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公开(公告)号:US3682979A
公开(公告)日:1972-08-08
申请号:US3682979D
申请日:1970-05-18
Applicant: BASF AG
Inventor: TARTTER ARNOLD , RIEDEL GUENTER , NOLD EBERHARD
Abstract: Nitrates of triarylmethane dyes useful in printing inks, pastes for ball point pens, inks, copying papers, transparent coatings, etc.
Abstract translation: 可用于印刷油墨的三芳基甲烷染料硝酸盐,圆珠笔油墨,复印纸,透明涂料等。
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公开(公告)号:US3649642A
公开(公告)日:1972-03-14
申请号:US3649642D
申请日:1968-02-02
Applicant: BASF AG
Inventor: TARTTER ARNOLD , LUEBCKE ENNO , BELDE HORST
CPC classification number: C09B47/08
Abstract: VALUABLE GREEN PIGMENT DYES ARE OBTAINED WHEN PHTHALOCYANINES CONTAINING PHENYL GROUPS ARE TREATED AT TEMPERATURES ABOVE 20*C. WITH SULFURIC ACID HAVING A CONCENTRATION OF MORE THAN 50% BY WEIGHT UNTIL THE REACTION PRODUCT HAS A SULFUR CONTENT OF 0.1 TO 3.5% BY WEIGHT.
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公开(公告)号:CA755071A
公开(公告)日:1967-03-21
申请号:CA755071D
Applicant: BASF AG
Inventor: SCHROEDEL RUDOLF , ROHLAND WERNER , LUDSTECK DIETER , TARTTER ARNOLD
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公开(公告)号:CA748776A
公开(公告)日:1966-12-20
申请号:CA748776D
Applicant: BASF AG
Inventor: ROSENKRANZ MAGNUS , FEDERKIEL WILHELM , TARTTER ARNOLD
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公开(公告)号:GB1032371A
公开(公告)日:1966-06-08
申请号:GB1406463
申请日:1963-04-09
Applicant: BASF AG
Inventor: WEISSAUER HERMANN , TARTTER ARNOLD
IPC: C09B62/02
Abstract: The invention comprises dyes of the general formula F-Y-A-B in which F denotes the radical of a dye, Y denotes a -NH-, -N = N-, -CO-, -CONH- or 502NH- group and may be combined with an aromatic radical of the dye molecule by further bridge members, A denotes a covalent linkage, an aliphatic radical an araliphatic radical or an aromatic radical which may be annellated with B and B denotes a five-membered heterocyclic ring containing the grouping in which X denotes a radical which can be split off as an anion with the proviso that A and B do not represent the radical of 2-chlorobenzothiazole or 2-chloro-4-hydroxybenzothiazole. In a modification of the above dyes F denotes the radical of a coupling component, Y is -N = N-, A is an aromatic radical and B has the meaning given above. The dyes are prepared by processes wherein (a) an amine of the general formula H2N-A-B in which A and B have the meanings given above is reacted with a dye or dye precursor containing at least one radical capable of reacting with amino groups or with a diazotized amine or the diazonium compound of an amine having the formula given above is reacted with a compound capable of coupling, the reaction product when a dye precursor has been used, being converted to the dye in the conventional way, (b) the dye obtained is treated with a sulphonating agent, or (c) an acid halide of the general formula Z-CO-A-B in which A and B have the meanings given above and Z denotes a halogen atom is reacted with a dye or dye precursor containing an acetylatable amino group and when a dye precursor has been used converting the reaction product into the dye in the conventional way. In examples, a blue dye is obtained when 2-chloro - 6 - aminobenzothiazole is reacted with 1 - amino - 4 - bromanthroquinone - 2 - sulphonic acid and the product is reacted with oleum probably to introduce a sulphonic acid group into the benzothiazole nucleus (1); a green dye is obtained by reacting a mixture of copper phthalocyanine tetrasulphonic acid dichloride and trichloride with 1-(b -aminoethyl)-3-methylpyrazolone-(5) and the product is coupled with the diazonium salt from 2-sodium sulphonate - 6 - aminobenzothiazole (2); the amine of the formula is diazotized and coupled with 1-(2-chloro-5-sulphophenyl) - 3 - methyl - pyrazolone - 5 (3); the compounds of the formula are reduced and the amines obtained diazotized and coupled with 1-hydroxy-naphthalene-3,6-disulphonic acid (4); and 2-chloro-4-methyl-thiazole-5-carboxylic acid chloride is reacted with 2 - amino - 5 - hydroxynaphthalene - 7 - sulphonic acid and coupled with diazotized 1-aminobenzene - 3 - sulphonic acid (6). Additional examples are furnished and starting materials specified.
