CH300791A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH300791A CH300791A CH300791DA CH300791A CH 300791 A CH300791 A CH 300791A CH 300791D A CH300791D A CH 300791DA CH 300791 A CH300791 A CH 300791A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- parts
- preparation
- disazo dye
- water
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 2
- 239000000987 azo dye Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- -1 amino monoazo Chemical group 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/12—Disazo dyes from other coupling components "C"
- C09B31/14—Heterocyclic components
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 298@509. Verfahren zur Herstellung eines Disazofarbstoffes. Es wurde gefunden, dass man zu einem wertwollen Disazofarbstoff gelangt, wenn man
EMI0001.0008
mit 8-Oxychinolin kuppelt.
Der neue Farbstoff bildet ein, dunkel braunes Pulver, das sich in Wasser mit roter Farbe löst und Baumwolle nach dem ein- oder zweibadigen Nachkupferungsverfahren in lichtechten, gelbstichig roten Tönen färbt.
Den Aminomonoazofarbstoff der obigen Formel erhält man durch Kupplung von diazotiertem 2-Amino -1- oxybenzol-4-carbon- säureamid mit 2-(4'-Aminobenzoyl)-amino-5- oxynaphthalin-7-sulfonsäure. Die Kupplung der Diazoverbindung dieses Aminoazofarb- stoffes mit dem 8-Oxychinolin erfolgt vorteil haft in alkalischem Medium.
Beispiel: <B>1512</B> Teile 1-Oxy=2-amino'benzo14-carbon- säureamid werden in üblicher Weise mit iSalz- säure und, Natriumnztrit in die Diazoverbin- dung übergeführt.
Diese wird mit der Lö sung von 35,8 Teilen 2,(4'Amino!benzoyl)- amin.o-5-oxynaphthalin-7-sulfonsäure und 30 eine Dazoverbindung des Aminomonoazofarb- stoffes der Formel Teilen Natriumcarbonat in 500 Teilen Wasser vereinigt.
Der mit Natriumchlorid a!fgeschiedene, filtrierte und abgepresste Aminomonoazofarb- stoff wird in 400 'Teilen Wasser mit Salz säure und Natriumnitrit in bekannter Weise diazotiert. Die erhaltene Diazoverbindung ver setzt man nun mit einer Lösung aus 14,
5 'Tei len 8-Oxychinolin und 1'2 Teilen 310prozenti- ger Salzsäure in 50 Teilen Wasser. Anschlie ssend gibt man 50 Teile 30prozentige Na- triumhydroxydIösung dazu und rührt, einige Otunden, erwärmt dann auf 6'5 , fügt 100 Teile Natriumchlorid zu, um eine gut fil- trier'bare Form zu erhalten,
filtriert und trock net den Niederschlag.
Additional patent to main patent No. 298 @ 509. Process for the preparation of a disazo dye. It has been found that a valuable disazo dye can be obtained by
EMI0001.0008
couples with 8-oxyquinoline.
The new dye forms a dark brown powder that dissolves in water with a red color and colors cotton in lightfast, yellowish red tones using the one or two-bath copper plating process.
The amino monoazo dye of the above formula is obtained by coupling diazotized 2-amino-1-oxybenzene-4-carboxylic acid amide with 2- (4'-aminobenzoyl) -amino-5-oxynaphthalene-7-sulfonic acid. The coupling of the diazo compound of this aminoazo dye with the 8-oxyquinoline is advantageously carried out in an alkaline medium.
Example: Parts of 1-oxy = 2-amino'benzo14-carboxylic acid amide are converted into the diazo compound in the usual way with hydrochloric acid and sodium chloride.
This is combined with the solution of 35.8 parts of 2, (4'Amino! Benzoyl) - amin.o-5-oxynaphthalene-7-sulfonic acid and a dazo compound of the aminomonoazo dye of the formula parts of sodium carbonate in 500 parts of water.
The aminomonoazo dye separated with sodium chloride, filtered and pressed off is diazotized in 400 parts of water with hydrochloric acid and sodium nitrite in a known manner. The obtained diazo compound is now set with a solution of 14,
5 parts of 8-oxyquinoline and 12 parts of 310 percent hydrochloric acid in 50 parts of water. Then 50 parts of 30 percent sodium hydroxide solution are added and the mixture is stirred for a few hours, then heated to 6.5, 100 parts of sodium chloride are added in order to obtain a form that can be easily filtered.
filtered and dry net the precipitate.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH298509T | 1952-01-25 | ||
| CH300791T | 1952-01-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH300791A true CH300791A (en) | 1954-08-15 |
Family
ID=25733961
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH300791D CH300791A (en) | 1952-01-25 | 1952-01-25 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH300791A (en) |
-
1952
- 1952-01-25 CH CH300791D patent/CH300791A/en unknown
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