公开(公告)号：US5268458A

公开(公告)日：1993-12-07

申请号：US862584

申请日：1992-06-25

Applicant: Hartmut Springer ,  Kurt Hussong

Inventor： Hartmut Springer ,  Kurt Hussong

IPC: C09B62/085 ,  C09B62/08 ,  C09B62/09 ,  C09B62/24 ,  C09B62/245 ,  C09B62/25 ,  D06P3/10 ,  D06P3/66 ,  C09B62/026 ,  D06P1/382

CPC classification number: C09B62/24 ,  C09B62/08

Abstract: Azo compounds containing, as the diazo constituent, 1-sulpho-6-carboxy-2-aminonaphthalene and, as the coupling constituent, substances which contain a residue of the pyrimidine or triazine series which reacts with fibers. The azo compounds possess dye properties and, when used in the usual application fixing process for fiber-reactive dyes, color materials containing carbonamide and/or hydroxyl groups, in particular fibrous material such as wool, synthetic nylon and, in particular, cellulose fiber materials in intense, permanent shades.

Abstract translation: PCT No.PCT / EP90 / 02200 Sec。 371日期：1992年6月25日 102（e）日期1992年6月25日PCT 1990年12月17日PCT PCT。 出版物WO91 / 09913 日期：1991年7月11日。含有作为重氮成分的1-磺基-6-羧基-2-氨基萘的偶氮化合物和作为偶联成分的含有与纤维反应的嘧啶或三嗪系列的残基的物质。 偶氮化合物具有染料性质，并且当用于纤维活性染料的常规应用固色方法中，含有碳酰胺和/或羟基的着色材料，特别是纤维材料如羊毛，合成尼龙，特别是纤维素纤维材料 在强烈，永久的阴影。

公开(公告)号：US5310886A

公开(公告)日：1994-05-10

申请号：US867184

申请日：1992-06-25

Applicant: Hartmut Springer ,  Kurt Hussong

Inventor： Hartmut Springer ,  Kurt Hussong

IPC: C09B62/51 ,  C09B62/44 ,  C09B62/507 ,  C09B62/513 ,  D06P3/24 ,  D06P3/66 ,  D06P1/38

CPC classification number: C09B62/4411 ,  C09B62/507

Abstract: There are disclosed azo compounds conforming to formula (1) shown and defined hereinafter, and the preparation thereof. They have fiber-reactive properties and are used for preparing strong and fast dyeings on hydroxy- and/or carboxamido-containing material, preferably fiber material, such as synthetic polyamide, wool and in particular cellulose fibers. ##STR1## where: M is hydrogen or a salt-forming metal,K.sup.o is a radical of the formula (2A) or (2B) ##STR2## where Z is a radical of the formula (3) ##STR3## where R.sup.o is hydrogen or lower alkyl which may be substituted by certain substituents, G is halogen, methoxy, hydroxy or substituted or unsubstituted anilino, Z.sup.1 is a radical of the formula (3a) or (3b) ##STR4##--alk--SO.sub.2 --Yand wherein A, B, R*, R", Y, a, k, D, E and K are as defined in the specification.

Abstract translation: PCT No.PCT / EP90 / 02201 Sec。 371日期：1992年6月25日 102（e）日期1992年6月25日PCT 1990年12月17日PCT PCT。 出版物WO91 / 09914 日期为1991年7月11日。公开了符合下文所示和定义的式（1）的偶氮化合物及其制备方法。 它们具有纤维反应性，用于在含羟基和/或羧酰氨基的材料，优选纤维材料，如合成聚酰胺，羊毛，特别是纤维素纤维上制备强而快的染色。 （1）其中：M是氢或成盐金属，Ko是式（2A）或（2B）的基团，其中Z是基团， 式（3）其中Ro为氢或可被一些取代基取代的低级烷基，G为卤素，甲氧基，羟基或取代或未取代的苯胺基，Z1为式（3a）或 （3b）图3a（3a）-alk-SO2-Y，其中A，B，R *，R“，Y，a，k，D，E和K如说明书中所定义。

