Ciba-Geigy Corporation

Ciba-Geigy Ag

Peter Loew

Rudolf Zink

Hansrudolf Schwander

Christian Zickendraht

Siegfried Dengler

Jean-Marie Adam

Alois Puntener

Stefan Koller

Willy Stingelin

Dieter Mausezahl

Martin Priester

Marshall White, Jr

James B Bowles

Martin Roth

Beat Muller

Fabio Beffa

Joseph Berger

Haukur Kristinsson

Raymond Defago

Ulrich Schlesinger

Pierre Galafassi

Hans Scheidegger

Walter Lang

Alois Puentener

A process for the preparation of azo dyes of the formula ##STR1## in which X is --NH.sub.2 or --OH, A is a benzene or naphthalene radical which can be substituted by nitro, halogen, sulfo, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 -alkoxycarbonylamino, sulfonamido and sulfone groups and B is a benzene radical which is monosubstituted or disubstituted by C.sub.1 -C.sub.6 alkyl, or a naphthalene radical which can be substituted by amino, phenylamino, C.sub.1 -C.sub.6 alkylamino and sulfo, or a 1-phenyl-3-methyl-5-pyrazlone radical which can be substituted by halogen, C.sub.1 -C.sub.6 alkyl and C.sub.1 -C.sub.6 alkoy, these radicals being bound to the azo group in the o-position with respect to the hydroxyl or amino groups, comprises diazotizing in aqueous solution an amine of the formula ##STR2## in the presence of at least one ketone of the formula ##STR3## in which R.sub.1 and R.sub.2, independently of one another, are each C.sub.1 -C.sub.4 alkyl, and coupling the product on to a coupling component of the formula ##STR4## in which A, B and X in formulae (2) and (4) are as defined in formula (1). The present invention makes it possible to prepare the azo dyes mentioned in high yields.

Process for the preparation of metallizable monoazo dyes in the presence

The invention relates to a process for dyeing or printing natural or synthetic polyamide fibre materials which comprises dyeing or printing these fibre materials with reactive dyes of the formula ##STR1## where each M is a cation, R.sub.1 and R.sub.2 are independently of each other hydrogen or C.sub.1 -C.sub.4 alkyl, and X.sub.1 and X.sub.2 are independently of each other .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl, chloroacetyl or a mono-, di- or trihalopyrimidinyl radical.

2,7-diphenylazo-1-amino-8-hydroxynaphthalene disazo dyes containing two

The invention relates to a process for dyeing or printing natural or synthetic polyamide fiber materials which comprises dyeing or printing these fiber materials with reactive dyes of the formula ##STR1## where each M is a cation, R.sub.1 and R.sub.2 are independently of each other hydrogen or C.sub.1 -alkyl, and X.sub.1 and X.sub.2 are independently of each other .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl, chloroacetyl or a mono-, di- or trihalopyrimidinyl radical.

Process for dyeing or printing of fibre material from natural or

Asymmetric 1:2-chrome complex dyes of the formula: ##STR1## wherein A is the radical of 1-hydroxynaphthalene or 2-hydroxynaphthalene,

Asymmetric 1:2-chrome complexes of

Process for preparing ozone-fast dyeings on synthetic polyamide fibre materials from aqueous liquor with anthraquinone dyes which comprises using at least one anthraquinone dye which contains one or two fibre-reactive groups and one or two sulfo groups. The process according to the invention is suitable for dyeing synthetic polyamide materials producing with the monosulfoanthraquinone or disulfoanthraquinone dyes which contain one or two fibre-reactive groups level dyeings having good fastness properties, in particular good ozone fastness.

Process for dyeing synthetic polyamide materials with fibre-reactive

A process for the manufacture of quaternized diaminoanthraquinones by reacting alpha-nitro-anthraquinone with an amine of the formula ##STR1## to give 1-aminoanthraquinone (B), halogenating, preferably brominating the compound (B) to give 1-amino-4-halogeno- or 1-amino-2,4-dihalogeno-anthraquinone (C), condensing the compound (C) with a diamine of the formula ##STR2## or with an amine of the formula HNR.sub.3 R.sub.7 to give 1,4-diaminoanthraquinone (D) and subsequently quaternizing compound (D) to give the corresponding quaternized anthraquinone compound (E) which process comprises carrying out the condensation of compound (C) with the amine to form compound (D) and subsequent quaternization steps in one single operation without isolation of the intermediate (D).

