CH148366A - 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
- CH148366A CH148366A CH148366DA CH148366A CH 148366 A CH148366 A CH 148366A CH 148366D A CH148366D A CH 148366DA CH 148366 A CH148366 A CH 148366A
- Authority
- CH
- Switzerland
- Prior art keywords
- chromium
- dye
- containing dye
- production
- green
- 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 8
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 8
- 229910052804 chromium Inorganic materials 0.000 claims description 7
- 239000011651 chromium Substances 0.000 claims description 7
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 6
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 3
- 239000011707 mineral Substances 0.000 claims description 3
- ZBIBQNVRTVLOHQ-UHFFFAOYSA-N 5-aminonaphthalen-1-ol Chemical compound C1=CC=C2C(N)=CC=CC2=C1O ZBIBQNVRTVLOHQ-UHFFFAOYSA-N 0.000 claims description 2
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004922 lacquer Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 description 2
- 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
- 238000009835 boiling Methods 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
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002966 varnish 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)
- Chemical Treatment Of Metals (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 145447. Verfahren zur Herstellung eines neuen metallhaltigen Farbstoffes. Es wurde gefunden, dass man einen neuen chromhaltigen Farbstoff erhält, wenn man den Azofarbstoff aus diazotiertem 4-Nitro-2- amino-l-phenol und 2,5-Aminonaphtol, mine ralsauer gekuppelt, in Gegenwart von Pyri- din mit chromabgebenden Mitteln behandelt.
Der erhaltene chromhaltige Farbstoff stellt ein schwarzes Pulver dar, das sich in Wasser nicht, in Natronlauge mit grüner und in konzentrierter Schwefelsäure mit rotstickig blaugrauer Farbe löst. In organischen Lösungs mitteln löst sich der Farbstoff mit grüner Farbe. Er ergibt, in Zapon- oder Acetylcel- luloselack gelöst, auf Metallfolien gelbstickig grüne Überzüge.
Beispiel: 3,24 Gewichtsteile des Farbstoffes aus diazotiertem 4-Nitro-2-amino-l-phenol und 2,5-Aminonaphthol, in mineralsaurer Lösung kombiniert, werden in 100 Teilen Pyridin gelöst und mit einer 1,14 Teilen Cr20s ent sprechenden Menge ameisensaurem Chrom mehrere Stunden am Rückfluss zum Sieden erhitzt. Die tief grüne Lösung wird hierauf filtriert, das Pyridin im Vakuum abdestilliert und der Rückstand bei mässiger Temperatur getrocknet.
Als chromabgebende Mittel können statt Chromformiat andere, wie zum Beispiel Chrom acetat, verwendet werden; die Chromierung kann ferner in Gegenwart geeigneter Zu sätze, wie zum Beispiel der Alkalisalze or ganischer Säuren, durchgeführt werden.
Additional patent to main patent No. 145447. 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 made from diazotized 4-nitro-2-amino-1-phenol and 2,5-aminonaphtol, coupled with mineral acid, is treated in the presence of pyridine with chromium-releasing agents .
The chromium-containing dye obtained is a black powder which does not dissolve in water, in sodium hydroxide solution with green and in concentrated sulfuric acid with red-nitrogenous blue-gray color. The dye dissolves in organic solvents with a green color. When dissolved in zapon or acetyl cellulose varnish, it results in yellowish green coatings on metal foils.
Example: 3.24 parts by weight of the dye from diazotized 4-nitro-2-amino-1-phenol and 2,5-aminonaphthol, combined in a mineral acid solution, are dissolved in 100 parts of pyridine and an appropriate amount of 1.14 parts of Cr20s Chromium form is heated to boiling under reflux for several hours. The deep green solution is then filtered, the pyridine is distilled off in vacuo and the residue is dried at a moderate temperature.
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 |
|---|---|---|---|
| CH148366T | 1929-06-08 | ||
| CH145447T | 1929-06-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH148366A true CH148366A (en) | 1931-07-15 |
Family
ID=25714696
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH148366D CH148366A (en) | 1929-06-08 | 1929-06-08 | Process for the production of a new metal-containing dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH148366A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1072876B (en) * | 1955-06-13 | 1960-01-07 | Aktiebolaget Celleco, Stockholm | Process and device for the preparation of sulphate cooking acids using cooker exhaust gases |
-
1929
- 1929-06-08 CH CH148366D patent/CH148366A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1072876B (en) * | 1955-06-13 | 1960-01-07 | Aktiebolaget Celleco, Stockholm | Process and device for the preparation of sulphate cooking acids using cooker exhaust gases |
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