公开(公告)号：US5081296A

公开(公告)日：1992-01-14

申请号：US510384

申请日：1990-04-17

Applicant: Athanassios Tzikas ,  Paul Herzig

Inventor： Athanassios Tzikas ,  Paul Herzig

IPC: C07C323/25 ,  C07C67/00 ,  C07C313/00 ,  C07C317/28 ,  C07C323/42 ,  C07D213/69 ,  C07D231/22 ,  C07D251/50 ,  C07D251/52 ,  C07D498/04 ,  C09B62/44 ,  C09B62/503

CPC classification number: C09B62/4401 ,  C09B62/503

Abstract: This application relates to intermediates useful for the preparation of fiber-reactive dyes, said intermediates having the formulae ##STR1## in which B is a --(CH.sub.2).sub.n -- or --O--(CH.sub.2).sub.n -- radical, where n is 1 to 6; Q is selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo; and A is an amino substituent of the formula ##STR2## and Z and Z', independently of one another, are .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.-haloethyl or vinyl.

Abstract translation: 本申请涉及可用于制备纤维活性染料的中间体，所述中间体具有式（IMAGE）＆lt; IMAGE＆gt;和＆lt; IMAGE＆gt;（31）或其中B是 - （CH 2）n - 或-O-（CH 2）n - 基，其中n为1至6; Q选自氢，C 1 -C 4烷基，C 1 -C 4烷氧基，卤素，羧基和磺基; 并且A是式（1a）的氨基取代基，Z和Z'彼此独立地是β-磺基乙基，β-硫代硫代乙基，β-磷酸乙基，β-酰氧基乙基，β-卤代乙基或乙烯基。

公开(公告)号：US5041539A

公开(公告)日：1991-08-20

申请号：US370089

申请日：1989-06-19

Applicant: Athanassios Tzikas ,  Paul Herzig ,  Jurgen Markert

Inventor： Athanassios Tzikas ,  Paul Herzig ,  Jurgen Markert

IPC: C09B56/04 ,  C09B67/26 ,  C09B69/04

CPC classification number: C09B69/04 ,  C09B67/0073

Abstract: The invention relates to a process for the preparation of concentrated storage-stable aqueous solutions of yellow azo- and azoxystilbene dyes which are obtained by self-condensation of 4-nitrotoluene-2-sulfonic acid in the presence of an alkali metal hydroxide, by converting the sparingly soluble alkali metal salt of the dye into a water-soluble ammonium salt by double cation exchange via a lipophilic ammonium salt, which process comprises carrying out the double ion exchange in a two-phase system of nitrobenzene/water and using, for the first ion exchange a di- or trialkylamine containing a total of 12 to 40 carbon atoms and, for the second ion exchange, a mono-, di- or trialkanolamine containing 2 to 4 carbon atoms in each alkyl moiety.The concentrated storage-stable dye solutions so obtained are particularly suitable for dyeing paper.

Abstract translation: 本发明涉及一种通过在碱金属氢氧化物的存在下通过4-硝基甲苯-2-磺酸的自缩合而得到的黄色偶氮 - 和二喔啉染料的浓缩储存稳定水溶液的方法， 通过亲脂性铵盐通过双阳离子交换将染料的微溶性碱金属盐转化为水溶性铵盐，该方法包括在硝基苯/水的两相体系中进行双离子交换，并使用 首先离子交换含有总共12至40个碳原子的二 - 或三烷基胺，并且对于第二离子交换，每个烷基部分含有2至4个碳原子的单 - ，二 - 或三烷醇胺。 如此得到的浓缩储存稳定的染料溶液特别适用于染色纸。

公开(公告)号：US5023326A

公开(公告)日：1991-06-11

申请号：US435222

申请日：1989-11-09

Applicant: Athanassios Tzikas ,  Herbert Seiler

Inventor： Athanassios Tzikas ,  Herbert Seiler

IPC: C09B62/008 ,  C09B62/085 ,  C09B62/245 ,  C09B62/44 ,  C09B62/47 ,  C09B62/473 ,  C09B62/51 ,  D06P3/66

CPC classification number: C09B62/47 ,  C09B62/0085 ,  C09B62/085 ,  C09B62/245 ,  C09B62/4413 ,  C09B62/51

Abstract: Reactive dyes of the formula ##STR1## in which Y is hydrogen or sulfo, U is --CN, --CONH.sub.2, --SO.sub.3 H, --OH or --OSO.sub.3 H, D is a phenyl or naphthyl radical, which can be substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo, and which contains at least one reactive radical bound direclty or via a bridge member to a ring carbon atom, or to which a further radical is bound which contains a reactive radical, and u is the number 2, 3, 4 or 5, are suitable in particular for the dyeing or printing of cellulose-containing fiber materials by the exhaust method or by the continuous method and product in combination with a high colorisitc yield dyeings and prints which have good fastness properties.

