Ammonium salts of metal complex dyes containing sulphonic acid groups

    公开(公告)号:GB981050A

    公开(公告)日:1965-01-20

    申请号:GB1385463

    申请日:1963-04-08

    Applicant: BASF AG

    Abstract: The invention comprises any ammonium salt derived from a 1 : 1 chromium complex of an azo or azomethine dye which contains a sulphonic acid group and a primary, secondary or tertiary amine whose nitrogen atom is substituted by an aliphatic radical containing at least one ether oxygen atom and which aliphatic radical may in turn have aromatic substitution. Among the amines specified for use in the process are 1-methoxy-3-aminopropane, 1 - benzyloxy - 2 - dimethylaminoethane, N - methylmorpholine and 1 - (b - ethyl - hexoxy) - 3 - aminopropane. Among processes described in examples are those in which the 1 : -chromium complex of the azo dye 6 - nitro - 2 - hydroxy - 1 - amino - naphthalene - 4 - sulphonic acid --> 2 - hydroxynaphthalene is boiled with 1-(b -ethyl-hexoxy)-3-aminopropane in aqueous ethanol; 4-nitro-2-aminophenol - 6 - sulphonic acid --> 1 - phenyl-3 - methyl pyrazolone - (5) is reacted with 1 - (b - ethyl - hexoxy) - 3 - aminopropane in aqueous formic acid and 4-nitro-2-aminophenol - 6 - sulphonic acid in aqueous solution is reacted with 2-hydroxy-5-nitrobenz-aldehyde; the product is boiled with aqueous chromium chloride and the product is reacted with 1 - (b - ethylhexoxy) - 3 - amino propane in aqueous acetic acid solution.

    New basic azo dyes
    63.
    发明专利

    公开(公告)号:GB973915A

    公开(公告)日:1964-11-04

    申请号:GB2558762

    申请日:1962-07-04

    Applicant: BASF AG

    Abstract: The invention comprises colour salts whose cations have the general formula in which R1 and R2 represent hydrogen, substituted or unsubstituted alkyl, cycloalkyl or aralkyl groups and one of the radicals R1 and R2 may also be an aryl group and in which the indazole and indole ring may be further substituted other than with sulphonic acid groups and A1 and A2 are alkyl, cycloalkyl or aralkyl radicals and a process for the preparation thereof which comprises alkylating, aralkylating or cycloalkylating with appropriate agents azo dyes free from sulphonic acid groups of the general formula Starting materials for use in the process are obtained by coupling diazotized 3-amino-indazoles with indoles not substituted in the 3-position. The dyes are reacted with such agents as methyl chloride, benzyl chloride, diethyl sulphate, methyl toluene sulphonate. The dyes can be represented by the following structures in resonance The colour salts are employed for dyeing mordanted cotton, leather and fibres, yarn and film of cellulose esters and ethers, polyamides, polyurethanes and polyesters and in particular polyacrylonitrile and copolymers containing acrylonitrile in yellow to red shades. Examples are furnished relating to the preparation of the dyes and their use in dyeing polyacrylonitrile fibre and copolymers of acrylonitrile and vinyl chloride.

    Substituted ammonium salts of metal complex dyes

    公开(公告)号:GB944409A

    公开(公告)日:1963-12-11

    申请号:GB2854561

    申请日:1961-08-08

    Applicant: BASF AG

    Abstract: The invention comprises an ammonium salt of a 1 : 2 cobalt or 1 : 2 chromium complex of an azo dye and/or an azo methine dye and a primary, secondary or tertiary aliphatic amine whose nitrogen atom is substituted by an aliphatic radical which contains at least one ether oxygen atom. The ammonium salts are prepared by reacting appropriate complexes and amines. Representative of the many amines specified are 1-methoxy-3-aminopropane, 1 - benzyloxy - 2 - dimethylaminoethane, 1-(b -acetoxyethoxy) - 2 - diisopropylaminoethane and N-methylmorpholine. The metal complex dyes may be free from sulphonic acid groups or bear 1 to 4 such groups. Representative of the many azo dyes specified are 1-amino-2-hydroxy-4 - nitrobenzene --> 3 - methyl - 1 - phenylpyrazolone, 2-aminobenzoic acid --> 1-phenyl-3-methylpyrazolone, 1 - amino - 2 - hydroxybenzene - 4 - sulphamide --> 2 - hydroxynaphthalene, 1 - amino - 2 - hydroxybenzene - 5-sulphonethylamide --> acetoacetanilide and of the azomethine dyes those obtained from 4-nitro - 2 - aminophenol and 3,5 - dichlor - 2 -hydroxybenzaldehyde or 2-hydroxynaphthaldehyde. The products are soluble in organic solvents and or suitable for colouring nitrocellulose lacquers, anodized aluminium, cellulose ethers, polyester and polyamide resins and ester- and ketone-soluble vinyl chloride polymers. Examples are furnished.

    Improvements in the production of 1-aryl-4, 5-dihalogen-pyridazones-(6)

    公开(公告)号:GB881616A

    公开(公告)日:1961-11-08

    申请号:GB2167160

    申请日:1960-06-21

    Applicant: BASF AG

    Abstract: 1-Aryl-4,5-dihalopyridazones-6 of the formula in which X represents a chlorine or a bromine atom and R represents a phenyl or naphthyl radical which may or may not be substituted are prepared by (1) reacting a mucochloric or mucobromic acid in aqueous mineral acid solution at room temperature with a phenyl or naphthyl hydrazine RNHNH2 and treating the reaction product with concentrated sulphuric acid or by (2) heating a mucochloric or mucobromic acid in aqueous mineral acid solution with a phenyl or naphthyl hydrazine RNHNH2. In the first method the intermediate hydrazone may be isolated and then cyclised by stirring with the sulphuric acid at room temperature. The preferred mineral acid is hydrochloric or sulphuric acid. Unsubstituted pyridazones may be nitrated in the aryl ring and subsequently reduced to the amino compound. The aryl hydrazine may be substituted in the ring by substituents that do not interfere with the mucohalic acid such as methyl, methoxy, carboxy, sulphonic acid, nitro, phenylamino, acetylamino, oxalylamino and benzylamino. Examples describe the preparation by method (1) of the nitrophenyl, 3-amino-6-sulpho-phenyl, acetylamino-phenyl, carboxyphenyl and nitrotolyl - dichloropyridazones with isolation of the intermediate hydrazones and the preparation by method (2) of phenyl, tolyl, sulphonyl and sulphonaphthyl dichloropyridazones and phenyl and tolyl dibromopyridazones.

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