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公开(公告)号:BE600075A
公开(公告)日:1961-08-10
申请号:BE600075
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 , C09B
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公开(公告)号:BE595669A
公开(公告)日:1961-04-04
申请号:BE595669
申请日:1960-10-03
Applicant: BASF AG
Inventor: DISTLER HARRY , MERKEL KARL , MUELLER ROLAND , TARTTER ARNOLD , WEISSAUER HERMAN , WERNER HEINZ-ULRICH
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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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公开(公告)号:GB922388A
公开(公告)日:1963-03-27
申请号:GB79461
申请日:1961-01-09
Applicant: BASF AG
Inventor: DISTLER HARRY , MUELLER WERNER , WERNER HEINZ-ULRICH
IPC: C07C41/16 , C07C209/18 , C07C309/20 , C07D213/20 , C07D215/10 , C07D215/26 , C07D295/02 , C07D295/037 , C07D295/04 , C07D521/00 , C08F28/00
Abstract: Aqueous polymer dispersions are prepared from salts of vinyl sulphonic acid with organic nitrogen bases. The salts have the formula where R1 is a monovalent hydrocarbon radical which may be substituted by halogen or a hydroxyl group or acylated hydroxyl group or may contain ether linkages; R2, R3, and R4 may be as R1 or may be hydrogen; R4 may be a hydrocarbon radical substituted by a group of formula R1 and R2 may be polymethylene groups which connect the nitrogen atom of formula I with a group of formula the substituents R5, R6 and R7 being hydrogen, hydrocarbon radicals or hydroxyalkyl radicals, and A(-) an anion, particularly that of vinyl sulphonic acid; R2 and R3 may form a 5 to 7 membered heterocyclic ring with the nitrogen atom of formula I; and R1, R2 and R3 may be components of a 5 or 6 membered ring containing the nitrogen atom of formula I. In Examples A to E aqueous dispersions of copolymers are prepared from:-trimethyl-phenyl-ammonium vinyl sulphonate and n-butyl acrylate; trimethyl-cyclohexyl-ammonium vinyl sulphonate, vinyl acetate and n-butyl acrylate; methyl-triethanol-ammonium-vinyl sulphonate, vinyl propionate and n-butyl acrylate; a salt derived from vinyl sulphonic acid methyl ester and the reaction product of 1 mol. of diethylamine with 4 mols. of ethylene oxide, ethyl acrylate and vinylidene chloride; diethyl ammonium vinyl sulphonate, ethyl acrylate and acrylic acid; potassium persulphate is used to initiate the copolymerization.ALSO:The invention comprises salts of vinyl sulphonic acid with organic nitrogen bases. The salts have the formula where R1 is a monovalent hydrocarbon radical which may be substituted by halogen or a hydroxyl group or acylated hydroxyl group or may contain ether linkages; R2, R3, and R4 may be as R1 or may be hydrogen; R4 may be a hydrocarbon radical substituted by a group of formula R1 and R2 may be polymethylene groups which connect the nitrogen atom of formula I with a group of formula R5, R6 and R7 being hydrogen, hydrocarbon radicals or hydroxyalkyl radicals, and A(-) an anion, particularly that of vinyl sulphonic acid; R2 and R3 may form a 5 to 7 membered heterocyclic ring with the nitrogen atom of formula I; and R1, R2 and R3 may be components of a 5 or 6 membered ring containing the nitrogen atom of formula I. The salts may be prepared by neutralizing the nitrogen base with vinyl sulphonic acids; or by reacting the nitrogen base with a vinyl sulphonic acid ester, the hydrocarbon radical of the alcoholic component of the ester being transferred to the nitrogen atom. In examples there are prepared salts including N-methyl-8-hydroxyquinolinium vinyl sulphonate, ethyl-dimethylanilinium vinyl sulphonate, salts from ethyl and butyl esters of vinyl sulphonic acid and 4,41-bis-(dimethylamino-diphenyl)methane, trimethylcyclohexylammoniumvinyl sulphonate, salt of dimethyl palm kernel fatty amine, N-methyl-pyridinium vinyl sulphonate, N-methyl-quinolinium vinyl sulphonate, Nmethyl-vinylimidazolium vinyl sulphonate, Nmethyl-g -picolinium p vinyl sulphonate, Nmethyl-quinaldinium vinyl sulphonate; salts of vinyl sulphonic acid and pyridine, crotylamine, 4-isopropyl-aniline, a -naphthylamine, 4-methoxy-N,N- dimethylaniline, 1-hydroxy2-amino-propane, piperazine, N-methyl pyrrole, pyrazole, thiazole, oxazole, morpholine, thiomorpholine, hexamethylene imine, diphenylamine, N- methylpyrrolidine, methyl oxazolidine, alkoxyamines, alkanolamines, reaction products of alkylene oxides with amines; and salts from simple amines and diamines.
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公开(公告)号:FR1280995A
公开(公告)日:1962-01-08
申请号:FR852527
申请日:1961-02-13
Applicant: BASF AG
Inventor: BAUMANN HANS , DISTLER HARRY , MERKEL KARL , TARTTER ARNOLD , WEISSAUER HERMANN , WERNER HEINZ-ULRICH
IPC: C07D251/50 , C07D251/66 , C09B62/06 , D06P1/00
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公开(公告)号:BE600076A
公开(公告)日:1961-08-10
申请号:BE600076
申请日:1961-02-10
Applicant: BASF AG
Inventor: BAUMANN HANS , DISTLER HARRY , MERKEL KARL , TARTTER ARNOLD , WEISSAUER HERMANN , WERNER HEINZ-ULRICH
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