DE204772C - - Google Patents
Info
- Publication number
- DE204772C DE204772C DE1907204772D DE204772DA DE204772C DE 204772 C DE204772 C DE 204772C DE 1907204772 D DE1907204772 D DE 1907204772D DE 204772D A DE204772D A DE 204772DA DE 204772 C DE204772 C DE 204772C
- Authority
- DE
- Germany
- Prior art keywords
- solution
- sulfur
- water
- halogen
- cotton
- 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
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 9
- 229910052717 sulfur Inorganic materials 0.000 claims description 9
- 239000011593 sulfur Substances 0.000 claims description 9
- 239000003513 alkali Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 150000001454 anthracenes Chemical class 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229920000742 Cotton Polymers 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 238000009835 boiling Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- -1 sodium sulfur Chemical compound 0.000 description 3
- 229910000906 Bronze Inorganic materials 0.000 description 2
- 239000010974 bronze Substances 0.000 description 2
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 2
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- BOCJQSFSGAZAPQ-UHFFFAOYSA-N 1-chloroanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2Cl BOCJQSFSGAZAPQ-UHFFFAOYSA-N 0.000 description 1
- YCANAXVBJKNANM-UHFFFAOYSA-N 1-nitroanthracene-9,10-dione Chemical class O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2[N+](=O)[O-] YCANAXVBJKNANM-UHFFFAOYSA-N 0.000 description 1
- 241000947840 Alteromonadales Species 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- QDHHCQZDFGDHMP-UHFFFAOYSA-O chloroamine;hydron Chemical compound Cl[NH3+] QDHHCQZDFGDHMP-UHFFFAOYSA-O 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 239000002904 solvent 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
- C09B49/12—Sulfur dyes from other compounds, e.g. other heterocyclic compounds
- C09B49/124—Sulfur dyes from other compounds, e.g. other heterocyclic compounds from polycarbocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
..,.'■- M 204772 KLASSE 22 a. GRUPPE..,. '■ - M 204772 CLASS 22 a. GROUP
Die Einwirkung von Schwefelalkalien auf Halogenanthrachinonderivate ist in den Patentschriften 95484 und 102532 beschrieben. In dem Verfahren des erstgenannten Patents sollen zwecks Gewinnung eines Schwefelschwarz halogenfreie und halogenhaltige Anthrachinonderivate bei höherer Temperatur mit Schwefelalkälien oder Polysulfiden ohne Zusatz von Lösungsmitteln verschmolzen werden; es spielt . hierbei das Halogen offenbar keine Rolle. In dem Verfahren des Patents 102532 wird ein halogenhaltiges Nitroanthrachinonderivat durch Reduktion z. B. mit Schwefelalkalien in ein Aminoanthrachinon-' derivat übergeführt, bei welcher Reaktion das Halogen ebenfalls unbeteiligt ist.The action of alkaline sulfur on haloanthraquinone derivatives is described in the patents 95484 and 102532. In the proceedings of the first-mentioned patent to obtain a sulfur black halogen-free and halogen-containing anthraquinone derivatives at higher temperatures with sulphurous alkalis or polysulphides without Addition of solvents to be fused; it's playing . obviously the halogen here not matter. In the process of patent 102532 a halogen-containing nitroanthraquinone derivative is used by reduction z. B. with alkaline sulfur in an aminoanthraquinone- ' transferred derivative, in which reaction the halogen is also not involved.
Es wurde nun gefunden, daß Halogenanthrachinone und ihre Derivate beim Behandeln mit Lösungen von Alkalipolysulfiden in neue Leukoverbindungen übergehen, die sich auf ungebeizte Baumwolle fixieren lassen und durch nachträgliche Oxydation wertvolle Farbtöne liefern. Die Reaktion verläuft im Gegensatz zu der in der Patentschrift 95484 beschriebenen schon bei niedriger Temperatur. Die so erhaltenen neuen Produkte enthalten Schwefel und sind aller Wahrscheinlichkeit nach Merkaptane, so daß die neue Reaktion offenbar in einem Austausch von Halogenen gegen die SH-Gruppe besteht.It has now been found that haloanthraquinones and their derivatives, when treated with solutions of alkali polysulphides, convert into new leuco compounds which can be fixed on unstained cotton and give valuable hues through subsequent oxidation. In contrast to that described in patent specification 95484, the reaction takes place at a low temperature. The new products obtained in this way contain sulfur and are in all probability mercaptans, so that the new reaction evidently consists in an exchange of halogens for the SH group.
Beispiel ι.Example ι.
