CH144489A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH144489A CH144489A CH144489DA CH144489A CH 144489 A CH144489 A CH 144489A CH 144489D A CH144489D A CH 144489DA CH 144489 A CH144489 A CH 144489A
- Authority
- CH
- Switzerland
- Prior art keywords
- disazo dye
- dye
- preparation
- amino
- sulfonic acid
- 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
- 239000002253 acid Substances 0.000 claims description 4
- 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
- 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 1
- 239000000243 solution Substances 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-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
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- APWZAIZNWQFZBK-UHFFFAOYSA-N 1-ethoxynaphthalene Chemical compound C1=CC=C2C(OCC)=CC=CC2=C1 APWZAIZNWQFZBK-UHFFFAOYSA-N 0.000 description 1
- SJCTXIKOXTUQHC-UHFFFAOYSA-N 4-amino-2,5-dichlorobenzenesulfonic acid Chemical compound NC1=CC(Cl)=C(S(O)(=O)=O)C=C1Cl SJCTXIKOXTUQHC-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 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
- 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
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 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 Disazofarbstoffes. Es wurde gefunden, dass man einen neuen Disazofarbstoff erhält, wenn man 1-Amino- 2. 5-dichlorbenzol-4-sulfosäure diazotiert, mit <B>1 -</B> Amino <B>-</B> '-) <B>-</B> 5,thoxynapl-ithalin <B>- 6 -</B> suliosäure vereinigt,
den erhaltenen Monoazofarbstoff diazotiert und mit 2-Phenylamino-5-oxynaph- thitlin-7-suliosäure kuppelt.
Der neue Disazofarbstoff färbt Baum wolle und die Kunstseiden aus regenerierter Zellulose, insbesondere Viskosekunstseide, in grünstichig blauen Tönen.
<I>Beispiel:</I> Die aus 24,2 Teilen 1-Amino-2. 5-dichlor- 1)enzol-4-sulfosäure bereitete Diazolösung wird bis zum Verschwinden der mineralsau ren Reaktion mit Natriumacetat -versetzt und mit einer neutralen Lösung von<B>26,7</B> Teilen <B>1 -</B> Amino <B>-</B> 2<B>-</B> äthoxynaphthalin <B>- 6 -</B> sulfosäure vereinigt.
Der gebildete Monoazofarbstoff wird durch Zugabe von Soda in der Wärme in Lösun- aebraclit, hierauf als Natriumsalz #I 21 durch Kochsalz ausgesalzen und abfiltriert. Der wieder gelöste Farbstoff wird bei<B>10'</B> mit 6,9 Teilen Natriumnitrit <B>und</B> hierauf mit<B>30</B> Teilen 30%iger Salzsäure versetzt.
Die Diazolösung lässt man einfliessen in eine sodaalkaliselle Lösung von<B>31,5</B> Teilen 2- Plienylamino <B>- 5 -</B> oxynaplithalin-7- sulfosäure. Nach beendeter Kupplung wird der Farb stoff ausgesalzen und filtriert. Die zweite Kupplung kann auch bei 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 1-amino-2.5-dichlorobenzene-4-sulfonic acid is diazotized with <B> 1 - </B> amino <B> - </B> '-) <B> - </B> 5, thoxynapl-ithalin <B> - 6 - </B> sulioic acid combined,
the monoazo dye obtained is diazotized and coupled with 2-phenylamino-5-oxynaphthitlin-7-sulio acid.
The new disazo dye dyes cotton and the artificial silk made from regenerated cellulose, especially viscose artificial silk, in greenish blue tones.
<I> Example: </I> The one from 24.2 parts of 1-amino-2. 5-dichloro-1) enzene-4-sulfonic acid is mixed with sodium acetate until the mineral acid reaction disappears and with a neutral solution of <B> 26.7 </B> parts <B> 1 - </ B > Amino <B> - </B> 2 <B> - </B> ethoxynaphthalene <B> - 6 - </B> sulfonic acid combined.
The monoazo dye formed is salted out by adding sodium carbonate in the warmth in solution, then salted out as the sodium salt #I 21 with common salt and filtered off. The redissolved dye is mixed with 6.9 parts of sodium nitrite at <B> 10 '</B> and then with <B> 30 </B> parts of 30% hydrochloric acid.
The diazo solution is allowed to flow into a soda-alkaline solution of 31.5 parts of 2-plienylamino-5-oxynaplithalin-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 |
|---|---|---|---|
| CH144489T | 1929-02-02 | ||
| CH142444T | 1929-02-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH144489A true CH144489A (en) | 1930-12-31 |
Family
ID=25714047
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH144489D CH144489A (en) | 1929-02-02 | 1929-02-02 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH144489A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USD907766S1 (en) | 2019-07-29 | 2021-01-12 | Ira Yasmin Lehmann | Injector |
-
1929
- 1929-02-02 CH CH144489D patent/CH144489A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| USD907766S1 (en) | 2019-07-29 | 2021-01-12 | Ira Yasmin Lehmann | Injector |
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