CH301643A - Process for the preparation of an acidic monoazo dye. - Google Patents
Process for the preparation of an acidic monoazo dye.Info
- Publication number
- CH301643A CH301643A CH301643DA CH301643A CH 301643 A CH301643 A CH 301643A CH 301643D A CH301643D A CH 301643DA CH 301643 A CH301643 A CH 301643A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- acidic
- preparation
- orange
- parts
- Prior art date
Links
- 230000002378 acidificating effect Effects 0.000 title claims description 7
- 238000000034 method Methods 0.000 title 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 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- 239000004952 Polyamide Substances 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 230000001419 dependent effect Effects 0.000 claims 1
- 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
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- RQKFYFNZSHWXAW-UHFFFAOYSA-N 3-chloro-p-toluidine Chemical compound CC1=CC=C(N)C=C1Cl RQKFYFNZSHWXAW-UHFFFAOYSA-N 0.000 description 1
- RJWBTWIBUIGANW-UHFFFAOYSA-N 4-chlorobenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=C(Cl)C=C1 RJWBTWIBUIGANW-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000003756 stirring Methods 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines sauren Monoazofarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines sauren Monoazofarbstoffes, welches darin besteht, class man 1 Mol der Diazoverbindung aus 1- Amino -4-methyl <B>-,5-</B> chlorbenzol-2 - sulfonsäure mit. 1 Mol 1-Oxy-6-octanoylanninonaphthaliii- 3-sulfonsäure kuppelt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile. <I>Beispiel:</I> ?2,2 Teile 1-Amino-4-methyl-5-chlorbenzol- ?-sulfonsäure werden in 100 Teilen kaltem Wasser und 100 Teilen normaler Natrium hydroxydlösung gelöst und mit einer Lösung von 7 Teilen Natriumnitrit in 50 'Teilen Was ser versetzt. Durch Zugabe von Eis wird die Temperatur auf ä .bis 10 gebracht.
Man giesst hierauf unter Rühren 30 Teile konzentrierte Salzsäure auf einmal zu und rührt bei 10 bis 15 , bis die salpetrige Säure verschwunden ist.. Hierbei scheidet sieh die Diazoverbindung zum Teil aus.
Die Suspension der Diazoverbindung wird mit. der wässrigen Suspension von 36,5 Teilen 1-Oxy-6-oct-anoylaminonaphthalin -3-sulfon- säure in 1;500 Teilen Wasser in Gegenwart von überschüssigem Natriiunbicarbonat. bei 10 bis 15 vereinigt..
Nach beendeter Kupplung wird der neue Farbstoff ausgesalzen, abfilti-iert und getrock- net. Er ist .ein orangefarbenes Pulver, das sich in Wasser mit oranger Farbe löst und Wolle, Seide und Polyamidfasern aus schwach saurem Bad in lebhaften orangen Tönen von guter Wasch- und Schweissechtheit und sehr guter Lichtechtheit färbt.
Process for the preparation of an acidic monoazo dye. The subject of the present patent is a process for the preparation of an acidic monoazo dye, which consists in classing 1 mol of the diazo compound from 1- amino -4-methyl, 5- chlorobenzene-2-sulfonic acid with. 1 mole of 1-oxy-6-octanoylanninonaphthalene-3-sulfonic acid couples.
In the following example, the parts are parts by weight. <I> Example: </I>? 2.2 parts of 1-amino-4-methyl-5-chlorobenzene-? -Sulphonic acid are dissolved in 100 parts of cold water and 100 parts of normal sodium hydroxide solution and a solution of 7 parts of sodium nitrite in 50 'parts water. The temperature is brought to approx. To 10 by adding ice.
30 parts of concentrated hydrochloric acid are then poured in all at once with stirring and the mixture is stirred at 10 to 15 until the nitrous acid has disappeared. The diazo compound is partially eliminated.
The suspension of the diazo compound is with. the aqueous suspension of 36.5 parts of 1-oxy-6-oct-anoylaminonaphthalene -3-sulfonic acid in 1,500 parts of water in the presence of excess sodium bicarbonate. united at 10 to 15 ..
When the coupling is complete, the new dye is salted out, filtered off and dried. It is an orange powder that dissolves in water with an orange color and dyes wool, silk and polyamide fibers from a weakly acidic bath in lively orange shades of good fastness to washing and perspiration and very good fastness to light.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH297411T | 1951-11-07 | ||
| CH301643T | 1951-11-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH301643A true CH301643A (en) | 1954-09-15 |
Family
ID=25733840
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH301643D CH301643A (en) | 1951-11-07 | 1951-11-07 | Process for the preparation of an acidic monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH301643A (en) |
-
1951
- 1951-11-07 CH CH301643D patent/CH301643A/en unknown
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