公开(公告)号：US4774333A

公开(公告)日：1988-09-27

申请号：US13974

申请日：1987-02-12

Applicant: Hartmut Springer ,  Walter Helmling ,  Gunther Schwaiger

Inventor： Hartmut Springer ,  Walter Helmling ,  Gunther Schwaiger

IPC: C09B19/00 ,  C07C67/00 ,  C07C313/00 ,  C07C315/04 ,  C07C317/22 ,  C07C317/36 ,  C07C319/20 ,  C07C323/65 ,  C07D498/04 ,  C09B62/503 ,  D06P1/384 ,  D06P3/66

CPC classification number: C09B62/5033

Abstract: Water-soluble triphendioxazine compounds having fiber-reactive dye properties conforming to the general formula ##STR1## where: B is --O-- or --S-- or --NH-- or (C.sub.1 -C.sub.6)-alkylamino;R* is hydrogen or optionally substituted alkyl or aryl;W and W.sup.1 are each a bivalent, aliphatic or optionally alkyl-substituted cycloaliphatic or aliphatic-cycloaliphatic radical, which aliphatic radicals can be interrupted by --O--, --S--, sulfonyl, carbonyl, 1,4-piperidino, amino, alkylamino and/or alkanoylamino groups, orthe grouping --B--W.sup.1 --N(R*) and/or --N(R*)--W--B-- each represent the bivalent radical of a five- or six-membered saturated heterocycle which contains two nitrogen atoms, orthe grouping --B--W.sup.1 -- and/or --W--B-- each represent the bivalent radical of a five- or six-membered saturated heterocycle which contains two nitrogen atoms and which is bonded by one of the two nitrogen atoms via an alkylene group of 2 to 4 carbon atoms to the grouping --N(R*)--CO--G.sup.1 -- or --G--CO--A--N(R*);G and G.sup.1 are each a direct bond or a (C.sub.1 -C.sub.8)-alkylene or aliphatic-cycloaliphatic or cycloaliphatic radical;M is hydrogen, alkali metal or alkaline earth metal;X.sup.1 and X.sup.2 are each hydrogen, halogen, alkyl, alkoxy, aryloxy or optionally substituted aryl;Y is vinyl or ethyl having an alkali-eliminable substituent in the .beta.-position.The triphendioxazine compounds serves as dyes for carboxamido-containing fiber materials and hydroxyl-containing fiber materials.

Abstract translation: 具有符合通式的纤维反应性染料性质的水溶性三苯并二恶嗪化合物，其中：B为-O-或-S-或-NH-或（C 1 -C 6） - 烷基氨基; R *是氢或任选取代的烷基或芳基; W和W1各自是二价，脂族或任选的烷基取代的脂环族或脂族 - 脂环族基团，脂族基团可以被-O - ， - S-，磺酰基，羰基，1,4-哌啶子基，氨基，烷基氨基和 /或烷酰基氨基，或分组-B-W1-N（R *）和/或-N（R *）-WB-各自表示含有两个氮原子的五元或六元饱和杂环的二价基团 ，或分组-B-W1-和/或-WB-各自表示五或六元饱和杂环的二价基团，其含有两个氮原子，并且其通过亚烷基与两个氮原子之一键合 （R *）-CO-G1-或-G-CO-AN（R *）的2至4个碳原子; G和G1各自是直接键或（C1-C8） - 亚烷基或脂族 - 脂环族或脂环族基; M是氢，碱金属或碱土金属; X 1和X 2各自为氢，卤素，烷基，烷氧基，芳氧基或任选取代的芳基; Y是在β-位具有碱可消除取代基的乙烯基或乙基。 三苯并二恶嗪化合物用作含甲酰胺的纤维材料和含羟基纤维材料的染料。

