公开(公告)号：US5349057A

公开(公告)日：1994-09-20

申请号：US772375

申请日：1992-01-10

Applicant: Holger M. Buch ,  Hartmut Springer

Inventor： Holger M. Buch ,  Hartmut Springer

IPC: C09B62/51 ,  C09B62/44 ,  C09B62/513 ,  C09B62/515 ,  D06P3/10 ,  D06P3/66 ,  C09B62/08 ,  D06P1/38

CPC classification number: C09B62/4411

Abstract: Water-soluble azo dyes and their heavy metal complex derivatives, such as copper, cobalt and chromium complex azo dyes are described, which have the general formula (1) shown below, have fiber-reactive properties and dye natural and synthetic hydroxyl- and/or carboxamido-containing materials, in particular fiber materials, such as wool and in particular cellulose fiber materials, by the dyeing and printing processes customary for fiber-reactive dyes, in hues which have high color strength and good fastness properties. ##STR1##

Abstract translation: PCT No.PCT / EP90 / 00716 Sec。 371日期1992年1月10日 102（e）日期1992年1月10日PCT提交1990年5月4日PCT公布。 WO90 / 13603 PCT出版物 日本1990年11月15日。描述了水溶性偶氮染料及其重金属络合物衍生物，例如铜，钴和铬络合偶氮染料，其具有如下通式（1），具有纤维反应性和染料 天然和合成的含羟基和/或甲酰氨基的材料，特别是纤维材料，如羊毛，特别是纤维素纤维材料，通常用于纤维活性染料的染色和印花工艺，色度高，色泽好 坚牢性。 （1）

公开(公告)号：US5166338A

公开(公告)日：1992-11-24

申请号：US654873

申请日：1991-02-13

Applicant: Holger M. Buch ,  Josef Geisenberger ,  Hartmut Springer

Inventor： Holger M. Buch ,  Josef Geisenberger ,  Hartmut Springer

IPC: C09B62/503

CPC classification number: C09B62/503

Abstract: Anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone and perylenetetracarbimide dyes which contain one or two groups of the general formula ##STR1## where Y is vinyl or an ethyl group which contains in a .beta.-position a substituent which is eliminable by means of alkali to form a vinyl group, and W is a direct bond or a group of the general formula ##STR2## where M is a hydrogen atom or an alkali metal and n is zero, 1 or 2. The dyes have very good fiber-reactive properties and are advantageously suitable for dyeing carboxamino- and/or hydroxy-containing material, for example wool, in particular cellulose fiber materials; on these materials they produce strong fast shades in a high degree of fixation.

Abstract translation: 蒽醌，酞菁，甲an，偶氮甲碱，二恶嗪，吩嗪，三苯甲烷，呫吨，噻吨酮，硝基芳基，萘醌，芘醌和苝醌四酰亚胺染料，其含有一个或两个通式为“IMAGE”的基团，其中Y是乙烯基或含有 β位，可通过碱可以除去形成乙烯基的取代基，W是直接键或通式为“IMAGE”的基团，其中M是氢原子或碱金属，n是0， 染料具有非常好的纤维反应性，并且有利地适用于染色含羧基氨基和/或羟基的材料，例如羊毛，特别是纤维素纤维材料; 在这些材料上，它们在高度的固定下产生强烈的快速色调。

公开(公告)号：US5227475A

公开(公告)日：1993-07-13

申请号：US776305

申请日：1992-01-10

Applicant: Holger M. Buch ,  Reinhard Hahnle ,  Hartmut Springer

Inventor： Holger M. Buch ,  Reinhard Hahnle ,  Hartmut Springer

IPC: C09B62/503 ,  C09B62/44 ,  D06P1/384 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/4403 ,  C09B62/503 ,  Y10S8/918 ,  Y10S8/921

