CH268406A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH268406A CH268406A CH268406DA CH268406A CH 268406 A CH268406 A CH 268406A CH 268406D A CH268406D A CH 268406DA CH 268406 A CH268406 A CH 268406A
- Authority
- CH
- Switzerland
- Prior art keywords
- mol
- amino
- azo dye
- preparation
- dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000987 azo dye Substances 0.000 title claims description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 6
- 239000007859 condensation product Substances 0.000 claims description 3
- YLNDNABNWASMFD-UHFFFAOYSA-N 4-[(1,3-dimethylimidazol-1-ium-2-yl)diazenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=[N+](C)C=CN1C YLNDNABNWASMFD-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims 1
- 238000009958 sewing Methods 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper 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
- QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
- C09B43/136—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
- C09B43/16—Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 264908. Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen Azofarbstoff gelangt, wenn man 1 Mol des aus 1 Mol Cy anurchlorid, 2 Mol 2-Amino-5-oxynaphthalin-7-sulfonsäure und 1 Mol Aminobenzol erhältlichen t,ernären Kon densationsproduktes mit 2 Mol diazotiertem 3-Amino-4-oxy-acetophenon vereinigt.
Der neue Farbstoff bildet ein schwarzes Pulver, das Baumwolle nach dem ein- oder zweibadigen Nachkupferungsverfahren in wasch- und lichtechten rubinroten Tönen färbt.
Die Kupplung wird beim vorliegenden Ver fahren mit Vorteil in alkalischem, z. B. erd- alkali-hydroxydalkalischem,Medium durchge führt.
Beispiel: 15,1 Teile 3-Amino-4-oxy-acetophenon wer den unter Zusatz von 6,9 Teilen Natriumnitrit und 27 Teilen 30 o/oiger Salzsäure bei<B>00</B> diazo- tiert und die Diazoverbindung mit 36,8 Teilen des ternären Kondensationsproduktes aus 1 Mol Cy anurehlorid,
2 Mol 2-Amino-5-oxy- naphthalin-7-sulfonsäure und 1 Mol Amino- benzol, das als Natriumsalz unter Zusatz von 50 Teilen 20 o/oigem Calciumhydroxyd in 500 Teilen Wasser gelöst wurde, vereinigt. Nach 4 Stunden wird der gebildete Farbstoff mit tels Salzsäure abgeschieden und abfiltriert. Der Filterrüekstand wird als Natriumsalz ge löst. Aus der Lösung wird der Farbstoff mit Kochsalz abgeschieden, filtriert und getrock net.
Additional patent to main patent No. 264908. Process for the production of an azo dye. It has been found that a valuable azo dye is obtained if 1 mole of the diazotized ternary condensation product obtainable from 1 mole of cyano chloride, 2 moles of 2-amino-5-oxynaphthalene-7-sulfonic acid and 1 mole of aminobenzene is used 3-Amino-4-oxy-acetophenone combined.
The new dye forms a black powder that dyes cotton in washable and lightfast ruby-red shades using the one or two-bath post-copper plating process.
The coupling will drive in the present Ver with advantage in alkaline, z. B. earth-alkali-hydroxyd-alkaline medium runs through.
Example: 15.1 parts of 3-amino-4-oxy-acetophenone are diazotized with the addition of 6.9 parts of sodium nitrite and 27 parts of 30% hydrochloric acid at 00 and the diazo compound with 36 , 8 parts of the ternary condensation product from 1 mol of Cy anurehlorid,
2 moles of 2-amino-5-oxynaphthalene-7-sulfonic acid and 1 mole of aminobenzene, which was dissolved as the sodium salt with the addition of 50 parts of 20% calcium hydroxide in 500 parts of water, combined. After 4 hours, the dye formed is deposited using hydrochloric acid and filtered off. The filter residue is dissolved as the sodium salt. The dye is precipitated from the solution with common salt, filtered and net getrock.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH268406T | 1947-07-04 | ||
| CH264908T | 1947-07-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH268406A true CH268406A (en) | 1950-05-15 |
Family
ID=25730772
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH268406D CH268406A (en) | 1947-07-04 | 1947-07-04 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH268406A (en) |
-
1947
- 1947-07-04 CH CH268406D patent/CH268406A/en unknown
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