Patents Assigned to Stahl International B.V.
  • Patent number: 9598604
    Abstract: The present invention relates to a process for the production of aqueous polyurethane-polyurea dispersions comprising the steps of: A) reacting primary and/or secondary monoamines or diamines A1) with cyclic carbonate containing one hydroxy group A2) such that the molar ratio of total primary and/or secondary amine groups to cyclic carbonate groups is in the range of 0.8 to 1.
    Type: Grant
    Filed: May 22, 2012
    Date of Patent: March 21, 2017
    Assignee: STAHL INTERNATIONAL B.V.
    Inventor: Juergen Muenter
  • Patent number: 9546301
    Abstract: A process for the preparation of multifunctional polycarbodiimides, which are used as crosslinking agents, in which the polycarbodiimide is prepared by reacting mono- and polyisocyanates in the presence of a mono- or polyisocyanate that contains one or multiple additional reactive functional groups and in the presence of a carbodiimide catalyst, and thereafter terminating or chain extending the polycarbodiimide chain. Between 0 and 10% of an organic solvent and/or between 0 and 30% of a plasticizer and/or between 0 and 30% of a surface active component is added to the product during, before or after the polycarbodiimide forming reaction and/or the capping reaction and/or the chain extending reaction. Further, the invention relates to a coating mixture in which the polycarbodiimide is used as crosslinking agent and to the cured material obtained with the coating mixture.
    Type: Grant
    Filed: January 28, 2013
    Date of Patent: January 17, 2017
    Assignee: STAHL INTERNATIONAL B.V.
    Inventors: Andries Johannes Derksen, Robrecht Leonardus Johannes van der Bruggen
  • Patent number: 9447477
    Abstract: A process for the production of fat-liquored, tanned leather or pelt is provided. The process comprises the steps of fat-liquoring and tanning, wherein an animal hide, skin or pelt is fat-liquored with a substituted acylaminopolyorganosiloxane (A) in the presence of a surfactant or surfactant mixture (B), which is an anionic or nonionic surfactant or mixture of anionic or/and non-ionic surfactants, before, during or/and after tanning, wherein the substituted acylaminopolyorganosiloxane (A) is a polyorganosiloxane containing substituted acylamino groups linked to silicon atoms of the polysiloxane skeleton via alkylene bridges or mono- or oligo-[alkylene-amino or alkylene-(substituted acyl)amino]-alkylene bridges. Also provided are tanned pelt or leather, certain substituted acylaminopolyorganosiloxanes (A?) and related processes and compositions.
    Type: Grant
    Filed: January 3, 2013
    Date of Patent: September 20, 2016
    Assignee: STAHL INTERNATIONAL B.V.
    Inventors: Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Claus Reineking
  • Patent number: 9404019
    Abstract: The invention relates to a method for producing aqueous polyurethane-polyurea dispersions, where A) first a polyurethane prepolymer containing NCO groups is produced by reacting A1) polyisocyanates with A2) polymeric polyols and/or polyamines having number-average molecular weights of more than 400 to 8,000 g/mol, A3) possibly low-molecular-weight compounds having number-average molecular weights of 17-400 g/mol selected from the group comprising mono- and polyalcohols, mono- and polyamines, and amino alcohols, A4) isocyanate-reactive, ionically or potentially ionically hydrophilic compounds and/or isocyanate-reactive non-ionically hydrophilic compounds, A5) isocyanate-reactive compounds, which contain at least one C7 to C24 alkyl group or C7 to C24 alkenyl group, and A6) isocyanate-reactive compounds, which contain at least one polysiloxane group, and B); the NCO groups of the prepolymer that are not yet free are reacted with isocyanate-reactive monoamines, polyamines, hydrazine, and/or hydrazides, dimension
    Type: Grant
    Filed: July 6, 2015
    Date of Patent: August 2, 2016
    Assignee: STAHL INTERNATIONAL B.V.
    Inventors: Juergen Muenter, Thomas Fischer
  • Patent number: 9006304
    Abstract: The present invention relates to aqueous polyurethane-polyurea dispersions which stabilize a foam—produced by mechanical expansion—without addition of further foam-stabilizing components in such a way that aqueous foams are obtainable which are stable both during temporary storage and during processing, so that they can be applied in the form of foam also by customary application methods and substantially retain the foam structure even after drying.
