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    Method for printing cellulosic fiber materials without an additional fixing process step
    2.
    发明授权
    Method for printing cellulosic fiber materials without an additional fixing process step 失效
    无需附加固定工艺步骤的纤维素纤维材料的印刷方法

    公开(公告)号：US06623533B2

    公开(公告)日：2003-09-23

    申请号：US09899439

    申请日：2001-07-05

    Applicant: Athanassios Tzikas ,  Hans Reichert ,  Herbert Klier

    Inventor： Athanassios Tzikas ,  Hans Reichert ,  Herbert Klier

    IPC: D06P138

    CPC classification number: D06P1/382 ,  C09B62/4401 ,  D06P1/38 ,  D06P3/66 ,  D06P3/663 ,  Y10S8/918

    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-C4alkoxy- or halo-substituted phenylene or naphthylene radical, Y is vinyl or a radical —CH2—CH2—U and U is a leaving group, Y1 is a group —CH(Hal)-CH2(Hal) or —C(Hal)═CH2, wherein Hal is chlorine or bromine, W is a group —SO2—NR6—, —CONR6— or —NR6CO—, wherein R6 is as defined hereinabove, Q is a radical —O— or —NR6—, wherein R6 is as defined hereinabove, n is the number 0 or 1, and V1 and V2 are each independently of the other N, C—H, C—Cl or C—F, and the fixing of the printed fiber material is carried out without an additional fixing process step. The prints obtained are distinguished by brilliant colour shades and good allround properties.

    Abstract translation: 一种印刷纤维素纤维材料的方法，其中纤维材料与下式的活性染料接触：其中A是单偶氮，多偶氮，金属络合物偶氮，蒽醌，酞菁，甲an或二恶嗪发色团的基团，R1，R2和R3 各自独立地为氢或未取代的或取代的C 1 -C 4烷基，X 1和X 2为卤素，B为有机桥连构件，T为下式的反应性基团：R 4为氢，未被取代或被羟基取代的C 1 -C 4烷基，磺基 羧基，氰基，卤素，C 1 -C 4烷氧基羰基，C 1 -C 4烷酰氧基，氨基甲酰基或-SO 2 -Y基，其中R 5为氢，羟基，磺基， R 6是氢或C 1 -C 4烷基，alk和alk 1各自独立地为其它直链或支链C 1 -C 6亚烷基，亚芳基是未取代的或磺基，羧基，羟基，C 1 -C 4烷基 - ，C 1 -C 4烷氧基或卤素 - 取代的亚苯基或亚萘基，Y是乙烯基 基团-CH 2 -CH 2 -U和U是离去基团，Y 1是基团-CH（Hal）-CH 2（Hal）或-C（Hal）= CH 2，其中Hal是氯或溴，W是基团 - SO 2 -NR 6 - ， - CONR 6 - 或-NR 6 CO-，其中R 6如上所定义，Q为-O-或-NR 6 - 基团，其中R 6如上所定义，n为数字0或1，V 1和V 2 各自独立于另一个N，CH，C-Cl或CF，并且印刷的纤维材料的固定在没有额外的定影处理步骤的情况下进行。所获得的印刷品通过明亮的色调和良好的全面性质来区分。

    Asymmetrical reactive dyes containing two triazinyl radicals which are bridged via an aliphatic bridge member
    3.
    发明授权
    Asymmetrical reactive dyes containing two triazinyl radicals which are bridged via an aliphatic bridge member 失效
    不对称活性染料含有通过脂族桥连桥连接的两个三嗪基

    公开(公告)号：US5684138A

    公开(公告)日：1997-11-04

    申请号：US657455

    申请日：1996-05-29

    Applicant: Herbert Klier ,  Bernhard Muller ,  Edmond Ruhlmann ,  Athanassios Tzikas

    Inventor： Herbert Klier ,  Bernhard Muller ,  Edmond Ruhlmann ,  Athanassios Tzikas

    IPC: C09B62/04 ,  C09B62/085 ,  C09B62/09 ,  C09B62/44 ,  C09B62/51 ,  C09B62/503 ,  D06P1/38 ,  D06P3/66

    CPC classification number: C09B62/4403 ,  C09B62/043

    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 and A.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.

