Patents by Inventor Herbert Klier

Herbert Klier 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: 8562694
    Abstract: Reactive dyes of the formula (1) wherein B is an aliphatic bridging member, G is a sulfo naphthalene group or a sulfo benzene group of the formula (2a) or a pyridone radical of the formula (2b), R1, R2, R3 and R4 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, (R5)h denotes h identical or different substituents selected from the group sulfo, C1-C4alkyl and C1-C4alkoxy, R6 is hydrogen, sulfo, halogen, carboxy, C1-C4alkyl, C1-C4alkoxy or a fiber-reactive group Z1 of the formula —SO2—Y (3a), —NH—CO—(CH2)1—SO2—Y (3b), —CONH—(CH2)m—SO2—Y (3c), —NH—CO—CH(Hal)-CH2-Hal (3d) or —NH—CO—C(Hal)=CH2 (3e), R7 is amino, C1-C4alkyl or a fiber-reactive group Z2 of the formula —NH—(CH2)n—SO2—Y (3a), (R8)j denotes j identical or different substituents selected from the group sulfo, C2-C4alkanoylamino, ureido, C1-C4alkyl and C1-C4alkoxy, R9 is hydrogen, C1-C4alkyl or C1-C4alkoxy, R10 is hydrogen or C1-C4alkyl, R11 is hydrogen, cyano, carbamoyl or sulfomethyl, and R12 is hydrogen, C1-C4al
    Type: Grant
    Filed: June 30, 2010
    Date of Patent: October 22, 2013
    Assignee: Huntsman International LLC
    Inventors: Athanassios Tzikas, Herbert Klier, Georg Roentgen
  • Publication number: 20120117737
    Abstract: Reactive dyes of the formula (1) wherein B is an aliphatic bridging member, G is a sulfo naphthalene group or a sulfo benzene group of the formula (2a) or a pyridone radical of the formula (2b), R1, R2, R3 and R4 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, (R5)h denotes h identical or different substituents selected from the group sulfo, C1-C4alkyl and C1-C4alkoxy, R6 is hydrogen, sulfo, halogen, carboxy, C1-C4alkyl, C1-C4alkoxy or a fibre-reactive group Z1 of the formula —SO2—Y (3a), —NH—CO—(CH2)l—SO2—Y (3b), —CONH—(CH2)m—SO2—Y (3c), —NH—CO—CH(Hal)-CH2-Hal (3d) or —NH—CO—C(Hal)=CH2 (3e), R7 is amino, C1-C4alkyl or a fibre-reactive group Z2 of the formula —NH—(CH2)nSO2—Y (3a), (R8)j denotes j identical or different substituents selected from the group sulfo, C2-C4alkanoylamino, ureido, C1-C4alkyl and C1-C4alkoxy, R9 is hydrogen, C1-C4alkyl or C1-C4alkoxy, R10 is hydrogen or C1-C4alkyl, R11 is hydrogen, cyano, carbamoyl or sulfomethyl, and R12 is hydrogen, C1-C4alk
    Type: Application
    Filed: June 30, 2010
    Publication date: May 17, 2012
    Applicant: Huntsman Advanced Materials (Switzerland) GNBH
    Inventors: Athanassios Tzikas, Herbert Klier, Georg Roentgen
  • Patent number: 7553340
    Abstract: Reactive dyes of formula (1) wherein R1 is hydrogen or unsubstituted or substituted C1-C4alkyl, R2 is hydrogen; C1-C4alkyl; C1-C4alkoxy unsubstituted or substituted by sulfato, hydroxy or by C1-C4alkoxy; halogen; carboxy or sulfo, R3 is hydrogen; C1-C4alkyl; C1-C4alkoxy unsubstituted or substituted by sulfato, hydroxy or by C1-C4alkoxy; halogen; nitro; C2-C4alkanoylamino; ureido; carboxy or sulfo, (R4)k denotes k identical or different substituents selected from the group halogen, C1-C4-alkyl, C1-C4alkoxy, carboxy and sulfo, X is halogen and V is a radical of formula (2a), 2(b) wherein R5 is unsubstituted or substituted C1-C4alkyl, (R6)I denotes I identical or different substituents from the group C1-C4alkyl, C1-C4alkoxy and sulfo, and I is the number 0, 1 or 2, Y is vinyl or a —CH2—CH2—U radical and U is a group that is removable under alkaline conditions, Q is a —CH(HaI)-CH2-HaI or —C(HaI)=CH2 group, Hal is halogen and k is the number 0, 1 , 2 or 3, are suitable especially for dyeing cotton and yield dyeing
    Type: Grant
    Filed: November 2, 2005
    Date of Patent: June 30, 2009
    Assignee: Huntsman International, LLC
    Inventors: Athanassios Tzikas, Georg Roentgen, Herbert Klier
