CH292653A - Process for the preparation of a substantive azo dye. - Google Patents
Process for the preparation of a substantive azo dye.Info
- Publication number
- CH292653A CH292653A CH292653DA CH292653A CH 292653 A CH292653 A CH 292653A CH 292653D A CH292653D A CH 292653DA CH 292653 A CH292653 A CH 292653A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- azo dye
- blue
- hand
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000987 azo dye Substances 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 9
- 150000008049 diazo compounds Chemical class 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 3
- -1 aminomonoazo Chemical group 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 3
- 238000010168 coupling process Methods 0.000 claims description 3
- 238000005859 coupling reaction Methods 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 229920003043 Cellulose fiber Polymers 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 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 description 1
- 239000000203 mixture Substances 0.000 description 1
- WXWCDTXEKCVRRO-UHFFFAOYSA-N para-Cresidine Chemical compound COC1=CC=C(C)C=C1N WXWCDTXEKCVRRO-UHFFFAOYSA-N 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 287869. Verfahren zur Herstellung eines substantiven Azofarbstoffes. Es wurde gefunden, dass man zu einem wertvollen substantiven Azofarbstoff gelangt, wenn man einerseits eine Diazoverbindung des Aminomonoazofarbstoffes der Formel
EMI0001.0009
und anderseits diazotierte 2-Methyl-4-amino- 5 -methoxy-4'-oxy-1,1'-azobenzol-3'-carbonsäure mit 5,5'-Dioxy-2,2'-dinaphthylamin-7,
7'-disul- fonsäure kuppelt.
Der neue Farbstoff bildet ein dunkles Pul ver, das sich in Wasser mit blauer Farbe löst und Cellulosefasern in rötlichblauen Tönen färbt, die mit Kupfersalzen nachbehandelt nach blau umschlagen und licht- und wasch echt werden.
Die Kupplungen können nach den bei der artigen Azokomponenten gebräuchlichen Me thoden, zweckmässig in alkalischem Medium, in beliebiger Reihenfolge vorgenommen wer den.
<I>Beispiel:</I> Die 30,8 Teilen entsprechende Menge an feuchter Paste des Aminoazofarbstoffes der Formel
EMI0001.0020
wird als Alkalisalz in 500 Teilen Wasser ge löst, mit 7 Teilen Natriumnitrit versetzt und nach Zugabe von Eis mit 32 Teilen konzen trierter Salzsäure angesäuert. Nach einigen Minuten ist die Diazotierung beendet.
Die so erhaltene Diazoverbindung wird in Gegen wart von Natriumbicarbonat mit 46,1 Teilen 5,5'- Dioxy - 2,2'- dinaphthylamin - 7,7'- disulfon- säure bei 0 bis 4 gekuppelt.
Darnach fügt Juan 15 Teile wasserfreies Natriumcarbonat hinzu und gibt die Diazoverbindung aus 30,1 Teilen des Monoazofarbstoffes hinzu, den man erhalten hat durch Kupplung der Diazover- bindung aus 15,3 Teilen 4-Amino-l-oxybenzol- 2-carbonsäure mit 13,7 Teilen 1-Amino-2-me- thoxy-5-methylbenzol in saurem Medium. Nach einigen Stunden wird auf 70 aufge wärmt und der Farbstoff mit Natriumchlorid gänzlich abgeschieden, filtriert und getrocknet.
<B> Additional patent </B> to main patent no. 287869. Process for the production of a substantive azo dye. It has been found that a valuable substantive azo dye is obtained if, on the one hand, a diazo compound of the aminomonoazo dye of the formula
EMI0001.0009
and on the other hand diazotized 2-methyl-4-amino-5-methoxy-4'-oxy-1,1'-azobenzene-3'-carboxylic acid with 5,5'-dioxy-2,2'-dinaphthylamine-7,
7'-disulfonic acid couples.
The new dye forms a dark powder that dissolves in water with a blue color and dyes cellulose fibers in reddish-blue tones that, after treatment with copper salts, turn blue and become lightfast and washfast.
The couplings can be carried out in any order by the methods customary for the azo components of the type, suitably in an alkaline medium.
<I> Example: </I> The 30.8 parts equivalent amount of wet paste of the aminoazo dye of the formula
EMI0001.0020
is dissolved as an alkali salt in 500 parts of water, 7 parts of sodium nitrite are added and, after addition of ice, acidified with 32 parts of concentrated hydrochloric acid. The diazotization is complete after a few minutes.
The diazo compound thus obtained is coupled with 46.1 parts of 5,5'-dioxy-2,2'-dinaphthylamine-7,7'-disulfonic acid at 0 to 4 in the presence of sodium bicarbonate.
Juan then adds 15 parts of anhydrous sodium carbonate and adds the diazo compound from 30.1 parts of the monoazo dye obtained by coupling the diazo compound from 15.3 parts of 4-amino-1-oxybenzene-2-carboxylic acid with 13, 7 parts of 1-amino-2-methoxy-5-methylbenzene in acidic medium. After a few hours, the mixture is warmed up to 70 and the dye is completely deposited with sodium chloride, filtered and dried.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH292653T | 1950-06-28 | ||
| CH287869T | 1951-05-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH292653A true CH292653A (en) | 1953-08-15 |
Family
ID=25732760
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH292653D CH292653A (en) | 1950-06-28 | 1950-06-28 | Process for the preparation of a substantive azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH292653A (en) |
-
1950
- 1950-06-28 CH CH292653D patent/CH292653A/en unknown
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