CH209088A - 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
- CH209088A CH209088A CH209088DA CH209088A CH 209088 A CH209088 A CH 209088A CH 209088D A CH209088D A CH 209088DA CH 209088 A CH209088 A CH 209088A
- Authority
- CH
- Switzerland
- Prior art keywords
- chromium
- azo dye
- preparation
- dye containing
- dye
- Prior art date
Links
- 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
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- 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 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
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 3
- 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
- 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
- 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
- 238000001914 filtration Methods 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
- 230000020477 pH reduction Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 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
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000001632 sodium acetate Substances 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
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000005406 washing Methods 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)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Paper (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines komplex gebundenes Chrom enthaltenden Azofarbstoffes. Es wurde gefunden, dass ein wertvoller, komplex gebundenes Chrom enthaltender Azo- farbstoff hergestellt werden kann, wenn der Azofarbstoff der Formel
EMI0001.0005
mit chromabgebenden Mitteln behandelt wird. Der neue chromhaltige Farbstoff stellt ein gelbes Pulver dar, das sich in Wasser und in konzentrierter Schwefelsäure mit gel ber Farbe löst und Wolle aus schwefelsaurem Bade in gleichmässigen, reinen, grünstichig- gelben Tönen von vorzüglicher Echtheit färbt.
Der dem Verfahren als Ausgangsstoff dienende Farbstoff der obigen Formel kann erhalten werden, indem man diazotierte 1- (3'-Amirrobenzol-1'-sulfoyl)-amino -4 -oxy- 3 carboxybenzol-6-sulfonsäure mit 3-Methyl-5- pyrazolon 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'-Amirrobenzol-1'-sulfoyl)-amino - 4 - oxy - 3- earboxybenzol-6-sulfonsäure, Vereinigen mit 10,3 Teilen 3-Methyl-5-pyrazolon in alkali scher Lösung, Ansäuern, Abfiltrieren und Auswaschen mit Kochsalzlösung in üblicher Weise erhaltene, etwa 20--25 o/oige Farb- stoffpaste wird in 500 Teilen Wasser durch Erwärmen gelöst und die Lösung nach Zu satz einer etwa 8 0%igen Chromsulfatlösung, die 9,
25 Teile CrEOs enthält, 20 Stunden rückfliessend gekocht. Hierauf wird mit Soda neutralisiert und der Farbstoff durch Zugabe von Kochsalz' abgeschieden, abfiltriert und getrocknet.
Process for the preparation of an azo dye containing complexed chromium. It has been found that a valuable, complex-bonded chromium-containing azo dye can be produced if the azo dye of the formula
EMI0001.0005
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 diazotized 1- (3'-amirrobenzene-1'-sulfoyl) -amino -4 -oxy- 3-carboxybenzene-6-sulfonic acid with 3-methyl-5- pyrazolone combined in alkaline solution. Treatment with chromium-releasing 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.
Table salt, sodium acetate, sodium tartrate), in the presence or absence of organic solvents or distribution media, such as alcohol, glycerol, pyridine, openly or under pressure.
<I> Example: </I> The obtained by diazotizing 38.8 parts of 1- (3'-amirrobenzene-1'-sulfoyl) -amino - 4 - oxy - 3-earboxybenzene-6-sulfonic acid, combining with 10.3 Parts of 3-methyl-5-pyrazolone in an alkaline solution, acidification, filtration and washing with saline solution, about 20-25% dye paste obtained in the usual way, is dissolved in 500 parts of water by heating and the solution after addition an approximately 8 0% chromium sulfate solution, the 9,
Contains 25 parts of CrEOs, refluxed 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 (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH201959T | 1937-08-07 | ||
| CH209088T | 1937-08-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH209088A true CH209088A (en) | 1940-03-15 |
Family
ID=25723759
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH209088D CH209088A (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) | CH209088A (en) |
-
1937
- 1937-08-07 CH CH209088D patent/CH209088A/en unknown
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