Patents by Inventor Romeo Dreier

Romeo Dreier 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: 11479912
    Abstract: The present invention relates to disperse azo dyes of formula wherein R1 is bromo, nitro, cyano, methyl, methoxy or trifluoromethyl; R2 is hydrogen, chloro, bromo or trifluoromethyl; R3 is hydrogen, chloro, bromo, methoxy, trifluoromethyl, nitro or cyano; and R4 is methyl, ethyl, n-propyl, 2-methoxyethyl, methoxycarbonylmethyl or 2-methoxycarbonylethyl; with the proviso that R1 is cyano in case R2 denotes chloro or bromo, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.
    Type: Grant
    Filed: May 15, 2018
    Date of Patent: October 25, 2022
    Inventors: Urs Lauk, Patric Nowack, Romeo Dreier
  • Publication number: 20200199813
    Abstract: The present invention relates to disperse azo dyes of formula wherein R1 is bromo, nitro, cyano, methyl, methoxy or trifluoromethyl; R2 is hydrogen, chloro, bromo or trifluoromethyl; R3 is hydrogen, chloro, bromo, methoxy, trifluoromethyl, nitro or cyano; and R4 is methyl, ethyl, n-propyl, 2-methoxyethyl, methoxycarbonylmethyl or 2-methoxycarbonylethyl; with the proviso that R1 is cyano in case R2 denotes chloro or bromo, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.
    Type: Application
    Filed: May 15, 2018
    Publication date: June 25, 2020
    Inventors: Urs Lauk, Patric Nowack, Romeo Dreier
  • 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
  • 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
  • Patent number: 8231691
    Abstract: The present invention relates to disperse azo dyes based on a phthalimido-substituted aniline coupling component and an aromatic-carbocyclic or an aromatic-heterocyclic diazo component, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fiber materials, more especially textile materials.
    Type: Grant
    Filed: July 8, 2008
    Date of Patent: July 31, 2012
    Assignee: Huntsman International LLC
    Inventors: Romeo Dreier, Alfons Arquint, Urs Lauk, Patric Nowack
  • Publication number: 20100196676
    Abstract: The present invention relates to disperse azo dyes based on a phthalimido-substituted aniline coupling component and an aromatic-carbocyclic or an aromatic-heterocyclic diazo component, to a process for the preparation of such dyes and to their use in the dyeing or printing of semi-synthetic and, especially, synthetic hydrophobic fibre materials, more especially textile materials.
    Type: Application
    Filed: July 8, 2008
    Publication date: August 5, 2010
    Applicant: Huntsman International LLC
    Inventors: Romeo Dreier, Alfons Arquint, Urs Lauk, Patric Nowack
  • Patent number: 7026459
    Abstract: The present invention relates to an azo dye of formula (I) wherein R1 and R2 are each independently of the other —NH—(CH2CH2)—OH, —NH—CH2—CHOH—CH2—OH, —NH—(CH2CH2)—S—(CH2CH2)—OH, —NH—(CH2CH2)—NH—(CH2CH2)—OH, NH—CH2CH2—CON(CH2CH2OH)2, R3 is —CN or —CONH2, R4 is methyl or trifluoromethyl, R5 is —CF3, —COOC2H5, R6 is hydrogen or chlorine and R7 is hydrogen, chlorine, bromine or —NO2, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles
    Type: Grant
    Filed: March 13, 2003
    Date of Patent: April 11, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Romeo Dreier, Urs Lauk
  • Patent number: 6953846
    Abstract: The present invention relates to pyrifone azo dyes of formula (1), wherein A is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, benzoisothiazole, thiadiazole, indazole, benzotriazole, pyrazole, anthraquinone, naphttholic acid imide, chromone, phthalimide or diphenylene oxide series, R1 is hydrogen, unsubstituted or hydroxyl- or phenyl-substituted C1-C6alkyl, it being possible for the alkyl chain to be interrupted from C3 upwards by one or more oxygen atoms, or has the meanings of R2, R2 is a radical of formulae (2), (3), (4), (5), (6), or (7), wherein B is a bridging member, R4 is alkyl or aryl, R5 and R6 are each independently of the other alkyl, aryl or heteroaryl and A is as defined for formula (1), or R1 and R2 toghether with the nitrogen atom in NR1R2 form a heterocyclic ring, Y is cyano, —CONH2 or CH2SO3H, and n is an integer from 2 to 6, to a process for their preparation and to their use in the production coloured plastics or polymeric colo
    Type: Grant
    Filed: February 28, 2002
    Date of Patent: October 11, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clément
  • Publication number: 20050176857
    Abstract: The present invention relates to an azo dye of formula (I) wherein R1 and R2 are each independently of the other —NH—(CH2CH2)—OH, —NH—CH2—CHOH—CH2—OH, —NH—(CH2CH2)—S—(CH2CH2)—OH, —NH—(CH2CH2)—NH—(CH2CH2)—OH, NH—CH2CH2—CON(CH2CH2OH)2, R3 is —CN or —CONH2, R4 is methyl or trifluoromethyl, R5 is —CF3, —COOC2H5, R6 is hydrogen or chlorine and R7 is hydrogen, chlorine, bromine or —NO2, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles.
