AT56949B - Process for the production of a vat dye from ψ-kumylthioglycolic acid. - Google Patents
Process for the production of a vat dye from ψ-kumylthioglycolic acid.Info
- Publication number
- AT56949B AT56949B AT56949DA AT56949B AT 56949 B AT56949 B AT 56949B AT 56949D A AT56949D A AT 56949DA AT 56949 B AT56949 B AT 56949B
- Authority
- AT
- Austria
- Prior art keywords
- acid
- kumylthioglycolic
- production
- vat dye
- water
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 3
- 239000000984 vat dye Substances 0.000 title claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- 230000015572 biosynthetic process Effects 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- -1 boric acid Chemical compound 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 229940106681 chloroacetic acid Drugs 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical class OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- ZOOODBUHSVUZEM-UHFFFAOYSA-N ethoxymethanedithioic acid Chemical class CCOC(S)=S ZOOODBUHSVUZEM-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 229910001510 metal chloride Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- SWGJCIMEBVHMTA-UHFFFAOYSA-K trisodium;6-oxido-4-sulfo-5-[(4-sulfonatonaphthalen-1-yl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=CC=C2C(N=NC3=C4C(=CC(=CC4=CC=C3O)S([O-])(=O)=O)S([O-])(=O)=O)=CC=C(S([O-])(=O)=O)C2=C1 SWGJCIMEBVHMTA-UHFFFAOYSA-K 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
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zurückbleibende Xanthogensäureester in 1800 Teilen Alkohol, 950/oig, und 600 Teilen Natronlauge von 400 Bd gelöst und einige Stunden am Rücktlusskühler erhitzt. Danach wird eine Lösung von 450 Teilen Chloressigsäure in 540 Teilen Natronlauge von 400 lié und wenig Wasser hinzugefügt und einige weitere Stunden auf dem Wasserbade am Rücknusskühler erhitzt.
Anstatt die Verseifung des Esters und die Kupplung mit Chlorossigsäuro zu einer Operation zu vereinigen, kann man auch in getrennten Phasen arbeiten. Der Alkohol wird sodann abdestilliert, der Rückstand in Wasser gelöst und die Roh--Kumylthioglykolsäure mit Mineralsäure aus der Lösung ausgefällt. Durch Umkristallisieren aus Wasser kann die rohe Säure gereinigt werden. Dieselbe kristallisiert in weissen Nadeln ; sie ist schwer löslich in kaltem Wasser, leicht löslich in Alkohol.
Zur Herstellung des Farbstoffs verfährt man in folgender Weise : l Teil der #-Kumylthioglykolsäure wird in 5 Teilen Monohydrat oder konzentrierter Schwefelsäure gelöst und auf dem Wasserbade erhitzt, bis die Grünfärbung und Küpen- farbstoffbildung nicht mehr zunimmt. Das in Wasser gegossene Reaktionsprodukt wird abgesaugt, zunächst mit heissem Wasser, dann mit heisser Natronlauge, schliesslich mit heissem Alkohol gewaschen. Der Farbstoff stellt getrocknet ein violettschwarzes Pulver dar, unlöslich in Wasser, Alkalien, verdünnten Säuren ; löslich in heissem Nitrobenzol mit rotviolettpr, in konzentrierter Schwefelsäure mit grüner Farbe. Er verküpt sich leichi, z.
B. mit alkalischen Hydrosulfiten ; Baumwolle wird ans der Küpe in sehr echten violettstichigblauen Tönen,
Wolle in violettroten Tönen angefärbt.
Bei der Kondensation kann man auch entsprechend der Patentschrift Nr. 40720 solche Mittel zusetzen, welche die Kondensation fördern, die sulfurierende Wirkung der
Schwefelsäure abschwächen, wie Borsäure, Metallchloride usw.
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Remaining xanthogenic acid esters dissolved in 1800 parts of alcohol, 950% strength, and 600 parts of 400 Bd sodium hydroxide solution and heated on a reflux condenser for a few hours. A solution of 450 parts of chloroacetic acid in 540 parts of sodium hydroxide solution of 400% and a little water is then added and the mixture is heated for a few more hours on the water bath on the re-nut cooler.
Instead of combining the saponification of the ester and the coupling with chlorosetic acid in one operation, one can also work in separate phases. The alcohol is then distilled off, the residue is dissolved in water and the crude kumylthioglycolic acid is precipitated from the solution with mineral acid. The crude acid can be purified by recrystallization from water. It crystallizes in white needles; it is sparingly soluble in cold water, easily soluble in alcohol.
The procedure for preparing the dye is as follows: 1 part of the # -kumylthioglycolic acid is dissolved in 5 parts of monohydrate or concentrated sulfuric acid and heated on the water bath until the green color and vat dye formation no longer increases. The reaction product, poured into water, is filtered off with suction, washed first with hot water, then with hot sodium hydroxide solution, and finally with hot alcohol. When dried, the dye is a purple-black powder, insoluble in water, alkalis, diluted acids; soluble in hot nitrobenzene with red-violet color, in concentrated sulfuric acid with green color. He easily küpti, z.
B. with alkaline hydrosulfites; Cotton is on the vat in very real violet-tinged blue tones,
Wool dyed in purple-red tones.
In the case of condensation, in accordance with patent specification No. 40720, agents can also be added which promote condensation, the sulfurizing effect of
Weaken sulfuric acid, such as boric acid, metal chlorides, etc.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1907245630D DE245630C (en) | 1907-01-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT56949B true AT56949B (en) | 1912-12-27 |
Family
ID=5931960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT56949D AT56949B (en) | 1907-01-12 | 1909-03-27 | Process for the production of a vat dye from ψ-kumylthioglycolic acid. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT56949B (en) |
-
1909
- 1909-03-27 AT AT56949D patent/AT56949B/en active
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