CH117274A - Process for the production of a new dye. - Google Patents
Process for the production of a new dye.Info
- Publication number
- CH117274A CH117274A CH117274DA CH117274A CH 117274 A CH117274 A CH 117274A CH 117274D A CH117274D A CH 117274DA CH 117274 A CH117274 A CH 117274A
- Authority
- CH
- Switzerland
- Prior art keywords
- acid
- new dye
- production
- parts
- dye
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- DLFOKBSTJQSVQL-UHFFFAOYSA-N 3-aminonaphthalene-1,8-dicarboxylic acid Chemical compound OC(=O)C1=CC=CC2=CC(N)=CC(C(O)=O)=C21 DLFOKBSTJQSVQL-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000000987 azo dye Substances 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 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
- 239000011521 glass Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- JUFBFZSMKMBCBO-UHFFFAOYSA-N st4132730 Chemical compound C1=CC2=CC(N)=CC(C(=O)OC3=O)=C2C3=C1 JUFBFZSMKMBCBO-UHFFFAOYSA-N 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
-
- 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
- C09B45/34—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups
- C09B45/36—Preparation from o-monohydroxy azo compounds having in the o'-position an atom or functional group other than hydroxyl, alkoxy, carboxyl, amino or keto groups by oxidation of hydrogen in o'-position
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines neuen Farbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man dianotierte 3-Ami- nonaphthalin-1,8-dikarbonsäure mit 2-Oxy- naphthalin-6-sulfosäure vereinigt und den so erhaltenen Azofarbstoff mit chromabgebenden Mitteln behandelt. Der neue Farbstoff stellt ein rotbraunes Pulver dar und löst sich in Wasser mit oranger, in konzentrierter Schwe felsäure mit blauroter Farbe. Er färbt Wolle aus saurem Bade in orangen Tönen.
<I>Beispiel:</I> 10,6 Teile 3-Aminonaphthalin-1,8-dikarbon- säureanhydrid werden mit Hilfe von 10 Teilen 30%iger Natronlauge und 150 Teilen Wasser heiss gelöst, nach Abkühlung auf zirka 20 0 mit 30 Teilen Eis und 25 Teilen 30 %iger Salzsäure versetzt.
Es scheidet sich die 3- Aminonaphthalin-1,8-dikarbonsäureaus,welche auf Zusatz von 3,5 Teilen Nitrit zunächst in Lösung geht, um bald wieder als Diazover- bindung auszufallen. Die so erhaltene Suspen sion wird in eine alkalische Lösung von 11,2 Teilen 2-Oxyiiaphthalin-6-sulfosäure einlaufen gelassen. Nach beendeter Kupplung wird das überschüssige Alkali mit Säure abgestumpft, der Farbstoff ausgesalzen, filtriert und ge trocknet.
53 Teile des so erhaltenen Azofarbstoffes werden in 950 Teilen Wasser kochend ge löst, mit einer Ohromfluoridlösung entsprechend 22,6 Teilen Cr20s versetzt und längere Zeit in Gegenwart von Glaspulver am Rückfluss- kühler gekocht. Die gebildete Ohromverbin- dung wird abfiltriert, mit Wasser gewaschen, in lauwarmer, verdünnter, wässeriger Natron lauge gelöst und nach Neutralstellen der Lösung mit Essigsäure in üblicher Weise ab geschieden.
Process for the production of a new dye. It has been found that a new dye is obtained if dianotated 3-aminonaphthalene-1,8-dicarboxylic acid is combined with 2-oxynaphthalene-6-sulfonic acid and the azo dye thus obtained is treated with chromium donating agents. The new dye is a red-brown powder and dissolves in water with an orange color and in concentrated sulfuric acid with a blue-red color. He dyes wool from an acid bath in orange tones.
<I> Example: </I> 10.6 parts of 3-aminonaphthalene-1,8-dicarboxylic acid anhydride are dissolved with the aid of 10 parts of 30% strength sodium hydroxide solution and 150 parts of hot water, after cooling to about 20 ° with 30 parts Ice and 25 parts of 30% hydrochloric acid are added.
The 3-aminonaphthalene-1,8-dicarboxylic acid separates out, which on the addition of 3.5 parts of nitrite initially dissolves and soon precipitates again as a diazo compound. The suspension thus obtained is allowed to run into an alkaline solution of 11.2 parts of 2-oxyiiaphthalene-6-sulfonic acid. After the coupling has ended, the excess alkali is blunted with acid, the dye is salted out, filtered and dried.
53 parts of the azo dye obtained in this way are dissolved at the boil in 950 parts of water, an odorous fluoride solution corresponding to 22.6 parts of Cr20s is added and the mixture is refluxed for a long time in the presence of glass powder. The ear compound formed is filtered off, washed with water, dissolved in lukewarm, dilute, aqueous sodium hydroxide solution and, after the solution has been rendered neutral with acetic acid, separated off in the usual way.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH110287T | 1923-12-28 | ||
| CH117274T | 1925-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH117274A true CH117274A (en) | 1926-10-16 |
Family
ID=25707699
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH117274D CH117274A (en) | 1923-12-28 | 1925-07-31 | Process for the production of a new dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH117274A (en) |
-
1925
- 1925-07-31 CH CH117274D patent/CH117274A/en unknown
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