CH144490A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH144490A CH144490A CH144490DA CH144490A CH 144490 A CH144490 A CH 144490A CH 144490D A CH144490D A CH 144490DA CH 144490 A CH144490 A CH 144490A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfonic acid
- disazo dye
- preparation
- dye
- amino
- 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 11
- 229920002955 Art silk Polymers 0.000 claims description 4
- IZNPFDIKQHGNSK-UHFFFAOYSA-N 5-amino-6-ethoxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=CC2=C(N)C(OCC)=CC=C21 IZNPFDIKQHGNSK-UHFFFAOYSA-N 0.000 claims description 3
- YUNBHHWDQDGWHC-UHFFFAOYSA-N 6-aminonaphthalene-1-sulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC2=CC(N)=CC=C21 YUNBHHWDQDGWHC-UHFFFAOYSA-N 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
- 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
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 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 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000006243 chemical reaction Methods 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
- 230000036647 reaction Effects 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
Zusatzpatent zum Hauptpatent Nr. 142444. Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass man einen neuen Disazofarbstoff erhält, wenn man 2-Amino- naphthalin-5-sulfosäure diazotiert, mit 1- Amino-2-äthoxynaphthalin-6-sulfosäure ver einigt, den erhaltenen Monoazofarbstoff diazotiert und mit 2-Phenylamino-5-oxy- naphthalin-7-sulfosäure kuppelt.
Der neue Disazofarbstoff färbt Baum wolle und die Kunstseiden aus regenerierter Zellulose, insbesondere Viskosekunstseide, in grünstichig blauen Tönen.
Beispiel: Die aus 23,3 Teilen 2-Aminonaphthalin- 5-sulfosäure bereitete Diazolösung wird bis zum Verschwinden der mineralsauren Reak tion mit Natriumacetat versetzt und mit einer neutralen Lösung von 26,7 Teilen 1- Amino-2-äthoxynaphthalin-6-sulfosäure ver einigt.
Der gebildete Monoazofarbstoff wird mit 6,9 Teilen Natriumnitrit und der nöti gen Menge Salzsäure bei<B>10'</B> weiter diazo- tiert und die Diazolösung mit einer sodaalka- Zischen Lösung von 31,5 Teilen 2-Phenyl- amino - 5 - oxynaphthalin - 7 - sulfosäure ver einigt. Nach beendeter Kupplung wird der Farbstoff ausgesalzen und filtriert.
Die zweite Kupplung kann auch in Gegenwart von Pyridin durchgeführt werden.
Additional patent to main patent no. 142444. Process for the preparation of a disazo dye. It has been found that a new disazo dye is obtained if 2-amino-naphthalene-5-sulfonic acid is diazotized, combined with 1-amino-2-ethoxynaphthalene-6-sulfonic acid, the monoazo dye obtained is diazotized and 2-phenylamino-5 -oxynaphthalene-7-sulfonic acid couples.
The new disazo dye dyes cotton and artificial silk from regenerated cellulose, especially viscose artificial silk, in greenish blue tones.
Example: The diazo solution prepared from 23.3 parts of 2-aminonaphthalene-5-sulfonic acid is treated with sodium acetate until the mineral acidic reac tion disappears and a neutral solution of 26.7 parts of 1-amino-2-ethoxynaphthalene-6-sulfonic acid ver agree.
The monoazo dye formed is further diazo- tated with 6.9 parts of sodium nitrite and the necessary amount of hydrochloric acid at <B> 10 '</B> and the diazo solution with a soda-alkali solution of 31.5 parts of 2-phenylamino - 5 - oxynaphthalene - 7 - sulfonic acid combined. When the coupling is complete, the dye is salted out and filtered.
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 | ||
CH144490T | 1929-02-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
CH144490A true CH144490A (en) | 1930-12-31 |
Family
ID=25714048
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH144490D CH144490A (en) | 1929-02-02 | 1929-02-02 | Process for the preparation of a disazo dye. |
Country Status (1)
Country | Link |
---|---|
CH (1) | CH144490A (en) |
-
1929
- 1929-02-02 CH CH144490D patent/CH144490A/en unknown
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