CH169697A - 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
- CH169697A CH169697A CH169697DA CH169697A CH 169697 A CH169697 A CH 169697A CH 169697D A CH169697D A CH 169697DA CH 169697 A CH169697 A CH 169697A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- oxynaphthalene
- organic
- chromium
- mixture
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 4
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims 2
- 229910052804 chromium Inorganic materials 0.000 title claims 2
- 239000011651 chromium Substances 0.000 title claims 2
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 150000002894 organic compounds Chemical class 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 5
- 239000003518 caustics Substances 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- VQWFNAGFNGABOH-UHFFFAOYSA-K chromium(iii) hydroxide Chemical compound [OH-].[OH-].[OH-].[Cr+3] VQWFNAGFNGABOH-UHFFFAOYSA-K 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000004532 chromating Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 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
- 239000000725 suspension Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- APAYXUQMUHJAIZ-UHFFFAOYSA-L [Cr](=O)(O)O.OCC(O)CO Chemical compound [Cr](=O)(O)O.OCC(O)CO APAYXUQMUHJAIZ-UHFFFAOYSA-L 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- -1 monosodium salt Chemical class 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 241001366278 Leptotes marina 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
- 239000002253 acid Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001844 chromium Chemical class 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
- 239000012535 impurity Substances 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 239000002699 waste material 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)
Description
Verfahren zur Herstellung eines ehromhaltigen Azofarbstoffes. Es wurde gefunden, dass man einen ebrom- haltigen Azofarbstoff aus dem Gemisch des Azofarbstoffes aus diazotierter <B>1 -</B> Amino <B>-</B> 2 - oxynaphthalin-4-sulfonsäure und 1-Oxynaph- thalin mit dem Azofarbstoff aus diazotierter
1-Amino-2-oxynaphthalin-4-sulfonsäure und 9--Oxynaphthalin herstellen kann, wenn man dieses Gemisch, ein Chromierungsmittel und eine hydroxylgruppenhaltige organische Ver bindung, in ätzalkalischemMediumaufeinan- der einwirken lässt.
Der erhaltene ehromhaltige Azofarbstoff stellt ein dunkel gefärbtes Pulver dar, das in Wasser leicht löslich ist und Wolle aus organischsaurem-schwefelsaurem Bade in ma rineblauen Tönen von vorzüglichen Echtheiten und guter Nachtfarbe färbt.
<I>Beispiel:</I> <B>208</B> Teile des Farbstoffes aus diazotierter 1-Amino-2-oxynaphthalin-4-sulfonsäure und 1-Oxynaphthalin (Mononatriumsalz), sowie <B>208</B> Teile desAzofarbstoffes aus diazotierter 1-Amino-2-oxynaphthaliii-4-sulfonsäure und 2-Oxyiiaphthalin (Mononatriumsalz), werden mit<B>1300</B> Teilen Wasser angerührt und mit einer Glyzerinehromitlösung aus<B>625</B> Teilen Chrombydroxydpaste, entsprechend<B>87,4</B> Teilen Cr203,
120 Teilen Glyzerin 90% und 300 Teilen Ätzkali versetzt. Hierauf wird unter Rühren<B>2-3</B> Stunden auf 75-860, dann ebenfalls 2-3 Stunden auf 90-100' er wärmt. Dann verdünnt man mit kaltem Wasser auf 4000 Teile, gibt verdünnte Salzsäure bis zur schwach sodaalkalischeD Reaktion zu und salzt den Farbstoff mit Kochsalz aus oder verdampft nach dem Abfiltrieren von geringen Mengen Verunreinigungen im Va kuum zur Trockne.
Zu demselben Resultate gelangt man, wenn statt der abgeschiedenen Azofarbstoffe direkt die alkalischen Farbstoffkupplungen, wie sie bei derHerstellung derAzofarbstoffe erhalten werden, mit Glyzerinehromit be handelt werden. Der gleiche Farbstoff wird auch erhalten, wenn statt Glyzerin andere hydroxylgruppen- baltige organische Verbindungen, wie bei spielsweise Cyallussäure, Gerbstoffe, Zucker arten, Zelluloseabkömmlinge (zum Beispiel Sulfitablauge) oder Ligninstoffe verwendet werden.
Ferner gelangt man zu demselben Farb stoffe, wenn man, statt die Azofarbstoffe mit solchen Komplexverbindungen zu behandeln, die durch Einwirkung von hydroxylgruppen- haltigen organischen Verbindungen auf ätz- alkalische Chromhydroxydsuspensionen ent stehen, CUromsalze, sowie überschüssige Ätz- alkalien zusammen mit den hydroxylgruppen- haltigen organischen Verbindungen und den Azofarbstoffen erwärmt.
Process for the preparation of an azo dye containing Ehrom. It has been found that an ebromine-containing azo dye from the mixture of the azo dye of diazotized 1 - 2 - oxynaphthalene-4-sulfonic acid and 1-oxynaphthalene can be used the azo dye from diazotized
1-Amino-2-oxynaphthalene-4-sulfonic acid and 9-oxynaphthalene can be produced if this mixture, a chromating agent and an organic compound containing hydroxyl groups, is allowed to act on one another in a caustic-alkaline medium.
The Ehrom-containing azo dye obtained is a dark-colored powder which is easily soluble in water and dyes wool from an organic-sulfuric acid bath in marine blue shades of excellent fastness properties and good night color.
<I> Example: </I> <B> 208 </B> parts of the dye from diazotized 1-amino-2-oxynaphthalene-4-sulfonic acid and 1-oxynaphthalene (monosodium salt), and also <B> 208 </B> Parts of the azo dye from diazotized 1-amino-2-oxynaphthalene-4-sulfonic acid and 2-oxyiiaphthalene (monosodium salt) are mixed with 1,300 parts of water and mixed with a glycerine chromite solution of 625 parts Chromium hydroxide paste, corresponding to <B> 87.4 </B> parts Cr203,
120 parts glycerine 90% and 300 parts caustic potash are added. Then it is heated for <B> 2-3 </B> hours to 75-860, then also 2-3 hours to 90-100 'while stirring. Then it is diluted to 4000 parts with cold water, dilute hydrochloric acid is added until the reaction is weakly alkaline with soda and the dye is salted out with sodium chloride or, after small amounts of impurities have been filtered off, evaporated to dryness in a vacuum.
The same result is obtained if, instead of the deposited azo dyes, the alkaline dye couplings, such as are obtained in the production of the azo dyes, are treated directly with glycerine chromite. The same dye is also obtained if, instead of glycerine, other organic compounds containing hydroxyl groups, such as cylic acid, tannins, types of sugar, cellulose derivatives (for example sulphite waste liquor) or lignin substances are used.
Furthermore, the same dyes are obtained if, instead of treating the azo dyes with complex compounds that are formed by the action of organic compounds containing hydroxyl groups on caustic alkaline chromium hydroxide suspensions, chromium salts and excess caustic alkalis together with the hydroxyl group-containing ones organic compounds and the azo dyes.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH169697T | 1933-04-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH169697A true CH169697A (en) | 1934-06-15 |
Family
ID=4421748
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH169697D CH169697A (en) | 1933-04-04 | 1933-04-04 | Process for the preparation of a chromium-containing azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH169697A (en) |
-
1933
- 1933-04-04 CH CH169697D patent/CH169697A/en unknown
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