AT68973B - Process for the preparation of azo dyes from 2,3-oxynaphthoic acid arylamides. - Google Patents
Process for the preparation of azo dyes from 2,3-oxynaphthoic acid arylamides.Info
- Publication number
- AT68973B AT68973B AT68973DA AT68973B AT 68973 B AT68973 B AT 68973B AT 68973D A AT68973D A AT 68973DA AT 68973 B AT68973 B AT 68973B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- oxynaphthoic acid
- azo dyes
- oxynaphthoic
- acid arylamides
- Prior art date
Links
- OCISOSJGBCQHHN-UHFFFAOYSA-N 3-hydroxynaphthalene-1-carboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=CC(O)=CC2=C1 OCISOSJGBCQHHN-UHFFFAOYSA-N 0.000 title description 4
- 239000000987 azo dye Substances 0.000 title 1
- 239000000243 solution Substances 0.000 description 7
- 150000003931 anilides Chemical class 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- VWBVCOPVKXNMMZ-UHFFFAOYSA-N 1,5-diaminoanthracene-9,10-dione Chemical compound O=C1C2=C(N)C=CC=C2C(=O)C2=C1C=CC=C2N VWBVCOPVKXNMMZ-UHFFFAOYSA-N 0.000 description 1
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- -1 3-oxynaphthoic acid anilide Chemical class 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
- 239000012670 alkaline solution Substances 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
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- LFYCPBYLRDFURN-UHFFFAOYSA-M sodium;acetic acid;hydrogen carbonate Chemical compound [Na+].CC(O)=O.OC([O-])=O LFYCPBYLRDFURN-UHFFFAOYSA-M 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
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Lichtechtheit.
Erzeugung des Farbstoffes auf der Faser :
Die Ware wird mit einer 2,3-Oxynaphtoesäureanilidlösung, wie sie im Beispiel 1 angegeben ist, imprägniert und in folgendem Färbebad gefärbt :
Eine aus 22'3 Teilen 1-Aminoanthrachinon hergestellte Diazolösung wird mit kaltem Wasser auf 1 l aufgefüllt und mit 120 cm essigsaurem Natron 1 : 1 abgestumpft. Man erhält so ein leuchtendes Rot, ebenfalls von hervorragender Seifen-und Lichtechtheit.
Beispiel III.
Die Tetrazolösung aus 23-8 Teilen 1. 5-Diaminoanthrachinon fliesst in eine natronalkalische Lösung von 54 Teilen 2,3-Oxynaphtoesäureanilid, welche mit soviel Soda versetzt ist, dass das Kombinationsgemisch am Schluss der Kupplung neutral reagiert. Der nach Beendigung der Kombination abfiltrierte und gut gewaschene Farbstoff wird vorteilhaft in Pastenform verwendet. In trockenem Zustande bildet er ein blaustichig bordeauxgefärbtes Pulver, dessen Lösung in konzentrierter Schwefelsäure braunviolett ist. Beim Versetzen dieser Lösung mit Wasser fällt der Farbstoff in bordeauxfarbf-nen Flocken wieder aus.
Bei der Yerlackung gibt der Farbstoff blaustichigrote Pigmentfarhen von hervorragender Öl-und Lichtechtheit.
Erzeugung des Farbstoffes auf der Faser :
Die Ware wird mit einer 2,3-Oxynaphtoesäureanilidlösung entsprechend Beispiel I imprägniert und in folgendem Färbebad gefärbt
Eine aus 23#8 Teilen 1,5-Diaminoanthrachinon hergestellte Diazolösung wird mit kaltem Wasser auf 1 aufgefüllt und mit 120c' essigsaurem Natron 1 : 1 abgestumpft. Man erhält so ein tiefes blaustichiges Rot von ebenfalls hervorragender Seifen-und Lichtechtheit.
In gleicher Weise gelingt die Kombination mit anderen Diazoverbindungen der Anthra- chinonreihe0
An Stelle von 2. 3-Oxynaphtoesäureanilid kann man seine Homologen, wie die 2. 3-Oxy- naphtoesäuretoluide, oder seine Substitutionsprodukte wie die 2. 3-0xynaphtoesiiurechlorallllidp oder die 2. 3-Oxynaphtoesäurenitranilide verwenden.
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Lightfastness.
Generation of the dye on the fiber:
The goods are impregnated with a 2,3-oxynaphthoic anilide solution, as indicated in Example 1, and dyed in the following dye bath:
A diazo solution prepared from 22'3 parts of 1-aminoanthraquinone is made up to 1 l with cold water and blunted 1: 1 with 120 cm of sodium acetate. This gives a bright red, likewise of excellent soap and lightfastness.
Example III.
The tetrazo solution of 23-8 parts of 1.5-diaminoanthraquinone flows into a sodium-alkaline solution of 54 parts of 2,3-oxynaphthoic anilide, which is mixed with enough soda that the combination mixture reacts neutrally at the end of the coupling. The dye, which is filtered off and well washed after the end of the combination, is advantageously used in paste form. When dry it forms a bluish-tinged burgundy-colored powder, the solution of which in concentrated sulfuric acid is brown-violet. When this solution is mixed with water, the dye precipitates again in bordeaux-colored flakes.
In the case of varnishing, the dye gives bluish-tinged pigments of excellent oil and lightfastness.
Generation of the dye on the fiber:
The goods are impregnated with a 2,3-oxynaphthoic anilide solution according to Example I and dyed in the following dye bath
A diazo solution prepared from 23 # 8 parts of 1,5-diaminoanthraquinone is made up to 1 with cold water and blunted 1: 1 with 120 ° acetic acid sodium bicarbonate. In this way, a deep blue-tinged red is obtained which is likewise excellent in soap and lightfastness.
Combination with other diazo compounds of the anthrachinone series0 succeeds in the same way
Instead of 2. 3-oxynaphthoic acid anilide, one can use its homologues, such as the 2nd 3-oxynaphthoic acid toluids, or its substitution products such as the 2nd 3-oxynaphthoic acid chlorallide or the 2nd 3-oxynaphthoic acid nitranilide.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE68973X | 1913-09-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT68973B true AT68973B (en) | 1915-06-10 |
Family
ID=5634695
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT68973D AT68973B (en) | 1913-09-19 | 1914-04-30 | Process for the preparation of azo dyes from 2,3-oxynaphthoic acid arylamides. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT68973B (en) |
-
1914
- 1914-04-30 AT AT68973D patent/AT68973B/en active
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