CH235207A - 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
- CH235207A CH235207A CH235207DA CH235207A CH 235207 A CH235207 A CH 235207A CH 235207D A CH235207D A CH 235207DA CH 235207 A CH235207 A CH 235207A
- Authority
- CH
- Switzerland
- Prior art keywords
- copper
- amino
- dye
- preparation
- disazo dye
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 title description 5
- 229910052802 copper Inorganic materials 0.000 title description 5
- 239000010949 copper Substances 0.000 title description 5
- 239000000975 dye Substances 0.000 claims description 12
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- OIPPWFOQEKKFEE-UHFFFAOYSA-N orcinol Chemical compound CC1=CC(O)=CC(O)=C1 OIPPWFOQEKKFEE-UHFFFAOYSA-N 0.000 claims 2
- 241000784732 Lycaena phlaeas Species 0.000 claims 1
- 239000004744 fabric Substances 0.000 claims 1
- 239000000126 substance Substances 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
- 238000006243 chemical reaction Methods 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000005749 Copper compound Substances 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- -1 copper complex compound Chemical class 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
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000000835 fiber Substances 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
- 239000011780 sodium chloride Substances 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
- 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
Verfahren zur Herstellung eines kupferhaltigen Disazofarbstoffes. Gegenstand des vorliegenden Zusatz patentes ist ein Verfahren zur Darstellung eines kupferhaltigen Disazafarbstoffes, wel ches dadurch gekennzeichnet ist, dass man diazotierte 3-Amino-4-oxy-1,1'-,diphenylsul- fon-3'-sulfansäure, Üiazotiertes 4-Methyl-3- amino-1,1'-.diphenylsulfon, Resorcin und ein kupferabgebendes Mittel aufeinander ein wirken lässt.
Der neue Farbstoff stellt ein dunkel braunes Pulver dar, welches in Wasser mit gelbstickig brauner, in Schwefelsäure mit oranger Farbe löslich ist und Seide in gelb stickig braunen Tönen von ,guten Eehtheiten anfärbt.
<I>Beispiel:</I> 32,9 Gewichtsteile 3-Amino-4-oxy-1,1'-.di- phenylsulfarn-3'-sulfonsäure werden mit 6 Ge wichtsteilen Soda in Wasser gelöst, mit 6,9 Gewichtsteilen Natriumnitrit vermischt und durch Einlaufenlassen im 23 Gewichts teile Salzsäure bei 5 diazotiert. Man ver- einigt,den zum Teil ausgefallenen Diazokör- per bei laugenalka.lischer Reaktion mit 11 Ge- wichtsteilen 1,
3-Dioxybenzol. Der sauer .ab- getrennte Monoazafarb@stoff wird zur Über führung in die Kupferkomplexverbindung während 30 Minuten mit 25 Gewichtsteilen kristallisiertem Kupfersulfat bei 90 ver rührt, ausgasalzen, abgeschieden und wieder angerührt.
Man kuppelt dann essigsauer mit der Diazoverbindung aus 24,7 Gewichtsteilen 4-Methyl-3-amino-1,1'-diphenylsulfon und scheidet den kupferhaltigen Disazofarbstoff mit Kochsalz ab. Er färbt animalische Fasern in gelbstichig braunen Tönen von hervor- ragender Licht- und Was,che,ahthe@t.
Anstatt die Kupferung mit dem Monoazo- farbstoff vorzunehmen, kann man auch den fertig gebildeten Disazo,farbstoff in die Kupferverbindung überführen.
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 disaza dye, wel Ches is characterized in that diazotized 3-amino-4-oxy-1,1 '-, diphenylsulfon-3'-sulfanic acid, Üiazotierter 4-methyl -3- amino-1,1 '-. Diphenyl sulfone, resorcinol and a copper-releasing agent can act on each other.
The new dye is a dark brown powder, which is soluble in water with a yellowish-brown color, in sulfuric acid with an orange color and dyes silk in yellow, sticky-brown shades of good consistency.
<I> Example: </I> 32.9 parts by weight of 3-amino-4-oxy-1,1 '-. Diphenylsulfarn-3'-sulfonic acid are dissolved with 6 parts by weight of soda in water, with 6.9 parts by weight Sodium nitrite mixed and diazotized by running in 23 parts by weight of hydrochloric acid at 5. It is agreed that the partially precipitated diazo bodies in an alkali-alkali reaction with 11 parts by weight of 1,
3-dioxybenzene. The acidic .ab- separated monoaza dye is for conversion into the copper complex compound for 30 minutes with 25 parts by weight of crystallized copper sulfate stirred at 90, degassed, separated and stirred again.
It is then coupled in acetic acid with the diazo compound from 24.7 parts by weight of 4-methyl-3-amino-1,1'-diphenyl sulfone and the copper-containing disazo dye is separated off with sodium chloride. It dyes animal fibers in yellowish brown tones with excellent light and what, che, ahthe @ t.
Instead of coppering with the monoazo dye, you can also convert the finished disazo dye into the copper compound.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH235207T | 1942-04-28 | ||
| CH231256T | 1942-04-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235207A true CH235207A (en) | 1944-11-15 |
Family
ID=25727572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235207D CH235207A (en) | 1942-04-28 | 1942-04-28 | Process for the preparation of a copper-containing disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235207A (en) |
-
1942
- 1942-04-28 CH CH235207D patent/CH235207A/en unknown
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