Plural Nitrogens Bonded Directly To The Pentacyclo Ring System Patents (Class 544/76)
  • Patent number: 5003049
    Abstract: The compounds of the general formula (I) ##STR1## where A is a dye radical, where relevant the radicals Y independently of one another are each oxygen, sulfur, R.sup.1 --N or a direct bond, n is 1 or 2, the radicals R.sup.1 independently of one another are each hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl and Z is a bridge member, are very useful for dyeing hydroxyl-containing textile material.
    Type: Grant
    Filed: February 8, 1989
    Date of Patent: March 26, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Udo Bergmann, Alfred Hackenberger, Manfred Patsch
  • Patent number: 4997937
    Abstract: Dyes suitable for dyeing and printing cellulose-containing fiber materials which produce blue dyeings and prints having good fastness properties. These dyes are of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, phenoxy, carboxyl carbamoyl or C.sub.1 -C.sub.4 alkanoylamino; R.sub.3 is hydrogen, sulfo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl, carbamoyl, N-C.sub.1 -C.sub.4 alkylcarbamoyl, N,N-di-C.sub.1 -C.sub.4 alkylcarbamoyl, C.sub.1 -C.sub.4 alkylsulfonyl, sulfamoyl, N-C.sub.1 -C.sub.4 alkylsulfamoyl or N,N-di-C.sub.1 -C.sub.4 alkylsulfamoyl; R.sub.4 is a radical of the formula ##STR2## R.sub.5 and R.sub.6 are independently of each other hydrogen or unsubstituted or hydroxyl-, sulfo-, sulfato-, carboxyl-, cyano-, halogen-, C.sub.1 -C.sub.4 alkoxycarbonyl-, C.sub.1 -C.sub.
    Type: Grant
    Filed: October 16, 1989
    Date of Patent: March 5, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 4990615
    Abstract: Triphendioxazine and triphendithiazine direct dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description produce on natural and synthetic OH-- and NH-- containing materials clear blue dyeings having good light and wet properties.
    Type: Grant
    Filed: September 12, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hermann Henk, Wolfgang Harms, Peter Wild
  • Patent number: 4968781
    Abstract: A reactive dye of the formula ##STR1## in which Fa is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, T is a negative substituent, one X is a detachable substituent and the other X is a group of the formula ##STR2## A is arylene, V is hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl radical or a radical of the formula --(CH.sub.2).sub.q --SO.sub.2 --Z, Z is a --CH.dbd.CH.sub.2 or CH.sub.2 --Y radical and Y is an inorganic or organic radical which is detachable under alkaline conditions, q, m and n are independently of one another an integral number from 2 to 6, R and R' are independently of one another hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, and r is 1 or 2.
    Type: Grant
    Filed: March 28, 1988
    Date of Patent: November 6, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Karl Seitz, Karl Hoegerle
  • Patent number: 4942232
    Abstract: Imidazolylmethylene-containing triphendioxazine dyes of the formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, m and n each have defined meanings, A.sup..crclbar. is an anion and F is the radical of a triphendioxazine chromophore of the formula II ##STR2## where X.sup.1, X.sup.2, X.sup.3, X.sup.4, X.sup.5, L and p each have defined meanings, are useful for dyeing and printing material containing cellulose fibers.
    Type: Grant
    Filed: December 2, 1988
    Date of Patent: July 17, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Ruske, Manfred Patsch
  • Patent number: 4933446
    Abstract: A dioxazine compound represented by the following formula in a free acid form, ##STR1## wherein R is halogeno, alkyl, alkoxy or sulfo, and W is ##STR2## wherein V is a direct linkage or ##STR3## in which R.sub.3 is hydrogen or alkyl, X is a direct linkage or an aliphatic, alicyclic, araliphatic or aromatic bridging group, Y is unsubstituted or substituted phenylene or naphthylene, Z is --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, Q is sulfo, hydroxy, halogeno, alkoxy, phenoxy or amino, and R.sub.1 and R.sub.2 independently of one another are each hydrogen or alkyl, which is useful for dyeing or printing fiber materials with advantages to give dyed or printed materials superior in fastness properties such as chlorine fastness.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: June 12, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hirokazu Sawamoto, Naoki Harada, Takashi Omura
  • Patent number: 4923988
    Abstract: Triphendioxazines are prepared by cyclizing benzoquinone derivatives in oleum in the presence of an organic iodine compound.