Abstract: Water-soluble dyestuffs which correspond to the formula (1) given below, have fiber-reactive properties and dye synthetic and natural materials, in particular fiber materials, containing hydroxyl and/or carboxamide groups, such as wool and in particular cellulose fiber materials, in deep shades ##STR1## in which: F is the radical of a dyestuff, such as of an azo dyestuff, heavy metal complex azo dyestuff, anthraquinone dyestuff or phthalocyanine dyestuff,R.sup.x is hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;n is the number 1 or 2; andQ is a group of the formula ##STR2## in whichR.sup.z is hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, carboxyl, sulfamoyl, sulfo, sulfato or by optionally substituted phenyl, or is cyclohexyl or optionally substituted phenyl, W is optionally substituted arylene or a combined radical of alkylene and arylene, in which the alkylene radicals and arylene radicals can be substituted and the alkylene radicals and alkylene-arylene radicals can likewise be interrupted by hetero groups; the group --SO.sub.2 --Y is a fiber-reactive group from the vinylsulfone series, z is the number 1 or 2, A is the number zero or 1, B is the number 1 or 2, the sum of (A+B) being 2, X, together with the N atom and 1 or 2 lower alkylene groups and if appropriate 1 or 2 hetero groups, forms the radical of a heterocyclic ring and alk is a lower alkylene,are described.

Abstract translation: PCT No.PCT / EP90 / 00715 Sec。 371日期1992年1月10日 102（e）日期1992年1月10日PCT提交1990年5月4日PCT公布。 出版物WO90 / 13604 1990年11月15日。对应于下面给出的式（1）的水溶性染料具有纤维反应性质和染料合成和天然材料，特别是含有羟基和/或羧酰胺基团的纤维材料，例如羊毛 特别是纤维素纤维材料，其中：F是染料的基团，例如偶氮染料，重金属络合物偶氮染料，蒽醌染料或酞菁染料，Rx是氢或 羟基，氰基，低级烷氧基，低级烷氧基羰基，羧基，氨磺酰基，磺基或硫酸根取代的低级烷基; n是数字1或2; 其中Rz是氢或低级烷基，其可以被卤素，羟基，氰基，低级烷氧基，羧基，氨磺酰基，磺基， 硫酸根或任选取代的苯基，或是环己基或任选取代的苯基，W是任选取代的亚芳基或亚烷基和亚芳基的组合基团，其中亚烷基和亚芳基可以被取代，并且亚烷基和亚烷基 - 亚芳基可以 同样被杂基中断; 基团-SO 2 -Y是来自乙烯基砜系列的纤维反应性基团，z是数字1或2，A是数字0或1，B是数字1或2，（A + B）的和 2，X与N原子和1或2个低级亚烷基，如果合适的话，1或2个杂原子形成杂环基，而alk是低级亚烷基。

公开(公告)号：US5112970A

公开(公告)日：1992-05-12

申请号：US397526

申请日：1989-08-23

Applicant: Holger M. Buch ,  Hartmut Springer

Inventor： Holger M. Buch ,  Hartmut Springer

IPC: C07D498/04 ,  C07D519/00 ,  C09B19/02 ,  C09B62/503 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/5033

Abstract: Water-soluble triphendioxazine compounds of the formula (1) with quaternary ammonium groups ##STR1## in which the substituents are defined in claim 1. The compounds (1) have fiber-reactive dyestuff properties and dye, for example, cellulose fiber materials, wool and synthetic polyamide in deep, fast shades.

Abstract translation: 具有季铵基团的式（1）的水溶性三苯并二恶嗪化合物其中取代基如权利要求1所定义。化合物（1）具有纤维反应性染料性质和染料，例如 ，纤维素纤维材料，羊毛和合成聚酰胺深深，色泽浅。

公开(公告)号：US4873320A

公开(公告)日：1989-10-10

申请号：US133009

申请日：1987-12-15

Applicant: Hartmut Springer ,  Manfred Kuhn ,  Holger M. Buch

Inventor： Hartmut Springer ,  Manfred Kuhn ,  Holger M. Buch

IPC: C09B62/503 ,  C07D251/50 ,  C09B62/44 ,  C09B62/507 ,  C09B62/51 ,  D06P1/38

CPC classification number: C09B62/4411

Abstract: Water-soluble dyes which contain one or two fiber-reactive groups of the formula ##STR1## in which each R is a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, it being possible for both R to have a meaning which is identical to or different from one another, Y is the vinyl group or a group of the general formula --CH.sub.2 --CH.sub.2 --X in which X represents a substituent which can be eliminated as an anion, and m represents the number 2 or 3. These novel dyes can be used to dye hydroxy and/or carboxamide group-containing materials in particular fiber-materials, such as, in particular, cellulose fiber materials, in fast shades.

