CH144483A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH144483A CH144483A CH144483DA CH144483A CH 144483 A CH144483 A CH 144483A CH 144483D A CH144483D A CH 144483DA CH 144483 A CH144483 A CH 144483A
- Authority
- CH
- Switzerland
- Prior art keywords
- sulfonic acid
- dye
- preparation
- disazo 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
- ZCGVPUAAMCMLTM-UHFFFAOYSA-N 2-amino-5-chlorobenzenesulfonic acid Chemical compound NC1=CC=C(Cl)C=C1S(O)(=O)=O ZCGVPUAAMCMLTM-UHFFFAOYSA-N 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
- 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
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims 1
- 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
- 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
- VTDWFSVBPHMTJE-UHFFFAOYSA-N COC(C=CC1=C2)=CC1=CC(N)=C2S(O)(=O)=O Chemical compound COC(C=CC1=C2)=CC1=CC(N)=C2S(O)(=O)=O VTDWFSVBPHMTJE-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
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 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
- 235000010755 mineral Nutrition 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
- 235000002639 sodium chloride 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
Verfahren zur Herstellung eines Bisazofarbstoffes. Es wurde gefunden, dass man einen neuen Disazofarbstoff erhält, wenn man 1-Amino- 4-chlorbenzol-2-sulfosäure diazotiert, mit 1- Amino - 2 - methoxynaphthalin - 6 - sulfosäure vereinigt, den erhaltenen Monoazofarbstoff diazotiert und mit 2-Phenyla.mino-5-oxy- naphthalin-7-sulfosäure kuppelt.
Der neue Disazofarbstoff färbt Baumwolle und die Kunstseiden aus regenerierter Zellu lose, insbesondere Viskosekunstseide, in grünstichig blauen Tönen. <I>Beispiel:</I> Die aus 20,75 Teilen 1-Amino-4-chlor- benzol-2-sulfosäure: bereiteteDiazolösungwird bis zum Verschwinden der mineralsauren Reaktion mit Natriumacetat versetzt und mit einer neutralen Lösung von 25,3 Teilen 7 - Amino-2-methoxynaphthalin-6-sulfosäure vereinigt.
Der gebildete Monoazofarbstoff wird durch Zugabe von Soda in der Wärme in Lösung gebracht, hierauf als Natriumsalz durch Kochsalz ausgesalzen und abfiltriert. Der wieder gelöste Farbstoff wird bei<B>10'</B> mit 6,9 Teilen Natriumnitrit und hierauf mit 30 Teilen 30%iger Salzsäure versetzt.
Die Diazolösung lässt man einfliessen in eine sodaalkalische Lösung von 31,5 Teilen 2- Phenylamino- 5 -oxynaphthalin-7-sulfosäure. Nach beendeter Kupplung wird der Farb stoff ausgesalzen und filtriert. Die zweite Kupplung kann auch bei Gegenwart von Pyridin vorgenommen werden.
Process for the preparation of a bisazo dye. It has been found that a new disazo dye is obtained if 1-amino-4-chlorobenzene-2-sulfonic acid is diazotized, combined with 1-amino-2-methoxynaphthalene-6-sulfonic acid, the monoazo dye obtained is diazotized and with 2-phenyla. mino-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. <I> Example: </I> The diazo solution prepared from 20.75 parts of 1-amino-4-chlorobenzene-2-sulfonic acid: is admixed with sodium acetate until the mineral acid reaction disappears and with a neutral solution of 25.3 parts of 7 - Amino-2-methoxynaphthalene-6-sulfonic acid combined.
The monoazo dye formed is brought into solution by adding hot soda, then salted out as the sodium salt with common salt and filtered off. The redissolved dye is mixed with 6.9 parts of sodium nitrite and then with 30 parts of 30% strength hydrochloric acid at <B> 10 '</B>.
The diazo solution is allowed to flow into a soda-alkaline solution of 31.5 parts of 2-phenylamino-5-oxynaphthalene-7-sulfonic acid. After 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 | ||
| CH144483T | 1929-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH144483A true CH144483A (en) | 1930-12-31 |
Family
ID=25714041
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH144483D CH144483A (en) | 1929-02-02 | 1929-02-02 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH144483A (en) |
-
1929
- 1929-02-02 CH CH144483D patent/CH144483A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH144483A (en) | Process for the preparation of a disazo dye. | |
| CH144489A (en) | Process for the preparation of a disazo dye. | |
| CH144485A (en) | Process for the preparation of a disazo dye. | |
| CH144484A (en) | Process for the preparation of a disazo dye. | |
| CH144486A (en) | Process for the preparation of a disazo dye. | |
| DE695403C (en) | Process for the preparation of polyazo dyes | |
| CH144490A (en) | Process for the preparation of a disazo dye. | |
| CH191738A (en) | Process for the preparation of an azo dye. | |
| CH144487A (en) | Process for the preparation of a disazo dye. | |
| CH148005A (en) | Process for the preparation of a disazo dye. | |
| CH144488A (en) | Process for the preparation of a disazo dye. | |
| CH148003A (en) | Process for the preparation of a disazo dye. | |
| CH164839A (en) | Process for the preparation of a new disazo dye. | |
| CH249552A (en) | Process for the preparation of a polyazo dye. | |
| CH135390A (en) | Process for the production of a new azo dye. | |
| CH138227A (en) | Process for the production of a new azo dye. | |
| DE1126549B (en) | Process for the production of metallizable azo dyes | |
| CH313907A (en) | Process for the production of a metallizable polyazo dye | |
| CH222699A (en) | Process for the preparation of a monoazo dye. | |
| CH309428A (en) | Process for the preparation of a copperable disazo dye. | |
| CH121012A (en) | Process for the preparation of a developer dye. | |
| CH198887A (en) | Process for the preparation of a monoazo dye. | |
| CH189037A (en) | Process for the preparation of a water-soluble monoazo dye. | |
| CH160948A (en) | Process for the preparation of an azo dye. | |
| CH127446A (en) | Process for the preparation of a stain dye. |