DE492000C - Process for the preparation of quinizarin sulphonic acids and their derivatives - Google Patents

Process for the preparation of quinizarin sulphonic acids and their derivatives

Info

Publication number
DE492000C
DE492000C DEI33925D DEI0033925D DE492000C DE 492000 C DE492000 C DE 492000C DE I33925 D DEI33925 D DE I33925D DE I0033925 D DEI0033925 D DE I0033925D DE 492000 C DE492000 C DE 492000C
Authority
DE
Germany
Prior art keywords
derivatives
preparation
quinizarin
sulphonic acids
quinizarine
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
DEI33925D
Other languages
German (de)
Inventor
Dr Hans Mildner
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 DEI33925D priority Critical patent/DE492000C/en
Application granted granted Critical
Publication of DE492000C publication Critical patent/DE492000C/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
    • C09B1/02—Hydroxy-anthraquinones; Ethers or esters thereof
    • C09B1/06—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/12—Dyes containing sulfonic acid groups

Landscapes

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

Description

Verfahren zur Darstellung von Chinizarinsulfosäure und ihren Derivaten Läßt man Oleum. auf Chinizarin einwirken, so erhält man außer Oxydationsprodukten, wie Purpurinsulfosätire, ein Gemisch von Sulfosäuren, das technisch ohne Wert ist.Process for the preparation of quinizarine sulfonic acid and its derivatives If you leave oleum. act on quinizarin, in addition to oxidation products, one obtains like purpurinsulfosätire, a mixture of sulfonic acids which is technically of no value.

Es wurde nun überraschenderweise gefunden, daß man demgegenüber die technisch wichtige Chinizarin-6-sulfosäure und ihre Derivate in vorzüglicher Reinheit und ol#ne .Nebenprodukte erhalten kann, wenn man die Borsäureester des Chinizarins und seiner Derivate mit oder ohne Zusatz von Otiecksilber oder Quecksilberverbindungen mlit rauchender Schwefelsäure, die in weiten Grenzen variiert werden kann, erhitzt. Die Reaktion wird durch den Zusatz der Ouecksilbersalze beschleunigt. Das Verfahren verläuft äußerst glatt und führt zu quantitativen Ausbeuten. Beispiel I Man stellt aus ?- Gewichtsteilen Chinizarin tind i Gewichtsteil kristallisierter Borsäure in i o Gewichtsteilen 20er Oleum den Borsätireester des Chinizarins dar, fügt io Gewichtsteile 65er Oleum und etwas Quecksilbersulfat zu und erhitzt dann auf i7o bis i8o" C. Nach Beendigung der Sulfierung wird in Wasser gegessen und die erhaltene Chinizarin-6-sulfosäure durch Aussalzen abgeschieden. Beispiel 2 Methylchinizarin wird nach Beispiel i in den Borsäureester übergeführt und dieser mit rauchender Schwefelsäure erwärmt. Die erhaltene Methvlchinizarinsulfosäure wird aus der wäßrigen Lösung des Stilfiergemisches durch Aussalzen abgeschieden.It has now been found, surprisingly, that the technically important quinizarine-6-sulfonic acid and its derivatives can be obtained in excellent purity and ol # ne. By-products if the boric acid esters of quinizarine and its derivatives with or without the addition of otysilver or mercury compounds fuming sulfuric acid, which can be varied within wide limits, heated. The reaction is accelerated by adding the mercury salts. The process is extremely smooth and results in quantitative yields. EXAMPLE I The boric acid ester of quinizarin is prepared from? - parts by weight of quinizarin and 1 part by weight of crystallized boric acid in 10 parts by weight of 20% oleum, 10 parts by weight of 65% oleum and a little mercury sulphate are added and then heated to between 170 and 180 ° C. After the sulfation is complete, in Eaten water and the quinizarine-6-sulfonic acid obtained is separated out by salting out. EXAMPLE 2 Methylquinizarine is converted into the boric acid ester according to Example i and this is heated with fuming sulfuric acid.

Claims (1)

PATENTANSP.RUCII: Verfahren zur Darstellung von Chinizarinsulfosäure und ihren Derivaten, bei denen die Sulfogruppe sich im Nebenkern befindet, dadurch gekennzeichnet, daß man ,len Borsäureester des Chinizarins und seiner Derivate mit oder ohne Zusatz von Quecksilber oder Quecksilberverbindungen mit rauchender Schwefelsäure erhitzt.PATENTANSP.RUCII: Process for the preparation of quinizarine sulfonic acid and their derivatives in which the sulfo group is in the minor nucleus, thereby characterized in that one, len boric acid ester of quinizarin and its derivatives with or without the addition of mercury or mercury compounds with fuming sulfuric acid heated.
DEI33925D 1928-03-23 1928-03-23 Process for the preparation of quinizarin sulphonic acids and their derivatives Expired DE492000C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI33925D DE492000C (en) 1928-03-23 1928-03-23 Process for the preparation of quinizarin sulphonic acids and their derivatives

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI33925D DE492000C (en) 1928-03-23 1928-03-23 Process for the preparation of quinizarin sulphonic acids and their derivatives

Publications (1)

Publication Number Publication Date
DE492000C true DE492000C (en) 1930-02-15

Family

ID=7188561

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI33925D Expired DE492000C (en) 1928-03-23 1928-03-23 Process for the preparation of quinizarin sulphonic acids and their derivatives

Country Status (1)

Country Link
DE (1) DE492000C (en)

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