Patents by Inventor Rudolf Schickfluss

Rudolf Schickfluss 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: 4689050
    Abstract: Disperse Blue 56 is an important blue dyestuff for dyeing PES fibers at the boil or under high-temperature conditions. This anthraquinonoid compound Disperse Blue 56, in addition to its advantages (high light fastness, pH/reduction insensitivity, purity of hue), has some technical disadvantages (poor leveling properties, pronounced staining of adjacent fiber, metameric red shift).By combining a plurality of blue disperse azo dyestuffs having selected structural features in the form of mixtures or mix-crystals it is possible to match the advantages of Disperse Blue 56 while substantially avoiding its disadvantages at the same time. These azo dyestuffs are based on coupling products of diazotized 2,6-substituted 4-nitroanilines with substituted N,N-dialkylanilines.
    Type: Grant
    Filed: December 20, 1985
    Date of Patent: August 25, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Manfred Hahnke, Reinhard Kuhn, Reinhard Hahnle, Rudolf Schickfluss
  • Patent number: 4540816
    Abstract: Process for preparing ring-substituted N-alkylanilines of the formula (1) ##STR1## in which R.sub.1 and R.sub.2 each denote methyl or ethyl, in a single vessel, which comprises acylating m-nitroaniline in an excess of an aliphatic carbonyl compound of the formula (2) ##STR2## in which R.sub.1 is as defined above, with an acylating agent which contains the --CO--R.sub.2 acyl radical--which is transferred-- and reductively alkylating the resulting compound of the formula (3) ##STR3## in which R.sub.2 is as defined above, at temperatures of 120.degree.-160.degree. C. under a hydrogen pressure of 20-150 bar without intermediate isolation through the presence of an acid reaction promoter and of a nickel catalyst.
    Type: Grant
    Filed: May 10, 1984
    Date of Patent: September 10, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Karl Sommer, Rudolf Schickfluss
  • Patent number: 4460375
    Abstract: A dyeing-stable modification (.beta.-modification) of the dyestuff of the formula (I) ##STR1## which has the X-ray diffraction diagram shown in FIG. 1 and having the characteristic reflections at the following glancing angles and relative intensities:______________________________________ [.theta.] 2.74 4.27 4.70 5.50 8.74 11.24 12.44 relative 100 72 40 23 27 32 26 intensity ______________________________________a process for its preparation by heating the dyestuff of said formula (I) of the dyeing-unstable .alpha.-modification, characterized by an X-ray diffraction diagram having the characteristic reflections at the following glancing angles and relative intensities ______________________________________ [.theta.] 3.55 4.15 5.35 9.45 10.41 12.71 13.89 relative 42 100 35 24 34 94 48 intensity ______________________________________at temperatures of 60.degree. to 120.degree. C. in an organic solvent, and its use for dyeing fiber materials made of cellulose esters or synthetic linear polyesters.
    Type: Grant
    Filed: November 14, 1983
    Date of Patent: July 17, 1984
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Karl Sommer, Manfred Schneider, Rudolf Schickfluss
  • Patent number: 4422854
    Abstract: Transfer printing supports impregnated or printed with a formulation containing a dyestuff of the formula I ##STR1## in which R.sup.1 is alkyl having from 1 to 4 carbon atoms, R.sup.2 is hydrogen or has the meaning of R.sup.1, R.sup.3 is methyl, methoxy or ethoxy, and R.sup.4 is hydrogen, methyl, methoxy or ethoxy, or containing mixtures of such dyestuffs, a process for the manufacture of these supports, which comprises impregnating or printing the support material with formulations containing a dyestuff of the formula I or mixtures of such dyestuffs, and the use of these supports for the dyeing and printing of flat web or sheet structures of synthetic or natural materials according to the heat transfer printing process.
    Type: Grant
    Filed: June 1, 1982
    Date of Patent: December 27, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Reinhard Hahnle, Manfred Schneider, Claus Schuster, Rudolf Schickfluss
  • Patent number: 4401692
    Abstract: Transfer-printing supports, which are impregnated or printed with a formulation containing a mixture of a blue disperse dyestuff which sublimes readily and has the formula ##STR1## in which X is hydrogen or halogen, R, R.sup.1 and R.sup.2 denote alkyl with 1 to 4 carbon atoms and R.sup.3 denotes hydrogen or alkyl with 1 to 4 carbon atoms, and yellow to red disperse dyestuffs which sublime readily, give deep and fast black dyeings on polyester materials and polyester mixed materials by the heat transfer-printing process.
    Type: Grant
    Filed: July 31, 1981
    Date of Patent: August 30, 1983
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudolf Schickfluss, Manfred Schneider, Claus Schuster
  • Patent number: 4381262
    Abstract: An azo dyestuff of the formula ##STR1## wherein R is linear alkyl having 2 to 4 carbon atoms and R' is linear alkyl having 3 to 5 carbon atoms and isopropyl.
