CH144486A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH144486A CH144486A CH144486DA CH144486A CH 144486 A CH144486 A CH 144486A CH 144486D A CH144486D A CH 144486DA CH 144486 A CH144486 A CH 144486A
- Authority
- CH
- Switzerland
- Prior art keywords
- disazo dye
- amino
- sulfonic acid
- preparation
- artificial silk
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 10
- 229920002955 Art silk Polymers 0.000 claims description 4
- -1 acetaminochloranisidine Chemical compound 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
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims 1
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 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
- 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
- 239000000243 solution Substances 0.000 description 2
- OXQJOAGKNHVOAI-UHFFFAOYSA-N 5-amino-6-methoxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=C(N)C(OC)=CC=C21 OXQJOAGKNHVOAI-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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 Bisazofarbstof%s. Es wurde gefunden, dass man einen neuen Disazofarbstoff erhält, wenn man Acetamino- chloranisidin (OCHS :
Cl : NH2 : NHCOCHr> = 1 : 4 : 5 :2) diazotiert, mit 1-Amino-2- methoxynaphthalin-6-sulfosäure vereinigt, den so erhaltenen Monoazofarbstoff diazo- tiert und mit 2-Amino-5-oxy naphthalin-7- sulfosäure kuppelt.
Der neue Diazofarbstoff färbt Baum wolle und die Kunstseiden aus regenerierter Zellulose, insbesondere Viskosekunstseide, in grünblauen Tönen.
Beispiel: 2,1,5 Teile Acetaminochloranisidin (OCH- Cl : NH_ : NHCOCH;, = 1 : 4 : 5 : 2) wer den in üblicher Weise diazotiert, die Diazo- verbindung mit einer neutralen Lösung von 25,3 Teilen 1-Amino-2-methoxynaphthalin- u-sulfosäure vereinigt und bis zum Ver- achwinden der mineralsauren Lösung mit Natriumacetat versetzt.
Nach beendeter Kupplung wird der Monoazofarbstoff abfil- triert, durch Zugabe von Soda wieder ge löst und bei 0 mit 6,9 Teilen Natrium- nitrit und 30 Teilen 30 % iger Salzsäure ver setzt.
Die Diazoverbindung lässt man einflie ssen in eine sodaalkalische Lösung von 23,9 Teilen 2 - Amino - 5 - oxynaphthalin- 7 -sulfo- säure. Nach beendeter Kupplung wird der Farbstoff ausgesalzen, und abfiltriert. Die zweite Kupplung kann auch bei Gegenwart von Pyridin vorgenommen werden.
Process for the preparation of a disazo dye% s. It has been found that a new disazo dye is obtained if acetaminochloroanisidine (OCHS:
Cl: NH2: NHCOCHr> = 1: 4: 5: 2) diazotized, combined with 1-amino-2-methoxynaphthalene-6-sulfonic acid, diazotized the monoazo dye thus obtained and treated with 2-amino-5-oxynaphthalene-7 - sulfonic acid couples.
The new diazo dye dyes cotton and artificial silk from regenerated cellulose, especially viscose artificial silk, in green-blue tones.
Example: 2.1.5 parts of acetaminochloroanisidine (OCH- Cl: NH_: NHCOCH ;, = 1: 4: 5: 2) who diazotized in the usual way, the diazo compound with a neutral solution of 25.3 parts 1- Amino-2-methoxynaphthalene-u-sulfonic acid are combined and sodium acetate is added until the mineral acid solution disappears.
After the coupling has ended, the monoazo dye is filtered off, redissolved by adding soda and mixed at 0 with 6.9 parts of sodium nitrite and 30 parts of 30% strength hydrochloric acid.
The diazo compound is allowed to flow into a soda-alkaline solution of 23.9 parts of 2-amino-5-oxynaphthalene-7-sulfonic acid. When the coupling is complete, the dye is salted out and filtered off. The second coupling can also be carried out in the presence of pyridine.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH142444T | 1929-02-02 | ||
| CH144486T | 1929-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH144486A true CH144486A (en) | 1930-12-31 |
Family
ID=25714044
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH144486D CH144486A (en) | 1929-02-02 | 1929-02-02 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH144486A (en) |
-
1929
- 1929-02-02 CH CH144486D patent/CH144486A/en unknown
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