DE142153C - - Google Patents
Info
- Publication number
- DE142153C DE142153C DENDAT142153D DE142153DA DE142153C DE 142153 C DE142153 C DE 142153C DE NDAT142153 D DENDAT142153 D DE NDAT142153D DE 142153D A DE142153D A DE 142153DA DE 142153 C DE142153 C DE 142153C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- dye
- color
- red
- brown
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 5
- 210000002268 Wool Anatomy 0.000 claims description 3
- 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 1
- 239000000975 dye Substances 0.000 description 6
- 240000007817 Olea europaea Species 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- OXNIZHLAWKMVMX-UHFFFAOYSA-N Picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 2
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229940114148 picric acid Drugs 0.000 description 2
- 229950002929 trinitrophenol Drugs 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001049 brown dye Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
-
- 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/34—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Treatment Of Fiber Materials (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Durch die Patentschrift 116980 ist bekannt geworden, daß die Kombinationen der Diazopikraminsäure mit den ß-Naphtylaminsulfosä'uren Farbstoffe ergeben, welche Wolle im sauren Bade braunrot anfärben. Durch Nachbehandlung mit Bichromat gehen diese Nuancen in olivegrün über.From the patent specification 116980 it has become known that the combinations of diazopicramic acid result with the ß-Naphtylaminsulfosä'uren dyes, which wool in the color acidic baths brownish-red. Post-treatment with bichromate removes these nuances in olive green over.
Wie in derselben Patentschrift angegeben, verhalten sich die . a - Naphtylaminsulfosäuren anders, indem deren Kombinationen mit Pikraminsäure Farbstoffe liefern, welche beim Nachchromieren braun bleiben.As stated in the same patent, the behave. a - Naphthylamine sulphonic acids different, in that their combinations with picric acid produce dyes which remain brown after chromium plating.
Diese Angaben können im allgemeinen von der Erfinderin bestätigt werden. Indessen wurde bei weiteren Untersuchungen die überraschende Beobachtung gemacht, daß die i-Naphtylamin-4-sulfosäure eine Ausnahme von dieser Regel macht, indem deren auf Wolle im sauren Bade erzeugte braune Färbung durch Nachbehandeln mit Bichromat in ein schönes Olivegrün übergeht. Diese olivegrüne Färbung ist sehr lichtecht und vollkommen walkecht. Diese wertvollen Eigenschaften des Farbstoffes werden ergänzt durch ein recht gutes Egalisierungsvermögen desselben.This information can generally be confirmed by the inventor. Meanwhile was in further investigations made the surprising observation that the i-naphthylamine-4-sulfonic acid makes an exception to this rule by post-treating the brown dye produced on wool in an acid bath turns into a beautiful olive green with dichromate. This olive green color is very lightfast and completely whackfast. These valuable properties of the dye are supplemented due to a very good leveling ability of the same.
Beispiel zur Darstellung des Farbstoffes:
19,9 kg Pikraminsäure werden in bekannter Weise diazotiert und in eine auf 5 bis io° abgekühlte
Lösung von 24,6 kg 1 · 4-naphtylaminsulfosaurem Natron und 20 kg Soda eingerührt.
Nach 24 Stunden ist die Farbstoffbildung vollendet. Man erwärmt auf 6o° und fällt mit Salz.
Der Farbstoff bildet ein dunkelbraunes Pulver, das sich in Wasser mit braunroter Farbe löst.
Zusatz von wenig Natronlauge ändert die Farbe nicht, mehr Lauge gibt roten Niederschlag.
Verdünnte Salzsäure gibt bordeauxroten Niederschlag. Konzentrierte Schwefelsäure löst mit
roter Farbe. Zusatz von Wasser erzeugt schokoladebraunen kristallinischen Niederschlag.Example for the representation of the dye:
19.9 kg of picric acid are diazotized in a known manner and stirred into a solution, cooled to 5 to 10 °, of 24.6 kg of 1 · 4-naphthylaminesulfonic acid sodium and 20 kg of soda. The dye formation is complete after 24 hours. It is heated to 60 ° and precipitated with salt. The dye forms a dark brown powder that dissolves in water with a brownish-red color. Adding a little caustic soda does not change the color; more caustic gives red precipitate. Diluted hydrochloric acid gives a burgundy precipitate. Concentrated sulfuric acid dissolves with red color. The addition of water creates a chocolate-brown crystalline precipitate.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE142153C true DE142153C (en) |
Family
ID=409726
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT142153D Active DE142153C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE142153C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4416816A (en) * | 1972-06-28 | 1983-11-22 | Sandoz Ltd. | 1:2 Chromium complex of 1-amino-2-(3',5'-dinitro-2'-hydroxyphenylazo)-4-sulfonaphthalene and alkali metal salts thereof |
-
0
- DE DENDAT142153D patent/DE142153C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4416816A (en) * | 1972-06-28 | 1983-11-22 | Sandoz Ltd. | 1:2 Chromium complex of 1-amino-2-(3',5'-dinitro-2'-hydroxyphenylazo)-4-sulfonaphthalene and alkali metal salts thereof |
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