公开(公告)号：US09938411B2

公开(公告)日：2018-04-10

申请号：US13991456

申请日：2011-11-28

申请人： Patric Nowack ,  Urs Lauk ,  Athanassios Tzikas

发明人： Patric Nowack ,  Urs Lauk ,  Athanassios Tzikas

IPC分类号： C09B29/36 ,  D06P1/18 ,  D06P3/54 ,  C09B29/42

CPC分类号： C09B29/3639 ,  D06P1/18 ,  D06P3/54

摘要： The present invention relates to disperse azo dyes based on diazo components having at least one fluorine-containing substituent and an 2,6-diaminosubstituted pyridine coupling 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.

公开(公告)号：US20130255011A1

公开(公告)日：2013-10-03

申请号：US13991456

申请日：2011-11-28

申请人： Patric Nowack ,  Urs Lauk ,  Athanassios Tzikas

发明人： Patric Nowack ,  Urs Lauk ,  Athanassios Tzikas

IPC分类号： C09B29/42

CPC分类号： C09B29/3639 ,  D06P1/18 ,  D06P3/54

摘要： The present invention relates to disperse azo dyes based on diazo components having at least one fluorine-containing substituent and an 2,6-diaminosubstituted pyridine coupling 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.

摘要翻译： 本发明涉及将基于具有至少一个含氟取代基和2,6-二氨基取代的吡啶偶联组分的重氮组分分散在偶氮染料的制备方法中，并将其用于染色或印刷 特别是合成疏水纤维材料，尤其是纺织材料。

公开(公告)号：US20050182247A1

公开(公告)日：2005-08-18

申请号：US10516440

申请日：2003-05-27

申请人： Athanassios Tzikas ,  Antoine Clement ,  Urs Lauk

发明人： Athanassios Tzikas ,  Antoine Clement ,  Urs Lauk

IPC分类号： C07D213/36 ,  C09B29/01 ,  C09B35/031 ,  C09B35/039 ,  C09B56/12 ,  C09B69/10 ,  C07D41/02

CPC分类号： C09B35/031 ,  C09B29/0022 ,  C09B35/039 ,  C09B69/106

摘要： The present invention relates to an azo dye of formula I, II or III: (formula I, II or III); wherein R1 and R2 are each independently of the other one or more divalent groups selected from alkylene, arylene, aralkylene and cycloalkylene, which may be interrupted by —O—, —S—, —NH—, —NR8—, —COO—, —CONH— or —CONR9—, wherein R8 and R9 are alkyl or aryl, X is —O— or —NH—, R3 is —CN or —CONH2, R4 is methyl or trifluoromethyl and R5, R6, R7 and R8 are each independently of the others hydrogen, halogen or —CN, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles.

摘要翻译： 本发明涉及式I，II或III的偶氮染料：（式I，II或III）; 其中R 1和R 2各自独立地选自亚烷基，亚芳基，亚芳基和亚环烷基的另一个或多个二价基团，其可以被-O-， -S - ， - NH - ， - NR 8 - ， - COO - ， - CONH-或-CONR 9 - ，其中R 8 - R 9是烷基或芳基，X是-O-或-NH-，R 3是-CN或-CONH 2，R R 4是甲基或三氟甲基，R 5，R 6，R 7和R 8， 其各自独立地为氢，卤素或-CN，其制备方法及其在制备大量着色的塑料或聚合物着色颗粒的方法中的用途。

