DE343065C - - Google Patents
Info
- Publication number
- DE343065C DE343065C DENDAT343065D DE343065DA DE343065C DE 343065 C DE343065 C DE 343065C DE NDAT343065 D DENDAT343065 D DE NDAT343065D DE 343065D A DE343065D A DE 343065DA DE 343065 C DE343065 C DE 343065C
- Authority
- DE
- Germany
- Prior art keywords
- thiazolanthrone
- parts
- dye
- yellow
- blue
- 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
- 238000006467 substitution reaction Methods 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
- 239000001000 anthraquinone dye Substances 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 7
- 239000000975 dye Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- XWZCLBQARWZKFP-UHFFFAOYSA-N 10H-anthracen-9-one;1,3-thiazole Chemical compound C1=CSC=N1.C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 XWZCLBQARWZKFP-UHFFFAOYSA-N 0.000 description 1
- RJGDLRCDCYRQOQ-UHFFFAOYSA-N Anthrone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3CC2=C1 RJGDLRCDCYRQOQ-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000004429 atoms Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 150000004870 dithiazoles Chemical class 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N n-pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- 238000010792 warming Methods 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
- C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
- C09B5/10—Isothiazolanthrones; Isoxazolanthrones; Isoselenazolanthrones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Das schwach gelbliche Anthrachinon-i-thiazol (Patentschrift 216306, Annalen 393, 192 und 393, 123)The pale yellowish anthraquinone-i-thiazole (Patent specification 216306, Annalen 393, 192 and 393, 123)
ΝΝ
besser Thiazolanthron zu nennen, liefert, wie gefunden wurde, in der Kalischmelze einen intensiv gelben Küpenfarbstoff, welcher sich vor demjenigen der Patentschrift 255641 durch wesentlich bessere Alkaliechtheit auszeichnet. Die unten beschriebenen Eigenschaften desselben deuten darauf hin, daß hierbei 2 Moleküle Thiazolanthron unter Wanderung vonBetter to call thiazolanthrone, as has been found, provides one in the potash melt intense yellow vat dye, which stands out from that of patent 255641 significantly better alkali fastness. The properties of the same described below indicate that here 2 molecules of thiazolanthrone with migration of
ao 4 Atomen Wasserstoff zu einem hochmolekularen Gebilde zusammentreten, wobei an der Vereinigungsstelle neue Ringe entstehen, denen die Vertiefung der Farbe zuzuschreiben ist.ao 4 atoms of hydrogen come together to form a high-molecular structure, with an new rings arise at the point of union, to which the deepening of the color can be attributed is.
Auch die Substitutionsprodukte^des Thiazolanthrons sind zu dieser Farbstoffkondensation fähig. Die Schmelze wird zweckmäßig mit alkoholischen Zusätzen bei möglichst niedriger Temperatur ausgeführt, weil sonst der Thiazolring unter Ammoniakaustritt gespalten wird.The substitution products of thiazolanthrone are also part of this dye condensation able to. The melt is expedient with alcoholic additives at the lowest possible Temperature carried out, because otherwise the thiazole ring will be split with the escape of ammonia will.
ι Teil Thiazolanthron, 4 Teile Ätzkalipulver, 2 Teile Amylalkohol werden unter Rühren langsam erhitzt, bis die Masse blauschwarz geworden ist. Man löst in Wässer, behandelt die Lösung mit Luft, bis das schwarze »Leukoderivat« in einen gelben Niederschlag verwandelt ist, filtriert, wäscht und trocknet.ι part of thiazolanthrone, 4 parts of caustic potash powder, 2 parts of amyl alcohol are stirred Heat slowly until the mass has turned blue-black. Dissolve in water, treat the solution with air until the black "leuco derivative" turns into a yellow precipitate is, filtered, washes and dries.
Aus heißer Küpe liefert der Farbstoff blaue Färbungen auf Baumwolle, welche an der Luft in klares chlorechtes Gelb übergehen.From a hot vat, the dye produces blue dyeings on cotton, which in the open air turn into a clear, chlorine-proof yellow.
