CH200547A - Process for the production of a chromium compound of triphenylmethane dye which is soluble in organic solvents containing hydroxyl groups from p-dimethylaminobenzaldehyde and o-cresotinic acid. - Google Patents
Process for the production of a chromium compound of triphenylmethane dye which is soluble in organic solvents containing hydroxyl groups from p-dimethylaminobenzaldehyde and o-cresotinic acid.Info
- Publication number
- CH200547A CH200547A CH200547DA CH200547A CH 200547 A CH200547 A CH 200547A CH 200547D A CH200547D A CH 200547DA CH 200547 A CH200547 A CH 200547A
- Authority
- CH
- Switzerland
- Prior art keywords
- dimethylaminobenzaldehyde
- organic solvents
- soluble
- chromium compound
- triphenylmethane dye
- Prior art date
Links
- BGNGWHSBYQYVRX-UHFFFAOYSA-N 4-(dimethylamino)benzaldehyde Chemical compound CN(C)C1=CC=C(C=O)C=C1 BGNGWHSBYQYVRX-UHFFFAOYSA-N 0.000 title claims description 7
- 150000001845 chromium compounds Chemical class 0.000 title claims description 7
- 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 7
- WHSXTWFYRGOBGO-UHFFFAOYSA-N 3-methylsalicylic acid Chemical compound CC1=CC=CC(C(O)=O)=C1O WHSXTWFYRGOBGO-UHFFFAOYSA-N 0.000 title claims description 6
- 239000003960 organic solvent Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 title 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000003085 diluting agent Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000004922 lacquer 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
- 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
- C09B11/22—Amino derivatives of triarylmethanes containing OH groups bound to an aryl nucleus and their ethers and esters
-
- 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
- C09B5/20—Flavanthrones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung einer in hydroaylgruppenhaltigen organischen Lösungsmitteln löslichen Chromverbindung des TriphenylmethanfarbstofFes aus p-Dimethylaminobenzaldehyd und o-gresotinsäure. Gegenstand dieses Patentes ist ein Ver fahren zur Darstellung einer in hydrogyl- gruppenhaltigen, organischen Lösungsmitteln löslichen Chromverbindung des Triphenyl- methanfarbstoffes aus p-Dimethylaminobenz- aldehyd und o-Kresotinsäure. Behandelt man,
zweckmässig unter Erhitzen, die zum Bei spiel nach üblichem Verfahren dargestellte, in Wasser und organischen Lösungsmitteln unlösliche Chromverbindung des Triphenyl- methanfarbstoffes aus p-Dimethylaminobenz- aldehyd und o-Kresotinsäure mit Salzsäure oder Verbindungen, die Salzsäure abspalten, in Gegenwart von organischen Verdünnungs mitteln, so erhält man nach dem Verjagen des Verdünnungsmittels ein violettes, gelb glänzendes Pulver,
das in niederen Alkoholen sehr gut löslich ist und dessen Lackfärbun gen sich durch sehr gute Lichtechtheit aus zeichnen. Beispiel: 106 Teile der unlöslichen Chromverbin dung des Triphenylmethanfarbstoffes aus 1 Mol. p-Dimethylaminobenzaldehyd konden siert mit 2 Mol. o-Kresotinsäure, geben b<U>eim</U> Rühren in 500 Teilen Alkohol bei 60 bis <B>78'</B> C, mit 50 Teilen 31%iger Salzsäure tropfenweise in 60 Minuten versetzt, eine klare violette Lösung.
Durch Abdestillieren des Alkohols und Trocknen des Rückstandes im Vakuum erhält man die in niederen Al koholen zu 10 oder mehr Prozent lösliche neue Verbindung als violettes, gelbglänzendes Pulver.
Process for the preparation of a chromium compound of the triphenylmethane dye from p-dimethylaminobenzaldehyde and o-gresotinic acid which is soluble in organic solvents containing hydroal groups. The subject of this patent is a process for the preparation of a chromium compound of triphenyl methane dye made from p-dimethylaminobenzaldehyde and o-cresotinic acid which is soluble in organic solvents containing hydrogyl groups. Are you treating
expediently with heating, the chromium compound of the triphenyl methane dye made from p-dimethylaminobenzaldehyde and o-cresotinic acid with hydrochloric acid or compounds that split off hydrochloric acid, which is insoluble in water and organic solvents, in the presence of organic diluents, after chasing away the diluent, a violet, yellow shiny powder is obtained,
which is very soluble in lower alcohols and whose lacquer colors are characterized by very good lightfastness. Example: 106 parts of the insoluble chromium compound of the triphenylmethane dye from 1 mole of p-dimethylaminobenzaldehyde condenses with 2 moles of o-cresotinic acid, give it with stirring in 500 parts of alcohol at 60 to 78 ' </B> C, with 50 parts of 31% hydrochloric acid added dropwise over 60 minutes, a clear purple solution.
By distilling off the alcohol and drying the residue in vacuo, the new compound, which is 10 percent or more soluble in lower alcohols, is obtained as a violet, shiny yellow powder.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH197284T | 1937-02-06 | ||
| CH200547T | 1937-02-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH200547A true CH200547A (en) | 1938-10-15 |
Family
ID=25722971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH200547D CH200547A (en) | 1937-02-06 | 1937-02-06 | Process for the production of a chromium compound of triphenylmethane dye which is soluble in organic solvents containing hydroxyl groups from p-dimethylaminobenzaldehyde and o-cresotinic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH200547A (en) |
-
1937
- 1937-02-06 CH CH200547D patent/CH200547A/en unknown
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