公开(公告)号：US06906195B2

公开(公告)日：2005-06-14

申请号：US10476954

申请日：2002-04-30

申请人： Athanassios Tzikas ,  Urs Lauk ,  Romeo Dreier ,  Antoine Clément

发明人： Athanassios Tzikas ,  Urs Lauk ,  Romeo Dreier ,  Antoine Clément

IPC分类号： C07D213/85 ,  C08K5/41 ,  C08L101/00 ,  C09B35/031 ,  C09B35/30 ,  C09B67/02 ,  C07D211/15

CPC分类号： C09B35/031 ,  C09B35/30

摘要： 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

摘要翻译： 本发明涉及式（1）的吡啶酮染料，其中R是基团 - （CR'H）n -OR，R'是氢，C 1〜 C 2烷基或苯基，Y是氰基，-CONH 2或-CH 2 SO 3 H，W 是氢，基团-NR 1 R 2或基团-NR 3，R 1和R 2， 各自独立地为另一个氢，未取代的或羟基或苯基取代的C 1 -C 6 - 烷基，对于 或者由式（3），（4）或（5）或R 1的基团中的一个或多个氧原子间隔的C 3-3烷基链， R 1和R 2与-NR 1 R 2 R 2中的氮原子一起形成杂环，R 3是 氢，未取代或羟基取代的C 1 -C 6烷基，苯基或式（6）的基团，R 4是烷基或 芳基，R 5和R 6各自独立地为另一个烷基，Ar 芳基或杂芳基，n为2至6的整数，m为1至6的整数，其制备方法及其在着色塑料或聚合物着色颗粒的制备中的用途

公开(公告)号：US07030229B2

公开(公告)日：2006-04-18

申请号：US10516440

申请日：2003-05-27

申请人： Athanassios Tzikas ,  Antoine Clément ,  Urs Lauk

发明人： Athanassios Tzikas ,  Antoine Clément ,  Urs Lauk

IPC分类号： C09B56/12 ,  G02B5/20 ,  C08K5/23

CPC分类号： C09B35/031 ,  C09B29/0022 ,  C09B35/039 ,  C09B69/106

摘要： The present invention relates to an azo dye of formula I, II or III: (formula I, II or III); wherein R1 and R2 are each independently of the other one or more divalent groups selected from alkylene, arylene, aralkylene and cycloalkylene, which may be interrupted by —O—, —S—, —NH—, —NR8—, —COO—, —CONH— or —CONR9—, wherein R8 and R9 are alkyl or aryl, X is —O— or —NH—, R3 is —CN or —CONH2, R4 is methyl or trifluoromethyl and R5, R6, R7 and R8 are each independently of the others hydrogen, halogen or —CN, to a process for the preparation thereof and to the use thereof in a method of producing mass-colored plastics or polymeric color particles.

摘要翻译： 本发明涉及式I，II或III的偶氮染料：（式I，II或III）; 其中R 1和R 2各自独立地选自亚烷基，亚芳基，亚芳基和亚环烷基的另一个或多个二价基团，其可以被-O-， -S - ， - NH - ， - NR 8 - ， - COO - ， - CONH-或-CONR 9 - ，其中R 8 - R 9是烷基或芳基，X是-O-或-NH-，R 3是-CN或-CONH 2，R R 4是甲基或三氟甲基，R 5，R 6，R 7和R 8， 其各自独立地为氢，卤素或-CN，其制备方法及其在制备大量着色的塑料或聚合物着色颗粒的方法中的用途。

公开(公告)号：US06953846B2

公开(公告)日：2005-10-11

申请号：US10469889

申请日：2002-02-28

申请人： Athanassios Tzikas ,  Urs Lauk ,  Romeo Dreier ,  Antoine Clément

发明人： Athanassios Tzikas ,  Urs Lauk ,  Romeo Dreier ,  Antoine Clément

IPC分类号： C07D213/77 ,  C07D213/85 ,  C08K5/3432 ,  C08L101/00 ,  C09B29/42 ,  C09B33/12 ,  C09B35/031 ,  D06P3/00

CPC分类号： C07D213/77 ,  C07D213/85 ,  C09B29/363 ,  C09B33/12

摘要： 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 color particles.

摘要翻译： 本发明涉及式（1）的焦磷酸偶氮染料，其中A是苯，萘，二苯基，偶氮苯，噻吩，苯并噻唑，苯并异噻唑，噻二唑，吲唑，苯并三唑，吡唑，蒽醌，萘的重氮组分的基团 酰亚胺，色酮，邻苯二甲酰亚胺或二苯醚系列，R 1是氢，未取代或羟基或苯基取代的C 1 -C 6 - 烷基，可以使烷基链从C 3上向上被一个或多个氧原子中断，或具有R 2，R 2的含义 式（2），（3），（4），（5），（6）或（7）的基团，其中B是桥连构件，R 4 是烷基或芳基，R 5和R 6各自独立地为其它烷基，芳基或杂芳基，A如式（1）所定义，或R

