Dyeing and/or printing textile materials

    公开(公告)号:GB1046194A

    公开(公告)日:1966-10-19

    申请号:GB560864

    申请日:1964-02-11

    Applicant: BASF AG

    Abstract: Water-soluble phthalocyanine dyes of the formula wherein Pc is the radical of a metal-free or metalliferous phthalocyanine, X is a divalent radical necessary to complete a heterocyclic ring, Y is an organic or inorganic anion and m is an integer from 1-6 are employed to dye textile materials of cellulose. They may be prepared as described in German Specification 1,097,596. Preferred heterocyclic rings are pyrrolidone, piperidine, hexamethyleneimine and morpholine. A number of dyes are specified.ALSO:Textile materials of natural or regenerated cellulose are dyed and/or printed with acid aqueous liquors or pastes containing water-soluble phthalocyanine dyes of the formula wherein Pc is the radical of a metal-free or metal-containing phthalocyanine, X is a divalent radical necessary to complete a heterocyclic ring, Y is an organic or inorganic anion and m is a integer between 1 and 6. The heterocycles completed by X are preferably pyrrolidine, piperidine, hexamethyleneimine or morpholine. The dye liquor preferably has a pH of 3-4, for which purpose acids may be added, and may contain neutral salts and other usual auxiliaries. Dyeing may be effected by the exhaust process or by the pad-steam, pad-hot air or pad-batch method. Printing may be carried out using an emulsion print paste. Examples of dyeing materials of cotton and spun rayon are given.

    Dyeing and printing textile materials containing hydroxyl groups

    公开(公告)号:GB1006892A

    公开(公告)日:1965-10-06

    申请号:GB866064

    申请日:1964-03-02

    Applicant: BASF AG

    Abstract: In Examples 1-6 dyes of the anthraquinone and naphthalene series are chloromethylated and then reacted with ammonia, primary or secondary amines or heterocyclic nitrogen containing compounds to give dyes having at least one radical of formula directly attached to the aromatic rings of the dye and in which the group denotes a radical of ammonia or of a primary or secondary amine, or R1 and R2 are joined with the N atom to form a heterocyclic ring system, and X is an organic or inorganic anion. The dyes are substantially free from water solubilizing groups, but are slightly water soluble due to the above groups.ALSO:The invention comprises a process in which textile materials containing hydroxyl groups are dyed in neutral or acid liquors or pastes with dyes having at least one radical or formula in which -NR1R2 is the ammonia group or a primary or secondary amino group. R1 and R2 may be joined p together with the nitrogen atom to form a heterocyclic ring, the anion X being organic or inorganic. The dyes used are slightly soluble in water.

    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.

    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.

    Process for dyeing, printing and/or optical brightening of textile materials and dye preparations therefor

