Patents Assigned to Chemische Werke Huls, AG
  • Patent number: 4626585
    Abstract: The invention relates to a method for producing a polyphenylene ether, in which the oxidative coupling reaction of a di-ortho-substituted phenol is carried out in a solvent comprised of a chlorinated hydrocarbon, an aromatic solvent, or a mixture of one of these solvents with an alcohol or ketone. The reaction is terminated by removing or using up the oxygen-containing reaction gas, adding hydrazine to the reaction mixture, and filtering out the resulting precipitate. The precipitate may be reused along with a suitable amine, to comprise a catalyst for a subsequent oxidative coupling reaction.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: December 2, 1986
    Assignee: Chemische Werke Huls AG
    Inventors: Martin Bartmann, Klaus Burzin
  • Patent number: 4613532
    Abstract: Polyamide plastic fuel lines which are dimensionally stable and resistant to fuels, alcoholic fuels and alcohols as fuels are prepared from aliphatic high molecular weight polyamides. The fuel lines are prepared by extruding a hot melt of the polyamide, sizing through a die having a diameter in excess of the given diameter of the fuel line, cooling the fuel line in a cooling bath, removing the fuel line from the bath and sizing the fuel line adiabatically through a disk having a diameter less than the given diameter.
    Type: Grant
    Filed: January 31, 1985
    Date of Patent: September 23, 1986
    Assignee: Chemische Werke Huls AG
    Inventors: Klaus Michel, Armin Gude
  • Patent number: 4609512
    Abstract: A process for controlling bead size in the manufacture of expandable styrene polymers by suspension polymerization, wherein, referred to the aqueous phase, a concentration of ions of calcium, aluminum, metals of the 1st, 2nd, or 6th through 8th side groups of the period table of elements of 3.times.10.sup.31 5 to 3.times.10.sup.-2 % by mass is established, these metal ions being present as cations in the higher oxidation stage of water-soluble, inorganic salts.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: September 2, 1986
    Assignee: Chemische Werke Huls AG
    Inventors: Josef K. Rigler, Dirk Reese, Horst Leithauser
  • Patent number: 4598121
    Abstract: A method for preparing an aqueous polyurethane dispersion, comprising (a) preparing a prepolymer with free NCO groups by reacting an aliphatic or cycloaliphatic polyisocyanate with a polyol, and an anionic compound; (b) dispersing said prepolymer in water; (c) reacting said water-dispersed prepolymer with a diamino hydrazide of the formula: ##STR1## wherein R is an alkylene group of 2 to 15 carbon atoms or a cycloalkylene or arylene group of 6 to 15 carbon atoms as a chain lengthening agent; (d) reacting the prepolymer of step (c) in said dispersion with formaldehyde to effect crosslinking.
    Type: Grant
    Filed: June 5, 1985
    Date of Patent: July 1, 1986
    Assignee: Chemische Werke Huls AG
    Inventors: Josef Disteldorf, Hans-Jurgen Haage, Horst Schnurbusch
  • Patent number: 4571426
    Abstract: A process for the production of maleic anhydride by catalytic air oxidation of hydrocarbons capable of being so oxidized at a temperature in the range of 300.degree.-450.degree. C.
    Type: Grant
    Filed: August 31, 1984
    Date of Patent: February 18, 1986
    Assignee: Chemische Werke Huls AG
    Inventors: Fritz Gude, Ferdinand von Praun
  • Patent number: 4538013
    Abstract: A process for preventing the formation of polymeric by-products during the production of Diels-Alder adducts is improved by the addition of NO or of a compound splitting off NO in situ, as a polymerization inhibitor. This process is especially effective for preventing the formation of polymeric by-products in the manufacture of 5-vinylnorbornene-2. In a tubular reactor, when observing narrow temperature and pressure ranges, a high selectivity is obtained in the production of this adduct.
