Patents by Inventor Holger Loesch

Holger Loesch 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: 11739055
    Abstract: The invention relates to a process for preparing a diisocyanate of the formula (A) where R is selected from the group consisting of alkyl, aryl, and combinations thereof, comprising the following process steps in the indicated order; 1) providing an intermediate of the formula (B) with a process using lysine and urea and where R and each R? are independently selected from the group consisting of alkyl, aryl, and combinations thereof; and 2) thermolytic cleavage of the intermediate of the formula (B), thereby affording the diisocyanate of the formula (A), and also to the diisocyanate directly prepared therewith.
    Type: Grant
    Filed: June 25, 2021
    Date of Patent: August 29, 2023
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Susanne Kreischer, Andrea Diesveld, Andrea Thesing, Jörg-Joachim Nitz
  • Patent number: 11453744
    Abstract: The present invention provides compositions consisting of a) at least one metal salt, ammonium salt or phosphonium salt of a strong Brønsted acid and b) at least one primary aliphatic monoamine, processes for preparation thereof and use thereof.
    Type: Grant
    Filed: October 5, 2020
    Date of Patent: September 27, 2022
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Andrea Thesing, Andrea Diesveld, Susanne Kreischer
  • Patent number: 11370877
    Abstract: The present invention relates to a composition comprising a) at least one epoxy resin, b) at least one amine having at least two secondary amino groups which are both part of an organic ring system, and c) at least one salt of a very strong Brønsted acid with a counterion selected from metal ions, metal-containing ions, phosphonium ions and ammonium ions, and to processes for production thereof and use thereof.
    Type: Grant
    Filed: May 13, 2019
    Date of Patent: June 28, 2022
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Susanne Kreischer, Andrea Diesveld, Holger Loesch
  • Patent number: 11286335
    Abstract: The present invention provides a composition comprising a) at least one epoxy resin, b) at least one cyclic amine of the formula (I) in which R1 to R4 is H or an organic radical and X?—(Y1)m-(A1)n-(Y2)o-(A2)p-(Y3)q-(A3)r-(Y4)s—,??(II) where, independently of one another, m, n, o, p, q, r and s=0 or 1, A1, A2, A3=alkylene or alkenylene radical and Y1, Y2, Y3, Y4=NR5, PR5, O or S, where R5 independently=organic radical, where any two organic radicals selected from R1 to R5 and any radicals present in the alkylene and/or alkenylene radicals A1, A2, A3 may also form one or more further rings, with the proviso that at least one of the radicals selected from R1 to R5 present and any radicals present in the alkylene and/or alkenylene radicals A1, A2, A3 is substituted by at least one —NHR6 or —NH2 group, where R6=organic radical, and c) at least one salt of a very strong Brønsted acid with a counterion selected from metal ions, metal-containing ions, phosphonium ions and unsubstituted ammonium ions, and t
    Type: Grant
    Filed: May 10, 2019
    Date of Patent: March 29, 2022
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Andrea Diesveld, Susanne Kreischer, Holger Loesch
  • Publication number: 20220081393
    Abstract: The present invention relates to a process for preparing at least one ethylenically unsaturated, urethane group-containing compound from i) diisocyanate, ii) at least one compound having at least one hydroxyl group and at least one ethylenically unsaturated, polymerizable group, iii) and optionally at least one hydroxyl group-containing compound, in which 1 diisocyanate is subjected to a determination of the peroxide content immediately prior to the reaction, 2 a) if the determined peroxide content is greater than or equal to 20 mmol/kg, the diisocyanate is subjected to distillative purification until the determined peroxide content is less than 20 mmol/kg, or or b) if the determined peroxide content is less than 20 mmol/kg, no distillative purification is performed, and 3.
