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    New water-soluble dyes of the phthalocyanine series which contain methylene ether radicals
    98.
    发明专利
    New water-soluble dyes of the phthalocyanine series which contain methylene ether radicals 未知

    公开(公告)号：GB942569A

    公开(公告)日：1963-11-27

    申请号：GB3522760

    申请日：1960-10-14

    Applicant: BASF AG

    Inventor： TARTTER ARNOLD ,  BRAUN WILLY ,  WEISSAUER HERMANN

    IPC: C09B47/12 ,  D06P3/60

    Abstract: The invention comprises water-soluble dyes of the formula (HO3S)n-(Pc)-(SO2-NH-Z)m wherein Pc is a metalliferous or metal-free phthalocyanine radical, Z is one of the radicals and -L-M in which X is hydrogen, halogen, alkyl, alkoxy or sulphonic acid, Y is hydrogen or sulphonic acid, A is a covalent linkage, -NH- or -SO2NH-, L is a covalent linkage or a radical of the formula M is hydrogen, or and Q is hydrogen or sulphonic acid, and in the radical Z all the hydrogen atoms reactable with formaldehyde have been replaced by groups of the formula -CH2OR where R is an aliphatic or araliphatic radical and n and m are each 1, 2, 3 or 4 and their sum is 3, 4, 5 or 6. The dyes are made by treating with an alcohol in the presence of a mineral acid or an acid-reacting substance a dye of the above formula wherein the hydrogen atoms reactable with formaldehyde have been replaced by the groups -CH2OH, or by transetherifying a dye of the above formula where R is a low molecular weight such as methyl with alcohols of higher molecular weight such as butyl, benzyl or nonyl alcohols in the presence of catalytic amounts of hydrochloric acid. Examples are given. The dyes dye and print textile materials of wool, silk, synthetic linear polyamides and polyurethanes, polyvinyl alcohol, cellulose esters and cellulose. Specifications 895,029, 908,301 and 942,555 are referred to.ALSO:Textile materials of wool, silk, synthetic linear polyamides or polyurethanes, polyvinyl alcohol, cellulose esters and cellulose are dyed or printed, if desired in conjunction with a resin finishing treatment, with water-soluble dyes of the formula: (HO3S)n-(Pc)-(SO2-NH-Z)m where Pc is a metalliferous or metal-free phthalocyanine radical, Z is one of the radicals:- and and -L-M, in which X is hydrogen, halogen, alkyl, alkoxy or sulphonic acid, Y is hydrogen or sulphonic acid, A is a covalent linkage, -NH- or -SO2NH-,L is a covalent linkage or a radical of the formula: M is hydrogen,-CONH2, or and Q is hydrogen or sulphonic acid, and in the radical Z all the hydrogen atoms reactable with formaldehyde have been replaced by groups of the formula: -CH2OR where R is an aliphatic or araliphatic radical and n and m are each 1, 2, 3 or 4 and their sum is 3, 4, 5 or 6. The dyes may be applied to cellulose material in conjunction with a treatment with acid-reacting substances and an optional heat treatment. The dyes may also be applied to textile materials together with acid-reacting substances and hardenable aminoplasts and, if desired, aldehydes, and the material then heat-treated to effect simultaneous dyeing and resin-finishing. Amino-plasts specified are dimethylol-urea, dimethyldimethylol-urea, dimethylol-dicyandiamide, methylol-thiourea, dimethylol-guanidine, trimethylol melamine, diphenyl-dimethylol-urea, butane-diol diurethane and N:N1-dimethylol-glyoxal monoureine. Acid-reacting substances mentioned are boric phosphoric, formic, acetic, glycolic, maleic, chloracetic, chlorproprionic, citric and malic acids, ammonium nitrate and chloride, monoammonium phosphate, zinc and magnesium chloride and diethanolamine hydrochloride. Aldehydes which may be used are acetaldehyde, glyoxal and formaldehyde which may be in the form of paraformaldehyde or hexamethylene tetramine. In examples, cotton fabric is padded with an aqueous dyestuff solution containing (1) and (7) ammonium nitrate, or (2) and (6) N:N1-dimethylol-glyoxalmonoureine and zinc chloride, or (3) N:N1-dimethylol-glyoxalmonoureine and ammonium nitrate and the fabric is then heat treated. Specifications 895,029, 908,301 and 942,555 are referred to.