    Type: Grant
    Filed: October 14, 1988
    Date of Patent: May 8, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe Nahr, Manfred Pastsch
  • Patent number: 4886880
    Abstract: A process for the preparation of triphendioxazines of oxidising cyclisation of 2,5-diarylamino-1,4-benzoquinones with oleum and further optional oxidising agents and/or catalysts, which process comprises charging a reactor simultaneously with the 2,5 diarylamino-1,4-benzoquinone and oleum.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: December 12, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Holger Hahn, Rudolf Blattner
  • Patent number: 4876342
    Abstract: Oxazine compounds containing basic groups correspond to the formula ##STR1## wherein the symbols are as defined in the Specification. These compounds are suitable for dyeing or printing organic substrates containing hydroxy groups or nitrogen in accordance with known methods. Preferred substrates are textile materials which consist of or contain natural or regenerated cellulose, e.g. cotton, but also bast fibres or leather. Most preferred substrates are paper or paper products. Furthermore, these compounds can be used to prepare all kinds of inks, such as ball-pen inks or printing inks.Similarly, a mixture of one or more of the above compounds together with one or more copper phthalocyanine dyes containing basic and/or cationic groups can be used as dyeing or printing agent.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: October 24, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4874857
    Abstract: Dyestuffs of the formula ##STR1## in which R.sub.1, R.sub.2 =H, Cl, Br, optionally substituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, carbonyl, aryloxy optionally substituted carboxamide or acylamino,R.sub.3 =H, optionally substituted C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, Cl or Br,R.sub.4 =H or alkyl,B=an aliphatic or arylene bridge member,Z=H or fiber-reactive radical,n=0 or 1.These dyestuffs are highly suitable for dyeing and printing hydroxyl- and amides-containing materials and produce red dyeings and prints having good wet- and light-fastness properties.
    Type: Grant
    Filed: September 29, 1987
    Date of Patent: October 17, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Wolfgang Harms
  • Patent number: 4851542
    Abstract: N.sub.1 -substituted 1H-benzotriazole hydroxyethyl sulfone compounds, a process for their preparation and their use for the preparation of dyestuffs. Compounds of the general formula ##STR1## in which R is hydrogen or alkyl which has 1 to 6 carbon atoms and can be substituted by hydroxy, sulfo, carboxy, phosphono and/or cyano, W denotes a divalent, optionally substituted aliphatic radical, (C.sub.5 -C.sub.10)-cycloaliphatic radical which is optionally substituted by alkyl, aliphatic-(C.sub.5 -C.sub.8)-cycloaliphatic radical which is optionally substituted by alkyl, optionally substituted araliphatic radical or optionally substituted aromatic carbocyclic radical, it being possible for the aliphatic radicals in W to be interrupted by hetero groups of the formulae --O--, --S--, --SO.sub.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: July 25, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer
  • Patent number: 4851527
    Abstract: Water-soluble triphendioxazine compounds of the formula ##STR1## having at least one sulfato or sulfo group, in which R is a hydrogen atom, a water-solubilizing group, an alkyl group having 1 to 6 carbon atoms which is substituted by an acidic group, or an optionally substituted sulfonamide group,B is an oxygen or sulfur atom or a group of the formula --NH--or --N(R')--, where R' equals optionally substituted alkyl, cycloalkyl which is optionally substituted by certain substituents, or optionally substituted phenyl, or naphthyl which is optionally substituted by sulfo and/or a --SO.sub.2 --Y' group,B.sup.1 has one of the meanings stated for B and is identical to B or different from B,W is a bivalent aliphatic, araliphatic or aromatic radical which may be interrupted by 1 or 2 hetero groups from the series comprising groups of the formulae --O--, --NH--and --N(R')--, where R' has the above meaning,W.sup.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: July 25, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Gunther Schwaiger, Walter Helmling
  • Patent number: 4845213
    Abstract: A novel, simple process for preparing triphendioxazines by oxidative cyclization of 2,5-diarylaminobenzoquinones in sulphuric acid which, if necessary, contains sulphur trioxide consists in using as an oxidizing agent chlorine, bromine or an inorganic bromine compound.
