公开(公告)号：US5484458A

公开(公告)日：1996-01-16

申请号：US243111

申请日：1994-05-16

Applicant: Werner H. Russ ,  Horst Tappe ,  Christian Schumacher

Inventor： Werner H. Russ ,  Horst Tappe ,  Christian Schumacher

IPC: C07C317/28 ,  C09B62/44 ,  C09B62/503 ,  C09B67/22 ,  D06P3/24 ,  D06P3/66 ,  C09B62/002 ,  D06P1/38

CPC classification number: C09B62/503 ,  C07C317/28 ,  C09B62/4403 ,  C09B67/0033 ,  Y10S8/917 ,  Y10S8/918 ,  Y10S8/924

Abstract: Triphendioxazine compounds corresponding to the formula ##STR1## which are suitable as fiber-reactive dyestuffs for dyeing and printing material, in particular fiber material, containing hydroxy and/or carboxamide groups, such as wool and synthetic polyamide fibers, and especially cellulose fibers, such as cotton, are described. In formula (1), M is hydrogen or an alkali metal and Z is a radical of the formula (2) ##STR2## in which R is hydrogen, sulfo, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, nitro or cyano, W is alkylene having 3 to 6 carbon atoms and the group --SO.sub.2 --Y is a fiber-reactive group of the vinyl sulfone series.

Abstract translation: 对应于式（1）的三苯并二恶嗪化合物适合用作染色和印刷材料的纤维反应性染料，特别是含有羟基和/或羧酰胺基团的纤维材料，例如羊毛和合成聚酰胺纤维，特别是纤维素 描述了诸如棉花之类的纤维。 在式（1）中，M是氢或碱金属，Z是式（2）的基团，其中R是氢，磺基，具有1至4个碳原子的烷基，具有1至 4个碳原子，硝基或氰基，W是具有3至6个碳原子的亚烷基，基团-SO 2 -Y是乙烯基砜系列的纤维反应性基团。

公开(公告)号：US4963661A

公开(公告)日：1990-10-16

申请号：US198136

申请日：1988-05-24

Applicant: Horst Tappe ,  Dieter Oehme ,  Ludwig Schlafer ,  Werner H. Russ

Inventor： Horst Tappe ,  Dieter Oehme ,  Ludwig Schlafer ,  Werner H. Russ

IPC: D06P1/384 ,  C09B62/51

CPC classification number: C09B62/51

Abstract: Water-soluble monoazo compounds according to the general formula (1) below having valuable fiber-reactive dyestuff properties which dye carboxamido- and/or hydroxy-containing materials, in particular cellulose fibers, in fast yellow to orange hues. ##STR1## in which the symbols denote: M is hydrogen or an alkali metal,R.sup.1 is hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine, bromine, carboxy or sulfo,R.sup.2 is hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine, or bromine,R is carboxy or lower carbalkoxy,n is the number zero or 1,X and Y independently of each other are each .beta.-thiosulfatoethyl or .beta.-sulfatoethyl or vinyl, however, in the case of X and/or Y being equal to vinyl the index n must be 1.

Abstract translation: 根据下述通式（1）的水溶性单偶氮化合物具有有价值的纤维反应性染料性质，它以快速的黄色至橙色的色调染色甲酰氨基和/或羟基的材料，特别是纤维素纤维。 其中符号表示：M为氢或碱金属，R1为氢，甲基，乙基，甲氧基，乙氧基，氯，溴，羧基或磺基，R2为氢，甲基，乙基，甲氧基， 乙氧基，氯或溴，R是羧基或低级烷氧羰基，n是数字0或1，X和Y彼此独立地各自是β-硫代硫代乙基或β-磺基乙基或乙烯基，然而，在X和/ 或Y等于乙烯基，索引n必须为1。