    Type: Application
    Filed: March 13, 2003
    Publication date: August 11, 2005
    Inventors: Romeo Dreier, Urs Lauk
  • Patent number: 6906195
    Abstract: The present invention relates to pyridone dyes of formula (1), wherein R is a radical —(CR?H)n—W, R? is hydrogen, C1-C2alkyl or phenyl, Y is cyano, —CONH2 or —CH2SO3H, W is hydrogen, a radical —NR1R2 or a radical —OR3, R1 and R2 are each independently of the other hydrogen, unsubstituted or hydroxy- or phenyl-substituted C1-C6-alkyl, it being possible for the alkyl chain from C3 upwards to be interrupted by one or more oxygen atoms, or a radical of formula (3), (4) or (5), or R1 and R2 together with the nitrogen atom in —NR1R2 form a heterocyclic ring, R3 is hydrogen, unsubstituted or hydroxy-substituted C1-C6alkyl, phenyl or a radical of formula (6), R4 is alkyl or aryl, R5 and R6 are each independently of the other alkyl, aryl or heteroaryl, n is an integer from 2 to 6, and m is an integer from 1 to 6, a process for the preparation thereof and their use in the production of coloured plastics or polymeric colour particles
    Type: Grant
    Filed: April 30, 2002
    Date of Patent: June 14, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clément
  • Publication number: 20040143107
    Abstract: The present invention relates to pyridone dyes of formula (1), wherein R is a radical —(CR′H)n—W, R′ is hydrogen, C1-C2alkyl or phenyl, Y is cyano, —CONH2 or —CH2SO3H, W is hydrogen, a radical —NR1R2 or a radical —OR3, R1 and R2 are each independently of the other hydrogen, unsubstituted or hydroxy- or phenyl-substituted C1-C6-alkyl, it being possible for the alkyl chain from C3 upwards to be interrupted by one or more oxygen atoms, or a radical of formula (3), (4) or (5), or R1 and R2 together with the nitrogen atom in —NR1R2 form a heterocyclic ring, R3 is hydrogen, unsubstituted or hydroxy-substituted C1-C6alkyl, phenyl or a radical of formula (6), R4 is alkyl or aryl, R5 and R6 are each independently of the other alkyl, aryl or heteroaryl, n is an integer from 2 to 6, and m is an integer from 1 to 6, a process for the preparation thereof and their use in the production of coloured plastics or polymeric colour particles.
