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: 4845202
    Abstract: Water-soluble disazo compounds having useful fiber-reactive dye properties, which conform to the general formula (1) defined hereinafter and dye carboxamido- and/or hydroxy-containing materials in fast shades. Fast dyeings on cellulose fiber materials can also be obtained in a weakly acid to neutral pH range, for example together with disperse dyes for dyeing a polyester fiber portion. ##STR1## in which: A is phenylene which may be substituted by methyl, ethyl, methoxy, chlorine or sulfo, or is a radical of the formula ##STR2## in which G is a direct bond or a group of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R.sup.1 and R.sup.
    Type: Grant
    Filed: October 23, 1987
    Date of Patent: July 4, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • 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: 4808193
    Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: February 28, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
  • Patent number: 4806127
    Abstract: Water-soluble disazo compounds conforming to the general formula (1) ##STR1## and their 1:1 copper complex compounds which possess useful fiber-reactive dye properties and are capable of dyeing carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast shades; wherein:D.sup.1 and D.sup.2 are each a phenylene, which may be substituted, or a naphthylene optionally substituted by sulfo; in the case of the copper complex compounds the ortho-position in D.sup.1 or D.sup.2 or in both being substituted by an oxy group complex-bonded to the copper, or D.sup.1 is a radical of the formula (2a), (2b) or (2c) ##STR2## or D.sup.2 is a radical which is the reverse of formulas (2a), (2b) or (2c), in whichR.sup.1 and R.sup.2 are each independently of the other hydrogen, nitro, sulfo, methyl, ethyl, methoxy or ethoxy;K.sup.1 is a radical of the formula (3a), (3b) or (3c) ##STR3## and K.sup.
    Type: Grant
    Filed: August 27, 1987
    Date of Patent: February 21, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • 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: 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: 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: 4782150
    Abstract: Water-soluble triphendioxazine compounds which have valuable fiber-reactive dyestuff properties and correspond to the general formula (1) and dye materials, in particular cellulose fiber materials, containing carboxamide and/or hydroxy groups in fast shades. ##STR1## in which: B is a group --O--, --S--, --NH-- or --N(R')-- in which R' is alkyl having 1 to 6 carbon atoms;R* is hydrogen or optionally substituted lower alkyl or optionally substituted aryl;W and W.sup.1 independently of one another are each a divalent aliphatic radical or a cycloaliphatic radical which is optionally substituted by lower alkyl or an aliphatic-cycloaliphatic radical which is optionally substituted by lower alkyl, it being possible for the aliphatic radicals to be interrupted by one or more groups --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and --N(R.sup.o)-- in which R.sup.o has the meaning of R' or is lower alkanoyl;the groupings --B--W.sup.
    Type: Grant
    Filed: August 11, 1987
    Date of Patent: November 1, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Gunther Schwaiger
  • Patent number: 4775746
    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: September 30, 1986
    Date of Patent: October 4, 1988
    Assignee: Hoechst Aktiengesellshaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ
  • Patent number: 4774333
    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: February 12, 1987
    Date of Patent: September 27, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Walter Helmling, Gunther Schwaiger
  • Patent number: 4762916
    Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: August 9, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
  • Patent number: 4757136
    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: September 30, 1986
    Date of Patent: July 12, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ
  • Patent number: 4745187
    Abstract: Water-soluble phthalocyanine dyestuffs having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups are prepared by reaction of phthalocyanine sulfonyl chlorides, which may contain sulfo groups, with a primary or secondary amine having vinylsulfonyl or .beta.-substituted ethylsulfonyl groups and, if appropriate, with a second primary or secondary amine of the aliphatic, heterocyclic or aromatic series, in the presence of a pyridinesulfonamide or pyridinecarboxamide.
    Type: Grant
    Filed: January 29, 1987
    Date of Patent: May 17, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer
  • Patent number: 4740592
    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: September 30, 1986
    Date of Patent: April 26, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Michael Kunze, Marcos Segal, Werner H. Russ
  • Patent number: 4693726
    Abstract: Process for dyeing cellulose fibers or cellulose blend fibers, which comprises dyeing the fibers mentioned with water-soluble reactive dyes which contain in the dye molecule at least once the structural element of the formula ##STR1## in which Y denotes a hydroxyl, hydroxymethyl, alkoxy C.sub.1 -C.sub.4, aldehyde, carboxamide, monoalkyl C.sub.1 -C.sub.4 -carboxamide, dialkyl C.sub.1 -C.sub.4 -carboxamide, monophenyl carboxamide, cyano, alkyl C.sub.1 -C.sub.4 -oxycarbonyl or sulfo group or a halogen atom, in an aqueous medium within the pH range 4-11.
