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    Precursors for synthesis of triphendioxazine dyestuffs
    1.
    发明授权
    Precursors for synthesis of triphendioxazine dyestuffs 失效
    合成三苯并二恶嗪染料的前体

    公开(公告)号：US4895954A

    公开(公告)日：1990-01-23

    申请号：US263733

    申请日：1988-10-28

    Applicant: Gunther Schwaiger ,  Hartmut Springer ,  Walter Helmling

    Inventor： Gunther Schwaiger ,  Hartmut Springer ,  Walter Helmling

    IPC: C07D249/18 ,  C07D498/04 ,  C09B19/02 ,  C09B62/503 ,  D06P1/38

    CPC classification number: C07D498/04 ,  C09B62/5033

    Abstract: Water-soluble triphendioxazine compounds which have fiber-reactive properties as dyestuffs, which afford deep and fast dyeings on fiber materials, such as wool and, in particular, cellulose, and which correspond to the formula (1) ##STR1## in which: n is the number 0 or 1;Y is the vinyl group or an ethyl group containing, in .beta.-position, a substituent which can be eliminated by means of an alkali;Q.sup.1 and Q.sup.2 both represent a benzotriazole radical which can also be additionally substituted in the benzene nucleus by alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, carboxy or sulfo;B is --O--, --S--, --NH-- or --N(R')-- wherein R' is optionally substituted alkyl having 1 to 6 carbon atoms;W.sup.1 and W.sup.2 both represent a divalent, optionally substituted aliphatic, cycloaliphatic, aliphatic-cycloaliphatic, araliphatic or aromatic-carbocyclic radical, it being possible for the aliphatic radicals to be interrupted by hetero groups --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and/or --N(R.sup.o)-- in which R.sup.o is optionally substituted alkyl having 1 to 6 carbon atoms or alkanoyl having 2 to 5 carbon atoms, and/or for aliphatic and aryl radicals to be attached to one another through such a hetero group;R is hydrogen, alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, halogen, carboxyl or sulfo;E is hydrogen, sulfo, carboxyl, a group --SO.sub.2 --Y as defined above or an optionally substituted sulfonamide group; andX.sup.1 and X.sup.2 are both hydrogen or halogen, cycloalkyl, alkoxy, aryloxy, aryl or another substituent;and at least one carboxy, sulfo or sulfato group is present in the molecule (1),and pre-products of those triphendioxazine compounds, of the general formula ##STR2## in which K is an amino or nitro group, Y' is .beta.-hydroxyethyl or defined as for Y, W has one of the meanings of W.sup.1, and E' is hydrogen, sulfo, carboxy or a group of the formula --SO.sub.2 --Y' defined above, or an optionally substituted sulfonamide group, and R, B and R* have the above meanings.

    Fiber reactive dioxazine compound having four vinylsulfone type reactive groups
    2.
    发明授权
    Fiber reactive dioxazine compound having four vinylsulfone type reactive groups 失效
    具有四个乙烯基砜型反应性基团的纤维活性二嗪类化合物

    公开(公告)号：US4780107A

    公开(公告)日：1988-10-25

    申请号：US151580

    申请日：1988-02-02

    Applicant: Hirokazu Sawamoto ,  Naoki Harada ,  Takashi Omura

    Inventor： Hirokazu Sawamoto ,  Naoki Harada ,  Takashi Omura

    IPC: C07D498/04 ,  C09B62/503 ,  D06P1/38 ,  D06P1/384 ,  C09B62/04 ,  C07D498/00

    CPC classification number: C09B62/5033

    Abstract: A dioxazine compound represented by the following formula (I) in the free acid form, ##STR1## wherein R is hydrogen, halogeno, alkyl, alkoxy or sulfo, V is a direct linkage or ##STR2## in which R.sub.4 is hydrogen or alkyl, X is a direct linkage or an aliphatic, araliphaatic or aromatic bridging group, B.sub.1 and B.sub.2 independently of one another are each phenylene or naphthylene, Y.sub.1 and Y.sub.2 independently of one another are each --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z in which Z is a group splittable by the action of an alkali, and R.sub.1, R.sub.2 and R.sub.3 independently of one another are each hydrogen or alkyl, which is useful for dyeing or printing fiber materials such as cellulose fiber materials to give dyed or printed products of a deep blue color superior in fastness properties.

