Hoechst Aktiengesellschaft

Cassella Aktiengesellschaft

Reinhard Hahnle

Hartmut Springer

Ludwig Schlafer

Rudolf Schickfluss

Ulrich Buhler

Werner H Russ

Joachim Ribka

Fritz Meininger

Manfred Hahnke

Manfred Schneider

Reinhard Kuhn

Jorg Dannheim

Holger M Buch

Rudolf Lowenfeld

Uwe Kosubek

Claus Schuster

Dieter Cornelius

Helmut Richter

Theodor Grewer

Water-soluble anthraquinone compounds, preparation thereof, and use thereof as dyes. There are described anthraquinone compounds conforming to the formula (1) ##STR1## where A is the radical of a sulfo-containing anthraquinone radical,

Water-soluble anthraquinone compounds, preparation thereof, and use

Water-soluble fiber-reactive dyestuffs containing a

Disazo compounds conforming to the general formula (1) below and suitable for use as fiber-reactive dyes for the dyeing of carboxamido-containing and/or hydroxy-containing materials such as wool and, in particular, cellulose fiber materials, in navy hues having good fastness properties ##STR1## in which M is a hydrogen atom or an alkali metal or alkaline earth metal,

Water-soluble disazo dyestuffs containing a vinylsulfonyl or

Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted by lower alkoxy, lower alkyl, chlorine, sulfo and carboxy, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;

Water-soluble fiber-reactive aminotriazine and vinylsulfone containing

Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;

Reactive water-soluble azo dyes containing carboxy- or

Water-soluble disazo compounds having useful fiber-reactive dye properties, which conform to the general formula (1) defined hereinafter and dye carboxamido- and/or hydroxy-containing materials in fast shades. Fast dyeings on cellulose fiber materials can also be obtained in a weakly acid to neutral pH range, for example together with disperse dyes for dyeing a polyester fiber portion. ##STR1## in which: A is phenylene which may be substituted by methyl, ethyl, methoxy, chlorine or sulfo, or is a radical of the formula ##STR2## in which G is a direct bond or a group of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R.sup.1 and R.sup.2 are each independently of the other hydrogen, sulfo, methyl, ethyl, methoxy or ethoxy;

Water-soluble disazo compounds containing 3-carboxy or

Water-soluble disazo compounds conforming to the general formula (1) ##STR1## and their 1:1 copper complex compounds which possess useful fiber-reactive dye properties and are capable of dyeing carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast shades; wherein:

Water-soluble disazo compounds, containing triazinyl pyridinium group

New .beta.-chloroethylsuflonylmethyl-benzoic acid halides which can serve as fibre-reactive anchors for thesynthesis of novel organic, water-soluble compounds, preferably dyestuffs, having fibre-reactive and fibre-finishing properties, such as preferably dyestuff properties, and containing, as a fibre-reactive group, one or two .beta.-chloroethylsufonylmethylbenzoic acid amide groups. For the synthesis of these novel fibre-finishing compounds, said new .beta.-chloroethylsulfonylmethyl-benzoic acid halide compounds are reacted with an organic, water-soluble compound having fibre-finishing properties and continuing one or two amino groups. Also precursors of the fibre-finishing, fibre-reactive compounds, containing said .beta.-chloroethylsulfonylmethyl-benzxoic acid amid grouping, can be employed for their synthesis. The novel fibre-finishing compounds can be applied onto suitable fibre materials, such as especially cellulose fibre material and natural or synthetic polyamide fibre materials, and fixed on these fibre materials in a manner similar to application and fixation methods usual in the technique for fibre-reactive compounds. The fibre-finished material, such as dyed material, shows very good wet fastnesses.

Beta-chloroethylsulfonylmethyl-benzoic halides as intermediates

Disperse Blue 56 is an important blue dyestuff for dyeing PES fibers at the boil or under high-temperature conditions. This anthraquinonoid compound Disperse Blue 56, in addition to its advantages (high light fastness, pH/reduction insensitivity, purity of hue), has some technical disadvantages (poor leveling properties, pronounced staining of adjacent fiber, metameric red shift). By combining a plurality of blue disperse azo dyestuffs having selected structural features in the form of mixtures or mix-crystals it is possible to match the advantages of Disperse Blue 56 while substantially avoiding its disadvantages at the same time. These azo dyestuffs are based on coupling products of diazotized 2,6-substituted 4-nitroanilines with substituted N,N-dialkylanilines.