公开(公告)号：US5243034A

公开(公告)日：1993-09-07

申请号：US794688

申请日：1991-11-18

Applicant: Horst Tappe ,  Dieter Oehme ,  Holger M. Buch ,  Werner H. Russ

Inventor： Horst Tappe ,  Dieter Oehme ,  Holger M. Buch ,  Werner H. Russ

IPC: C09B62/44 ,  C09B62/513

CPC classification number: C09B62/4415 ,  C09B62/513

Abstract: Disazo dyestuffs containing sulfo groups and having fiber-reactive properties, which are capable of dyeing materials containing hydroxyl groups and/or carboxamide groups, in particular fiber materials, such as synthetic polyamide fibers, wool and in particular cellulose fiber materials, in deep fast shades. They contain a group corresponding to the formula ##STR1## in which R.sup..alpha. is hydrogen or alkyl having 1 to 4 carbon atoms, which can be substituted by carboxyl, sulfo, cyano, hydroxyl or chlorine;B is fluorine, chlorine, bromine, lower alkylsulfonyl, phenylsulfonyl, methoxy or sulfo;Q is a group of the formula ##STR2## in which Y is vinyl, .beta.-sulfatoethyl, .beta.-halogenoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl or .beta.-acetoxyethyl,R is hydrogen or lower alkyl,k is the number zero to 4 andX, together with the N atom, forms the bivalent radical of a heterocyclic ring which optionally contains additional hetero atoms.

Abstract translation: 能够染色含有羟基和/或羧酰胺基团的物质的具有磺基并具有纤维反应性的双偶氮染料，特别是纤维材料，例如合成聚酰胺纤维，羊毛，特别是纤维素纤维材料，具有深快速色调 。 它们包含对应于其中Rα是氢或具有1至4个碳原子的烷基的式“IMAGE”的基团，其可以被羧基，磺基，氰基，羟基或氯取代; B是氟，氯，溴，低级烷基磺酰基，苯基磺酰基，甲氧基或磺基; Q是其中Y是乙烯基，β-磺基乙基，β-卤代乙基，β-硫代乙酰基乙基，β-磷酰乙基或β-乙酰氧基乙基的式 的基团，R是氢或低级烷基，k是数 0至4和X与N原子一起形成杂环的二价基团，其任选地含有另外的杂原子。

公开(公告)号：US5138041A

公开(公告)日：1992-08-11

申请号：US629257

申请日：1990-12-18

Applicant: Holger M. Buch ,  Werner H. Russ ,  Horst Tappe

Inventor： Holger M. Buch ,  Werner H. Russ ,  Horst Tappe

IPC: C09B62/51 ,  C09B62/507 ,  C09B62/513 ,  C09B62/515 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/507

Abstract: Water-soluble dyes having fiber-reactive properties and conforming to the general formula (1) ##STR1## where F is the radical of a metal-free or heavy metal complex monoazo or disazo dye which contains at least one sulfo group,n is 1 or 2,Y is vinyl, .beta.-sulfatoethyl, .beta.-haloethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl or .beta.-acetoxyethyl,R.sup..alpha. is hydrogen or lower alkyl which may be substituted by carboxy, sulfo, cyano, hydroxyl or chlorine,A is a group of the general formula (2a) or (2b) ##STR2## where G is alkylene of 1 to 6 carbon atoms, alkylene of 2 to 6 carbon atoms which is interrupted by 1 or 2 hetero groups, or methyl-substituted cycloalkylene,R is hydrogen, halogen, hydroxy, sulfato, cyano, carboxy, carbamoyl, lower carbalkoxy, lower alkanoylamino, substituted or unsubstituted benzoylamino or a group of the formula --SO.sub.2 --Y.sup.2 where Y.sup.2 has one of the meanings of Y or is .beta.-hydroxyethyl,k is zero, 1 or 2,k* is zero, 1, 2, 3, or 4,X forms together with the N-atom the bivalent radical of a heterocyclic ring,Y.sup.1 has one of the meanings specified for Y,W is hydrogen, methyl, sulfomethyl, carboxymethyl, substituted or unsubstituted lower alkyl, substituted or methyl-substituted cycloalkylene or substituted or unsubstituted phenyl, andB has one of the meanings specified for A.The dyes of the general formula (1) make it possible to obtain strong, fast dyeings and prints on carboxamido-containing and/or hydroxy-containing materials, in particular fiber materials, such as wool, synthetic polyamide and in particular cellulose fiber materials.

