Dyebaths and printing pastes
    13.
    发明专利

    公开(公告)号:GB925111A

    公开(公告)日:1963-05-01

    申请号:GB3050561

    申请日:1961-08-24

    Applicant: BASF AG

    Abstract: A process for dyeing or printing articles of polyacrylonitrile and/or copolymers of acrylonitrile with other acrylic or vinyl compounds is characterized by using as dyestuff anthraquinone carboxylic acid amides which contain in the amide group a radical with at least one primary and/or secondary amino group. The articles may be sheets, films and especially textile materials. The second hydrogen on the amide nitrogen may be replaced by a substituted or unsubstituted alkyl, aryl, aralkyl or cycloalkyl groups. The primary or secondary amino groups may be attached to the amide nitrogen by way of an alkylene, cycloalkylene, arylene or aralkylene radical such as -C6H4,CH2- or -CH2,C6H4,CH2-. The anthraquinone nucleus may contain substituents such as chlorine, bromine, nitro, alkoxy or aryloxy groups or, advantageously, substituted or unsubstituted amino groups. Of special interest are dyes of the formula in which A is a low alkylene radical such as an ethylene or propylene radical, D is a low linear or branched alkyl or a cycloalkyl radical and E is hydrogen or a low alkyl radical. Typical dyes have the formulae The dyes may be prepared by reacting anthraquinone carboxylic acid halides with primary amines which bear in addition at least one primary or secondary amino group. The dyes may be applied as aqueous dispersions from an acid bath, preferably at boiling point, of pH 1,5-6 which may also contain dispersing agents and electrolytes. Suitable acids are sulphuric, acetic and formic acids. For printing the paste may contain the usual thickeners and auxiliaries and an acid such as acetic and/or tartaric acid. After printing the goods may be steamed. Examples of dyeing and printing are given. Specification 824,530 is referred to.

    New heterocyclic azo dyestuffs containing sulphonhalogen-alkylamido groups and their production