公开(公告)号：US5371200A

公开(公告)日：1994-12-06

申请号：US78805

申请日：1993-06-17

申请人： Athanassios Tzikas ,  Urs Lauk

发明人： Athanassios Tzikas ,  Urs Lauk

IPC分类号： C09B62/04 ,  D06P3/66

CPC分类号： C09B62/046

摘要： The fiber-reactive formazan dyes of the formula ##STR1## in which n is the number 0, 1, 2 or 3, (R).sub.n is 0 to 3 substituents, independent of one another, from the group comprising halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.2-4 alkanoylamino, hydroxyl, carboxyl and sulfo and Z is a radical of the formula ##STR2## in which R.sub.1 is C.sub.1-4 alkyl, R.sub.2 is C.sub.1-4 alkyl, which is substituted by hydroxyl, halogen, cyano, carboxyl, C.sub.1-4 alkoxy, hydroxy-C.sub.2-4 alkoxy, HO--(CH.sub.2 CH.sub.2 --O).sub.2-4 --, sulfo or sulfato, R.sub.3 is C.sub.1-4 alkyl, which can be substituted by hydroxyl, halogen, cyano, carboxyl, C.sub.1-4 alkoxy, hydroxy-C.sub.2-4 alkoxy, sulfo or sulfato, R.sub.4 is hydrogen, halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxyl or sulfo, R.sub.5 is halogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, m is the number 0, 1, 2 or 3 and (R6).sub.m is 0 to 3 substituents independent of one another, from the group comprising halogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy and carboxyl, and R.sub.4 in formula (1b) and the sulfo group in formula (1c) is bonded to the phenyl ring in the 4- or 5-position, are particularly suitable for dyeing or printing cellulose-containing fiber materials by the processes customary for reactive dyes and give, at a high dyeing yield, dyeings and prints of good fastness properties.

摘要翻译： 式（1）的纤维反应型甲an染料其中n为数0,1,2或3，（R）n为0至3个取代基，彼此独立地为卤素， （1a）（1a）的化合物（1a）（1a）（1c）（1c）（1a）（1d） （1e）其中R1是C1-4烷基，R2是被羟基，卤素，氰基，羧基，C1-4烷氧基，羟基-C2-4烷氧基，HO-（CH2CH2-O）2- 4-，磺基或硫酸酯基，R 3是可以被羟基，卤素，氰基，羧基，C 1-4烷氧基，羟基-C 2-4的烷氧基，磺基或硫酸根取代的C 1-4烷基，R 4是氢，卤素，C 1-4烷基， C 1-4烷氧基，羧基或磺基，R 5为卤素，C 1-4烷基或C 1-4烷氧基，m为0,1,2或3，（R6）m为0至3个彼此独立的取代基， 卤素，C 1-4烷基，C 1-4烷氧基和羧基，式（1b）中的R 4和式（1c）中的磺基键合 通过4-或5-位的苯环特别适用于通过常规用于活性染料的方法对含纤维素纤维材料进行染色或印花，并以高染色产率提供良好的牢度特性的染色和印花。

公开(公告)号：US07456316B2

公开(公告)日：2008-11-25

申请号：US10508714

申请日：2003-03-13

申请人： Urs Lauk ,  Patric Nowack

发明人： Urs Lauk ,  Patric Nowack

IPC分类号： C07C211/00

CPC分类号： C09B1/5145 ,  C08K5/0041 ,  C09B1/32 ,  C09B1/60 ,  G02B5/22

摘要： The present invention relates to a compound of formula (I) wherein R1 is a radical of formula (II) R2 is —NH2 or a radical of formula (II), R3 and R4 are each independently of the other hydrogen, hydroxy, —NH2 or a radical of formula (II), R5 is hydrogen, halogen or —X—(CH2)n—Y, wherein X is a direct bond, —O— or —S—, Y is —OH or —OSO3H and n is a number from 0 to 6, with the proviso that at least one of the radicals R3, R4 and R5 is not hydrogen, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles.