Abstract translation: 具有纤维反应性并符合通式（1）的水溶性染料（1）其中F是含有至少一个磺基的无金属或重金属络合物单偶氮或双偶氮染料的基团， n是1或2，Y是乙烯基，β-磺基乙基，β-卤代乙基，β-硫代乙酰基乙基，β-磷酸乙基或β-乙酰氧基乙基，Rα是氢或可以被羧基，磺基，氰基，羟基或 氯，A是通式（2a）或（2b）的基团，其中G是1至6个碳原子的亚烷基，被中断的2至6个碳原子的亚烷基 卤素，羟基，硫酸根，氰基，羧基，氨基甲酰基，低级烷酰氧基，低级烷酰氨基，取代或未取代的苯甲酰基氨基或式-SO2-Y2基团，其中， Y2具有Y的含义之一或为β-羟乙基，k为零，1或2，k *为0,1,2,3或4，X f 与N原子一起形成杂环的二价基团，Y1具有对Y定义的含义之一，W是氢，甲基，磺甲基，羧甲基，取代或未取代的低级烷基，取代或甲基取代的亚环烷基或取代或取代的 未取代的苯基，B具有对A规定的含义之一。通式（1）的染料使得有可能在含甲酰氨基和/或羟基的材料，特别是纤维材料上获得强烈，快速的染色和印刷 ，如羊毛，合成聚酰胺，特别是纤维素纤维材料。

公开(公告)号：US4948879A

公开(公告)日：1990-08-14

申请号：US272781

申请日：1988-11-17

Applicant: Horst Tappe ,  Dieter Oehme ,  Werner H. Russ

Inventor： Horst Tappe ,  Dieter Oehme ,  Werner H. Russ

IPC: D06P1/38 ,  C09B62/008 ,  C09B62/085 ,  C09B62/51

CPC classification number: C09B62/0088

Abstract: Monoazo compounds conforming to the general formula (1) shown and defined hereinafter have very good fiber-reactive dye properties and dye hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fibers, in strong fast shades. ##STR1## where the symbols have the following meanings: D is a benzene or naphthalene ring or a heterocyclic radical,R.sup.1 and R.sup.2 are each independently of the other hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, carboxy or sulfo,Z is a fiber-reactive grouping bonded to D either directly or via a bridge member,m stands for the number 1 or 2, preferably 1,R is alkyl of 1 to 4 carbon atoms which may be substituted for example by halogen, such as bromine and in particular chlorine, hydroxy, cyano, sulfo, carboxy, sulfato or phosphato, or is phenyl which may be substituted, for example by 1 or 2 substituents from the group consisting of methyl, ethyl, methoxy, ethoxy, chlorine, sulfo and carboxy, or is carboxy, carbamoyl or carbalkoxy of 2 to 5 carbon atoms,n stands for the number 2 or 3.

