CH148004A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH148004A CH148004A CH148004DA CH148004A CH 148004 A CH148004 A CH 148004A CH 148004D A CH148004D A CH 148004DA CH 148004 A CH148004 A CH 148004A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- dye
- disazo dye
- preparation
- sulfonic acid
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 14
- 229920002955 Art silk Polymers 0.000 claims description 3
- 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 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 229910052802 copper Inorganic materials 0.000 claims description 2
- 239000010949 copper Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 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
- 150000008049 diazo compounds Chemical class 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- 229910000366 copper(II) sulfate Inorganic materials 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/08—Disazo dyes from a coupling component "C" containing directive hydroxyl and amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass man einen neuen Disazofarbstoff erhält, wenn man 4-Nitro-2- amino-l-oxybenzol dianotiert, mit 1-Amino- 2-inethoxynaphthalin - 6 - sulfosäure vereinigt, den erhaltenen Monoazofarbstoff dianotiert, mit 2-Ainirio-5-oxynaphthalin-7-sulfosäure kup pelt und den so erhaltenen Disazofarbstoff finit kupferabgebenden Mitteln behandelt.
Der neue Disazofarbatoff färbt Baumwolle und die gunstseiden aus regenerierter Zellu lose, insbesondere Viskosekunstseide, in licht echten; grünstichig blauen Törnen.
<I>Beispiel:</I> 15,4 Teile 4-Nitro-2-amino-l-oxybenzol werden in üblicher Weise dianotiert und die abfiltrierte Diazoverbindung mit einer Lösung von<B>25,3</B> Teilen 1-Amino-2-methoxynaphtbaliii- 9-sulfosäure vereinigt. Nach beendeter Kupp lung wird der gebildete Monoazofarbstoff ab filtriert, in der nötigen Menge Natronlauge gelöst. und mit 6,9 Teilen Natriumnitrit und Salzsäure weiter dianotiert.
Die Diazoverbin- dang des 1VIonoazofarbstoffes wird abfiltriert, mit gesättigter Kochsalzlösung nachgewaschen und langsam in eine eiskalte Lösung von 23,9 Teilen 2-Amino-5-oxynaphthalin-7-sulfo- säure, 10 Teilen Soda und 20 Teilen Pyridin eingetragen. Nach beendeter Kupplung wird der Farbstoff abfiltr iert, in heissem Wasser gelöst, mit Essigsäure schwach angesäuert und bei 90 so lange mit einer 10 o/oigerr Kupfersulfatlösung versetzt, bis kein Kupfer mehr vom Farbstoff aufgenommen wird.
Hierauf wird filtriert und getrocknet. Die Kupferung des Farbstoffes kann auch in ammoniakalischer Lösung mittelst Tetram- mincuprisulfat durchgeführt werden.
Process for the preparation of a disazo dye. It has been found that a new disazo dye is obtained if 4-nitro-2-amino-1-oxybenzene is dianotated, combined with 1-amino-2-inethoxynaphthalene-6-sulfonic acid, the monoazo dye obtained is dianotated, with 2-ainirio- 5-oxynaphthalene-7-sulfonic acid kup pelt and treated the disazo dye thus obtained finitely copper-donating agents.
The new disazo fiber dyes cotton and the low-cost silks made from regenerated cellulose, especially viscose artificial silk, in light real; greenish blue turns.
<I> Example: </I> 15.4 parts of 4-nitro-2-amino-1-oxybenzene are dianotized in the usual way and the filtered diazo compound with a solution of <B> 25.3 </B> parts 1- Amino-2-methoxynaphtbaliii- 9-sulfonic acid combined. After coupling has ended, the monoazo dye formed is filtered off and dissolved in the required amount of sodium hydroxide solution. and further dianotized with 6.9 parts of sodium nitrite and hydrochloric acid.
The diazo compound of the 1Vionoazo dye is filtered off, washed with saturated sodium chloride solution and slowly added to an ice-cold solution of 23.9 parts of 2-amino-5-oxynaphthalene-7-sulphonic acid, 10 parts of soda and 20 parts of pyridine. After coupling is complete, the dye is filtered off, dissolved in hot water, weakly acidified with acetic acid and a 10% copper sulfate solution added at 90 ° until no more copper is absorbed by the dye.
It is then filtered and dried. The coppering of the dye can also be carried out in an ammoniacal solution by means of tetramine cupric sulfate.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH142444T | 1929-02-02 | ||
| CH148004T | 1929-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH148004A true CH148004A (en) | 1931-06-30 |
Family
ID=25714051
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH148004D CH148004A (en) | 1929-02-02 | 1929-02-02 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH148004A (en) |
-
1929
- 1929-02-02 CH CH148004D patent/CH148004A/en unknown
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