Die Analyse dieses Dithiazolanthrons liefert dieselben Zahlen für Schwefel und Stickstoff wie das Thiazolanthron. (Der geringe Mindergehalt an Wasserstoff macht sich nicht bemerkbar.) Vom Thiazolanthron unterscheidet sich der Farbstoff jedoch durch seine Schwerscnmelzbarkeit und Schwerlöslichkeit. Während Thiazolanthron in kaltem Benzol erheblich löslich ist, braucht Dithiazolanthron zur Lösung 1000 Teile kochenden Nitrobenzols und kristallisiert daraus schon in der Hitze wieder aus. In Schwefelsäure löst es sich orangerot. Analysis of this dithiazole anthrone gives the same numbers for sulfur and nitrogen like the thiazole anthrone. (The slight deficiency in hydrogen is not noticeable.) However, the dye differs from thiazolanthrone in that it is difficult to melt and poor solubility. While thiazolanthrone is considerably soluble in cold benzene, dithiazolanthrone needs to dissolve 1000 parts of boiling nitrobenzene and crystallizes from it again in the heat the end. It dissolves orange-red in sulfuric acid.
27 Teile Ätzkalipulver werden in 16 Teile Methylalkohol eingetragen und die Auflösung durch Erwärmung unterstützt. Unter Rühren gibt man 7 Teile thiazolanthronsulfosaures Natron zu und erhitzt auf iio°, bis die gelbliche Farbe der Masse in grünliches Blauschwarz übergegangen ist. Man verdünnt mit Wasser, behandelt mit Luft, bis der Niederschlag reingelb geworden ist, saugt ab und trocknet. 27 parts of caustic potash powder are added to 16 parts of methyl alcohol and the dissolution supported by warming. 7 parts of thiazolanthronsulfosaures are added with stirring Add baking soda and heat to 100 ° until the yellowish Color of the mass has changed into greenish blue-black. One dilutes with water, treated with air until the precipitate has turned pure yellow, sucks off and dries.
Die erhaltene Dithiazolanthrondisulfosäure ist in Wasser löslich, färbt Wolle direkt und Baumwolle aus der blauen Küpe mit demselben Ton wie das Dithiazolantbron.The dithiazolanthronedisulfonic acid obtained is soluble in water, dyes wool directly and Cotton from the blue vat with the same tone as the dithiazolantbron.
Das in diesem Beispiel verwendete thiazolanthronsulfosaure Natron wird bereitet durch Sulfieren von Thiazolanthron mit 3 Teilen 4oprozentigem Oleum bei 140 ° bis zur Wasserlöslichkeit, Verdünnen und^Aussalzen. Es ist ein gelbliches, leicht lösliches Kristallpulver.The sodium thiazolanthronsulfonic acid used in this example is prepared by Sulphonation of thiazolanthrone with 3 parts of 4% oleum at 140 ° to water solubility, Dilute and ^ salt out. It is a yellowish, easily soluble crystal powder.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE343065C true DE343065C (en) |
Family
ID=572557
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT343065D Active DE343065C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE343065C (en) |
-
0
- DE DENDAT343065D patent/DE343065C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE343065C (en) | ||
| DE501020C (en) | Process for the preparation of dyes of the anthraquinone series | |
| DE568034C (en) | Process for the production of condensation products | |
| DE395692C (en) | Process for the production of Kuepen dyes | |
| DE628150C (en) | Process for the production of Kuepen dyes | |
| DE651752C (en) | Process for the production of dyes of the anthracene series | |
| DE561753C (en) | Process for the preparation of dianthraquinonylenedioxydes | |
| DE494446C (en) | Process for the preparation of acidic wool dyes | |
| DE508108C (en) | Process for the preparation of Kuepen dyes of the pyranthrone series | |
| DE548300C (en) | Process for the preparation of metal-containing azo dyes | |
| DE491429C (en) | Process for the preparation of Kuepen dyes | |
| DE400565C (en) | Process for the production in the Kuepe or acidic stain dyes | |
| DE525942C (en) | Process for the production of chromium-containing azo dyes | |
| DE630787C (en) | Process for the production of acidic dyes of the anthraquinone series | |
| DE819888C (en) | Process for the production of sulphurous cow dyes | |
| DE496339C (en) | Process for the preparation of Kuepen dyes | |
| DE632447C (en) | Process for the preparation of Kuepen dyes | |
| DE465434C (en) | Process for the production of coeramidonines | |
| DE758555C (en) | Process for the preparation of water-soluble dyes of the dinaphthazine series | |
| DE117540C (en) | ||
| DE56952C (en) | Process for the preparation of alizarine disulphonic acid | |
| DE287615C (en) | ||
| DE509422C (en) | Process for the production of Kuepen dyes | |
| DE465506C (en) | Process for the preparation of a condensation product from Bz-1-nitro-2-methylbenzanthrone | |
| DE117066C (en) |