DE559272C - Process for the production of azo dyes - Google Patents

Process for the production of azo dyes

Info

Publication number
DE559272C
DE559272C DEI40445D DEI0040445D DE559272C DE 559272 C DE559272 C DE 559272C DE I40445 D DEI40445 D DE I40445D DE I0040445 D DEI0040445 D DE I0040445D DE 559272 C DE559272 C DE 559272C
Authority
DE
Germany
Prior art keywords
azo dyes
production
contain
oxynaphthalene
carboxylic 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
DEI40445D
Other languages
German (de)
Inventor
Dr Herbert Haehle
Dr Hermann Schladebach
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 DEI40445D priority Critical patent/DE559272C/en
Application granted granted Critical
Publication of DE559272C publication Critical patent/DE559272C/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
    • C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
    • C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
    • C09B29/14—Hydroxy carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D17/00—Pigment pastes, e.g. for mixing in paints

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Luminescent Compositions (AREA)

Description

Verfahren zur Herstellung von Azofarbstoffen Mono- und Polyazofarbstoffe von wertvollen Eigenschaften werden erhalten, wenn man Diazoverbindunge!n, welche keine Sulfonsäure- oder Carboxylgruppen enthalten, mit Al'kyloxyalkylestern der 2-Oxynaphtbalin-3-carbonsäure von der allgemeinen Formel oder kuppelt. Die Farbstoffe lösen sich in nahezu allen organischen Lösungsmitteln gut., besonders in Benzolkohlenwasserstoffen, und dienen zum Färben von Fetten, Ölen, Wachsen, Lacken, Firnissen usw. Sie zeichnen sich vor den entsprechenden bekannten Azofarbstoaffen, die ß-Naphthol oder die einfachen 2-Oxynaphthalin-3-carbonsäurealkylester als Azokomponenten enthalten, im ersteren Falle durch größere Farbtiefe, bessere Löslichkeit und Sublimierechtheit und im allgemeinen auch bessere Lichtechtheit und im letzteren Falle durch in der Regel bessere Löslichkeit in den organischen Lösungsmitteln aus. Bei.spi@el i i Mol q.-Diazo-f.3-dimethylb,cnzol kuppelt man alkalisch mit i Mol z-Oxynaphthalin-3-carbonsäureäthyloxyäthylester. Der erhal, tene Farbstoff ist mit gelbroter Farbe im organischen Lösungsmitteln löslich. Bieispilel 2 i Mol Diazoazotoluol wird alkalisch mit i Mol 2-Oxynaphthalin-3-ca.rbon:säurebutyloxyäthylester gekuppelt. Der rotviolette Farbstoff löst sich leicht in organischen Lösungsmitteln.Process for the preparation of azo dyes Mono- and polyazo dyes of valuable properties are obtained if diazo compounds which contain no sulfonic acid or carboxyl groups are mixed with al'kyloxyalkyl esters of 2-oxynaphthalene-3-carboxylic acid of the general formula or clutch. The dyes dissolve well in almost all organic solvents, especially in benzene hydrocarbons, and are used to color fats, oils, waxes, lacquers, varnishes, etc. They stand out from the corresponding well-known azo dyes, the ß-naphthol or the simple 2- Oxynaphthalene-3-carboxylic acid alkyl esters contain as azo components, in the former case by greater depth of color, better solubility and sublimation fastness and in general also better lightfastness and in the latter case by generally better solubility in organic solvents. Bei.spi@el ii moles of q.-diazo-f.3-dimethylb, cnzol are coupled under alkaline conditions with 1 mole of ethyloxyethyl z-oxynaphthalene-3-carboxylate. The dye obtained is yellow-red in color and is soluble in organic solvents. Example 2 1 mol of diazoazotoluene is alkaline coupled with 1 mol of 2-oxynaphthalene-3-carbon: butyloxyethyl ester. The red-violet dye dissolves easily in organic solvents.

Claims (1)

PATEN TANSPRUCFI: Verfahren zur Herstellung von wasser- unlöslichen Azofarbstoffen, dadurch ge- kennzeichnet, daß man Diazoverbindun- gen, welche keine Sulfonsäure- oder "Car- boxylgruppen enthalten, mit Alkyloxyal.
kylestern der z-Oxynaphthalm-3-carbonsäure von der allgemeinen Formel kuppelt. PATEN TANSPRUCFI: Process for the production of water insoluble azo dyes, thereby indicates that one diazo compound genes that do not contain sulfonic acid or "car- contain boxyl groups, with alkyloxyal.
alkyl esters of z-oxynaphthalm-3-carboxylic acid of the general formula clutch.
DEI40445D 1931-01-17 1931-01-17 Process for the production of azo dyes Expired DE559272C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEI40445D DE559272C (en) 1931-01-17 1931-01-17 Process for the production of azo dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEI40445D DE559272C (en) 1931-01-17 1931-01-17 Process for the production of azo dyes

Publications (1)

Publication Number Publication Date
DE559272C true DE559272C (en) 1932-09-17

Family

ID=7190310

Family Applications (1)

Application Number Title Priority Date Filing Date
DEI40445D Expired DE559272C (en) 1931-01-17 1931-01-17 Process for the production of azo dyes

Country Status (1)

Country Link
DE (1) DE559272C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2888452A (en) * 1954-07-23 1959-05-26 Ciba Ltd Fat-soluble azo-dyestuffs
DE1089094B (en) * 1954-07-23 1960-09-15 Ciba Geigy Process for the production of lipid-soluble azo dyes

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2888452A (en) * 1954-07-23 1959-05-26 Ciba Ltd Fat-soluble azo-dyestuffs
DE1089094B (en) * 1954-07-23 1960-09-15 Ciba Geigy Process for the production of lipid-soluble azo dyes

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