    Water-soluble triphendioxazine compounds and sulfonyl-containing precursors thereof, processes for the preparation thereof and use of the triphendioxazines as dyes
    3.
    发明授权
    Water-soluble triphendioxazine compounds and sulfonyl-containing precursors thereof, processes for the preparation thereof and use of the triphendioxazines as dyes 失效
    水溶性三苯并二恶嗪化合物及其含磺酰基前体，其制备方法和使用三苯并恶嗪作为染料

    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。

    REACTIVE DYES, PROCESSES FOR THEIR PREPARATION AND THEIR USE
    4.
    发明申请
    REACTIVE DYES, PROCESSES FOR THEIR PREPARATION AND THEIR USE 有权

    公开(公告)号：US20100251490A1

    公开(公告)日：2010-10-07

    申请号：US12739079

    申请日：2008-10-07

    Applicant: Athanassios Tzikas ,  Thomas Verdugo ,  Georg Roentgen

    Inventor： Athanassios Tzikas ,  Thomas Verdugo ,  Georg Roentgen

    IPC: C07D498/04 ,  C09B62/00

    CPC classification number: C09B62/5033 ,  C09B62/465 ,  C09B67/004

    Abstract: Reactive dyes of the formula (1) in which Q1 is hydrogen, halogen or a radical of the formula R1, R2 and R3 independently of one another are hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, and R1 in formula (1) and R1 in formula (2a) have identical or different meanings and R2 in formula (1) and R2 in formula (2a) have identical or different meanings, (R4)0-1 and (R5)0-1 independently of one another are 0 or 1 identical or different substituents from the group consisting of C1-C4alkyl, C1-C4alkoxy, halogen and sulfo, A is hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, phenyl which is unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, carbamoyl, sulfo or halogen, phenyl-C1-C2alkylene which is unsubstituted or substituted in the phenyl ring by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, sulfo, carbamoyl or halogen, or C5-C7cycloalkyl which is unsubstituted or substituted by C1-C4alkyl, B is a C2-C12alkylene radical which can be interrupted by 1, 2 or 3 members from the group consisting of —NH—, —N(CH3)— or —O— and is unsubstituted or substituted by hydroxyl, sulfo, sulfato, cyano or carboxyl, a C5-C7cycloalkylene radical or C1-C2alkylene-C5-C7cycloalkylene radical which are unsubstituted or substituted in the cycloalkylring by C1-C4alkyl, C1-C2alkylenephenylene radical or phenylene radical which are unsubstituted or substituted in the phenyl ring by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, sulfo, halogen or carboxyl, V1 and V2 independently of one another are halogen, T is a radical of the formula —CO—(CH2)mSO2—Y   (3a), —CO—CH(Hal)—CH2—Hal   (3b) or —CO—C(Hal)=CH2   (3c), Hal is halogen, X is hydroxyl or Y, Y is vinyl or a radical —CH2—CH2—U and U is a group which can be split off under alkaline conditions, and m is the number 2, 3 or 4. are suitable for dyeing widely varying fibre materials, in particular cellulosic fibre materials, and produce dyeings with good allround properties.