  • Publication number: 20070294842
    Abstract: Reactive dyes of formula (1) wherein R1 is hydrogen or unsubstituted or substituted C1-C4alkyl, R2 is hydrogen; C1-C4alkyl; C1-C4alkoxy unsubstituted or substituted by sulfato, hydroxy or by C1-C4alkoxy; halogen; carboxy or sulfo, R3 is hydrogen; C1-C4alkyl; C1-C4alkoxy unsubstituted or substituted by sulfato, hydroxy or by C1-C4alkoxy; halogen; nitro; C2-C4alkanoylamino; ureido; carboxy or sulfo, (R4)k denotes k identical or different substituents selected from the group halogen, C1-C4-alkyl, C1-C4alkoxy, carboxy and sulfo, X is halogen and V is a radical of formula (2a), 2(b) wherein R5 is unsubstituted or substituted C1-C4alkyl, (R6)l denotes I identical or different substituents from the group C1-C4alkyl, C1-C4alkoxy and sulfo, and I is the number O, 1 or 2, Y is vinyl or a —CH2—CH2—U radical and U is a group that is removable under alkaline conditions, Q is a —CH(Hal)-CH2-Hal or —C(Hal)?CH2 group, Hal is halogen and k is the number O, 1 , 2 or 3, are suitable especially for dyeing cotton and yield dyeing
    Type: Application
    Filed: November 2, 2005
    Publication date: December 27, 2007
    Inventors: Athanassios Tzikas, Georg Roentgen, Herbert Klier
  • Publication number: 20060191082
    Abstract: Dye mixtures comprising a reactive dye having at least one structural unit of formula (1) together with a reactive dye of formula (2), wherein (Q1)0-3 and (Q2)0-3 each independently of the other denote from 0 to 3 identical or different substituents selected from the group halogen, C1-C4alkyl, C1-C4alkoxy, carboxy and sulfo, Z1 and Z2 are each independently of the other a fibre-reactive radical, at least one fibre-reactive radical being contained in the dye of formula (1) and the dye of formula (2) containing at least one fibre-reactive radical Z1 or Z2, are suitable for dyeing cellulosic or nitrogen-containing fibre materials.
    Type: Application
    Filed: January 27, 2004
    Publication date: August 31, 2006
    Inventors: Athanassios Tzikas, Georg Roentgen, Herbert Klier
  • Patent number: 6953845
    Abstract: Reactive dyes of formula wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, R1, R2 and R3 are each hydrogen or unsubstituted or substituted C1-C4alkyl, X1 and X2 are halogen, B is an organic bridging member, T is a reactive radical as defined herein and V1 and V2 are each independently of the other N, C—H, C—Cl or C—F, give prints that are distinguished by brilliant color shades and good all-round properties.
    Type: Grant
    Filed: July 14, 2003
    Date of Patent: October 11, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • Publication number: 20040055098
    Abstract: Reactive dyes of formula 1
    Type: Application
    Filed: July 14, 2003
    Publication date: March 25, 2004
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • Patent number: 6630005
    Abstract: Dye mixtures, which comprise at least one dye of formula (1) together with at least one dye of formula (2), wherein R1, R2, R4 and R5 are each independently of one another hydrogen or unsubstituted or substituted C1-C4alkyl, (R3)0-2 is 0 to 2 identical or different substituents selected from the group consisting of C2-C4halogen alkanoylamino, C1-C4alkyl or C1-C4alkoxy, A1 and A2 are each independently of the other an unsubstituted or substituted phenylene radical or a C1-C8alkylene radical which may be interrupted by oxygen, D is a radical of formula (3) or (4) wherein is (R6)0-2 0 to 2 identical or different substituents selected from the group consisting of halogen, C2-C4alkanoylamino, C1-C4alkyl and C1-C4alkoxy, X1 and X2 are halogen, and Y1 and Y2 are each independently of the other a fiber-reactive radical of formula: —SO2—Z (5a): —CONH—(CH2)m—SO2—Z (5b); —NH—CO—CH(Hal)—CH2—Hal (5c).
