Disazo dyes containing at least one sulfo group and at least two basic
or cationic groups
    21.
    发明授权
    Disazo dyes containing at least one sulfo group and at least two basic or cationic groups 失效
    含有至少一个磺基和至少两个碱性或阳离子基团的双偶氮染料

    公开(公告)号:US4367172A

    公开(公告)日:1983-01-04

    申请号:US212826

    申请日:1980-12-04

    Abstract: Compounds of the formula ##STR1## wherein F is the residue of a monoazo or disazo compound,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7, whereinQ is linear or branched C.sub.2-6 alkylene,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl substituted by hydroxy or cyano; C.sub.1-3 alkyl substituted by phenyl or substituted phenyl having 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups, with the proviso that neither R.sub.5 nor R.sub.6 can be hydrogen, orR.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 taken together and with the nitrogen atom to which they are joined form a 5- or 6-membered ring containing at most one further hetero atom, andR.sub.7 is C.sub.1-4 alkyl or benzyl,each Z.sub.1 is independently --CO--, --SO.sub.2 -- or ##STR2## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, andY is chloro, hydroxy, amino or an aliphatic or aromatic amino group,each Z.sub.2 is independently ##STR3## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl,m is 1 or 2,n is 0-4, andp is 0-3,with the proviso that n+2p.gtoreq.m+1, the Z's are carbonyl, sulfonyl or triazine bridging groups and (n+2p).gtoreq.m+1 so that there is an excess of basic or cationic groups, are useful as dyes for paper, leather and cellulosic fibres.

    Abstract translation: 其中F是单偶氮或双偶氮化合物的残基,每个X独立地是-NR 2 -Q-NR 3 R 4或-NR 2 -QN(+)R 5 R 6 R 7,其中Q是直链或支链C 2-6亚烷基,R 2 是氢或C 1-4烷基,R 3,R 4,R 5和R 6各自独立地是氢; C 1-6烷基; 被羟基或氰基取代的C 2-6烷基; 被苯基取代的C 1-3烷基或具有1至3个选自氯,C 1-4烷基和C 1-4烷氧基的取代基的取代苯基; C5-6环烷基或被1至3个C1-4烷基取代的C5-6环烷基,条件是R5和R6都不能是氢,R3和R4或R5和R6与它们所连接的氮原子一起形成 含有至多一个另外的杂原子的5-或6-元环,并且R 7是C 1-4烷基或苄基,每个Z 1独立地是-CO - , - SO 2 - 或其中R 1是氢或C 1-4烷基,和 Y是氯,羟基,氨基或脂族或芳族氨基,每个Z 2独立地是其中R 1是氢或C 1-4烷基,m是1或2,n是0-4,p是0-3, 条件是n + 2p> / = m + 1,Z是羰基,磺酰基或三嗪桥连基团和(n + 2p)> / = m + 1,使得碱性或阳离子基团过量是有用的 作为纸张,皮革和纤维素纤维的染料。

    Monoazo and disazo dyes containing at least one sulfo group and at least
two basic or cationic groups
    22.
    发明授权
    Monoazo and disazo dyes containing at least one sulfo group and at least two basic or cationic groups 失效
    含有至少一个磺基和至少两个碱性或阳离子基团的单偶氮和双偶氮染料

    公开(公告)号:US4273707A

    公开(公告)日:1981-06-16

    申请号:US31781

    申请日:1979-04-20

    Abstract: Compounds of the formula ##STR1## wherein F is the residue of a monoazo or disazo compound,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7, whereinQ is linear or branched C.sub.2-6 alkylene,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl substituted by hydroxy or cyano; C.sub.1-3 alkyl substituted by phenyl or substituted phenyl having 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups, with the proviso that neither R.sub.5 nor R.sub.6 can be hydrogen, orR.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 taken together and with the nitrogen atom to which they are joined form a 5- or 6-membered ring containing at most one further hetero atom, andR.sub.7 is C.sub.1-4 alkyl or benzyl,each Z.sub.1 is independently --CO--, --SO.sub.2 -- or ##STR2## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, andY is chloro, hydroxy, amino or an aliphatic or aromatic amino group,each Z.sub.2 is independently ##STR3## wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, m is 1 or 2,n is 0-4, andp is 0-3,with the proviso that n+2p.gtoreq.m+1,are useful as dyes for paper, leather and cellulosic fibers.

