CH267309A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH267309A CH267309A CH267309DA CH267309A CH 267309 A CH267309 A CH 267309A CH 267309D A CH267309D A CH 267309DA CH 267309 A CH267309 A CH 267309A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- preparation
- dye
- yellow color
- yellow
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000987 azo dye Substances 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 6
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- IFVTZJHWGZSXFD-UHFFFAOYSA-N biphenylene Chemical group C1=CC=C2C3=CC=CC=C3C2=C1 IFVTZJHWGZSXFD-UHFFFAOYSA-N 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000003513 alkali Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- NHLAPJMCARJFOG-UHFFFAOYSA-N 3-methyl-1,4-dihydropyrazol-5-one Chemical compound CC1=NNC(=O)C1 NHLAPJMCARJFOG-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000725 suspension 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/12—Disazo dyes in which the coupling component is a heterocyclic compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 261362. Verfahren zur Herstellung eines Azofarbatoflfes. Es wurde gefunden, dass ein wertvoller Azofarbstoff erhalten werden kann, wenn man \? Mol dianotiertes 2-Amino-l-oxybenzol- 4-sulfonsäure-1'-naphthylamid mit 1 Mol 1,1'- [ Dipheny len- (4,4') ] -bis- (3 ="methyll- 5 - pyrazo- lon) der Formel Der neue Farbstoff stellt ein rotbraunes Pulver dar,
das siele in Wasser mit orange gelber, in konzentrierter Schwefelsäure mit gelber Farbe löst und Cellulosefasern nach dem ein- oder zweibadigen Nachkupferungs- verfahren in echten, rotstichig gelben Tönen anfärbt.
Die Kupplungsreaktion kann in saurem, neutralem, vorzugsweise aber alkalischem Medium durchgeführt werden. Bei der Aus führung der Kupplung in alkalischem Me dium ist es vorteilhaft, die Kupplungskompo nente mit einem geringen Überschuss an Al kaliliydroxy d zu lösen, so dass sie in Form des Dialkalisalzes vorliegt und die weitere, für die Kupplung benötigte Alkalimenge z. B. als Alkalicarbonat hinzuzufügen. Die Aufarbeitung des erhaltenen Farbstoffes kann in an sich bekannter Weise erfolgen, z. B. durch Abfiltrieren und Trocknen.
<I>Beispiel:</I> 5,9 Teile 2-Amino-l-oxybenzol-4-stilfon- säure-1'-naphthy lamid werden in üblicher Weise dianotiert. Die erhaltene Suspension der Diazoverbindung wird mit Natriumearbo- nat neutralisiert und unter Kühlung mit einer Lösung von 3,5 Teilen 1,1'-[Diphenylen- (4,4') ] -bis- (3-methyl-5-pyrazolon) in 40 Teilen. 2,5 o/oiger Natriumhydroxydlösung und 7.0 Teilen 10 o/oiger Natriumcarbonatlösung vereinigt.
Nach beendeter Kupplung wird der Farbstoff abfiltriert und getrocknet.
<B> Additional patent </B> to main patent no. 261362. Process for the production of an azo-carbato. It has been found that a valuable azo dye can be obtained by \? Mol of dianotated 2-amino-1-oxybenzene-4-sulfonic acid-1'-naphthylamide with 1 mol of 1,1'- [diphenylene- (4,4 ')] -bis- (3 = "methyll- 5 - pyrazo- lon) of the formula The new dye is a red-brown powder,
the siele dissolves in water with an orange-yellow color, in concentrated sulfuric acid with a yellow color and dyes cellulose fibers in real, reddish-yellow tones using the one- or two-bath copying process.
The coupling reaction can be carried out in an acidic, neutral, but preferably an alkaline medium. In the execution of the coupling in alkaline Me medium, it is advantageous to solve the coupling component with a small excess of Al kaliliydroxy d so that it is in the form of the dialkali salt and the other amount of alkali required for the coupling z. B. add as alkali carbonate. The dye obtained can be worked up in a manner known per se, for. B. by filtering off and drying.
<I> Example: </I> 5.9 parts of 2-amino-1-oxybenzene-4-stilfonic acid-1'-naphthylamide are dianotized in the usual way. The suspension of the diazo compound obtained is neutralized with sodium carbonate and treated with a solution of 3.5 parts of 1,1 '- [diphenylene- (4,4')] -bis- (3-methyl-5-pyrazolone) in 40 parts. 2.5% sodium hydroxide solution and 7.0 parts 10% sodium carbonate solution combined.
When the coupling has ended, the dye is filtered off and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH267309T | 1946-04-16 | ||
| CH261362T | 1947-02-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH267309A true CH267309A (en) | 1950-03-15 |
Family
ID=25730429
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH267309D CH267309A (en) | 1946-04-16 | 1946-04-16 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH267309A (en) |
-
1946
- 1946-04-16 CH CH267309D patent/CH267309A/en unknown
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