    Abstract translation: 式（1）中的R 1，R 2，R 3和R 4彼此独立地是氢或取代或未取代的C 1 -C 4烷基，B是脂族桥连构件的反应性染料，Y1和Y2彼此独立地是卤素 或羧基吡啶鎓，A1是蒽醌，酞菁，二恶嗪，甲an或二偶氮染料或权利要求1和A2中定义的式（2a）至（2h）基团的基团如上对于A1所定义，或者为 式（2i）至（2m），其中A1和A2彼此具有不同的含义，特别适用于染色或印刷含有羟基或含氮的纤维材料。 得到具有良好牢度性能和高着色性能的染色剂。

    Mixtures of reactive dyes and their use
    6.
    发明申请
    Mixtures of reactive dyes and their use 审中-公开
    活性染料的混合物及其用途

    公开(公告)号：US20060191082A1

    公开(公告)日：2006-08-31

    申请号：US10544165

    申请日：2004-01-27

    Applicant: Athanassios Tzikas ,  Georg Roentgen ,  Herbert Klier

    Inventor： Athanassios Tzikas ,  Georg Roentgen ,  Herbert Klier

    IPC: C09B62/00

    CPC classification number: D06P3/66 ,  D06P1/38 ,  D06P3/028 ,  D06P3/58 ,  D06P5/30

    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.

    Abstract translation: 包含具有式（1）的至少一个结构单元的反应性染料与式（2）的活性染料一起的染料混合物，其中（Q 1→N 3） 和各自独立地表示0〜3个相同或不同的选自卤素，C 1〜N个取代基的取代基。 C 1 -C 4烷基，C 1 -C 4烷氧基，羧基和磺基，Z 1和Z 2， 另一个纤维反应性基团各自独立地相同，至少一个纤维反应性基团包含在式（1）的染料中，而式（2）的染料含有至少一个纤维 - 反应性基团Z 1或Z 2 2适用于染色纤维素或含氮纤维材料。

    Reactive dyes, their preparation and use
    7.
    发明授权
    Reactive dyes, their preparation and use 失效
    活性染料，其制备和用途

    公开(公告)号：US5984978A

    公开(公告)日：1999-11-16

    申请号：US19635

    申请日：1998-02-06

    Applicant: Herbert Klier ,  Athanassios Tzikas

    Inventor： Herbert Klier ,  Athanassios Tzikas

    IPC: C09B62/09 ,  D06P3/66 ,  C09B67/26

    CPC classification number: C09B62/09

    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.

    Abstract translation: 描述了式的活性染料，其中变量如权利要求中所定义。 式（1）的活性染料特别适用于染色或印花纤维素纤维材料。

    Process for dyeing or printing cellulosic fibre materials and novel reactive dyes
    8.
    发明授权
    Process for dyeing or printing cellulosic fibre materials and novel reactive dyes 失效
    染色或印刷纤维素纤维材料和新型活性染料的方法

    公开(公告)号：US5964900A

    公开(公告)日：1999-10-12

    申请号：US100002

    申请日：1998-06-17

    Applicant: Edmond Ruhlmann ,  Athanassios Tzikas ,  Herbert Klier

    Inventor： Edmond Ruhlmann ,  Athanassios Tzikas ,  Herbert Klier

    IPC: C09B62/513 ,  D06P1/384 ,  D06P3/66 ,  D06P5/00 ,  C09B62/00

    CPC classification number: C09B62/513 ,  D06P1/384 ,  Y10S8/918 ,  Y10S8/921

    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.

    Abstract translation: 一种用于染色或印刷纤维素纤维材料的方法，其包括使用至少一种下式的活性染料，其中R 1，R 2，R 3和R 4各自独立地为氢，卤素，磺基，C 1 -C 4烷基或C 1 -C 4烷氧基，R 5和 R 6各自独立地为氢，卤素，C 1 -C 4烷基，C 2 -C 4烷酰基氨基，脲基或被烷基部分被羟基，硫酸根或C 1 -C 4烷氧基取代的C 1 -C 4烷氧基，Z 1和Z 2各自独立地为 另一个乙烯基或基团-CH 2 -CH 2 -U，U是离去基团。

    Reactive dyes, processes for their preparation and their use
    9.
    发明授权
    Reactive dyes, processes for their preparation and their use 失效
    活性染料，其制备方法及其用途

    公开(公告)号：US5552532A

    公开(公告)日：1996-09-03

    申请号：US242514

    申请日：1994-05-13

    Applicant: Herbert Klier ,  Bernhard M uller ,  Edmond Ruhlmann ,  Athanassios Tzikas

    Inventor： Herbert Klier ,  Bernhard M uller ,  Edmond Ruhlmann ,  Athanassios Tzikas

    IPC: C09B62/04 ,  C09B62/085 ,  C09B62/09 ,  C09B62/44 ,  C09B62/51 ,  C09B62/503 ,  D06P1/38 ,  D06P3/66

    CPC classification number: C09B62/4403 ,  C09B62/043

    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.