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公开(公告)号:GB1013236A
公开(公告)日:1965-12-15
申请号:GB560764
申请日:1964-02-11
Applicant: BASF AG
Inventor: TARTTER ARNOLD , FEDERKIEL WILHELM , ROSENKRANZ MAGNUS
Abstract: Metal-free or metalliferous phthalocyanine dyes of the formula in which Pc is a phthalocyanine radical, R1 is H or an aliphatic radical, R2 is an aliphatic, araliphatic, aromatic or cycloaliphatic radical and in which R1 and R2 are free of substituents which react with the OH-groups of cellulose, Y is an anion and m is an integer 1-6, are obtained by reaction of a compound with an amine and, if desired, by conversion of the reaction product into a salt of an acid other than hydrohalic. Suitable metals to be contained in the phthalocyanine residue are Cu, Co, Ni or Fe. The term "phthalocyanine residue" includes those residues substituted by halogen or aryl attached direct or via bridge members as well as azaphthalocyanines and their phenyl derivatives. A number of suitable amines are specified, some of which have one or more of the following groups in their groups R1 and R2: hydroxy, methoxy, ethoxy, cyano and mercapto groups. Examples are given.ALSO:Textile materials of natural or regenerated cellulose are dyed and/or printed with an acid liquor or paste containing a water-soluble phthalocyamine dye of the formula wherein R1 is H or an aliphatic radical, R2 is an aliphatic, araliphatic, aromatic or cycloaliphati radical said radicals R1 and R2 being free from substituents which react with cellulose under acid conditions, Y is an anion and m is an integer between 1 and 6. The above dyes may be derived from metal free or Cu, Co, Ni or Fecontaining phthalocyanine halomethyl compounds which are reacted with monoamines, especially secondary amines having a total of 3-12 C atoms. The anions may be radicals or inorganic or organic acids or acid salts of polybasic acids. The dye liquors and partes preferably have a pH of 3-4 for which purpose acids may be added and may contain neutral salts and the usual auxiliaries. Dyeing may be accomplished by known methods, e.g. the exhaust process or the pad-steam, pad-hot air or pad-batch method. Printing may be carried out using an emulsion printing paste. Examples of dyeing and printing cotton and spun rayon are given.
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公开(公告)号:GB1010236A
公开(公告)日:1965-11-17
申请号:GB3311062
申请日:1962-08-29
Applicant: BASF AG
Inventor: TARTTER ARNOLD , LUETZEL GERHARD , ROHLAND WERNER
IPC: C09B47/26 , C09B62/537
Abstract: Tetrazaporphin dyes containing sulphonic acid N-(primary amino alkyl)-amide groups are made by (a) reacting a tetrazaporphin sulphonic acid -1:2- alkylenimide or a tetrazaporphin sulphonamide which contains on the amido nitrogen a hydroxyalkyl radical esterified with a hydrogen halide or a strong oxygen-containing acid of sulphur or phosphorus, with ammonia or a reagent which yields ammonia, such as ammonium carbonate or bicarbonate or urea, or (b) reacting a tetrazaporphin sulphonamide having two hydrogen atoms on the amido nitrogen with a 1:2-alkylenimine or a primary halogenoalkylamine. The reactions may be conducted in aqueous or organic media and examples are given. The dyes dye or print leather, paper and textile materials of native and/or regenerated cellulose particularly in the presence of acid-reacting reagents or alkaline-reacting reagents. The tetrazaporphin alkylenimide and sulphonamide starting materials are made by reacting tetrazaporphin sulphonyl halides with alkylenimines, with haloalkylamines, with hydroxyalkylamines esterified with strong oxygen-containing acids of sulphur or phosphorus or with hydroxyalkylamines and then esterifying the product, for example, with thionyl chloride or bromide, sulphuric or chlorsulphonic acid, alkyl- or aryl-sulphonic acid halides or phosphoric or polyphosphoric acid.
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8.