摘要翻译： 本发明涉及式（I）化合物，其中R 1是式（II）的基团R 2是-NH 2 N 或式（II）的基团，R 3和R 4各自独立地为氢，羟基，-NH 2或另一个 式（II）的基团，R 5是氢，卤素或-X-（CH 2）n）-N，其中X是 直接键，-O-或-S-，Y是-OH或-OSO 3 H，n是0至6的数，条件是至少一个基团R _{3，R 4和R 5不是氢，其制备方法及其在生产大量着色的方法中的用途 塑料或聚合物色颗粒。}

公开(公告)号：US07029502B2

公开(公告)日：2006-04-18

申请号：US10470040

申请日：2002-01-18

申请人： Antoine Clément ,  Anton Andreoli ,  Urs Lauk ,  Athanassios Tzikas

发明人： Antoine Clément ,  Anton Andreoli ,  Urs Lauk ,  Athanassios Tzikas

IPC分类号： C09B29/42 ,  D06P1/16

CPC分类号： C09B29/3639 ,  Y10S8/922

摘要： The present invention relates to an azo dye of formula wherein D is the radical of a diazo component of the benzene, naphthalene, diphenyl, thiophene, benzothiazole, benzisothiazole, thiadiazole, indazole, benzotriazole, pyrazole, anthraquinone, naphthalic acid imide, chromone, phthalimide or diphenylene oxide series, R1 is an unsubstituted or substituted aryl radical and R2 is an unsubstituted or substituted aryl radical, with the exception of the compounds of formulae (1a) and (1b) to a process for its preparation and to its use in a process for the production of mass-colored plastics or polymeric color particles, and in the dyeing or printing of semi-synthetic or synthetic hydrophobic fiber materials.

摘要翻译： 本发明涉及下式的偶氮染料，其中D是苯，萘，二苯基，噻吩，苯并噻唑，苯并异噻唑，噻二唑，吲唑，苯并三唑，吡唑，蒽醌，萘二甲酰亚胺，色酮，邻苯二甲酰亚胺的重氮组分 或二苯醚系列，R 1是未取代或取代的芳基，R 2是未取代或取代的芳基，除式（1a）化合物外， 和（1b）的制备方法及其在生产大量着色的塑料或聚合物着色颗粒的方法中的用途，以及在半合成或合成疏水纤维材料的染色或印刷中。

公开(公告)号：US5149791A

公开(公告)日：1992-09-22

申请号：US604552

申请日：1990-10-26

申请人： Athanassios Tzikas ,  Urs Lauk

发明人： Athanassios Tzikas ,  Urs Lauk

IPC分类号： C09B62/085 ,  D06P3/66

CPC分类号： C09B62/085

摘要： Novel reactive dyes of the formula ##STR1## in which Z is a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen or C.sub.1 -C.sub.6 alkyl, which can be substituted by C.sub.1 -C.sub.4 alkoxy, hydroxy-C.sub.1 -C.sub.4 alkoxy, HO--(CH.sub.2 CH.sub.2 --O).sub.2-4 --, C.sub.1 -C.sub.4 alkoxy-carbonyl, C.sub.2 -C.sub.4 alkanoyloxy, carboxyl, cyano, chlorine, sulfo or sulfato, n is the number 0, 1 or 2 and m is the number 1 or 2, (Q.sub.1).sub.m is 1 or 2 substituents Q.sub.1 independent of one another from the group comprising C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, acetylamino and carboxyl, (Q.sub.2).sub.n is 0 to 2 substituents Q.sub.2 and (Q.sub.2).sub.m is 1 or 2 substituents Q.sub.2 independent of one another from the group comprising C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, acetylamino, halogen and carboxyl, and the sulfo group in the radical of the formula (1b) is bonded to the benzene ring in the 3- or 4-position, give deep scarlet red dyeings and prints with good fastness properties on cellulose fibres.

摘要翻译： 式（1）的新型活性染料，其中Z是下式的基团：其中R 1和R 3是下式的基团：其中R 1和 可以被C1-C4烷氧基，羟基-C1-C4烷氧基，HO-（CH2CH2-O）2-4-，C1-C4烷氧基羰基，C2-C4烷酰氧基，羧基取代的氢或C1-C6烷基 ，氰基，氯，磺基或硫酸根，n为数0,1或2，m为数1或2，（Q1）m为1或2个取代基Q1彼此独立地为C 1 -C 4烷基，C 1 -C4烷氧基，乙酰氨基和羧基，（Q2）n为0至2个取代基Q2和（Q2）m为1或2个取代基Q2彼此独立地为包含C1-C4烷基，C1-C4烷氧基，乙酰氨基，卤素和羧基的基团， 式（1b）的基团中的磺基与3-或4-位的苯环结合，在纤维素纤维上产生深红色染色和耐晒性好的印花。