Patents by Inventor Hartmut Springer

Hartmut Springer has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5055565
    Abstract: Compounds according to the general formula ##STR1## in which: D is phenyl, optionally substituted by sulfo, carboxy, alkyl, alkoxy, alkanoylamino and/or chlorine, at least by sulfo or carboxy, or is a sulfosubstituted naphthyl;E is 1,4-phenylene, substituted by alkyl, alkoxy, alkanoylamino, ureido and/or chlorine, or is 1,4-naphthylene optionally substituted by sulfo;K is 1,4-phenylene, substituted by alkyl, alkoxy, alkanoylamino, ureido and/or chlorine, or is a 1,4-naphthylene optionally substituted by sulfo;A is a direct bond or is methylene or is a bivalent amino, alkylamino or (.beta.-cyanoethyl)-amino group;Y is vinyl or .beta.-chloroethyl.These compounds are fiber-reactive and have dyestuff properties and dye hydroxy--and/or carboxamido-containing material, in particular fiber material such as wool and, in particular cellulose, in strong color-fast shades.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: October 8, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Manfred Kuhn, Werner H. Russ, Ludwig Schlafer
  • Patent number: 5047515
    Abstract: Monoazo compounds which conform to the general formula (1) given below and are used as fiber-reactive dyes for dyeing carboxamido-containing and/or hydroxy-containing materials, for example wool, synthetic polyamide fibers and in particular cellulose fibers, in fast, predominantly yellowish red, red and orange shades.
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: September 10, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Kurt Hussong
  • Patent number: 5043435
    Abstract: Diazonium compounds are disclosed which correspond to the formula ##STR1## in which Y' is vinyl, .beta.-hydroxyethyl of an ethyl group having a substituent in the .beta.-position which is eliminated by means of alkali, R is hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, carboxy or halogen, n is the number 0, 1 or 2, M is hydrogen or an alkali metal, and An is an anion, and wherein the diazonium group is bound in the meta- or para-position to the nitrogen of the benzotriazole radical.Also disclosed is a process for the preparation of the diazonium compounds. The compounds are useful as diazo components for the preparation of azo compounds by a coupling reaction.
    Type: Grant
    Filed: February 23, 1990
    Date of Patent: August 27, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Kurt Hussong
  • Patent number: 5021559
    Abstract: Water-soluble azo compounds of the general formula D--N.dbd.N--K are described, which have advantageous fiber-reactive dye properties and dye carboxamido-containing and in particular hydroxy-containing materials, such as wool and in particular cellulose fiber materials, in hues which have high color strength and good fastness properties.In the formula D--N.dbd.N--K, the symbols have the following meanings:D is a radical of the general formula ##STR1## in which Y is a vinyl group or an ethyl group which can be eliminated in the .beta.
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: June 4, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Uwe Reiher
  • Patent number: 5015731
    Abstract: Copper complex formazan compounds which have fiber-reactive properties and are very highly suitable for use as dyes for dyeing carboxamido-containing and/or hydroxy-containing material, such as fiber material, for example wool and cellulose fiber materials, have the general formula (1) ##STR1## where A is a benzene or naphthylene ring which may be substituted by substituents customary in dyes, such as halogen, nitro, alkyl and alkoxy,B is alkylene of 1 to 8 carbon atoms or alkenylene of 2 to 8 carbon atoms which may each be substituted by phenyl which in turn may contain the substituents customary in dyes, or is alkylene-phenylene or alkenylene-phenylene having lower alkylene and alkenylene radicals, while the phenylene radicals may in turn contain the substituents customary in dyes, or is a phenylene or naphthylene radical which may contain substituents customary in dyes, or is the bivalent radical of a heterocycle, such as furan, thiophene or benzimidazole, or--B--Z together is hydrogen,Z is a water-solubil
    Type: Grant
    Filed: February 2, 1990
    Date of Patent: May 14, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer
  • Patent number: 5010180
    Abstract: Water-soluble azo compounds corresponding to the general formula D--N.dbd.N--K which have advantageous fiber-reactive dyestuff properties and dye materials containing carboxamide groups and in particular materials containing hydroxy groups, such as wool and in particular cellulose fiber materials, in deep fast shades are described.In the formula D--N.dbd.N--K:D is a radical of the general formula ##STR1## in which Y is the vinyl group or an ethyl group in the .beta.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: April 23, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Uwe Reiher
  • Patent number: 5003053
    Abstract: Water-soluble monoazo compounds of the general formula (1) which dye in fast, mainly red shades materials which contain carboxamide and/or hydroxy groups, preferably in the form of fibers, in particular cellulose fiber materials. ##STR1## in which: Y is .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl,M is hydrogen, an alkali metal or an alkaline-earth metal,D is naphthyl which is substituted by sulfo and/or a group of the formula Y--SO.sub.2 --,or is one of the radicals ##STR2## in which M and Y have one of the above meanings, m is the number zero or 1, R.sup.1 is hydrogen, lower alkyl, lower alkoxy or carboxy, and R.sup.2 is hydrogen, lower alkyl, lower alkoxy, sulfo, carboxy, optionally substituted aryl, hydroxy, nitro or halogen,n is the number zero or 1,R is hydrogen or optionally substituted lower alkyl,R* is hydrogen or optionally substituted lower alkyl,X is fluorine or chlorine,B is a group of the formula ##STR3## in which R.sup.