Abstract translation: 含有一个或两个式（IMAGE）的纤维反应性基团的水溶性染料，其中每个R是氢原子或具有1至4个碳原子的烷基，两个R可能具有的意义是 Y是乙烯基或通式-CH 2 -CH 2 -X的基团，其中X表示作为阴离子可被除去的取代基，m表示2或3.这些 新颖的染料可以用于以特别的纤维材料，特别是纤维素纤维材料，以快速色调染料含羟基和/或含羧酰胺基的材料。

公开(公告)号：US5290922A

公开(公告)日：1994-03-01

申请号：US958368

申请日：1992-12-30

Applicant: Hartmut Springer ,  Rolf Gleibner

Inventor： Hartmut Springer ,  Rolf Gleibner

IPC: C09B62/44 ,  C09B62/513 ,  D06P1/384

CPC classification number: C09B62/513 ,  C09B62/4411

Abstract: Disazo compounds which possess fiber-reactive groups and have useful dye properties and are capable of dyeing hydroxyl- and/or carboxamido-containing materials, in particular fiber materials, such as cellulose fibers and natural and synthetic polyamide, such as wool, in strong, fast shades. They conform to the formula ##STR1## wherein the substituents are as defined in the specification.

Abstract translation: PCT No.PCT / EP91 / 01208 Sec。 一九九二年十二月三十日 102（e）1992年12月30日PCT PCT 1991年6月27日PCT公布。 第WO92 / 01021号公报 日期：1992年1月23日。具有纤维反应性基团并具有有用染料性能并且能够染色含羟基和/或羧酰氨基的材料，特别是纤维材料如纤维素纤维和天然和合成聚酰胺的双偶氮化合物， 如羊毛，强力，快速的色调。 它们符合式（*化学结构*），其中取代基如说明书中所定义。

公开(公告)号：US4851527A

公开(公告)日：1989-07-25

申请号：US901285

申请日：1986-08-27

Applicant: Hartmut Springer ,  Gunther Schwaiger ,  Walter Helmling

Inventor： Hartmut Springer ,  Gunther Schwaiger ,  Walter Helmling

IPC: C07D265/38 ,  C09B62/503 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/5033

Abstract: Water-soluble triphendioxazine compounds of the formula ##STR1## having at least one sulfato or sulfo group, in which R is a hydrogen atom, a water-solubilizing group, an alkyl group having 1 to 6 carbon atoms which is substituted by an acidic group, or an optionally substituted sulfonamide group,B is an oxygen or sulfur atom or a group of the formula --NH--or --N(R')--, where R' equals optionally substituted alkyl, cycloalkyl which is optionally substituted by certain substituents, or optionally substituted phenyl, or naphthyl which is optionally substituted by sulfo and/or a --SO.sub.2 --Y' group,B.sup.1 has one of the meanings stated for B and is identical to B or different from B,W is a bivalent aliphatic, araliphatic or aromatic radical which may be interrupted by 1 or 2 hetero groups from the series comprising groups of the formulae --O--, --NH--and --N(R')--, where R' has the above meaning,W.sup.1 has one of the meanings stated for W and is identical to W or different from W,T is a hydrogen atom or sulfo, sulfato, phosphato or carboxy,T.sup.1 has one of the meanings stated for T and is identical to T or different from T and T.sup.1 is necessarily a water-solubilizing group when R denotes hydrogen,R.sup.3 R.sup.4, identical or different, are each hydrogen, alkyl, alkoxy, halogen, carboxy or sulfo,X.sup.1 is hydrogen, halogen, cycloalkyl, arylkyloxy, alkoxy, aryloxy, alkyl, aryl, aralkyl, cyano, carboxyl, carbalkoxy, N-alkyl-substituted carbamoyl or N-aryl-substituted carbamoyl, alkanoylamino or optionally substituted aroylamino,X.sup.2 has one of the meanings stated for X.sup.1 and is identical to X.sup.1 or different from X.sup.1,Y is vinyl or ethyl which is substituted in the .beta. position by a substituent which can be eliminated by means of an alkali,Y' has one of the meanings stated for Y and is identical to Y or different from Y.These new compounds have fiber-reactive dyestuff properties and are particularly suitable for dyeing cellulose fiber materials so that they are fast.

