公开(公告)号：US5001227A

公开(公告)日：1991-03-19

申请号：US669942

申请日：1984-11-09

Applicant: Hans U. Schutz ,  Ulrich Schlesinger ,  Gerhard Back

Inventor： Hans U. Schutz ,  Ulrich Schlesinger ,  Gerhard Back

IPC: C09B62/012 ,  C09B62/095 ,  C09B62/255 ,  C09B62/477

CPC classification number: C09B62/477 ,  C09B62/095

Abstract: The invention relates to chromium complexes of the formula ##STR1## in which L is H.sub.2 O, NH.sub.3, R.sub.2 --OH, R.sub.2 --NH.sub.2, (R.sub.2).sub.2 NH, (R.sub.2).sub.3 N or pyridine, wherein R.sub.2 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, B is 8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5-hydroxyacridine, 6-hydroxy-4,7-phenanthroline, pyridine-2-carboxylic acid, 8-carboxyquinoline, 5,7-dibromo-8-hydroxyquinoline, o-hydroxyaniline, o-hydroxynaphthylamine, proline, glycine, serine, aspartic acid or R.sub.1 --CH(NH.sub.2)--COOH, wherein R.sub.1 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, D is benzene or naphthalene, Y is the nitrogen atom or the CH group, K, in the event that Y is the nitrogen atom, is naphthol, naphthylamine, 5-pyrazolone, 5-aminopyrazole, 1-phenyl- or 1-naphthyl-5-aminopyrazole, 1-phenyl- or 1-naphthyl-5-pyrazolone, 2,6-dihydroxy-3-cyano- or -3-carboxamido-4-alkylpyridine, 6-hydroxypyrid-2-one, acetoacetanilide, benzoylacetanilide or phenol, or, in the event that Y is the CH group K is o-hydroxybenzaldehyde or o-hydroxynaphthaldehyde, D and K independently of each other are unsubstituted or substituted by C.sub.1-5 -alkyl, C.sub.1-4 -alkoxy, acylamino having 1 to 6 carbon atoms, benzoylamino, amino, monoalkylamino or dialkylamino each having 1 to 4 carbon atoms, phenylamino, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy, radical, nitro, cyano, trifluoromethyl, halogen, sulfamoyl, carbamoyl, ureido, hydroxyl, C.sub.1-4 -alkylsulfonyl, carboxyl, sulfomethyl, phenylazo or naphthylazo, and D and K contain the --(CO).sub.0-1 --O-- and --[O or N(R)]-- adjacent to the --N.dbd.Y-- and R is hydrogen, C.sub.1-4 -alkyl or phenyl, Ka is a cation, X is acryloyl, monohalogenoacryloyl, dihalogenoacryloyl, trihalogenoacryloyl, monohalogenomethacryloyl, dihalogenomethacryloyl, trihalogenomethacryloyl, monohalogenopropionyl, dihalogenopropionyl, phenylsulfonylpropionyl, methylsulfonylpropionyl, vinylsulfonyl, .beta.-chloroethylsulfonyl, .beta.-sulfatoethylsulfonyl, monohalogenopyrimidyl, dihalogenopyrimidyl, trihalogenopyrimidyl, monohalogenotriazinyl, dihalogenotriazinyl, X is bonded to D, K or B, D and K, D and B or K and B directly or via ##STR2## or --CH.sub.2 --N(R)--, m is 1, 2 or 3 and n is 1 or 2. These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.