    Type: Grant
    Filed: March 19, 1990
    Date of Patent: March 26, 1991
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Ludwig Schlafer, Werner H. Russ
  • Patent number: 4975540
    Abstract: Disazo compounds conforming to the general formula (1) below and suitable for use as fiber-reactive dyes for the dyeing of carboxamido-containing and/or hydroxy-containing materials such as wool and, in particular, cellulose fiber materials, in navy hues having good fastness properties ##STR1## in which M is a hydrogen atom or an alkali metal or alkaline earth metal,D.sup.1 is a phenyl radical which can be substituted by substituents from the group consisting of chlorine, bromine, sulfo, alkyl and alkoxy and additionally by a vinylsulfonyl or .beta.-sulfatoethylsulfonyl group or by a group of the general formula (3) ##STR2## where X is a vinyl or .beta.-sulfatoethyl group; D.sup.2 is a radical of the general formula (4) ##STR3## in which M and X have one of the abovementioned meanings and the amino group --NH-- is bound to the benzene ring in the para-position with respect to the sulfo group --SO.sub.3 M or in the paara-position with respect to the free bond.
    Type: Grant
    Filed: January 19, 1989
    Date of Patent: December 4, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Reinhard Hahnle, Hartmut Springer
  • Patent number: 4952688
    Abstract: Phthalocyanine compounds having fiber-reactive dye properties which dye hydroxyl- and/or carboxamido-containing material, in particular fiber material, such as cellulose fibers, wool and synthetic polyamide fibers, in fast and deep shades and which conform to the general formula (1) ##STR1## where Pc is the radical of copper- or nickel-phthalocyanine whose benzene nuclei can be substituted by chlorine or phenyl,R is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms which can be substituted by a hydroxy, sulfato, cyano or sulfo group,M is a hydrogen atom or one equivalent of a salt-forming metal, preferably a hydrogen atom or an alkali metal,Y is a vinyl group or preferably a .beta.-sulfatoethyl group,R.sup.1 is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms which can be substituted, andR.sup.2 has one of the meanings of R.sup.1 and is identical to R.sup.1 or different from R.sup.1 or --NR.sup.1 R.sup.
    Type: Grant
    Filed: August 17, 1988
    Date of Patent: August 28, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer
  • Patent number: 4946947
    Abstract: Water-soluble azo compounds of the general formula D-N=N-K in which D is a radical of the general formula ##STR1## in which Y denotes the vinyl group or is an ethyl group which is substituted in the .beta.-position by a substituent which can be eliminated by means of alkali, R stands for hydrogen, hydroxy, lower alkyl, lower alkoxy, carboxy or halogen, n is the number zero or 1, M is hydrogen or a salt-forming metal atom, and the free bond from the benzene ring to the azo groups is in the meta- or para-position to the nitrogen atom of the benzotriazole radical, and in which K is a radical of a water-soluble coupling component, such as, for example, from the series comprising the aminobenzenes, phenols, naphthols, aminonaphthols, acylaminonaphthols, pyrazolones, aminopyrazoles, acetoacetylarylides and hydroxypyridones.