    Type: Grant
    Filed: May 19, 2009
    Date of Patent: April 14, 2015
    Assignee: Stahl International B.V.
    Inventor: Juergen Muenter
  • Patent number: 8969471
    Abstract: A process for the preparation of stable aqueous polycarbodiimide dispersions to be used as cross-linking agents, in which initially an isocyanate functional polycarbodiimide is prepared from a polyisocyanate and a mono- or polyisocyanate which contains a hydrophobic group. Thereafter the polycarbodiimide chain is capped and/or extended by reaction of the isocyanate functions or a part thereof with a hydrophilic amine- or hydroxy functional compound and of the remaining isocyanate functions with an amine- or hydroxy functional compound which contains hydrophobic groups, after which the obtained product is dispersed in water and the pH is adjusted to 9-14. The hydrophobic groups are hydrocarbons with 4-25 carbon atoms, fluorinated hydrocarbons, silicone functional hydrocarbons or polysilicones. Further, the invention relates to a coating mixture in which the polycarbodiimide dispersion is used as cross-linking agent and to the cured material obtained with the coating mixture.
    Type: Grant
    Filed: January 10, 2007
    Date of Patent: March 3, 2015
    Assignee: Stahl International B.V.
    Inventors: Laurentius Cornelis Josephus Hesselmans, Marthe Hesselmans, Andries Johannes Derksen
  • Patent number: 8808398
    Abstract: Tanned leather, skin or pelt is produced by non-metal tanning, comprising the step of tanning a bated hide, skin or pelt with a tanning agent (A), the tanning agent (A) being a sulfo-group-containing dichloro-diazine selected from compounds of formula (I), (II), (III) and mixtures of two or more thereof, wherein R1 signifies hydrogen, methyl, methoxy, benzoyl, naphthoyl, mono- or di(C1-4-alkyl)-aminocarbonyl, C1-8-alkoxy-carbonyl or oxy-mono- or oligo-C2-3-alkyleneoxy)-carbonyl, R2—(SO3M)n signifies a radical of formula (a) or (b), wherein R3 signifies hydrogen, C1-8-alkyl or C1-8-alkoxy, m is 1 or 2, n is 1 or 2, and M signifies hydrogen or an alkali metal cation or an ammonium cation, the ammonium cation being a protonated tertiary amine or a quaternary ammonium cation, in a tanning bath, the tanning bath having a pH of from 6 to 10 at the beginning of tanning step.
    Type: Grant
    Filed: October 25, 2011
    Date of Patent: August 19, 2014
    Assignee: Stahl International B.V.
    Inventors: Claus Reineking, Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Markus Gisler, Rainer Nusser
  • Patent number: 8801804
    Abstract: Tanned leather, skin or pelt is produced by non-metal tanning, comprising the step of tanning a bated hide, skin or belt with a tanning agent (A) of at least a mixture of compounds of formula (I) and formula (II), wherein Hal signifies fluorine or chlorine, R1 signifies hydrogen, C1-8-alkyl or an alkyleneoxy radical of formula (III), —(—C2-3 alkylene-O—)q—H (III); R2 signifies a) phenyl, mono- or di-substituted with SO3M or COOM and optionally substituted also with hydroxyl, C1-4-alkyl C1-4-alkoxy; b) naphthyl, mono- or di- or tri-substituted with SO3M and optionally substituted also with hydroxyl; c) C1-8-alkylene, substituted with (SO3M) or (COOM); d) aradical of formula (IV), —(—C2-3 alkylene-O—)p—Y (IV) or e) a radical of formula (IVa) —(C2-3 alkylene-O)p—C2-3 alkylene-SO2CH2CH2O—Y (IVa), M signifies 1 or 2, p signifies 0 or 1, Y signifies hydrogen or —SO3M, q signifies 1 to 10, M signifies hydrogen, an alkali metal cation or an ammonium cation being aprotonated tertiary amine or a quaternary ammonium
    Type: Grant
    Filed: October 5, 2011
    Date of Patent: August 12, 2014
    Assignee: Stahl International B.V.