公开(公告)号：US4990598A

公开(公告)日：1991-02-05

申请号：US669214

申请日：1984-11-07

Applicant: Hans U. Schutz ,  Ulrich Schlesinger ,  Gerhard Back

Inventor： Hans U. Schutz ,  Ulrich Schlesinger ,  Gerhard Back

IPC: C09B45/16 ,  C09B62/002 ,  C09B62/012 ,  C09B62/255 ,  C09B62/44 ,  C09B62/477 ,  D06P1/38 ,  D06P1/382 ,  D06P1/384

CPC classification number: C09B62/0025 ,  C09B62/012 ,  D06P1/38 ,  Y10S534/01

Abstract: The invention relates to chromium complexes of the formula ##STR1## in which A is the radical of a dicyclically metallizable azo or azomethine dye, B is the radical of a monoanionic bidentate complexible organic compound which is bonded to the chromium atom via oxygen atoms, L is a colorless monofunctional ligand, X is halogen-substituted C.sub.1-4 -alkanoyl, C.sub.1-4 -alkenoyl, halogen-substituted C.sub.1-4 -alkenoyl, monohalogenopyrimidinyl, dihalogenopyrimidinyl or trihalogenopyrimidinyl which is bonded to A and/or B via ##STR2## and R.sub.5 is hydrogen or C.sub.1-4 -alkyl, Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and the SO.sub.3.sup..crclbar. Ka group is bonded to A and/or B. These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.

Abstract translation: 本发明涉及式为“IMAGE”的铬络合物，其中A为双链可偶氮偶氮或偶氮甲碱染料的基团，B为通过氧原子与铬原子键合的单阴离子二齿可络合有机化合物的基团，L 是无色单官能配体，X是卤素取代的C 1-4 - 烷酰基，C 1-4 - 烯酰基，卤素取代的C 1-4 - 烯酰基，一卤代嘧啶基，二卤代嘧啶基或三卤基嘧啶基，其通过键合到A和/或B上， R5为氢或C1-4烷基，Ka为阳离子，m为1,2或3，n为1或2，SO3（ - ）Ka基团与A和/或B键合。这些铬络合物为 适用于含氮或含羟基材料的染色，并且它们产生具有良好全面牢固性能的水平染色。

公开(公告)号：US4678851A

公开(公告)日：1987-07-07

申请号：US717743

申请日：1985-03-28

Applicant: Gerhard Back ,  Hans U. Schutz ,  Ulrich Schlesinger

Inventor： Gerhard Back ,  Hans U. Schutz ,  Ulrich Schlesinger

IPC: C09B45/04 ,  C09B62/002 ,  C09B62/012 ,  C09B62/477 ,  C09B62/032 ,  C09B62/095

CPC classification number: C09B62/0025 ,  C09B62/012

Abstract: Metal complex dyes that produce level, fast dyeings on textile materials are provided according to the formula ##STR1## wherein: D is a benzene, naphthalene or heterocyclic radical of a diazo component;Y is nitrogen or --CH;K is the radical of a coupling component if Y is nitrogen, or an o-hydroxyaldehyde radical if Y is --CH:Ka is a cation;Me is chromium or cobalt;Z.sub.1 is --O-- or --COO-- ortho to N.dbd.YZ.sub.2 is --O-- or --NR vicinal to N.dbd.Y, wherein R is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or phenyl;X is a fiber reactive radical bound directly to or through an amino or amino-containing group to the complex;R.sub.1 is a direct bond or substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkenyl, or aryl radical or heterocyclic radical containing 1 to 3 sulfur, oxygen or nitrogen atoms;R.sub.2 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 -alkyl or aryl;R.sub.3 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, aryl or amino radical, or a heterocyclic radical containing 1 to 3 sulfur, oxygen or nitrogen atoms;V is a direct bond or oxygen;Q is oxygen or sulfur;w is 0 or 1;n is 0, 1, 2, 3 or 4, andp is 0, 1, 2with the proviso that the sum of n+p is at least 1.

