CH90478A - Process for the preparation of a substantive o-oxyazo dye. - Google Patents
Process for the preparation of a substantive o-oxyazo dye.Info
- Publication number
- CH90478A CH90478A CH90478DA CH90478A CH 90478 A CH90478 A CH 90478A CH 90478D A CH90478D A CH 90478DA CH 90478 A CH90478 A CH 90478A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- oxyazo
- preparation
- substantive
- diazotized
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 10
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 239000005749 Copper compound Substances 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 150000001880 copper compounds Chemical class 0.000 claims description 2
- 239000000982 direct dye Substances 0.000 claims description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims 1
- -1 oxyazo Chemical group 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 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
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
-
- 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/04—Disazo dyes characterised by the tetrazo component the tetrazo component being a benzene derivative
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines direktziehenden o-Oxyazofarbstoftss. Es wurde gefunden, dass durch Kuppeln von diazotiertem 2-Amino-4-chlor-5-nitro-l- oxybenzol mit 2-Oxynaphtalin-3:
6-disulfo- säure, Reduzieren, Diazotieren und Kuppeln mit ss-Naphtol des erhaltenen Monoazofarb- stoffes ein direktziehender o-Oxyazofarbstoff erhalten wird, welcher Baumwolle in licht und alkaliempfindlichen, grünstickig blauen Tönen anfärbt. Durch Nachkupfern oder durch Färben in der für direktziehende Farbstoffe üblichen Weise unter Zusatz von Kupfer verbindungen zum Bade werden hervorragend licht- und alkaliechte grünstichig blaue Töne erhalten.
<I>Beispiel</I> 18,9 kg 2-Amino-4-clilor-5-nitro-l-oxy- benzol werden auf übliche Weise diazotiert. Die Diazoverbindung lässt man einlaufen in eine Lösung von 34,8 kg 2 # 3 - 6-Naphtol- disulfosäure und 30 kg Soda. Nach 24 Stun den wird auf<B>60'</B> erwärmt, mit einer Lö sung von 36 kg kristallisiertem Schwefel natrium versetzt und nach halbstündigem Ruhren der Farbstoff durch Zusatz von Koch salz und Salzsäure bis zum Verschwinden der alkalischen Reaktion gefällt.
Man filtriert, presst, löst wieder in 500 Liter Wasser, ver setzt nach dem Abkühlen mit 7,2 kg Natrium nitrit und säuert mit 50 k- Salzsäure an. Nach einstündigem Rühren lässt man die Diazoazoverbindung einlaufen in eine Lö sung von 14,4 kg ss-Naplitol, 15 kg Natron lauge von 30 % und 50 kg Soda. Nach 24 Stunden wird der Farbstoff durch Aussahen isoliert.
Process for the preparation of a substantive o-oxyazo dye. It was found that by coupling diazotized 2-amino-4-chloro-5-nitro-l-oxybenzene with 2-oxynaphthalene-3:
6-disulfonic acid, reducing, diazotizing and coupling with β-naphthol of the monoazo dye obtained, a substantive o-oxyazo dye is obtained which dyes cotton in light and alkali-sensitive, greenish blue tones. By re-coppering or by dyeing in the manner customary for direct dyes with the addition of copper compounds to the bath, excellent lightfast and alkali-fast greenish blue tones are obtained.
<I> Example </I> 18.9 kg of 2-amino-4-chloro-5-nitro-1-oxybenzene are diazotized in the usual way. The diazo compound is allowed to run into a solution of 34.8 kg of 2 # 3-6-naphthol-disulfonic acid and 30 kg of soda. After 24 hours it is heated to <B> 60 '</B>, a solution of 36 kg of crystallized sodium sulphide is added and, after stirring for half an hour, the dye is precipitated by adding sodium chloride and hydrochloric acid until the alkaline reaction disappears.
It is filtered, pressed, redissolved in 500 liters of water, after cooling with 7.2 kg of sodium nitrite and acidified with 50 K hydrochloric acid. After stirring for one hour, the diazoazo compound is allowed to run into a solution of 14.4 kg of ss-naplitol, 15 kg of sodium hydroxide solution of 30% and 50 kg of soda. After 24 hours, the dye is isolated by looking.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH90478T | 1918-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH90478A true CH90478A (en) | 1921-09-01 |
Family
ID=4347740
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH90478D CH90478A (en) | 1918-02-02 | 1918-02-02 | Process for the preparation of a substantive o-oxyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH90478A (en) |
-
1918
- 1918-02-02 CH CH90478D patent/CH90478A/en unknown
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