Abstract translation: 其中Y是氢或磺基的式（1）的反应性染料，U是-CN，-CONH 2，-SO 3 H，-OH或-OSO 3 H，D是苯基或萘基，其可被C1 C 4烷基，C 1 -C 4烷氧基，卤素，羧基和磺基，并且其含有至少一个反应性基团结合的直链或通过桥连构件连接至环碳原子，或另外的基团与其结合，其含有反应性基团，u 是2,3,4或5号，特别适用于通过排气法或连续法和产品与含有良好色泽的高色度染色和印花相结合的含纤维素纤维材料的染色或印花 坚牢性。

公开(公告)号：US5003052A

公开(公告)日：1991-03-26

申请号：US191846

申请日：1988-05-11

Applicant: Athanassios Tzikas

Inventor： Athanassios Tzikas

IPC: C07D213/84 ,  C07C67/00 ,  C07C313/00 ,  C07C317/18 ,  C07C317/28 ,  C07D213/64 ,  C07D213/76 ,  C07D213/82 ,  C07D213/85 ,  C07D215/22 ,  C07D231/46 ,  C07D295/20 ,  C09B62/447 ,  C09B62/47 ,  C09B62/507

CPC classification number: C09B62/447 ,  C09B62/47 ,  C09B62/507

Abstract: A reactive dye of the formula ##STR1## in which R is a radical of the formula ##STR2## or Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; V is hydrogen or a radicalZ--SO.sub.2 --CH.sub.2 --CH.sub.2 --in which z is as defined above; R.sub.1 is hydrogen or C.sub.1-6 -alkyl; alk, independently of each other, are polymethylene radicals having 2 to 6 C atoms or their branched isomers; K is a benzene, naphthalene or heterocyclic radical; m is 1 to 6, p is 1 to 6 and q is 1 to 6; and the benzene or naphthalene radical A is further unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -acylamino, C.sub.1 -C.sub.4 -alkylamino, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-C.sub.1 -C.sub.4 -alkylcarbamoyl, sulfamoyl, N-C.sub.1 -C.sub.4 -alkylsulfamoyl, N-(.beta.-hydroxyethyl)-sulfamoyl, N,N-di-(.beta.-hydroxyethyl)-sulfamoyl, N-phenylsulfamoyl, ureido, hydroxyl, carboxyl, sulfomethyl, sulfo or amino.

Abstract translation: 其中R是下式的基团的反应性染料：其中R是式的基团，其中Z是β-磺基乙基，β-硫代乙酰乙基，β-磷酰乙基，β-乙酰氧基乙基，β - 卤代乙基或乙烯基; V是氢或基团Z-SO 2 -CH 2 -CH 2 - ，其中z如上所定义; R1是氢或C1-6烷基; 烷基彼此独立地是具有2至6个C原子的多亚甲基或其支链异构体; K是苯，萘或杂环基; m为1〜6，p为1〜6，q为1〜6; 苯基或萘基A进一步未被取代或被C 1 -C 4 - 烷基，C 1 -C 4 - 烷氧基，C 1 -C 8酰基氨基，C 1 -C 4 - 烷基氨基，苯基氨基，N，N-二β-羟乙基氨基，N ，N-二β-硫酸乙基氨基，磺基苄基氨基，N，N-二磺基苄基氨基，C 1 -C 4 - 烷氧基羰基，C 1 -C 4 - 烷基磺酰基，三氟甲基，硝基，氰基，卤素，氨基甲酰基，N-C 1 -C 4烷基氨基甲酰基，氨磺酰基，N -C 1 -C 4 - 烷基氨磺酰基，N-（β-羟乙基） - 氨磺酰基，N，N-二 - （β-羟乙基） - 氨磺酰基，N-苯基氨磺酰基，脲基，羟基，羧基，磺基甲基，磺基或氨基。

公开(公告)号：US4996304A

公开(公告)日：1991-02-26

申请号：US488373

申请日：1990-02-23

Applicant: Athanassios Tzikas

Inventor： Athanassios Tzikas

IPC: C09B62/002 ,  C09B62/02 ,  C09B62/20 ,  C09B62/44 ,  C09B62/503 ,  C09B62/507 ,  C09B62/51 ,  C09B62/513 ,  C09B67/24 ,  D06P1/38 ,  D06P1/384

CPC classification number: C09B62/4424 ,  C09B62/02

Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the polyazo or metal complex azo series, R.sub.1 is hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X is the vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, are suitable in particular for dyeing and printing cellulose-containing fibre materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.