    Type: Grant
    Filed: March 2, 1984
    Date of Patent: August 27, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Wilhelm Donike, Helmut Ulrich, Heinz Thiemer, Josefa Pieper
  • Patent number: 4537948
    Abstract: A process for the production of polyphenylene oxides by the oxidative coupling of a diorthosubstituted phenol of the formula: ##STR1## wherein R and R' are an n-alkyl radical with 1 to about 6 carbon atoms or a phenyl radical in the presence of an oxidizing gas and an activated copper(II)-amine catalyst made of copper(II) salts, secondary aliphatic or cyclic amines having about 4 to 10 carbon atoms, and hydrobromides of the same or different secondary aliphatic or cyclic amines having about 4 to 10 carbon atoms, in a solvent mixture of a C.sub.6 -C.sub.8 aromatic hydrocarbon and a C.sub.1 -C.sub.4 aliphatic alcohol.
    Type: Grant
    Filed: February 23, 1984
    Date of Patent: August 27, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Martin Bartmann, Hanns-Jorg Bax, Klaus Burzin, Wilfried Ribbing
  • Patent number: 4521526
    Abstract: The catalytic cobalt compound used in the reaction of olefins with carbon monoxide and water or alkanols which employs an oxidizing treatment is reprocessed according to the present invention. This reprocessing includes in a first embodiment treating the cobaltic residue obtained as the distillation sump product with water and a carboxylic acid having 1 to 4 C atoms. The phases generated are separated and cobalt is recovered from the carboxylic acid/water phase in the form of the corresponding carboxylic acid salt. Where appropriate, the corresponding carboxylic acid salt is transformed into another carboxylic-acid salt.A second embodiment includes the steps of hydrogenating the cobalt containing residue obtained as the distillation sump product, separating the metallic cobalt which is obtained, reacting the metallic cobalt with an acid and where appropriate converting the cobalt salt so obtained into another cobalt salt.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: June 4, 1985
    Assignee: Chemische Werke Huls AG
    Inventor: Peter Hofmann
  • Patent number: 4519968
    Abstract: Polyamide plastic fuel lines which are dimensionally stable and resistant to fuels, alcoholic fuels and alcohols as fuels are prepared from aliphatic high molecular weight polyamides. The fuel lines are prepared by extruding a hot melt of the polyamide, sizing through a die having a diameter in excess of the given diameter of the fuel line, cooling the fuel line in a cooling bath, removing the fuel line from the bath and sizing the fuel line adiabatically through a disk having a diameter less than the given diameter.
    Type: Grant
    Filed: February 7, 1983
    Date of Patent: May 28, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Klaus Michel, Armin Gude
  • Patent number: 4517314
    Abstract: Fine particulate expandable styrene polymers suitable for the production of molded bodies with improved minimum mold dwell times, containing 0.01 to 2.0% by weight, referred to the polystyrene or the total of the polymerized monomers, of polyoctenamer having I values from about 10 to 400 ml/g and trans octylene contents from about 20 to 90%.
    Type: Grant
    Filed: October 17, 1984
    Date of Patent: May 14, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Dirk Reese, Josef K. Rigler
  • Patent number: 4508574
    Abstract: A process for improving the fluidity and conveyability properties of moist calcium sulfate precipitates, having a free water content of more than about 5% by weight, which entails mixing quicklime (CaO), burnt dolomite (CaO+MgO) or a mixture thereof, in finely ground form to said moist calcium sulfate precipitate in an amount of about 10% by weight or greater, based upon the calcium sulfate content, to form a homogeneous mixture of the same.The homogenized mixtures so prepared have good pourability and can be conveniently stored or conveyed. They can be used as setting retarders in cement or, they can be used in the production of gypsum wall board and plaster.