ίο kg ■ fein verteiltes a - Chloranthrachinon werden mit einer Lösung von 50 kg kristallisiertem Schwefelnatrium und 6 kg Schwefel in 50 kg Alkohol und 50 1 Wasser 4 Stunden gekocht. Nach dem Erkalten scheidet sich das Reaktionsprodukt in bronzeglänzenden Kristallen ab und wird durch Absaugen isoliert. Seine Lösung in Wasser ist rot; ungebeizte Baumwolle wird aus dieser Lösung in schmutzig roten Tönen angefärbt, die beim Oxydieren schön grüngelb werden.ίο kg ■ finely divided a - chloranthraquinone are boiled for 4 hours with a solution of 50 kg of crystallized sodium sulfur and 6 kg of sulfur in 50 kg of alcohol and 50 liters of water. After cooling, the reaction product separates out in shiny bronze crystals and is isolated by suction. Its solution in water is red; Unstained cotton is dyed from this solution in dirty red tones that turn a beautiful green-yellow when oxidized.
Ersetzt man das α-Chloranthrachinon durch ι - Chlor - 4 - oxyanthrachinon, so erhält man dunkelblaue Nadeln, die sich in Wasser mit grünblauer Farbe lösen. Die Färbungen dieses Produktes auf Baumwolle sind lachsrot.If the α-chloroanthraquinone is replaced by ι - chloro - 4 - oxyanthraquinone, one obtains dark blue needles that dissolve in water with a green-blue color. The colorations of this product on cotton are salmon red.
10 kg i-Amino-2 · 4-dibromanthrachinon werden mit einer Lösung von 50 kg kristallisiertem Schwefelnatrium und 6 kg Schwefel in 75 1 Wasser und 75 kg Alkohol gekocht, bis eine blaue Lösung entstanden ist. Der Färbstoff wird aus dieser Lösung durch Chlorammonium ausgesalzen, abgesaugt und getrocknet. Er stellt ein dunkelviolettes Pulver dar, das sich in einer verdünnten Lösung von Schwefelnatrium mit blauer, in alkalischer10 kg of i-amino-2 · 4-dibromoanthraquinone will be with a solution of 50 kg of crystallized sodium sulfur and 6 kg of sulfur in Boiled 75 liters of water and 75 kg of alcohol until a blue solution has formed. The dye is salted out from this solution by chlorammonium, filtered off with suction and dried. It is a dark purple powder that is in a dilute solution of Sodium sulfur with blue, in alkaline
Hydrosulfitlösung mit orangegelber Farbe löst. Mit diesen Lösungen erhält man auf Baumwolle schön rotviolette Färbungen.Dissolves hydrosulfite solution with an orange-yellow color. With these solutions you get on cotton beautiful red-violet colorations.
j. Beispiel 3.j. Example 3.
IO kg fein gemahlenes Bromanthrapyridon (s. Patentschrift 192201, Kl. 22 b) werden mit einer Lösung von 60 kg kristallisiertem Schwefelnätrium und 8 kg Schwefel in 60 1 Wasser und 60 kg Alkohol 2 Stunden gekocht. Die Schmelze erstarrt zu einem dicken, bronze-IO kg of finely ground bromanthrapyridone (see patent specification 192201, class 22 b) are with a solution of 60 kg of crystallized sulfur aetrium and 8 kg of sulfur in 60 l of water and 60 kg of alcohol boiled for 2 hours. The melt solidifies into a thick, bronze
. schimmernden Kristallbrei, aus dem das entstandene Produkt durch Absaugen isoliert wird. Die Lösung des Farbstoffs in Wasser ist zunächst violettrot und wird beim Stehen an der Luft blau. Baumwolle wird von dieser Lösung orangegelb angefärbt.. shimmering crystal pulp, from which the resulting product is isolated by suction. The solution of the dye in water is initially violet-red and turns on when standing the air blue. Cotton is stained orange-yellow by this solution.
Der Farbstoff läßt sich auch aus der Hydrosulfitküpe, welche gelb ist, färben.The dye can also be colored from the hydrosulfite vat, which is yellow.
Claims (1)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT41169D AT41169B (en) | 1907-05-21 | 1909-01-07 | Process for the preparation of sulfur-containing dyes of the anthracene series. |
Publications (1)
Publication Number | Publication Date |
---|---|
DE204772C true DE204772C (en) |
Family
ID=467073
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1907204772D Expired - Lifetime DE204772C (en) | 1907-05-21 | 1907-05-21 |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE204772C (en) |
-
1907
- 1907-05-21 DE DE1907204772D patent/DE204772C/de not_active Expired - Lifetime
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