公开(公告)号：US4876334A

公开(公告)日：1989-10-24

申请号：US150695

申请日：1988-02-01

Applicant: Athanassios Tzikas ,  Paul Herzig

Inventor： Athanassios Tzikas ,  Paul Herzig

IPC: C09B62/44 ,  C09B62/503 ,  C09B62/64

CPC classification number: C09B62/503 ,  C09B62/4403

Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye, B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which can be substituted by halogen, hydroxyl, cyano, C.sub.1-4 alkoxy, C.sub.1-4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X is fluorine, chlorine, bromine, sulfo, alkylsulfonyl having 1 to 4 C atoms or phenylsulfonyl, B is a --CH.sub.2 --.sub.n or --O--CH.sub.2 --.sub.n radical, n is 1 to 6, R is a radical of the formula ##STR2## Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.-haloethyl or vinyl, alk is an alkylene radical having 1 to 6 C atoms or a branched isomer thereof, Y is hydrogen, chlorine, bromine, fluorine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms, carbamoyl or a --SO.sub.2 --Z radical, in which Z is as defined above, V is hydrogen or an alkyl radical having 1 to 4 C atoms and which can be substituted by carboxyl or sulfo groups or by derivatives thereof, or by alkoxy groups having 1 to 2 C atoms, halogen or hydroxyl, or a ##STR3## radical in which Z, alk and Y are as defined above, R.sub.1 is hydrogen or C.sub.1-6 alkyl, the alk's are independently of each other polymethylene radicals having 2 to 6 C atoms or branched isomers thereof, m is 1 to 6, p is 1 to 6 and q is 1 to 6, and the benzene or naphthalene radical A can contain further substituentsare suitable in particular for dyeing or printing cellulose-containing fibre materials by the cold pad-batch method and, while giving a high dyeing yield, produce dyeings and prints having good fastness properties.

公开(公告)号：US4801694A

公开(公告)日：1989-01-31

申请号：US73323

申请日：1987-07-13

Applicant: Peter Scheibli ,  Karl Seitz ,  Herbert Seiler ,  Athanassios Tzikas

Inventor： Peter Scheibli ,  Karl Seitz ,  Herbert Seiler ,  Athanassios Tzikas

IPC: C09B62/002 ,  C09B62/02 ,  C09B62/04 ,  C09B62/44 ,  C09B62/503 ,  D06P3/66 ,  C09B62/024 ,  C09B62/026 ,  C09B62/036

CPC classification number: C09B62/02 ,  C09B62/4403

Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthrone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, X is a substituent which is detachable as an anion, B is a radical of the formula ##STR2## R.sub.1 and R.sub.2, independently of each other, are hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl or phenyl, A is a substituted or unsubstituted aliphatic or aromatic bridge member, Y is a --CO--Z or --SO.sub.2 --Z radical, Z is an aliphatic, aromatic or heterocyclic reactive radical, and n is 1 or 2, are suitable for dyeing or printing cellulose-containing and nitrogen-containing materials and in high dyeing yield produce dyeings and prints having good fastness properties.

Abstract translation: 式（1）的活性染料其中D是单偶氮，多偶氮，金属络合物偶氮，蒽醌，酞菁，甲an，偶氮甲碱，二恶嗪，吩嗪，二苯乙烯，三苯基甲烷，呫吨，噻吨酮的有机染料的基团 硝基芳基，萘醌，芘醌或苝四碳酰亚胺系列，R为氢或取代或未取代的C1-4 - 烷基，X为可作为阴离子取代的取代基，B为下式的基团：R1和R2，独立地为 彼此是氢或取代或未取代的C1-4 - 烷基或苯基，A是取代或未取代的脂族或芳族桥连构件，Y是-CO-Z或-SO2-Z基团，Z是脂族，芳族或 杂环反应性基团，n为1或2，适用于染色或印刷含纤维素和含氮材料，并且在高染色率下产生具有良好牢度性能的染色和印花。

