CH201837A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH201837A CH201837A CH201837DA CH201837A CH 201837 A CH201837 A CH 201837A CH 201837D A CH201837D A CH 201837DA CH 201837 A CH201837 A CH 201837A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- disazo dye
- dye
- parts
- diazotized
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- 150000008049 diazo 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 3
- AWPROQFCCQOROZ-UHFFFAOYSA-N 4-(4-methylpentyl)phenol Chemical compound CC(C)CCCC1=CC=C(O)C=C1 AWPROQFCCQOROZ-UHFFFAOYSA-N 0.000 description 2
- 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
- PFRYFZZSECNQOL-UHFFFAOYSA-N 2-methyl-4-[(2-methylphenyl)diazenyl]aniline Chemical compound C1=C(N)C(C)=CC(N=NC=2C(=CC=CC=2)C)=C1 PFRYFZZSECNQOL-UHFFFAOYSA-N 0.000 description 1
- 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
- 239000007864 aqueous 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
- 239000003995 emulsifying agent Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000243 solution 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 198710. Verfahren zur Herstellung eines Bisazofarbstoffes. 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-Isohegylphenol kuppelt.
Wie nun weiter gefunden wurde, erhält man einen Farbstoff mit ganz ähnlichen Ei genschaften, wenn man 4'-Amino-2.3'-di- methyl-azo-benzol diazotiert und die Diazo- verbindung mit p-Isohexylphenol kuppelt.
<I>Beispiel:</I> Man diazotiert in üblicher Weise 22.,5 Teile 4'-Amino-2. 3'-dimethyl-azo-benzol nach Zugabe von 60 Teilen Salzsäure 12' B6 mit 6,9 Teilen Natriumnitrit, filtriert die Diazo- lösung und lässt sie bei 0<B>'</B>zu einer wässerigen Lösung von 17,8 Teilen p-Isohexylphenol und 10 Teilen Natriumhydroxyd, der man zweckmässig ein Emulgiermittel zusetzt,
ein- laufen. Nach Beendigung der Kupplung heizt man auf etwa 60 hoch, nutscht bei Zimmertemperatur ab, wäscht aus und trock net. Der Farbstoff löst sich in organischen Lösungsmitteln mit einem bräunlichen Orange.
Additional patent to main patent No. 198710. Process for the production of a bisazo 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 been further found, a dye with very similar properties is obtained if 4'-amino-2,3'-dimethyl-azo-benzene is diazotized and the diazo compound is coupled with p-isohexylphenol.
<I> Example: </I> 22.5 parts of 4'-amino-2 are diazotized in the usual way. 3'-dimethyl-azo-benzene, after adding 60 parts of hydrochloric acid 12 'B6 with 6.9 parts of sodium nitrite, the diazo solution is filtered and leaves it at 0 to give an aqueous solution of 17.8 Parts of p-isohexylphenol and 10 parts of sodium hydroxide, to which an emulsifier is expediently added,
come in. After the coupling is complete, the temperature is raised to about 60, suction filtered at room temperature, washed out and dried. The dye dissolves in organic solvents with a brownish orange.
Claims (1)
Applications Claiming Priority (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE201845X | 1936-03-31 | ||
| DE201848X | 1936-03-31 | ||
| DE201844X | 1936-03-31 | ||
| DE201847X | 1936-03-31 | ||
| DE201849X | 1936-03-31 | ||
| DE201837X | 1936-03-31 | ||
| DE201846X | 1936-03-31 | ||
| CH198710T | 1937-01-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH201837A true CH201837A (en) | 1938-12-15 |
Family
ID=27570403
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH201837D CH201837A (en) | 1936-03-31 | 1937-01-22 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH201837A (en) |
-
1937
- 1937-01-22 CH CH201837D patent/CH201837A/en unknown
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