    Type: Grant
    Filed: June 5, 1989
    Date of Patent: August 7, 1990
    Inventors: Hartmut Springer, Kurt Hussong
  • Patent number: 4906736
    Abstract: Water-soluble copper complex formazan compounds which conform to the general formula (1) below and have useful fiber-reactive dye properties and dye carboxamido- and/or hydroxy-containing material, in particular cellulose fibers, in fast blue shades. ##STR1## in which: M is hydrogen or a salt-forming metal atom,k, m and n each denote the number zero, 1 or 2, the sum (k+m+n) being equal to 1 to 4,A is a benzene or napththalene ring which additionally can contain the fiber-reactive group --NH--Q and further substituents,B is a benzene or naphthalene ring which additionally contains the fiber-reactive group --NH--Q and further substituents,D is substituted or unsubstituted alkylene of 1 to 8 carbon atoms or is a benzene or naphthalene ring having optionally additional substituents or is a heterocyclic radical,X is a sulfo group or an oxy or carbonyloxy group,r is the number 1 or 2,Q is a radical of the formula (2) ##STR2## in which Y is halogen, Z is vinyl or a .beta.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: March 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Werner H. Russ
  • Patent number: 4902786
    Abstract: Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.
    Type: Grant
    Filed: May 20, 1988
    Date of Patent: February 20, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal
  • Patent number: 4898944
    Abstract: Precursors for the preparation of fiber-reactive triphendioxazine dyestuffs correspond to the general formulas: ##STR1## in which Y' is a vinyl, a beta-hydroxyethyl or an ethyl group which contains in the beta-position a substituent which can be eliminated by an alkali;T is an optionally substituted alkyl (e.g.
    Type: Grant
    Filed: October 27, 1988
    Date of Patent: February 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
  • Patent number: 4898933
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted by lower alkoxy, lower alkyl, chlorine, sulfo and carboxy, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal;K is a radical of the formula ##STR4## in which D is phenylene which may be substituted by chlorine, bromine, lower alkyl, lower alkoxy, carboxy and sulfo, or unsubstituted or sulfo substituted naphthylene;R.sup.1 is hydrogen, chlorine, lower alkyl or lower alkoxy;R.sup.2 is hydrogen or lower alkyl;G is carboxy, methyl or lower carbalkoxy;Y is vinyl, .beta.-sulfatoethyl or .beta.-chloroethyl;m is the number zero or 1;Z is .alpha.- or .beta.
    Type: Grant
    Filed: May 5, 1989
    Date of Patent: February 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4895954
    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: October 28, 1988
    Date of Patent: January 23, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gunther Schwaiger, Hartmut Springer, Walter Helmling
  • Patent number: 4885385
    Abstract: Water-soluble triphendioxazine compounds having fiber-reactive dye properties conforming to the general formula ##STR1## where: B is --O-- or --S-- or --NH-- or (C.sub.1 -C.sub.6)-alkylamino;R* is hydrogen or optionally substituted alkyl or aryl;W and W.sup.1 are each a bivalent, aliphatic or optionally alkyl-substituted cycloaliphatic or aliphatic-cycloaliphatic radical, which aliphatic radicals can be interrupted by --O--, --S--, sulfonyl, carbonyl, 1,4-piperidino, amino, alkylamino and/or alkanoylamino groups, orthe grouping --B--W.sup.1 --N(R*) and/or --N(R*)--W--B-- each represent the bivalent radical of a five- or six-membered saturated heterocycle which contains two nitrogen atoms, orthe grouping --B--W.sup.1 -- and/or --W--B-- each represent the bivalent radical of a five- or six=-membered saturated heterocycle which contains two nitrogen atoms and which is bonded by one of the two nitrogen atoms via an alkylene group of 2 to 4 carbon atoms to the grouping --N(R*)--CO--G.sup.
    Type: Grant
    Filed: July 28, 1988
    Date of Patent: December 5, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Gunther Schwaiger
  • Patent number: 4873320
    Abstract: Water-soluble dyes which contain one or two fiber-reactive groups of the formula ##STR1## in which each R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, it being possible for both R to have a meaning which is identical to or different from one another, Y is the vinyl group or a group of the general formula --CH.sub.2 --CH.sub.2 --X in which X represents a substituent which can be eliminated as an anion, and m represents the number 2 or 3. These novel dyes can be used to dye hydroxy and/or carboxamide group-containing materials in particular fiber-materials, such as, in particular, cellulose fiber materials, in fast shades.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: October 10, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Manfred Kuhn, Holger M. Buch
  • Patent number: 4861344
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted or unsubstituted, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal; andK is one of five radicals described in the specification, each of which contains a fiber-reactive group.These azo compounds produce fast dyeings on carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers. On cellulose, fast dyeings are also obtained in a weakly acid to neutral medium, for example together with disperse dyes for dyeing a polyester fiber portion.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: August 29, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • 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: 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