CH201841A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH201841A CH201841A CH201841DA CH201841A CH 201841 A CH201841 A CH 201841A CH 201841D A CH201841D A CH 201841DA CH 201841 A CH201841 A CH 201841A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- disazo dye
- parts
- diazotized
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 6
- AWPROQFCCQOROZ-UHFFFAOYSA-N 4-(4-methylpentyl)phenol Chemical compound CC(C)CCCC1=CC=C(O)C=C1 AWPROQFCCQOROZ-UHFFFAOYSA-N 0.000 claims description 4
- 230000008878 coupling Effects 0.000 claims description 4
- 238000010168 coupling process Methods 0.000 claims description 4
- 238000005859 coupling reaction Methods 0.000 claims description 4
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 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 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid 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
- QPQKUYVSJWQSDY-CCEZHUSRSA-N 4-(phenylazo)aniline Chemical compound C1=CC(N)=CC=C1\N=N\C1=CC=CC=C1 QPQKUYVSJWQSDY-CCEZHUSRSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000003995 emulsifying agent 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines Disazofarbstoffes. Nach dem im Hauptpatent beschriebenen Verfahren erhält man einen Disazofarbstoff, der sich in organischen Lösungsmitteln mit bräunlich gelber Farbe löst, wenn man p- Aminoazobenzol diazotiert und die Diazover- bindung mit p-Isohexylphenol kuppelt.
Wie nun weiter gefunden wurde, erhält man einen Farbstoff mit ganz ähnlichen Eigenschaften, wenn man den Monoazofarb- stoff, erhalten durch Kupplung von diazo- tiertem Anilin mit Aminohydrochinondime- thyläther, weiter diazotiert und die Diazo- verbindung mit p-Isohexylphenol kuppelt.
Beispiel: Man diazotiert 25,7 Teile des Monoazo- farbstoffes, der erhalten wird durch Kupp lung von diazotiertem Anilin mit Amino- hydrochinondimethy läther, unter Zugabe von 60 Teilen Salzsäure, 12' B6, in bekannter Weise mit 6,9 Teilen Natriumnitrit, filtriert die Diazolösung und lässt sie bei 0 zu einer Auflösung von 17,8 Teilen p-Isohexylphenol in 250 Teilen Natronlauge,
enthaltend 6 Teile Natriumhydroxyd und etwa 8 Teile eines Emulgiermittels, einlaufen. Während des Zu laufes der Diazolösung gibt man allmählich noch 40 Teile einer 10%igen Natronlauge hinzu. Nach Beendigung der Kupplung wird der Farbstoff wie üblich fertiggestellt. Er färbt organische Lösungsmittel lichtecht rot braun.
Process for the preparation of a disazo dye. The process described in the main patent gives a disazo dye which dissolves in organic solvents with a brownish yellow color when p-aminoazobenzene is diazotized and the diazo compound is coupled with p-isohexylphenol.
As has now also been found, a dye with very similar properties is obtained if the monoazo dye, obtained by coupling diazoated aniline with aminohydroquinone dimethyl ether, is further diazotized and the diazo compound is coupled with p-isohexylphenol.
Example: 25.7 parts of the monoazo dye obtained by coupling diazotized aniline with amino hydroquinone dimethyl ether, with addition of 60 parts of hydrochloric acid, 12 'B6, are filtered in a known manner with 6.9 parts of sodium nitrite the diazo solution and leaves it at 0 to dissolve 17.8 parts of p-isohexylphenol in 250 parts of sodium hydroxide solution,
containing 6 parts of sodium hydroxide and about 8 parts of an emulsifying agent. While the diazo solution is being added, 40 parts of a 10% sodium hydroxide solution are gradually added. After the coupling has ended, the dye is completed as usual. It colors organic solvents lightfast red-brown.
Claims (1)
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201844X | 1936-03-31 | ||
| DE201847X | 1936-03-31 | ||
| DE201841X | 1936-03-31 | ||
| DE201848X | 1936-03-31 | ||
| DE201845X | 1936-03-31 | ||
| DE201849X | 1936-03-31 | ||
| DE201846X | 1936-03-31 | ||
| CH198710T | 1937-01-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201841A true CH201841A (en) | 1938-12-15 |
Family
ID=27570407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201841D CH201841A (en) | 1936-03-31 | 1937-01-22 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201841A (en) |
-
1937
- 1937-01-22 CH CH201841D patent/CH201841A/en unknown
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