    New monoazo dyes containing hydrazinyl substituted triazine residues
    100.
    发明专利
    New monoazo dyes containing hydrazinyl substituted triazine residues 未知

    公开(公告)号：GB929097A

    公开(公告)日：1963-06-19

    申请号：GB498461

    申请日：1961-02-10

    Applicant: BASF AG

    Inventor： BAUMANN HANS ,  DISTLER HARRY ,  MERKEL KARL ,  TARTTER ARNOLD ,  WEISSAUER HERMANN ,  WERNER HEINZ-ULRICH

    IPC: C09B62/085

    Abstract: 2-(4,6-Dihydrazino-1,3,5-triazinyl-2)- and 2-[4,6- di(phenylhydrazino)- 1,3,5-triazinyl- 2) -amino- 5-hydroxynaphthalene- 7-sulphonic acids are prepared by condensing cyanuric chloride with an equimolar amount of 2-amino-5-naphthol-7-sulphonic and then reacting the primary condensate with 2 molar proportions of hydrazine or phenylhydrazine. Specifications 842,802 and 872,249 are referred to.ALSO:The invention comprises monoazo dyes which contain attached by way of an amino group at least one group of formula:- wherein X is the radical of hydrazine or a substituted hydrazine and Y is a halogen atom, an amino group, a hydroxyl group, a mercapto group, the radical of hydrazine or a substituted hydrazine, or an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical attached by way of an oxygen, sulphur or nitrogen atom to the triazine ring. The dyes are prepared by reacting a trihalo-s-triazine in any sequence with (a) a monoazo dye or an intermediate of such a dye containing a primary or secondary amino group and (b) hydrazine or a substituted hydrazine to form a secondary condensation product, if desired exchanging the final halogen atom by treatment with alkali, ammonia, an amine, alcohol, phenol or mercaptan or hydrazine or hydrazine derivative and when an intermediate has been used converting this into the dye by coupling. The dyes may be treated with formaldehyde to prepare the corresponding methylol compounds as described in Specifications 842,802 and 872,249 and the methylol compounds may also be etherified or esterified. Specified substituted hydrazines include methylhydrazine, N1,N-dimethylhydrazine, acetylhydrazine, phenylhydrazine and its sulphonic acids, maleic acid hydrazide, N-aminoethylurethane, 2,4,6-trihydrazino-1,3,5-triazine, aminoguanidine, hydrazo-dicarboxylic acid amide, pyrazoline, N-aminopiperazine and the compound of formula The dyes may be used to colour natural and synthetic polyamide fibres, leather, paper and, preferably, cellulose. The dyeings may be carried out in the presence of acid substances and hardenable aminoplast-forming substances, possibly together with an aldehyde or a substance yielding an aldehyde, and fixed by a heat treatment. In examples: (1) the monoazo dye 1-aminobenzene-2-sulphonic acid--->2-(8 -hydroxy - 3,6 - disulphonaphthyl - 1 - amino) -4,6-dichloro-s-triazine is reacted with an equimolar amount of hydrazine hydrate; (2) cotton fabric is padded with an aqueous solution containing the dye obtained in (1), 1,3-dimethylol -5-methylperhydrotriazone-(2) and monoammonium phosphate, squeezed out, dried and heated at 145 DEG C. for 8 minutes; (3) a cotton fabric which has been treated with a caustic soda solution is padded with a liquor containing a dyestuff, methylol or methylene ether, the tetramethyl ether of tetramethylolmelamine, the ammonium salt of polyacrylic acid, polyglycol ether, sodium isopropylnaphthalene sulphonate and a mixture of diethanolamine and triethanolamine hydrochlorides, squeezed out and dried and heated on flat frames at 145 DEG C. A dyed crease resistant fabric is obtained. Further examples of the dyes are specified.

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