    Type: Grant
    Filed: February 17, 1982
    Date of Patent: April 26, 1983
    Assignee: Cassella Aktiengesellschaft
    Inventors: Ulrich Buhler, Dieter Cornelius, Rudolf Lowenfeld, Uwe Kosubek, Reinhard Hahnle, Rudolf Schickfluss
  • Patent number: 4319880
    Abstract: The invention relates to a novel crystallographic modification (".beta.-modification") being stable under dyeing conditions of the dyestuff of the formula ##STR1## which is characterized by an X-ray diffraction pattern as shown in FIG. 1 with characteristic reflexes at the following glance angles .theta. (CuK.sub..alpha. radiation) with the relative intensities:______________________________________ .phi. 3.71 6.62 7.85 8.6 9.43 10.51 11.8 12.57 relat. 67 44 34 36 60 60 46 100 intensity ______________________________________to processes for their manufacture and to their use for dyeing fibrous materials of cellulose esters or of synthetic linear polyesters or blended fabrics of these polyesters and wool or rayon.
    Type: Grant
    Filed: May 23, 1980
    Date of Patent: March 16, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Konrad Opitz, Rudolf Schickfluss
  • Patent number: 4311836
    Abstract: Water-insoluble azlactone dyestuffs of the formula ##STR1## wherein A represents phenyl, chlorophenyl, bromophenyl, lower alkyl-phenylene, lower alkoxy-phenylene or pyridyl, B represents phenyl, chlorophenyl, lower alkyl-phenylene, lower alkoxy-phenyl, di(lower alkyl) amino-phenylene, cyano-phenyl, ##STR2## acetylamino-phenylene, nitro-phenyl, methylenedioxyphenyl, naphthyl, furyl, thienyl, pyrollyl, N-lower alkyl-pyrollyl, pyridyl or indolyl, and n stands for the integer 0 or 1, said dyestuffs being suitable--alone or in mixture with one another or in mixture with other dyestuffs--for the dyeing or printing of synthetic fibrous materials, such as fibers of cellulose di, 21/2- or triacetate, polyamides or particularly of polyesters, such as polyethylene terephthalate.
    Type: Grant
    Filed: October 17, 1980
    Date of Patent: January 19, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Rudolf Schickfluss
  • Patent number: 4293306
    Abstract: A process for the dyeing or printing of a hydrophobic organic fibrous material containing or consisting of polyester, wherein(a) the fibrous material is dyed (.alpha.) from an aqueous dispersion with a dyestuff of the formula (1) indicated below at a pH value between 2 and 9 and at a temperature above 100.degree. C. or at about 100.degree. C. in the presence of a carrier, or (.beta.) by impregnating it with an aqueous dispersion of a dyestuff of the formula (1), said dispersion having a pH value between 2 and 9, and subsequently exposing the fibrous material so treated to a short heat treatment between about 180.degree. and 210.degree. C.
    Type: Grant
    Filed: February 6, 1980
    Date of Patent: October 6, 1981
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ernst Hoyer, Willi Steckelberg, Walter Deucker, Rudolf Schickfluss
  • Patent number: 4097444
    Abstract: Process for the dyeing of a water-insoluble thermoplastic polymer or polycondensate in mass, which comprises adding to the said thermoplastic material before the final molding thereof, an azlactone dyestuff of the formula (1) ##STR1## in which A and B each represents phenyl, lower alkyl-phenyl, lower alkoxy-phenyl, chlorophenyl, nitrophenyl, cyanophenyl, ##STR2## METHYLENE-DIOXY-PHENYLENE OR NAPHTHYL, A and B being identical or different, D represents phenylene, lower alkyl-phenylene, di-lower alkoxy-phenylene, monochlorophenylene, dichlorophenylene, biphenylene or naphthylene, and n represents the integer 0 or 1, or a mixture of dyestuffs of the said formula (1), the dyeings so obtained representing brilliant yellow dyeings of high tinctorial strength being distinguished by very good fastness to light, rubbing and ironing, and, particularly, by an outstanding stability toward heat.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: June 27, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Teige, Rudolf Schickfluss
  • Patent number: 4093585
    Abstract: Process for the dyeing of a water-insoluble thermoplastic polymer or polycondensate in mass, which comprises adding to the said thermoplastic material before the final molding thereof an azlactone dyestuff of the formula (1) ##STR1## in which A and B each represents naphthyl, phenyl, chlorophenyl, bromophenyl, lower alkyl-phenyl, lower alkoxyphenyl, nitrophenyl, ##STR2## CYANOPHENYL, DICHLOROPHENYL, CHLORO-LOWER ALKYL-PHENYL, NITRO-LOWER ALKYL-PHENYL, CHLORO-NITROPHENYL, A and B being identical or different, D represents naphthylene, phenylene, monochlorophenylene, dichlorophenylene or di-lower alkoxyphenylene, or with a mixture of dyestuffs of the said formula (1), the dyeings so obtained representing brilliant yellow dyeings of high tinctorial strength being distinguished by very good fastness to light, rubbing and ironing and, particularly, an outstanding stability toward heat.