    Type: Application
    Filed: September 10, 2021
    Publication date: March 17, 2022
    Inventors: Emmanouil Spyrou, Holger Loesch, Susanne Kreischer, Andrea Diesveld, Andrea Thesing
  • Publication number: 20210403417
    Abstract: The invention relates to a process for preparing a diisocyanate of the formula (A) where R is selected from the group consisting of alkyl, aryl, and combinations thereof, comprising the following process steps in the indicated order; 1) providing an intermediate of the formula (B) with a process using lysine and urea and ?where R and each R? are independently selected from the group consisting of alkyl, aryl, and combinations thereof; and 2) thermolytic cleavage of the intermediate of the formula (B), thereby affording the diisocyanate of the formula (A), and also to the diisocyanate directly prepared therewith.
    Type: Application
    Filed: June 25, 2021
    Publication date: December 30, 2021
    Inventors: Emmanouil Spyrou, Holger Loesch, Susanne Kreischer, Andrea Diesveld, Andrea Thesing, Jörg-Joachim Nitz
  • Publication number: 20210206730
    Abstract: The present invention provides a process for preparing isocyanurate from diisocyanate, in which i) prior to the reaction the peroxide content of the diisocyanate to be used is determined, and thereafter ii) a) if the determined peroxide content is greater than 10 mmol/kg, the diisocyanate is subjected to distillative purification until the determined peroxide content is less than or equal to 10 mmol/kg, orb) if the determined peroxide content is less than or equal to 10 mmol/kg, no further action is taken, and iii) distilled diisocyanate with respect to a) and/or untreated diisocyanate with respect to b) is subsequently converted to isocyanurate.
    Type: Application
    Filed: December 18, 2020
    Publication date: July 8, 2021
    Applicant: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Susanne Kreischer, Andrea Diesveld, Andrea Thesing
  • Publication number: 20210108026
    Abstract: The present invention provides compositions consisting of a) at least one metal salt, ammonium salt or phosphonium salt of a strong Brønsted acid and b) at least one primary aliphatic monoamine, processes for preparation thereof and use thereof.
    Type: Application
    Filed: October 5, 2020
    Publication date: April 15, 2021
    Applicant: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Andrea Thesing, Andrea Diesveld, Susanne Kreischer
  • Publication number: 20200165374
    Abstract: The present invention relates to a process for producing NCO-containing prepolymers, to the prepolymers producible by the process and to the use of the prepolymers.
    Type: Application
    Filed: November 15, 2019
    Publication date: May 28, 2020
    Applicant: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Susanne Kreischer, Andrea Diesveld
  • Patent number: 10633519
    Abstract: Provided is a storage-stable polyurethane prepegs and mouldings produced therefrom composed of polyurethane compositions with liquid resin components, preferably liquid polyols. A prepeg contains(A)a fibrous support and (B)a matrix material containing a reactive polyurethane composition. The polyurethane composition contains a mixture of a liquid resin component(b)having a functional group reactive towards an isocyanate and having a glass transition temperature(Tg)or melting point below 25° C., with a hydroxyl number of 50 to 2000 mg KOH/gram, and a curing agent(a)comprising a di- or polyisocyanate internally blocked or blocked with a blocking agent. In addition, the polyurethane composition contains 0.6 to NCO equivalents or 0.3 to 1 uretdione group in (a) for each functional group of (b).
    Type: Grant
    Filed: March 21, 2012
    Date of Patent: April 28, 2020
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Friedrich Georg Schmidt, Eike Langkabel, Katharina Cielaszyk, Sandra Reemers, Holger Loesch, Elke Gollan, Marina Grammenos
  • Patent number: 10626236
    Abstract: The invention relates to storage-stable one-component (1K) polyurethane prepregs and to shaped bodies produced therefrom.
