CH194189A - Process for the preparation of a black disazo dye. - Google Patents
Process for the preparation of a black disazo dye.Info
- Publication number
- CH194189A CH194189A CH194189DA CH194189A CH 194189 A CH194189 A CH 194189A CH 194189D A CH194189D A CH 194189DA CH 194189 A CH194189 A CH 194189A
- Authority
- CH
- Switzerland
- Prior art keywords
- black
- dye
- preparation
- greenish
- gray color
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 13
- 229910000906 Bronze Inorganic materials 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 239000010974 bronze Substances 0.000 claims description 3
- 239000003086 colorant Substances 0.000 claims description 3
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M Nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000012670 alkaline solution 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 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
- 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
- C09B31/06—Disazo dyes from a coupling component "C" containing a directive hydroxyl group
- C09B31/068—Naphthols
- C09B31/072—Naphthols containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Darstellung eines schwarzen DisazofarbstofFes. Es wurde gefunden, dass man einen neuen wertvollen, schwarzen Disazofarbstoff erhält, wenn man dianotierte 4-Amino-4'-methyldi- phenylamin-2-sulfonsäure mit a-Naphthylamin kuppelt, den Monoazofarbetoff wieder diano tiert und mit 2,4-Naphtholsulfonsäure ver einigt.
Der neue Farbstoff, ein schwarzes Pulver, löst sich in Wasser mit grüngrauer, in kon zentrierter Schwefelsäure mit stumpf grün stichig grauer Farbe und färbt Wolle und Seide in schönen, grünlich schwarzen Tönen, die auch in tiefen Färbungen nicht bronzieren. <I>Beispiel:</I> 27,8 kg 4-Amino-4'-methyldiphenylamin- 2-sulfonsäure werden wie üblich dianotiert, mit einer kalten, salzzauren Aufschlämmung von 14,3 kg a-Naphthylamin vereinigt und mit Natriumacetatlösung die Mineralsäure langsam abgestumpft. Nach beendeter Kup plung wird der ausgeschiedene Farbstoff ab filtriert,
mit der nötigen Menge Natronlauge ins Natronsalz übergeführt, mit 6,9 kg Nitrit versetzt und durch langsames Eingiessen in verdünnte Salzsäure und Eis bei 0 weiter dianotiert. Nach beendeter Dianotierung wird mit einer sodaalkalischen Lösung von 2-Naph- tol-4-sulfonsäure gekuppelt und nach mehr stündigem Rühren der neue Farbstoff wie üblich aufgearbeitet.
Der neue Farbstoff, ein schwarzes Pulver, löst sich in Wasser mit grüngrauer, in kon zentrierter Schwefelsäure mit stumpf grün stichig grauer Farbe und färbt Wolle und Seide in schönen, grünlich schwarzen Tönen, die auch in tiefen Färbungen nicht bronzieren.
Process for the preparation of a black disazo dye. It has been found that a new, valuable, black disazo dye is obtained when dianotated 4-amino-4'-methyldiphenylamine-2-sulfonic acid is coupled with a-naphthylamine, the monoazo dye is dianoed again and ver with 2,4-naphtholsulfonic acid agree.
The new dye, a black powder, dissolves in water with a greenish-gray color, in concentrated sulfuric acid with a dull green, tinged gray color and dyes wool and silk in beautiful, greenish-black shades that do not bronze even in deep colors. <I> Example: </I> 27.8 kg of 4-amino-4'-methyldiphenylamine-2-sulfonic acid are dianotized as usual, combined with a cold, acidic hydrochloric suspension of 14.3 kg of a-naphthylamine and the mineral acid with sodium acetate solution slowly dulled. After the coupling has ended, the precipitated dye is filtered off,
converted into the sodium salt with the necessary amount of sodium hydroxide solution, mixed with 6.9 kg of nitrite and further dianotized at 0 by slowly pouring into dilute hydrochloric acid and ice. When the dianotation is complete, the mixture is coupled with a soda-alkaline solution of 2-naphthol-4-sulfonic acid and, after several hours of stirring, the new dye is worked up as usual.
The new dye, a black powder, dissolves in water with a greenish-gray color, in concentrated sulfuric acid with a dull green, tinged gray color and dyes wool and silk in beautiful, greenish-black shades that do not bronze even in deep colors.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE194189X | 1936-04-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH194189A true CH194189A (en) | 1937-11-30 |
Family
ID=5743078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH194189D CH194189A (en) | 1936-04-29 | 1937-01-05 | Process for the preparation of a black disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH194189A (en) |
-
1937
- 1937-01-05 CH CH194189D patent/CH194189A/en unknown
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