    Fiber-reactive dioxazine dyes containing two vinylsulfonyl moieties
    6.
    发明授权
    Fiber-reactive dioxazine dyes containing two vinylsulfonyl moieties 失效

    公开(公告)号：US4997937A

    公开(公告)日：1991-03-05

    申请号：US422339

    申请日：1989-10-16

    Applicant: Athanassios Tzikas ,  Peter Aeschlimann

    Inventor： Athanassios Tzikas ,  Peter Aeschlimann

    IPC: C07D295/18 ,  C07C317/04 ,  C07C317/18 ,  C07C317/28 ,  C07C323/25 ,  C07D498/04 ,  C09B62/503 ,  D06P1/38

    CPC classification number: C09B62/5033 ,  C07C317/04

    Abstract: Dyes suitable for dyeing and printing cellulose-containing fiber materials which produce blue dyeings and prints having good fastness properties. These dyes are of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, phenoxy, carboxyl carbamoyl or C.sub.1 -C.sub.4 alkanoylamino; R.sub.3 is hydrogen, sulfo, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl, carbamoyl, N-C.sub.1 -C.sub.4 alkylcarbamoyl, N,N-di-C.sub.1 -C.sub.4 alkylcarbamoyl, C.sub.1 -C.sub.4 alkylsulfonyl, sulfamoyl, N-C.sub.1 -C.sub.4 alkylsulfamoyl or N,N-di-C.sub.1 -C.sub.4 alkylsulfamoyl; R.sub.4 is a radical of the formula ##STR2## R.sub.5 and R.sub.6 are independently of each other hydrogen or unsubstituted or hydroxyl-, sulfo-, sulfato-, carboxyl-, cyano-, halogen-, C.sub.1 -C.sub.4 alkoxycarbonyl-, C.sub.1 -C.sub.4 alkanoyloxy- or carbamoyl-substituted and uninterrupted or, except in the case of methyl, --O--, --S-- or --NH--interrupted C.sub.1 -C.sub.6 alkyl; R' is hydrogen or C.sub.1 -C.sub.6 alkyl; t is an integer from 0 to 4; the phenyl radical (a) is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkyl substituted by hydroxyl-, sulfo or sulfato, C.sub.1 -C.sub.4 alkoxy, halogen, sulfo, carboxyl or hydroxy, and A is a radical of the formula ##STR3## where R' is as defined above, (alk) is C.sub.1 -C.sub.6 alkylene, T is hydrogen, halogen, hydroxyl, sulfato, carboxyl, cyano, C.sub.1 -C.sub.4 alkanoyloxy, C.sub.1 -C.sub.4 alkoxycarbonyl, carbamoyl or a radical --SO.sub.2 --Z, V is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or a radical of the formula -(alk)--CH.sub.2 --SO.sub.2 --Z, where (alk) is as defined above, Z is a radical of the formula --CH.dbd.CH.sub.2 l or --CH.sub.2 --CH.sub.2 --Y, Y is a leaving group selected from the group consisting of --OSO.sub.3 H, --SSO.sub.3 H, --OCOCH.sub.3, --OCO--C.sub.6 H.sub.5, OPO.sub.3 H.sub.2, --Cl, Br, --F, ##STR4## p, q and r are each independently of the others an integer from 1 to 6.

    Water-soluble triphendioxazine compounds
    7.
    发明授权
    Water-soluble triphendioxazine compounds 失效

    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.

    Dioxazine blue dye compound having vinylsulfone type fiber reactive groups
    9.
    发明授权
    Dioxazine blue dye compound having vinylsulfone type fiber reactive groups 失效
    具有乙烯基砜型纤维反应性基团的二恶嗪蓝染料化合物

    公开(公告)号：US5486607A

    公开(公告)日：1996-01-23

    申请号：US379028

    申请日：1995-01-27

    Applicant: Tetsuya Miyamoto ,  Miyao Takahashi ,  Takahiko Fujisaki ,  Naoki Harada ,  Yutaka Kayane ,  Takashi Omura

    Inventor： Tetsuya Miyamoto ,  Miyao Takahashi ,  Takahiko Fujisaki ,  Naoki Harada ,  Yutaka Kayane ,  Takashi Omura

    IPC: C07D498/04 ,  C09B62/503 ,  D06P1/38

    CPC classification number: C09B62/5033

    Abstract: A dioxazine compound represented by the following formula in the free acid form, ##STR1## wherein V is a direct linkage or ##STR2## in which R.sub.3 is hydrogen or alkyl, X is a direct linkage or an aliphatic, araliphatic or aromatic bridging group, Y is phenylene or naphthylene, Z is a so-called vinylsulfone type fiber reactive group, and R.sub.1 and R.sub.2 are each hydrogen or alkyl, which is useful for dyeing or printing fiber materials to give a dyed or printed product of a blue color superior in fastness properties with superior build-up property.

