CH235213A - 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
- CH235213A CH235213A CH235213DA CH235213A CH 235213 A CH235213 A CH 235213A CH 235213D A CH235213D A CH 235213DA CH 235213 A CH235213 A CH 235213A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- dye
- violet
- preparation
- brown
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title claims description 7
- 229910052802 copper Inorganic materials 0.000 title claims description 7
- 239000010949 copper Substances 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 6
- 239000000975 dye Substances 0.000 claims description 14
- 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
- KZTYYGOKRVBIMI-UHFFFAOYSA-N S-phenyl benzenesulfonothioate Natural products C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims description 2
- 239000003795 chemical substances by application 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
- 239000000843 powder Substances 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 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
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001880 copper compounds Chemical class 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
- 150000008049 diazo compounds Chemical class 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 FIauptrpatenrt Nr. 2,31256. Verfahren zur Herstellung eines kupferhaltigen Disazofarbstoffes. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Darstellung eines kupferhaltigen Disazo.farbstoffes, wel ches dadurch gekennzeichnet ist, dass man diazotierte 6-Nitro-l-a@mino-2-oxynaphthalin- 4-sulfonsäure,
@diazotiertes 6-Methyl-3-amino- 1,1'-diphenylsulfon, Reso rein und ein kupfer abgebendes Mittel aufeinander einwirken lässt.
Der neue Farbstoff stellt ein schwarz braunes! Pulver dar, welches in Wasser mit violettbrauner, in Schwefelsäure .mit violetter Farbe löslich ist und Seide in violettbraunen Tönen. von guten Echtheiten anfärbt.
Beispiel: Die Diazoverbindung aus 60 Teilen 6- Nitro-l-amino-2-oxynaphthalin=4-s#ulf ensäure wird .mit einer laugena'lkalischen Lösung von 11 Teilen 1,3-Dioxybenzol vereinigt.
Nach beendeter Kupplung wird der Manoazofarb- stoff mit Salzsäure abgeschieden, isoliert und in essigsaurer Lösung mit dem Diazokörper aus 24,7 Teilen 6-Methyl-3-,amino-1,1'-.di- phenylsulfo@n gekuppelt.
Der mit Kochsalz abgeschiedene Dis-azofarbstoff wird in 2000 Teilen Wasser bei 80 .gelöst, mit 25 Ge wichtsteilen kristallisiertem Kupfersulfat versetzt und; 1 Stunde bei 90 gehalten. Man filtriert den ausgeschiedenen kupferhaltigen Farbstoff und: führt ihn nach bekannten Me- thoden in das Natriumsalz über.
Er färbt Seide in violetbbraunen Tönen von sehr guten Echtheit-en.
Anstatt die Kupferung mit dem fertigen Farbstoff vorzunehmen, kann man auch den Monoazofarb:stoff in die Kupferverbindung überführen und erst diese zum Disazofarb- stof fkuppeln.
Additional patent for the 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.farerstoffes, wel Ches is characterized in that diazotized 6-nitro-l-a @ mino-2-oxynaphthalene-4-sulfonic acid,
@diazotized 6-methyl-3-amino-1,1'-diphenyl sulfone, pure reso and a copper-releasing agent can act on each other.
The new dye represents a black brown! Powder, which is soluble in water with a violet-brown color, in sulfuric acid with a violet color, and silk in violet-brown tones. dyes of good fastness properties.
Example: The diazo compound from 60 parts of 6-nitro-1-amino-2-oxynaphthalene = 4-sulfenoic acid is combined with a lye-alkaline solution of 11 parts of 1,3-dioxybenzene.
After the coupling has ended, the manoazo dye is precipitated with hydrochloric acid, isolated and coupled with the diazo body made of 24.7 parts of 6-methyl-3-, amino-1,1 '-. Diphenylsulfon® in acetic acid solution.
The disazo dye deposited with sodium chloride is dissolved in 2000 parts of water at 80, mixed with 25 parts by weight of crystallized copper sulfate and; Maintained at 90 for 1 hour. The copper-containing dye which has separated out is filtered off and converted into the sodium salt using known methods.
It dyes silk in violet-brown shades with very good fastness properties.
Instead of coppering with the finished dye, you can also convert the monoazo dye into the copper compound and first couple this to the disazo dye.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH235213T | 1942-04-28 | ||
| CH231256T | 1942-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235213A true CH235213A (en) | 1944-11-15 |
Family
ID=25727578
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235213D CH235213A (en) | 1942-04-28 | 1942-04-28 | Process for the preparation of a copper-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235213A (en) |
-
1942
- 1942-04-28 CH CH235213D patent/CH235213A/en unknown
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