    Type: Grant
    Filed: June 6, 1988
    Date of Patent: July 4, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef-Walter Stawitz, Wolfgang Harms
  • Patent number: 4841049
    Abstract: Reactive dyes of the formula ##STR1## in which (R).sub.n stands for n substituents R which, independently of each other, can be C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, halogen, carboxyl, carbamoyl, N-C.sub.1-4 -alkylcarbamoyl, N,N-di-C.sub.1-4 -alkylcarbamoyl, C.sub.1-4 -alkylsulfonyl, sulfamoyl, N-C.sub.1-4 -alkylsulfamoyl or N,N-di-C.sub.1-4 -alkylsulfamoyl, n is 0 to 2, m is 1 to 2, one X is an H.sub.2 N group and the other X is a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 are independently of each other hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, A is C.sub.2-4 -alkylene which can be substituted by halogen, hydroxyl, carboxyl, sulfo, phenyl, sulfophenyl or C.sub.1-4 -alkoxycarbonyl, or is cyclohexylene which can be substituted by C.sub.1-4 -alkyl, or in which the group --N(R.sub.1)--A--N(R.sub.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: June 20, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Seitz
  • Patent number: 4841028
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, A is a polymethylene radical having 2 to 6 C atoms (or its branched isomers) which can be substituted by chlorine, bromine, fluorine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms or carbamoyl, or an alkyleneoxalkylene radical having 1 to 6 C atoms in each alkylene member, independently of each other; Y is a radical --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: June 20, 1989
    Inventors: Peter Aeschlimann, Hansrudolf Schwander
  • Patent number: 4834769
    Abstract: Dye compositions containing (a) at least one blue sulpho group-containing triphendioxazine dye and (b) at least one blue sulpho group-containing anthraquinone dye and preferably (c) lignine sulphonic acid or a salt of it and optionally (d) a non-ionic blending agent are outstandingly suitable for the level and fast dyeing of leather substrates.
    Type: Grant
    Filed: December 8, 1987
    Date of Patent: May 30, 1989
    Assignee: Sandoz Ltd.
    Inventors: Michel Dien, Herbert Holliger
  • Patent number: 4816574
    Abstract: Water-soluble triphendioxazine compounds which have fiber-reactive properties as dyestuffs, which afford deep and fast dyeings on fiber materials, such as wool and, in particular, cellulose, and which correspond to the formula (1) ##STR1## in which: n is the number 0 or 1;Y is the vinyl group or an ethyl group containing, in .beta.-position, a substituent which can be eliminated by means of an alkali;Q.sup.1 and Q.sup.2 both represent a benzotriazole radical which can also be additionally substituted in the benzene nucleus by alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, carboxy or sulfo;B is --O--, --S--, --NH--or --N(R')--wherein R' is optionally substituted alkyl having 1 to 6 carbon atoms;W.sup.1 and W.sup.2 both represent a divalent, optionally substituted aliphatic, cycloaliphatic, aliphatic-cycloaliphatic, araliphatic or aromatic-carbocyclic radical, it being possible for the aliphatic radicals to be interrupted by hetero groups --O--, --S--, --SO.sub.
    Type: Grant
    Filed: July 23, 1987
    Date of Patent: March 28, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
  • Patent number: 4806640
    Abstract: Dyestuffs of the formula ##STR1## having the substituent meanings mentioned in the description, are suitable for dyeing and printing hydroxyl- or carbamoyl-containing materials, on which they produce light- and wet-fast dyeings and prints respectively.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich
  • Patent number: 4801702
    Abstract: A process for the preparation and conditioning of organic pigments, which comprises the use of at least one tricyclodecane alcohol or tricyclodecene alcohol.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: January 31, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Fridolin Babler
  • Patent number: 4786721
    Abstract: The reactive dyes are useful, in particular, for dyeing or printing cellulose-containing fiber materials by the cold pad-batch method and produce, with a high dyeing yield, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig
  • Patent number: 4786728
    Abstract: Triphendioxazine compounds with properties of fiber-reactive dyestuffs corresponding to the general formula ##STR1## in which T is an optionally substituted alkyl group with 1 to 6 carbon atoms, excluding a radical of the group Y defined below, it also being possible for the alkyl group to be interrupted by hetero atoms, or is an optionally substituted aryl group,B is an oxygen or sulfur atom or an amino group,W is a divalent, optionally substituted aliphatic, cycloaliphatic, araliphatic or aromatic-carbocyclic radical or a benzotriazole radical combined with one of these radicals, it being possible for the aliphatic radicals to be interrupted by hetero groups and/or for aliphatic and aryl radicals to be bonded to one another by a hetero group,R is hydrogen, alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 5 carbon atoms, halogen, carboxy or sulfo,X.sup.