Abstract translation: 根据下式提供在纺织材料上产生水平，快速染色的金属络合染料，其中：D是重氮组分的苯，萘或杂环基; Y是氮或-CH; 如果Y是氮，K是偶联组分的基团，如果Y是-CH，则是羟基醛基团：Ka是阳离子; 我是铬或钴; Z 1是-O-或-COO-邻位于N = Y Z2是-O-或-NR邻近N = Y，其中R是氢或取代或未取代的C 1 -C 4烷基或苯基; X是与复合物直接或通过氨基或含氨基的基团键合的纤维反应性基团; R1是直接键或含有1至3个硫，氧或氮原子的取代或未取代的C 1 -C 8 - 烷基，C 1 -C 8 - 烯基或芳基或杂环基; R2是氢或取代或未取代的C1-C8-烷基或芳基; R 3是氢或取代或未取代的C 1 -C 8烷基，芳基或氨基，或含有1至3个硫，氧或氮原子的杂环基; V是直接键或氧; Q是氧或硫; w为0或1; n为0,1,2,3或4，p为0,1,2，条件是n + p的和为至少1。

公开(公告)号：US5003051A

公开(公告)日：1991-03-26

申请号：US398122

申请日：1989-08-23

Applicant: Ulrich Schlesinger ,  Peter Loew ,  Alois Puntener

Inventor： Ulrich Schlesinger ,  Peter Loew ,  Alois Puntener

IPC: C09B29/16 ,  C09B29/30 ,  C09B29/46 ,  C09B41/00 ,  C09B45/06 ,  C09B45/10 ,  C09B45/16 ,  C09B45/20 ,  D06P1/10 ,  D06P3/14 ,  D06P3/24 ,  D06P3/32

CPC classification number: D06P3/32 ,  C09B41/002 ,  D06P3/14 ,  D06P3/24

Abstract: A process for the preparation of azo dyes of the formula ##STR1## in which X is --NH.sub.2 or --OH, A is a benzene or naphthalene radical which can be substituted by nitro, halogen, sulfo, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 -alkoxycarbonylamino, sulfonamido and sulfone groups and B is a benzene radical which is monosubstituted or disubstituted by C.sub.1 -C.sub.6 alkyl, or a naphthalene radical which can be substituted by amino, phenylamino, C.sub.1 -C.sub.6 alkylamino and sulfo, or a 1-phenyl-3-methyl-5-pyrazlone radical which can be substituted by halogen, C.sub.1 -C.sub.6 alkyl and C.sub.1 -C.sub.6 alkoy, these radicals being bound to the azo group in the o-position with respect to the hydroxyl or amino groups, comprises diazotizing in aqueous solution an amine of the formula ##STR2## in the presence of at least one ketone of the formula ##STR3## in which R.sub.1 and R.sub.2, independently of one another, are each C.sub.1 -C.sub.4 alkyl, and coupling the product on to a coupling component of the formula ##STR4## in which A, B and X in formulae (2) and (4) are as defined in formula (1). The present invention makes it possible to prepare the azo dyes mentioned in high yields.

Abstract translation: 制备式（1）的偶氮染料的方法，其中X是-NH 2或-OH，A是苯或萘基，其可以被硝基，卤素，磺基，C 2 -C 6烷酰基氨基，C 1 -C 1-6烷氧基羰基氨基，亚磺酰氨基和砜基，B是被C 1 -C 6烷基单取代或二取代的苯基，或可被氨基，苯基氨基，C 1 -C 6烷基氨基和磺基取代的萘基或1-苯基 - 可被卤素，C1-C6烷基和C1-C6烷基取代的3-甲基-5-吡唑基，这些基团相对于羟基或氨基与邻位的偶氮基结合，包括在水溶液中重氮化 在式（3）的至少一种酮的存在下，其中R 1和R 2彼此独立地为C 1 -C 4烷基，并将该产物偶联到式 与式（2）和（4）中的A，B和X的式（4）的偶联组分， 如式（1）所定义。 本发明使得可以以高产率制备所述的偶氮染料。

