DE65834C - Process for the preparation of a blue-black noun trisazo dye from amidobenzene - azo -naphthylamine and naphthylenediamine sulfonic acid - Google Patents
Process for the preparation of a blue-black noun trisazo dye from amidobenzene - azo -naphthylamine and naphthylenediamine sulfonic acidInfo
- Publication number
- DE65834C DE65834C DENDAT65834D DE65834DA DE65834C DE 65834 C DE65834 C DE 65834C DE NDAT65834 D DENDAT65834 D DE NDAT65834D DE 65834D A DE65834D A DE 65834DA DE 65834 C DE65834 C DE 65834C
- Authority
- DE
- Germany
- Prior art keywords
- naphthylenediamine
- sulfonic acid
- naphthylamine
- black
- blue
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 title claims description 6
- 150000001875 compounds Chemical class 0.000 claims description 5
- 239000000975 dye Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000000835 fiber Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 229940018564 M-PHENYLENEDIAMINE Drugs 0.000 description 1
- WZCQRUWWHSTZEM-UHFFFAOYSA-N M-Phenylenediamine Chemical compound NC1=CC=CC(N)=C1 WZCQRUWWHSTZEM-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 235000013311 vegetables 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/35—Trisazo dyes in which the tetrazo component is a diamino-azo-aryl compound
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Die NaphtylendiaminsulfosäureThe naphthylenediamine sulfonic acid
(NH2: SOnHiNH2= 1:4:6), (NH 2 : SO n HiNH 2 = 1: 4: 6),
welche aus der a-Naphtylamindisulfosäure II des Patentes No. 41957 erhalten werden kann, liefert mit gewissen Tetrazoverbindungen werthvolle Farbstoffe. Diese Farbstoffe zeichnen sich' dadurch aus, dafs sie eine aufserordentlich grofse Verwandtschaft zur vegetabilischen Faser besitzen und in neutralem oder sehr schwach saurem Bade Wolle und Baumwolle gleichzeitig anfärben. Zugleich theilen diese Farbstoffe mit einigen anderen Farbstoffen aus gewissen Amidonaphtolsulfosäuren die werthyolle Eigenschaft, sich auf der Faser abermals diazotiren zu lassen und dann in Combination mit Aminen, Phenolen u. s. w. neue Farbstoffe zu bilden.which from the a-naphthylamine disulfonic acid II of patent no. 41957 yields valuable compounds with certain tetrazo compounds Dyes. These dyes are distinguished by the fact that they have an extraordinary effect have great affinity to vegetable fibers and are neutral or very weak Acid baths dye wool and cotton at the same time. At the same time these dyes share with some other dyes from certain amidonaphthol sulfonic acids the werthyolle Property of being diazotized again on the fiber and then in combination with To form amines, phenols and so on.
Die zur Anwendung kommende Naphtylendiaminsulfosäure wird dargestellt, indem die a - Naphtylamindisulfosäure II des Patentes No. 41957 mit Aetznatron so weit verschmolzen wird, dafs nur eine Sulfogruppe austritt, wobei eine α - Amido - β - Naphtolsulfosäure entsteht. Wird letztere im Druckkessel mit Ammoniak erhitzt, so entsteht die bis jetzt unbekannte α - β - Naphtylendiamin - a - sulfosäureEstimated future Naphtylendiaminsulfosäure is represented by the a - II of the patent No. Naphtylamindisulfosäure 41957 is fused with caustic soda to such an extent that only one sulfo group emerges, an α-amido-β-naphthol sulfonic acid being formed. If the latter is heated with ammonia in a pressure vessel, the hitherto unknown α - β - naphthylenediamine - a - sulfonic acid is produced
NH2 -.NH2: SO3H= 1:6:4. NH 2 -.NH 2 : SO 3 H = 1: 6: 4.
Die freie Naphtylendiaminsulfosäure ist in kaltem Wasser sehr schwer löslich, in heifsem leichter, und krystallisirt daraus in Nädelchen. Das Ammoniaksalz ist in Wasser ziemlich schwer löslich und krystallisirt daraus in prächtig glänzenden Blättern. Das in breiten Nadeln krystallisirende Natronsalz ist in Wasser leichter löslich. Auch die Salze der Erdalkalien sind durch grofse Krystallisationsfähigkeit ausgezeichnet. The free naphthylenediamine sulfonic acid is very sparingly soluble in cold water, in hot water lighter, and crystallizes out of it into needles. The ammonia salt is quite in water hardly soluble and crystallizes from it in splendidly shiny leaves. That in broad needles Crystallizing sodium salt is more easily soluble in water. Also the salts of the alkaline earths are distinguished by great ability to crystallize.
Als werthvollste Combination hat sich diejenige erwiesen, welche durch Einwirkung der Tetrazoverbindung des p- Amidobenzolazo-anaphtylamins auf die beschriebene Naphtylendiaminsulfosäure entsteht. Dieser Farbstoff färbt Baumwolle tief blauschwarz an; die Farbe läfst sich durch Diazotiren auf der Faser und Combination mit m-Phenylendiamin in ein tiefes Reinschwarz überführen.The most valuable combination has proven to be that which, through the action of the Tetrazo compound of p-amidobenzolazo-anaphtylamine on the naphthylenediamine sulfonic acid described. This dye stains cotton deep blue-black; the color runs by diazotizing the fiber and combining it with m-phenylenediamine into a deep one Transfer pure black.
Beispiel zur Darstellung des Farbstoffes.Example for the representation of the dye.
25 kg Amidobenzolazo-a-Naphtylamin werden mit 70 kg Salzsäure von 30 pCt. und 14 kg Natriumnitrit in die Tetrazoverbindung übergeführt. Nach kurzem Stehen läfst man dieselbe langsam und unter gutem Umrühren in eine auf 5 bis 8° abgekühlte Lösung von 52 kg Naphtylendiaminsulfosäure und 60 kg Soda einfliefsen, wobei sich der Farbstoff beinahe sofort abscheidet. Derselbe wird nach bekannter Weise verarbeitet. y 25 kg of amidobenzolazo-a-naphthylamine are mixed with 70 kg of hydrochloric acid of 30 pCt. and 14 kg of sodium nitrite converted into the tetrazo compound. After standing for a short time, it is run into a solution of 52 kg of naphthylenediamine sulfonic acid and 60 kg of soda, which has been cooled to 5 to 8 °, slowly and with thorough stirring, the dye separating out almost immediately. It is processed in a known manner. y
Der neue Farbstoff bildet ein dunkles, bronzeglänzendes Pulver, das sich in Wasser leicht mit violetter Farbe löst.The new dye forms a dark, shiny bronze powder that dissolves easily in water dissolves with purple paint.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE65834C true DE65834C (en) |
Family
ID=339588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT65834D Expired - Lifetime DE65834C (en) | Process for the preparation of a blue-black noun trisazo dye from amidobenzene - azo -naphthylamine and naphthylenediamine sulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE65834C (en) |
-
0
- DE DENDAT65834D patent/DE65834C/en not_active Expired - Lifetime
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