公开(公告)号:GB946471A
公开(公告)日:1964-01-15
申请号:GB304261
申请日:1961-01-26
Applicant: BASF AG
Inventor: HENSEL HANS RUPRECHT , BAUMANN HANS , TARTTER ARNOLD , WEISSAUER HERMANN
IPC: C09B62/12
Abstract: 1 - (chlorosulphonylphenyl) - 4:5 - dihalogeno-pyridazones where the halogen is chlorine or bromine are made by sulphochlorinating a 1-phenyl - 4:5 - dihalogeno - pyridazone, made by condensing phenyl-hydrazine with mucochloric or mucobromic acid, or by reacting with phosphorus oxychloride or pentachloride or thionyl chloride a 1 - (sulphophenyl) - 4:5 - dihalogeno-pyridazone prepared by condensing a sulphophenyl hydrazine with mucochloric or mucobromic acid. 1 - (chlorocarbonylphenyl) - 4:5 - dihalogeno -pyridazones are made by treating with phosphorus oxychloride or pentachloride or thionyl chloride 1- (carboxyphenyl) - 4:5 - dihalogenopyridazone prepared by condensing a carboxyphenyhlydrazine with mucochloric or mucobromic acid. 1 - (chlorocarbonylalkyl) - 4:5 -dihalogenopyridazones are made by treating with phosphorus oxychloride or pentachloride or thionyl chloride 1 - (carboxyalkyl) - 4:5 - dihalogenopyridazones obtained by saponifying 1-(cyanoalkyl) - 4:5 - dihalogenopyridazones prepared by reacting the addition product of an a :b - unsaturated nitrile, such as acrylonitrile or methacrylonitrile, and hydrazine with mucochloric or mucobromic acid.ALSO:Dyes of the azo, anthraquinone and tetrazaporphin series are made by reacting a dye containing one or more acylatable amino groups with a compound of the formula where X is chlorine or bromine, A is a phenylene radical which may be substituted by alkyl, alkoxy, nitro or halogen or an alkylene radical of 1 to 4 carbon atoms which may be substituted, B is -SO2- or -CO- and Z is halogen. The invention also comprises dyes of the following general formulae and wherein Y is the radical of an anthraquinone dye, T is the radical of a tetrazaporphin dye, p is 0, 1, 2, 3 or 4, g is 1 or 2 (p+g) is not more than 6, D is the radical of an azo dye, A1 is an alkylene radical of 1 to 4 carbon atoms and A, B and X have the meanings given above. Dye radicals specified include those of monoazo and disazo dyes and metal complexes thereof, metal phthalocyanines and 1 : 4 - diamino - anthraquinone-2-sulphonic acid derivatives. Examples are given. The dyes dye and print cellulose materials in the presence of a basic-reacting substance and a heat-treatment and also dye and print wool, silk, leather, linear polyamides and polyurethanes and cellulose esters and ethers. Specification 924,660 is referred to.
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公开(公告)号:CA674903A
公开(公告)日:1963-11-26
申请号:CA674903D
Applicant: BASF AG
Inventor: MUELLER ROLAND , WEISSAUER HERMANN , BRAUN WILLY , EISELE JULIUS , LANGE GUENTER , KREHBIEL GUENTER , TARTTER ARNOLD
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公开(公告)号:GB941009A
公开(公告)日:1963-11-06
申请号:GB578162
申请日:1962-02-15
Applicant: BASF AG
Inventor: TARTTER ARNOLD
Abstract: In examples, (6), N-b -(11-acetylaminonaphthalene - 51- sulphonylamino) ethyl - N1 - isopropylidene-hydrazine is made by reacting 1-acetylamino naphthalene - 5 - sulphonic acid chloride with N-b -aminoethyl-N1- isopropyl-idene-hydrazine; (9), N-b -aminoethyl-N-phenyl-hydrazine is made by reacting phenylhydrazine with chloroethylamine hydrochloride, neutralising and fractioning the product; and (10) N-b -aminoethyl-N1-isopropylidene-hydrazine is made by reacting acetone with b -aminoethyl hydrazine.ALSO:The invention comprises dyes of the azo, anthraquinone and tetrazaporphin series containing at least one group of the formula where R is hydrogen, substituted or unsubstituted alkyl, cycloalkyl, aryl or aralkyl, A is alkylene with two to six carbon atoms in the alkylene chain and X is a hydrazino group containing at least one free hydrogen atom. The dyes are made by reacting a sulphonic acid halide of a dye or of a dye precursor of the aminobenzene sulphonic acid or aminonaphthalene sulphonic acid series with an amine of the formula: R-NH-A-X, in which the hydrazine group may be protected by an acyl or alkylidene group, in a solvent or diluent at about 0 DEG to 90 DEG C., or by reacting a sulphonic acid alkylene imide or a mineral acid ester of a sulphonic acid hydroxy-alkylamide of a dye or a dye precursor of the aminobenzene, sulphonic acid or aminonaphthalene sulphonic acid series with a hydrazine having at least two free hydrogen atoms and, when a precursor is used, reacting the product with a dyestuff sulphonic acid halide or coupling it with a diazotized amine. Examples are given. The dyes may be converted into the corresponding methylol or methylol ether derivatives. They dye natural or regenerated textile materials.
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