    Type: Grant
    Filed: October 25, 1983
    Date of Patent: April 2, 1985
    Assignee: Chemische Werke Huls Ag
    Inventors: Hans-Friedrich Kurandt, Karl-Heinz Kampner
  • Patent number: 4506105
    Abstract: A process for preparing cyclooctene-4-ol-1 with a content in excess of 70% by reacting cyclooctadiene-1,5 with formic acid and then saponifying or transesterifying the cyclooctenyl formate with an alcohol of low boiling point.In the absence of a catalyst, formic acid is reacted with cyclooctadiene-1,5 at 50.degree. to 200.degree. C., preferably 95.degree. to 105.degree. C. The reaction product without further processing is directly distilled, and the formic acid ester so obtained is transesterified with an alcohol of low boiling point into the formate of that alcohol and into cyclooctene-4-ol-1.
    Type: Grant
    Filed: August 4, 1983
    Date of Patent: March 19, 1985
    Assignee: Chemische Werke Huls AG
    Inventor: Manfred Kaufhold
  • Patent number: 4505732
    Abstract: A fertilizer concentrate composition comprising (1) 80-90%, by weight, of water-soluble salts of plant micronutrients, 10-18 mole percent of said salts being in complexed form, and (2) 0.7-1.75%, by weight, of a stabilizer comprising a solid, water-soluble polymer in powder form having a particle size such that 80-90% by weight, of said particles have a diameter <0.1 mm and less than 0.5 percent, by weight, of said particles have a diameter >0.5 mm, (3) balance, complexing agent for said micronutrients, with the proviso that the amount of complexing agent is chosen so that 10-18 mole percent of the micronutrients are complexed and, optionally, (4) 0.05-0.5%, by weight, of a surfactant, provides a storage-stable, readily soluble micronutrient concentrate usable especially in fertilizing crops by leaf dressing.
    Type: Grant
    Filed: September 9, 1982
    Date of Patent: March 19, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Heinrich Aigner, Norbert Merget, Jurgen Norden, Manfred Schweppe, Klaus Wetter
  • Patent number: 4506102
    Abstract: 2-Methoxyethyl cyclododec-1-enyl ether is of interest as a precursor for the saturated ether, 2-methoxyethyl cyclododecyl ether, which can be obtained therefrom by catalytic hydrogenation, in a high purity and with a good fragrance quality. The saturated ether is a valuable fragrance component having a woody note. A process for producing 2-methylethyl cyclododec-1-enyl ether comprises the step of reacting cyclododecanone, 2-methoxyethanol and a tri(lower alkyl) orthoformate, at a temperature of 50.degree.-250.degree. C., in the presence of an acid catalyst, removing resultant low-boiling compounds by distillation, and recovering resultant 2-methoxyethyl cyclododec-1-enyl ether.
    Type: Grant
    Filed: May 27, 1983
    Date of Patent: March 19, 1985
    Assignees: Chemische Werke Huls AG, Naarden International N.V.
    Inventors: Manfred Kaufhold, Hendrik J. Takken
  • Patent number: 4497912
    Abstract: Fine particulate expandable styrene polymers suitable for the production of molded bodies with improved minimum mold dwell times, containing 0.01 to 2.0% by weight, referred to the polystyrene or the total of the polymerized monomers, of polyoctenamer having I values from about 10 to 400 ml/g and trans octylene contents from about 20 to 90%.
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: February 5, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Dirk Reese, Josef K. Rigler
  • Patent number: 4497911
    Abstract: Process for the production of fine particulate, expandable styrene polymers by suspension-polymerizing styrene or possibly mixtures of styrene and other monomers having at least 50% by weight of styrene in the presence of expanding agents having low boiling points in incompletely filled reactors. The polymer beads to be charged with expanding agents are vigorously stirred during the addition of the expanding agent(s) in such a manner that these beads undergo the least possible contact in time and space with the gas phase and with each other, and so that the surface of the stirred medium retains a topology as free as possible from a funnel shape during stirring.