公开(公告)号：US4693726A

公开(公告)日：1987-09-15

申请号：US847722

申请日：1986-04-03

Applicant: Fritz Meininger ,  Peter Mischke ,  Gerd Konig ,  Hartmut Springer

Inventor： Fritz Meininger ,  Peter Mischke ,  Gerd Konig ,  Hartmut Springer

IPC: D06P1/382 ,  D06P3/66 ,  D06P3/82 ,  D06P3/852 ,  D06P1/38 ,  C09B62/04

CPC classification number: D06P3/8266 ,  D06P1/382 ,  D06P3/663 ,  D06P3/8219 ,  D06P3/8252 ,  Y10S8/918

Abstract: Process for dyeing cellulose fibers or cellulose blend fibers, which comprises dyeing the fibers mentioned with water-soluble reactive dyes which contain in the dye molecule at least once the structural element of the formula ##STR1## in which Y denotes a hydroxyl, hydroxymethyl, alkoxy C.sub.1 -C.sub.4, aldehyde, carboxamide, monoalkyl C.sub.1 -C.sub.4 -carboxamide, dialkyl C.sub.1 -C.sub.4 -carboxamide, monophenyl carboxamide, cyano, alkyl C.sub.1 -C.sub.4 -oxycarbonyl or sulfo group or a halogen atom, in an aqueous medium within the pH range 4-11.

Abstract translation: 用于染色纤维素纤维或纤维素混合纤维的方法，其包括用水溶性活性染料染色所述纤维，所述水溶性活性染料在染料分子中至少含有一次式（1）的结构单元，其中Y表示羟基， 羟基甲基，烷氧基C1-C4，醛，甲酰胺，单烷基C1-C4-甲酰胺，二烷基C1-C4-甲酰胺，一苯基甲酰胺，氰基，C1-C4-氧羰基或磺基或卤素原子。 pH范围4-11。

公开(公告)号：US4350632A

公开(公告)日：1982-09-21

申请号：US280814

申请日：1981-07-06

Applicant: Hartmut Springer

Inventor： Hartmut Springer

IPC: C09B47/24 ,  C09B62/517 ,  D06P1/384 ,  C09B47/04 ,  C09B47/28

CPC classification number: C09B62/517

Abstract: Phthalocyanine compounds of the general formula ##STR1## in which Pc is the radical of copper, cobalt or nickel phthalocyanine which can be substituted by chlorine or phenyl, a denotes a whole or fractional number from 1 to 3, b denotes a whole or fractional number from 1 to 3 and c denotes a whole or fractional number from zero to 2, it being possible for a, b and c to be identical or different from one another, but the total of (a+b+c) is equal to a whole or fractional number from 2 to 4, R represents a hydrogen atom or an alkyl group having 1 to 4 C atoms, A is a direct bond or a group of the general formula --(CH.sub.2).sub.m -- or --(CH.sub.2).sub.n --NH-- in which m denotes a whole number from 1 to 4 and n denotes a whole number from 2 to 6, B is the phenylene or naphthylene radical which can be substituted by alkyl having 1 to 4 C atoms, alkoxy having 1 to 4 C atoms, halogen, carboxy, sulfo, carbamoyl, sulfamoyl, alkylsulfonyl having 1 to 4 C atoms, carboalkoxy having 2 to 5 C atoms, acetylamino and nitro, D represents a direct bond or a radical of the formula --CH.sub.2 -- or --CH.sub.2 --CH.sub.2 --, Y represents the vinyl group or the .beta.-sulfatoethyl, .beta.-phosphatoethyl, .beta.-thiosulfatoethyl, .beta.-hydroxyethyl or .beta.-chloroethyl group and X is a hydrogen atom or the equivalent of a monovalent, bivalent or trivalent metal.