Abstract translation: 符合以下所示和定义的通式（1）的单偶氮化合物具有非常好的纤维反应性染料性质和含羟基和/或羧酰胺基染料的材料，特别是纤维材料，如羊毛，特别是纤维素纤维，强度 快速阴影 （1）其中符号具有以下含义：D是苯或萘环或杂环基，R 1和R 2各自独立地为氢，1至4个碳原子的烷基，1至4的烷氧基 碳原子，卤素，羧基或磺基，Z是直接或通过桥连构件与D键合的纤维反应性分子，m代表数字1或2，优选1，R是1至4个碳原子的烷基， 例如可以被卤素取代，例如溴，特别是氯，羟基，氰基，磺基，羧基，硫酸基或磷酸酯，或者是可被取代的苯基，例如被1或2个选自甲基，乙基 ，甲氧基，乙氧基，氯，磺基和羧基，或是2至5个碳原子的羧基，氨基甲酰基或烷氧基，n代表2或3。

公开(公告)号：US5548072A

公开(公告)日：1996-08-20

申请号：US462131

申请日：1995-06-05

Applicant: J org Dannheim ,  Dieter Oehme ,  Horst Tappe

Inventor： J org Dannheim ,  Dieter Oehme ,  Horst Tappe

IPC: C07D251/50 ,  C07C317/36 ,  C09B29/30 ,  C09B62/008 ,  C09B62/44 ,  C09B62/51 ,  D06P1/38 ,  D06P3/10 ,  D06P3/66 ,  C09B62/085

CPC classification number: C09B62/4413

Abstract: Water-soluble azo compounds, preparation thereof and use thereof as dyesThere are described monoazo compounds conforming to the formula (1) ##STR1## which are used as dyes having fiber-reactive properties for preparing strong, red, fast dyeings and prints on hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and synthetic polyamide fibers and in particular cellulose fibers, such as cotton.In the formula (1):M is hydrogen or an alkali metal; R.sup.1 is hydrogen or sulfo; R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, halogen or carboxy; R.sup.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; Y is vinyl or is ethyl which contains in the .beta.-position a substituent which is eliminable with alkali to form a vinyl group; p is 1 or 2; the one --SO.sub.3 M group is attached to the naphthalene ring para or meta to the amino group.

Abstract translation: 水溶性偶氮化合物及其作为染料的用途描述符合式（1）的单偶氮化合物作为具有纤维反应性的染料，用于制备强，红，快速染色， 印刷在含羟基和/或含羧酰胺的材料上，特别是纤维材料，如羊毛和合成聚酰胺纤维，特别是纤维素纤维，如棉花。 在式（1）中：M是氢或碱金属; R1是氢或磺基; R2是氢，1至4个碳原子的烷基，1至4个碳原子的烷氧基，磺基，羟基，卤素或羧基; R3是氢，卤素，1至4个碳原子的烷基或1至4个碳原子的烷氧基; Y是乙烯基或是在β-位上含有可用碱消除以形成乙烯基的取代基的乙基; p为1或2; 一个-SO 3 M基团与萘环相对或氨基连接。

公开(公告)号：US4431585A

公开(公告)日：1984-02-14

申请号：US237628

申请日：1981-02-24

Applicant: Horst Tappe ,  Ulrich Buhler ,  Kurt Roth ,  Hans-J. Weyer ,  Uwe Kosubek

Inventor： Horst Tappe ,  Ulrich Buhler ,  Kurt Roth ,  Hans-J. Weyer ,  Uwe Kosubek

IPC: C09B29/08 ,  C09B31/043 ,  C09B43/40 ,  C09B43/42 ,  C09B29/06 ,  C09B29/00

CPC classification number: C09B43/405 ,  C09B29/0813 ,  C09B31/043 ,  C09B43/40 ,  C09B43/42

