CH210521A - Process for the preparation of an acidic dye of the triphenylmethane series. - Google Patents
Process for the preparation of an acidic dye of the triphenylmethane series.Info
- Publication number
- CH210521A CH210521A CH210521DA CH210521A CH 210521 A CH210521 A CH 210521A CH 210521D A CH210521D A CH 210521DA CH 210521 A CH210521 A CH 210521A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- mol
- triphenylmethane
- acidic dye
- Prior art date
Links
- 230000002378 acidificating effect Effects 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 150000004961 triphenylmethanes Chemical class 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims 2
- 239000000975 dye Substances 0.000 claims description 10
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
- 238000009833 condensation Methods 0.000 claims description 3
- 230000005494 condensation Effects 0.000 claims description 3
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 claims description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims 2
- INPKABUKMPBDFK-UHFFFAOYSA-N 4-ethoxy-1-(methylamino)cyclohexa-2,4-diene-1-sulfonic acid Chemical compound CNC1(CC=C(C=C1)OCC)S(=O)(=O)O INPKABUKMPBDFK-UHFFFAOYSA-N 0.000 claims 1
- OKISUZLXOYGIFP-UHFFFAOYSA-N 4,4'-dichlorobenzophenone Chemical compound C1=CC(Cl)=CC=C1C(=O)C1=CC=C(Cl)C=C1 OKISUZLXOYGIFP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- -1 1-isobutyl Chemical group 0.000 description 1
- MXMRPGUGGAIURA-UHFFFAOYSA-N 2-(4-chlorophenyl)-4,6-dimethyl-1-(2-methylpropyl)indole Chemical compound C(C(C)C)N1C(=CC2=C(C=C(C=C12)C)C)C1=CC=C(C=C1)Cl MXMRPGUGGAIURA-UHFFFAOYSA-N 0.000 description 1
- URTYQKUVSRCNAL-UHFFFAOYSA-N 4-ethoxy-n-methylaniline Chemical compound CCOC1=CC=C(NC)C=C1 URTYQKUVSRCNAL-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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)
- Indole Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 205169. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Herstellung eines sauren Farb stoffes der Triphenylmethanreihe, welches dadurch gekennzeichnet ist, dass man den Triphenylmethanfarbstoff, der durch Konden- säion von 1 Mol 4.4'-Dichlorbenzophenon mit 1 Mol 1-Isobutyl-2-p-chlorphenyl-4.6- diinethylindol erhältlich ist, mit 1-Metbyl- amino-4-äthoxyberizolsulfonsäure verschmilzt.
Bei dieser Umsetzung tritt ein Mol des Tri- phenylmethanfarbstoffes mit 2 Mol Methyl- aminoäthoxybenzolsulforisäure in Reaktion.
<I>Beispiel:</I> Das durch Kondensation von 4.4'-Di- chlorbenzophenon mit 1-Isobutyl-2-p-chlor- phenyl-4.6-dimethylindol erhältliche Kon densationsprodukt wird etwa 6 Stunden lang in wässerigem Pyridin mit überschüssiger 1 Methylamino-4-äthoxybenzolsulfonsäure (er hältlich durch Sulfonieren von 1-Methylamino- 4-äthoxybenzol mit der 3fachen Menge kon zentrierter Schwefelsäure bei 100-120 ) bei etwa 100 C erhitzt, bis die Blaufärbung nicht mehr zunimmt. Der so erhaltene saure Farbstoff färbt Wolle und Seide in blauen Tönen.
Additional patent to the main patent No. 205169. The subject of this additional patent is a process for the production of an acidic dye of the triphenylmethane series, which is characterized in that the triphenylmethane dye, which is produced by condensation of 1 mole of 4,4'-dichlorobenzophenone with 1 mole of 1-isobutyl -2-p-chlorophenyl-4,6-diinethylindole is available, fused with 1-methylamino-4-ethoxyberizolsulfonic acid.
In this reaction, one mole of the triphenylmethane dye reacts with 2 moles of methylaminoethoxybenzenesulforic acid.
<I> Example: </I> The condensation product obtainable by condensation of 4,4'-dichlorobenzophenone with 1-isobutyl-2-p-chlorophenyl-4,6-dimethylindole becomes in aqueous pyridine with excess 1 methylamino for about 6 hours -4-ethoxybenzenesulfonic acid (it can be obtained by sulfonating 1-methylamino-4-ethoxybenzene with 3 times the amount of concentrated sulfuric acid at 100-120) heated at about 100 C until the blue color no longer increases. The acidic dye thus obtained dyes wool and silk in blue tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE210521X | 1937-03-25 | ||
| CH205169T | 1938-05-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH210521A true CH210521A (en) | 1940-07-15 |
Family
ID=25724159
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH210521D CH210521A (en) | 1937-03-25 | 1938-05-16 | Process for the preparation of an acidic dye of the triphenylmethane series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH210521A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE905187C (en) * | 1942-06-14 | 1954-04-05 | Hoechst Ag | Process for the production of acidic wool dyes |
| DE1220393B (en) * | 1961-09-18 | 1966-07-07 | Buehler Ag Geb | Fluid supply device for mixer |
-
1938
- 1938-05-16 CH CH210521D patent/CH210521A/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE905187C (en) * | 1942-06-14 | 1954-04-05 | Hoechst Ag | Process for the production of acidic wool dyes |
| DE1220393B (en) * | 1961-09-18 | 1966-07-07 | Buehler Ag Geb | Fluid supply device for mixer |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH210521A (en) | Process for the preparation of an acidic dye of the triphenylmethane series. | |
| DE610068C (en) | Process for the production of dyes | |
| DE498444C (en) | Process for the production of Kuepen dyes of the benzanthrone series | |
| CH210520A (en) | Process for the preparation of an acidic dye of the triphenylmethane series. | |
| CH145884A (en) | Process for the production of a new dye. | |
| CH186175A (en) | Process for the preparation of an acidic dye of the Safranin series. | |
| CH190328A (en) | Process for the preparation of a chromating dye of the anthraquinone oxazole series. | |
| CH184189A (en) | Process for the production of a vat dye. | |
| CH178753A (en) | Process for the production of an acidic dye of the Safranin series. | |
| CH210502A (en) | Process for the preparation of an acidic triphenylmethane dye. | |
| CH191418A (en) | Process for the preparation of 4'-oxyphenyl-4-aminopyrene. | |
| CH281973A (en) | Process for the preparation of a new intermediate dye. | |
| CH211010A (en) | Process for the preparation of a disazo dye. | |
| CH222149A (en) | Process for the preparation of a triarylmethane dye. | |
| CH191420A (en) | Process for the preparation of 2'-oxyphenyl-2-aminochrysen. | |
| CH211052A (en) | Process for the preparation of a chromable triarylmethane dye. | |
| CH222150A (en) | Process for the preparation of a triarylmethane dye. | |
| CH181451A (en) | Process for the preparation of an acidic dye of the Safranin series. | |
| CH145869A (en) | Process for the production of a new dye. | |
| CH211051A (en) | Process for the preparation of a chromable triarylmethane dye. | |
| CH193252A (en) | Process for the production of an acidic wool dye. | |
| CH142162A (en) | Process for the preparation of a new dye of the triphenylmethane series. | |
| CH197183A (en) | Process for the production of a vat dye. | |
| CH193251A (en) | Process for the production of an acidic wool dye. | |
| CH171975A (en) | Process for the preparation of an aqueous solution of the salt of tetramethyldiaminodiphenazthionium chloride with the dye from 1 mole of tetrazo-o-tolidine and 2 moles of 1-amino-8-naphthol-3,6-disulfonic acid. |