Abstract translation: 其中Pc为可被氯或苯基取代的铜，钴或镍酞菁的基团，a表示1至3的整数或分数，b表示整数 或从1到3的分数，c表示从0到2的整数或分数，a，b和c可以彼此相同或不同，但是（a + b + c）的总和是 等于2至4的整数或分数，R表示氢原子或具有1至4个C原子的烷基，A为直接键或通式 - （CH 2）m - 或 - （CH 2） ）n-NH-，其中m表示1至4的整数，n表示2至6的整数，B为可被具有1至4个C原子的烷基取代的亚苯基或亚萘基，烷氧基具有1 至4个C原子，卤素，羧基，磺基，氨基甲酰基，氨磺酰基，具有1至4个C原子的烷基磺酰基，具有2至5个C原子的烷氧基羰基，乙酰氨基和 tro代表直接键或式-CH 2 - 或-CH 2 -CH 2 - 的基团，Y代表乙烯基或β-磺基乙基，β-磷酰乙基，β-硫代乙酰基乙基，β-羟乙基或β-氯乙基 且X为氢原子或相当于一价，二价或三价金属。

公开(公告)号：US4201547A

公开(公告)日：1980-05-06

申请号：US888030

申请日：1978-03-20

Applicant: Erich Feess ,  Hartmut Springer ,  Paul Karacsonyi ,  Willy Gronen ,  Horst Curtius

Inventor： Erich Feess ,  Hartmut Springer ,  Paul Karacsonyi ,  Willy Gronen ,  Horst Curtius

IPC: C09B47/26 ,  C09B47/08 ,  C09B56/14 ,  D06P3/68 ,  D06P1/12

CPC classification number: C09B47/08 ,  C09B56/14 ,  D06P3/68

Abstract: Azo developing dyestuffs are produced by diazotizing on the fiber a mono- to tetramine derived from a metal-containing or metal-free phthalocyanine, the amino group(s) being bound to a phenyl or naphthyl group (which may be substituted) which is linked via a bridge member to the phthalocyanine which may further contain up to 3 optionally substituted sulfon amide groups and up to 3 sulfo groups, and coupling said diazotized amino onto azoic coupling components usual for preparing developing dyestuffs.

Abstract translation: 通过在纤维上重氮化衍生自由含金属或不含金属的酞菁衍生的一至四胺的偶氮显影染料，所述氨基与被连接的苯基或萘基（可被取代）结合 通过桥连成员至酞菁，其可进一步含有至多3个任选取代的磺酰胺基和至多3个磺基，并将所述重氮化的氨基偶联到通常用于制备显影染料的偶氮偶联组分上。

公开(公告)号：US4046754A

公开(公告)日：1977-09-06

申请号：US623339

申请日：1975-10-17

Applicant: Fritz Meininger ,  Hartmut Springer

Inventor： Fritz Meininger ,  Hartmut Springer

IPC: C09B62/51 ,  C09B29/38 ,  C09B43/18

CPC classification number: C09B62/51

Abstract: A water-soluble monoazo dyestuff having in form of the free acid the formula ##STR1## WHEREIN A represents the radical of a coupling component of the pyrazolone series, X represents the grouping --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Z, in which Z stands for a hydroxy group or an inorganic or organic radical capable of being split off by an alkaline agent, and m and n each represent the integer 1 or 2, said dyestuffs being highly suitable for the dyeing or printing of leather or textile materials consisting of wool, silk, polyamides, native or regenerated cellulose and yielding on cellulose fibrous materials in the presence of alkaline agents bright dyeings or prints of good to very good fastness to light and wet processing and of good resistance to alkaline agents.

Abstract translation: 具有游离酸形式的水溶性单偶氮染料式（1）其中A表示吡唑啉酮系列的偶联组分的基团，X表示基团-CH = CH 2或-CH 2 -CH 2 -Z 其中Z表示羟基或能够被碱性试剂分解的无机或有机基团，m和n各自表示整数1或2，所述染料非常适合用于皮革的染色或印花或 由羊毛，丝绸，聚酰胺，天然或再生纤维素组成的纺织材料，并在碱性试剂存在下在纤维素纤维材料上产生明亮的染色或印花，具有良好至非常好的耐光牢度和耐碱性。