    Type: Grant
    Filed: April 3, 1986
    Date of Patent: September 15, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Fritz Meininger, Peter Mischke, Gerd Konig, Hartmut Springer
  • Patent number: 4659856
    Abstract: Compounds of the general formula (1) ##STR1## in which the Zs, preferably identical to each other, each denote a hydroxy group or a sulfato, thiosulfato or phosphato group. They can be prepared by first converting biphenyl by sulfochlorination into biphenyl-4,4'-disulfochloride, then reducing the latter with an alkali metal or alkaline earth metal sulfite or hydrogensulfite to sulfinic acid, and in turn reacting the latter with ethylene oxide to give 4,4'-bis-(.beta.-hydroxyethylsulfonyl)-biphenyl, which can be esterified in conventional manner. They are used for modifying and improving the physical and coloristic properties of materials made of natural and/or synthetic polyamide fibers and/or polyurethane fibers and as auxiliaries in dyeing processes for such fiber materials.
    Type: Grant
    Filed: September 12, 1985
    Date of Patent: April 21, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Gerd Konig
  • Patent number: 4397649
    Abstract: Water-soluble phthalocyanine compounds of the formula ##STR1## and their salts, wherein Pc is the radical of the metal-free phthalocyanine or of a phthalocyanine containing metals, X means a hydrogen atom, R.sup.1 and R.sup.2 are a hydrogen atom each or a lower, optionally substituted alkyl group, R.sup.1 and R.sup.2 being identical or different from one another, or R.sup.1 and R.sup.2 together with nitrogen atom and an alkylene radical or another heteroatom and two lower alkylene radicals form a heterocyclic ring, a stands for an integer or fractional number of from 1 to 4, b stands for an integer or fractional number from 0 to 3 and c stands for an integer or fractional number from 0 to 3, with a, b and c being identical or different from one another, their sum, however, being from 1 to 4. The novel phthalocyanines can be prepared by reaction of phthalocyanine sulfochlorides optionally containing sulfo-groups with cyanamide or the salts thereof, optionally with another amine of the formula HNR.sup.1 R.sup.
    Type: Grant
    Filed: August 26, 1981
    Date of Patent: August 9, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer
  • Patent number: 4394129
    Abstract: Fibrous materials of any kind is finished with an organic compound having fiber-finishing properties and containing one or several groups of the formula ##STR1## in which X is sulfonyl or carbonyl and A represents hydrogen or one equivalent of a mono-, bi- or trivalent metal or an ammonium group, is applied onto the fibrous material in the form of an aqueous or organo-aqueous solution or dispersion, and the fibrous material thus treated is then subjected, if necessary, to a heat treatment for the fixation of this organic compound onto the fibrous material. Organic fiber-finishing compounds containing the above-mentioned group may be for example dyestuffs, optical brighteners or compounds increasing the crease resistance.
    Type: Grant
    Filed: August 26, 1981
    Date of Patent: July 19, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer
  • Patent number: 4350632
    Abstract: Phthalocyanine compounds of the general formula ##STR1## in which Pc is the radical of copper, cobalt or nickel phthalocyanine which can be substituted by chlorine or phenyl, a denotes a whole or fractional number from 1 to 3, b denotes a whole or fractional number from 1 to 3 and c denotes a whole or fractional number from zero to 2, it being possible for a, b and c to be identical or different from one another, but the total of (a+b+c) is equal to a whole or fractional number from 2 to 4, R represents a hydrogen atom or an alkyl group having 1 to 4 C atoms, A is a direct bond or a group of the general formula --(CH.sub.2).sub.m -- or --(CH.sub.2).sub.
    Type: Grant
    Filed: July 6, 1981
    Date of Patent: September 21, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer
  • Patent number: 4237050
    Abstract: A process for the preparation of water-soluble phthalocyanine dyestuffs containing a fiber-reactive group of the vinylsulfone series, by reacting phthalocyanine sulfochlorides, optionally containing sulfo groups, with a primary or secondary amine which contains a fiber-reactive group of the vinylsulfone series, and optionally with a further primary or secondary amine in common manner, wherein according to the invention a pyridine-sulfonic acid or a pyridine-carboxylic acid is used as catalyst instead of the pyridine, as used previously. The use of pyridine-sulfonic acids or pyridine-carboxylic acids--which results in the same good reaction rate and yield as the use of pyridine in the preparation of phthalocyanine dyestuffs--avoids the considerable drawbacks occurring in the preparation on an industrial scale, which drawbacks are caused by the toxic properties and the unpleasant smell of the pyridine.
    Type: Grant
    Filed: May 31, 1979
    Date of Patent: December 2, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Hartmut Springer