CH201856A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH201856A CH201856A CH201856DA CH201856A CH 201856 A CH201856 A CH 201856A CH 201856D A CH201856D A CH 201856DA CH 201856 A CH201856 A CH 201856A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- disazo dye
- parts
- dye
- disazo
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 4
- AWPROQFCCQOROZ-UHFFFAOYSA-N 4-(4-methylpentyl)phenol Chemical compound CC(C)CCCC1=CC=C(O)C=C1 AWPROQFCCQOROZ-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 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 6
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 239000000243 solution Substances 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
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- KQSABULTKYLFEV-UHFFFAOYSA-N naphthalene-1,5-diamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1N KQSABULTKYLFEV-UHFFFAOYSA-N 0.000 description 1
- 239000011780 sodium chloride 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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/06—Disazo dyes characterised by the tetrazo component the tetrazo component being a naphthalene derivative
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Photoreceptors In Electrophotography (AREA)
Description
Verfahren zur Herstellung eines DisazofarbstofFes. Nach dem im Hauptpatent beschriebenen Verfahren erhält man einen Disazofarbstoff, der sich in organnischen Lösungsmitteln mit bräunlich gelber Farbe löst, wenn man p- Aminoazobenzol diazotiert und die Diazover- bindung mit p-Isohegylphenol kuppelt.
Wie nun weiter gefunden wurde, erhält man einen Farbstoff von ähnlichen Eigen schaften, wenn man 1. 5-Diaminonaphthalin tetrazotiert und die Tetrazoverbindung mit p- Isohexylphenol kuppelt.
<I>Beispiel:</I> Man verrührt 15,8 Teile fein gepulvertes 1 . 5-Diaminonaphthalin mit 100 Teilen Salz säure von 12 BA, gibt Eis und Natrium chlorid hinzu und lässt bei möglichst niedriger Temperatur eine konzentrierte wässerige Lö sung von 14,5 Teilen Natriumnitrit ein laufen; man rührt noch 1 bis 2 Stunden nach und filtriert.
Während der ganzen Dauer des Prozesses soll in der Lösung stets Natrium nitrit deutlich nachweisbar sein. Das klare Filtrat, enthaltend die Tetrazoverbindung des 1 . 5-Diaminonaphthalins, lässt nian bei 0 bis 3 C in eine wässerige Lösung von 35,6 Tei len p - Isohexylphenol, 14 Teilen Natrium hydroxyd und 6 Teilen eines Emulgiermit- tels einlaufen. Am folgenden Tage setzt man noch eine Lösung von 8 Teilen Natrium hydroxyd zu,
heizt auf etwa 60 C an, nutscht bei Zimmertemperatur ab, wäscht aus und trocknet. Der Farbstoff löst sich in organischen Lösungsmitteln mit gelbbrauner Farbe.
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-isohegylphenol.
As has now also been found, a dye with similar properties is obtained if 1, 5-diaminonaphthalene is tetrazotized and the tetrazo compound is coupled with p-isohexylphenol.
<I> Example: </I> 15.8 parts of finely powdered 1 are stirred. 5-diaminonaphthalene with 100 parts of hydrochloric acid of 12 BA, ice and sodium chloride are added and a concentrated aqueous solution of 14.5 parts of sodium nitrite is run at the lowest possible temperature; the mixture is stirred for a further 1 to 2 hours and filtered.
During the entire duration of the process, sodium nitrite should always be clearly detectable in the solution. The clear filtrate, containing the tetrazo compound of 1. 5-Diaminonaphthalins can be run at 0 to 3 C in an aqueous solution of 35.6 parts of p-isohexylphenol, 14 parts of sodium hydroxide and 6 parts of an emulsifier. On the following day a solution of 8 parts of sodium hydroxide is added,
heats up to about 60 C, sucks off at room temperature, washes out and dries. The dye dissolves in organic solvents with a yellow-brown color.
Claims (1)
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201847X | 1936-03-31 | ||
| DE201844X | 1936-03-31 | ||
| DE201845X | 1936-03-31 | ||
| DE201849X | 1936-03-31 | ||
| DE201856X | 1936-03-31 | ||
| DE201848X | 1936-03-31 | ||
| DE201846X | 1936-03-31 | ||
| CH198710T | 1937-01-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201856A true CH201856A (en) | 1938-12-15 |
Family
ID=27570416
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201856D CH201856A (en) | 1936-03-31 | 1937-01-22 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201856A (en) |
-
1937
- 1937-01-22 CH CH201856D patent/CH201856A/en unknown
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