公开(公告)号：US4845202A

公开(公告)日：1989-07-04

申请号：US113528

申请日：1987-10-23

Applicant: Ludwig Schlafer ,  Hartmut Springer ,  Reinhard Hahnle

Inventor： Ludwig Schlafer ,  Hartmut Springer ,  Reinhard Hahnle

IPC: C09B62/09 ,  C09B62/44 ,  C09B62/513 ,  D06P1/38 ,  D06P3/872

CPC classification number: C09B62/4415

Abstract: Water-soluble disazo compounds having useful fiber-reactive dye properties, which conform to the general formula (1) defined hereinafter and dye carboxamido- and/or hydroxy-containing materials in fast shades. Fast dyeings on cellulose fiber materials can also be obtained in a weakly acid to neutral pH range, for example together with disperse dyes for dyeing a polyester fiber portion. ##STR1## in which: A is phenylene which may be substituted by methyl, ethyl, methoxy, chlorine or sulfo, or is a radical of the formula ##STR2## in which G is a direct bond or a group of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R.sup.1 and R.sup.2 are each independently of the other hydrogen, sulfo, methyl, ethyl, methoxy or ethoxy;D is phenylene which may be substituted by methyl, ethyl, methoxy, ethoxy, sulfo, carboxy, chlorine or bromine, or is naphthalene which may be substituted by sulfo or is a group of the formula ##STR3## and K, as a radical of a coupling component, is a radical of the formula ##STR4## in which M is hydrogen or an alkali metal and R.sup.o is hydrogen or sulfo and the free azo-bond in the amino-naphthol radical is ortho to the hydroxy group, R* is hydrogen, methyl or ethyl and the benzene nucleus a can be substituted by methyl, ethyl, methoxy, ethoxy lower alkanoylamino, benzoylamino, ureido or chlorine;X is vinyl, .beta.-sulfatoethyl or .beta.-chloroethyl;R is carboxy or carbamoyl.

Abstract translation: 具有适用于纤维反应性染料性质的水溶性双偶氮化合物，其符合下文定义的通式（1），并以快速色调染料甲酰胺基和/或羟基的材料。 纤维素纤维材料上的快速染色也可以在弱酸性至中性pH范围内获得，例如与用于染色聚酯纤维部分的分散染料一起获得。 （1）其中：A是可以被甲基，乙基，甲氧基，氯或磺基取代的亚苯基，或者是其中G是直接键的式“IMAGE”的基团或式 -CH = CH-或-NH-CO-NH-，R 1和R 2各自独立地为氢，磺基，甲基，乙基，甲氧基或乙氧基; D是可以被甲基，乙基，甲氧基，乙氧基，磺基，羧基，氯或溴取代的亚苯基，或者是可以被磺基取代的萘或者是作为式 偶联组分是式（I）的基团，其中M是氢或碱金属，而R o是氢或磺基，氨基萘酚基中的游离的偶氮键是羟基的邻位，R *是 氢，甲基或乙基，苯核a可被甲基，乙基，甲氧基，乙氧基低级烷酰氨基，苯甲酰氨基，脲基或氯取代; X是乙烯基，β-磺基乙基或β-氯乙基; R是羧基或氨基甲酰基。