公开(公告)号：US5047515A

公开(公告)日：1991-09-10

申请号：US526173

申请日：1990-05-21

Applicant: Hartmut Springer ,  Kurt Hussong

Inventor： Hartmut Springer ,  Kurt Hussong

IPC: D06P3/10 ,  C09B62/44 ,  C09B62/51 ,  D06P3/58

CPC classification number: C09B62/4413

Abstract: Monoazo compounds which conform to the general formula (1) given below and are used as fiber-reactive dyes for dyeing carboxamido-containing and/or hydroxy-containing materials, for example wool, synthetic polyamide fibers and in particular cellulose fibers, in fast, predominantly yellowish red, red and orange shades. ##STR1## where M is a hydrogen atom or an alkali meal or a divalent metal,D is an unsubstituted or carboxy- and/or sulfosubstituted phenylene or naphthylene radical,the group X-N(R)- is a fiber-reactive group in which R is hydrogen or substituted or unsubstituted alkyl and X denotes a group of the formula (2) ##STR2## where Y is halogen, R* is hydrogen or substituted or unsubstituted alkyl, A is a direct bond or an ethyleneamino- or sulfo- or carboxy- substituted phenylamino or a lower alkylene group and W denotes a phenyl or naphthyl radical which in either case is substitutred by a fiber-reactive group of the vinyl sulfone series and which in the case of naphthyl can be substituted by 1 or 2 sulfo groups and in the case of phenyl in addition by substituents selected inter alia from the group consisting of alkyl, alkoxy, chlorine, sulfo, carboxy, nitro and alkylamino.

Abstract translation: 符合下面通式（1）的单偶氮化合物，用作用于染色含羧酰氨基和/或羟基的材料的纤维活性染料，例如羊毛，合成聚酰胺纤维，特别是纤维素纤维， 主要是黄色的红色，红色和橙色的色调。 （1）其中M是氢原子或碱金属或二价金属，D是未取代的或羧基和/或磺基取代的亚苯基或亚萘基，基团XN（R） - 是纤维反应性基团 其中R是氢或取代或未取代的烷基，X表示式（2）的基团其中Y是卤素，R *是氢或取代或未取代的烷基，A是直接键或亚乙基氨基 - 或磺基 - 或羧基取代的苯基氨基或低级亚烷基，W表示苯基或萘基，其在任一情况下都被乙烯基砜系列的纤维反应性基团取代，并且在萘基的情况下可以被 1或2个磺基，并且在苯基的情况下，另外还有选自烷基，烷氧基，氯，磺基，羧基，硝基和烷基氨基的取代基。

公开(公告)号：US5128455A

公开(公告)日：1992-07-07

申请号：US454373

申请日：1989-12-21

Applicant: Hartmut Springer ,  Patrick Scheidhauer ,  Karl-Michael Reichert ,  Guther Schwaiger ,  Kurt Hussong

Inventor： Hartmut Springer ,  Patrick Scheidhauer ,  Karl-Michael Reichert ,  Guther Schwaiger ,  Kurt Hussong