Abstract: Water-insoluble azo dyestuffs suitable for dyeing and printing synthetic hydrophobic fiber materials are produced by azo coupling and have the formula ##STR1## wherein D is free from ionic moieties and is an unsubstituted or substituted phenyl, thiazole, isothiazole, benzthiazole, thiadiazole, benzisothiazole or thiophene moiety;A is alkylene having 2 to 6 carbon atoms which is unsubstituted or substituted by --OH;B is hydrogen, alkyl having 1 to 4 carbon atoms, hydroxyalkyl having 2 to 4 carbon atoms, alkoxyalkyl having 1 to 4 carbon atoms in the alkoxy moiety and a total of 3 to 8 carbon atoms, alkanoyloxyalkyl having 2 to 6 carbon atoms in the alkanoyl moiety and a total of 3 to 8 carbon atoms, hydroxypolyoxyalkylene having 4 to 12 carbon atoms, alkoxypolyoxyalkylene having 1 to 4 carbon atoms in the alkoxy moiety and a total of 5 to 16 carbon atoms, alkanoyloxypolyoxyalkylene having 2 to 5 carbon atoms in the alkanoyl moiety and a total of 5 to 16 carbon atoms, alkanoyl having 2 to 6 carbon atoms or benzoyl;R.sup.1 is hydrogen, methyl or chlorine;R.sup.2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms;and R.sup.3 is hydrogen or alkoxy having 1 to 8 carbon atoms.

Abstract translation: 适用于染色和印刷合成疏水性纤维材料的水不溶性偶氮染料是通过偶氮偶合产生的，并具有式“IMAGE”，其中D不含离子部分，是未取代或取代的苯基，噻唑，异噻唑，苯并噻唑，噻二唑，苯并异噻唑 或噻吩部分; A是未被取代或被-OH取代的具有2至6个碳原子的亚烷基; B是氢，具有1至4个碳原子的烷基，具有2至4个碳原子的羟基烷基，烷氧基部分中具有1至4个碳原子的烷氧基烷基和总共3至8个碳原子，在该化合物中具有2至6个碳原子的烷酰氧基烷基 烷酰基部分和总共3至8个碳原子，具有4至12个碳原子的羟基聚氧化烯，烷氧基部分中具有1至4个碳原子的烷氧基聚氧化烯和总共5至16个碳原子，在2至5个碳原子上具有2至5个碳原子的烷酰氧基聚氧化烯 烷酰基部分和总共5至16个碳原子，具有2至6个碳原子的烷酰基或苯甲酰基; R1是氢，甲基或氯; R2是氢，卤素，具有1至4个碳原子的烷基或具有1至4个碳原子的烷氧基; 并且R 3是氢或具有1至8个碳原子的烷氧基。

公开(公告)号：US4342688A

公开(公告)日：1982-08-03

申请号：US244910

申请日：1981-03-18

Applicant: Horst Tappe

Inventor： Horst Tappe

IPC: C07D209/82 ,  C07D209/86

CPC classification number: C07D209/86

Abstract: The process for manufacture of an N-hydroxyalkylcarbazole of the formula ##STR1## wherein R is H, CH.sub.3 or C.sub.2 H.sub.5 and n is a number from 0 to 4 which comprises reacting carbazole with an epoxide of the formula ##STR2## or a chlorohydrin of the formula ##STR3## at temperatures from 20.degree. to 150.degree. C. in the presence of a base and a phase transfer catalyst, in an organic solvent which is immiscible with water.

Abstract translation: 或者式 在碱和相转移催化剂的存在下，在20℃至150℃的温度下在与水不混溶的有机溶剂中制备“IMAGE”。

公开(公告)号：US4158670A

公开(公告)日：1979-06-19

申请号：US879852

申请日：1978-02-22

Applicant: Rolf Muller ,  Joachim Ribka ,  Horst Tappe

Inventor： Rolf Muller ,  Joachim Ribka ,  Horst Tappe

IPC: C07B61/00 ,  B01J31/00 ,  B01J31/02 ,  C07C20060101 ,  C07C67/00 ,  C07C301/00 ,  C07C303/28 ,  C07C309/63 ,  C07C309/72 ,  C07C143/68

