanthraquinone is said to be used for the production of dyes.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE73860C true DE73860C (en) |
Family
ID=346958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT73860D Expired - Lifetime DE73860C (en) | Process for the preparation of nitrooxyanthraquinone |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE73860C (en) |
-
0
- DE DENDAT73860D patent/DE73860C/en not_active Expired - Lifetime
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