    Type: Grant
    Filed: November 17, 2017
    Date of Patent: April 21, 2020
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Holger Loesch, Andrea Diesveld, Susanne Kreischer, Eike Langkabel, Ralph Aldridge, Elke Gollan
  • Patent number: 10538684
    Abstract: A coating composition that includes an allophanate-containing compound can offer improved scratch resistance. The coating composition includes A) at least one allophanate-containing compound having the formula (1): wherein R, R1-R6 are each independently identical or different hydrocarbyl radicals having 1-8 carbon atoms, which may be branched or cyclic, or else may be integrated together to form a cyclic system, and m and n are each independently 0-2, B) a binder, C) optionally, an aliphatic or cycloaliphatic polyisocyanate having an NCO functionality of at least 2, D) optionally, a catalyst, E) optionally, an auxiliary and/or additive, and, F) optionally, a solvent.
    Type: Grant
    Filed: October 7, 2016
    Date of Patent: January 21, 2020
    Assignee: Evonik Operations GmbH
    Inventors: Emmanouil Spyrou, Tobias Unkelhaeusser, Sabine Naumann, Manfred Kreczinski, Holger Loesch, Alina Meier, Uwe Korek
  • Publication number: 20190352452
    Abstract: The present invention relates to a composition comprising a) at least one epoxy resin, b) at least one amine having at least two secondary amino groups which are both part of an organic ring system, and c) at least one salt of a very strong Brosted acid with a counterion selected from metal ions, metal-containing ions, phosphonium ions and ammonium ions, and to processes for production thereof and use thereof.
    Type: Application
    Filed: May 13, 2019
    Publication date: November 21, 2019
    Applicant: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Susanne Kreischer, Andrea Diesveld, Holger Loesch
  • Publication number: 20190352450
    Abstract: The present invention provides a composition comprising a) at least one epoxy resin, b) at least one cyclic amine of the formula (I) in which R1 to R4 is H or an organic radical and X?—(Y1)m-(A1)n-(Y2)o-(A2)p-(Y3)q-(A3)r-(Y4)s—, ??(II) where, independently of one another, m, n, o, p, q, r and s=0 or 1, A1, A2, A3=alkylene or alkenylene radical and Y1, Y2, Y3, Y4=NR5, PR5, O or S, where R5 independently=organic radical, where any two organic radicals selected from R1 to R5 and any radicals present in the alkylene and/or alkenylene radicals A1, A2, A3 may also form one or more further rings, with the proviso that at least one of the radicals selected from R1 to R5 present and any radicals present in the alkylene and/or alkenylene radicals A1, A2, A3 is substituted by at least one —NHR6 or —NH2 group, where R6=organic radical, and c) at least one salt of a very strong Brønsted acid with a counterion selected from metal ions, metal-containing ions, phosphonium ions and unsubstituted ammonium io
    Type: Application
    Filed: May 10, 2019
    Publication date: November 21, 2019
    Applicant: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Andrea Diesveld, Susanne Kreischer, Holger Loesch
  • Publication number: 20190330432
    Abstract: A novel 2-component system and a process using the system produce semifinished component products that are stable in storage, in particular sheet moulding compounds (SMC) and mouldings produced therefrom (composite components). The process has five stages, including three different reactive steps which lead to successively increasing hardness levels. The 2-component system is applied to fibre material, e.g. carbon fibres, glass fibres or polymer fibres, or the 2-component system is brought into contact with short fibres, whereupon a first reaction takes place. This is followed by thermal polymerization initiated by redox initiation or with the aid of radiation or of plasma applications. Polymerization produces thermoplastics or, respectively, thermoplastic prepregs, which can then subsequently be moulded. Polyols present can finally be crosslinked, via elevated temperature, with uretdiones already present in the system.
    Type: Application
    Filed: April 17, 2019
    Publication date: October 31, 2019
    Applicant: Evonik Degussa GmbH
    Inventors: Zuhal Tuncay, Holger Loesch, Christina Cron, Elke Gollan, Lisa-Maria Elmer
  • Patent number: 10351579
    Abstract: A monoallophanate can be used in paint or adhesive compositions. The monoallophanate has the formula 1: where R, R1-R6 are each independently identical or different hydrocarbyl radicals having 1-8 carbon atoms, which may be branched or cyclic, or else may be integrated together to form a cyclic system, and m and n are each independently 0-2.