公开(公告)号：US4785099A

公开(公告)日：1988-11-15

申请号：US943643

申请日：1986-12-17

Applicant: Hartmut Springer ,  Gunther Schwaiger ,  Walter Helmling

Inventor： Hartmut Springer ,  Gunther Schwaiger ,  Walter Helmling

IPC: C09B62/04 ,  C09B62/44 ,  C09B62/443 ,  C09B62/503 ,  D06P1/38 ,  D06P3/66 ,  C07D265/38 ,  C09B19/02

CPC classification number: C09B62/046 ,  C09B62/4405 ,  C09B62/443

Abstract: Water-soluble triphendioxazine compounds having fiber-reactive dye properties and the general formula (1) ##STR1## in which the meanings are: T is a substituted or unsubstituted alkyl of 1 to 6 carbon atoms, except an ethyl which is substituted in the .beta.-position by an alkalinically eliminatable substituent, which alkyl can be interrupted by --O--, --S--, --NH-- and --N(R')-- where R' is equal to substituted or unsubstituted alkyl of 1 to 6 carbon atoms, or is substituted or unsubstituted aryl,B is --O--, --S--, --NH-- or --N(R")-- where R" is equal to substituted or unsubstituted alkyl,W is a bridge member orW and B together form a direct bond,R is hydrogen or a substituent,R* is hydrogen or a substituent or R* and W, if W contains an amino group, or a portion of W form together with the nitrogen atoms the radical of a heterocycle,A is a non-heterocyclic fiber-reactive group or a 2-halogeno-s-triazin-6-yl radical which is substituted in the 4-position by halogen or a substituted or unsubstituted amino group which can also contain a fiber-reactive group, or by a heterocyclic radical or by a further such halogenotriazinyl radical bonded via an amino radical as bridge member,X.sup.1 and X.sup.2 are each hydrogen, halogen, cycloalkyl, aralkoxy, alkoxy, aryloxy, alkyl, aryl, aralkyl, cyano, carboxy, carbalkoxy, arylamino, carbamoyl and alkylmono- or -disubstituted carbamoyl or arylcarbamoyl, alkanoylamino or aroylamino, which aryl radicals can in each case be substituted;of the sulfo and sulfate groups the molecule mandatorily contains at least one of these groups,furthermore precursors of the formulae ##STR2## with B* equal to --NH-- or --N(R")-- and R, R*, W and T of the abovementioned meanings.The triphendioxazine compounds serve for dyeing chiefly wool and synthetic polyamide fibers and in particular cellulose fibers by means of application and fixing methods which are customary for fiber-reactive dyes.

公开(公告)号：US4757136A

公开(公告)日：1988-07-12

申请号：US913534

申请日：1986-09-30

Applicant: Hartmut Springer ,  Michael Kunze ,  Marcos Segal ,  Werner H. Russ

Inventor： Hartmut Springer ,  Michael Kunze ,  Marcos Segal ,  Werner H. Russ

IPC: C07D251/52 ,  C07D251/70 ,  C09B62/51 ,  D06P1/384 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/51

Abstract: Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.2 denotes hydrogen, alkyl, alkoxy, sulfo, carboxy, substituted or unsubstituted aryl, hydroxy, nitro or halogen;R denotes hydrogen or substituted or unsubstituted alkyl;A denotes hydroxy, substituted or unsubstituted alkoxy or aryloxy, thio, substituted or unsubstituted alkylthioether or arylthioether or an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series;B hydroxy, optionally substituted alkoxy or aryloxy, thio, optionally substituted alkylthioether or arylthioether or an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series;M denotes hydrogen, alkali or alkaline earth;m denotes the number 1 or 2;n denotes the number 0 or 1;p denotes the number 0, 1 or 2;y denotes .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl;the group --SO.sub.2 --Y is bonded to A or D or to both; or in which:A is chlorine or bromine,B is an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series,m denotes the number 1 and the group --SO.sub.2 Y is bonded to D andD, R.sup.1, R.sup.2, R, M, n, p and Y have the above meanings.The new azo compounds dye fiber materials, such as wool and in particular cellulose, in strong and fast shades.

Abstract translation: 具有符合式（1）＆lt; IMAGE＆gt;的式（1）的具有纤维反应性染料性质的水溶性偶氮化合物，其中D表示苯或萘环; R1表示氢，烷基，烷氧基，磺基或羧基; R 2表示氢，烷基，烷氧基，磺基，羧基，取代或未取代的芳基，羟基，硝基或卤素; R表示氢或取代或未取代的烷基; A表示羟基，取代或未取代的烷氧基或芳氧基，硫代，取代或未取代的烷基硫醚或芳基硫醚或任选具有脂族和芳族和酰基酰胺系列取代基的单取代或二取代的氨基; B羟基，任选取代的烷氧基或芳氧基，硫代，任选取代的烷基硫醚或芳硫醚或具有脂族和芳族和酰基酰胺系列取代基的任选单取代或二取代的氨基; M表示氢，碱或碱土; m表示数字1或2; n表示数字0或1; p表示数字0,1或2; y表示β-硫代硫代乙基，β-磷酰乙基，β-氯乙基，乙烯基或β-磺基乙基; 基团-SO 2 -Y键合到A或D或两者; 或其中：A为氯或溴，B为任选具有脂族和芳族和酰基酰胺系列取代基的单取代或二取代的氨基，m表示数1，基团-SO 2 Y与D键合，D， R2，R，M，n，p和Y具有上述含义。 新的偶氮化合物染料纤维材料，如羊毛，特别是纤维素，具有强烈和快速的色调。