公开(公告)号：US4813972A

公开(公告)日：1989-03-21

申请号：US105344

申请日：1987-10-07

Applicant: Hans U. Schutz ,  Ulrich Schlesinger ,  Gerhard Back

Inventor： Hans U. Schutz ,  Ulrich Schlesinger ,  Gerhard Back

IPC: C09B62/44 ,  C09B62/002 ,  C09B62/012 ,  C09B62/04 ,  C09B62/095 ,  C09B62/20 ,  C09B62/255 ,  C09B62/465 ,  C09B62/477 ,  C09B62/503 ,  C09B62/515 ,  D06P1/382 ,  D06P1/384 ,  C09B62/01 ,  D06P1/38 ,  D06P3/10

CPC classification number: C09B62/477 ,  C09B62/012 ,  Y10S8/917 ,  Y10S8/918 ,  Y10S8/924

Abstract: The invention relates to chromium complexes of the formula ##STR1## in which A is the radical of a dicyclically metallizable azo or azomethine dye, B is the radical of a potentially at least bidentate bianionic complexible organic compound which contains no azo or azomethine group, L is a colorless monofunctional ligand, X is a fibre-reactive radical, Ka is a cation, K is 0 or 1, m is 1, 2 or 3, n is 1 or 2, and the X radical and the SO.sub.3.sup..crclbar. Ka group are each bonded to the radicals A and B, to a process for preparing the chromium complexes of the formula (1), and to a combined preparation and dyeing process.

Abstract translation: 本发明涉及式（1）的铬配合物，其中A是双环可金属化的偶氮或偶氮甲碱染料的基团，B是不含偶氮或偶氮甲碱的潜在至少二齿双键络合的有机化合物的基团 基团，L是无色单官能配体，X是纤维反应性基团，Ka是阳离子，K是0或1，m是1,2或3，n是1或2，X基团和SO 3（ - ）Ka基团各自键合到基团A和B，与制备式（1）的铬络合物的方法以及组合的制备和染色方法。

公开(公告)号：US4091025A

公开(公告)日：1978-05-23

申请号：US730403

申请日：1976-10-07

Applicant: Ulrich Schlesinger ,  Visvanathan Ramanathan

Inventor： Ulrich Schlesinger ,  Visvanathan Ramanathan

IPC: C07D213/73 ,  C07D213/61 ,  C07D213/74 ,  C07D213/80 ,  C07D213/85

CPC classification number: C07D213/61

Abstract: A process for the manufacture of 2,4,6-triamino-5-nitro-pyridines of the general formula ##STR1## wherein each of R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 represents a hydrogen atom, a substituted or unsubstituted aryl, aralkyl or cycloalkyl group or an aliphatic group, and R.sub.1 and R.sub.2, R.sub.3 and R.sub.4, and R.sub.5 and R.sub.6 together can form a ring which contains the amino-nitrogen, which process comprises(a) aminating a 2-halogeno-3-cyano-4,6-diaminopyridine, preferably 2-bromo-3-cyano-4,6-diamino-pyridine either to give the triaminopyridine of the formula ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are as defined above, and then treating this product initially with nitrating agents and subsequently saponifying the cyano group until decarboxylation has been effected, or(b) treating it with nitrating agents and aminating the 2-halogen atom, namely the 2-bromine atom, in the resultant 5-nitro product and subsequently saponifying the cyano group until decarboxylation has been effected.The nitropyridines obtained are valuable coupling components for the synthesis of azo dyestuffs.

Abstract translation: 制备通式为（1）的2,4,6-三氨基-5-硝基 - 吡啶的方法，其中R 1，R 2，R 3，R 4，R 5和R 6各自表示氢原子， 取代或未取代的芳基，芳烷基或环烷基或脂族基团，R 1和R 2，R 3和R 4以及R 5和R 6可以一起形成含有氨基 - 氮的环，该方法包括（A）氨基化2-卤代 3-氰基-4,6-二氨基吡啶，优选2-溴-3-氰基-4,6-二氨基吡啶，以产生式（2）的三吡啶并吡啶，其中R1，R2，R3，R4 R5和R6如上所定义，然后用硝化剂最初处理该产物，随后皂化氰基直到脱羧作用，或（B）用硝基化合物处理并分解2-卤代烷基，2 - 在成品5-NITRO产品和随后的鞣制CYANO组一直以来，已经发挥了作用。

