CH144484A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH144484A CH144484A CH144484DA CH144484A CH 144484 A CH144484 A CH 144484A CH 144484D A CH144484D A CH 144484DA CH 144484 A CH144484 A CH 144484A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- sulfonic acid
- amino
- disazo dye
- preparation
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 12
- 229920002955 Art silk Polymers 0.000 claims description 4
- PHRVJZNHPVJYOM-UHFFFAOYSA-N 5-acetamido-2-aminobenzenesulfonic acid Chemical compound CC(=O)NC1=CC=C(N)C(S(O)(=O)=O)=C1 PHRVJZNHPVJYOM-UHFFFAOYSA-N 0.000 claims 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 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 239000002253 acid 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
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- 239000000243 solution Substances 0.000 description 4
- 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
- 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
- FAOJNWOJCPKVTM-UHFFFAOYSA-N 2-methoxynaphthalen-1-amine Chemical compound C1=CC=CC2=C(N)C(OC)=CC=C21 FAOJNWOJCPKVTM-UHFFFAOYSA-N 0.000 description 1
- ANPNMAZPKGOZGS-UHFFFAOYSA-N 3-acetyl-2,6-diaminobenzenesulfonic acid Chemical compound CC(=O)C1=CC=C(N)C(S(O)(=O)=O)=C1N ANPNMAZPKGOZGS-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
- 239000012670 alkaline solution 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
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 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 Disazofarbstof%s. Es wurde gefunden, dass man einen neuen Disazofarbstoff erhält, wenn man 1-Amino-4- acetylaminobenzol - 2 - sulfosäure dianotiert, mit. 1-Amino-2-methoxynaphthalin-6-sulfo- säure vereinigt, den erhaltenen Monoazofarb- stoff dianotiert und mit 2-Phenylamino-5- oxynaphthalin-7-sulfosäure kuppelt.
Der neue Disazofarbstoff färbt Baumwolle und die Kunstseiden aus regenerierter Zellu lose, insbesondere Viskosekunstseide, in grün stichig blauen Tönen.
Beispiel: Die aus 23 Teilen 1-Amino-4-acetyl- aminobenzol-2-sulfosäure bereitete Diazo- lösung wird bis zum Verschwinden der mineralsauren Reaktion mit Natriumacetat versetzt und mit einer neutralen Lösung von 25,3 Teilen 1-Amino-2-methoxynaphtalin-6- sulfosäure vereinigt.
Der gebildete Monoa.zo- farbstoff wird durch Zugabe von Soda in der Wärme in Lösung gebracht, hierauf als Na triumsalz durch Kochsalz ausgesalzen und abfiltriert. Der wieder gelöste Farbstoff wird bei 10 mit 6,9 Teilen Natriumnitrit und hierauf mit 30 Teilen 30%iger Salz säure versetzt. Die Diazolösung lässt man einfliessen in eine sodaalkalische Lösung von 31,5 Teilen 2-Phenylamino-5-oxynaphthalin- ?-sulfosäure. Nach beendeter Kupplung wird der Farbstoff ausgesalzen und filtriert.
Die zweite Kupplung kann auch bei Gegenwart von Pyridin vorgenommen werden.
Additional patent to main patent No. 142444. Process for the production of a disazo dye% s. It has been found that a new disazo dye is obtained if 1-amino-4-acetylaminobenzene - 2 - sulfonic acid is dianotated with. 1-Amino-2-methoxynaphthalene-6-sulfonic acid is combined, the monoazo dye obtained is dianotized and coupled with 2-phenylamino-5-oxynaphthalene-7-sulfonic acid.
The new disazo dye dyes cotton and artificial silk from regenerated cellulose, especially viscose artificial silk, in green, blue tones.
Example: Sodium acetate is added to the diazo solution prepared from 23 parts of 1-amino-4-acetyl-aminobenzene-2-sulfonic acid and a neutral solution of 25.3 parts of 1-amino-2-methoxynaphthalene is added until the mineral acid reaction disappears -6- sulfonic acid combined.
The Monoa.zo- dye formed is brought into solution by adding hot soda, then salted out as sodium salt with sodium chloride and filtered off. The redissolved dye is added at 10 with 6.9 parts of sodium nitrite and then with 30 parts of 30% hydrochloric acid. The diazo solution is allowed to flow into a soda-alkaline solution of 31.5 parts of 2-phenylamino-5-oxynaphthalene-? -Sulfonic acid. 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 |
|---|---|---|---|
| CH144484T | 1929-02-02 | ||
| CH142444T | 1929-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH144484A true CH144484A (en) | 1930-12-31 |
Family
ID=25714042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH144484D CH144484A (en) | 1929-02-02 | 1929-02-02 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH144484A (en) |
-
1929
- 1929-02-02 CH CH144484D patent/CH144484A/en unknown
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