    公开(公告)号:GB923162A

    公开(公告)日:1963-04-10

    申请号:GB3886361

    申请日:1961-10-31

    Applicant: BASF AG

    Abstract: Compounds of the formula: are obtained from hexahydro-1,3,5-tri-(b -chloropropionyl)-s-triazine by the action of tertiary amines such as pyridine, quinoline, N-methylimidazole or N-vinylimidazole. Polyamides are obtained by reaction of 2 moles acrylic acid chloride with 1 mole of ethylene, propylene, butylene or hexamethylene diamine or 1,4-diaminobenzene-2-sulphonic acid, or by reaction of 3 moles of acrylic acid chloride with 1 mole of diethylene or dipropylene triamine, or by reaction of 4 moles acrylic acid chloride with 1 mole of triethylene tetramine. Alternatively instead of acrylic acid chloride the following chlorides may be used: b -chloropropionyl, b -sulphato-propionic acid, b -methoxypropionic acid, b -phenoxypropionic acid, b -(4-chlorothiophenyl)-propionic acid or b -phenylsulphone propionic acid chloride. Those compounds containing the b -chloro-propionyl radical may be quaternised with a tertiary amine. Methylene-bis-acrylamide of the formula: is obtained by reaction of 2 moles acrylamide with 1 mole formaldehyde. The above compound may be converted into cyclic compounds with dialdehydes, e.g. with glyoxal to a compound of the formula: ALSO:Textile materials are dyed, printed and/or optically brightened in the presence of an alkaline agent with (a) a dye or optical brightener having one or more reactive hydrogen atoms preferably attached by way of N, O or S atoms or which is capable of making such hydrogen atoms available during the process and (b) a polyfunctional colourless non-fluorescent compound which bears two or more CH2 = CH-CO-groups attached through nitrogen or which is capable of forming such groups during the process. The textile materials may be of acrylic polymers, linear aromatic polyesters, polyamides or especially of cellulosic materials such as cotton or rayon. The alkaline agents specified are sodium and potassium hydroxide, carbonate and bicarbonate, disodium and trisodium phosphate. The dyes or brighteners (a) may bear 1-11 reactive H atoms in the form of 1 DEG or 2 DEG amino groups, sulphonic acid amide, alkylamide and arylamide groups, carboxylic acid amide and alkylamide groups, hydroxyl and sulphydryl groups but particularly -alkylene-OH, -alkylene-NH2, -SO2-NH2, -CH2CH2-OH, -CH2CH2-NH2, -SO2-NH-CH2CH2-OH and -SO2-NH-CH3 groups. Dyestuffs containing methylene ether and ester groups which are converted into methylol groups during the process are also suitable. The dyes may be water-soluble or insoluble and are preferably of low substantivity but may be of the reactive type. (a) and (b) are said to react in the manner of the Michael reaction. The specified compounds (b) are: hexahydro-1, 3, 5-triacryloyl-s-triazine obtainable by reaction of acrylonitrile and formaldehyde, hexahydro-1, 3, 5-tri-(p-chloropropionyl)-s-triazine and its derivatives quaternated with pyridine, quinoline, N-methylimidazole or N-vinylimidazole, the reaction products of 2 moles acrylic acid chloride with 1 mole ethylene, propylene, butylene or hexamethylene diamine or 1, 4-diaminobenzene-2-sulphonic acid, the reaction products of 3 moles acrylic acid chloride with 1 mole of diethylene or dipropylene triamine and the reaction product of 4 moles acrylic acid chloride with 1 mole of triethylene tetramine. Instead of acrylic acid chloride in the above products there may be used the following acyl chlorides: b -chloropropionyl, b -sulphatoethylpropionic acid, b -methoxypropionic acid, b -phenoxypropionic acid, b -(4-chlorothio-phenyl)-propionic acid or b -phenylsulphone-propionic acid chloride. Those compounds containing the b -chloropropionyl radical may be quaternized as above. Also suitable are methylene-bis-acryloylamide obtainable by reaction of 2 moles acrylamide with 1 mole formaldehyde and its condensation product with glyoxal of the formula Fixation may be accomplished at room temperature but preferably at 70 DEG -150 DEG C. by steaming or dry heating for about 5-10 minutes. (a) and (b) may be applied in either sequence but are preferably applied simultaneously from a single bath or paste also containing the alkaline agent by means of jiggers, vats, winch becks, high temperature dyeing apparatus or especially by padding or printing. Resin finishing may be carried out simultaneously. Compounds (b) may be used together with dispersing agents and/or protective colloids as aqueous solutions or dispersions or as solutions in water miscible solvents such as dimethylformamide (preferred), dimethylacetamide, N-methyl-2-pyrrolidone, glycol ethyl ether, tetrahydrofuran, methanol, ethanol, isopropanol, acetone, formic or acetic acid. Many other adjurants are specified among which are dispersing agents such as lignin sulphonate and a naphthalene-2-sulphonic acid/formaldehyde condensate, protective colloids such as carboxymethyl-cellulose, acetylated polyvinyl alcohol or polyvinyl pyrrolidone both of k-value 30, antioxidants such as hydroquinone; wetting agents such as the sodium salt of sulphonated oleic acid N-methylcyclohexylamide, migration inhibitors such as sodium acetate and thickening agents such as sodium alginate. Examples are given of dyeing and printing in which a great variety of dyestuffs is employed; some of them are described in Specifications 520,199, 771,320, 811,221, 811,222, 824,300, 827,568 and 900,764 and German Specifications 335,809, 742,932, 742,939 and 908,068. Other dyestuffs referred to include and Specifications 520,301 and 805,548 also are referred to.

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