Patents by Inventor Ralf Petermann

Ralf Petermann 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: 11946198
    Abstract: The present invention relates to azo dyes of formula (1), wherein D is a radical of formula (2) or (3), R1 and R2 independently denote hydrogen; C6-C10 aryl which is unsubstituted or substituted by cyano, carboxy, hydroxy, halogen, C1-C6alkyl, or C1-C6alkoxy; C1-C12alkyl which may be interrupted one or more times by —O—, —S—, —NR4—, —CO—, —COO— or —OOC—, and is unsubstituted or substituted by cyano, carboxy, hydroxy, C6-C10 aryl, or C6-C10 aryloxy, which C6-C10 aryl or C6-C10 aryloxy is unsubstituted or substituted by cyano, carboxy, hydroxy, halogen, C1-C6alkyl, or C1-C6alkoxy; R3 and R4 are each independently of the other hydrogen, halogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylcarbonyl, C6-C10 arylcarbonyl, C1-C6alkoxycarbonyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonylamino or C1-C4 alkanoylamino; and R5 is halogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylcarbonyl, C6-C10 arylcarbonyl, C1-C6alkoxycarbonyl, C1-C6alkylsulfonyl, C1-C6alkylsu
    Type: Grant
    Filed: January 13, 2021
    Date of Patent: April 2, 2024
    Assignee: Huntsman Textile Effects (Switzerland) GmbH
    Inventors: Ralf Petermann, Urs Lauk, Kevin Murer, Simon Pfister, Yvonne Pesek
  • Publication number: 20230082859
    Abstract: The present invention relates to azo dyes of formula (1), wherein D is a radical of formula (2) or (3), R1 and R2 independently denote hydrogen; C6-C10aryl which is unsubstituted or substituted by cyano, carboxy, hydroxy, halogen, C1-C6alkyl, or C1-C6alkoxy; C1-C12alkyl which may be interrupted one or more times by —O—, —S—, —NR4—, —CO—, —COO— or —OOC—, and is unsubstituted or substituted by cyano, carboxy, hydroxy, C6-C10aryl, or C6-C10aryloxy, which C6-C10aryl or C6-C10aryloxy is unsubstituted or substituted by cyano, carboxy, hydroxy, halogen, C1-C6alkyl, or C1-C6alkoxy; R3 and R4 are each independently of the other hydrogen, halogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylcarbonyl, C6-C10arylcarbonyl, C1-C6alkoxycarbonyl, C—C6alkylsulfonyl, C1-C6alkylsulfonylamino or C1-C4alkanoylamino; and R5 is halogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6alkylcarbonyl, C6-C10arylcarbonyl, C1-C6alkoxycarbonyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonylami
    Type: Application
    Filed: January 13, 2021
    Publication date: March 16, 2023
    Inventors: Ralf PETERMANN, Urs LAUK, Kevin MURER, Simon PFISTER, Yvonne PESEK
  • Patent number: 10023742
    Abstract: The present invention relates to azo dyes of formula wherein R1 denotes C1-C12 alkyl which is unsubstituted or substituted by one or more C1-C12 alkoxy groups, hydroxyl groups, amino groups, cyano groups or halogen atoms and which may be interrupted one or more times by the radical —O—, —S—, —NR4—, —COO— or —OOC—; R4 is hydrogen or C1-C12 alkyl; either R2 is cyano and R3 is halogen or R2 is halogen and R3 is cyano; and Ar represents a carbocyclic or heterocyclic aromatic radical, to the process for the preparation thereof, to mixtures containing said dyes and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fiber materials, more especially textile materials.
    Type: Grant
    Filed: May 11, 2016
    Date of Patent: July 17, 2018
    Assignee: Huntsman International LLC
    Inventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
  • Patent number: 9546279
    Abstract: Provided are anthraquinone azo dyes and dye mixtures which are distinguished by a very good build-up capacity and which also yield tinctorially strong dyeings or prints in a golden-yellow to orange shade having all around good properties, especially high temperature light fastness properties.
    Type: Grant
    Filed: May 15, 2013
    Date of Patent: January 17, 2017
    Assignee: HUNTSMAN INTERNATIONAL LLC
    Inventors: Ralf Petermann, Urs Lauk, Kevin Murer, Yvonne Pesek
  • Publication number: 20160251517
    Abstract: The present invention relates to azo dyes of formula wherein R1 denotes C1-C12 alkyl which is unsubstituted or substituted by one or more C1-C12 alkoxy groups, hydroxyl groups, amino groups, cyano groups or halogen atoms and which may be interrupted one or more times by the radical —O—, —S—, —NR4—, —COO— or —OOC—; R4 is hydrogen or C1-C12 alkyl; either R2 is cyano and R3 is halogen or R2 is halogen and R3 is cyano; and Ar represents a carbocyclic or heterocyclic aromatic radical, to the process for the preparation thereof, to mixtures containing said dyes and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fibre materials, more especially textile materials.
