DE254097C - - Google Patents
Info
- Publication number
- DE254097C DE254097C DENDAT254097D DE254097DA DE254097C DE 254097 C DE254097 C DE 254097C DE NDAT254097 D DENDAT254097 D DE NDAT254097D DE 254097D A DE254097D A DE 254097DA DE 254097 C DE254097 C DE 254097C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- thioxanthones
- hydrazine
- anthraquinone
- vat
- 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
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 3
- FZEYVTFCMJSGMP-UHFFFAOYSA-N Acridone Chemical class C1=CC=C2C(=O)C3=CC=CC=C3NC2=C1 FZEYVTFCMJSGMP-UHFFFAOYSA-N 0.000 claims description 2
- 230000000875 corresponding Effects 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000984 vat dye Substances 0.000 description 3
- WQYVRQLZKVEZGA-UHFFFAOYSA-N Hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical group C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 1
- 241000131971 Bradyrhizobiaceae Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- ZGCHATBSUIJLRL-UHFFFAOYSA-N Hydrazine sulfate Chemical compound NN.OS(O)(=O)=O ZGCHATBSUIJLRL-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- GGZQGKZALYVJBJ-UHFFFAOYSA-N anthracene-9,10-dione;thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1.C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 GGZQGKZALYVJBJ-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 125000000853 cresyl group Chemical class C1(=CC=C(C=C1)C)* 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910000377 hydrazine sulfate Inorganic materials 0.000 description 1
- 239000012493 hydrazine sulfate Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/002—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being condensed in peri position and in 1-2 or 2-3 position
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- M 254097 KLASSE 22 b. GRUPPE- M 254097 CLASS 22 b. GROUP
Zusatz zum Patent 248582 vom 13. Juli 1911.Addendum to patent 248582 of July 13, 1911.
Patentiert im Deutschen Reiche vom 5. März 1912 ab. Längste Dauer: 12, Juli 1926.Patented in the German Empire on March 5, 1912. Longest duration: July 12, 1926.
Durch das Patent 248582 ist ein Verfahren zur Darstellung von Küpenfarbstoffen geschützt, welches darin besteht, daß man solche Anthrakridone, bei denen zwei Anthrachinonreste durch einen Akridonring verknüpft sind, und bei denen das Carbonyl des Akridonrings mit einem der Carbonyle der Anthrachinonreste in der Stellung eines y-Diketons steht, mit Hydrazin behandelt.A process for the preparation of vat dyes is protected by patent 248582, which consists in the fact that such anthracridones, in which two anthraquinone residues are linked by an akridon ring, and in which the carbonyl of the akridon ring with one of the carbonyls of the anthraquinone radicals is in the position of a y-diketone, with Treated hydrazine.
Es wurde nun gefunden, daß auch die den erwähnten Akridonen entsprechenden Thioxanthone bei der Kondensation mit Hydrazin wertvolle Küpenfarbstoffe liefern. Die als Ausgangsmaterialien geeigneten Thioxanthone lassen sich beispielsweise nach dem Verfahren des Patents 243750, Klasse 22 b, darstellen.It has now been found that the thioxanthones corresponding to the acridones mentioned provide valuable vat dyes on condensation with hydrazine. The thioxanthones suitable as starting materials can be represented, for example, according to the method of patent 243750, class 22b.
160 Teile einer nprozentigen Paste des nach Beispiel 4 des Patents 243750 aus ß-Merkaptoanthrachinon und i-Chloranthrachinon-2-carbonsäure erhaltenen gelben Küpenfarbstoffs werden mit 13 Teilen Hydrazinsulf at, 23 Teilen Natronlauge von 40° Be. und 150 Teilen Rohkresol 8 Stunden in einem mit Eisenkugeln versehenen Rührzylinder bei etwa ioo° verrührt. Alsdann wird das Reaktionsgemisch mit 170 Teilen Natronlauge von 40 ° Be. versetzt und nach einiger Zeit mit heißem Wasser aufgenommen. Der abgeschiedene Farbstoff wird abfiltriert und zur Reinigung bei etwa 60 ° mit stark verdünnter Hypochloritlösung unter Zusatz von etwas Natriumbicarbonat behandelt. Nach dem Abfiltrieren und Auswaschen erhält man so den neuen Farbstoff in Form einer roten Paste, die mit alkalischer Hydrosulfitlosung eine rotbraune Küpe liefert, aus welcher Baumwolle in roten Tönen von hervorragenden Echtheitseigenschaften angefärbt wird.160 parts of a n per cent paste of the according to example 4 of the patent 243750 from ß-mercaptoanthraquinone and i-chloroanthraquinone-2-carboxylic acid obtained yellow vat dye with 13 parts of hydrazine sulfate, 23 parts of 40 ° Be sodium hydroxide solution. and 150 parts of raw cresol 8 hours in one Stirring cylinder provided with iron balls at about 100 °. Then the reaction mixture with 170 parts of 40 ° Be sodium hydroxide solution. offset and after some time taken with hot water. The deposited dye is filtered off and used for Cleaning at about 60 ° with highly diluted hypochlorite solution with the addition of a little sodium bicarbonate treated. After filtering off and washing out, the new dye is obtained in the form of a red paste, the one with alkaline hydrosulfite solution red-brown vat supplies cotton from which it is dyed in red tones with excellent fastness properties.
Analog verfährt man bei Verwendung anderer Anthrachinonthioxanthone der gekennzeichneten Art.The same procedure is followed when using other anthraquinone thioxanthones of the labeled ones Art.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE254097C true DE254097C (en) |
Family
ID=512314
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT254097D Active DE254097C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE254097C (en) |
-
0
- DE DENDAT254097D patent/DE254097C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE534932C (en) | Process for the production of wool dyes of the anthraquinone series to be dyed in an acid bath | |
| DE254097C (en) | ||
| DE852588C (en) | Process for the production of new phthalocyanine dyes | |
| DE957506C (en) | Process for the production of cobalt-containing azo dyes | |
| DE240079C (en) | ||
| DE281520C (en) | ||
| DE290983C (en) | ||
| DE237546C (en) | ||
| DE68011C (en) | Process for the preparation of a yellow basic dye of the auramine group from symmetrical dimethyldiamidodiphenylm ethane. (2 | |
| DE102530C (en) | ||
| DE548680C (en) | Process for the production of copper-containing azo dyes | |
| DE81242C (en) | ||
| DE282503C (en) | ||
| DE864544C (en) | Process for dyeing and printing artificial fibers made from cellulose esters and ethers | |
| DE290064C (en) | ||
| DE951389C (en) | Process for the production of Kuepen dyes | |
| DE213505C (en) | ||
| DE248582C (en) | ||
| DE203029C (en) | ||
| DE846756C (en) | Process for the production of Kuepen dyes | |
| DE253714C (en) | ||
| DE262478C (en) | ||
| DE1286500B (en) | Process for the continuous dyeing or printing of wool and / or synthetic polyamide fibers or materials containing such fibers | |
| DE241343C (en) | ||
| DE253762C (en) |