CH235457A - Process for the preparation of a water-soluble monoazo dye. - Google Patents
Process for the preparation of a water-soluble monoazo dye.Info
- Publication number
- CH235457A CH235457A CH235457DA CH235457A CH 235457 A CH235457 A CH 235457A CH 235457D A CH235457D A CH 235457DA CH 235457 A CH235457 A CH 235457A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- preparation
- sulfonic acid
- chloro
- amino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 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 title claims description 3
- 239000000975 dye Substances 0.000 claims description 8
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims description 4
- NEGPZGPAOPCNPD-UHFFFAOYSA-N 2-amino-3-chloro-5-nitrobenzenesulfonic acid Chemical compound NC1=C(Cl)C=C([N+]([O-])=O)C=C1S(O)(=O)=O NEGPZGPAOPCNPD-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 3
- 238000004043 dyeing Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- -1 1-amino-2-chloro-6-nitrobenzene-4-sulfonic acid sodium Chemical compound 0.000 description 1
- QBLCRXSRSFKFFQ-UHFFFAOYSA-N 4-amino-3-chloro-5-nitrobenzenesulfonic acid Chemical compound [N+](=O)([O-])C=1C=C(C=C(C1N)Cl)S(=O)(=O)O QBLCRXSRSFKFFQ-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000002253 acid 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
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines wasserlöslichen Monoazofarbstoifes. Nach dem im Hauptpatent beschriebenen Verfahren erhält man einen Leder in gelb braunen Tönen einheitlich durchfärbenden Farbstoff von guter Licht-, Säure- und Wasserechtheit, wenn man 1-Amino-2-chlor- 4-nitrobenzol-6-sulfosäure diazotiert und die Diazoverbindung mit Phenylaminodi (äthan- sulfonsäure der Formel
EMI0001.0009
kuppelt.
Wie nun weiter gefunden wurde, erhält man einen Farbstoff von ähnlichen Eigen schaften, wenn man ein Gemisch von 1-Amino- 2 -chlor - 6-nitrobenzol-4- sulfosäure und 1-Amino-2-chlor-4-nitrobenzol-6-sulfo- säure diazotiert und die Diazoverbindung mit der Phenylaminodi (äthansulfonsäure) kuppelt.
Beispiel: Ein Gemisch von etwa 70 Teilen 1-amino- 2-chlor-6-nitrobenzol-4-sulfonsaurem Natrium und etwa<B>30</B> Teilen 1-amino-2-chlor-4-nitro- benzol-6-sulfonsaurem Natrium wird, wie im Hauptpatent beschrieben, mit der entspre- chenden Menge Natriumnitrit diazotiert. Bei der Kupplung mit der äquivalenten Menge des Natriumsalzes der Phenylaminodi (äthan- sulfonsäure) erhält man einen Farbstoff,
der das Leder in gelbbraunen Tönen einheitlich durchfärbt. Die Färbungen besitzen eine sehr gute Wasserechtheit.
Process for the preparation of a water-soluble monoazo dye. The process described in the main patent gives a leather in yellow-brown shades uniformly through-dyed dye of good light, acid and water fastness, if 1-amino-2-chloro-4-nitrobenzene-6-sulfonic acid is diazotized and the diazo compound with phenylaminodi (ethane sulfonic acid of the formula
EMI0001.0009
clutch.
As has now been found, a dye of similar properties is obtained if a mixture of 1-amino-2-chloro-6-nitrobenzene-4-sulfonic acid and 1-amino-2-chloro-4-nitrobenzene-6- sulfonic acid diazotized and the diazo compound with the phenylamino di (ethanesulfonic acid) couples.
Example: A mixture of about 70 parts of 1-amino-2-chloro-6-nitrobenzene-4-sulfonic acid sodium and about 30 parts of 1-amino-2-chloro-4-nitrobenzene-6 As described in the main patent, sodium sulfonic acid is diazotized with the appropriate amount of sodium nitrite. Coupling with the equivalent amount of the sodium salt of phenylamino di (ethane sulfonic acid) gives a dye
which dyes the leather uniformly in yellow-brown tones. The dyeings have very good waterfastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE235457X | 1939-08-24 | ||
| CH232888T | 1942-12-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235457A true CH235457A (en) | 1944-11-30 |
Family
ID=25727771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235457D CH235457A (en) | 1939-08-24 | 1942-12-11 | Process for the preparation of a water-soluble monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235457A (en) |
-
1942
- 1942-12-11 CH CH235457D patent/CH235457A/en unknown
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