    Type: Grant
    Filed: September 18, 1986
    Date of Patent: November 22, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
  • Patent number: 4785099
    Abstract: Water-soluble triphendioxazine compounds having fiber-reactive dye properties and the general formula (1) ##STR1## in which the meanings are: T is a substituted or unsubstituted alkyl of 1 to 6 carbon atoms, except an ethyl which is substituted in the .beta.
    Type: Grant
    Filed: December 17, 1986
    Date of Patent: November 15, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Gunther Schwaiger, Walter Helmling
  • Patent number: 4785098
    Abstract: Triphendioxazine compounds, which are suitable as fiber-reactive dyestuffs, of the general formula (1) ##STR1## in which R.sup.1 and R.sup.2 are each a hydrogen atom, an optionally substituted alkyl group with 1 to 8 carbon atoms, the substituents being, for example, sulfo, sulfato, carboxy and optionally substituted alkylamino and dialkylamino groups, or a cycloalkyl group which can optionally be substituted by methyl and/or amino, alkanoylamino or benzoylamino, or an optionally substituted phenyl radical, the substituents of which are, for example, sulfo, carboxy, halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, nitro and .beta.-sulfatoethylsulfonyl, or a naphthyl radical which can be substituted by 1, 2 or 3 sulfo groups and/or a fiber-reactive group of the vinylsulfone series, or in which R.sup.1 and R.sup.
    Type: Grant
    Filed: July 18, 1985
    Date of Patent: November 15, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hermann Fuchs, Hartmut Springer, Gunther Schwaiger
  • Patent number: 4783195
    Abstract: A process for the preparation of a concentrated storage-stable aqueous solution of the dyestuff of the formula ##STR1## is characterized in that the reaction mixture obtainable from the quinone derivative of the formula ##STR2## by sulphation and subsequent oxidation cyclization, preferably with ammonium, sodium or potassium peroxodisulphate, in oleum is diluted with water or sulphuric acid to a sulphuric acid concentration of 37-50%, preferably 41-43%, and the product which thereby precipitates is separated off and brought to a pH of about 2-6, preferably 3-4, in water with basic lithium compounds, preferably lithium carbonate or lithium hydroxide.
    Type: Grant
    Filed: January 22, 1988
    Date of Patent: November 8, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Steinbeck, Wolfgang Harms
  • Patent number: 4780107
    Abstract: A dioxazine compound represented by the following formula (I) in the free acid form, ##STR1## wherein R is hydrogen, halogeno, alkyl, alkoxy or sulfo, V is a direct linkage or ##STR2## in which R.sub.4 is hydrogen or alkyl, X is a direct linkage or an aliphatic, araliphaatic or aromatic bridging group, B.sub.1 and B.sub.2 independently of one another are each phenylene or naphthylene, Y.sub.1 and Y.sub.2 independently of one another are each --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z in which Z is a group splittable by the action of an alkali, and R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen or alkyl, which is useful for dyeing or printing fiber materials such as cellulose fiber materials to give dyed or printed products of a deep blue color superior in fastness properties.
    Type: Grant
    Filed: February 2, 1988
    Date of Patent: October 25, 1988
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Hirokazu Sawamoto, Naoki Harada, Takashi Omura
  • Patent number: 4665179
    Abstract: Dyestuffs of the formula ##STR1## with the substituent meanings mentioned in the description, are suitable for dyeing and printing hydroxyl- and amido-containing textile materials. To prepare these dyestuffs, new intermediates of the formula ##STR2## are used.