    Inventors: Claus Reineking, Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Markus Gisler, Rainer Nusser
  • Patent number: 8795390
    Abstract: Tanned leather, skin or pelt is produced by non-metal tanning, comprising the step of tanning a bated hide, skin or pelt with a tanning agent (A), the tanning agent (A) being at least one compound of formula (I), wherein Hal signifies chlorine or fluorine, X signifies N or CR, Y signifies hydrogen, C1-8-alkyl, C1-4-alkyl-carbonyl, C-1-4-alkyl-sulphonyl or a radical of formula (Ia), or (Ib) —(—C2-3 alkylene-O—)q—H (Ib), R signifies hydrogen or chlorine, q is 1 to 10 and M signifies hydrogen, an alkali metal cation or an ammonium cation being a protonated tertiary amine or a quaternary ammonium cation, in a tanning bath having a pH of from 6 to 10 at the beginning of the tanning step.
    Type: Grant
    Filed: October 25, 2011
    Date of Patent: August 5, 2014
    Assignee: Stahl International B.V.
    Inventors: Claus Reineking, Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Markus Gisler, Rainer Nusser
  • Patent number: 8795389
    Abstract: Tanned leather, skin or pelt is produced by non-metal tanning, comprising the step of tanning a bated hide, skin or pelt with a tanning agent (A), the tanning agent (A) being at least one compound of a formula (I), wherein X signifies fluorine or chlorine, and/or (+NR3)0-1, wherein R is a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C6 to C10 aryl or a C5 to C6heteroaryl group, R1 signifies hydrogen, C1-8-alkyl or an alkyleneoxy radical of a formula (Ia), -(—C2-3 alkylene-O—)q—H (Ia), R2 signifies hydrogen or hydroxyl, m, signifies 1, 2 or 3, q is of from 1 to 10, M signifies hydrogen or an alkali metal cation or an ammonium cation, being a protonated tertiary amine or a quaternary ammonium cation, in a tanning bath having a pH of from 6 to 10 at the beginning of tanning step.
    Type: Grant
    Filed: October 5, 2011
    Date of Patent: August 5, 2014
    Assignee: Stahl International B.V.
    Inventors: Claus Reineking, Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Markus Gisler, Rainer Nusser
  • Patent number: 8790416
    Abstract: Tanned leather, skin or pelt is produced by non-metal tanning, comprising the step of tanning a bated hide, skin or pelt with a tanning agent (A), the tanning agent (A) being at least one compound of a formula (I), wherein X signifies fluorine or chlorine, and/or (+NR3)0-1, wherein R is a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C6 to C10 aryl or a C5 to C6 heteroaryl group, R1 signifies hydrogen, C1-8-alkyl or an alkyleneoxy radical of a formula (Ia), —(—C2-3 alkylene-O—)q—H (Ia), R2 signifies hydrogen, hydroxyl, C1-4-alkyl or C1-4-alkoxy, m, signifies 1 or 2, n signifies 0 to 2, q is of from 1 to 10, M signifies hydrogen or an alkali metal cation or an ammonium cation, the ammonium cation being a protonated tertiary amine or a quaternary ammonium cation, in a tanning bath, the tanning bath having a pH of from 6 to 10 at the beginning of tanning step, wherein the bated hide or skin or pelt is subjected to tanning with (A) without previous pickling.
    Type: Grant
    Filed: October 5, 2011
    Date of Patent: July 29, 2014
    Assignee: Stahl International B.V.
    Inventors: Claus Reineking, Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Markus Gisler, Rainer Nusser
  • Patent number: 8790415
    Abstract: Tanned leather, skin or pelt is produced by non-metal tanning, comprising the step of tanning a bated hide, skin or pelt with a tanning agent (A), the tanning agent (A) being at least one compound of a formula (I), wherein X signifies fluorine or chlorine, and/or (+NR3)0-1, wherein R is a substituted or unsubstituted C1 to C6 alkyl group, a substituted or unsubstituted C6 to C10 aryl group or a C5 to C6 heteroaryl group, R1 signifies hydrogen, C1-8-alkyl or an alkyleneoxy radical of a formula (Ia), —(—C2-3 alkylene-O—)q—H (Ia), R2 signifies substituted or unsubstituted C2 to C8 alkylenesulphonic acid, substituted or unsubstituted C2 to C8 alkylenecarboxylic acid or an alkyleneoxy radical of formula (Ib), —(—C2-3 alkylene-O—)m—Y (Ib) or an alkylene sulfonyl alkyleneoxy radical of formula (Ic), —(—C2-3 alkylene-O—)p—C2-3 alkylene- SO2CH2O—Y (Ic), m signifies 1 or 2, p signifies 0 or 1, q is of from 1 to 10, Y signifies hydrogen or —SO3M, M signifies hydrogen or an alkali metal cation or an ammonium cation,
    Type: Grant
    Filed: October 5, 2011
    Date of Patent: July 29, 2014
    Assignee: Stahl International B.V.
