Ciba-geigy Corporation

Armand Roueche

Stefan Hari

Georg Cseh

Rolf Muller

Karl Ronco

Paul Muller

Paul Lienhard

Francois L'Eplattenier

The instant invention relates to monoazo pigments containing a hydroxynaphthoylaminobenzimidazolone radical which correspond to the formula ##STR1## said new pigments being useful for coloring high molecular materials in orange to brown shades of especially good fastness properties.

Monoazo pigments containing hydroxynaphthoylamino benzimidazolone radical

The invention relates to a process for coloring polyamides in the melt with azo pigments of the formula ##STR1## wherein A is the radical of a diazo or tetraazo component, R.sub.1, R.sub.2 and R.sub.3 are hydrogen atoms or alkyl, cyclo alkyl, phenylalkyl or aryl radicals, and n is 1 or 2. Articles colored with the pigments have level, strong yellow shades of excellent fastness to light, wet processing, rubbing and thermofixation.

Process for coloring fibre forming polyamides in the melt with azo

The present invention relates to valuable novel azo pigments of the formula ##STR1## wherein A is a benzene residue, X is a SO.sub.3 or CO.sub.2 group, Y is a substituent that does not confer solubility in water, M is a monovalent or bivalent metal atom, and n is 1 or 2. Examples of substituents that do not confer solubility in water are: halogen, e.g. chlorine or bromine, methyl, C.sub.1 -C.sub.4 alkoxy, cyano, alkanoylamino containing 1 to 4 carbon atoms, and especially nitro and trifluoromethyl. In addition to containing the specified substituents, the benzene residue A can contain further substituents, e.g. chlorine atoms or methyl groups. Suitable metals are monovalent metals such as alkali metals, e.g. Na, K or Li, but preferably bivalent metals such as Mg, Ca, Sr, Ba, Mn, Co, Ni, Cu or Zn. However, M can also comprises mixtures of such metals. The novel pigments produce in plastics materials yellow to red colorations of excellent fastness to light, migration and atmospheric influences and also excellent heat resistance.

Azo pigments, process for their production and their use

Pigment formulations, processes for their preparation and their use for

The invention relates to the pigment of the formula ##STR1## It colors plastic materials and lacquers in greenish-yellow shades of good lightfastness.

Pigment of sodium salt of bis-methine-barbituric acid

The instant invention relates to monoazo pigments containing a hydroxynaphthoylaminobenzimidazolone radical of the following formula ##STR1## These pigments are useful for coloring high molecular weight materials in orange to brown shades of especially good fastness properties.

Monazo pigments containing hydroxynaphthoylaminobenzimidazalone radical

A monoazo pigment of the formula ##STR1## in which A is an aromatic radical containing a 5-membered or 6-membered hetero-ring which has a -CONH group bonded as part of the ring, R is an aromatic radical and B is a H atom, an alkoxy group having 1-4 C atoms, an aliphatic radical containing at most 6 C atoms, an aryl radical, an aralkyl group having 1-4 C atoms, an amino group, an alkylamino group or an arylamino group, which shows high tinctorial strength and good fastness to light, over-lacquering, migration, weathering and heat.

Hetero-aryl azo acylamino substituted aceto-acetarylide pigments

Monoazo pigments of the formula ##STR1## wherein R.sub.1 and R.sub.2 represent hydrogen, methyl or ethyl, and

Monoazo pigments from diazotized 5-acylaminoanthranilic acid derivatives

Azo pigments of the formula ##STR1## in which R.sub.1 and R.sub.2 denote H atoms, alkyl groups with 1-6 C atoms or aryl radicals, Y denotes an O or S atom or an imino group, Z denotes an O atom or an imino group and Y.sub.1 -Y.sub.4 denote H or halogen atoms, alkyl or alkoxy groups containing 1-4 C atoms, or nitro, trifluoromethyl or alkoxycarbonyl groups containing 2-4 C atoms are valuable pigments coloring plastics, melts, spinning solutions, lacquers paints and printing inks in yellow to red shades of high tinctorial strength and excellent fastness properties.

Trisazo pigments containing two barbituric acid coupling components

New disazo pigments of the formula ##STR1## wherein R.sub.1 denotes a benzene radical, R.sub.2 denotes an aromatic radical, X and X' denote hydrogen or chlorine atoms, alkyl or alkoxy groups containing 1-6 carbon atoms, or aryloxy groups, R.sub.3 denotes an alkyl group containing 1-6 carbon atoms, or an aryl radical, and Z denotes a hydrogen or halogen atom, an alkoxy group containing 1-4 carbon atoms, or a nitro or nitrile group which are useful for pigmenting high molecular organic material.

Disazo pigments containing ether substituted alkoxy carbonyl groups

Azo colorants of the formula ##STR1## wherein A denotes the radical of a heterocyclic diazo component, R.sub.1 denotes a hydroxyl, alkyl, phenyl or alkoxycarbonyl group, R.sub.2 denotes a H atom or an alkyl, phenyl, acyl, nitrile, alkoxycarbonyl or carbamoyl group, and X and Y denote substituents which do not confer solubility in water are prepared. The compounds are useful for pigmenting high molecular weight organic materials, such as polyesters, polyolefins and rubber. The compounds have excellent fastness to light, weathering and migration.

Benzinaldazolyl-, quinolonyl-, or

New tetrakisazo pigments of the formula ##EQU1## wherein A, R.sub.1 and R.sub.2 denote a benzene or naphthalene radical, are prepared. The compounds may be used for pigmenting high-molecular organic material such as cellulose ethers, polyvinyl chloride and polypropylene. The pigments have high tinctorial and good fastness to migration.

Tetrakisazo pigments prepared by reacting an aminoazobenzene and an

New disazo pigments of the formula ##SPC1## R being hydrogen, halogen, alkyl, alkoxy, nitrile, trifluormethyl, aryloxy, phenylsulfonyl or benzoyl, m and n 1 or 2, X hydrogen, halogen, alkyl, alkoxy, nitro, nitrile, trifluormethyl or carboxylic acid ester are prepared. The compounds are useful for pigmenting high molecular weight organic materials such as polyamides, polyurethanes and polyesters.

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Bottmingen, Switzerland

Armand Roueche