公开(公告)号：US5268475A

公开(公告)日：1993-12-07

申请号：US784198

申请日：1991-10-28

Applicant: Urs Lauk

Inventor： Urs Lauk

IPC: C07D498/04 ,  C07D519/00 ,  C09B19/00 ,  C09B19/02 ,  C09B62/04 ,  C09B67/22 ,  D06P3/10 ,  D06P3/66 ,  D06P3/82

CPC classification number: C07D498/04 ,  C07D519/00 ,  C09B19/02 ,  C09B62/043

Abstract: The compounds of formula (1) are suitable for use as direct dyes for dyeing and printing a wide range of materials, especially cellulosic fibers, to give dyeings and prints of good all-round fastness properties: ##STR1## wherein R and R.sub.1 are each independently of the other hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl,X is a direct bond, --O--, --S-- or --N(R.sub.4)--, wherein R.sub.4 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, X.sub.1 is --O--, --S-- or --N(R.sub.4)--, wherein R.sub.4 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl,Y and Y.sub.1 are each independently of the other C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, sulfo, carboxy, carbamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylcarbamoyl, N-phenyl- or N,N-diphenylcarbamoyl, sulfamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylsulfamoyl or N-phenyl- or N,N-diphenylsulfamoyl, Z and Z.sub.1 are each independently of the other hydroxy or unsubstituted or substituted alkyl, aryl or aralkyl,R.sub.2 and R.sub.3 are each independently of the other hydrogen, halogen, cyano, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, unsubstituted or substituted phenyl, benzyl, benzoylamino or phenoxy, sulfo, carboxy, carbamoyl, phenylcarbamoyl or C.sub.2 -C.sub.5 alkanoylamino,A is an unsubstituted or substituted alkylene, cycloalkylene, arylene or aralkylene radical,B is a bivalent organic linking group, andm, n, p and q are each independently of one another 0 or 1.

Abstract translation: 式（1）的化合物适合用作染色和印刷各种材料，特别是纤维素纤维的直接染料，以提供良好的全面坚牢性质的染色和印花：（1） 其中R和R 1各自独立地为另一个氢或未取代或取代的烷基，环烷基，芳基或芳烷基，X是直接键，-O-，-S-或-N（R4） - ，其中R4是氢或未取代的 或取代的烷基，环烷基，芳基或芳烷基，X 1为-O-，-S-或-N（R 4） - ，其中R 4为氢或未取代或取代的烷基，环烷基，芳基或芳烷基，Y和Y 1各自独立地为 其它C 1 -C 4烷基，C 1 -C 4烷氧基，卤素，磺基，羧基，氨基甲酰基，N-单或N，N-二-C 1 -C 4烷基氨基甲酰基，N-苯基 - 或N，N-二苯基氨基甲酰基，氨磺酰基， 或N，N-二-C 1 -C 4烷基氨磺酰基或N-苯基 - 或N，N-二苯基氨磺酰基，Z和Z 1各自独立地为另一个羟基或未取代或取代的烷基，芳基或芳烷基，R 2和R 3 氰基，C 1 -C 4烷基，C 1 -C 4烷氧基，未取代或取代的苯基，苄基，苯甲酰氨基或苯氧基，磺基，羧基，氨基甲酰基，苯基氨基甲酰基或C 2 -C 5烷酰基氨基，A是未取代或取代的亚烷基 ，亚环烷基，亚芳基或亚芳基，B是二价有机连接基团，m，n，p和q彼此独立地为0或1。

公开(公告)号：US20100196676A1

公开(公告)日：2010-08-05

申请号：US12669887

申请日：2008-07-08

Applicant: Romeo Dreier ,  Alfons Arquint ,  Urs Lauk ,  Patric Nowack

Inventor： Romeo Dreier ,  Alfons Arquint ,  Urs Lauk ,  Patric Nowack

IPC: B32B5/00 ,  C09B29/00 ,  C09D11/02 ,  B05D5/00 ,  C09B67/22

CPC classification number: C09B29/083 ,  C07D409/12 ,  C07D417/12 ,  C09B29/0811 ,  C09B29/0813 ,  C09B29/0821 ,  C09B67/0041 ,  C09B67/0046 ,  C09B67/0051 ,  D06P1/18 ,  D06P3/26 ,  D06P3/54 ,  D06P3/8204 ,  Y10S8/92 ,  Y10T428/24802

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.