    Type: Application
    Filed: November 5, 2003
    Publication date: July 22, 2004
    Inventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clement
  • Publication number: 20040123403
    Abstract: The present invention relates to pyrifone azo dyes of formula (1), wherein A is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, benzoisothiazole, thiadiazole, indazole, benzotriazole, pyrazole, anthraquinone, naphttholic acid imide, chromone, phthalimide or diphenylene oxide series, R1 is hydrogen, unsubstituted or hydroxyl- or phenyl-substituted C1-C6alkyl, it being possible for the alkyl chain to be interrupted from C3 upwards by one or more oxygen atoms, or has the meanings of R2, R2 is a radical of formulae (2), (3), (4), (5), (6), or (7), wherein B is a bridging member, R4 is alkyl or aryl, R5 and R6 are each independently of the other alkyl, aryl or heteroaryl and A is as defined for formula (1), or R1 and R2 toghether with the nitrogen atom in NR1R2 form a heterocyclic ring, Y is cyano, —CONH2 or CH2SO3H, and n is an integer from 2 to 6, to a process for their preparation and to their use in the production coloured plastics or polymeri
    Type: Application
    Filed: September 5, 2003
    Publication date: July 1, 2004
    Inventors: Athanassions Tzikas, Urs Lauk, Romeo Dreier, Antoine Clement
  • Patent number: 6555664
    Abstract: The present invention relates to dyes of formula wherein R is methyl or butyl, R1 is hydrogen, halogen, cyano or nitro, R2 is halogen or cyano, R3 is hydrogen, halogen, C1-C4alkyl or C1-C4alkoxy, R4 is hydrogen, C1-C4alkyl, halogen, CF3 or —NHCOR7 wherein R7 is C1-C4alkyl, R5 is C1-C6alkyl that is unsubstituted or substituted by hydroxy, cyano, acyloxy,  or by phenoxy, x being a number from 0 to 4 and it being possible for the alkyl chain, from C2 upwards, optionally to be interrupted by one or more oxygen atoms, or is a radical of formula —CH2CH2—O—COR8, of formula  or of formula  and R6 is a radical of formula —CH2CH2—O—COR8 or of formula  R8 and R9 each independently of the other being C1-C4alkyl and R10 being hydrogen or C1-C4alkyl, or, when R is methyl, R5 and R6 are each independently of the other C1-C4alkyl, with the proviso that when R is n-butyl and
    Type: Grant
    Filed: June 28, 2001
    Date of Patent: April 29, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Urs Lauk, Antoine Clément, Romeo Dreier, Alfons Arquint
  • Patent number: 6540794
    Abstract: The present invention relates to dyes of formula wherein R1 is hydrogen, bromine, chlorine, cyano, R2 is hydrogen, methyl, acetylamino, R3 is ethyl unsubstituted or substituted by cyano or by acyloxy, R4 is ethyl unsubstituted or substituted by cyano or by acyloxy, to a process for their preparation and to their use in the dyeing or printing of hydrophobic fiber materials.
    Type: Grant
    Filed: September 18, 2000
    Date of Patent: April 1, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Romeo Dreier, Jean-Claude Wilhelm, Alfons Arquint, Urs Lauk
  • Patent number: 6008332
    Abstract: Disperse azo dyes of formula ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.2 alkyl, halogen, NH--CO--R.sub.5 or O--SO.sub.2 --R.sub.6 ; R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, unsubstituted C.sub.1 -C.sub.8 alkoxy or C.sub.1 -C.sub.8 alkoxy which is substituted by halogen, cyano, phenyl, --Y--C.sub.1 -C.sub.8 alkyl or --Y-phenyl; R.sub.3 is unsubstituted C.sub.1 -C.sub.8 alkyl or C.sub.1 -C.sub.8 alkyl which is substituted by hydroxy, cyano, vinyl, phenyl, halogen, --X-phenyl or --X--C.sub.1 -C.sub.8 alkyl, and --X--C.sub.1 -C.sub.8 alkyl may be substituted by halogen or cyano and --X-phenyl may be substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; R.sub.4 is hydrogen or, independently of R.sub.3, has the meaning of R.sub.3, and R.sub.3 and R.sub.4, together with the linking nitrogen atom, can also be a heterocyclic radical; R.sub.5 is unsubstituted C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkyl which is substituted by halogen, phenyl, cyano or C.sub.1 -C.sub.
    Type: Grant
    Filed: July 17, 1996
    Date of Patent: December 28, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Romeo Dreier
  • Patent number: 5942604
    Abstract: A dye mixture, which comprises as component (A) a dye of formula as component (B) a dye of formula ##STR1## and/or as component (C) a dye of formula ##STR2## wherein D, X and Y are as defined in the specification. These dyes are particularly suitable for dyeing polyester fiber textile material.
    Type: Grant
    Filed: February 20, 1998
    Date of Patent: August 24, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Paul Herzig, Antoine Clement, Romeo Dreier, Alfons Arquint