DE565824C - Process for the production of chromium-containing azo dyes - Google Patents
Process for the production of chromium-containing azo dyesInfo
- Publication number
- DE565824C DE565824C DEG80801D DEG0080801D DE565824C DE 565824 C DE565824 C DE 565824C DE G80801 D DEG80801 D DE G80801D DE G0080801 D DEG0080801 D DE G0080801D DE 565824 C DE565824 C DE 565824C
- Authority
- DE
- Germany
- Prior art keywords
- chromium
- production
- azo dyes
- containing azo
- amino
- 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.)
- Expired
Links
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 8
- 229910052804 chromium Inorganic materials 0.000 title claims description 8
- 239000011651 chromium Substances 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000987 azo dye Substances 0.000 title description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001845 chromium compounds Chemical class 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229910021555 Chromium Chloride Inorganic materials 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 229910021563 chromium fluoride Inorganic materials 0.000 description 1
- 229910000423 chromium oxide Inorganic materials 0.000 description 1
- QSWDMMVNRMROPK-UHFFFAOYSA-K chromium(3+) trichloride Chemical compound [Cl-].[Cl-].[Cl-].[Cr+3] QSWDMMVNRMROPK-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
- GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical class F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 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 von chromhaltigen Azofarbstoffen Es wurde gefunden, daß man neue chromhaltige Farbstoffe erhält, wenn man o-Oxyazofarbstoffe, die durch Vereinigung von dianotierten Halogen-a-amino-i-oxybenzolsulfonsäuren mit i-Oxynaphthalin-5-sulfonsäuren entstehen, mit chromabgebenden Mitteln behandelt.Process for the preparation of chromium-containing azo dyes It was found that new chromium-containing dyes are obtained when o-oxyazo dyes, by combining dianotated halogen-a-amino-i-oxybenzenesulfonic acids with i-Oxynaphthalene-5-sulfonic acids are formed when treated with chromium-releasing agents.
Als Diazokomponenten, die für die Herstellung der für das vorliegende Verfahren dienenden Ausgangsstoffe in Betracht kommen, können z. B. die Diazoverbindungen der 4- Clilor-z -amino- i -oxybenzol- 6-sulfonsäure, der G-Chlor-a-amino-i-oxybenzo1-4-sulfonsäure, der 5-Chlor-z-aMino-i-oxybenzol-4-sulfonsäure, der 5-Chlor-a-amino-i-oxybenzol-3-sulfonsäure wie auch diejenigen der entsprechenden Bromderivate verwendet werden.As diazo components that are used for the preparation of the for the present Process serving starting materials can be used, for. B. the diazo compounds 4- Clilor-z -amino- i -oxybenzene- 6-sulfonic acid, G-chloro-a-amino-i-oxybenzo1-4-sulfonic acid, of 5-chloro-z-amino-i-oxybenzene-4-sulfonic acid, of 5-chloro-a-amino-i-oxybenzene-3-sulfonic acid as well as those of the corresponding bromine derivatives can be used.
Die Behandlung mit dem chromabgebenden Mittel kann in saurem, neutralem oder alkalischem Medium, offen oder unter Druck, in Gegenwart oder Abwesenheit von geeigneten Zusätzen, z. B. anorganischen oder organischen Alkalisalzen, durchgeführt werden. Die nach dem vorliegenden Verfahren erhältlichen Chromverbindungen färben Wolle in rotstichigblauen Tönen von guten Echtheitseigenschaften. Sie eignen sich insbesondere zur Herstellung der wertvollen Marineblautöne.The treatment with the chromium donating agent can be in acidic, neutral or alkaline medium, open or under pressure, in the presence or absence of suitable additives, e.g. B. inorganic or organic alkali salts carried out will. Color the chromium compounds obtainable by the present process Wool in reddish blue tones with good fastness properties. You are suitable especially for the production of the valuable navy blue tones.
Beispiel 44#7 Teile des Azofarbstoffes aus dianotierter 4-Chlor-z-arnino-i-oxybenzol-6-sulfonsäure und i-Oxynaphthalin-5-sulfonsäure werden in i6oo Teilen heißem Wasser gelöst, mit 11,4 Teilen Chromoxyd (iooprozentig) in Form einer Chromfluoridlösung versetzt und das Reaktionsgemisch einige Zeit unter Rückflußkühlung gekocht. Die entstandene Chromverbindung wird nach dem Erkalten mit Kochsalz abgeschieden, filtriert, mit ioprozentiger Kochsalzlösung gewaschen und getrocknet. Sie stellt ein violettbraunes Pulver dar, das sich in Wasser, ioprozentiger Sodalösung sowie ioprozentiger Natronlauge mit rötlichvioletter, in konzentrierter Schwefelsäufe mit grüner Farbe löst und Wolle aus schwefelsaurem Bade in blauvioletten Tönen von guten Echtheitseigenschaften färbt.Example 44 # 7 parts of the azo dye from dianotated 4-chloro-z-arnino-i-oxybenzene-6-sulfonic acid and i-oxynaphthalene-5-sulfonic acid are dissolved in 160 parts of hot water with 11.4 parts of chromium oxide (10%) are added in the form of a chromium fluoride solution and the reaction mixture was refluxed for some time. The resulting Chromium compound is deposited after cooling with common salt, filtered, with Washed 10% saline solution and dried. It represents a purple-brown Powder that is in water, 10 percent soda solution and 10 percent sodium hydroxide solution with reddish-purple, in concentrated sulfuric acid with green Color dissolves and wool from sulfuric acid bath in blue-violet tones with good fastness properties colors.
Chromverbindungen mit ähnlichen Eigenschaften werden erhalten, wenn die Chromierung mit andern chromabgebenden Mitteln, z. B. Chromformiat, Chromsulfat, Chromchlorid, durchgeführt wird.Chromium compounds with similar properties are obtained when chroming with other chromium-releasing agents, e.g. B. Chromium formate, chromium sulfate, Chromium chloride.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH565824X | 1931-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE565824C true DE565824C (en) | 1932-12-06 |
Family
ID=4520588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEG80801D Expired DE565824C (en) | 1931-09-29 | 1931-10-03 | Process for the production of chromium-containing azo dyes |
Country Status (2)
| Country | Link |
|---|---|
| BE (1) | BE565824A (en) |
| DE (1) | DE565824C (en) |
-
1931
- 1931-10-03 DE DEG80801D patent/DE565824C/en not_active Expired
-
1958
- 1958-03-18 BE BE565824A patent/BE565824A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE565824A (en) | 1960-07-29 |
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