    Type: Grant
    Filed: March 14, 1986
    Date of Patent: May 12, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Klaus Wunderlich, Wolfgang Harms, Karl J. Herd, Horst Jager
  • Patent number: 4629788
    Abstract: Dyestuffs of the formula ##STR1## where the substituents are defined as in the descriptive part are highly suitable for dyeing and printing hydroxyl- or amide-containing materials. They produce bright dyeings and prints having good fastness properties.
    Type: Grant
    Filed: September 20, 1984
    Date of Patent: December 16, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4628086
    Abstract: A process for the preparation of dioxazine compounds of the formula ##STR1## in which B.sub.1 and B.sub.2 designate a ring system with 1, 2, 3 or 4 carbocyclic and/or heterocyclic rings which can be substituted, andX.sub.1 and X.sub.2 designate hydrogen, halogen, --R', --OR', --NHR', --NR'R", ##STR2## R' and R" representing alkyl, cycloalkyl, aryl and aralkyl and n denoting 2, 3, 4, 5, 6, 7, 8, 9, 10 or 11, it being possible for the n bromine atoms, independently of one another, to replace both H atoms of the ring systems B.sub.1 and B.sub.2 or their substituents and H atoms of X.sub.1 and X.sub.2 as well as X.sub.1 and X.sub.2 themselves,is characterized in that compounds of the formula II ##STR3## are reacted with bromine, preferably in the presence of diluents.
    Type: Grant
    Filed: December 2, 1985
    Date of Patent: December 9, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Gunter Franke
  • Patent number: 4622396
    Abstract: The present invention relates to dyestuffs of the formula ##STR1## wherein A=a substituent,B=H or a substituent, with the proviso that at least one of these substituents contains a fibre-reactive group, andR.sub.1 -R.sub.4 =H or a substituent.Preferred dyestuffs I are those which contain at least two groups which confer water-solubility, in particular sulpho, sulphato or carboxyl groups.
    Type: Grant
    Filed: February 22, 1985
    Date of Patent: November 11, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich, Horst Jager
  • Patent number: 4621138
    Abstract: Triphendioxazine dyestuffs of the formula ##STR1## having the substituent meanings specified in the descriptive part, are highly suitable for dyeing and printing hydroxyl- or amido-containing materials, in particular fibre materials, and produce wash-fast dyeings and prints.
    Type: Grant
    Filed: March 28, 1985
    Date of Patent: November 4, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Klaus Langheinrich, Karl-Josef Herd
  • Patent number: 4604459
    Abstract: Dyestuffs of the formula ##STR1## wherein R=H or optionally substituted alkyl, in particular optionally substituted C.sub.1 -C.sub.4 -alkyl,R.sub.1 =H or substituent,T.sub.1, T.sub.2 =H, Cl, Br, optionally substituted C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, phenyl or phenoxy,Z=optionally substituted amino group,n=0, 1 or 2,are highly suitable for dyeing and printing hydroxyl- and amido-containing materials and produce light- and wet-fast blue dyeings and prints.
    Type: Grant
    Filed: June 6, 1985
    Date of Patent: August 5, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4591643
    Abstract: The present invention provides new triphendioxazine dyestuffs of the formula ##STR1## wherein W represents an optionally substituted sulphonamide groupZ represents a reactive group or hydrogen and the other substituents are defined as in the text of the application.The new reactive dyes are highly suitable for dyeing and/or printing hydroxyl-containing and/or amide-containing fibre materials. The dyestuffs where Z is H are intermediates in the preparation of the reactive dyestuffs.
    Type: Grant
    Filed: October 3, 1984
    Date of Patent: May 27, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4588810
    Abstract: Basic triphendioxazine dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2, independently of each other, each denote hydrogen, halogen, alkyl, cyclohexyl, aryl, alkoxy, aryloxy, CN, CONH.sub.2, CONH-alkyl, CON(alkyl).sub.2, CONH-aryl, COOalkyl, NH--CO-alkyl, NH--CO-aryl or NH-aryl andA and B, independently of each other, each denote an amine radical or a radical of a polyamine which can be protonated or quaternized, with the proviso that at least one of the radicals A or B stands for such a polyamine radical, and said substituents and the rings a can be substituted by the non-ionic, cationic or anionic radicals customary in dyestuff chemistry, with the proviso that the total number of anionic groups is less than the total number of protonatable and quaternizable nitrogen atoms in A and B,are used for dyeing cationically dyeable substrates, in particular paper and polyacrylonitrile.