Abstract translation: 本发明涉及将基于邻苯二甲酰亚氨基取代的苯胺偶联组分和芳香族 - 碳环或芳族 - 杂环重氮组分的偶氮染料分散到制备这种染料的方法中，以及它们在半染色或印刷中的用途 合成的，特别是合成的疏水纤维材料，尤其是纺织材料。

公开(公告)号：US07737286B2

公开(公告)日：2010-06-15

申请号：US10572233

申请日：2004-09-17

Applicant: Man-joon Han ,  Soon-hyun Park ,  Jwung-rhok Kim ,  Urs Lauk

Inventor： Man-joon Han ,  Soon-hyun Park ,  Jwung-rhok Kim ,  Urs Lauk

IPC: C07D307/00 ,  D06P1/00

CPC classification number: C07C51/093 ,  C07C51/29 ,  C07D295/155 ,  C07D295/24 ,  C07D307/12 ,  C07D307/16 ,  C07D309/04 ,  C07D309/06 ,  C07D333/44 ,  C07D493/04 ,  D06P5/00 ,  C07C59/64 ,  C07C59/68

Abstract: The present invention provides α-hydroxy benzeneacetic acid derivatives of the formula as defined in the specification which is a precursor indispensable for synthesis of compounds having two 5-membered lactone rings fused to central cyclohexa-1,4-diene nucleus, and a process of easily preparing the same. According to the preparation process of the present invention, the α-hydroxy benzeneacetic acid derivative can be readily prepared at high purity and yield without using toxic materials or producing toxic by-products. Some novel compounds, synthesized by using such a α-hydroxy benzeneacetic acid derivative, have excellent fastness properties, dye fixing rate and leveling property to general synthetic fiber materials such as polyester fibers and their blends with other fibers, especially to micro fibers, and also can be used as a coloring agent for plastic resins, color tonors, color filters, etc.

Abstract translation: 本发明提供了如本说明书中所定义的式的α-羟基苯乙酸衍生物，其是合成具有与中心环己1,4-二烯核心融合的两个5元内酯环的化合物不可或缺的前体， 容易准备相同。 根据本发明的制备方法，α-羟基苯乙酸衍生物可以在不使用有毒物质或产生有毒副产物的情况下以高纯度和高产率容易地制备。 通过使用这种α-羟基苯乙酸衍生物合成的一些新化合物对于一般的合成纤维材料如聚酯纤维及其与其它纤维，特别是微纤维的共混物具有优异的牢度，染色固色率和流平性，以及 可用作塑料树脂，彩色调色剂，滤色片等的着色剂。

公开(公告)号：US07544217B2

公开(公告)日：2009-06-09

申请号：US11914256

申请日：2006-05-03

Applicant: Antoine Clement ,  Alfons Arquint ,  Urs Lauk

Inventor： Antoine Clement ,  Alfons Arquint ,  Urs Lauk

IPC: A61Q5/10 ,  C09B56/12

CPC classification number: C09B67/0041 ,  C09B67/0046 ,  C09B67/0051 ,  D06P1/0032 ,  D06P1/18 ,  D06P1/20 ,  D06P3/54

Abstract: The present invention relates to dye mixtures comprising(A) from 20 to 80% by weight of one or more compounds of formula (1) wherein R1 is C1-C12alkyl, or C1-C2alkyl interrupted by one or more oxygen atoms or —COO-groups and R2, R3, R4 and R5, each independently of the others, is hydrogen, C1-C12alkyl, chlorine, bromine, hydroxy or amino and (B) from 20 to 80% by weight of at least one further yellow disperse dye the sum of components (A)+(B) being 100% by weight, and to the use of those dye mixtures in the dyeing or printing of semi-synthetic or synthetic hydrophobic fiber materials.

Abstract translation: 本发明涉及染料混合物，其包含（A）20至80重量％的一种或多种式（1）化合物，其中R 1为C 1 -C 12烷基或被一个或多个氧原子间隔的C 1 -C 2烷基或-COO- 基团和R 2，R 3，R 4和R 5各自独立地为氢，C 1 -C 12烷基，氯，溴，羟基或氨基，（B）20至80重量％的至少一种其它黄色分散染料 组分（A）+（B）的总和为100重量％，以及在半合成或合成疏水纤维材料的染色或印刷中使用那些染料混合物。

