DE561493C - Process for the production of azo dyes - Google Patents

Process for the production of azo dyes

Info

Publication number
DE561493C
DE561493C DEG71981D DEG0071981D DE561493C DE 561493 C DE561493 C DE 561493C DE G71981 D DEG71981 D DE G71981D DE G0071981 D DEG0071981 D DE G0071981D DE 561493 C DE561493 C DE 561493C
Authority
DE
Germany
Prior art keywords
production
azo dyes
dyes
yellow
lightfast
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
DEG71981D
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.)
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
BASF Schweiz AG
Original Assignee
Chemische Ind Ges
GESELLSCHAFT fur CHEMISCHE INDUSTRIE
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 Chemische Ind Ges, GESELLSCHAFT fur CHEMISCHE INDUSTRIE, Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Chemische Ind Ges
Application granted granted Critical
Publication of DE561493C publication Critical patent/DE561493C/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
    • C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
    • C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
    • C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
    • C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/02—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Processes Of Treating Macromolecular Substances (AREA)

Description

Verfahren zur Herstellung von Azofarbstoffen Es wurde gefunden, daß man wertvolle Farbstoffe erhält, wenn man diazotierte unsulfonierte o-Nitraniline mit 3-Methyl-5-pyrazolon kuppelt. Die Farbstoffe zeichnen sich durch eine hervorragende Affinität zu den Celluloseestern, wie Acetatseide, aus und färben dieses Material in sehr lichtechten gelben Farbtönen, welche nicht phototrop sind. Infolge ihrer Löslichkeit in Alkohol und den verschiedensten organischen Lösungsmitteln können sie zur Herstellung gefärbter Lacke verwendet werden.Process for the preparation of azo dyes It has been found that valuable dyes are obtained if diazotized unsulfonated o-nitroanilines couples with 3-methyl-5-pyrazolone. The dyes are characterized by excellent Affinity to the cellulose esters, such as acetate silk, and color this material in very lightfast yellow shades which are not phototropic. As a result of her Solubility in alcohol and a wide variety of organic solvents can they are used to make colored paints.

Beispiel Die auf übliche Weise erhaltene Diazolösung von 15,2 Teilen m-N itro-p-toluidin (NO@@2; 1VH.,-r: wird in eine Lösung von io Teilen 3-illethvl-5-pyrazolon, welche 3o Teile kristallisiertes Natriumacetat enthält, gegeben. Der sofort ausfallende Farbstoff wird filtriertund gewaschen. Trocken bildet er ein gelbes Pulver, das in Wasser unlöslich und in Alkohol mit gelber Farbe löslich ist. Aus wäßriger Suspension färbt er Acetatseide in gelben, hervorragend lichtechten Tönen. Lacke (z. B. Nitrocelluloselack oder Lacke anderer Herkunft) werden durch diesen Farbstoff in hervorragend lichtechten gelben Tönen gefärbt.Example The conventionally obtained diazo solution of 15.2 parts m-N itro-p-toluidine (NO @@ 2; 1VH., - r: is dissolved in a solution of 10 parts 3-illethvl-5-pyrazolone, which contains 30 parts of crystallized sodium acetate, given. The one that fails immediately Dye is filtered and washed. When dry it forms a yellow powder that is insoluble in water and soluble in alcohol with a yellow color. From an aqueous suspension he dyes acetate silk in yellow, excellent lightfast shades. Lacquers (e.g. nitrocellulose lacquer or varnishes of other origin) are extremely lightfast thanks to this dye colored yellow tones.

Ähnliche Farbstoffe entstehen mit andern o-N itranilinderivaten, wie o-Nitranilin selbst, p-Chlor-o-nitranilin, den p-Alkoxy-o-nitrariilinen usw.Similar dyes are created with other o-nitroaniline derivatives, such as o-nitroaniline itself, p-chloro-o-nitroaniline, the p-alkoxy-o-nitrariilines, etc.

Claims (1)

PATENT ANS Pizucii Verfahren zur Herstellung von Azofarbstoffen, dadurch gekennzeichnet, dar man diazotierte unsulfonierte o-N itraniline mit dem 3-Methyl-5-pyrazolon kuppelt. PATENT A NS Pizucii Process for the production of azo dyes, characterized in that diazotized, unsulfonated oN itraniline is coupled with 3-methyl-5-pyrazolone.
DEG71981D 1926-12-24 1927-12-17 Process for the production of azo dyes Expired DE561493C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH561493X 1926-12-24

Publications (1)

Publication Number Publication Date
DE561493C true DE561493C (en) 1932-10-14

Family

ID=4520328

Family Applications (1)

Application Number Title Priority Date Filing Date
DEG71981D Expired DE561493C (en) 1926-12-24 1927-12-17 Process for the production of azo dyes

Country Status (1)

Country Link
DE (1) DE561493C (en)

Similar Documents

Publication Publication Date Title
DE561493C (en) Process for the production of azo dyes
DE677641C (en) Process for coloring ethers and esters of cellulose
DE577724C (en) Process for the production of lightfast yellow paints
DE469179C (en) Process for the preparation of dye compounds soluble in organic solvents
DE697065C (en) Process for the production of concentrated, water-containing dye preparations
DE703456C (en) Process for the preparation of salts of the chromium-containing azo dye from diazotized 4,6-dinitro-2-amino-1-oxybenzene and 2-oxynaphthalene-4-sulfonic acid
DE714983C (en) Process for the preparation of water-insoluble monoazo dyes
DE818221C (en) Process for the preparation of yellow monoazo dyes
DE561338C (en) Process for the representation of color pigments
DE930168C (en) Dissolving agent for color bases and fixing agent for basic dyes
DE708016C (en) Process for the preparation of monoazo dyes
DE963458C (en) Process for the preparation of water-insoluble monoazo dyes
DE477618C (en) Process for the production of colored paints
DE513763C (en) Process for the preparation of disazo dyes suitable for coloring acetyl cellulose
DE491779C (en) Process for the production of celluloid or celluloid-like masses that are dyed transparently in a thin layer
DE501443C (en) Process for dyeing cellulose esters and ethers
DE657427C (en) Process for the production of colored lacquers and film-forming coatings
DE343715C (en) Process for the production of oil-insoluble colored lacquers
DE386754C (en) Process for the preparation of water-insoluble azo dyes
DE366168C (en) Process for the preparation of an azo dye which is particularly suitable for the preparation of colored lakes
DE621394C (en) Process for the production of azo dyes
DE423601C (en) Process for dyeing artificial silk from acidyl celluloses, cellulose ethers or their conversion products
DE650817C (en) Process for the production of water-insoluble azo dyes
DE538312C (en) Process for the preparation of yellow substitution products of dinaphthylene dioxide
DE644283C (en) Process for the production of colored lacquers and film-forming coatings