    Type: Grant
    Filed: December 4, 1984
    Date of Patent: May 13, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Gunter Franke, Klaus Wunderlich
  • Patent number: 4578461
    Abstract: Dyestuffs of the formula ##STR1## where the substituents are as defined in the descriptive part of the Application, are suitable for dyeing natural and synthetic fibre materials and produce dyeings having good fastness properties.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: March 25, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4577015
    Abstract: Triphendioxazine dyestuffs of the formula ##STR1## where the substitutents are as defined in the descriptive part, produce blue to reddish blue dyeings of good light and wet fastness on cellulose and polyamide materials. The new dyestuffs are obtained by oxidative cyclization of condensation products of appropriately substituted amines of the formula ##STR2## with 1,4-benzoquinones.
    Type: Grant
    Filed: January 24, 1985
    Date of Patent: March 18, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Wolfgang Harms, Karl J. Herd
  • Patent number: 4568742
    Abstract: Basic triphendioxazine dyestuffs of the formula ##STR1## wherein Q denotes the radical ##STR2## or hydrogen, R.sub.1 and R.sub.2, independently of each other, denote hydrogen, halogen, alkyl, aryl, alkoxy, aryloxy, CN, CONH.sub.2, CONH--alkyl, CON(alkyl).sub.2, CONH--aryl, COO--alkyl, NH--CO--alkyl or NH--CO--aryl andR.sub.3 and R.sub.4, independently of each other, each denote hydrogen or alkyl, orR.sub.3 and R.sub.4 are joined together into a ring,A denotes a divalent hydrocarbon radical which is optionally interrupted by oxygen or sulphur,R.sub.5 denotes a radical of a polyamine which can be protonated or quaternized,R.sub.6 is defined the same way as R.sub.5 or denotes NH.sub.2, NH--alkyl, N(alkyl).sub.
    Type: Grant
    Filed: November 7, 1984
    Date of Patent: February 4, 1986
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Gunter Franke, Edgar Siegel, deceased
  • Patent number: 4542213
    Abstract: Triphenodioxazine dyes which, in the free acid form, have the formula: ##STR1## wherein A is Cl or Br; Y is cyclopentylene, cyclohexylene or (CH.sub.2).sub.x where x is 2, 3 or 4; andZ is NRCO.sub.2 R.sup.1 or ##STR2## wherein R is H, optionally substituted alkyl or optionally substituted aryl;R.sup.1 is optionally substituted alkyl, optionally substituted cycloalkyl or optionally substituted aryl; andR.sup.2 is --CH.dbd.CH--,--CH.dbd.CH--CH.sub.2 --,--(CH.sub.2)--.sub.2-4 or a 1,2-radical of a 5 or 6 membered carbocyclic compound;or, when Y is cyclopentylene or cyclohexylene, Z may also be H or alkyl, alkoxy, aryl, aryloxy, cycloalkyl, cycloalkoxy or amino, all of which may be optionally substituted.
    Type: Grant
    Filed: March 15, 1984
    Date of Patent: September 17, 1985
    Assignee: Imperial Chemical Industries PLC
    Inventors: Robert D. McClelland, Andrew H. M. Renfrew
  • Patent number: 4532323
    Abstract: A new process for the preparation of triphendioxazine compounds is provided.The process is characterized in that a 2,5-diarylaminobenzoquinone compound is treated with oleum in the presence of iodine or an inorganic iodine compound.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: July 30, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4472575
    Abstract: A dyestuff of the formula: ##STR1## wherein: the groups X.sub.1 and X.sub.2 are independently hydrogen, halogen, alkyl, alkoxy or aryl;(R).sub.n represents n substituents R each of which is independently halogen, lower alkyl, lower alkoxy or COOH and n is 0 or 1;a+b is 0 to 4;A is O, S or NR.sub.2 wherein R.sub.2 is H or optionally substituted lower alkyl;B is an optionally substituted aliphatic or optionally substituted araliphatic group;R.sub.1 is hydrogen, optionally substituted lower alkyl, optionally substituted aryl or optionally substituted aralkyl; andZ is an aromatic nitrogen ring heterocycle devoid of cellulose-reactive groups.The dyestuffs are valuable for the coloration of cellulose especially in the form of paper. The resulting colored cellulose is a bright blue with good fastness properties.