Mixtures of blue disperse azo dyestuffs for dyeing synthetic fibers

A process for the preparation of 3-acylaminoanilines of the general formula (1) ##STR1## in which R denotes a branched or unbranched alkyl radical having 1-7 carbon atoms or the phenyl group, which can be substituted by 1-2 methyl groups or by 1-2 chlorine atoms, which comprises reacting a carboxylic acid of the general formula (2)

Process for the preparation of 3-acylaminoanilines

Novel organic, water-soluble compounds having fiber-reactive and fiber-finishing properties and containing, as a fiber-reactive group, one or two .beta.-chloroethylsulfonylmethyl-benzoic acid amide groups. These compounds can be prepared (1) by reacting novel .beta.-chloroethylsulfonylmethyl-benzoic acid halide compounds with an organic, water-soluble compound having fiber-finishing properties and containing one or two amino groups, or (2) analogously to known and usual procedures, from precursors containing the .beta.-chloroethylsulfonylmethyl-benzoic acid amide grouping. The novel fiber-finishing compounds are applied to and fixed on suitable fiber materials, especially cellulose fiber material and natural or synthetic polyamide fiber materials, by methods corresponding to those which are conventional for application and fixation of fiber-reactive compounds. The above-mentioned .beta.-chloroethylsulfonylmethyl-benzoic acid halides are synthesized by monochlorinating the methyl grouping of a toluenecarboxylic acid or an alkyl ester thereof or an acid halide thereof, converting this monochlorinated compound by reaction with 2-mercaptoethanol in aqueous solution, optionally with simultaneous hydrolysis of the carboxylic acid chloride group, to form the thioether compound, hydrolyzing the carbalkoxy grouping optionally present in this thioether compound, and then oxidizing said thioether compound by means of an oxidizing agent to form the corresponding sulfonyl compound; the .beta.-hydroxyethylsulfonylmethyl grouping is subsequently reacted with a chlorinating agent.

Water-soluble, fiber-reactive organic dyestuffs containing a

Dyestuffs of the formula ##STR1## are used for coloring organic solvents, mineral oil products, waxes, plastics and surface coatings, wherein R is alkyl having 1 to 7 carbon atoms, R.sup.1 is alkyl having 1 to 8 carbon atoms or alkenyl having 3 or 4 carbon atoms, and R.sup.2 is hydrogen, alkyl having 1 to 8 carbon atoms or alkenyl having 3 or 4 carbon atoms.

Process for coloring organic solvents, mineral oil products, waxes,

Transfer printing supports impregnated or printed with a formulation containing a dyestuff of the formula I ##STR1## in which R.sup.1 is alkyl having from 1 to 4 carbon atoms, R.sup.2 is hydrogen or has the meaning of R.sup.1, R.sup.3 is methyl, methoxy or ethoxy, and R.sup.4 is hydrogen, methyl, methoxy or ethoxy, or containing mixtures of such dyestuffs, a process for the manufacture of these supports, which comprises impregnating or printing the support material with formulations containing a dyestuff of the formula I or mixtures of such dyestuffs, and the use of these supports for the dyeing and printing of flat web or sheet structures of synthetic or natural materials according to the heat transfer printing process.

Transfer printing support, process for the manufacture thereof, with

An azo dyestuff of the formula ##STR1## wherein R is linear alkyl having 2 to 4 carbon atoms and R' is linear alkyl having 3 to 5 carbon atoms and isopropyl.

Water-insoluble azo dyestuffs, their manufacture and their use

A compound of the formula ##STR1## in which X represents chlorine or bromine, Y and Z each represent methyl or ethyl, and n stands for the integer 1 or 2, said compound being useful as a navy blue dye for the dyeing or printing synthetic fibrous materials, preferably polyester fibers, in aqueous baths, suitably in the form of dyestuff preparations containing dispersing agents, and also useful for dyeing fibrous materials in organic solvents, such as trichloroethylene or methanol.

Growing community of inventors

Konigstein, Germany

Reinhard Hahnle