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

CPC classification number: C09B62/4403 ,  C09B62/503

Abstract: Water-soluble fiber-reactive dyes which contain one or more groups of the general formula (1) ##STR1## where R.sup..alpha. and R.sup..beta. are each hydrogen or lower alkyl,R is hydrogen or sulfoY is vinyl or ethyl which is substituted in the .beta.-position by a substituent which is eliminatable under alkaline conditions,W is hydroxy, N-morpholino, N-piperidinyl, N-pyrrolidinyl or a group of the general formula (2) ##STR2## where G is hydrogen or alkyl of 1 to 6 carbon atoms andQ is a group of the general formula (2a), (2b), (2c) or (2d) ##STR3##--(CH.sub.2).sub.t --R.sup.a (2b)--(CH.sub.2).sub.t --O--(CH.sub.2).sub.w --R.sup.a (2c)--(CH.sub.2).sub.t --R.sup.2 (2d)whereR.sup.a is a group of the general formula --SO.sub.2 --Y, where Y is as defined above, or sulfo,R.sup.b is hydrogen, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, carboxy or chlorine,R.sup.c is hydrogen, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,t is from 1 to 6 andw is from 1 to 6, orW is a radical of the general formula (2e)--A--(CH.sub.2).sub.r --R.sup.a (2e)whereR.sup.a is as defined above,r is zero, 1 or 2, andA is a radical of the general formula ##STR4##

Abstract translation: 含有一个或多个通式（1）的基团的水溶性纤维反应性染料其中Rα和Rβ各自为氢或低级烷基，R为氢或磺基Y为乙烯基或乙基， 通过在碱性条件下可消除的取代基在β-位置取代，W是羟基，N-吗啉代，N-哌啶基，N-吡咯烷基或通式（2）的基团其中G （2a），（2b），（2c）或（2d）（2a） - （CH2）t-Ra（2b）的基团， - （CH2）tO-（CH2）w-Ra（2c） - （CH2）t-R2（2d）其中Ra是通式-SO2-Y的基团，其中Y定义如上，或磺基，Rb 是氢，1至4个碳原子的烷氧基，磺基，羟基，羧基或氯，Rc是氢，1至4个碳原子的烷基或1至4个碳原子的烷氧基，t是1至6，w是1 至6，或W为通式（2e）-A-（CH2）r-Ra（2e）的基团，其中Ra如上定义，r 是0，1或2，A是通式为“IMAGE”的基团

公开(公告)号：US5093483A

公开(公告)日：1992-03-03

申请号：US528024

申请日：1990-06-26

Applicant: Hartmut Springer ,  Kurt Hussong

Inventor： Hartmut Springer ,  Kurt Hussong

IPC: D06P1/384 ,  C09B62/51

CPC classification number: C09B62/51

Abstract: Water-soluble monoazo compounds having fiber-reactive dyestuff properties which correspond to the general formula ##STR1## in which M is a hydrogen atom or an alkali metal,D is a group of the general formula (2a), (2b) or (2c) ##STR2## in which R.sup.1 denotes hydrogen, cyano, lower alkyl which is optionally substituted by sulfo, carboxy or sulfato, hydroxy, alkoxy which is optionally subhstituted by sulfo, carboxy, or sulfato, sulfo, carboxy, halogen or denotes a group of the formula (3) ##STR3## in which alk is an alkylene having 2 to 4 carbon atoms,R is sulfo, carboxy, sulfato or phosphato andR.sup.1 is hydrogen, methyl or ethyl,R.sup.2 denotes hydrogen, lower alkoxy, lower alkyl or sulfo,Y is the vinyl group or stands for an ethyl group which contains a subhstituent in the .beta.-position which can be eliminated by alkali,k is the number 1 or 2 andn denotes the number zero or 1.

Abstract translation: 具有纤维反应性染料性质的水溶性单偶氮化合物对应于通式（1）其中M为氢原子或碱金属，D为通式（2a），（2b）的基团， （2c）其中R1表示氢，氰基，任选被磺基，羧基或硫酸根取代的低级烷基，（羟基），任选被取代的烷氧基（2c） 磺基，磺基，羧基，卤素或表示式（3）的基团，其中alk是具有2至4个碳原子的亚烷基，R是磺基，羧基，硫酸酯基或 磷酸酯和R 1是氢，甲基或乙基，R 2表示氢，低级烷氧基，低级烷基或磺基，Y是乙烯基，或代表在β-位上含有取代基的乙基，可以被碱，k 是数字1或2，n表示数字0或1。

