CH148364A - Process for the production of a new metal-containing dye. - Google Patents
Process for the production of a new metal-containing dye.Info
- Publication number
- CH148364A CH148364A CH148364DA CH148364A CH 148364 A CH148364 A CH 148364A CH 148364D A CH148364D A CH 148364DA CH 148364 A CH148364 A CH 148364A
- Authority
- CH
- Switzerland
- Prior art keywords
- chromium
- dye
- containing dye
- production
- dissolve
- Prior art date
Links
- 229910052751 metal Inorganic materials 0.000 title claims description 4
- 239000002184 metal Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 9
- 229910052804 chromium Inorganic materials 0.000 claims description 9
- 239000011651 chromium Substances 0.000 claims description 9
- 239000000975 dye Substances 0.000 claims description 9
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 claims description 2
- 229940081735 acetylcellulose Drugs 0.000 claims description 2
- 239000000987 azo dye Substances 0.000 claims description 2
- 229920002301 cellulose acetate Polymers 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 239000011888 foil Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004922 lacquer Substances 0.000 claims 2
- 239000002966 varnish Substances 0.000 description 2
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- -1 alkali metal salts Chemical class 0.000 description 1
- 238000004532 chromating Methods 0.000 description 1
- WYYQVWLEPYFFLP-UHFFFAOYSA-K chromium(3+);triacetate Chemical compound [Cr+3].CC([O-])=O.CC([O-])=O.CC([O-])=O WYYQVWLEPYFFLP-UHFFFAOYSA-K 0.000 description 1
- QOWZHEWZFLTYQP-UHFFFAOYSA-K chromium(3+);triformate Chemical compound [Cr+3].[O-]C=O.[O-]C=O.[O-]C=O QOWZHEWZFLTYQP-UHFFFAOYSA-K 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 239000002904 solvent 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Chemical Treatment Of Metals (AREA)
Description
Verfahren zur Herstellung eines neuen metallhaltigen Farbstoffes. Es wurde gefunden, dass man einen neuen chromhaltigen Farbstoff erhält, wenn man den Azofarbstoff aus diazotiertem 5-Nitro-4- chlor-2-amino-l-phenol und P-Naphthylamin in Gegenwart von Pyridin mit chromabge benden Mitteln behandelt.
Der erhaltene chromhaltige Farbstoff stellt ein schwarzes Pulver dar, das sich in Was ser nicht, in Natronlauge schwer und in kon zentrierter Schwefelsäure mit blauer Farbe löst. In organischen Lösungsmitteln löst sich der Farbstoff mit blaustichiggrüner Farbe und ergibt zum Beispiel aus einer Lösung in handelsüblichem Zaponlack oder Acetyl- zelluloselack auf Metallfolien blaustichiggrüne Überzüge.
<I>Beispiel:</I> 3,42 Gewichtsteile des Farbstoffes aus dianotiertem 5-Nitro-4-chlor-2-amino-l-phenol und ss-Naphthylamin werden in 100 Teilen Pyridin gelöst und mit einer 1,14 Teilen Crz0s entsprechenden Menge ameisensaurem Chrom einige Stunden am Rück$usskühler zum Kochen erhitzt.
Hierauf wird die tief blaugrüne Lö sung von etwas vorhandenem Chromschlamm abfiltriert und der Farbstoff durch Abdestil- lieren des Lösungsmittels im Vakuum oder auch auf andere Weise, zum Beispiel durch Verdünnen mit Wasser, abgeschieden und getrocknet.
Als chromabgebende Mittel können statt Chromformiat andere, wie zum Beispiel Chrom acetat, verwendet werden; die Chromierung kann ferner in Gegenwart geeigneter Zusätze, wie zum Beispiel der Alkalisalze organischer Säuren, durchgeführt werden.
Process for the production of a new metal-containing dye. It has been found that a new chromium-containing dye is obtained if the azo dye composed of diazotized 5-nitro-4-chloro-2-amino-1-phenol and p-naphthylamine is treated with chromium-releasing agents in the presence of pyridine.
The chromium-containing dye obtained is a black powder that does not dissolve in water, difficult to dissolve in sodium hydroxide solution and blue in color in concentrated sulfuric acid. In organic solvents, the dye dissolves with a bluish green color and, for example, results in a solution in commercially available zapon varnish or acetyl cellulose varnish on metal foils with bluish green coatings.
<I> Example: </I> 3.42 parts by weight of the dye from dianotized 5-nitro-4-chloro-2-amino-1-phenol and β-naphthylamine are dissolved in 100 parts of pyridine and 1.14 parts of Crz0s Heat the appropriate amount of formic chromium for a few hours on the reflux condenser to the boil.
The deep blue-green solution is then filtered off from some of the chromium sludge present and the dye is separated off by distilling off the solvent in vacuo or in another way, for example by diluting with water, and drying it.
Instead of chromium formate, other chromium donating agents, such as chromium acetate, can be used; the chromating can also be carried out in the presence of suitable additives, such as, for example, the alkali metal salts of organic acids.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH148364T | 1929-06-08 | ||
| CH145447T | 1929-06-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH148364A true CH148364A (en) | 1931-07-15 |
Family
ID=25714694
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH148364D CH148364A (en) | 1929-06-08 | 1929-06-08 | Process for the production of a new metal-containing dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH148364A (en) |
-
1929
- 1929-06-08 CH CH148364D patent/CH148364A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH148364A (en) | Process for the production of a new metal-containing dye. | |
| CH148366A (en) | Process for the production of a new metal-containing dye. | |
| CH148367A (en) | Process for the production of a new metal-containing dye. | |
| CH148365A (en) | Process for the production of a new metal-containing dye. | |
| DE698318C (en) | Process for the preparation of 2-oxynaphthalenesulfonic acids and their substitution products | |
| CH148368A (en) | Process for the production of a new metal-containing dye. | |
| CH167053A (en) | Process for the production of a metal-containing dye. | |
| CH148363A (en) | Process for the production of a new metal-containing dye. | |
| CH148362A (en) | Process for the production of a new metal-containing dye. | |
| CH145847A (en) | Process for the production of a metal-containing dye. | |
| CH119893A (en) | Process for the production of a new metal-containing dye. | |
| CH119139A (en) | Process for the production of a new metal-containing dye. | |
| CH145836A (en) | Process for the production of a metal-containing dye. | |
| CH145853A (en) | Process for the production of a metal-containing dye. | |
| CH145838A (en) | Process for the production of a metal-containing dye. | |
| CH148978A (en) | Process for the production of a metal-containing dye. | |
| CH119140A (en) | Process for the production of a new metal-containing dye. | |
| CH187692A (en) | Process for the preparation of a conversion product of a complex-bonded metal-containing azo dye. | |
| CH145835A (en) | Process for the production of a metal-containing dye. | |
| CH145037A (en) | Process for the production of a metal-containing dye. | |
| CH216322A (en) | Process for the production of an acidic wool dye. | |
| CH149896A (en) | Process for the production of a metal-containing dye. | |
| CH110881A (en) | Process for the production of a new dye. | |
| CH148977A (en) | Process for the production of a metal-containing dye. | |
| CH180295A (en) | Process for the production of a new dye. |