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: February 5, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Josef K. Rigler, Karl Trukenbrod, Franz-Michael Bollenrath
  • Patent number: 4496613
    Abstract: Wood and wooden materials are treated with aqueous treatment media. These media contain a water-soluble or water-dispersible, oxidatively drying, organic binder. The latter is a low-molecular weight, optionally modified 1,3-butadiene polymer which carries quaternary ammonium groups. This polymer is obtained by reacting an epoxy-group-containing polymer with a secondary and/or primary aliphatic amine and reacting the amination product with a low-molecular weight monoepoxide, during which process 0.05-0.5 mole of the quaternizable amino groups is quaternized per 100 g of the amination product.The treatment media preferably additionally contain wood preservatives and additives customary in the impregnating and varnishing field.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: January 29, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Hans-Dieter Zagefka, Wilfried Bartz, Alfred Konietzny
  • Patent number: 4496710
    Abstract: The object of the invention is a process for the production of flat varnishes based on powder coatings of 1,2-epoxy compounds with at least one 1,2-epoxy group in the molecule and a lower melting point of >40.degree. C., salts of aromatic carboxylic acids with 3 and more carboxyl groups and imidazolines as curing agents, as well as the usual additives and the application of the powdered varnish upon the objects to be varnished and heating of these objects to temperatures of 160.degree.-240.degree. C., whereby the salt of 2-phenyl-methyl-.DELTA.2-imidazoline and trimellitic acid is substituted up to 60 mole % by a salt of 2-phenyl-.DELTA.2-imidazoline and trimellitic acid.
    Type: Grant
    Filed: February 24, 1984
    Date of Patent: January 29, 1985
    Assignee: Chemische Werke Huls AG
    Inventors: Fritz Gude, Herbert Haferkorn, Heinz Riemer, Gunter Dormann
  • Patent number: 4481147
    Abstract: Alkylesters of saturated aliphatic carboxylic acids are prepared by reacting aliphatic monoolefins containing internal double bonds and having 6 to 20 carbon atoms with carbon monoxide and an alkanol having one hydroxyl function in the presence of a catalyst of a cobalt compound and a promoter where the promoter is pyridine, a non-ortho-substituted alkylpyridine or a mixture thereof.The monoolefins can possibly contain paraffins and the reaction is carried out with:(a) a promoter to cobalt ratio of 3/1 to 25/1;(b) a cobalt concentration from 0.02 to 0.2 gram-atom of cobalt per mole of monoolefin;(c) a temperature between 165.degree. and 195.degree. C.;(d) a pressure from 150 to 300 bars;(e) a molar ratio of alkanol to monoolefin from 1/1 to 10/1; and(f) a dwell time exceeding 15 minutes.
    Type: Grant
    Filed: July 11, 1983
    Date of Patent: November 6, 1984
    Assignee: Chemische Werke Huls AG
    Inventor: Peter Hofmann
  • Patent number: 4476054
    Abstract: A process for producing a substantially isocyanurate-free uretidione dimer of isophorone diisocyanate, which is more than 98% decomposable by heat to isophorone diisocyanate, which comprises dimerizing isophorone diisocyanate, optionally in an inert organic solvent, in the presence of a catalyst of the formula X.sub.m P(NR.sub.2).sub.3-m wherein m=0, 1, 2; X=Cl OR of R wherein R is selected from the group consisting of the same or different aklyl radical, aralkyl radical, cycloalkyl radical, substituted cycloalkyl radical and radicals wherein two or more of the aforementioned radicals form a hererocyclic ring together with the nitrogen atom; at temperatures of 0.degree.-80.degree. C., isolating the resulting 1,3-diazacyclobutane-2,4-dione, after 5-70% conversion, without previous inactivation of the catalyst, from the reaction mixture as the residue of a thin film distillation and isolating the catalyst and monomer as the distillate.
    Type: Grant
    Filed: August 13, 1981
    Date of Patent: October 9, 1984
    Assignee: Chemische Werke Huls AG
    Inventors: Josef Disteldorf, Werner Hubel, Elmar Wolf