DE416953C - Process for the production of azo dyes particularly suitable for chrome printing on cotton - Google Patents

Process for the production of azo dyes particularly suitable for chrome printing on cotton

Info

Publication number
DE416953C
DE416953C DEG52684D DEG0052684D DE416953C DE 416953 C DE416953 C DE 416953C DE G52684 D DEG52684 D DE G52684D DE G0052684 D DEG0052684 D DE G0052684D DE 416953 C DE416953 C DE 416953C
Authority
DE
Germany
Prior art keywords
cotton
azo dyes
particularly suitable
production
chrome
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
DEG52684D
Other languages
German (de)
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.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Priority to DEG52684D priority Critical patent/DE416953C/en
Application granted granted Critical
Publication of DE416953C publication Critical patent/DE416953C/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
    • C09B45/00—Complex metal compounds of azo dyes
    • C09B45/38—Preparation from compounds with —OH and —COOH adjacent in the same ring or in peri position
    • C09B45/40—Chromium compounds

Landscapes

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

Description

Verfahren zur Herstellung für den Chromdruck auf. Baumwolle besonders geeigneter Azofarbstoffe. Die Herstellung von Azofarbstoffen durch Kuppeln von diazotierter 4.-Sulfo-6-aminosalicylsäure mit Phenylpyrazoloncarbonsäuren, wie I-Phenyl-5-pyrazolon-3-carbons,äure und I-p-Sulfophenyl-5-pyrazolon-3-carbonsäureist durch das Patent 134162 bekannt geworden. Diese Farbstoffe sind -für den Chromdruck auf Baumwolle ungeeignet infolge der mangelnden Waschechtheit der erzielbaren Farbtöne.Method of manufacture for chrome printing on. Cotton especially suitable azo dyes. The manufacture of azo dyes by coupling diazotized 4.-sulfo-6-aminosalicylic acid with phenylpyrazolonecarboxylic acids, such as I-phenyl-5-pyrazolon-3-carboxylic acid and I-p-sulfophenyl-5-pyrazolone-3-carboxylic acid is known from patent 134162 become. As a result, these dyes are unsuitable for chrome printing on cotton the lack of washfastness of the achievable shades.

Es wurde nun die überraschende Beobachtung gemacht, daß sozusagen durch eine einfache Verschiebung der Carboxylgruppe innerhalb des Farbstoffmoleküls, d. h. durch Kuppeln von Arylpyrazolonen, welche sich von der m Aminobenzoesäure ableiten, mit dianotierter q.-Sulfo-6-aminosalicylsäure sehr wertvolle Farbstoffe entstehen, welche im Chromdruck auf Baumwolle hervorragend- echte, orange Färbungen geben.The surprising observation has now been made that, so to speak by a simple shift of the carboxyl group within the dye molecule, d. H. by coupling arylpyrazolones, which differ from the m aminobenzoic acid derive very valuable dyes with dianotated q.-sulfo-6-aminosalicylic acid arise, which in the chrome print on cotton are excellent - real, orange dyes give.

B e i s p i e 1. 233 Teileq.-Sulfo-6-aminosalicylsäure, auf bekannte Art in die diazotierteVerbindun,- übergeführt, werden unter Rühren mit einer sodaalkalischen Lösung von 2I8 Teilen I-(3'-Carboxyl) -phenyl-3-methyl-5-pyrazolon vereinigt. Nach beendigter Kombination wird der Farbstoff in der Wärme mit Kochsalz gefällt, filtriert, gepreßt und getrocknet. Er stellt in trockenem Zustand ein orangegelbes Pulver dar, das sich in Wasser mit gelber Farbe löst und bei dem Chromdruck auf Baumwolle orangegelbe Nuancen von guter Seifen- und Lichtechtheit erzeugt.B e i s i e 1. 233 parts q-sulfo-6-aminosalicylic acid, based on known Kind in the diazotized compound, - are transferred with stirring with a soda-alkaline Solution of 28 parts of I- (3'-carboxyl) -phenyl-3-methyl-5-pyrazolone combined. To When the combination is completed, the dye is precipitated in the warmth with table salt, filtered, pressed and dried. When dry it is an orange-yellow powder, which dissolves in water with a yellow color and orange-yellow in the chrome print on cotton Nuances of good soap and lightfastness produced.

Claims (1)

PATENT-ANSPRUCII: Verfahren zur Herstellung für den Chromdruck auf Baumwolle besonders geeigneter Azofarbstoffe, dadurch gekennzeichnet, daß Axylpyrazolone, welche sich von der m-Aminobenzoesäure ableiten, mit dianotierter q.-Sulfo-6-amino-salicylsäure gekuppelt werden.PATENT-ANSPRUCII: Method of manufacture for chrome printing on Cotton particularly suitable azo dyes, characterized in that axylpyrazolones, which are derived from m-aminobenzoic acid, with dianotated q.-sulfo-6-aminosalicylic acid be coupled.
DEG52684D 1920-12-29 1920-12-29 Process for the production of azo dyes particularly suitable for chrome printing on cotton Expired DE416953C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEG52684D DE416953C (en) 1920-12-29 1920-12-29 Process for the production of azo dyes particularly suitable for chrome printing on cotton

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEG52684D DE416953C (en) 1920-12-29 1920-12-29 Process for the production of azo dyes particularly suitable for chrome printing on cotton

Publications (1)

Publication Number Publication Date
DE416953C true DE416953C (en) 1925-08-04

Family

ID=7130371

Family Applications (1)

Application Number Title Priority Date Filing Date
DEG52684D Expired DE416953C (en) 1920-12-29 1920-12-29 Process for the production of azo dyes particularly suitable for chrome printing on cotton

Country Status (1)

Country Link
DE (1) DE416953C (en)

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