公开(公告)号：US5302708A

公开(公告)日：1994-04-12

申请号：US926589

申请日：1992-08-06

Applicant: Thomas Beck ,  Werner H. Russ ,  Hartmut Springer ,  Marcus Banfer

Inventor： Thomas Beck ,  Werner H. Russ ,  Hartmut Springer ,  Marcus Banfer

IPC: C09B62/517 ,  D06P3/24 ,  D06P3/66 ,  C07F15/04 ,  C09B47/30

CPC classification number: C09B62/517

Abstract: Phthalocyanine dyes, in particular copper phthalocyanine and nickel phthalocyanine dyes which contain one or more groups of the formula given and defined below ##STR1## or one or more carboxy groups or both groups and which furthermore can contain one or more sulfo groups, customary sulfonamide groups and/or groups of the formula given and defined below ##STR2## dye hydroxy- and/or carboxamide-containing materials, in particular fiber materials, such as cellulose fiber materials, wool and polyamide fibers, in fast, predominantly green hues of high color strength.In the formulae: R is hydrogen or a lower substituted or unsubstituted aliphatic radical, A is an aromatic carbocyclic or aromatic heterocyclic radical or an alkylene radical, which may be interrupted by 1 or 2 hetero groups, X is a direct bond or a divalent organic bridging member or together with the group --N(R)-- forms the divalent radical of a saturated heterocycle containing two N atoms, Y, in the case where A is an aromatic radical, is a direct bond or a carbamoylalkylene group or a methylene, ethylene, methylamino or .beta.-cyanoethylamino group, or Y is lower alkylene, in which case the grouping --X--A-- must be a direct bond and m is 2, Z is a fiber-reactive group of the vinylsulfonyl series and m is the number 1 or 2.

Abstract translation: 酞菁染料，特别是铜酞菁和镍酞菁染料，其含有一个或多个下式给出和定义的基团（* CHEMICAL STRUCTURE *）或一个或多个羧基或两个基团，并且还可以含有一个或多个磺基， 常规磺酰胺基团和/或下面给出和定义的式（*化学结构*）染料含羟基和/或羧酰胺的材料，特别是纤维材料，如纤维素纤维材料，羊毛和聚酰胺纤维，在快速， 主要是高色强度的绿色色调。 在下式中：R是氢或低级取代或未取代的脂族基团，A是芳族碳环或芳族杂环基或亚烷基，其可以被1或2个杂基间隔，X是直接键或二价有机 桥连成员或与基团-N（R）一起形成含有两个N原子的饱和杂环的二价基团，在A为芳族基团的情况下为直链或氨基甲酰基亚烷基或亚甲基， 乙烯，甲基氨基或（β） - 氰乙基氨基，或Y为低级亚烷基，在这种情况下，分组-XA-必须是直接键，m为2，Z为乙烯基磺酰基系列的纤维反应性基团，m为 数字1或2。

公开(公告)号：US5290923A

公开(公告)日：1994-03-01

申请号：US969811

申请日：1993-01-21

Applicant: Hartmut Springer ,  Rolf Gleissner

Inventor： Hartmut Springer ,  Rolf Gleissner

IPC: C09B62/51 ,  D06P1/384 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/51

Abstract: Monoazo 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 D, K and Me are as defined in the specification.

Abstract translation: PCT No.PCT / EP91 / 01285第 371日期：1993年1月21日 102（e）日期1993年1月21日PCT 1991年7月10日PCT公布。 公开号WO92 / 01755 日本1992年2月6日。具有纤维反应性基团并具有有用的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复合化合物， 如羊毛，强力，快速的色调。 它们符合公式（*化学结构*）（1）其中D，K和Me如说明书中所定义。

公开(公告)号：US5102993A

公开(公告)日：1992-04-07

申请号：US605937

申请日：1990-10-30

Applicant: Ludwig Schlafer ,  Hartmut Springer

Inventor： Ludwig Schlafer ,  Hartmut Springer

IPC: C09B62/513 ,  C09B62/453 ,  C09B62/533 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/453

