CH201959A - Process for the preparation of an azo dye containing complexed chromium. - Google Patents
Process for the preparation of an azo dye containing complexed chromium.Info
- Publication number
- CH201959A CH201959A CH201959DA CH201959A CH 201959 A CH201959 A CH 201959A CH 201959D A CH201959D A CH 201959DA CH 201959 A CH201959 A CH 201959A
- Authority
- CH
- Switzerland
- Prior art keywords
- chromium
- azo dye
- preparation
- dye containing
- dye
- Prior art date
Links
- 239000011651 chromium Substances 0.000 title claims description 10
- 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
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
- 235000002639 sodium chloride Nutrition 0.000 description 3
- NHLAPJMCARJFOG-UHFFFAOYSA-N 3-methyl-1,4-dihydropyrazol-5-one Chemical compound CC1=NNC(=O)C1 NHLAPJMCARJFOG-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000000654 additive Substances 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
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- HELHAJAZNSDZJO-OLXYHTOASA-L sodium L-tartrate Chemical compound [Na+].[Na+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O HELHAJAZNSDZJO-OLXYHTOASA-L 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001433 sodium tartrate Substances 0.000 description 1
- 229960002167 sodium tartrate Drugs 0.000 description 1
- 235000011004 sodium tartrates Nutrition 0.000 description 1
- 239000007858 starting 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
- C09B45/38—Preparation from compounds with —OH and —COOH adjacent in the same ring or in peri position
- C09B45/40—Chromium compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
Description
Verfahren zur Herstellung eines komplex gebundenes Chrom enthaltenden Azofarbstoifes. Es wurde gefunden, .dass ein wertvoller, komplex gebundenes Chrom enthaltender Azofarbstoff hergestellt werden kann, wenn der Azofarbstoff der Formel
EMI0001.0007
mit chromabgebenden Mitteln behandelt wird.
Der neue chromhaltige Farbstoff stellt ein gelbes Pulver dar, das sich in Wasser und in konzentrierter Schwefelsäure mit gelber Farbe löst und Wolle aus schwefelsaurem Bade in gleichmässigen, reinen, grünstickig gelben Tönen von vorzüglicher Echtheit färbt.
Der dem Verfahren als Ausgangsstoff dienende Farbstoff der obigen Formel kann erhalten werden, indem man dianotierte 1-(3' Aminobenzol-1'-sulfoyl-)amino-4-oxy-3-carb- oxybenzol-5-sulfonsäure mit 3-Methyl-5-pyr- azolon in alkalischer Lösung vereinigt.
Die Behandlung mit chromabgebenden Mitteln kann in bekannter Weise, durch Er hitzen in saurem, neutralem oder alkalischem Medium, mit oder ohne geeignete Zusätze, wie Salze anorganischer oder organischer Säuren (z. B. Kochsalz, Natriumacetat, Na triumtartrat), in Gegenwart oder Abwesen heit organischer Lösungs- oder Verteilungs mittel, wie Alkohol, Glycerin, Pyridin, offen oder unter Druck, erfolgen.
<I>Beispiel:</I> Die durch Diazotieren von 38,8 Teilen 1-(3'-Aminobenzol-1'-sulfoyl-)amino-4-oxy-3- carboxyhenzol-5-sulfontsüure, Vereinigen mit 1.0,3 Teilen 3-Methyl-5-pyrazolon in alkali scher Lösung, Ansäuern, Abfiltrieren und Auswaschen mit Kochsalzlösung in üblicher \'eise erhaltene,
etwa 20 bis 25%ige Farb- stoffpaste wird in 500 Teilen 'i'asser durch Erwärmen gelöst und die Lösung nach Zu satz einer etwa. 8 % igen Chromsulfatlösung, die<B>9,25</B> Teile Cr.-,0, enthält, 20 Stunden rückfliessend gekocht. Hierauf wird mit Soda neutralisiert und der Farbstoff durch Zugabe von Kochsalz abgeschieden, abfiltriert und getrocknet.
Process for the production of an azo dye containing complexed chromium. It has been found that a valuable, complex-bound chromium-containing azo dye can be produced if the azo dye of the formula
EMI0001.0007
is treated with chromium-releasing agents.
The new chromium-containing dye is a yellow powder that dissolves in water and concentrated sulfuric acid with a yellow color and dyes wool from a sulfuric acid bath in uniform, pure, greenish yellow shades of excellent fastness.
The dye of the above formula used as starting material for the process can be obtained by treating dianotated 1- (3 'aminobenzene-1'-sulfoyl-) amino-4-oxy-3-carbo-oxybenzene-5-sulfonic acid with 3-methyl- 5-pyrazolone combined in an alkaline solution.
The treatment with chromium donating agents can be carried out in a known manner, by heating in an acidic, neutral or alkaline medium, with or without suitable additives, such as salts of inorganic or organic acids (e.g. sodium chloride, sodium acetate, sodium tartrate), in the presence or absence means organic solvents or distribution medium, such as alcohol, glycerine, pyridine, open or under pressure.
<I> Example: </I> The obtained by diazotizing 38.8 parts of 1- (3'-aminobenzene-1'-sulfoyl-) amino-4-oxy-3-carboxyhenzene-5-sulfonic acid, combining with 1.0,3 Share 3-methyl-5-pyrazolone in an alkaline solution, acidify, filter off and wash with saline solution in the usual way,
about 20 to 25% dye paste is dissolved in 500 parts of water by heating and the solution, after adding an approx. 8% chromium sulphate solution containing <B> 9.25 </B> parts Cr .-, 0, boiled under reflux for 20 hours. It is then neutralized with soda and the dye is deposited by adding sodium chloride, filtered off and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH201959T | 1937-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201959A true CH201959A (en) | 1938-12-31 |
Family
ID=4443016
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201959D CH201959A (en) | 1937-08-07 | 1937-08-07 | Process for the preparation of an azo dye containing complexed chromium. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201959A (en) |
-
1937
- 1937-08-07 CH CH201959D patent/CH201959A/en unknown
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