公开(公告)号：US5043435A

公开(公告)日：1991-08-27

申请号：US484517

申请日：1990-02-23

Applicant: Hartmut Springer ,  Kurt Hussong

Inventor： Hartmut Springer ,  Kurt Hussong

IPC: C09B62/51

CPC classification number: C09B62/51

Abstract: Diazonium compounds are disclosed which correspond to the formula ##STR1## in which Y' is vinyl, .beta.-hydroxyethyl of an ethyl group having a substituent in the .beta.-position which is eliminated by means of alkali, R is hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, carboxy or halogen, n is the number 0, 1 or 2, M is hydrogen or an alkali metal, and An is an anion, and wherein the diazonium group is bound in the meta- or para-position to the nitrogen of the benzotriazole radical.Also disclosed is a process for the preparation of the diazonium compounds. The compounds are useful as diazo components for the preparation of azo compounds by a coupling reaction.

公开(公告)号：US4946947A

公开(公告)日：1990-08-07

申请号：US361225

申请日：1989-06-05

Applicant: Hartmut Springer ,  Kurt Hussong

Inventor： Hartmut Springer ,  Kurt Hussong

IPC: C09B62/51

CPC classification number: C09B62/51

Abstract: Water-soluble azo compounds of the general formula D-N=N-K in which D is a radical of the general formula ##STR1## in which Y denotes the vinyl group or is an ethyl group which is substituted in the .beta.-position by a substituent which can be eliminated by means of alkali, R stands for hydrogen, hydroxy, lower alkyl, lower alkoxy, carboxy or halogen, n is the number zero or 1, M is hydrogen or a salt-forming metal atom, and the free bond from the benzene ring to the azo groups is in the meta- or para-position to the nitrogen atom of the benzotriazole radical, and in which K is a radical of a water-soluble coupling component, such as, for example, from the series comprising the aminobenzenes, phenols, naphthols, aminonaphthols, acylaminonaphthols, pyrazolones, aminopyrazoles, acetoacetylarylides and hydroxypyridones.The water-soluble azo compounds have fiber-reactive dye properties and dye carboxamide and/or hydroxyl group-containing materials, such as, for example, wool, synthetic nylon fibers and, in particular, cellulose fibers, in fast shades. ##STR2## in which R, M and n have one of the meanings mentioned in claims 14 and the two primary amino groups are bound in the meta- or para-position to one another on the benzene ring, reducing the nitro group in the resultant compound, and reacting in said resultant compound the both primary amino groups with a diazotizing agent to give the diazonium compound, and, if desired, converting the .beta.-hydroxyethyl group standing for the moiety Y', into another Y' group.

Abstract translation: 通式为DN = NK的水溶性偶氮化合物，其中D是通式为“IMAGE”的基团，其中Y表示乙烯基或在β-位上被取代基取代的乙基，该取代基可以 通过碱被除去，R代表氢，羟基，低级烷基，低级烷氧基，羧基或卤素，n是数字0或1，M是氢或成盐金属原子，与苯的游离键 环到偶氮基位于苯并三唑基的氮原子的间位或对位，其中K是水溶性偶合组分的基团，例如由包含氨基苯的系列 苯酚，萘酚，氨基萘酚，酰氨基萘酚，吡唑啉酮，氨基吡唑，乙酰乙酰芳基和羟基吡啶酮。 水溶性偶氮化合物具有纤维反应性染料性质和染料羧酰胺和/或含羟基的材料，例如羊毛，合成尼龙纤维，特别是纤维素纤维，具有快速色调。 其中R，M和n具有权利要求14中所述的含义之一，并且两个伯氨基在苯环上彼此间位或对位结合，还原所得的硝基 化合物，并在所得化合物中使两个伯氨基与重氮化试剂反应，得到重氮化合物，如果需要，将代表部分Y'的β-羟乙基转化为另一个Y'基团。

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：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：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.