CH282631A - Process for the preparation of an indolyl-diphenylmethane dye. - Google Patents
Process for the preparation of an indolyl-diphenylmethane dye.Info
- Publication number
- CH282631A CH282631A CH282631DA CH282631A CH 282631 A CH282631 A CH 282631A CH 282631D A CH282631D A CH 282631DA CH 282631 A CH282631 A CH 282631A
- Authority
- CH
- Switzerland
- Prior art keywords
- indolyl
- dye
- preparation
- diphenylmethane dye
- diphenylmethane
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- IRBQXLPYJHWQTM-UHFFFAOYSA-N 2-benzhydryl-1h-indole Chemical compound N1C2=CC=CC=C2C=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 IRBQXLPYJHWQTM-UHFFFAOYSA-N 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 7
- 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 claims description 3
- 239000007859 condensation product Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-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 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- ATGUVEKSASEFFO-UHFFFAOYSA-N p-aminodiphenylamine Chemical compound C1=CC(N)=CC=C1NC1=CC=CC=C1 ATGUVEKSASEFFO-UHFFFAOYSA-N 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-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)
- Compositions Of Macromolecular Compounds (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>278943.</B> Verfahren zur Herstellung eines Indolyl-diphenylmethaufarbstoffes. Gegenstand des vorliegenden Zusatzpaten tes ist ein Verfahren zur Herstellung eines Indolyl <B>-</B> diphenylniethanfarbstoffes, welches dadurch gekennzeichnet ist, dass man 4,4'-Di- chlorbenzoplienon-3,3'-di.-,
ulfosäure mit 1-Me- thyl-2-phenylindol in etwa molekularem Ver hältnis kondensiert und das erhaltene Kon densationsprodukt mit einem übersehuss von p-Aminodiplienylamin umsetzt.
<I>Beispiel:</I> Man kondensiert<B>35</B> Gewiehtsteile 4,4'-di- chlorbenzophenon-3,3'-disullosaures Natrium mit 14,5 Gewiehtsteilen 1-Methyl-2-phenyl- indol in<B>150</B> Gewiehtsteilen 301/oiger Salz säure 20 Stunden bei 60oC,
saugt das rote Zwischenprodukt ab und versehmilzt mit<B>150</B> Gewichtsteilen p-Aminodiphenylamin bei Ge genwart von Glykol<B>5</B> Stunden bei 9011 <B>C.</B> Die überschüssige Base entfernt man durch Ex traktion mit verdünnter Salzsäure, löst den Farbstoff in verdünnter Sodalösung und salzt mit Kochsalz aus.
Das so erhaltene Produkt stellt ein violett glänzendes Pulver dar, das Wolle und Seide in marineblauen Tönen von sehr guter Licht-, Wasch- und Walkeehtheit färbt.
Additional patent to main patent no. <B> 278943. </B> Process for the preparation of an indolyl-diphenylmethane dye. The subject of the present additional patent is a process for the preparation of an indolyl diphenylniethane dye, which is characterized in that 4,4'-dichlorobenzoplienone-3,3'-di.-,
Sulphonic acid is condensed with 1-methyl-2-phenylindole in an approximately molecular ratio and the condensation product obtained is reacted with an excess of p-aminodiplienylamine.
<I> Example: </I> <B> 35 </B> parts by weight of 4,4'-dichlorobenzophenone-3,3'-disullosauresodium are condensed with 14.5 parts by weight of 1-methyl-2-phenylindole in <B> 150 </B> parts by weight of 301 / o hydrochloric acid for 20 hours at 60oC,
The red intermediate product is suctioned off and melted with <B> 150 </B> parts by weight of p-aminodiphenylamine in the presence of glycol for <B> 5 </B> hours at 9011 <B> C. </B> The excess base is removed by extraction with dilute hydrochloric acid, the dye dissolves in dilute soda solution and salted with table salt.
The product obtained in this way is a shimmering violet powder which dyes wool and silk in navy blue shades of very good lightfastness, washfastness and looseness.
Claims (1)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE282631X | 1949-04-23 | ||
| DE10649X | 1949-06-01 | ||
| CH278943T | 1949-06-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH282631A true CH282631A (en) | 1952-04-30 |
Family
ID=27178136
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH282631D CH282631A (en) | 1949-04-23 | 1949-06-24 | Process for the preparation of an indolyl-diphenylmethane dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH282631A (en) |
-
1949
- 1949-06-24 CH CH282631D patent/CH282631A/en unknown
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