Ciba-geigy Corporation

Other

Ciba-geigy Ag

Dieter Mausezahl

Helmut Raisin

Harry Schaetzer

Peter Loew

Rudolf Hurter

Urs Lehmann

Hansrudolf Schwander

Paul Lienhard

Karl Seitz

Walter Mosimann

Martin Tanner

Rene De Montmollin

Robert Von Arx

Alexander Wohlkonig

Ciba-Geigy Ag

The invention includes printing ink compositions containing an organic solution of a film-forming polymer and a dye salt of formula ##STR1## wherein R is a group of formula ##STR2## wherein R.sub.1 is C.sub.1 -.sub.4 alkyl, R.sub.2 and R.sub.3 are each independently of the other hydrogen, CH.sub.2 X, SO.sub.2 Y or NHCOZ, R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl and R.sub.5 is CH.sub.2 X, SO.sub.2 Y or NHCOZ, X is a NHCOR.sub.6 or NR.sub.7 SO.sub.2 R.sub.6 group, Y is NR.sub.8 R.sub.9 or N(R.sub.8).sub.2, and Z is C.sub.1 -C.sub.4 alkyl or NHR.sub.9, R.sub.6 is C.sub.1 -C.sub.4 alkyl, unsubstituted phenyl or phenyl which is substituted by C.sub.1 -C.sub.4 alkyl or halogen, R.sub.7 is hydrogen or C.sub.1 -C.sub.4 alkyl and R.sub.8 is hydrogen, C.sub.1 -C.sub.4 alkyl or a ##STR3## group, and R.sub.9 is hydrogen C.sub.1 -C.sub.4 alkyl or phenyl, and R', R' and R'' are alkyl radicals containing together 10 to 24 carbon atoms, or a mixture of such dye salts. These dye salts are suitable for colouring organic solutions of polymers and are distinguished by their good solubility in organic solvents as well as by their purity, high saturation, adhesion, storage stability, and fastness to light and weathering.

Dye salts of the anthraquinone dye series

Azo dyes of the formula ##STR1## in which R.sub.1 and K are as defined in claim 1, produce on nitrogen-containing or hydroxyl-containing fibre materials dyeings having good fastness properties.

Mixture of disazo dyes containing sulfo-substituted 1,4-naphthalene

The invention relates to a dye mixture containing a dye of the formula ##STR1## and a dye of the formula ##STR2## where R is cyclohexyl or phenyl, which may each be substituted by C.sub.1 -C.sub.4 alkyl, acetylamino, N-C.sub.1 -C.sub.4 alkylacetylamino, benzoylamino, ureido or by phenylsulfonylamino or phenylsulfonyloxy which may be substituted in the phenyl ring by C.sub.1 -C.sub.4 alkyl.

Blue anthraquinone dye mixture for natural and synthetic polyamides

The present invention relates to azo dyes of the formula ##STR1## wherein X is an aryloxy radical or an unsubstituted or substituted C.sub.1 -C.sub.12 alkyl radical, a cycloalkyl radical or an aryl radical or a group of the formula ##STR2## wherein R.sub.1 is hydrogen, unsubstituted or substituted lower alkyl, cycloalkyl or aryl, and R.sub.2 is hydrogen or unsubstituted or substituted lower alkyl, or wherein R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which may contain a further hetero-atom, Y is halogen, low molecular alkyl or low molecular alkoxy, and K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series. These dyes yield dyeings of good light- and wetfastness on polyamide material.

Azo dyes and the production and use thereof

The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is methyl or ethyl and at least one dye of the formulae (2) and (3) ##STR2## in which D is substituted or unsubstituted phenyl, thiophenyl or benzothiazolyl, R.sub.2 is C.sub.1 -C.sub.8 alkyl, R.sub.3 is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, and R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl, and ##STR3## in which R.sub.5 is C.sub.1 -C.sub.4 alkyl. The dye mixture is distinguished by generally good properties, in particular by good exhaustion.

