CH210534A - Process for the preparation of an acidic dye. - Google Patents
Process for the preparation of an acidic dye.Info
- Publication number
- CH210534A CH210534A CH210534DA CH210534A CH 210534 A CH210534 A CH 210534A CH 210534D A CH210534D A CH 210534DA CH 210534 A CH210534 A CH 210534A
- Authority
- CH
- Switzerland
- Prior art keywords
- methyl
- dye
- acidic dye
- preparation
- parts
- Prior art date
Links
- 230000002378 acidificating effect Effects 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 12
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- RELJLFYAYAGHEF-UHFFFAOYSA-N 1-methyl-2-phenylindole-3-carboxylic acid Chemical compound OC(=O)C=1C2=CC=CC=C2N(C)C=1C1=CC=CC=C1 RELJLFYAYAGHEF-UHFFFAOYSA-N 0.000 claims description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 claims 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000000981 basic dye Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- SFWZZSXCWQTORH-UHFFFAOYSA-N 1-methyl-2-phenylindole Chemical compound C=1C2=CC=CC=C2N(C)C=1C1=CC=CC=C1 SFWZZSXCWQTORH-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 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
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/26—Triarylmethane dyes in which at least one of the aromatic nuclei is heterocyclic
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 208352. Verfahren zur Herstellung eines sauren Farbstoffes. Im Hauptpatent Nr. ,2088i52 ist ein Ver fahren zur Herstellung eines sauren Farb stoffes angegeben, bei dem 1 Hol N-Methyl- 4 - äthogydiphenylamin - 4'- carbonsäure mit 2 Hol 1-Methyl--2-phenylindol mittels Phos- phorogychlorid kondensiert wird,
worauf der erhaltene basische Farbstoff so lange mit einem sulfonierend wirkenden Mittel behan delt wird, bis zwei Sülfonsäuregruppen ein getreten sind.
Es wurde nun gefunden, dass man einen ebenfalls sehr wertvollen Farbstoff erhält, wenn man 1 Hol 1-Methyl-2-phenylindol-3- carbonsäure mit 2 Hol N-Methyl-4-@äthogy- diphenylamin mittels Phosphorogychlorid kondensiert und den erhaltenen basischen Farbstoff so lange mit einem sulfonierend wirkenden Mittel behandelt, bis zwei Sulfon- säuregruppen eingetreten sind..
Der neue Farbstoff färbt Wolle und Seide in klaren blauen Tönen von ausgezeich neter Lichtechtheit. <I>Beispiel:</I> Man erhitzt 12,6 Teile 1-Methyl-2-phe- nylindol--3-narbonsäure, 22,7 Teile N-Methyl- 4-äthogydiphenylamin und 1'6,4 Teile Phos- phorogychlorid in 12,6 Teilen Toluol 20 Stun- .den lang bei<B>95'C.</B> Der entstandene basische Farbstoff wird abgeschieden, gereinigt und getrocknet.
30 Teile .davon werden in 100 Teile 96%ige Schwefelsäure eingerührt, wor auf die Lösung so lange erwärmt wird, bis der Farbstoff alkalilöslich geworden ist. Man giesst dann die Umsetzungsmischung auf Eis und scheidet die entstandene Disulfonsäure des Farbstoffes durch Zusatz von Natrium- carbonat ab. Er färbt Wolle und Seide in klaren (blauen Tönen von ausgezeichneter Lichtechtheit.
<B> Additional patent </B> to main patent no. 208352. Process for the production of an acidic dye. In the main patent no., 2088i52 a process for the production of an acidic dye is given in which 1 hol N-methyl- 4 - ethogydiphenylamine - 4'-carboxylic acid with 2 hol 1-methyl - 2-phenylindole by means of phosphorogychloride condenses becomes,
whereupon the basic dye obtained is treated with a sulfonating agent until two sulfonic acid groups have occurred.
It has now been found that a very valuable dye is obtained if 1 part of 1-methyl-2-phenylindole-3-carboxylic acid is condensed with 2 parts of N-methyl-4- @ ethogy-diphenylamine by means of phosphorogychloride and the basic dye obtained treated with a sulfonating agent until two sulfonic acid groups have formed ..
The new dye dyes wool and silk in clear blue tones with excellent lightfastness. <I> Example: </I> 12.6 parts of 1-methyl-2-phenylindole-3-narboxylic acid, 22.7 parts of N-methyl-4-ethogydiphenylamine and 16.4 parts of phosphorus are heated phorogychloride in 12.6 parts of toluene for 20 hours at 95 ° C. The resulting basic dye is separated off, cleaned and dried.
30 parts of it are stirred into 100 parts of 96% sulfuric acid, whereupon the solution is heated until the dye has become alkali-soluble. The reaction mixture is then poured onto ice and the disulfonic acid formed in the dye is separated off by adding sodium carbonate. It dyes wool and silk in clear blue shades of excellent lightfastness.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE208352X | 1937-12-03 | ||
| CH208352T | 1938-11-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH210534A true CH210534A (en) | 1940-07-15 |
Family
ID=25724513
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH210532D CH210532A (en) | 1937-12-03 | 1938-11-02 | Process for the preparation of an acidic dye. |
| CH210534D CH210534A (en) | 1937-12-03 | 1938-11-02 | Process for the preparation of an acidic dye. |
| CH210533D CH210533A (en) | 1937-12-03 | 1938-11-02 | Process for the preparation of an acidic dye. |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH210532D CH210532A (en) | 1937-12-03 | 1938-11-02 | Process for the preparation of an acidic dye. |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH210533D CH210533A (en) | 1937-12-03 | 1938-11-02 | Process for the preparation of an acidic dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (3) | CH210532A (en) |
-
1938
- 1938-11-02 CH CH210532D patent/CH210532A/en unknown
- 1938-11-02 CH CH210534D patent/CH210534A/en unknown
- 1938-11-02 CH CH210533D patent/CH210533A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CH210532A (en) | 1940-07-15 |
| CH210533A (en) | 1940-07-15 |
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