    Type: Grant
    Filed: February 28, 1977
    Date of Patent: June 6, 1978
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Teige, Rudolf Schickfluss
  • Patent number: 4007213
    Abstract: Process for the manufacture of 1-(N-.beta.-cyanethylamino)-3-acylaminobenzenes of the formula (1) ##STR1## in which R.sub.1 represents hydrogen, methyl or alkoxy of 1 to 4 carbon atoms, R.sub.2 represents hydrogen, alkyl from 1 to 3 carbon atoms or phenyl, R.sub.3 represents hydrogen or alkyl from 1 to 3 carbon atoms, and n represents the integer 0 or 1, which comprises reacting 1 mole of an amino of the formula (2) ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 are defined as above, with 1 to 1.75 moles of acrylonitrile between 70.degree. and 150.degree. C in water with the addition of 1 to 30% by weight of an organic carboxylic acid or carbonic acid, and oxethylating the compound at the said formula (1) obtained, if n stands for the integer 0, without or after isolation, with 1 to 10 moles of ethylene oxide between 50.degree. and 100.degree. C.
    Type: Grant
    Filed: April 27, 1976
    Date of Patent: February 8, 1977
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Rudolf Schickfluss
  • Patent number: 3951591
    Abstract: A process for the continuous dyeing of synthetic fibrous materials from organic solvents, which comprises impregnating the said fibrous materials with organic dyebaths containing at least one dyestuff of the formula (1) ##SPC1##In which R represents a secondary or tertiary amino group of the formula (2) ##EQU1## in which R.sub.4, R.sub.5 each represents, straight chain or branched alkyl, hydroxyalkyl, lower alkyl --COO-- lower alkylene, and R.sub.4 additionally represents hydrogen lower alkyl --o-- lower alkylene, or R.sub.4 and R.sub.5 represent together with the nitrogen atom the heterocyclic ring ##EQU2## R.sub.1 and R.sub.1 ' each represents hydrogen, chlorine, bromine, lower alkyl, lower alkoxy, nitro or --SO.sub.2 -- lower alkyl, R.sub.2 and R.sub.
    Type: Grant
    Filed: October 23, 1973
    Date of Patent: April 20, 1976
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Walter Birke, Rudolf Schickfluss, Franz Schon
  • Patent number: 3930793
    Abstract: A process for the continuous dyeing of textile material containing or consisting of synthetic fibers from organic solvents, which comprises impregnating the said textile materials with an organic dyebath containing at least one dyestuff of the formulaR.sub.2 O -- A.sub.1 -- N = N -- Y -- N -- A.sub.2 -- OR.sub.1in which A.sub.1 and A.sub.2 each represent, independently of each other, phenylene, lower alkyl-phenylene, lower alkoxy-phenylene, chlorophenylene, bromophenylene or naphthylene, Y represents phenylene, lower alkyl-phenylene, lower alkoxy-phenylene, di(lower alkyl)-phenylene, di(lower alkoxy)-phenylene, lower alkyl-lower alkoxy-phenylene, chlorophenylene, bromophenylene, biphenylene, di(lower alkyl)-biphenylene, di(lower alkoxy)-bi-phenylene, di(chloro)-biphenylene or di(bromo)-biphenylene, R.sub.1 represents a straight chain or branched alkylcarbonyl of at most 18 carbon atoms, benzoyl, lower alkyl-benzoyl, chlorobenzoyl or bromobenzoyl, and R.sub.
    Type: Grant
    Filed: October 19, 1973
    Date of Patent: January 6, 1976
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Walter Birke, Rudolf Schickfluss, Franz Schon, Willi Steckelberg
  • Patent number: 3930794
    Abstract: A process for the continuous dyeing of textile materials containing or consisting of synthetic fibrous materials from organic solvents, which comprises impregnating the said textile materials with an organic dyebath containing at least one dyestuff of the formula ##SPC1##In which the phenyl radical A is unsubstituted or substituted by 1 to 3 substituents of the group consisting of halogen, nitro, cyano, trifluoromethyl, lower alkyl, lower alkoxy and lower alkoxy-lower alkylene--O--, B represents naphthylene or ##SPC2##R.sub.2, r.sub.3, r.sub.4 and R.sub.5 each represent hydrogen, halogen, lower alkyl, lower alkoxy or lower alkoxy-lower alkylene--O--, and R.sub.1 stands for a linear or branched alkylcarbonyl of at most 18 carbon atoms, ##SPC3## ##SPC4## ##SPC5## ##SPC6##And an organic solvent, and fixing the dyestuffs by submitting the impregnated materials to a heat treatment.
    Type: Grant
    Filed: October 19, 1973
    Date of Patent: January 6, 1976
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Walter Birke, Rudolf Schickfluss, Franz Schon, Willi Steckelberg