Dyeing, printing and/or fluorescent brightening of textile materials

    公开(公告)号:GB934391A

    公开(公告)日:1963-08-21

    申请号:GB691362

    申请日:1962-02-22

    Applicant: BASF AG

    Abstract: Textile materials are dyed, printed and/or optically brightened, if necessary at elevated temperatures, in the presence of an alkaline agent with dyes or fluorescent brightening agents which have one or more reactive hydrogen atoms preferably attached by way of N, O or S, or which are capable of forming one or more such atoms during the process and with divinyl-sulphone or, preferably, an uncoloured non-fluorescent compound which has two or more -SO2-CH==CH2 groups preferably attached by way of N or O, or that is capable of forming such groups during the process. The process is applicable to textile materials of natural and regenerated cellulose, natural and synthetic polyamides, polypropylene, polyacrylonitrile and its copolymers and polyesters as well as paper, leather, polyvinyl alcohol films and shaped articles of synthetic polyamides. Suitable alkaline agents are sodium or potassium hydroxide, carbonate and bicarbonate, diso-dium phosphate and trisodium phosphate. Suitable dyestuffs may be of the reactive as well as the substantive type and may be azo, metal complex, anthraquinone, azomethine, triphenylmethane, oxazine, dioxazine, tetra-zaporphin, acridine, azine, benzoquinone, naph-thoquinone, quinophthalone, indigoid, indo-phenol, indoaniline, indamine, lenco vat ester, naphthalimide, nigrosine, induline, nitroin, troso, oxidation, pyrazolone, polymethine, sulphur, stilbene, diarylenethane, thiazine, thiazole, thioxanthone and xanthene dyes as well as fluorescent brightening agents of the stilbene, benzimidazole, benzoxazole and benzthiazole series. The preferred groups containing reactive hydrogen are the -SO2-NH2, -CH2-CH2-OH, -CH2-CH2-NH2, -SO2-NH-CH2-CH2-OH and -SO2-NH-CH3 groups. The dyestuffs are preferably water-soluble in which case they may contain sulphonic or carboxylic acid groups or sulphonic acid alkylamide groups. The uncoloured non-flourescent compounds may be of the formula: As compounds capable of forming vinylsulphone groups there are compounds having two or more b -chloroethylsulphonyl groups preferably attached by way of nitrogen or their quaternary derivatives with pyridine, quinoline, N-methylimidazole or N-vinylimidazole as well as compounds containing two or more b -hydroxy-ethylsulphonyl groups, preferably attached via nitrogen, which have been esterified with, e.g., sulphoric acid. Fixation may be effected by steaming or dry heating between 40 DEG C. and 150 DEG C. for about 5-10 minutes. The alkali, dye or fluorescent brightening agent and the polyfunctional compound may be applied simultaneously or in any desired sequence. The divinyl sulphone or polyfunctional compound is used, advantageously, together with a dispersing agent, in finely divided form or as a solution in a water-miscible solvent such as dimethyl formamide, dimethylacetamide, N-methyl-2-pyrrolidone, glycol ethers, tetrahydrofuran, methanol, ethanol, isopropanol, acetone, formic acid and acetic acid. Other usual adjuvents and thickeners may also be present. Examples are given in which a large number of dyestuffs are specified. Specifications 293,358, 520,199, 686,061, 805,548, 811,222, 827,568, 900,764, 908,301, 910,377, 916,532 and 917,764 are referred to.

    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.