Red dye mixtures and their use: dyeing natural or synthetic polyamides

The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, C.sub.2-4 alkanoylamino or an unsubstituted or substituted arylsulfonyl, aryloxy or arylcarbonyl radical, R.sub.2 is hydrogen, halogen, an unsubstituted or substituted alkyl, aryloxy or aryloxysulfonyl radical or a radical of the formula ##STR2## R.sub.3 is unsubstituted or substituted alkyl or aryl radical, R.sub.4 is hydrogen or alkyl and R.sub.5 and R.sub.6 independently of one another are hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical, and at least one dye of the formula (2) to (5) ##STR3## in which the benzene rings I, II and III can be substituted, ##STR4## in which the benzene rings IV, V and VI can be substituted and R is hydrogen or arylsulfonyl, ##STR5## in which B.sub.1, B.sub.2 and E.sub.1 are hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or C.sub.2-4 hydroxyalkoxy and X is straight-chain or branched C.sub.1-4 alkyl or straight-chain or branched C.sub.2-4 hydroxyalkyl, and ##STR6## in which D.sub.1 is as defined for R.sub.1 in formula (1), D.sub.2 is as defined for R.sub.2 in formula (1) and (D.sub.3).sub.1-3 is 1 to 3 substituents D.sub.3, and D.sub.3 is hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or sulfo.

Azo dye mixture and their use for dyeing and printing natural and

The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is methyl or ethyl and at least one dye of the formulae (2) to (4) ##STR2## in which R.sub.2 is halogen, benzoylamino which is unsubstituted or substituted in the phenyl ring by halogen, 1-azacycloheptane-N-sulfonyl or ##STR3## in which R.sub.5 is C.sub.1 -C.sub.8 alkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, and R.sub.6 is hydrogen, or R.sub.5 and R.sub.6 are C.sub.1 -C.sub.8 alkyl, R.sub.3 is hydrogen, halogen or C.sub.1 -C.sub.8 alkyl, and R.sub.4 is hydrogen or halogen, ##STR4## in which D is substituted or unsubstituted phenyl, thiophenyl or benzothiazolyl, R.sub.7 is C.sub.1 -C.sub.8 alkyl, R.sub.8 is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, and R.sub.9 is hydrogen or C.sub.1 -C.sub.4 alkyl, and ##STR5## in which R.sub.10 is C.sub.1 -C.sub.4 alkyl. The dye mixture is extinguished by generally good properties, in particular by good exhaustion.

Anionic azo dye mixtures and their use for dyeing natural and synthetic

The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is methyl or ethyl and at least one dye of the formula ##STR2## in which R.sub.2 is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl is halogen, benzoylamino which unsubstituted or substituted in the phenyl ring by halogen, or 1-azacycloheptane-N-sulfonyl or ##STR3## in which R.sub.5 is C.sub.1 14 C.sub.8 alkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, and R.sub.6 is hydrogen or C.sub.1 -C.sub.8 alkyl, R.sub.3 is hydrogen, halogen or C.sub.1 -C.sub.8 alkyl, and R.sub.4 is hydrogen or halogen. The dye mixture is distinguished by generally good properties, in particular by good exhaustion.

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

Natural polyamide fibres, in particular wool, are dyed by means of reactive dyes using the exhaust method in the presence of a dyeing assistant consisting of a combination of (a) quaternized ammonium compounds of polyglycol compounds and (b) of acidic esters or salts thereof derived from at least dibasic oxyacids and from polyglycol compounds, both the quaternary ammonium compounds and the acidic esters being derived from an aliphatic amine having 12 to 24 carbon atoms in the aliphatic moiety. The process comprises carrying out the dyeing in the additional presence of (c) a fatty alcohol/polyalkylene glycol ether of the formula