    Inventors: Claus Reineking, Roberta Gamarino, Licia Trimarco, Maurizio Quaglierini, Markus Gisler, Rainer Nusser
  • Publication number: 20130144006
    Abstract: A process for the preparation of multifunctional polycarbodiimides, which are used as crosslinking agents, in which the polycarbodiimide is prepared by reacting mono- and polyisocyanates in the presence of a mono- or polyisocyanate that contains one or multiple additional reactive functional groups and in the presence of a carbodiimide catalyst, and thereafter terminating or chain extending the polycarbodiimide chain. Between 0 and 10% of an organic solvent and/or between 0 and 30% of a plasticizer and/or between 0 and 30% of a surface active component is added to the product during, before or after the polycarbodiimide forming reaction and/or the capping reaction and/or the chain extending reaction. Further, the invention relates to a coating mixture in which the polycarbodiimide is used as crosslinking agent and to the cured material obtained with the coating mixture.
    Type: Application
    Filed: January 28, 2013
    Publication date: June 6, 2013
    Applicant: Stahl International B.V.
    Inventor: Stahl International B.V.
  • Publication number: 20100076153
    Abstract: A process for the preparation of stable aqueous polycarbodiimide dispersions to be used as cross-linking agents, in which initially an isocyanate functional polycarbodiimide is prepared from a polyisocyanate and a mono- or polyisocyanate which contains a hydrophobic group. Thereafter the polycarbodiimide chain is capped and/or extended by reaction of the isocyanate functions or a part thereof with a hydrophilic amine- or hydroxy functional compound and of the remaining isocyanate functions with an amine- or hydroxy functional compound which contains hydrophobic groups, after which the obtained product is dispersed in water and the pH is adjusted to 9-14. The hydrophobic groups are hydrocarbons with 4-25 carbon atoms, fluorinated hydrocarbons, silicone functional hydrocarbons or polysilicones. Further, the invention relates to a coating mixture in which the polycarbodiimide dispersion is used as cross-linking agent and to the cured material obtained with the coating mixture.
    Type: Application
    Filed: January 10, 2007
    Publication date: March 25, 2010
    Applicant: STAHL INTERNATIONAL B.V.
    Inventors: Laurentius Cornelis Josephus Hesselmans, Marthe Hesselmans, Andries Johannes Derksen
  • Patent number: 7439316
    Abstract: A process for the preparation of stable aqueous polycarbodiimide dispersions, to be used as crosslinking agent, which are free of organic solvents is described. Sid process is characterized in: reacting a polyisocyanate in the presence of a carbodiimide catalyst to form a polycarbodiimide, terminating and/or chain extending the polycarbodiimide chain by the addition of formation dispersion of the resulting compound in water, wherein pH is adjusted to a value between 9 and 14 by the addition of a base and/or a buffer to the water used for the dispersion and/or to the obtained aqueous dispersion. According to the present process said terminating or chain extending with the compound containing a hydrophylic group and one or more amine functions may also occur during or after the dispersion of the polycarboiimide in water. The preferred pH of the polycarbodiimide dispersions is between 11 and 13.
    Type: Grant
    Filed: December 28, 2005
    Date of Patent: October 21, 2008
    Assignee: Stahl International B.V.
    Inventors: Laurentius Cornelius Josephus Hesselmans, Andries Johannes Derksen, Jacob Christiaan Munneke
  • Publication number: 20060106189
    Abstract: A process for the preparation of stable aqueous polycarbodiimide dispersions, to be used as crosslinking agent, which are free of organic solvents is described. Sid process is characterized in: reacting a polyisocyanate in the presence of a carbodiimide catalyst to form a polycarbodiimide, terminating and/or chain extending the polycarbodiimide chain by the addition of formation dispersion of the resulting compound in water, wherein pH is adjusted to a value between 9 and 14 by the addition of a base and/or a buffer to the water used for the dispersion and/or to the obtained aqueous dispersion. According to the present process said terminating or chain extending with the compound containing a hydrophylic group and one or more amine functions may also occur during or after the dispersion of the polycarboiimide in water. The preferred pH of the polycarbodiimide dispersions is between 11 and 13.
