DE201327C - - Google Patents
Info
- Publication number
- DE201327C DE201327C DENDAT201327D DE201327DA DE201327C DE 201327 C DE201327 C DE 201327C DE NDAT201327 D DENDAT201327 D DE NDAT201327D DE 201327D A DE201327D A DE 201327DA DE 201327 C DE201327 C DE 201327C
- Authority
- DE
- Germany
- Prior art keywords
- aminoanthraquinones
- parts
- dianthraquinonimides
- haloanthraquinones
- 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.)
- Active
Links
- 238000000034 method Methods 0.000 claims description 5
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 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 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
- 239000003054 catalyst Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- -1 B. copper chloride Chemical class 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000530268 Lycaena heteronea Species 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/48—Anthrimides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
';— M 201327 KLASSE Mq. GRUPPE'; - M 201327 CLASS Mq. GROUP
In den Patenten 162824 und 174699, Kl. 12 q, ist ein Verfahren zur Darstellung von Dianthrachinonimiden beschrieben, das darin besteht, daß man Halogenanthrachinone auf Aminoanthrachinone in Gegenwart von Metallsalzen, wie z. B. Kupferchlorid, einwirken läßt. Diese sollen dabei 'als Katalysatoren wirken. In der Beschreibung des' Patentes 162824 ist zudem angegeben, daß die Anwendung solcher Metallsalze behufs glatter Durchführung des Prozesses notwendig ist und das Verfahren von den bekannten Kondensationen der Halogenanthrachinone mit Aminen der alphatischen bzw. der Benzol- und Naphtalinreihe unterscheidet.In patents 162824 and 174699, class 12 q, describes a process for the preparation of dianthraquinonimides, which consists in that one haloanthraquinones on aminoanthraquinones in the presence of metal salts, such as B. copper chloride, can act. These are supposed to act as catalysts. In the description of 'patent 162824 is also stated that the use of such metal salts for the purpose of smooth implementation of the Process is necessary and the process of the well-known condensation of haloanthraquinones with amines of the alphatic or the benzene and naphthalene series.
Es wurde nun gefunden, daß a-Nitroanthrachinone mit Aminoanthrachinonen unter Bildung derselben Dianthrachinonimide reagieren, ohne daß Katalysatoren notwendig sind, lediglich in Gegenwart von kohlensauren Alkalien, und daß dieses Verfahren zur technischen Darstellung der α-α- und ci-,6-Dianthrachinonimide geeignet ist. Dies war bei der bekannten Oxydierbarkeit der Aminoanthrachinone nicht zu erwarten.It has now been found that a-nitroanthraquinones with aminoanthraquinones with formation the same dianthraquinonimides only react without the need for catalysts in the presence of carbonate alkalis, and that this process for technical Representation of the α-α- and ci-, 6-dianthraquinone imides suitable is. This was not the case with the known oxidizability of the aminoanthraquinones expected.
Beispiel: 32 Teile α-Nitroanthrachinon und 28 Teile β - Aminoanthrachinon werden in 900 Teilen Nitrobenzolheiß gelöst; die mit 10Teilen Kaliumcarbonat versetzte Lösung wird dann einige Stunden zum Sieden erhitzt und heiß nitriert. Aus dem Filtrat scheidet sich das α - ,8 - Dianthrachinonimid beim Abkühlen auf 70 bis 80° ab; es wird bei dieser Temperatur abfiltriert und mit etwas Alkohol gewaschen. .Example: 32 parts of α-nitroanthraquinone and 28 parts of β-aminoanthraquinone are dissolved in 900 parts of hot nitrobenzene; those with 10 parts Potassium carbonate added solution is then heated to the boil for a few hours and hot nitrided. The α-, 8-dianthraquinonimide separates from the filtrate on cooling 70 to 80 ° from; it is filtered off at this temperature and washed with a little alcohol. .
Der Körper hat die in der Patentschrift 174699 angegebenen Eigenschaften.The body has the properties specified in patent 174699.
An Stelle von ß-Aminoanthrachinon können a-Aminoanthrachinone, an Stelle von a-Nitroanthrachinon α-Dinitroanthrachinone verwendet werden.Instead of ß-aminoanthraquinone, α-aminoanthraquinones can be used instead of α-nitroanthraquinone α-Dinitroanthraquinones can be used.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE201327C true DE201327C (en) |
Family
ID=463891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT201327D Active DE201327C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE201327C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0049381A1 (en) * | 1980-09-26 | 1982-04-14 | Bayer Ag | Process for the preparation of dianthraquinonyl amines |
-
0
- DE DENDAT201327D patent/DE201327C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0049381A1 (en) * | 1980-09-26 | 1982-04-14 | Bayer Ag | Process for the preparation of dianthraquinonyl amines |
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