DE576623C - Process for the preparation of ethylated di- and polyaminoanthraquinones - Google Patents

Process for the preparation of ethylated di- and polyaminoanthraquinones

Info

Publication number
DE576623C
DE576623C DEI43309D DEI0043309D DE576623C DE 576623 C DE576623 C DE 576623C DE I43309 D DEI43309 D DE I43309D DE I0043309 D DEI0043309 D DE I0043309D DE 576623 C DE576623 C DE 576623C
Authority
DE
Germany
Prior art keywords
polyaminoanthraquinones
ethylated
preparation
parts
sulfuric acid
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
DEI43309D
Other languages
German (de)
Inventor
Dr Alfred Ehrhardt
Dr Paul Nawiasky
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 DEI43309D priority Critical patent/DE576623C/en
Priority to FR42629D priority patent/FR42629E/en
Application granted granted Critical
Publication of DE576623C publication Critical patent/DE576623C/en
Expired legal-status Critical Current

Links

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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/285—Dyes with no other substituents than the amino groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Description

Verfahren zur Darstellung von äthylierten Di- und Polyaminoanthrachinonen Es ist bekannt, Aminoanthrachinone durch Erwärmen mit Schwefelsäure und Methanol zu methylieren. Erwärmt man dagegen Aminoanthrachinone mit Äthylalkohol und Schwefelsäure, so tritt Äthylierung nur in sehr geringem Maße ,ein.Process for the preparation of ethylated di- and polyaminoanthraquinones It is known to produce aminoanthraquinones by heating with sulfuric acid and methanol to methylate. On the other hand, if you warm aminoanthraquinones with ethyl alcohol and sulfuric acid, so ethylation occurs only to a very small extent.

Es wurde nun gefunden, daß, man in Di-und Polyaminöanthrachinone leicht Athylgruppeneinführen kann, wenn man sie mit Äthylschwefelsäure erwärmt. Die auf diesem Wege zugänglichen äthylierten Di- und Polyaminoanthrachinone sind wertvolle Acetatseidefarbstoffe.It has now been found that di- and polyaminoanthraquinones are easy Ethyl groups can be introduced if they are heated with ethylsulfuric acid. The on Ethylated di- and polyaminoanthraquinones accessible in this way are valuable Acetate silk dyes.

Beispiel i Man löst io Teile I # 4-Diaminoanthrachinon in 5o Teilen Äthylschwefelsäure, erwärmt die Lösung auf etwa 14o bis 1q.5° und hält so lange bei dieser Temperatur, bis eine neutralisierte Probe sich in Aceton blau löst. Man gießt sodann in Wasser, neutralisiert und saugt ab. Das so erhaltene Reaktionsprodukt färbt Acetatseide kräftig rotstichigblau. Es ist nichteinheitlich; durch fraktionierte Kristallisation mit Methanol läßt sich aus ihm unter anderem das z # 4-Dimono,äthylaminoanthrachinon vom Fp. 197 bis 198° isolieren. Beispiel a Man löst i o Teile i # 4 # 5-Triaminoanthrachinon in ioo Teilen Äthylschwefelsäure, lerwärmt auf -etwa 135 bis i4o° und hält ,so lange bei dieser Temperatur, bis eine Probe des Reaktionsproduktes sich in Aceton blau löst. Hierauf wird wie in Beispiel i aufgearbeitet. Das so erhaltene Produkt färbst Aeetatseide kräftig blau.Example i Dissolve 10 parts of I # 4-diaminoanthraquinone in 50 parts Ethyl sulfuric acid, heats the solution to about 14o to 1q.5 ° and lasts for a long time at this temperature until a neutralized sample dissolves blue in acetone. Man then pours into water, neutralizes and sucks off. The reaction product thus obtained dyes acetate silk a deep reddish blue. It's not uniform; through fractional Crystallization with methanol can be used, inter alia, the z # 4-Dimono, äthylaminoanthraquinone isolate from m.p. 197 to 198 °. Example a Dissolve i o parts of i # 4 # 5-triaminoanthraquinone in 100 parts of ethylsulphuric acid, warms up to -about 135 to 14o ° and lasts that long at that temperature until a sample of the reaction product turns blue in acetone solves. This is worked up as in example i. The product obtained in this way stains Acetate silk strong blue.