    Type: Grant
    Filed: May 3, 2001
    Date of Patent: October 7, 2003
    Assignee: Giba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Urs Lehmann, Herbert Klier
  • Patent number: 6623533
    Abstract: A method of printing cellulosic fiber materials in which the fiber material is brought into contact with reactive dyes of formula: wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, R1, R2 and R3 are each independently of the others hydrogen or unsubstituted or substituted C1-C4alkyl, X1 and X2 are halogen, B is an organic bridging member, T is a reactive radical of formula: R4 is hydrogen, C1-C4alkyl unsubstituted or substituted by hydroxy, sulfo, sulfato, carboxy or by cyano, or a radical  wherein R5 is as defined hereinbelow, R5 is hydrogen, hydroxy, sulfo, sulfato, carboxy, cyano, halogen, C1-C4alkoxycarbonyl, C1-C4alkanoyloxy, carbamoyl or a group —SO2—Y, R6 is hydrogen or C1-C4alkyl, alk and alk1 are each independently of the other linear or branched C1-C6alkylene, arylene is an unsubstituted or sulfo-, carboxy-, hydroxy-, C1-C4alkyl-, C1-C4al
    Type: Grant
    Filed: July 5, 2001
    Date of Patent: September 23, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • Patent number: 6537332
    Abstract: Dyes of formula (1) wherein R1 and R2 are each independently of the other hydrogen or C1-C4alkyl, and D1 and D2 are each independently of the other a radical of formula (2)  wherein (R3)0-3 denotes from 0 to 3 identical or different substituents selected from the group halogen, C1-C4alkyl, C1-C4alkoxy, carboxy, nitro and sulfo, and X1 is a radical of formula (3a), (3b), (3c), (3d), (3e) or (3f) —SO2—Z  (3a), —NH—CO—(CH2)m—SO2—Z  (3b), —CONH—(CH2)n—SO2—Z  (3c), —NH—CO—CH(Hal)-CH2-Hal  (3d), —NH—CO—C(Hal)=CH2  (3e) or  wherein Y is halogen, T independently thereof has a meaning given for Y or is a non-fiber-reactive substituent or is a fiber-reactive radical of formula (4a), (4b), (4c), (4d) or (4e) —NH—(CH2)2-3—SO2—Z  (4a), —NH—(CH2)
    Type: Grant
    Filed: January 24, 2001
    Date of Patent: March 25, 2003
    Assignee: Ciba Speciality Chemicals Corporation
    Inventors: Athanassios Tzikas, Herbert Klier
  • Patent number: 6392021
    Abstract: Reactive dyes of formula (1) wherein b is the number 1 or 2, A is the radical of formula (2) or (3) D1, D2, R1, R2, X1, Y, l, m and n are as defined in the specification, are especially suitable for dyeing cotton and wool and yield dyeings having good all round properties.
    Type: Grant
    Filed: September 24, 2001
    Date of Patent: May 21, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
  • Publication number: 20020032318
    Abstract: A method of printing cellulosic fiber materials in which the fiber material is brought into contact with reactive dyes of formula 1
    Type: Application
    Filed: July 5, 2001
    Publication date: March 14, 2002
    Inventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
  • Patent number: 6353094
    Abstract: Dyes of the formula in which Me, R1, X1, A, u and q are as defined in the specification are particularly suitable for dyeing cotton and produce dyeings with good all-round properties.