公开(公告)号：US4742162A

公开(公告)日：1988-05-03

申请号：US597212

申请日：1984-04-06

Applicant: Ulrich Schlesinger

Inventor： Ulrich Schlesinger

IPC: C09B43/10 ,  C09B56/04 ,  C09B43/00 ,  C09B56/06

CPC classification number: C09B43/10 ,  C09B56/04

Abstract: Condensates of an azo compound of the formula ##STR1## wherein n is 1 or 2, with the stilbene compound of the formula ##STR2## in the molar ratio of 1:1 to 2:1, dye leather in a yellowish-brown shade, which penetrate deeply into the leather, and give fast dyeings.

Abstract translation: 其中n为1或2的式“IMAGE”的偶氮化合物与式（IMAGE）的1,2-二苯乙烯化合物的摩尔比为1:1至2:1的浓缩物，黄棕色阴影的染料皮革， 它深入皮革，并给予快速染色。

公开(公告)号：US4661587A

公开(公告)日：1987-04-28

申请号：US730027

申请日：1985-05-03

Applicant: Ulrich Schlesinger ,  Fabio Beffa

Inventor： Ulrich Schlesinger ,  Fabio Beffa

IPC: C09B45/16 ,  C09B45/24 ,  C09B55/00 ,  D06P1/10 ,  D06P1/13 ,  C09B45/26 ,  C09B45/48 ,  D06P3/32

CPC classification number: D06P1/13 ,  C09B45/24 ,  C09B55/001 ,  D06P1/10

Abstract: Disclosed are chrome complex dyes of the formula ##STR1## and of the formula ##STR2## wherein Z and Z' independently of one another are each nitrogen or --CH--;X and X' independently of one another are each oxygen, or a group of the formula --NR--, in which R is hydrogen or C.sub.1 -C.sub.4 -alkyl, provided X is oxygen when Z is --CH-- and provided X' is oxygen when Z' is --CH--;A and B independently of one another are each a diazo component of a benzene or naphthalene radical which carries the hydroxyl or carboxyl group in the o-position with respect to the azo group;C and D independently of one another are each a benzene or naphthalene radical which carries in the o-position with respect to the azo or azomethine group a hydroxyl or carboxyl group, or the radical of an aliphatic or cycloaliphatic aminocarboxylic acid, if n.sub.2 or n.sub.3 is 1 and Z or Z' is CH;E and F independently of one another are each the radical of a coupling component when Z or Z' is nitrogen, the coupling component containing in the o- and -positions with respect to the azo group the groups X and X', respectively, or the radical of an o- hydroxyaldehyde when Z or Z' is --CH--;n, n.sub.1, n.sub.2 and n.sub.3 independently of one another are each zero or 1;Ka.sup..sym. is a cation; andG is an unsubstituted or substituted benzene or naphthalene radical which contains the OH group in the o-position with respect to the coupling position on the group G; andK is the C.sub.1 -C.sub.4 -alkyl group or a --COOR or the ##STR3## group, in which R is hydrogen or C.sub.1 -C.sub.4 -alkyl.

Abstract translation: 公开了式“IMAGE”和式“IMAGE”的铬复合染料，其中Z和Z'彼此独立地为氮或-CH-; X和X'各自独立地是氧，或者式-NR-基团，其中R是氢或C 1 -C 4 - 烷基，其中当Z是-CH-时X是氧，并且X'是氧 当Z'为-CH-时; A和B彼此独立地是苯或萘基的重氮组分，其在相对于偶氮基的o位上携带羟基或羧基; C和D各自独立地为苯或萘基，其相对于偶氮或偶氮甲碱基的羟基或羧基或脂族或脂环族氨基羧酸的基团携带，如果n 2或n 3 为1，Z或Z'为CH; 当Z或Z'为氮时，E和F彼此独立地为偶联组分的基团，偶联组分分别在相对于偶氮基团的邻位和/或位置分别包含基团X和X'，或 当Z或Z'为-CH-时，羟基醛的基团; n，n1，n2和n3彼此独立地分别为零或1; Ka（+）是阳离子; 并且G是相对于基团G上的偶合位置在O位上含有OH基团的未取代或取代的苯或萘基; 并且K是C1-C4-烷基或-COOR或基团，其中R是氢或C1-C4-烷基。