CPC classification number: C07C303/28

Abstract: A process for the manufacture of esters of aromatic sulphonic acids and aromatic aminohydroxy compounds, of the formula Ih.sub.2 n--a--o--so.sub.2 --b (i)comprising reacting an aromatic aminohydroxy compound of the formula IIh.sub.2 n--a--oh (ii)having a pK.sub.a value of from 8.5 to 10.1, with a sulphochloride of the formula IIIcl--SO.sub.2 --B (III)whereinA is phenylene, substituted phenylene, naphthylene or substituted naphthylene,B is phenyl, substituted phenyl, naphthyl or substituted naphthyl, and both A and B are free from --COOH and --SO.sub.3 H substituents;The reaction taking place in a reaction medium consisting essentially of water and a water-immiscible organic solvent for the sulphochloride,At a temperature of from 0.degree. to 95.degree. C., at a pH which is determined from and associated with the pK.sub.a value of said aromatic aminohydroxy compound of formula II by the equationpK.sub.a -pH=0.5 to -1.5, and in the presence of a phase transfer catalyst.

Abstract translation: 制备式I H 2 N-AO-SO 2 -B（I）的芳族磺酸和芳族氨基羟基化合物的酯的方法，包括使具有式II的芳族氨基羟基化合物H 2 N-A-OH（II） 其中A为亚苯基，取代亚苯基，亚萘基或取代亚萘基，B为苯基，取代的苯基，萘基或取代的萘基，并且两者均为 A和B不含-COOH和-SO 3 H取代基; 在pH为0〜95℃的温度下，在由碱性水溶液组成的反应介质中进行反应和在硫酸盐的水不溶性有机溶剂中反应，其pH值由pKa值 所述式II的芳族氨基羟基化合物通过PKa-pH = 0.5至-1。

公开(公告)号：US4857070A

公开(公告)日：1989-08-15

申请号：US154495

申请日：1988-02-08

Applicant: Winfried Seidel ,  Horst Tappe

Inventor： Winfried Seidel ,  Horst Tappe

IPC: A61K8/00 ,  A61K8/49 ,  A61Q5/10 ,  C07D307/12 ,  C09B53/00 ,  D06P1/32 ,  D06P3/08

CPC classification number: D06P1/32 ,  A61K8/4973 ,  A61Q5/10 ,  C07D307/12

Abstract: The invention relates to new 2,4-diaminophenyl tetrahydrofurfuryl ethers of the general formula VIII and to their salts with inorganic or organic acids ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, independently of one another, each represent a hydrogen atom, a (C.sub.1 -C.sub.4)alkyl group, hydroxy(C.sub.2 -C.sub.4)alkyl group, dihydroxy(C.sub.3 -C.sub.4)alkyl group, halogeno(C.sub.2 -C.sub.4)alkyl group, amino(C.sub.2 -C.sub.4)alkyl group or an amino(C.sub.2 -C.sub.4)alkyl group which is substituted once or twice by methyl, ethyl or hydroxyethyl radicals on the nitrogen, the carbon chain having a straight or branched arrangement, and it being a proviso that at least one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents a hydrogen atom, to processes for their preparation, and to aqueous tinting compositions for keratin fibres such as fur and human hair, containing at least one coupler and at least one developing component together with customary additives and auxiliaries, the coupler corresponding to the general formula VIII or to the acid salts of these compounds.

Abstract translation: 本发明涉及通式VIII的新的2,4-二氨基苯基四氢糠基醚及其与无机或有机酸（VIII）的盐，其中R 1，R 2，R 3和R 4彼此独立地表示 氢原子，（C1-C4）烷基，羟基（C2-C4）烷基，二羟基（C3-C4）烷基，卤代（C2-C4）烷基，氨基（C2-C4）烷基或氨基 （C 2 -C 4）烷基，其被氮上的甲基，乙基或羟乙基取代一次或两次，所述碳链具有直链或支链排列，条件是R1，R2，R3和 R4代表氢原子，其制备方法，以及含有至少一种偶联剂和至少一种显影组分以及常规添加剂和助剂的角蛋白纤维如毛皮和人发的水性着色组合物，所述成色剂对应于 通式VIII或这些化合物的酸式盐。