    Type: Grant
    Filed: March 15, 2000
    Date of Patent: March 5, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Herbert Klier
  • Patent number: 6323327
    Abstract: Reactive dyes of formula (1) wherein b is the number 1 or 2, A is the radical of formula (2) or (3) D1 is a radical off formula  or the radical of an azo dye when b is the number 1 or the radical of an aromatic tetraazo component when b is the number 2, D2 is the radical of a diazo component, of the benzene or naphthalene series, R1 and R2 are each independently of the other hydrogen or C1-C4alkyl, (R3)0-2 denotes from 0 to 2 substituents selected from the group C1-C4alkyl, C1-C4alkoxy, halogen and sulfo, X1 is fluorine or chlorine, Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, l is the number 2, 3, 4, 5 or 6, and m and n are each independently of the other the number 0 or 1, wherein when A is a radical of formula (3) and D1 is the radical of an azo dye, at least one of the radicals D1 and D2 contains a fibre-reactive radical of formula (2) with the proviso that A is a radical of f
    Type: Grant
    Filed: November 2, 2000
    Date of Patent: November 27, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
  • Patent number: 5984978
    Abstract: There are described reactive dyes of formula ##STR1## wherein the variables are as defined in the claims. The reactive dyes of formula (1) are suitable especially for dyeing or printing cellulosic fiber materials.
    Type: Grant
    Filed: February 6, 1998
    Date of Patent: November 16, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Herbert Klier, Athanassios Tzikas
  • Patent number: 5964900
    Abstract: A process for dyeing or printing cellulosic fiber materials, which comprises using at least one reactive dye of formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently of one another hydrogen, halogen, sulfo, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy,R.sub.5 and R.sub.6 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkanoylamino, ureido, or C.sub.1 -C.sub.4 alkoxy which is unsubstituted or substituted in the alkyl moiety by hydroxyl, sulfato or C.sub.1 -C.sub.4 alkoxy,Z.sub.1 and Z.sub.2 are each independently of the other vinyl or the radical --CH.sub.2 --CH.sub.2 --U, andU is a leaving group.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: October 12, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Edmond Ruhlmann, Athanassios Tzikas, Herbert Klier
  • Patent number: 5936072
    Abstract: A description is given of reactive dyes of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, sulfo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen,X is fluoro or chloro, andY is a --CHT--CH.sub.2 T or --CT.dbd.CH.sub.2 group, and T is bromo or chloro. The reactive dyes of formula (1) are particularly suitable for dyeing or printing cellulosic fiber materials.
    Type: Grant
    Filed: March 12, 1998
    Date of Patent: August 10, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Herbert Klier
  • Patent number: 5837827
    Abstract: Compounds of the formula ##STR1## in which the variables have the meaning given in the claims, which are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials are described.
    Type: Grant
    Filed: November 12, 1996
    Date of Patent: November 17, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Hans Reichert, Herbert Klier
  • Patent number: 5684138
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,B is an aliphatic bridge member,Y.sub.1 and Y.sub.2 independently of one another are halogen or carboxypyridinium,A.sub.1 is the radical of an anthraquinone, phthalocyanine, dioxazine, formazan or disazo dye or a radical of the formulae (2a) to (2h) defined in claim 1 andA.sub.2 is as defined above for A.sub.1 or is a radical of the formulae (2i) to (2m),where A.sub.1 and A.sub.2 have different meanings to one another, are particularly suitable for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. Dyeings having good fastness properties coupled with a high tinctorial yield are obtained.
    Type: Grant
    Filed: May 29, 1996
    Date of Patent: November 4, 1997
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Herbert Klier, Bernhard Muller, Edmond Ruhlmann, Athanassios Tzikas
  • Patent number: 5552532
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,B is an aliphatic bridge member,Y.sub.1 and Y.sub.2 independently of one another are halogen or carboxypyridinium,A.sub.1 is the radical of an anthraquinone, phthalocyanine, dioxazine, formazan or disazo dye or a radical of the formulae (2a) to (2h) defined in claim 1 andA.sub.2 is as defined above for A.sub.1 or is a radical of the formulae (2i) to (2m),where A.sub.1 and A.sub.2 have different meanings to one another, are particularly suitable for dyeing or printing fibre materials containing hydroxyl groups or containing nitrogen. Dyeings having good fastness properties coupled with a high tinctorial yield are obtained.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: September 3, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Klier, Bernhard M uller, Edmond Ruhlmann, Athanassios Tzikas