公开(公告)号：US07169909B2

公开(公告)日：2007-01-30

申请号：US10538892

申请日：2003-12-08

Applicant: Antoine Clément ,  Alfons Arquint ,  Urs Lauk

Inventor： Antoine Clément ,  Alfons Arquint ,  Urs Lauk

IPC: C09B29/036 ,  C09B29/42 ,  C09B67/22 ,  D06P1/18

CPC classification number: C09B29/3634 ,  C09B29/0033 ,  Y10S8/922 ,  Y10T442/30

Abstract: The present invention relates to dyes of formula (I) wherein R1 is C1–C12alkyl or —CnH2n—(OCH2CH2)m—OR3, n being a number from 2 to 8, m being a number from 0 to 4 and R3 being C1–C12alkyl, C6–C24aryl or C6–C24aralkyl, R2 is methyl, ethyl, n-propyl, n-butyl, 2-methoxyethyl or 2-ethoxyethyl, X is halogen and Y is hydrogen, chlorine or bromine, and to the process for the preparation thereof and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fiber materials, more especially textile materials

Abstract translation: 本发明涉及式（I）的染料，其中R 1是C 1 -C 12烷基或-C n H 2 - （OCH 2 CH 2 CH 2）n - （3） - （3） >，n为2至8的数，m为0至4的数，R 3为C 1 -C 12烷基 ，C 6 -C 24芳基或C 6 -C 24 - 芳烷基，R 2， SUB是甲基，乙基，正丙基，正丁基，2-甲氧基乙基或2-乙氧基乙基，X是卤素，Y是氢，氯或溴，以及其制备方法及其在染色中的用途 或印刷半合成和特别合成的疏水纤维材料，更特别是纺织材料

公开(公告)号：US07160335B2

公开(公告)日：2007-01-09

申请号：US10508715

申请日：2003-03-13

Applicant: Urs Lauk ,  Patric Nowack ,  Alfons Arquint

Inventor： Urs Lauk ,  Patric Nowack ,  Alfons Arquint

IPC: C09B1/20 ,  C09B1/54 ,  C09B1/58 ,  C09B1/56 ,  G06B5/22 ,  D06P3/26 ,  D06P3/54

CPC classification number: C08K5/0041 ,  C09B1/542 ,  C09B1/56 ,  G02B5/22

Abstract: The present invention relates to a compound of formula I wherein R1 and R3 are each independently of the other —NHR5, NHSO2R5, —NHCOR5, —OR6 or —SR7, R2 and R4 are each independently of the other —OR6 or —SR7, with the proviso that not all of the substituents R1 to R4 are —SR7, R5 is hydrogen, alkyl, aryl, aralkyl or a group of formula —(CnH2nX)m—H wherein X is —O—, —S—, —SO2—, —NH—, —NR8—, —CONH— or —CONR8— and R8 is alkyl or aryl, n is a number from 2 to 6 and m is a number from 1 to 10, R6 is aryl or heteroaryl and R7 is alkyl, aryl, heteroaryl or a group of formula —(CnH2nX)m—H wherein X is —O—, —S—, —SO2—, —NH—, —NR8—, CONH— or —CONR8— and R8 is alkyl or aryl, to a process for the preparation thereof and to the use thereof in a method of producing mass-coloured plastics or polymeric colour particles.

Abstract translation: 本发明涉及式I化合物，其中R 1和R 3各自独立地为其它-NHR 5，NHSO，SUB 其中R 1，R 2，R 3，R 5，R 5，R 5， R 2和R 4各自独立于另一个-OR 6或-SR 7，其条件是， 并不是所有的R 1至R 4的取代基都是-SR 7，R 5是氢，烷基， 芳基，芳烷基或下式的基团：其中X是-O - ， - S - ，-SO 2 - ， - NH - ， - NR 8 - ， - CONH-或-CONR 8 - 和R 8 烷基或芳基，n是2至6的数，m是1至10的数，R 6是芳基或杂芳基，R 7是 是烷基，芳基，杂芳基或下式的基团：其中X是-O-， - （C 1 -C 6） ，-S - ， - SO 2 - ， - NH - ， - NR 8 - ，CONH-或-CONR 8 - 和R _{8是烷基或芳基，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：US07012137B2

公开(公告)日：2006-03-14

申请号：US10467265

申请日：2002-01-29

Applicant: Antoine Clément ,  Jean-Claude Wilhelm ,  Alfons Arquint ,  Urs Lauk

Inventor： Antoine Clément ,  Jean-Claude Wilhelm ,  Alfons Arquint ,  Urs Lauk

IPC: C09B29/036 ,  C09B29/09 ,  C09B67/22 ,  D06P1/18

CPC classification number: C09B67/0051 ,  C09B29/0033 ,  C09B29/0813

Abstract: The present invention relates to dyes of formula (I) wherein R is hydrogen or bromine, R1 is hydrogen, methyl or —NHCO—C1–C4alkyl, R2 is C1–C4alkyl substituted by C1–C4alkoxy and R3 has, independently of R2, any of the meanings of R2, and to the process for the preparation thereof and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fiber materials, especially textile materials.

