CH267296A - Process for the preparation of an acidic disazo dye. - Google Patents
Process for the preparation of an acidic disazo dye.Info
- Publication number
- CH267296A CH267296A CH267296DA CH267296A CH 267296 A CH267296 A CH 267296A CH 267296D A CH267296D A CH 267296DA CH 267296 A CH267296 A CH 267296A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- acidic
- amino
- sulfonic acid
- diazotized
- Prior art date
Links
- 230000002378 acidificating effect Effects 0.000 title claims description 8
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 14
- -1 aminoazo Chemical group 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 241000863480 Vinca Species 0.000 claims 1
- DMVOXQPQNTYEKQ-UHFFFAOYSA-N biphenyl-4-amine Chemical group C1=CC(N)=CC=C1C1=CC=CC=C1 DMVOXQPQNTYEKQ-UHFFFAOYSA-N 0.000 claims 1
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Natural products C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 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
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- 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 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. 263651. Verfahren zur Herstellung eines sauren Disazofarbstoffes. Es wurde gefunden, dass man zu einem neuen, wertvollen sauren Disazofarbstoff ge langt, wenn man diazotierten p-Aminodi- phenyläther alkalisch auf 1-Amino-3-phenyl- sulfoylaminobenzol-6-sulfonsäure kuppelt, den erhaltenen Monoazofarbstoff in der Sulfoyl- aminogruppe äthy liert,
weiterdiazotiert und die Diazoverbindung des Aminoazofarbstoffes in saurem Medium mit 2-o-Tolylamino-8-oxy- naphthalin-6-sulfonsäiire vereinigt.
<I>Beispiel:</I> 18,5 Teile p-Aminodiphenyläther werden diazotiert und die Diazolösung mit der soda- alkalischen Lösung von 32,8 Teilen 1-Amino- 3-phenylsulfoylaminobenzol-6-sulfonsäure ver einigt.
Nach beendeter Kupphing wird der Aminoazofarbstoff abgetrennt, in Wasser mit tels 80 Teilen 30o/oiger Natronlauge gelöst und bei gewöhnlicher Temperatur mit 22 Teilen Diäthylsulfat äthyliert, bis der aus schliesslich in der Phenylsulfoylaminogruppe äthylierte Farbstoff ausgeschieden ist.
Der abgetrennte Farbstoff wird in Wasser ange rührt und mit 7 Teilen Natriumnitrit und 35 Teilen Salzsäure diazotiert, die Diazoverbin- dung abfiltriert und mit 32,5 Teilen 2-o-Tolyl- a.mino - 8 - oxynaphthylamin-6-sulfonsäure in essigsaurem Medium vereinigt. Der ausge schiedene Farbstoff wird abfiltriert und ge trocknet.
Er stellt ein blaues Pulver dar, das sich in Wasser mit blauer Farbe löst und Wolle und Seide in neutralem oder schwach saurem Bad in blumigen schwarzen Tönen von guter Schwefel- und Walkechtheit und sehr guter Lichtechtheit färbt.
Er besitzt die Formel:
EMI0001.0043
Additional patent to main patent no. 263651. Process for the production of an acidic disazo dye. It has been found that a new, valuable acidic disazo dye is obtained if diazotized p-aminodiphenyl ether is alkaline-coupled to 1-amino-3-phenyl-sulfoylaminobenzene-6-sulfonic acid, the monoazo dye obtained in the sulfoyl amino group lied,
further diazotized and the diazo compound of the aminoazo dye combined with 2-o-tolylamino-8-oxynaphthalene-6-sulfonic acid in an acidic medium.
<I> Example: </I> 18.5 parts of p-aminodiphenyl ether are diazotized and the diazo solution is combined with the soda-alkaline solution of 32.8 parts of 1-amino-3-phenylsulfoylaminobenzene-6-sulfonic acid.
After the end of Kupphing, the aminoazo dye is separated off, dissolved in water with 80 parts of 30% sodium hydroxide solution and ethylated with 22 parts of diethyl sulfate at normal temperature until the dye finally ethylated in the phenylsulfoylamino group has separated out.
The separated dye is stirred in water and diazotized with 7 parts of sodium nitrite and 35 parts of hydrochloric acid, the diazo compound is filtered off and 32.5 parts of 2-o-tolyl-a.mino-8-oxynaphthylamine-6-sulfonic acid in an acetic acid medium united. The separated dye is filtered off and dried ge.
It is a blue powder that dissolves in water with a blue color and dyes wool and silk in a neutral or weakly acidic bath in flowery black tones of good sulfur and milled fastness and very good light fastness.
It has the formula:
EMI0001.0043
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH267296T | 1948-02-17 | ||
| CH263651T | 1950-02-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH267296A true CH267296A (en) | 1950-03-15 |
Family
ID=25730661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH267296D CH267296A (en) | 1948-02-17 | 1948-02-17 | Process for the preparation of an acidic disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH267296A (en) |
-
1948
- 1948-02-17 CH CH267296D patent/CH267296A/en unknown
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