    Chromono-xanthone and thiochromono-thioxanthone pigments

    公开(公告)号:GB920851A

    公开(公告)日:1963-03-13

    申请号:GB2861160

    申请日:1960-08-18

    Applicant: BASF AG

    Abstract: A red wallpaper colour is made by mixing with a glue solution the precipitate obtained by adding barium chloride solution to a suspension made by adding sodium carbonate solution and a pigment of the formula:- where X is oxygen, to a suspension of heavy spar in aluminum sulphate solution. Printing inks contain the pigment of the above formula where X is oxygen or sulphur and the 4- and 8-positions may also be substituted by chlorine, having a particle size between 0,01 and 0,5m . In examples (1) a pigment of the above formula is ground with aluminium hydroxide and linseed oil varnish, and (7) an aqueous paste of a pigment of the above formula is mixed with heavy spar, aluminium sulphate and sodium carbonate solution, barium chloride solution is added and the precipitated product is mixed with a glue solution.ALSO:Nitrocellulose, acetyl cellulose, viscose, linear polyesters and polyamides, polyester resins, phenoplasts, aminoplasts, polyurethane lacquers, polyolefines such as polyethylene, polystyrene, polyvinyl chloride, polyacrylonitrile and rubber are coloured red with a pigment of the general formula:- where X is oxygen or sulphur and 4- and 8-positions may also be occupied by chlorine, having a particle size between 0,01 and 0,5m . In examples a pigment of the above formula is ground or mixed with, (8), a nitrocellulose lacquer containing pyroxylin, dibutyl phthalate, benzyl butyl phthalate, a synthetic resin obtained from cyclohexanone by treatment with sodium hydroxide, butyl acetate, methyl acetate and toluene and optionally, inorganic pigments and fillers; (2), a stoving lacquer of a coconut oil alkyd resin, urea-formaldehyde resin, xylene and butanol; (3), an unsaturated polyester resin and stirred with monostyrene, cyclohexanone peroxide, dibutyl phthalate, cobalt naphthenate and silicone oil solution in xylene; (4), polyvinyl chloride, di-iso-octyl phthalate and titanium dioxide (rutile); (5), polystyrene granulate; and (6) pale crepe, sulphur, stearic acid, 2-mercaptobenzthiazole, hexamethylene tetramine, zinc oxide, chalk and titanium dioxide (anatase) followed by vulcanization.ALSO:The invention comprises pigments of the formulae:- and and pigments of the general formula:- where X is oxygen or sulphur and in which the 4- and 8-positions may also be occupied by chlorine, having a particle size between 0,01 and 0,5m . The pigments are made by reacting 2:5 - dichlor - 1:4 - benzoquinone - 3:6 - dicarboxylic acid esters with 4-chloro- or 2:4-dichlorophenol or -thiophenol, conversion of the diaryl ethers or thioethers by reduction into the dihydroxy compounds followed by saponification and ring closure. The pigments may be converted to the finely-divided form by acidpasting or grinding. The pigments colour a wide variety of materials in red shades.

    New monoazo dyestuffs and the production of the same

    公开(公告)号:GB877678A

    公开(公告)日:1961-09-20

    申请号:GB148159

    申请日:1959-01-15

    Applicant: BASF AG

    Abstract: The invention comprises dyes of formula:- X-(NHSO2-A-SO2NH-D-Z)n where X is an n valent radical of a monoazo dye, A is an arylene radical which may be substituted, D is an alkylene radical, preferably of 2-4 C atoms, Z is Hlg and n 1 or 2. The dyes are made by treating an arylsulphonic acid halogenalkylamide sulphonic acid halide with a monoazo dye containing at least one primary amino group or from appropriate diazo and coupling components. Indicated arylsulphonic acid halogen alkylamide sulphonic acid halides are those derived from benzene-, diphenyl- or naphthalenedisulphonic acids and they may contain substituents in the aryl residue such as alkyl, aryl, aralkyl, hydroxyalkyl, alkoxy, aroxy, sulphonic acid, sulphonamide, sulphon-halogenalkylamide, sulphon-hydroxyalkylamide, nitro and halogen groups. Specified diazo components include 1, 3-diaminobenzene- 4-sulphonic acid and 1, 4-diaminobenzene and its 3-nitro derivative. Indicated coupling components are aminophenols, di- and poly-aminobenzenes, aminonaphthols, di- and poly-aminonaphthalenes, and aminophenylmethyl-pyrazolones and their sulphonic acids, sulphonamides and sulphones. The dyes dye and print materials such as wool, silk and linear polyamides but are especially of use for natural or regenerated cellulose in the presence of an acid-binding agent. Numerous examples are provided of the preparation of the dyes and their use in colouring cotton in red and yellow shades and 1-naphthylamine- 5-sulphonic acid is amongst the diazo components used. Specification 868,745 is referred to.

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