Abstract translation: 本发明涉及式（I）染料，其中R是氢或溴，R 1是氢，甲基或-NHCO-C 1 -C 4 R 2是C 1 -C 3烷基，被C 1 -C 3烷基取代的C 1 -C 4烷基， R 4和R 3独立地为R 2，R 2，R 2的任意含义，并且与 其制备方法及其在染色或印刷半合成和特别合成的疏水纤维材料，特别是纺织材料中的用途。

公开(公告)号：US20060046596A1

公开(公告)日：2006-03-02

申请号：US10538892

申请日：2003-12-08

Applicant: Antoine Clement ,  Alfons Arquint ,  Urs Lauk

Inventor： Antoine Clement ,  Alfons Arquint ,  Urs Lauk

IPC: D03D15/00 ,  C07D403/02 ,  C09B29/42

CPC classification number: C09B29/3634 ,  C09B29/0033 ,  Y10S8/922 ,  Y10T442/30

Abstract: The present invention relates to dyes of formula (I) wherein R1 is C1-C12alkyl or —CnH2n—(OCH2CH2)m—OR3, n being a number from 2 to 8, m being a number from 0 to 4 and R3 being C1-C12alkyl, C6-C24aryl or C6-C24aralkyl, R2 is methyl, ethyl, n-propyl, n-butyl, 2-methoxyethyl or 2-ethoxyethyl, X is halogen and Y is hydrogen, chlorine or bromine, and to the process for the preparation thereof and to the use thereof in dyeing or printing semi-synthetic and especially synthetic hydrophobic fibre materials, more especially textile materials.

Abstract translation: 本发明涉及式（I）的染料，其中R 1是C 1 -C 12烷基或-C n H 2 - （OCH 2 CH 2 CH 2）n - （3） - （3） >，n为2至8的数，m为0至4的数，R 3为C 1 -C 12烷基 ，C 6 -C 24芳基或C 6 -C 24 - 芳烷基，R 2， SUB是甲基，乙基，正丙基，正丁基，2-甲氧基乙基或2-乙氧基乙基，X是卤素，Y是氢，氯或溴，以及其制备方法及其在染色中的用途 或印刷半合成和特别合成的疏水纤维材料，更特别是纺织材料。

公开(公告)号：US20050176857A1

公开(公告)日：2005-08-11

申请号：US10508713

申请日：2003-03-13

Applicant: Romeo Dreier ,  Urs Lauk

Inventor： Romeo Dreier ,  Urs Lauk

IPC: G02B5/22 ,  C07D213/85 ,  C08F2/44 ,  C08K5/00 ,  C08K5/3432 ,  C08L101/00 ,  C09B29/42 ,  C08K5/48

CPC classification number: C08K5/0041 ,  C09B29/3639 ,  G02B5/22

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.

Abstract translation: 本发明涉及式（I）的偶氮染料，其中R 1和R 2各自独立地为其它的-NH-（CH 2） CH 2 -CH 2 -CH 2，-NH-CH 2 -CHOH-CH 2 -OH，-NH-（CH 2 CH 2） 2 CH 2）-S-（CH 2 CH 2 CH 2）-OH，-NH-（CH 2） NH 2 - （CH 2 CH 2） - OH，NH-CH 2 2 CH 2 CO 2（CH 2 CH 2 CH 2）2 CH 2，R 3 是-CN或-CONH 2，R 4是甲基或三氟甲基，R 5是-CF 3， ，-COOC 2 H 5，R 6是氢或氯，R 7是氢，氯，溴 或-NO 2 2，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

Applicant: Athanassios Tzikas ,  Urs Lauk ,  Romeo Dreier ,  Antoine Clément

Inventor： Athanassios Tzikas ,  Urs Lauk ,  Romeo Dreier ,  Antoine Clément

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

CPC classification number: C09B35/031 ,  C09B35/30

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

Abstract translation: 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