CH249552A - Process for the preparation of a polyazo dye. - Google Patents
Process for the preparation of a polyazo dye.Info
- Publication number
- CH249552A CH249552A CH249552DA CH249552A CH 249552 A CH249552 A CH 249552A CH 249552D A CH249552D A CH 249552DA CH 249552 A CH249552 A CH 249552A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- mol
- dye
- sulfonic acid
- preparation
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- -1 polyazo Polymers 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 9
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 6
- 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 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- IMNITWVXWBKEMO-UHFFFAOYSA-N 2-amino-5-[(4-aminobenzoyl)amino]benzenesulfonic acid Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=C(N)C(S(O)(=O)=O)=C1 IMNITWVXWBKEMO-UHFFFAOYSA-N 0.000 claims description 2
- NHLAPJMCARJFOG-UHFFFAOYSA-N 3-methyl-1,4-dihydropyrazol-5-one Chemical compound CC1=NNC(=O)C1 NHLAPJMCARJFOG-UHFFFAOYSA-N 0.000 claims description 2
- 229910000365 copper sulfate Inorganic materials 0.000 claims description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 150000001875 compounds Chemical class 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
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000725 suspension 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/38—Trisazo dyes ot the type
- C09B35/40—Trisazo dyes ot the type the component K being a dihydroxy or polyhydroxy compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 244602. Verfahren zur Herstellung eines Polyazofarbatoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines Polyazo- farbstoffes. Das Verfahren ist dadurch ge kennzeichnet, dass man 1 Mol tetrazotierte 1- (4'-Amino-benzoyllamino)
-4-amino-benzol- 3-sulfonsäure einerseits mit 1 Mol des Mono- azofarbstoffes aus diazotiertem 2-Amino-l- oxy-benzol-4-sulfonsäureamid und Resorcin und anderseits mit 1 Mol 3-Methyl-5-pyr- a,zolon kuppelt.
Der entstandene neue Tris- a,zofarbstoff stellt ein dunkles Pulver dar, löst sich in Wasser und in konzentrierter Schwefelsäure mit brauner Farbe und färbt Fasern aus natürlicher oder regenerierter Cellulose in gelbbraunen Tönen, welche nach Behandlung mit Kupfersulfat sehr gute Echtheiten aufweisen.
<I>Beispiel:</I> Eine Suspension der Tetrazoverbindung aus 30,7 Teilen 1-(4'-Amino-benzoylamino)- 4-amino-benzol-3-sulfonsäure wird in der Kälte mit 20 Teilen Natriumacetat und einer .schwach alkalischen Lösung von 30,9 Teilen des Monoazofarbstoffes 2 - Amino -1- oxy- benzol-4-sulfonsäureamid -> Resorcin ver- setzt. Nach mehreren Stunden ist die Zwi schenverbindung gebildet.
Man versetzt mit einer neutralen Lösung von 9,8 Teilen 3-Methyl-5-pyrazolon und tropft langsam 10 Teile Natriumbiearbonat in 200 Teilen Wasser zu. Am andern Tag ist die Kupp lung beendet. Man scheidet den neuen Tris- azofarbstoff mit Kochsalz vollständig aus, filtriert und trocknet ihn.
Additional patent to main patent No. 244602. Process for the production of a polyazo-carbate. The present patent relates to a process for the production of a polyazo dye. The process is characterized in that 1 mol of tetrazotized 1- (4'-amino-benzoyllamino)
-4-amino-benzene-3-sulfonic acid on the one hand with 1 mol of the monoazo dye from diazotized 2-amino-l-oxy-benzene-4-sulfonic acid amide and resorcinol and on the other hand with 1 mol of 3-methyl-5-pyr-a, zolon couples.
The resulting new tris a, zo dye is a dark powder, dissolves in water and in concentrated sulfuric acid with a brown color and dyes fibers made of natural or regenerated cellulose in yellow-brown shades, which show very good fastness properties after treatment with copper sulfate.
<I> Example: </I> A suspension of the tetrazo compound from 30.7 parts of 1- (4'-amino-benzoylamino) -4-aminobenzene-3-sulfonic acid becomes weak in the cold with 20 parts of sodium acetate and one alkaline solution of 30.9 parts of the monoazo dye 2 - amino -1-oxybenzene-4-sulfonic acid amide -> resorcinol. After several hours, the interconnection is formed.
A neutral solution of 9.8 parts of 3-methyl-5-pyrazolone is added, and 10 parts of sodium carbonate in 200 parts of water are slowly added dropwise. The next day the coupling is over. The new trisazo dye is separated out completely with common salt, filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH244602T | 1945-05-16 | ||
| CH249552T | 1945-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH249552A true CH249552A (en) | 1947-06-30 |
Family
ID=25728958
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH249552D CH249552A (en) | 1945-05-16 | 1945-05-16 | Process for the preparation of a polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH249552A (en) |
-
1945
- 1945-05-16 CH CH249552D patent/CH249552A/en unknown
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