公开(公告)号：US4652631A

公开(公告)日：1987-03-24

申请号：US717734

申请日：1985-03-28

Applicant: Fabio Beffa ,  Ulrich Schlesinger

Inventor： Fabio Beffa ,  Ulrich Schlesinger

IPC: C09B45/16 ,  C09B45/26 ,  C09B55/00 ,  C09B45/06 ,  D06P1/10

CPC classification number: C09B45/26 ,  C09B55/001

Abstract: 1:2 chromium complex dyes suitable for dyeing nitrogen-containing materials and materials which contain hydroxyl groups, are disclosed which, in the form of the free acid, have the formula ##STR1## wherein each of the symbols independently has the following meanings: Z is nitrogen or a --CH,A is a benzene or naphthalene radical which carries the hydroxyl or carboxy ortho to the azo or azomethine group, or, if n is 1 and Z is a --CH, is the radical of an aliphatic, cycloaliphatic or aromatic aminocarboxylic acid,B and D are each independently of the other the radical of a coupling component which couples in the alpha- or o-position relative to X if Z is nitrogen, or the radical of an o-hydroxyaldehyde if Z is --CH,X is oxygen or --NR, wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl, with the proviso that X must be oxygen if Z is --CH,Y is a bridge member of the formula --SO.sub.2 or --SO.sub.2 --NR--SO.sub.2 --, wherein R is hydrogen or C.sub.1 -C.sub.4 alkyl,n is 0 or 1, andp is an integer from 0 to 6.

Abstract translation: 公开了适用于含氮材料和含有羟基的材料的1：2铬络合物染料，其以游离酸的形式具有式“IMAGE”，其中每个符号独立地具有以下含义：Z 是氮或-CH，A是携带偶氮或偶氮甲碱基的羟基或羧基的苯或萘基，或者如果n是1且Z是-CH，则是脂族，脂环族或 芳族氨基羧酸，B和D各自独立地为偶联组分的基团，如果Z为氮，则在α-或O-位相对于X，或如果Z为-CH，则为邻羟基醛的基团 ，X是氧或-NR，其中R是氢或C 1 -C 4烷基，条件是如果Z是-CH，则X必须是氧，Y是式-SO 2或-SO 2 -NR 2 SO 2的桥成员， 其中R是氢或C1-C4烷基，n是0或1，p是0-6的整数。

公开(公告)号：US5270455A

公开(公告)日：1993-12-14

申请号：US920022

申请日：1992-07-27

Applicant: Ulrich Schlesinger

Inventor： Ulrich Schlesinger

IPC: C09B45/24 ,  C09B33/18 ,  C09B33/00 ,  C09B35/40 ,  D06P1/10

CPC classification number: C09B45/24

Abstract: A metal complex suitable as dyes for the dyeing of a wide range of textile and non-textile materials, particularly leather and fur, said metal complex of a compound of the formula ##STR1## in which D and D.sub.1, independently of one another, are each the radical of a diazo component of the benzene or naphthalene series and M is a phenylene radical which may be further substituted.

Abstract translation: 适用于各种纺织和非纺织材料，特别是皮革和毛皮染色的染料的金属络合物表示式（1）化合物的金属络合物，其中D和D1独立地为一 另一个是苯或萘系的重氮组分的基团，M是可以被进一步取代的亚苯基。