Beispiel 3 Man löst i o Teile I # 4 # 5 # 8-Tetraaminoanthrachinon in i oo Teilen Athylschwefelsäure, erwärmt auf etwa 13o bis 135° und hält so lange bei dieser Temperatur; bis eine Probe des Reaktionsproduktes sich in ao%iger Schwefelsäure rotviolett löst. Man arbeitet sodann, wie im Beispiel i angegeben, auf. Das so erhaltene Produkt färbt Acetatseide etwas grünstichiger als- das Ausgangsmaterial und besitzt eine vorzügliche Abendfarbe.Example 3 10 parts of I # 4 # 5 # 8-tetraaminoanthraquinone are dissolved in 100 parts of ethylsulphuric acid, heated to about 130 to 135 ° and lasts for a long time at this temperature; until a sample of the reaction product is in ao% sulfuric acid red-violet dissolves. One then works up, as indicated in example i. The thus obtained The product colors acetate silk a little more greenish than the original material and possesses an excellent evening color.

Claims (1)

PA TENTANSPRUCFI Verfahren zur Darstellung von äthylierten Di- und Polyaminoanthrachinonen, dadurch gekennzeichnet, daß man Di- und Polyaminoanthrachinone mit Athylschwefelsäure in der -Wärme behandelt.PA TENTANSPRUCFI Process for the preparation of ethylated di- and Polyaminoanthraquinones, characterized in that one di- and polyaminoanthraquinones treated with ethylsulfuric acid in the heat.
DEI43309D 1931-12-22 1931-12-22 Process for the preparation of ethylated di- and polyaminoanthraquinones Expired DE576623C (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEI43309D DE576623C (en) 1931-12-22 1931-12-22 Process for the preparation of ethylated di- and polyaminoanthraquinones
FR42629D FR42629E (en) 1931-12-22 1932-12-09 New dyes for dyeing cellulose esters and ethers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI43309D DE576623C (en) 1931-12-22 1931-12-22 Process for the preparation of ethylated di- and polyaminoanthraquinones

Publications (1)

Publication Number Publication Date
DE576623C true DE576623C (en) 1933-05-12

Family

ID=7191001

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI43309D Expired DE576623C (en) 1931-12-22 1931-12-22 Process for the preparation of ethylated di- and polyaminoanthraquinones

Country Status (2)

Country Link
DE (1) DE576623C (en)
FR (1) FR42629E (en)

Also Published As

Publication number Publication date
FR42629E (en) 1933-08-23

Similar Documents

Publication Publication Date Title
DE576623C (en) Process for the preparation of ethylated di- and polyaminoanthraquinones
DE497825C (en) Process for the preparation of nitrogenous cow dyes
DE478280C (en) Process for the preparation of the N-methyl-ªÏ-sulfonic acid of diaminochrysazine
DE538108C (en) Process for the preparation of azo dye derivatives
DE462799C (en) Process for the preparation of thiomorpholines of the anthraquinone series
DE531103C (en) Process for the preparation of esters and ethers of cellulose green coloring substances
DE446496C (en) Process for the production of azo dyes
DE646299C (en) Process for the preparation of alkylamines of the anthraquinone series
AT126571B (en) Process for the production of lightfast, transparent lacquers and compounds from nitrocellulose.
DE485188C (en) Process for the representation of real green dyes of the benzanthrone series
DE620837C (en) Process for the production of colored lakes of the anthraquinone series
DE436887C (en) Process for the preparation of Kuepen dyes
DE411593C (en) Process for the preparation of triarylmethane dyes
DE515057C (en) Process for the production of lightfast, blue, transparent Zapon lacquers
DE479027C (en) Process for the preparation of brown Kuepen colors
DE558764C (en) Process for the preparation of acidic wool dyes
CH163772A (en) Process for the preparation of a dye.
DE704927C (en) Process for the production of dyes
DE533499C (en) Process for the preparation of new Kuepen dyes
DE485522C (en) Process for the preparation of Kuepen dyes
DE689924C (en) Process for the production of chromating dyes of the triphenylmethane series
CH142745A (en) Process for the preparation of a new dye of the N-dihydro-1.2.2'.1'-anthraquinonazine series.
CH139392A (en) Process for the preparation of a vat dye.
CH117774A (en) Process for the preparation of a perylene quinone.
CH148990A (en) Process for the preparation of a derivative of the pyranthrone.