DE234858C - - Google Patents
Info
- Publication number
- DE234858C DE234858C DENDAT234858D DE234858DA DE234858C DE 234858 C DE234858 C DE 234858C DE NDAT234858 D DENDAT234858 D DE NDAT234858D DE 234858D A DE234858D A DE 234858DA DE 234858 C DE234858 C DE 234858C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- water
- dinitroanthraquinone
- solution
- sulfur
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 239000003513 alkali Substances 0.000 claims description 5
- 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
- 239000007795 chemical reaction product Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 150000003568 thioethers Chemical class 0.000 claims description 2
- 239000000984 vat dye Substances 0.000 claims description 2
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 claims 1
- 150000001454 anthracenes Chemical class 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 238000006396 nitration reaction Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 5
- GRVFOGOEDUUMBP-UHFFFAOYSA-N Sodium sulfide Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- LRMDXTVKVHKWEK-UHFFFAOYSA-N 1,2-diaminoanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=C(N)C(N)=CC=C3C(=O)C2=C1 LRMDXTVKVHKWEK-UHFFFAOYSA-N 0.000 description 1
- JKGWAALVQRWDKP-UHFFFAOYSA-N C1=CC=CC=2C(C3=CC=CC=C3C(C12)=O)=O.[N+](=O)([O-])C1=C(C=2C(C3=CC=CC=C3C(C2C=C1)=O)=O)[N+](=O)[O-] Chemical compound C1=CC=CC=2C(C3=CC=CC=C3C(C12)=O)=O.[N+](=O)([O-])C1=C(C=2C(C3=CC=CC=C3C(C2C=C1)=O)=O)[N+](=O)[O-] JKGWAALVQRWDKP-UHFFFAOYSA-N 0.000 description 1
- 241000189705 Dunedin group Species 0.000 description 1
- 240000007817 Olea europaea Species 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000000802 nitrating Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- -1 sodium sulfur Chemical compound 0.000 description 1
- 239000000988 sulfur dye Substances 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
- C09B49/00—Sulfur dyes
- C09B49/02—Sulfur dyes from nitro compounds of the benzene, naphthalene or anthracene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- JVr 234858 KLASSE 22 d. GRUPPE- JVr 234858 CLASS 22 d. GROUP
Patentiert im Deutschen Reiche vom 2. Juli 1910 ab.Patented in the German Empire on July 2, 1910.
In der Patentschrift 91508 sind schwarze Schwefelfarbstoffe beschrieben, welche durch Erhitzen von 1:5-Dinitroanthrachinon oder dem rohen, durch Nitrieren von Anthrachinon erhaltenen Dinitroanthrachinon oder den Reduktionsprodukten dieser Körper mit Alkalipolysulfiden entstehen.In the patent specification 91508 black sulfur dyes are described which by Heating 1: 5 dinitroanthraquinone or the crude one obtained by nitrating anthraquinone Dinitroanthraquinone or the reduction products of these bodies with alkali polysulphides develop.
Es wurde nun gefunden, daß wesentlich andere Farbstoffe sich bilden, wenn man die genannten Anthrachinonderivate mit Alkalipolysulfiden, vorteilhaft unter Druck, so lange erhitzt, bis die Reaktionsprodukte in Wasser nicht mehr löslich sind. Die so erhaltenen Farbstoffe sind in Wasser, Alkalilauge, Alkalisulfidlösung unlöslich, sie besitzen den Charakter von Küpenfarbstoffen und erzeugen in der Hydrosulfitküpe auf Baumwolle sehr echte olivebraune Nuancen.It has now been found that significantly different dyes are formed when the named anthraquinone derivatives with alkali polysulphides, advantageously under pressure, for so long heated until the reaction products are no longer soluble in water. The so obtained Dyes are insoluble in water, alkali lye, alkali sulfide solution, they have the character of vat dyes and produce very real ones in the hydrosulfite vat on cotton olive brown nuances.
480 Teile kristallisiertes Schwefelnatrium und 195 Teile Schwefel werden in 700 Teilen Wasser gelöst, 150 Teile Dinitroanthrachinon eingetragen und dann 12 Stunden im Autoklaven auf 2000 erhitzt. Die Schmelze wird mit Wasser verdünnt, der ausgeschiedene Teil abgesaugt und mit Wasser gewaschen und getrocknet. Der so erhaltene Farbstoff stellt ein schwarzes Pulver dar und ist in Alkohol, Wasser, Natronlauge und Schwefelnatriumlösung unlöslich. Mit alkalischer Hydrosulfitlösung entsteht eine dunkelbraune Küpe, aus welcher Baumwolle in sehr echten, olivebraunen Tönen angefärbt wird.480 parts of crystalline sodium sulphide and 195 parts sulfur are dissolved in 700 parts of water, was added 150 parts of dinitroanthraquinone and then heated for 12 hours in autoclave at 200 0th The melt is diluted with water, the precipitated part is filtered off with suction, washed with water and dried. The dye obtained in this way is a black powder and is insoluble in alcohol, water, sodium hydroxide solution and sodium sulphide solution. With an alkaline hydrosulphite solution, a dark brown vat is created, from which cotton is dyed in very genuine, olive-brown tones.
3535
In eine Lösung von 750 Teilen kristallisiertem Schwefelnatrium und 260 Teilen Schwefel in 750 Teilen Wasser werden 200 Teile Dinitroanthrachinon eingetragen und dann 12 Stunden im Autoklaven auf 2000 erhitzt. Der Farbstoff wird in gleicher Weise aufgearbeitet wie derjenige des Beispiels I und besitzt im wesentlichen dieselben Eigenschaften. In a solution of 750 parts of crystalline sodium sulphide and 260 parts of sulfur in 750 parts of water 200 parts of dinitroanthraquinone be entered and then heated 12 hours in autoclave at 200 0th The dye is worked up in the same way as that of Example I and has essentially the same properties.
Beispiel III.Example III.
In eine Lösung von 480 Teilen kristallisiertem Schwefelnatrium und 195 Teilen Schwefel in 700 Teilen Wasser werden 150 Teile Diaminoanthrachinon eingetragen und 20 Stunden auf 230 ° erhitzt. Der ausgeschiedene Farbstoff wird nach Verdünnen der Schmelze mit Wasser abgesaugt und getrocknet. Er besitzt im wesentlichen die gleichen Eigenschaften wie der Farbstoff des Beispiels I.In a solution of 480 parts of crystallized sodium sulfur and 195 parts of sulfur 150 parts of diaminoanthraquinone are in 700 parts of water entered and heated to 230 ° for 20 hours. The excreted dye After diluting the melt with water, it is suctioned off and dried. He owns essentially the same properties as the dye of Example I.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE234858C true DE234858C (en) |
Family
ID=494691
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT234858D Active DE234858C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE234858C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2832215A1 (en) * | 1978-07-21 | 1980-01-31 | Bayer Ag | SULFUR DYES |
-
0
- DE DENDAT234858D patent/DE234858C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2832215A1 (en) * | 1978-07-21 | 1980-01-31 | Bayer Ag | SULFUR DYES |
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