    Type: Grant
    Filed: October 11, 2016
    Date of Patent: July 16, 2019
    Assignee: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Manfred Kreczinski, Tobias Unkelhaeusser, Sabine Naumann, Holger Loesch, Marion Ewald, Thomas Weihrauch
  • Publication number: 20180327432
    Abstract: A monoallophanate can be used in paint or adhesive compositions. The monoallophanate has the formula 1: where R, R1-R6 are each independently identical or different hydrocarbyl radicals having 1-8 carbon atoms, which may be branched or cyclic, or else may be integrated together to form a cyclic system, and m and n are each independently 0-2.
    Type: Application
    Filed: October 11, 2016
    Publication date: November 15, 2018
    Applicant: EVONIK DEGUSSA GMBH
    Inventors: Emmanouil Spyrou, Manfred Kreczinski, Tobias Unkelhaeusser, Sabine Naumann, Holger Loesch, Marion Ewald, Thomas Weihrauch
  • Publication number: 20180312713
    Abstract: A coating composition that includes an allophanate-containing compound can offer improved scratch resistance. The coating composition includes A) at least one allophanate-containing compound having the formula (1): wherein R, R1-R6 are each independently identical or different hydrocarbyl radicals having 1-8 carbon atoms, which may be branched or cyclic, or else may be integrated together to form a cyclic system, and m and n are each independently 0-2, B) a binder, C) optionally, an aliphatic or cycloaliphatic polyisocyanate having an NCO functionality of at least 2, D) optionally, a catalyst, E) optionally, an auxiliary and/or additive, and, F) optionally, a solvent.
    Type: Application
    Filed: October 7, 2016
    Publication date: November 1, 2018
    Applicant: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Tobias Unkelhaeusser, Sabine Naumann, Manfred Kreczinski, Holger Loesch, Alina Meier, Uwe Korek
  • Patent number: 10071510
    Abstract: The invention relates to a process for producing storage-stable polyurethane prepregs and to moldings (composite components) produced therefrom. The prepregs and, respectively, components are produced by mixing (meth)acrylate monomers, (meth)acrylate polymers, hydroxy-functionalized (meth)acrylate monomers and/or hydroxy-functionalized (meth)acrylate polymers with uretdione materials. Photoinitiators can also optionally be added. This mixture or solution is applied by known processes to fiber material, e.g. carbon fibers, glass fibers or polymer fibers, and is polymerized with the aid of radiation or of plasma methods. Polymerization, e.g. at room temperature or at up to 80° C., gives thermoplastics or thermoplastic prepregs, and these can subsequently also be subjected to forming processes. The hydroxy-functionalized (meth)acrylate constituents can then be crosslinked with the uretdiones already present within the system, by use of elevated temperature.
    Type: Grant
    Filed: February 26, 2014
    Date of Patent: September 11, 2018
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Emmanouil Spyrou, Guenter Schmitt, Friedrich Georg Schmidt, Sandra Reemers, Birte Olland, Michael Spittler, Holger Loesch
  • Patent number: 10029427
    Abstract: The invention relates to a method for producing storage-stable polyurethane prepregs and molding bodies produced therefrom (composite components), which can be obtained by a method using a polyurethane composition in solution and by impregnation of fiber-reinforced materials such as of woven fabrics and laid scrim using reactive polyurethane compositions.
    Type: Grant
    Filed: May 30, 2011
    Date of Patent: July 24, 2018
    Assignee: Evonik Degussa GmbH
    Inventors: Friedrich Georg Schmidt, Rainer Lomoelder, Martina Ortelt, Britta Kohlstruk, Emmanouil Spyrou, Holger Loesch, Dirk Fuchsmann