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: 11479912Abstract: 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: GrantFiled: May 15, 2018Date of Patent: October 25, 2022Inventors: Urs Lauk, Patric Nowack, Romeo Dreier
-
Publication number: 20200199813Abstract: 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: ApplicationFiled: May 15, 2018Publication date: June 25, 2020Inventors: Urs Lauk, Patric Nowack, Romeo Dreier
-
Patent number: 10023742Abstract: 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: GrantFiled: May 11, 2016Date of Patent: July 17, 2018Assignee: Huntsman International LLCInventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
-
Publication number: 20160251517Abstract: 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: ApplicationFiled: May 11, 2016Publication date: September 1, 2016Inventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
-
Patent number: 9376570Abstract: 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: GrantFiled: June 26, 2013Date of Patent: June 28, 2016Assignee: Huntsman International LLCInventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
-
Publication number: 20150197637Abstract: 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: ApplicationFiled: June 26, 2013Publication date: July 16, 2015Inventors: Urs Lauk, Patric Nowack, Ralf Petermann, Romeo Dreier
-
Patent number: 8231691Abstract: 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: GrantFiled: July 8, 2008Date of Patent: July 31, 2012Assignee: Huntsman International LLCInventors: Romeo Dreier, Alfons Arquint, Urs Lauk, Patric Nowack
-
Publication number: 20100196676Abstract: 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: ApplicationFiled: July 8, 2008Publication date: August 5, 2010Applicant: Huntsman International LLCInventors: Romeo Dreier, Alfons Arquint, Urs Lauk, Patric Nowack
-
Patent number: 7026459Abstract: 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 particlesType: GrantFiled: March 13, 2003Date of Patent: April 11, 2006Assignee: Ciba Specialty Chemicals CorporationInventors: Romeo Dreier, Urs Lauk
-
Patent number: 6953846Abstract: 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 coloType: GrantFiled: February 28, 2002Date of Patent: October 11, 2005Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clément
-
Publication number: 20050176857Abstract: 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: ApplicationFiled: March 13, 2003Publication date: August 11, 2005Inventors: Romeo Dreier, Urs Lauk
-
Patent number: 6906195Abstract: 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 particlesType: GrantFiled: April 30, 2002Date of Patent: June 14, 2005Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clément
-
Publication number: 20040143107Abstract: 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: ApplicationFiled: November 5, 2003Publication date: July 22, 2004Inventors: Athanassios Tzikas, Urs Lauk, Romeo Dreier, Antoine Clement
-
Publication number: 20040123403Abstract: 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 polymeriType: ApplicationFiled: September 5, 2003Publication date: July 1, 2004Inventors: Athanassions Tzikas, Urs Lauk, Romeo Dreier, Antoine Clement
-
Patent number: 6555664Abstract: 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 andType: GrantFiled: June 28, 2001Date of Patent: April 29, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Urs Lauk, Antoine Clément, Romeo Dreier, Alfons Arquint
-
Patent number: 6540794Abstract: 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: GrantFiled: September 18, 2000Date of Patent: April 1, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Romeo Dreier, Jean-Claude Wilhelm, Alfons Arquint, Urs Lauk
-
Patent number: 6008332Abstract: 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: GrantFiled: July 17, 1996Date of Patent: December 28, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Romeo Dreier
-
Patent number: 5942604Abstract: 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: GrantFiled: February 20, 1998Date of Patent: August 24, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Paul Herzig, Antoine Clement, Romeo Dreier, Alfons Arquint