CH203600A - Process for the preparation of a water-soluble azo dye. - Google Patents
Process for the preparation of a water-soluble azo dye.Info
- Publication number
- CH203600A CH203600A CH203600DA CH203600A CH 203600 A CH203600 A CH 203600A CH 203600D A CH203600D A CH 203600DA CH 203600 A CH203600 A CH 203600A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- preparation
- soluble azo
- azo dye
- mol
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 6
- 239000000975 dye Substances 0.000 claims description 5
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical compound C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 3
- 229960004889 salicylic acid Drugs 0.000 claims description 3
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- 239000010985 leather Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- -1 disulfoethylamino Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 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
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 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
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/20—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling compounds of different types
-
- 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
-
- 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
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 199460. Verfahren zur Herstellung eines wasserlöslichen Azofarbstoffes. Gegenstand des vorliegenden Zusatzpaten tes ist ein Verfahren zur Herstellung eines wasserlöslichen Azofarbstoffes, welehes da durch gekennzeichnet ist, dass man die durch Kuppeln von 1 Mol tetrazotiertem Benzidin mit 1 Mol Salizylsäure erhältliche Diazoazo- verbindungmit 2-(Di-sulfoäthylamino)
-8-naph- tol-6-sulfonsäure in alkalischem Medium ver einigt.
<I>Beispiel:</I> 18,4 Gewichtsteile Benzidin (Mol. Gew.184) werden in Gegenwart von 50 Volumteilen Salz säure von 20 B6 bei 0 mit 13,8 Gewichts teilen Natriumnitrit auf übliche Weise tetra- zotiert. Die Lösung der erhaltenen Tetrazo- verbindung fliesst bei 5-10 C unter Rüh ren langsam in eine mit überschüssigem Natriumcarbonat versetzte wässrige Lösung von 14,
6 Gewichtsteilen Salicylsäure (Mol. Gew. 138). Nach beendeter Bildung des Mono- azofarbstoffes wird eine wässrige Suspension von 54 Gewichtsteilen des Natriumsalzes der 2-(Di-sulfoäthylamino)-8-naphthol-6-sulfon- säure (Mol. Gew. 521) zugegeben. Im soda- alkalischen Medium erfolgt die Bildung des Disazofarbstoffes sehr rasch. Der fertige Farb stoff wird bei 50 C ausgesalzen, isoliert und getrocknet.
Er bildet ein schwarzbraunes Pulver, das sich in Wasser mit dunkelbrauner Farbe löst und Leder in tiefdunkelbraunen Tönen gut einfärbt.
<B> Additional patent </B> to main patent no. 199460. Process for the production of a water-soluble azo dye. The subject of the present additional patent is a process for the production of a water-soluble azo dye, which is characterized in that the diazoazo compound obtained by coupling 1 mol of tetrazotised benzidine with 1 mol of salicylic acid is obtained with 2- (disulfoethylamino)
-8-naphthol-6-sulfonic acid united in an alkaline medium.
<I> Example: </I> 18.4 parts by weight of benzidine (mol. Gew. 184) are tetrasotized in the presence of 50 parts by volume of hydrochloric acid of 20 B6 at 0 with 13.8 parts by weight of sodium nitrite in the usual way. The solution of the tetrazo compound obtained flows slowly at 5-10 ° C. with stirring into an aqueous solution of 14 with excess sodium carbonate,
6 parts by weight of salicylic acid (mol. Wt. 138). When the formation of the monoazo dye has ended, an aqueous suspension of 54 parts by weight of the sodium salt of 2- (disulfoethylamino) -8-naphthol-6-sulfonic acid (mol. Wt. 521) is added. The formation of the disazo dye occurs very quickly in a soda-alkaline medium. The finished dye is salted out at 50 C, isolated and dried.
It forms a black-brown powder that dissolves in water with a dark brown color and colors leather well in deep dark brown tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE203600X | 1935-10-15 | ||
| CH199460T | 1938-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH203600A true CH203600A (en) | 1939-03-15 |
Family
ID=25723297
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH203600D CH203600A (en) | 1935-10-15 | 1936-10-09 | Process for the preparation of a water-soluble azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH203600A (en) |
-
1936
- 1936-10-09 CH CH203600D patent/CH203600A/en unknown
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