CH172582A - Process for the preparation of a chromium-containing azo dye. - Google Patents
Process for the preparation of a chromium-containing azo dye.Info
- Publication number
- CH172582A CH172582A CH172582DA CH172582A CH 172582 A CH172582 A CH 172582A CH 172582D A CH172582D A CH 172582DA CH 172582 A CH172582 A CH 172582A
- Authority
- CH
- Switzerland
- Prior art keywords
- oxynaphthalene
- azo dye
- chromium
- acid
- dye
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 13
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 9
- 229910052804 chromium Inorganic materials 0.000 title claims description 9
- 239000011651 chromium Substances 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 150000001845 chromium compounds Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 241001366278 Leptotes marina Species 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- -1 azo carbate Chemical compound 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical group C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 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)
Description
Verfahren zur Herstellung eines chromhaltigen Azofarbstoffes. Es wurde gefunden, dass man einen chromhaltigen Azofarbstoff erhalten kann, wenn man ein Gemisch, bestehend aus der komplexen Chromverbindung des Azofarb- atoffes aus diazotierter 1-Amirro - 2 - oxynaph- thalin - 4 - sulfonsäure und 2 - Oxynaphthalin einerseits und dein Azofarbstoff aus diano tierter 1-Anrirro-2-oxyrraphthaliir-4-sulfonsäure und 2-Oxynaphthalirr,
sowie dem Azofarbstoff aus nitrierter 1-Diazo-2-oxynaphthalin-4-sul- fonsäure und 2-Oxyrraphthalin anderseits, mit verdünnten Säuren in der Wärme behandelt.
Der chromhaltige Farbstoff stellt ein viö- lettschwarzes Pulver dar, das sich in Wasser und 100%iger Sodalösung mit schwärzlich blauer Farbe löst. Er.färbt Wolle aus orga- nischsaurenr-schwefelsaurem Bade in marine blauen Tönen vorn vorzüglicher Echtheit.
<I>Beispiel:</I> 30 Teile des in saurem Medium herge stellten chromhaltigen Farbstoffes aus dem Azofarbstoff aus dianotierter 1-Amino-2-oxy- rraphthalin-4-sulfonsäure und 2-Oxyrraphthalin werden mit 10,4 Teilen desselben, jedoch un- chromierten Azofarbstoffes, sowie mit 7 Teilen des Azofarbstoffes aus der nitrierten 1-Diazo- 2-oxynaphthalin-4-sulfonsärrre und 2-Oxy- naphthalin, gelöst in 500 Teilen Wasser, ver setzt.
Hierauf gibt man 2 Teile 85o/oige Essig säure zu und kocht längere Zeit rückfliessend. Nach dem Erkalten versetzt man mit 100%- iger Natronlauge, bis der neue chromhaltige Farbstoff völlig gelöst ist, filtriert, neutrali siert das Filtrat mit stark verdünnter Schwefelsäure und fällt den Farbstoff durch Beigabe von Kochsalz aus.
Zu demselben chromhaltigen Azofarbatoff gelangt man, wenn statt Essigsäure eine an dere Säure, wie zum Beispiel Benzolsulfon- säure, Weinsäure, Schwefelsäure, Ameisen säure, Propionsäure, Naphthalindisulfonsäure oder Milchsäure, verwendet wird.
Process for the preparation of a chromium-containing azo dye. It has been found that a chromium-containing azo dye can be obtained if a mixture consisting of the complex chromium compound of the azo dye is made up of diazotized 1-amirro-2-oxynaphthalene-4-sulfonic acid and 2-oxynaphthalene on the one hand and your azo dye diano tated 1-anirirro-2-oxyrraphthalene-4-sulfonic acid and 2-oxynaphthalene,
and the azo dye made from nitrated 1-diazo-2-oxynaphthalene-4-sulphonic acid and 2-oxyrraphthalene, on the other hand, treated with hot diluted acids.
The chromium-containing dye is a violet black powder that dissolves in water and 100% soda solution with a blackish blue color. It dyes wool from an organic and sulfuric acid bath in navy blue tones with excellent authenticity.
<I> Example: </I> 30 parts of the chromium-containing dye produced in an acidic medium from the azo dye from dianotated 1-amino-2-oxyrraphthalene-4-sulfonic acid and 2-oxyrraphthalene are mixed with 10.4 parts of the same, however non-chromated azo dye, and 7 parts of the azo dye from the nitrated 1-diazo-2-oxynaphthalene-4-sulfonic acid and 2-oxynaphthalene, dissolved in 500 parts of water, are set.
2 parts of 85% acetic acid are then added and the mixture is refluxed for a long time. After cooling, 100% sodium hydroxide solution is added until the new chromium-containing dye is completely dissolved, the mixture is filtered, the filtrate is neutralized with very dilute sulfuric acid and the dye is precipitated by adding sodium chloride.
The same chromium-containing azo carbate is obtained if, instead of acetic acid, another acid such as benzenesulfonic acid, tartaric acid, sulfuric acid, formic acid, propionic acid, naphthalenedisulfonic acid or lactic acid is used.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH172582T | 1933-03-31 | ||
| CH169695T | 1933-03-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH172582A true CH172582A (en) | 1934-10-15 |
Family
ID=25718763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH172582D CH172582A (en) | 1933-03-31 | 1933-03-31 | Process for the preparation of a chromium-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH172582A (en) |
-
1933
- 1933-03-31 CH CH172582D patent/CH172582A/en unknown
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