DE192436C - - Google Patents
Info
- Publication number
- DE192436C DE192436C DENDAT192436D DE192436DA DE192436C DE 192436 C DE192436 C DE 192436C DE NDAT192436 D DENDAT192436 D DE NDAT192436D DE 192436D A DE192436D A DE 192436DA DE 192436 C DE192436 C DE 192436C
- Authority
- DE
- Germany
- Prior art keywords
- dye
- alkalis
- orange
- methyl
- purple
- 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
- 239000007800 oxidant agent Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- 239000000984 vat dye Substances 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 2
- FPKCTSIVDAWGFA-UHFFFAOYSA-N 2-chloroanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC(Cl)=CC=C3C(=O)C2=C1 FPKCTSIVDAWGFA-UHFFFAOYSA-N 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L Copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L Sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N Sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 229910000464 lead oxide Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000003638 reducing agent Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Durch Kondensation von 2-Chloranthrachinon mit i-Amino-2-methylanthrachinon, z: B. Nitrobenzollösung mittels KupferchlorürBy condensation of 2-chloroanthraquinone with i-amino-2-methylanthraquinone, e.g. nitrobenzene solution using copper chloride
bzw. -chlorid und Natriumacetat (nach dem Verfahren des Patents 174699), erhält man 2-Methyl-i · 2'-dianthrachinonylamin von der Formelor chloride and sodium acetate (according to the method of patent 174699) are obtained 2-methyl-i · 2'-dianthraquinonylamine of the formula
CC/CC /
Es wurde nun gefunden, daß diese Verbindung bei der Behandlung mit Alkalien zweckmäßig bei Gegenwart von Oxydationsmitteln einen orangeroten Küpenfarbstoff von außerordentlich wertvollen Eigenschaften liefert. It has now been found that this compound can be used when treated with alkalis expedient in the presence of oxidizing agents an orange-red vat dye of delivers extremely valuable properties.
10 Gewichtsteile 2-Methyl-i · 2'-dianthrachinonylamin werden mit 10 Gewichtsteilen Bleioxyd (Pb O) innig gemischt und hierauf in 40 Gewichtsteile bei 1700 geschmolzenes Kalihydrat (etwa 97 prozentig) eingetragen. Man rührt '/2 bis 1 Stunde bei dieser Temperatur, läßt die Masse abkühlen, kocht sie zuerst mit Wasser (zur Entfernung des Alkalis), dann mit verdünnter Salpetersäure (zur Entfernung des Bleis und Bleioxyds) aus. Der so erhaltene Farbstoff kann durch Umkristallisieren aus Nitrobenzol in reiner Form10 parts by weight of 2-methyl-i · 2'-dianthrachinonylamin are intimately mixed with 10 parts by weight of lead (Pb O) and then introduced into 40 parts by weight of potassium hydroxide at 170 0 molten (about 97 percent). The mixture is stirred for 2 to 1 hour at this temperature, the mass is allowed to cool, first boiled with water (to remove the alkali), then with dilute nitric acid (to remove the lead and lead oxide). The dye thus obtained can be obtained in pure form by recrystallization from nitrobenzene
erhalten werden.can be obtained.
Die Elementaranalyse ergab:The elemental analysis showed:
C = 77 ο 77 ο C = 77 ο 77 ο
H=- 3,0H = - 3.0 2,92.9
-ZV= 3.4 3,5·-ZV = 3.4 3.5
Eine Verbindung von der Formel ,CO^ A compound of the formula , CO ^
4040
4545
würde enthalten:would contain:
C = 76,5 Prozent, H= 2,9 -N= Z,i - . C = 76.5 percent, H = 2.9 -N = Z, i -.
5555
6060
Der Farbstoff löst sich in konzentrierter Schwefelsäure mit braungelber Farbe. In den meisten gebräuchlichen Lösungsmitteln ist er selbst beim Kochen außerordentlich schwer löslich. In Alkalien ist er vollkommen unlöslich. Mit alkalischen Reduktionsmitteln, z. B. Natriumhydrosulfit und Natronlauge, liefert er eine violette Küpe, aus welcher Baumwolle violett angefärbt wird; die violetteThe dye dissolves in concentrated sulfuric acid with a brownish yellow color. In most common solvents it is extraordinary even when cooking poorly soluble. It is completely insoluble in alkalis. With alkaline reducing agents, z. B. sodium hydrosulfite and caustic soda, he delivers a purple vat from which Cotton is dyed purple; the purple one
Farbe geht an der Luft, beim Waschen oder noch schneller durch Oxydationsmittel, wie z.B. Natriumhypochlorit, in ein Orangerot von großer Echtheit über.Color goes in the air, when washing or even faster through oxidizing agents, such as e.g. sodium hypochlorite, turns into an orange-red of great authenticity.
Für den Farbstoff ist das Färbeverfahren der Patentschrift 139834 anwendbar.The dyeing process of patent specification 139834 can be used for the dye.
Claims (1)
Verfahren zur-Darstellung eines orangeroten Küpenfarbstoffs, darin bestehend, daß 2-Methyl-i · 2'-dianthrachinonylamin mit Alkalien zweckmäßig unter Zusatz von Oxydationsmitteln behandelt wird.Patent claim:
Process for the preparation of an orange-red vat dye, which consists in treating 2-methyl-i · 2'-dianthraquinonylamine with alkalis, expediently with the addition of oxidizing agents.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE192436C true DE192436C (en) |
Family
ID=455757
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT192436D Active DE192436C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE192436C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5916878A (en) * | 1982-07-20 | 1984-01-28 | Mitsubishi Yuka Yakuhin Kk | Production of 2,4-dihydroxy-3-acetylquinoline |
-
0
- DE DENDAT192436D patent/DE192436C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5916878A (en) * | 1982-07-20 | 1984-01-28 | Mitsubishi Yuka Yakuhin Kk | Production of 2,4-dihydroxy-3-acetylquinoline |
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