Process for the manufacture of anthraquinone compounds

Process for the continuous trichromatic dyeing of synthetic polyamide materials which comprises using at least one blue-dyeing fibre-reactive sulfo-containing anthraquinone dye together with at least one red-dyeing sulfo-containing azo dye and at least one yellow- or orange-dyeing sulfo-containing azo dye. The process according to the invention is suitable for the continuous dyeing of synthetic polyamide materials from aqueous liquors, producing level dyeings having good fastness properties, in particular good ozone fastness.

Process for the continuous trichromatic dyeing of synthetic polyamide

A light-sensitive recording material which provides polymer images and contains, on a base, a layer of a photocrosslinkable polymer with an average molecular weight of 10.sup.3 to 10.sup.6, the copolymer having been prepared from

Process for the production of colored photographic polymer images

A mixture of cationic compounds of the formulae ##STR1## is obtained by reaction of a compound of the formula ##STR2## with an aldehyde of the formula II ##STR3## in an aqueous or organic medium, in the presence of an acid, in which formulae, the symbols have the meanings defined in claim 1. The mixtures obtained are suitable in particular for the dyeing of paper, whereby neutral-yellow dyeings are obtained.

Mixture of cationic compounds for dyeing and printing textiles, leather

The novel dye salts of the formula ##STR1## wherein Z, B, X, m and n are as defined in claim 1, are suitable for dyeing polyacrylonitrile in the spinning dope. The fibres dyed according to the invention have good fastness to rubbing, steaming, washing and light.

Dye salts

There are described novel dye mixtures of the dyes I and II or Ia and II ##STR1## wherein the symbols have the meanings defined in claim 1. These mixtures can be used in particular for dyeing and printing polyacrylonitrile materials, or mixed fabrics of polyacrylonitrile and wool, the dyeings obtained having a clear, deeply colored blue shade and especially a very good evening shade.

Mixtures of cationic dyes: naphtho-lactam and oxazine dyes for

A process for the manufacture of 1,4-diamino anthraquinone or quaternized -1,4-diamino-anthraquinone; and by reacting .alpha.-nitro-anthraquinone with an amine of the formula ##STR1## to give 1-aminoanthraquinone (B), halogenating, preferably brominating, the compound (B) to give 1-amino-4-halogeno- or 1-amino-2,4-dihalogeno-anthraquinone (C), condensing the compound (C) with a diamine of the formula ##STR2## or with an amine of the formula HN--R.sub.3 R.sub.7 to give 1,4-diamino-anthraquinone (D) and optionally subsequently quaternizing the compound (D) to give a quaternized anthraquinone compound which process comprises carrying out the reaction from A to E or A to D in one single operation without isolation of the intermediates.

The invention relates to a process for spin dyeing polymers of acrylonitrile or copolymers containing predominantly acrylonitrile, which process comprises adding to the spinning solution a monocationic dye salt of the formula ##STR1## wherein D is the group of atoms necessary to close a 5-membered heterocyclic ring containing two N-atoms, or to close a 6-membered heterocyclic ring, which rings may optionally contain fused benzene rings, or is the group of atoms necessary to close a benzthiazole ring, and Q is the radical of a carbocyclic or heterocyclic aromatic coupling component, and R.sub.1 is alkyl, aralkyl or aryl. The yellowish-red transparent fibres obtained have excellent fastness properties.

Process for spin dyeing polymers or copolymers of acrylonitrile with

There are described novel cationic compounds of the formula ##STR1## wherein Z's independently of one another are each a radical of the formula ##STR2## B is identical to Z or is a cationic radical different from Z; R's independently of one another are each hydrogen, unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl, unsubstituted or substituted C.sub.1 -C.sub.4 -alkoxy, the NO.sub.2 group, unsubstituted or substituted acylamino, halogen or the CN group;

Cationic compounds

The invention describes a novel single step process for the production of carbinol bases of the formula I ##STR1## wherein R is the methyl or ethyl group, each R.sub.3 independently is a C.sub.1 -C.sub.4 alkyl group and the benzene rings A and/or B can be unsubstituted or substituted, which process comprises alkylating 1 mole of a dye base of the formula II ##STR2## or the hydrogen salt thereof of the formula IIa ##STR3## wherein R.sub.3, A and B are as defined for formula I and X is any anion, in aqueous alkaline medium having a pH value of at least 10, with at least 2 moles of a compound that introduces the radical R. The carbinol bases obtained are valuable intermediates for obtaining in particular cationic compounds containing any anions, especially carboxylic acid anions, most preferably an acetate anion.

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Munchenstein, Switzerland

Peter Loew