    Type: Grant
    Filed: December 23, 1982
    Date of Patent: September 18, 1984
    Assignee: Imperial Chemical Industries PLC
    Inventor: Andrew H. M. Renfrew
  • Patent number: 4400504
    Abstract: The invention relates to new dioxazine reactive dyestuffs of the formula ##STR1## a process for their preparation and their use in dyeing and printing fibre materials which contain hydroxyl groups or amide groups.In formula (I):D denotes a radical of the dioxazine system of the formula ##STR2## the radicals Y, Z, A, X.sub.1 and X.sub.2 as well as m and n having the meaning indicated in the text of the application.The invention further relates to a process for the preparation of these new dioxazine reactive dyestuffs as well as their use in dyeing and printing fibre materials which contain hydroxyl groups or amide groups.
    Type: Grant
    Filed: November 10, 1981
    Date of Patent: August 23, 1983
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Klaus Wunderlich
  • Patent number: 4263206
    Abstract: Dyestuffs are provided which contain one or more 1,3-dicyanobenzene radicals linked to the dyestuff at the 2-, 4- or 6-position, with halogen substituents in both of the remaining two of these positions and an electron-attracting substituent in the 5-position. These dyestuffs reactively dye cellulose at low temperatures and are less prone to "acid-bleeding" than some known reactive dyes. More particularly, those dyestuffs have the formula: ##STR1## where D is a chromophoric groupn is 1 or 2, ##STR2## where R is H, C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted by OH, OSO.sub.3 H, CN or SO.sub.3 H or is phenyl.Each hal independently represents a chlorine or fluorine atom occupying one of the remaining 2-, 4- and 6-positions of the benzene nucleus, and Y is H, F, Cl, CN, NO.sub.2 or SO.sub.3 H.
    Type: Grant
    Filed: March 12, 1979
    Date of Patent: April 21, 1981
    Assignee: Imperial Chemical Industries Limited
    Inventor: Brian Anderson
  • Patent number: 4213899
    Abstract: A dyestuff of the formula ##STR1## where D is a chromophoric residuen is 1 or 2Z is ##STR2## where R is H, C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted by OH, OSO.sub.3 H, CN or SO.sub.3 H or is phenyleach hal independently represents a chlorine or fluorine atom occupying one of the remaining 2-, 4- and 6-positions of the pyridine nucleusX is F, Cl, CN or NO.sub.2Y is H, F, Cl, CN or NO.sub.2.These dyestuffs reactively dye cellulose at low temperatures and are less prone to "acid bleeding" than some known reactive dyes.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: July 22, 1980
    Assignee: Imperial Chemical Industries Limited
    Inventors: Duncan A. S. Phillips, Brian Anderson, Neville Jackson, Cecil V. Stead, Alan T. Costello
  • Patent number: 4092478
    Abstract: A dyestuff of the formula: ##STR1## wherein D is the residue of a colored compound of the 6,13-dichlorotriphendioxazine series, the triazine group being attached to a nitrogen atom in D, and wherein:Y is 1 or 2,R.sub.2 is Cl, Br, OH, lower alkoxy, NH.sub.2, a quaternary ammonium group or the residue of a primary or secondary amine,R.sub.1 is H or an alkyl or substituted alkyl group of up to 4 carbon atoms, andR is a hydrocarbon or substituted hydrocarbon radical.The invention provides a range of blue dyestuffs especially useful for reactively dyeing cellulose by heating in the presence of a carbodiimide.
    Type: Grant
    Filed: December 21, 1976
    Date of Patent: May 30, 1978
    Assignee: Imperial Chemical Industries Limited
    Inventors: David William Plant, David John Williams