    Abstract translation: 式（1）中的R 1，R 2，R 3和R 4彼此独立地是氢或取代或未取代的C 1 -C 4烷基，B是脂族桥连构件的反应性染料，Y1和Y2彼此独立地是卤素 或羧基吡啶鎓，A1是蒽醌，酞菁，二恶嗪，甲an或二偶氮染料或权利要求1和A2中定义的式（2a）至（2h）基团的基团如上对于A1所定义，或者为 式（2i）至（2m），其中A1和A2彼此具有不同的含义，特别适用于染色或印刷含有羟基或含氮的纤维材料。 得到具有良好牢度性能和高着色性能的染色剂。

    Fibre-Reactive Azo Dyes, Their Preparation And Their Use
    10.
    发明申请
    Fibre-Reactive Azo Dyes, Their Preparation And Their Use 有权
    纤维反应偶氮染料及其制备及其应用

    公开(公告)号：US20120117737A1

    公开(公告)日：2012-05-17

    申请号：US13384350

    申请日：2010-06-30

    Applicant: Athanassios Tzikas ,  Herbert Klier ,  Georg Roentgen

    Inventor： Athanassios Tzikas ,  Herbert Klier ,  Georg Roentgen

    IPC: D06P1/38 ,  C09B43/00 ,  C09B62/00 ,  C09B31/14

    CPC classification number: C09B62/4415 ,  C09D11/328

    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-C4alkyl, or phenyl which is unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, ureido, halogen or sulfo, X1 and X2 are halogen, Hal is chlorine or bromine, h and j are each independently of the other a number 0, 1 or 2; k is a number 1, 2 or 3; I, m and n are each independently of the other a number 2, 3 or 4, and Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, with the proviso that the dye of formula (1) contains at least one fibre-reactive group Z1 or Z2 are suitable for dyeing cellulosic or amide-group-containing fibre materials.

    Abstract translation: 式（1）的反应性染料，其中B是脂族桥连构件，G是式（2a）的磺基萘基或磺基苯基或式（2b）的吡啶酮基，R1，R2，R3和 R 4各自独立地为氢或未取代的或取代的C 1 -C 4烷基，（R 5）h表示相同或不同的选自磺基，C 1 -C 4烷基和C 1 -C 4烷氧基的取代基，R 6是氢，磺基，卤素，羧基， C1-C4烷基，C1-C4烷氧基或式-SO2-Y（3a）的纤维反应性基团Z1，-NH-CO-（CH2）1-SO2-Y（3b），-CONH-（CH2）m- SO2-Y（3c），-NH-CO-CH（Hal）-CH2-Hal（3d）或-NH-CO-C（Hal）= CH2（3e），R7是氨基，C1-C4烷基或纤维 - 式-NH-（CH2）nSO2-Y（3a）的反应性基团Z2，（R8）j表示j个相同或不同的选自磺基，C 2 -C 4烷酰基氨基，脲基，C 1 -C 4烷基和C 1 -C 4烷氧基的取代基，R 9 是氢，C 1 -C 4烷基或C 1 -C 4烷氧基，R 10是氢或C 1 -C 4烷基，R 11是氢 氰基，氨基甲酰基或磺甲基，R12为氢，C1-C4烷基或未被取代或被C1-C4烷基，C1-C4烷氧基，C2-C4烷酰基氨基，脲基，卤素或磺基取代的苯基，X1和X2为卤素，Hal为 氯或溴，h和j各自独立地为数字0,1或2; k是数字1,2或3; I，m和n各自独立地为数2，3或4，Y为乙烯基或基团-CH 2 -CH 2 -U，U为在碱性条件下可除去的基团，条件是式 （1）含有至少一种纤维反应性基团Z 1或Z 2适于染色含纤维素或含酰胺基的纤维材料。

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