DE468181C - Process for the preparation of compounds of the triarylmethane dye bases - Google Patents

Process for the preparation of compounds of the triarylmethane dye bases

Info

Publication number
DE468181C
DE468181C DEI28475D DEI0028475D DE468181C DE 468181 C DE468181 C DE 468181C DE I28475 D DEI28475 D DE I28475D DE I0028475 D DEI0028475 D DE I0028475D DE 468181 C DE468181 C DE 468181C
Authority
DE
Germany
Prior art keywords
water
compounds
preparation
triarylmethane dye
dye bases
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
DEI28475D
Other languages
German (de)
Inventor
Dr Oswald Meyer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to DEI28475D priority Critical patent/DE468181C/en
Application granted granted Critical
Publication of DE468181C publication Critical patent/DE468181C/en
Expired legal-status Critical Current

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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
    • C09B11/12—Amino derivatives of triarylmethanes without any OH group bound to an aryl nucleus
    • C09B11/20—Preparation from other triarylmethane derivatives, e.g. by substitution, by replacement of substituents

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Verfahren zur Darstellung von Verbindungen der Triarylmethanfarbstoffbasen Es wurde gefunden, daß man wertvolle Produkte erhält; wenn man die Basen der Triarylmethanfarbstoffe mit den Oxynaphthoesäuren verbindet. Vorteilhaft arbeitet man dabei so, daß man wäßrige Lösungen der Triarvlmethanfarbstoffsalze mit w äßrigen Lösungen der Oxynaphthoesäurealkalisalze fällt. Man kann aber auch so verfahren, daß man Triarylmethanfarbstoffbase und Oxynaphthoesäure in alkoholischer Lösung aufeinander einwirken läßt. Die so erhaltenen Verbindungen sind in Wasser unlöslich, in Sprit dagegen leicht löslich. Sie können an Stelle der bisher bekannten spritlöslichen Farbstoffe verwendet werden, haben aber den Vorteil, daß sie praktisch wasserunlöslich sind. Sie sind in erster Linie zur Herstellung von spritlöslichen Druckfarben gedacht, die nach dem Druck wasserunlöslich sind. Beispiel i 282g 2 # 3-Oxynaphthoesäure werden mit 6o g Natriumhydroxyd in 9 1 Wasser gelöst und bei 5o bis 6o° unter kräftigem Rühren zu einer Auflösung von 308 g Fuchsinchlorhydrat in 2o 1 Wasser, die eine Temperatur von 5o° hat,-- gegeben. Nach dem Erkalten wird abfiltriert. Der Filterrückstand wird, wenn nötig, noch einmal mit kaltem Wasser digeriert zur Entfernung von etwa vorhandenem unveränderten Fuchsin und dann getrocknet.Process for the preparation of compounds of the triarylmethane dye bases It has been found that valuable products are obtained; if you connect the bases of the triarylmethane dyes with the oxynaphthoic acids. It is advantageous to work in such a way that aqueous solutions of the triamethane dye salts are precipitated with aqueous solutions of the oxynaphthoic acid alkali salts. However, one can also proceed in such a way that the triarylmethane dye base and oxynaphthoic acid are allowed to act on one another in an alcoholic solution. The compounds obtained in this way are insoluble in water, but easily soluble in fuel. They can be used in place of the previously known fuel-soluble dyes, but have the advantage that they are practically insoluble in water. They are primarily intended for the production of fuel-soluble printing inks that are insoluble in water after printing. Example i 282 g of 2 # 3-oxynaphthoic acid are dissolved with 60 g of sodium hydroxide in 9 l of water and added at 50 to 60 ° with vigorous stirring to dissolve 308 g of fuchsin chlorohydrate in 20 l of water at a temperature of 50 ° . After cooling, it is filtered off. If necessary, the filter residue is digested again with cold water to remove any unchanged fuchsin and then dried.

Beispiel e 282g 2 # 3-Oxynaphthoesäure und 6o g Natriumhydroxyd werden in 91 Wasser gelöst und bei 5o bis 6o° eine 5o° warme Lösung von 236 g Methylviolett in Form des Chlorhydrates in 121 Wasser unter Rühren zugegeben und die erhaltene Fällung wie in Beispiel i aufgearbeitet. Beispiel 3 376g 2 - 6-Naphtholcarbonsäure und 8o g Natriumhydroxyd werden in i21 Wasser gelöst und bei 5o bis 6o° unter kräftigem Rühren eine Auflösung von .463 g Benzalgrün (in Form des Oxalates) in 2o 1 Wasser, die eine Temperatur von 5o° hat, zugegeben. Nach dem Erkalten wird abfiltriert. Beispiel q. 2329 2 # 3 # 6-Naphtholdicarbonsäure und 8o g Natriumhydroxyd werden in io 1 Wasser gelöst und bei 5o bis 6o° unter Rühren eine Sod warme Auflösung von 410 g FuchsinchlorhYdrat in 2S 1 Wasser zugegeben. Nach dem Erkalten wird abfiltriert. Der Filterrückstand wird, wenn nötig, noch einmal mit kaltem Wasser digeriert zur Entfernung von unverändertem Fuchsin.Example e 282 g of 2 # 3-oxynaphthoic acid and 6o g of sodium hydroxide are dissolved in 91% of water and at 5o to 6o ° a 5o ° warm solution of 236 g of methyl violet in the form of the chlorohydrate in 121 water is added with stirring and the resulting precipitate as in Example i worked up. EXAMPLE 3 376 g of 2-6-naphtholcarboxylic acid and 80 g of sodium hydroxide are dissolved in 21% of water and, at 50 to 60 °, with vigorous stirring, 463 g of benzal green (in the form of the oxalate) are dissolved in 2o 1 of water, which has a temperature of 5o ° has admitted. After cooling, it is filtered off. Example q. 2329 2 # 3 # 6-naphthol dicarboxylic acid and 8o g sodium hydroxide are dissolved in 10 1 water and a warm solution of 410 g fuchsine chlorohydrate in 2½ 1 water is added at 50 to 60 ° with stirring. After cooling, it is filtered off. If necessary, the filter residue is digested again with cold water to remove unchanged fuchsin.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung von Verbindungen der Triarylmethanfarbstoffbasen, darin bestehend, dafi man die Basen der Triarylmethanfarbstoffe mit Oxynaphthoesäuren verbindet. Claim: Process for the preparation of compounds of the triaryl methane dye bases, consisting in that the bases of the triaryl methane dyes are connected with oxynaphthoic acids.
DEI28475D 1926-07-06 1926-07-06 Process for the preparation of compounds of the triarylmethane dye bases Expired DE468181C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI28475D DE468181C (en) 1926-07-06 1926-07-06 Process for the preparation of compounds of the triarylmethane dye bases

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI28475D DE468181C (en) 1926-07-06 1926-07-06 Process for the preparation of compounds of the triarylmethane dye bases

Publications (1)

Publication Number Publication Date
DE468181C true DE468181C (en) 1928-11-08

Family

ID=7187040

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI28475D Expired DE468181C (en) 1926-07-06 1926-07-06 Process for the preparation of compounds of the triarylmethane dye bases

Country Status (1)

Country Link
DE (1) DE468181C (en)

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