    Type: Application
    Filed: December 28, 2005
    Publication date: May 18, 2006
    Applicant: Stahl International B.V.
    Inventors: Laurentius Hesselmans, Andries Derksen, Jacob Munneke
  • Patent number: 6893683
    Abstract: The invention comprises a process for the preparation of a coating, adhesive, film or sheet. In this process a mixture of a polyisocyanate functional, a polyepoxide functional, a polyanhydride functional or a polyketone functional compound or polymer and a compound containing reactive hydrogen, in which the compound containing reactive hydrogen is used in a material which is non-reactive towards the compound containing reactive hydrogen which mixture is not or low reactive at ambient conditions and high reactive under selected conditions, is applied onto a substrate at ambient temperature, followed by reacting the above compounds at elevated temperatures. At ambient temperature said compound containing reactive hydrogen is a solid material, a powder, a granule, a flake or grind or a mixture thereof which is preferably ground.
    Type: Grant
    Filed: September 29, 2000
    Date of Patent: May 17, 2005
    Assignee: Stahl International B.V.
    Inventors: Laurentius Cornelius Josephus Hesselmans, Dirk Pieter Spek
  • Publication number: 20050003093
    Abstract: A process for the preparation of a coating, a coated substrate, an adhesive, film or sheet or the like, which process comprises the application of a coating mixture containing a reactive system onto a substrate. According to the invention a coating mixture is used which comprising at least two reactive system and after application of the coating mixture the first reactive system is substantially reacted under conditions where the second reactive system is substantially not reacted. Thereafter the coated substrate is remoulded at elevated temperature and the second reactive system is substantially reacted during or after the remoulding of the coated substrate resulting in a fixed remoulded coating.
    Type: Application
    Filed: February 19, 2004
    Publication date: January 6, 2005
    Applicant: STAHL INTERNATIONAL B.V.
    Inventors: Laurentis Hesselmans, Johanna Van den Goorberg
  • Publication number: 20040229045
    Abstract: A process for the preparation of a coating, coated substrate, film or sheet, in which process a coating mixture comprising a reactive system of polyisocyanate-functional, a polyketone-functional, a polyepoxide-functional, a polyanhydride-functional and/or a poly carbonate-functional compound or polymer and a dispersion or fine powder of a compound containing a reactive hydrogen, which mixture is not or low reactive at room temperature, is applied onto a substrate, resulting in a substrate coated with the coating mixture, followed by reacting the compounds mentioned above by elevating the temperature, in a substrate coated with the coating mixture, followed by reacting the compounds mentioned above by elevating the temperature, in which the reaction temperature and consequently the reaction rate can be adjusted as desired by the addition of an additive to the coating mixture, or to one of the reactants of the coating mixture, prior to the mixing with the other component.
    Type: Application
    Filed: February 20, 2004
    Publication date: November 18, 2004
    Applicant: STAHL INTERNATIONAL B.V.
    Inventors: Laurentius Cornelis Josephus Hesselmans, Johanna Antonia Maria Van den Goorbergh, Andries Johannes Derksen
  • Patent number: 6765057
    Abstract: The invention relates to a process for the preparation of an aqueous dispersion of an anionic polyurethane in which initially a tertiary aminofunctional acrylic monomer is used as neutralizing agent for pendant carboxylic acid groups in dispersions of a polyurethane or a polyurethane/polyacrylate, whereafter the unsaturated monomers undergo in situ an addition polymerisation, optionally together with other unsaturated monomer. In the process the isocyanate terminated prepolymer may be reacted with 0-100% of a stoichiometric amount of a hydroxy functional unsaturated monomer before the dispersion in water. The tertiary amine functional usaturated monomer is preset in a ratio to the anionic residues to be neutralized in the polyurethane prepolymer from 0.3 to 2 and preferably from 0.7 to 1.5. Furthermore the amount of carboxylic acid functions in the isocyanate functional polyurethane prepolymer is from 1 to 15% and preferably from 2 to 10%.
    Type: Grant
    Filed: August 28, 2001
    Date of Patent: July 20, 2004
    Assignee: Stahl International B.V.
    Inventors: Josep Oller Chirivella, Mario Jimenez Martinez, Montserrat Pous Brutau