CH235212A - Process for the preparation of a copper-containing disazo dye. - Google Patents
Process for the preparation of a copper-containing disazo dye.Info
- Publication number
- CH235212A CH235212A CH235212DA CH235212A CH 235212 A CH235212 A CH 235212A CH 235212D A CH235212D A CH 235212DA CH 235212 A CH235212 A CH 235212A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- preparation
- amino
- dye
- brown
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 7
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 6
- 229910052802 copper Inorganic materials 0.000 title claims description 6
- 239000010949 copper Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 6
- 239000000975 dye Substances 0.000 claims description 11
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000005749 Copper compound Substances 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims description 2
- 229940114055 beta-resorcylic acid Drugs 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000001880 copper compounds Chemical class 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
- 239000000843 powder Substances 0.000 claims description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 2
- 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
- 229910000365 copper sulfate Inorganic materials 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 210000003608 fece Anatomy 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 2,31256. Verfahren zur Herstellung eines kupferhaltigen Disazofarbstoffes. Gegenstand des vorliegenden Zusatz- patentes ist ein Verfahren zur Darstellung eines kupferhaltigen Disazofarbstoffes, wel ches dadurch ,gekennzeichnet ist, @dass man diazotierte 6-Methyl-2-amino-1-oxybenzol-4- sulfonsäure,
@diazotiertes 3-Amino-6-phenyl- amino,-1,1'-diphenylsulfon, ss-Resorcylsäure und ein kupferabbrnebeüdles Mittel aufeinander einwirken lässt.
Der neue Farbstoff stellt ein schwarz braunes Pulver dar, welches in Wasser mit brauner, in :Schwefelsäure mit roter Farbe löslich ist und Seide in braunen Tönen von guten Echtheiten anfärbt. Beispiel: Die Diazoverbin.dung aus 20,3 Teilen 6 Methyl - 2 -:amino,-1- oxybenzol -4-sulfonsäure wird mit einer laugenalkalischen Lösung von 15,4 'heilen 2,4-Dioxybenzoesäure vereinigt.
Nach beendeter Kupplung wird der Mono azofarbstoff mit Salzsäure abgeschieden, iso liert und in essigsaurer Lösung mit dem Dia.zakörper aus 28,8 Teilen 3-Amino@-6- phenylamino-1,1'-.diphenylsulfon gekuppelt. Der mit Kochsalz abgeschiedene Disazofarb- stoff wird in 2000 Teilen Wasser bei 80 ge löst, mit 25 Gewiühtsteilen kristallisiertem Kupfersulfat versetzt und 1 Stunde bei 90 gehalten.
Man filtriert .den ausgeschiedenen kupferhaltigen Farbstoff und führt ihn nach bekannten Methoden in das Natriumsalz über.
Anstatt die Kupferung mit dem fertigen Farbstoff vorzunehmen, kann man auch den 1llonoa@zofarbsto.ff in die Kupferverbindung überführen und erst diese zum Disazofarb- stoff kuppeln.
Additional patent to main patent No. 2,31256. Process for the preparation of a copper-containing disazo dye. The subject of the present additional patent is a process for the preparation of a copper-containing disazo dye, which is characterized in that diazotized 6-methyl-2-amino-1-oxybenzene-4-sulfonic acid,
@diazotized 3-amino-6-phenyl-amino, -1,1'-diphenylsulfone, ss-resorcylic acid and a copper-burning agent can act on one another.
The new dye is a black-brown powder which is soluble in water with a brown color and in sulfuric acid with a red color and dyes silk in brown shades of good fastness properties. Example: The Diazoverbin.dung from 20.3 parts of 6 methyl - 2 -: amino, -1-oxybenzene -4-sulfonic acid is combined with an alkaline solution of 15.4 'heal 2,4-dioxybenzoic acid.
After the coupling is complete, the mono azo dye is deposited with hydrochloric acid, iso lated and coupled in acetic acid solution with the Dia.za body made from 28.8 parts of 3-amino @ -6-phenylamino-1,1 '-. Diphenylsulfone. The disazo dye precipitated with common salt is dissolved in 2000 parts of water at 80, mixed with 25 parts by weight of crystallized copper sulfate and kept at 90 for 1 hour.
The precipitated copper-containing dye is filtered off and converted into the sodium salt by known methods.
Instead of coppering with the finished dye, you can also convert the 1llonoa@zofarbsto.ff into the copper compound and only couple this to the disazo dye.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH235212T | 1942-04-28 | ||
| CH231256T | 1942-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235212A true CH235212A (en) | 1944-11-15 |
Family
ID=25727577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235212D CH235212A (en) | 1942-04-28 | 1942-04-28 | Process for the preparation of a copper-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235212A (en) |
-
1942
- 1942-04-28 CH CH235212D patent/CH235212A/en unknown
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