CH224128A - Process for the preparation of a primary disazo dye. - Google Patents
Process for the preparation of a primary disazo dye.Info
- Publication number
- CH224128A CH224128A CH224128DA CH224128A CH 224128 A CH224128 A CH 224128A CH 224128D A CH224128D A CH 224128DA CH 224128 A CH224128 A CH 224128A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- blue
- preparation
- amino
- diazo
- 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 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 11
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000005018 casein Substances 0.000 claims description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 claims description 2
- 235000021240 caseins Nutrition 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 238000009963 fulling Methods 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
- 239000013535 sea water Substances 0.000 claims description 2
- 229920002994 synthetic fiber Polymers 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- VOTXWUCYIOPNNR-UHFFFAOYSA-N 2-chloro-6-nitroaniline Chemical compound NC1=C(Cl)C=CC=C1[N+]([O-])=O VOTXWUCYIOPNNR-UHFFFAOYSA-N 0.000 description 1
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 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
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 221927. 'Verfahren zur Herstellung eines primären Bisazofarbstoffes. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines primären Disazofarbstoffes, dadurch gekennzeichnet, dass man .die Diazoverbindung von 1-Amino- 2 -chlor- 6 -nitrobenzol in saurem Medium mit 1-Ami,no-8-oxynaphthalin-3,6-disulfon- säure und den so .erhaltenen Mon:
oazofarb- stoff in alkalischem Medium mit .der Diazo- verbindung aus 1-Amino - 4 - N - eyolohexyl- eaprinyl-aminobenzol vereinigt.
Der so erhaltene Disazofarbstoff ist ein dunkles Pulver, das sich in Wasser mit blauer, in konzentrierter Schwefelsäure mit blaugrüner Farbe löst, und färbt Wolle, Seide und künstliche Fasern auf Caseinbasis in blauschwarzen Tönen. Die Färbungen be sitzen sehr ;gute Wasch-, Walk-, Schweiss-, Seewasser- und Lichtechtheit.
<I>Beispiel:</I> <B>1,8</B> Teile 1-Amino - 2 -chlor -16 -,nitrobenzol werden qdurch Eintragen in eine Mischung aus etwa 40 Teilen :Schwefelsäure 94%ig und '29 Teilen Nitrosyls.chwefelsäure 45%ig bei<B>5-10'</B> diazotiert. Die Lösung wird auf Eis ,gegossen.
Nach Entfernung der über schüssigen salpeterigen,Säure und Filtrieren lässt man. die so erhaltene Diazolüsung in eine mineralsaure Lösung von 81,9 Teilen 1- Amino-@8-oxynap,hthalin-3;6 :
disu,Ifons5,urelau- fen. Nachbeendeter Bildung .des Monoazo- farbstoffes wird dieser abgeschieden und mit überschüssigem Natriumcarbonot wieder in Lösung .gebracht. In diese Lösung lässt man eine aus 34,4 Teilen 1-Amilno-4-N-cyclo- hexyl-,caprinyl-aminobenzol hergestellte Di- azolösung fliessen.
Der Disazofarbstoff wird abgeschieden, gewaschen und getrocknet.
Additional patent to main patent No. 221927. Process for the preparation of a primary bisazo dye. The present patent relates to a process for the preparation of a primary disazo dye, characterized in that the diazo compound of 1-amino-2-chloro-6-nitrobenzene in an acidic medium with 1-ami, no-8-oxynaphthalene-3,6 -disulfonic acid and the mon:
oazo dye combined in an alkaline medium with the diazo compound of 1-amino-4-N-eyolohexyl-eaprinyl-aminobenzene.
The disazo dye thus obtained is a dark powder which dissolves in water with a blue color and in concentrated sulfuric acid with a blue-green color, and dyes wool, silk and artificial fibers based on casein in blue-black shades. The dyeings are very good; good fastness to washing, fulling, perspiration, sea water and light.
<I> Example: </I> <B> 1.8 </B> parts of 1-amino - 2-chloro -16 -, nitrobenzene are q by adding to a mixture of about 40 parts: sulfuric acid 94% and '29 Share nitrosylsulfuric acid 45% diazotized at <B> 5-10 '</B>. The solution is poured onto ice.
After removing the excess nitric acid, and filtering, it is left. the diazo solution thus obtained in a mineral acid solution of 81.9 parts of 1- Amino- @ 8-oxynap, hthalin-3; 6:
disu, ifons5, run across. When the formation of the monoazo dye has ended, it is deposited and brought back into solution with excess sodium carbonate. A diazole solution prepared from 34.4 parts of 1-amino-4-N-cyclohexyl-, caprinyl-aminobenzene is allowed to flow into this solution.
The disazo dye is deposited, washed and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE224128X | 1940-09-07 | ||
| CH221927T | 1941-07-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH224128A true CH224128A (en) | 1942-10-31 |
Family
ID=25726570
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH224128D CH224128A (en) | 1940-09-07 | 1941-07-18 | Process for the preparation of a primary disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH224128A (en) |
-
1941
- 1941-07-18 CH CH224128D patent/CH224128A/en unknown
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