    Abstract translation: 由游离酸形式的下式表示的二恶嗪化合物，其中V是直接键合或其中R 3是氢或烷基，X是直链或者 脂族，芳脂族或芳族桥连基团，Y为亚苯基或亚萘基，Z为所谓的乙烯基砜型纤维反应性基团，R 1和R 2各自为氢或烷基，可用于染色或印花纤维材料染色或 具有优异的牢固性能的蓝色的印刷产品具有优异的堆积性能。

    Asymmetric dioxazine compounds and method for dyeing or printing fiber materials using the same
    10.
    发明授权
    Asymmetric dioxazine compounds and method for dyeing or printing fiber materials using the same 失效
    不对称二恶嗪化合物及其染色或印花方法

    公开(公告)号：US5478936A

    公开(公告)日：1995-12-26

    申请号：US215396

    申请日：1994-03-21

    Applicant: Kazufumi Yokogawa ,  Miyao Takahashi ,  Takahiko Fuzisaki ,  Yutaka Kayane ,  Shigeru Kawabata ,  Naoki Harada

    Inventor： Kazufumi Yokogawa ,  Miyao Takahashi ,  Takahiko Fuzisaki ,  Yutaka Kayane ,  Shigeru Kawabata ,  Naoki Harada

    IPC: C09B62/04 ,  C09B62/02 ,  C09B62/44 ,  C09B62/503 ,  D06P1/382 ,  D06P1/384 ,  C07D498/04

    CPC classification number: C09B62/021 ,  C09B62/4405 ,  C09B62/5033

    Abstract: An asymmetric dioxazine compound represented by the following formula (I) in the free acid form: ##STR1## wherein A.sub.1 and A.sub.2 independently of one another are each sulfo, halo, alkyl or alkoxy, W is an unsubstituted or substituted aliphatic or aromatic bridging group, X.sub.1 and X.sub.2 independently of one another are each hydrogen, halo, alkyl, alkoxy or phenoxy, R.sub.1 and R.sub.2 independently of one another are each hydrogen or unsubstituted or substituted alkyl, R.sub.3 and R.sub.4 independently of one another are each hydrogen, halo, alkyl, alkoxy or unsubstituted or substituted amino, Z is a fiber-reactive group, m and n independently of one another are each 0 or 1, provided that m.noteq.n, and l is 1 or 2. This compound is suitable for dyeing and printing cellulose fiber, natural and synthetic polyamide fibers, polyrethane fiber, leather and the like and mixed yarns thereof, to obtain dyed or printed products of a color fast to light, wetness and chlorine with superior build-up and level dyeing properties.

    Abstract translation: 由游离酸形式的下式（I）表示的不对称二嗪类化合物：其中A 1和A 2彼此独立地各自为磺基，卤素，烷基或烷氧基，W是未取代或取代的脂族基或 芳基桥连基团X 1和X 2彼此独立地各自为氢，卤素，烷基，烷氧基或苯氧基，R 1和R 2彼此独立地为氢或未取代或取代的烷基，R 3和R 4彼此独立地为氢， 卤素，烷基，烷氧基或未取代的或取代的氨基，Z是纤维反应性基团，m和n彼此独立地各自为0或1，条件是m为1或2，该化合物适用于 染色和印花纤维素纤维，天然和合成聚酰胺纤维，聚氨酯纤维，皮革等及其混合纱线，以获得快速，轻便，湿润和氯色的染色或印刷产品，具有优异的聚集和染色性能 rties。

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