    Type: Application
    Filed: May 11, 2016
    Publication date: September 1, 2016
    Inventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
  • Patent number: 9376570
    Abstract: The present invention relates to azo dyes of formula (1), wherein R1 denotes C1-C12alkyl which is unsubstituted or substituted by one or more C1-C12alkoxy groups, hydroxyl groups, amino groups, cyano groups or halogen atoms and which may be interrupted one or more times by the radical —O—, —S—, —COO— or —OOC—: R4 is hydrogen or C1-C12alkyl; either R2 is cyano and R3 is halogen or R2 is halogen and R3 is cyano; and Ar represents a carbocyclic or heterocyclic aromatic radical, to the process for the preparation thereof, to mixtures containing said dyes and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fiber materials, more especially textile materials.
    Type: Grant
    Filed: June 26, 2013
    Date of Patent: June 28, 2016
    Assignee: Huntsman International LLC
    Inventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
  • Publication number: 20150197637
    Abstract: The present invention relates to azo dyes of formula (1), wherein R1 denotes C1-C12alkyl which is unsubstituted or substituted by one or more C1-C12alkoxy groups, hydroxyl groups, amino groups, cyano groups or halogen atoms and which may be interrupted one or more times by the radical —O—, —S—, —COO— or —OOC—: R4 is hydrogen or C1-C12alkyl; either R2 is cyano and R3 is halogen or R2 is halogen and R3 is cyano; and Ar represents a carbocyclic or heterocyclic aromatic radical, to the process for the preparation thereof, to mixtures containing said dyes and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fibre materials, more especially textile materials.
    Type: Application
    Filed: June 26, 2013
    Publication date: July 16, 2015
    Inventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
  • Publication number: 20150096132
    Abstract: The present invention relates to azo dyes of the formula (1), wherein R1 is hydrogen or hydroxy, R2 is hydrogen or hydroxy, at least one of the radicals R1 and R2 being hydroxy, R3 is hydrogen, cyano, nitro or halogen, R4 is hydrogen, cyano, nitro or halogen, D represents a radical of the formula (2) or (3), wherein R5 denotes C1-C12alkyl, C1-C12hydroxyalkyl, C1-C12alkoxyalkyl, C2-C12alkenyl, C6-C30aryl or C7-C36aralkyl and R6 and R7, each independently of the other, is hydrogen, C1-C12alkyl, C1-C12hydroxyalkyl, C1C12alkoxyalkyl, C6-C30aryl or C7-C36aralkyl, with the proviso that the compound of formula (1) is excluded, wherein R1 is hydrogen, R2 is hydroxy, R3 and R4 is hydrogen and D is the radical of formula (2) wherein R5 is ethyl, and to the use of those dye mixtures in the dyeing or printing of semi-synthetic or synthetic hydrophobic fibre materials.
    Type: Application
    Filed: May 15, 2013
    Publication date: April 9, 2015
    Inventors: Ralf Petermann, Urs Lauk, Kevin Murer, Yvonne Pesek
  • Patent number: 8088182
    Abstract: The present invention relates to dyes of formula wherein D, R1, R2, R3, R4 and n are defined as in the claims, to the process for the preparation thereof and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic textile materials, more especially textile materials.
    Type: Grant
    Filed: September 23, 2009
    Date of Patent: January 3, 2012
    Assignee: Huntsman International LLC
    Inventors: Ralf Petermann, Christian Suppiger, Urs Lauk
  • Publication number: 20110197377
    Abstract: The present invention relates to dyes of formula wherein R1 and R2 are each independently of the other hydrogen, vinyl, allyl or C1-C6alkyl which is unsubstituted or substituted by cyano, carboxy, hydroxy, C1-C6alkoxy or C6-C24aryl, R3 is hydrogen, C1-C6alkyl or C6-C24aryl, R4 is hydrogen, C1-C6alkyl or C6-C24aryl, 2-Cyano-C1-C6alkyl, 2-Alkoxy-C1-C6alkyl, 2-Oxo-C1-C6alkyl, n is 0, 1 or 2, and D denotes a radical of formula (2), (3), (4), (5), (6) or (7) wherein R5 is hydrogen, nitro, cyano or halogen, R6 and R7 are each independently of the other hydrogen, nitro, cyano or halogen, R8 and R9 are each independently of the other hydrogen, nitro, cyano or halogen, R10 and R11 are each independently of the other nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6acylamino or halogen, R12 and R13 are each independently of the other hydrogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkoxycarbonyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonylamino, C1-C6acylamino or halogen, R14 represen
    Type: Application
    Filed: September 23, 2009
    Publication date: August 18, 2011
    Applicant: Huntsman International LLC
    Inventors: Ralf Petermann, Christian Suppiger, Urs Lauk