CH126199A - Process for the preparation of a stain dye. - Google Patents
Process for the preparation of a stain dye.Info
- Publication number
- CH126199A CH126199A CH126199DA CH126199A CH 126199 A CH126199 A CH 126199A CH 126199D A CH126199D A CH 126199DA CH 126199 A CH126199 A CH 126199A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dyes
- dye
- carboxylic acid
- stain dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 238000002360 preparation method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 13
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- ULUIMLJNTCECJU-UHFFFAOYSA-N 3-amino-4-hydroxybenzenesulfonate;hydron Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1O ULUIMLJNTCECJU-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 2
- 239000000983 mordant dye Substances 0.000 claims 1
- 239000002253 acid Substances 0.000 description 3
- 239000000243 solution Substances 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
- 150000007513 acids Chemical class 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 240000007817 Olea europaea Species 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 125000003118 aryl group Chemical group 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000009963 fulling Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 description 1
- 238000004382 potting Methods 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Paper (AREA)
Description
Verfahren zur Darstellung eines Beizenfarbstoffes. Die in der deutschen Patentschrift Nr. 69357 beschriebenen isomeren Dioxy- n.aphtoesäuren, nämlich die 2. 6-Dioxyna,phta- lin-3-carbonsäure und die 2. 8-Dioxyn.aphta- lin-3-carbonsäure, haben bisher zur Darstel lung technisch wertvoller Farbstoffe keine Verwendung gefunden.
Es wurde nun gefunden, dass sich aus der einen dieser beiden Säuren, nämlich der 2.6-Dioxynaphtalin-3-carbonsäure, wertvolle Farbstoffe erhalten lassen dadurch, dass man diese Säure mit den Diazoverbindungen von o-Aminooxykörpern der aromatischen Reihe, sowie deren Halogen-, Nitro- oder Sulfoderi- vaten kombiniert. Es entstehen auf diese Weise Farbstoffe von ausgesprochenem Bei zencharakter, welche auf Wolle im Chrom bade olivgrüne bis grünschwarze Färbungen erzeugen, die sich durch hervorragende Echt heitseigenschaften auszeichnen.
Gegenüber bisher für den gleichen Zweck benutzten Pro dukten sind die neuen Farbstoffe, nament lich in der Wasch-, Walk- und Pottingecht- heit bedeutend überlegen und zeigen ausser- dem eine erheblich grössere Ausgiebigkeit. Auch besitzen die Farbstoffe die wertvolle Eigenschaft, sich nach dem Einbadchrom- verfahren färben zu lassen.
Die Farbstoffe können in der Weise ge@ wonnen werden, dass man die auf die übliche Weise hergestellten Diazoverbindungen der o-Aminooxykörper mit einer .alkalischen Lö sung der 2.6-Dioxynaphtalin-3-carbonsäure zusammenbringt und die Farbstoffe durch " Aussalzen oder dergleichen isoliert. Gegenstand der Erfindung ist ein Ver fahren zur Darstellung eines Beizenfarb- stoffes, das dadurch gekennzeichnet ist,
dass man die Diazoverbindung von 2-Amino-l-phe- nöl-4-sulfosäure mit 2.6-Dioxynaphta.Iin-3- carbonsäu.re kuppelt. <I>Beispiel:
</I> 189 Gewichtsteile 2-Amino-l-phenol-4- sulfosäure werden in Wasser gelöst und nach Zusatz von 360 Gewichtsteilen Salzsäure 20 B6 mit einer Lösung von 70 Gewichts- teilen Natriumnitrit diazotiert. Die. so er haltene Diazolösung wird mit einer Lösung von 204 Gewichtsteilen 2. 6-Diöxynaphtalin- 3-carbonsäure und 500 Gewichtsteilen cal- cinierter Soda vereinigt \und nach fertiger Kupplung der sich zum Teil als dunkles Pulver ausscheidende Farbstoff durch Zu satz von Kochsalz völlig isoliert.
Er färbt Wolle im Einbadchromverfahren in oliv grünen Tönen von hervorragender Echt heit an,
Process for the preparation of a stain dye. The isomeric dioxyn.aphthoic acids described in German Patent No. 69357, namely 2,6-Dioxyna, phthalin-3-carboxylic acid and 2,8-Dioxyn.aphthalen-3-carboxylic acid, have hitherto been used Representation of technically valuable dyes found no use.
It has now been found that valuable dyes can be obtained from one of these two acids, namely 2,6-dioxynaphthalene-3-carboxylic acid, by combining this acid with the diazo compounds of o-aminooxy bodies of the aromatic series, as well as their halogen, Nitro or sulfoderivates combined. In this way, dyes with a pronounced character are created, which produce olive-green to green-black colorations on wool in the chrome bath, which are characterized by excellent authenticity properties.
Compared to products previously used for the same purpose, the new dyes are significantly superior in terms of their fastness to washing, fulling and potting, and they are also considerably more expansive. The dyes also have the valuable property that they can be colored using the single-bath chrome process.
The dyes can be obtained in such a way that the diazo compounds of the o-aminooxy bodies prepared in the usual way are brought together with an alkaline solution of 2,6-dioxynaphthalene-3-carboxylic acid and the dyes are isolated by salting out or the like The invention is a method for the preparation of a stain dye, which is characterized by
that the diazo compound of 2-amino-1-phenol-4-sulfonic acid is coupled with 2,6-dioxynaphtha.in-3-carboxylic acid. <I> example:
189 parts by weight of 2-amino-1-phenol-4-sulfonic acid are dissolved in water and, after addition of 360 parts by weight of hydrochloric acid 20 B6, diazotized with a solution of 70 parts by weight of sodium nitrite. The. The diazo solution obtained in this way is combined with a solution of 204 parts by weight of 2,6-dioxynaphthalene-3-carboxylic acid and 500 parts by weight of calcined soda and, after coupling is complete, the dye, which partly separates out as a dark powder, is completely isolated by adding sodium chloride.
It dyes wool in the single-bath chrome process in olive green tones of excellent authenticity,
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE126199X | 1926-04-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH126199A true CH126199A (en) | 1928-06-01 |
Family
ID=5659022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH126199D CH126199A (en) | 1926-04-27 | 1927-04-16 | Process for the preparation of a stain dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH126199A (en) |
-
1927
- 1927-04-16 CH CH126199D patent/CH126199A/en unknown
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