CH199465A - Process for the preparation of a dye of the anthraquinone series. - Google Patents
Process for the preparation of a dye of the anthraquinone series.Info
- Publication number
- CH199465A CH199465A CH199465DA CH199465A CH 199465 A CH199465 A CH 199465A CH 199465D A CH199465D A CH 199465DA CH 199465 A CH199465 A CH 199465A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- acid
- blue
- anthraquinone series
- preparation
- Prior art date
Links
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 3
- 150000004056 anthraquinones Chemical class 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Farbstöffes der Anthraehinonreihe. Es wurde gefunden, dass ein Farbstoff der Anthrachinonreihe hergestellt werden kann, wenn man 1 Mol 1-Amino-4-halogerianthl@a- clllriorl-2#sulfonsätire auf 1 Mol 2-Amino- chryserl-mono-sulfonsäure einwirken lässt.
Der erhaltene Farbstoff bildet ein schwarz grünes Pulver, das sich in konzentrierter Schwefelsäure mit blauvioletter Farbe löst und tierische Faser, wie z. B. Wolle, aus saurem .Sade in kräftigen, reinen und echten blaugrünen Tönen färbt.
Die Umsetzung wird zweckmässig in wäs seriger oder alkoholisch wässeriger Lösung unter Zusatz säurebindender Mittel, wie Na triumbikarbonat oder Natronlauge, und eines Katalysators, wie Kupferbronze oder eines Kupersalzes, unter Erwärmen vorgenommen.
<I>Beispiel:</I> 9,6 Teile 1-amirio-4-bromantbrachinon-2- sulforisaures Natrium, 8,6 Teile 2-amino- chrysen-morlo-sulfonsaures Natrium, herge stellt durch Sulfonieren von 2-Aminochrysen, 8 Teile Natriumbikarbonat und 1,2 Teile Kupferchlorür werden in 120 Teile Wasser eingetragen und 20 Stunden bei einer Tem peratur von<B>70-730</B> gerührt. Nach dem Er kalten wird filtriert und der Filterrückstand mit heissem Wasser ausgekocht, wobei ein Umsetzungsprodukt mit blaugrüner Farbe in Lösung geht und vom Ungelösten durch Fil tration getrennt werden kann.
Man versetzt das Filtrat mit Salzsäure, kocht auf, filtriert und löst den Farbstoff in heisser verdünnter Sodalösung, filtriert von Verunreinigungen, fällt den Farbstoff durch Beigabe von Koch salz aus, filtriert und trocknet.
Process for the production of a dye of the anthraehinone series. It has been found that a dye of the anthraquinone series can be produced if 1 mol of 1-amino-4-halogerianthl @ a-clllriorl-2 sulfonic acid is allowed to act on 1 mol of 2-amino-chryserl-monosulphonic acid.
The dye obtained forms a black-green powder that dissolves in concentrated sulfuric acid with a blue-violet color and contains animal fibers, such as. B. Wool, made from sour .Sade in strong, pure and genuine blue-green tones.
The reaction is expediently carried out in aqueous or alcoholic aqueous solution with the addition of acid-binding agents, such as sodium bicarbonate or sodium hydroxide solution, and a catalyst, such as copper bronze or a copper salt, with heating.
<I> Example: </I> 9.6 parts of 1-amirio-4-bromantbrachinon-2-sulphonic acid sodium, 8.6 parts of 2-aminochrysen-morlo-sulphonic acid sodium, produced by sulfonating 2-aminochrysenic, 8 parts of sodium bicarbonate and 1.2 parts of copper chloride are introduced into 120 parts of water and the mixture is stirred for 20 hours at a temperature of 70-730. After it is cold, it is filtered and the filter residue is boiled with hot water, a reaction product with a blue-green color going into solution and being separated from the undissolved material by filtration.
The filtrate is mixed with hydrochloric acid, boiled up, filtered and the dye is dissolved in hot, dilute sodium carbonate solution, impurities are filtered out, the dye is precipitated by adding sodium chloride, filtered and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH199465T | 1937-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH199465A true CH199465A (en) | 1938-08-31 |
Family
ID=4441848
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH199465D CH199465A (en) | 1937-05-11 | 1937-05-11 | Process for the preparation of a dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH199465A (en) |
-
1937
- 1937-05-11 CH CH199465D patent/CH199465A/en unknown
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