Abstract: Water-soluble disazo compounds, processes for their preparation of their use as dyestuffsDisazo compounds of the general formula (1) defined below, ##STR1## which have fiber-reactive properties and are suitable as useful dyestuffs for dyeing material containing carboxamide groups and/or material containing hydroxy groups, such as fiber material, for example wool and cellulose fiber materials, are described.In formulas (1):D* is phenylene, which can be substituted by 1 or 2 substituents from the group comprising lower alkyl, lower alkoxy, chlorine, bromine, sulfo and carboxy, or is a naphthylene which is optionally substituted by sulfo;D is the meta- or para-phenylene radical;A is a direct bond or the methylene group or the group --N(R)--, where R has the meaning given below;R is lower alkyl, which can be substituted;Y.sup.1 and Y`each denote the vinyl group or the 62 -chloroethyl or .beta.-sulfatoethyl group andM is a hydrogen atom or an alkali metal.

Abstract translation: 水溶性双偶氮化合物，其制备用作染料的方法下文定义的通式（1）的双偶氮化合物，具有纤维反应性并且适合作为含有羧酰胺的染色材料的有用染料的图像（1） 描述了含有羟基的基团和/或材料，例如纤维材料，例如羊毛和纤维素纤维材料。 在式（1）中：D *是可以被1或2个取代基取代的亚苯基，所述取代基包括低级烷基，低级烷氧基，氯，溴，磺基和羧基，或者是任选被磺基取代的亚萘基; D是间 - 或对 - 亚苯基; A是直接键或亚甲基或-N（R） - 基团，其中R具有下面给出的含义; R为低级烷基，可以被取代; Y1和Y'each表示乙烯基或62-氯乙基或β-磺基乙基，M是氢原子或碱金属。

公开(公告)号：US5015731A

公开(公告)日：1991-05-14

申请号：US474531

申请日：1990-02-02

Applicant: Gunther Schwaiger ,  Hartmut Springer

Inventor： Gunther Schwaiger ,  Hartmut Springer

IPC: C09B62/44 ,  C09B62/503

CPC classification number: C09B62/5036 ,  C09B62/4407

Abstract: Copper complex formazan compounds which have fiber-reactive properties and are very highly suitable for use as dyes for dyeing carboxamido-containing and/or hydroxy-containing material, such as fiber material, for example wool and cellulose fiber materials, have the general formula (1) ##STR1## where A is a benzene or naphthylene ring which may be substituted by substituents customary in dyes, such as halogen, nitro, alkyl and alkoxy,B is alkylene of 1 to 8 carbon atoms or alkenylene of 2 to 8 carbon atoms which may each be substituted by phenyl which in turn may contain the substituents customary in dyes, or is alkylene-phenylene or alkenylene-phenylene having lower alkylene and alkenylene radicals, while the phenylene radicals may in turn contain the substituents customary in dyes, or is a phenylene or naphthylene radical which may contain substituents customary in dyes, or is the bivalent radical of a heterocycle, such as furan, thiophene or benzimidazole, or--B--Z together is hydrogen,Z is a water-solubilizing group, such as sulfo,k is 1 or 2,m is 0, 1 or 2,n is 0, 1 or 2, the sum (m+n) is 1 to 4;X is oxygen or carbonyloxy,R is hydrogen or substituted or unsubstituted lower alkyl,D is substituted or unsubstituted phenylene or naphthylene,Y is vinyl or an ethyl group which contains in the .beta.-position a substituent which is eliminatable under alkaline conditions, andM is hydrogen, an alkali metal or an alkaline earth metal.

Abstract translation: 具有纤维反应性并且非常适合用作染色含有羧酰胺的和/或含羟基的材料如纤维材料（例如羊毛和纤维素纤维材料）的铜复合甲an化合物具有通式（ 1）（1）D（SO 2 Y）k其中A是可以被染料中常规取代基取代的苯或亚萘基环，例如卤素，硝基，烷基和烷氧基，B是1至8个碳原子的亚烷基 或2至8个碳原子的亚烯基，其可以各自被苯基取代，苯基又可以含有染料中常规的取代基，或者是具有低级亚烷基和亚烯基的亚烷基亚苯基或亚烯基亚苯基，而亚苯基可以依次含有 染料中常用的取代基，或是可能含有染料常规取代基的亚苯基或亚萘基，或是呋喃，噻吩或苯并咪唑等杂环的二价基团，或-BZ toget 她是氢，Z是一个水溶性基团，如磺基，k是1或2，m是0,1或2，n是0,1或2，和（m + n）是1到4; X是氧或羰氧基，R是氢或取代或未取代的低级烷基，D是取代或未取代的亚苯基或亚萘基，Y是乙烯基或在β-位上含有在碱性条件下可消除的取代基的乙基，M 是氢，碱金属或碱土金属。