公开(公告)号：US4786721A

公开(公告)日：1988-11-22

申请号：US896290

申请日：1986-08-13

Applicant: Athanassios Tzikas ,  Peter Aeschlimann ,  Paul Herzig

Inventor： Athanassios Tzikas ,  Peter Aeschlimann ,  Paul Herzig

IPC: D06P1/38 ,  C09B62/04 ,  C09B62/44 ,  C09B62/503 ,  C09B62/51 ,  C09B62/513 ,  C09B62/515 ,  C09B62/06 ,  C09B62/08 ,  C09B62/085 ,  C09B62/09 ,  C09B62/095 ,  C09B62/10 ,  C09B62/523

CPC classification number: C09B62/4403

Abstract: The reactive dyes are useful, in particular, for dyeing or printing cellulose-containing fiber materials by the cold pad-batch method and produce, with a high dyeing yield, dyeings and prints having good fastness properties.

Abstract translation: 活性染料尤其可用于通过冷垫分批法染色或印刷含纤维素纤维材料，并以高染色产率生产具有良好牢度性质的染色和印花。

公开(公告)号：US4754023A

公开(公告)日：1988-06-28

申请号：US821213

申请日：1986-01-23

Applicant: Athanassios Tzikas ,  Herbert Seiler ,  Peter Scheibli

Inventor： Athanassios Tzikas ,  Herbert Seiler ,  Peter Scheibli

IPC: C09B62/04 ,  C09B62/44 ,  C09B62/503 ,  C09B62/505 ,  C09B62/51 ,  C09B62/513 ,  C09B62/517 ,  C09B62/06 ,  C09B62/08 ,  C09B62/10

CPC classification number: C09B62/4403

Abstract: A reactive dye of the formula ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl,X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,p is 1 or 2 andA is a radical of the formula ##STR2## in which: Y is chlorine, bromine, fluorine, --OH, --OSO.sub.3 H, --O-acyl, --CN, --COOH, --COO--C.sub.1 -C.sub.4 -alkyl, --CONH.sub.2 or --SO.sub.2 --Z,the group designated "alk" is a straight or branched polymethylene radical having 2 to 6 carbon atoms,V is ##STR3## hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy, carboxyl, sulfo, halogen or hydroxy,Z is .beta.-halogenoethyl, vinyl or .beta.-acetoxyethyl, or A is a radical of the formulae ##STR4## in all of which R' is C.sub.1-6 -alkyl or hydrogen, Z is as defined above, o is 0 to 6, and m is 2 to 6.

Abstract translation: 式“IMAGE”的活性染料，其中：F是选自含有至少一个-SO 3 H基团的无金属或含金属单偶氮或双偶氮染料的基团，蒽醌染料，磺酞菁染料，甲an染料， 吩嗪染料，恶嗪染料和硝基芳基染料，R为氢，未被取代或被-COOH或-SO 3 H取代的C 1 -C 4烷基，氰乙基或羟乙基，X为氟，氯，溴，-SO 3 H，苯磺酰基或C 1 -C 4 - 烷基磺酰基，p是1或2，A是下式的基团，其中：Y是氯，溴，氟，-OH，-OSO 3 H，-O-酰基，-CN，-COOH，-COO- C 1 -C 4 - 烷基，-CONH 2或-SO 2 - Z，被称为“alk”的基团是具有2至6个碳原子的直链或支链多亚甲基，V是氢或未被取代的C 1 -C 4烷基， 被C 1 -C 2烷氧基，羧基，磺基，卤素或羟基取代，Z是β-卤代乙基，乙烯基或β-乙酰氧基乙基，或A是下式的基团： 其中R'为C 1-6 - 烷基或氢，Z如上所定义，o为0至6，m为2至6，> 。

公开(公告)号：US4298536A

公开(公告)日：1981-11-03

申请号：US33404

申请日：1979-04-26

Applicant: Athanassios Tzikas

Inventor： Athanassios Tzikas

IPC: C07C225/34 ,  C09B1/22 ,  C07C97/24

CPC classification number: C09B1/22

Abstract: A process for the manufacture of 1,2-diaminoanthraquinone, which comprises reacting 1-nitro-2-acetylaminoanthraquinone with hydrazine or hydroxylamine, or with derivatives thereof, in protic solvents.

Abstract translation: 制备1,2-二氨基蒽醌的方法，其包括使1-硝基-2-乙酰氨基蒽醌与肼或羟胺或其衍生物在质子溶剂中反应。