Process for the aqueous dyeing of natural polyamide fibres using

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

Monoazo dyes of the formula ##STR1## in which K is a radical of the formula ##STR2## or of the formula ##STR3## in which R.sub.1 and R.sub.2 independently of one another is (sic) hydrogen, C.sub.1-4 -alkyl, which can be substituted by halogen, cyano, hydroxyl, carboxyl, sulfo, sulfato, C.sub.1-4 -alkoxy, C.sub.1-4 -alkoxycarbonyl, C.sub.1-4 -alkanoyloxy, phenyl, sulfophenyl and naphthyl, or cyclohexyl, or C.sub.1-4 -alkenyl, which can be substituted by halogen, or phenyl or naphthyl, or in which R.sub.1 and R.sub.2, together with the nitrogen atom connecting them and where relevant with the inclusion of a further hetero-atom, form a heterocyclic 5-membered or 6-membered ring, R.sub.3 is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, which can be substituted by hydroxyl and C.sub.1-4 -alkoxy, or C.sub.1-4 -alkanoylamino, or benzoylamino, which can be substituted in the benzene nucleus by methyl, ethyl, methoxy, ethoxy, chlorine, carboxyl and sulfo, or ureido, C.sub.1-4 -alkylsulfonylamino, or phenylsulfonylamino, which can be substituted in the benzene nucleus by methyl, ethyl, methoxy, ethoxy, chlorine, carboxyl and sulfo, or naphthylsulfonylamino, R.sub.4 is methyl or phenyl and R.sub.5 is hydrogen or C.sub.1-8 -alkyl, and in which, if K is the radical of the formula (2), R.sub.3 may not be hydrogen if R.sub.1 or R.sub.2 is benzyl, produce, on polyamide material, dyeings with good light fastness and wet fastness.

Azo dyes

A process for dyeing or printing natural and synthetic polyamide material by the trichromatic technique, which comprises the use of a red dye of the formula (1) defined in the specification, or a mixture of the red dye of the formula (1) with a red dye of the formula (2) together with at least one yellow or orange dye of the formula (3), or a mixture of at least one yellow or orange dye of the formula (3) with a yellow dye of the formula (4) and at least one blue dye of the formula (5). The process of the invention is suitable for dyeing natural or synthetic polyamide material from an aqueous liquor or for printing with printing pastes. It is particularly suitable for dyeing from short liquors.

Process for trichromatic dyeing or printing of polyamide

A process for the trichromatic dyeing and printing of natural and synthetic polyamide material with dyestuff mixtures. The process employs a red dye together with a blue mixture of dyes and a yellow or orange dye or mixtures thereof. The process is suitable for dyeing natural or synthetic polyamide material from an aqueous liquid or for printing with printing pastes, especially for dyeing from short liquors.

The invention relates to a process for the trichromatic dyeing or printing of natural and synthetic polyamide materials with dye mixtures, in which process there is used the dye of the formula ##STR1## wherein R.sub.1 is methyl or ethyl, and R.sub.2 is cyclohexyl or phenyl, together with at least one dye of the formula ##STR2## wherein B.sub.1, B.sub.2 and E.sub.1 are hydrogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, and X is straight-chain or branched-chain C.sub.1 -C.sub.4 -alkyl, or straight-chain or branched-chain C.sub.2 -C.sub.4 -hydroxyalkyl, and a dye of the formula ##STR3## wherein one Y is hydrogen or methyl, and the other Y is C.sub.2 -C.sub.4 -alkanoylamino or C.sub.2 -C.sub.4 -hydroxyalkylsulfamoyl, or with a mixture of the dyes of the formulae ##STR4## where Y.sub.1 in the formula (4) is C.sub.2 -C.sub.4 -hydroxyalkylsulfamoyl, and Z is hydrogen or methyl, and Y.sub.2 in the formula (5) is C.sub.2 -C.sub.4 -alkanoylamino, Z in the formula (4) being hydrogen when Y.sub.2 in the formula (5) is the propionyl amino group in the m-position with respect to the NH group. The process according to the invention is suitable for dyeing natural or synthetic polyamide materials from an aqueous liquor, or for printing with printing pastes; and it is particularly suitable for dyeing from short liquors.

Growing community of inventors

Biel-Benken, Switzerland

Dieter Mausezahl