公开(公告)号：US5010180A

公开(公告)日：1991-04-23

申请号：US473620

申请日：1990-02-01

Applicant: Hartmut Springer ,  Uwe Reiher

Inventor： Hartmut Springer ,  Uwe Reiher

IPC: C09B62/51 ,  C07C317/32 ,  C09B62/44 ,  C09B62/507 ,  D06P3/10 ,  D06P3/66

CPC classification number: C09B62/4411 ,  C07C317/32 ,  C09B62/507

Abstract: Water-soluble azo compounds corresponding to the general formula D--N.dbd.N--K which have advantageous fiber-reactive dyestuff properties and dye materials containing carboxamide groups and in particular materials containing hydroxy groups, such as wool and in particular cellulose fiber materials, in deep fast shades are described.In the formula D--N.dbd.N--K:D is a radical of the general formula ##STR1## in which Y is the vinyl group or an ethyl group in the .beta.-position which can be removed by an alkaline radical, R is hydrogen, nitro, lower alkyl, lower alkoxy, carboxy or hydroxy or halogen, M is hydrogen or a salt-forming metal atom and n is the number zero or 1; andK is a radical of a water-soluble coupling component which can be coupled in one position and can also contain an azo group, or the radical of a water-soluble coupling component which can be coupled in two positions, in each case from the series comprising aminobenzenes, phenols, naphthols, aminonaphthols, acylamino-napthols, dihydroxynaphthalenesulfonic acids, phenylazo-aminonaphtholsulfonic acids, naphthylazo-aminoaphtholsulfonic acids, 5-pyrazolones, 5-aminopyrazoles, acetoacetyl arylides, 2-hydroxy-6-pyridones and hydroxyquinolines, it also being possible for K to contain one or more fiber-reactive groups, in addition to the substituents customary in dyestuffs.Precursors of these azo compounds of the general formula ##STR2## in which G is the amino or nitro group, R, M and n have the abovementioned meanings and Y' is the .beta.-hyroxyethyl group or has one of the abovementioned meanings for Y are furthermore described.

Abstract translation: 对应于具有有利的纤维反应性染料性能的通式DN = NK的水溶性偶氮化合物和含有羧酰胺基团的特别是含有羟基的材料，例如羊毛，特别是纤维素纤维材料，具有深度快速色调的水溶性偶氮化合物是 描述。 在式中，DN = NK：D是通式（2）的基团，其中Y是可以被碱基除去的β-位中的乙烯基或乙基，R是氢， 硝基，低级烷基，低级烷氧基，羧基或羟基或卤素，M是氢或成盐金属原子，n是数字0或1; 并且K是水溶性偶联组分的基团，其可以在一个位置偶联并且还可以含有偶氮基团，或者可以在两种位置上偶合的水溶性偶联组分的基团， 包括氨基苯，酚，萘酚，氨基萘酚，酰基氨基萘酚，二羟基萘磺酸，苯偶氮基 - 氨基萘磺酸，萘基偶氮基 - 氨基萘磺酸，5-吡唑啉酮，5-氨基吡唑，乙酰乙酰基芳基化合物，2-羟基-6-吡啶酮和羟基喹啉， 除了染料中常规的取代基之外，K可能含有一种或多种纤维反应性基团。 其中G为氨基或硝基的这些偶氮化合物的前体R，M和n具有上述含义，Y'为β-羟基乙基或对Y为上述含义之一 进一步描述。