CH308478A - Process for the preparation of a triphenylmethane dye. - Google Patents
Process for the preparation of a triphenylmethane dye.Info
- Publication number
- CH308478A CH308478A CH308478DA CH308478A CH 308478 A CH308478 A CH 308478A CH 308478D A CH308478D A CH 308478DA CH 308478 A CH308478 A CH 308478A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- triphenylmethane dye
- phosphorus
- violet
- sulfophthalein
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 6
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 150000003839 salts Chemical class 0.000 claims description 3
- QTYQPEBQHHUSIK-UHFFFAOYSA-N 4-amino-2,5-dimethylbenzenesulfonic acid Chemical compound CC1=CC(S(O)(=O)=O)=C(C)C=C1N QTYQPEBQHHUSIK-UHFFFAOYSA-N 0.000 claims description 2
- 125000001309 chloro group Chemical class Cl* 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
- -1 2-amino-1,4-dimethylbenzene-5-sulphonic acid sodium Chemical compound 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 302913. Verfahren zur Herstellung eines Triphenylmethanfarbstoffes, Gegenstand des vorliegenden Zusatzpaten tes ist ein Verfahren zur Herstellung eines Triphenylmethanfarbstoffes, welches dadurch gekennzeichnet ist, dass man auf das durch Umsetzung eines Resor cin-sulfophthaleins der folgenden Formel:
EMI0001.0006
mit einem Chlorderivat des Phosphors erhal tene innere Salz der 3,6-Dichlor-9-phenyl- Yanthydrol-2',4'-disulfosäure 2-Amino-1,4-di- m.ethylbenzol-5-sulfosäure einwirken lässt.
Beispiel: 16,7 Gewichtsteile 2 - amino -1,4 - dimethyl- benzol-5-sulfosaures Natrium werden mit 35 Volumteilen Diglykol auf 100 C erhitzt.
Nach Zugabe von 8,2 Gewichtsteilen des durch Um setzung eines Resorcin-sulfophthaleins der oben angegebenen Formel mit Phosphoroxy- chlorid erhaltenen innern Salzes der 3,6-Di- chlor - 9 - phenylxanthydrol -2',4'- disulfosäure wird sieben Stunden bei 120-125 C gerührt und die tiefblaue Schmelze in 200 Volumteile gesättigte Kochsalzlösung gegossen. Der ab- geschiedene Farbstoff wird abgesaugt, aus Wasser umgelöst und getrocknet.
An Stelle von Phosphoroxychlorid kann auch Phosphorpentachlorid verwendet werden. Das so erhaltene Produkt stellt ein violettes Pulver dar, das Wolle in violetten Tönen von sehr guten Echtheitseigenschaften färbt.
Additional patent to main patent no. 302913. Process for the production of a triphenylmethane dye, the subject of the present additional patent is a process for the production of a triphenylmethane dye, which is characterized in that the reaction of a resorcin-sulfophthalein of the following formula
EMI0001.0006
with a chlorine derivative of phosphorus obtained inner salt of 3,6-dichloro-9-phenyl-yanthydrol-2 ', 4'-disulfonic acid, 2-amino-1,4-dimethylbenzene-5-sulfonic acid, can act.
Example: 16.7 parts by weight of 2-amino-1,4-dimethylbenzene-5-sulphonic acid sodium are heated to 100 ° C. with 35 parts by volume of diglycol.
After adding 8.2 parts by weight of the inner salt of 3,6-dichloro-9-phenylxanthydrol -2 ', 4'-disulfonic acid obtained by reaction of a resorcinol sulfophthalein of the formula given above with phosphorus oxychloride, for seven hours Stirred at 120-125 C and poured the deep blue melt into 200 parts by volume of saturated saline solution. The deposited dye is filtered off with suction, redissolved in water and dried.
Phosphorus pentachloride can also be used instead of phosphorus oxychloride. The product thus obtained is a violet powder which dyes wool in violet shades with very good fastness properties.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE308478X | 1950-07-20 | ||
| DE90251X | 1951-02-09 | ||
| CH302913T | 1951-06-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH308478A true CH308478A (en) | 1955-07-15 |
Family
ID=27178283
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH308478D CH308478A (en) | 1950-07-20 | 1951-06-29 | Process for the preparation of a triphenylmethane dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH308478A (en) |
-
1951
- 1951-06-29 CH CH308478D patent/CH308478A/en unknown
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