CH293864A - Process for the preparation of a copper-compatible polyazo dye. - Google Patents
Process for the preparation of a copper-compatible polyazo dye.Info
- Publication number
- CH293864A CH293864A CH293864DA CH293864A CH 293864 A CH293864 A CH 293864A CH 293864D A CH293864D A CH 293864DA CH 293864 A CH293864 A CH 293864A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- copper
- brown
- parts
- oxy
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- -1 polyazo Polymers 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- NHLAPJMCARJFOG-UHFFFAOYSA-N 3-methyl-1,4-dihydropyrazol-5-one Chemical compound CC1=NNC(=O)C1 NHLAPJMCARJFOG-UHFFFAOYSA-N 0.000 description 1
- UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- UIIMBOGNXHQVGW-UHFFFAOYSA-N sodium;hydron;carbonate Chemical compound [Na+].OC(O)=O UIIMBOGNXHQVGW-UHFFFAOYSA-N 0.000 description 1
- 238000003756 stirring Methods 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
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/28—Disazo dyes characterised by the tetrazo component the tetrazo component containing two aryl nuclei linked by at least one of the groups —CON<, —SO2N<, —SO2—, or —SO2—O—
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 261125. Verfahren zur Herstellung eines kupferbaren Polyazofarbatoffes. Gegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupferbaren Polyazofarbstoffes. Das Verfahren ist da durch gekennzeichnet, dass man 1 Mol der Tetrazoverbindung von 1-(3'-Amino-4'-oxy- 5'- methoxy - benzoylamino)
- 4 - amino-benzol-3- carbonsäure einerseits mit 1 Mol 3-Methyl- 5-pyrazolon und anderseits mit 1 Mol 2-Acetyl- amino-6-oxy-naphthalin-8-sulfonsäure kuppelt.
Der erhaltene neue Disazofarbstoff stellt ein braunes Pulver dar, das sieh in Wasser mit brauner und in konz. Schwefelsäure mit braunroter Farbe löst und Zellulosefasern in braunen Tönen anfärbt, welche nach Behand lung mit Kupfersalzen ausgezeichnete Echt- heiten aufweisen.
<I>Beispiel:</I> 31,7 Teile 1-(3'-Amino-4'-oxy-5'-methoxy- benzoylamino) - 4 - amino - benzol-3-carbonsäure werden in 400 Teilen Wasser mit 8 Teilen Natronlauge kalt gelöst, mit 13,8 Teilen Na triumnitrit vermischt und in der Kälte unter Rühren auf 40 Teile konz. Salzsäure und 80 Teile Wasser aufgetropft. Nach dem Ab stumpfen der überschüssigen Mineralsäure mit.
Natriumbicarbonat vereinigt man die Tetrazoverbindung mit 9,7 Teilen 3-1@Iethyl-5- pyrazolon, gelöst in 200 Teilen Wasser und 20 Teilen Natriumbicarbonat. Das Zwischen produkt wird alsdann in Gegenwart von 20 Teilen Soda und 150 Teilen Pyridin mit 28,1 Teilen 2-Acetylamino-6-oxy-naphthalin-8-sul- fonsäure zum Disazofarbstoff vereinigt. Der erhaltene Farbstoff der Formel.
EMI0001.0044
wird mit Kochsalz gefällt., isoliert und getrocknet..
<B> Additional patent </B> to main patent no. 261125. Process for the production of a copper-compatible polyazo-carbate. The present patent relates to a process for the preparation of a copperable polyazo dye. The process is characterized in that 1 mol of the tetrazo compound of 1- (3'-amino-4'-oxy-5'-methoxy - benzoylamino)
- 4 - Amino-benzene-3-carboxylic acid coupled on the one hand with 1 mol of 3-methyl-5-pyrazolone and on the other hand with 1 mol of 2-acetylamino-6-oxynaphthalene-8-sulfonic acid.
The new disazo dye obtained is a brown powder that looks in water with brown and in conc. Sulfuric acid with a reddish brown color dissolves and stains cellulose fibers in brown shades, which show excellent fastness properties after treatment with copper salts.
<I> Example: </I> 31.7 parts of 1- (3'-amino-4'-oxy-5'-methoxy-benzoylamino) -4-amino-benzene-3-carboxylic acid are mixed with 8 in 400 parts of water Parts of sodium hydroxide solution dissolved cold, mixed with 13.8 parts of sodium nitrite and concentrated in the cold with stirring to 40 parts. Hydrochloric acid and 80 parts of water were added dropwise. After blunting the excess mineral acid with.
Sodium bicarbonate, the tetrazo compound is combined with 9.7 parts of 3-1 @ methyl-5-pyrazolone, dissolved in 200 parts of water and 20 parts of sodium bicarbonate. The intermediate product is then combined with 28.1 parts of 2-acetylamino-6-oxynaphthalene-8-sulphonic acid in the presence of 20 parts of soda and 150 parts of pyridine to give the disazo dye. The obtained dye of the formula.
EMI0001.0044
is precipitated with table salt., isolated and dried ..
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH261125T | 1948-08-06 | ||
| CH293864T | 1948-08-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH293864A true CH293864A (en) | 1953-10-15 |
Family
ID=25730378
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH293864D CH293864A (en) | 1948-08-06 | 1948-08-06 | Process for the preparation of a copper-compatible polyazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH293864A (en) |
-
1948
- 1948-08-06 CH CH293864D patent/CH293864A/en unknown
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