    公开(公告)号:GB879073A

    公开(公告)日:1961-10-04

    申请号:GB1966159

    申请日:1959-06-09

    Applicant: BASF AG

    Abstract: The invention comprises dyes of formula:- where A is a naphthol sulphonic acid residue, D is a benzene or naphthalene residue, E a heterocyclic ring containing at least once the group -C=N- and may contain as substituents condensed-on aromatic rings, coloured or uncoloured organic radicals, halogen atoms, primary amino groups and/or hydroxyl groups, G a sulphonic acid halogenalkylamide group attached via S to an aromatic nucleus of the dyestuff and which may be attached to a coloured or uncoloured part of the dye molecule or to the heterocyclic ring, Q a water-solubilizing group, t is 1, y is 1 or 2 and z an integer. The dyes may be made by (1) coupling a benzene or naphthalene compound containing one or two sulphonhalogenalkylamide groups attached to an aromatic residue with a naphthol sulphonic acid containing the heterocyclic residue, (2) as (1) but the diazo component contains the heterocyclic ring and the azo component the sulphonhalogenalkyamide groups, (3) by condensing an azo dye containing the sulphonhalogenalkylamide group or groups and a primary amino group with an appropriate halo derivative of the heterocyclic compound, (4) by coupling an appropriate diazo component with an azo component containing a heterocyclic ring which is substituted with the sulphonhalogenalkylamide groups, (5) as (4) but the diazo component contains the substituted heterocyclic group, (6) by condensing an azo dye which contains a primary amino group with an appropriate halo compound derived from the heterocyclic compound containing the sulphonhaloalkylamide group or groups, (7) by condensing an azo dye having as substituent a residue of an appropriate haloheterocyclic compound, with an arylsulphonhaloalkylamide containing a primary amino group, (8) by reacting phosgene, thiophosgene or a substance serving as such in a reaction with amino groups, in any sequence on the one hand with an arylsulphonhaloalkylamide containing a primary amino group and on the other hand with a compound containing a primary amino group, of an azo dye containing an appropriate heterocyclic substituent to form an unsymmetrical urea or thiourea, (9) by acylating appropriate heterocyclic azo dyes with arylcarboxylic acid halide sulphonic acid halogenalkylamides and (10) by acylating appropriate heterocyclic azo dyes containing a primary amino group with an arylsulphonic acid halide sulphonic acid halogenalkylamide. Particularly preferred are dyes of formula:- and Water-solubilizing groups mentioned are sulphonic, carboxylic and sulphonic acid amide groups. Indicated as heterocyclic residues are quinolines, quinazolines, pyrimidines, phthalazines and sym triazines. Coloured radicals indicated include radicals of azo and other dyes. Uncoloured radicals may be attached to the heterocyclic residue via an -NH-, -O-, or -S- bridge and those indicated include residues of aliphatic, araliphatic and aromatic amines, hyroxyl and sulphydryl compounds, aminocarboxylic acids and their amides and esters and aminosulphonic acids and their amides or sulphones. Indicated arylsulphonhaloalkylamide groups are benzene, diphenyl or naphthalene sulphonic acid chlor- or brom-alkylamides which may contain further substituents in the alkyl group e.g. alkyl, aralkyl, aryl, hydroxyl, alkoxyl, aroxyl, sulphonic acid, sulphonic acid halogenalkylamide, halogen and nitro groups. The dyes dye or print a variety of textile materials e.g. wool, linear polyamides and native and regenerated cellulose. Materials containing groups which react with the haloalkylamide groups may be dyed and printed in the presence of acidbinding agents. Examples are provided of the preparation of the dyes and their use in dyeing cellulosic materials. Red, orange and bluish-red shades are obtained. Representative of dyes produced are aniline- 4-sulphonic acid beta chlorethylamide --> product of equimols of cyanuric chloride and 1-amino- 8-naphthol-3, 6-disulphonic acid or cyanuric chloride and 1-amino- 8-naphthol-4, 6-disulphonic acid and 1-amino- 4-(4-aminobenzene- 3-sulphonic acid)-aminoanthraquinone- 2-sulphonic acid, aniline-3, 5-disulphonic acid and beta chlorethyl-amide --> product of equimolar quantities of cyanuric chloride, aniline- 2-sulphonic acid and 2-amino-8-naphthol- 6-sulphonic acid, (aniline- 4-sulphonic acid beta-chlorethylamide --> 2-amino- 5-naphthol- 7-sulphonic acid) (2 mols) condensed with cyanuric chloride (1 mol) and the product may be treated with aniline, 1-naphthylamine- 5-sulphonic acid beta chlorethylamide --> product from cyanuric chloride (1 mol), 1-amino- 8-naphthol-3, 6-disulphonic acid (2 mols) and aniline (1 mol), 1-(4-aminobenzoylamino)-benzene- 4-sulphonic acid beta chlorethylamide or 1, 4-diaminobenzene mono-acylated with benzene- 1-sulphonic acid chloride- 4-sulphonic acid-beta chlorethylamide --> product from cyanuric chloride (1 mol), aniline- 2-sulphonic acid (1 mol) and 2-amino- 8-naphthol- 6-sulphonic acid (1 mol), the urea from 1, 4-diaminobenzene- 3-sulphonic acid and the carbamic acid chloride from aniline- 4-sulphonic acid beta chlorethylamide and phosgene --> product of cyanuric chloride (1 mol) and 1-amino- 8-naphthol-3, 6-disulphonic acid, 1, 4-diaminobenzene- 3-sulphonic acid acylated with benzoyl chloride- 3-sulphonic acid beta chlorethylamide --> product of cyanuric chloride (1 mol), 1-amino-5-naphthol- 7-sulphonic (1 mol) and aniline- 4-sulphonic acid (1 mol) and aniline --> product of equimols of cyanuric chloride, 1-amino- 8-naphthol-4, 6-disulphonic acid and aniline- 4-sulphonic acid beta chlorethylamide. Specifications 209,723, 797,946, 823,098, 830,847, 868,741, 868,742, 876,496 and 877,678 are referred to.

    Improvements in the dyeing of fibres or foils of cellulose

    公开(公告)号:GB865305A

    公开(公告)日:1961-04-12

    申请号:GB1745759

    申请日:1959-05-22

    Applicant: BASF AG

    Abstract: Aromatic azo dystuff coupling components contain at least once the group:- wherein R represents a hydrogen atom or an alkyl, aralkyl, cycloalkyl, aryl, halogenalkyl or hydroxyalkyl group, A represents an alkylene radical with up to 4 carbon atoms in the chain, which may be branched and/or may contain hydroxyl groups, and X represents a halogen atom, and numerous such coupling components are specified. Examples describe the preparation of coupling components by (1) condensing 1-amino-8-hydroxynaphthalene-3: 6-disulphonic acid with benzoyl chloride-m-sulphonic acid-b -chlorethylamide, (6) reacting 2-amino-5-hydroxynaphthalene-7-sulphonic acid first with chloroformic acid phenyl ester and then with 1-aminobenzene-4-sulphonic acid-b -chlorethylamide to yield an unsymmetrical urea, and (7) condensing benzene-1-sulphonic acid chloride-4-sulphonic acid-b -chlorethylamide with 1-amino-8-hydroxynaphthalene-3: 6-disulphonic acid.ALSO:Fibres and foils of cellulose (including wood veneers) are dyed or printed by applying a coupling component containing at least one group of the formula:- and/or wherein R represents a hydrogen atom or an alkyl, aralkyl, cycloalkyl, aryl, halogenalkyl or hydroxalkyl group, A represents an alkylene radical with up to 4 carbon atoms in the chain, which may be branched and/or may contain hydroxyl groups, and X represents a halogen atom, also applying an acid-binding agent before, together with or after the coupling component, then heating for a short time at 40 DEG -200 DEG C. to fix the coupling component, and finally applying, locally in the case of printing, a diazotized aromatic amine. Specified acid-binding agents are alkali metal or alkaline earth metal hydroxides, carbonates and bicarbonates. Numerous coupling and diazo components are specified. Examples are given.

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