    Abstract translation: 其中F是单偶氮或双偶氮化合物的残基,每个X独立地是-NR 2 -Q-NR 3 R 4或-NR 2 -QN(+)R 5 R 6 R 7,其中Q是直链或支链C 2-6亚烷基,R 2 是氢或C 1-4烷基,R 3,R 4,R 5和R 6各自独立地是氢; C 1-6烷基; 被羟基或氰基取代的C 2-6烷基; 被苯基取代的C 1-3烷基或具有1至3个选自氯,C 1-4烷基和C 1-4烷氧基的取代基的取代苯基; C5-6环烷基或被1至3个C1-4烷基取代的C5-6环烷基,条件是R5和R6都不能是氢,R3和R4或R5和R6与它们所连接的氮原子一起形成 含有至多一个另外的杂原子的5-或6-元环,并且R 7是C 1-4烷基或苄基,每个Z 1独立地是-CO - , - SO 2 - 或其中R 1是氢或C 1-4烷基,和 Y是氯,羟基,氨基或脂族或芳族氨基,每个Z 2独立地是其中R 1是氢或C 1-4烷基,m是1或2,n是0-4,p是0-3, 条件是n + 2p> / = m + 1可用作纸,皮革和纤维素纤维的染料。

    Salts of stilbene-azo and stilbene-azoxy dyes and process for their
preparation
    23.
    发明授权
    Salts of stilbene-azo and stilbene-azoxy dyes and process for their preparation 失效
    芪 - 偶氮和茋 - 偶氮染料的盐及其制备方法

    公开(公告)号:US3953419A

    公开(公告)日:1976-04-27

    申请号:US385756

    申请日:1973-08-06

    CPC classification number: C09B56/04 C09B69/045 D21H21/28 Y10S8/919

    Abstract: Novel salts of stilbene-azo or stilbene-azoxy dyestuffs, in which the cations are selected from tetra-alkylammonium, tetra-alkylammonium in combination with lithium, sodium, potassium or ammonium, and ammonium in combination with lithium, sodium or potassium, have good cold water solubility relative to known salts of such dyes. The preferred dyes have the formula ##SPC1##Wherein1. each R' is independently --SO.sub.3 .sup.-M.sup.+ or --SO.sub.3 .sup.-N.sup.+(R).sub.4,wherein each R is independently alkyl of 1 to 6 carbon atoms or alkyl of 1 to 6 carbon atoms substituted by hydroxy, cyano, halo or phenyl, andEach M.sup.+ is independently hydrogen, lithium, sodium, potassium or ammonium,With the proviso that at least one R' is --SO.sub.3 .sup.-N.sup.+(R).sub.4,2. each R' is --SO.sub.3 .sup.-M.sup.+,wherein each M.sup.+ is lithium, sodium, potassium or ammonium,With the proviso that at least one M.sup.+ is ammonium, or3. each R' is independently --SO.sub.3 .sup.-M.sup.+ or --SO.sub.3 .sup.-N.sup.+(R).sub.4,wherein each R is independently alkyl of 1 to 6 carbon atoms or alkyl of 1 to 6 carbon atoms substituted by hydroxy, cyano or halo, andEach M.sup.+ is ammonium or an alkali metal,With the proviso that at least one R' is --SO.sub.3 .sup.-M.sup.+ wherein M.sup.+ is ammonium.The dyes are useful for producing colored paper by incorporation into paper stock or by application to paper sheet. The dyed paper is fast to light and wet treatments.

    Abstract translation: 二苯乙烯偶氮或二苯乙烯 - 偶氮染料的新型盐,其中阳离子选自四烷基铵,四烷基铵与锂,钠,钾或铵的组合,以及与锂,钠或钾组合的铵,具有良好的 相对于这种染料的已知盐的冷水溶解度。 优选的染料具有式WHEREIN 1.每个R'独立地是-SO 3 - , - 或 - SO 3 - (R)4,其中每个R独立地是1至6个碳原子的烷基 或被羟基,氰基,卤素或苯基取代的1至6个碳原子的烷基,并且每个M +独立地为氢,锂,钠,钾或铵,其中至少一个R'为-SO 3 - > N +(R)4,2,每个R'是-SO 3 M +,其中每个M +是锂,钠,钾或铵,具有至少一个M < +是铵,或3.每个R'独立地是-SO 3 - , - 或-SO 3 - , - (R)4,其中每个R独立地是1至6个碳原子的烷基或 被羟基,氰基或卤素取代的1至6个碳原子的烷基,和每个M +是铵或碱金属,其中至少一个R'是-SO 3 - ,其中M' +>是铵。

    Red acid dyes for injet printing and paper dyeing
    25.
    发明授权
    Red acid dyes for injet printing and paper dyeing 失效
    用于喷墨印染和染色的红酸染料

    公开(公告)号:US06432185B1

    公开(公告)日:2002-08-13

    申请号:US09525822

    申请日:2000-03-15

    CPC classification number: C09D11/328 C09B43/16 C09D5/035 D21H21/28

    Abstract: The present invention provides water-soluble acid dyes of the formula (1) in which R1 is A—X—COOM, A—X—SO3M, OR4 or NR5R6, A is NR7 or S, X is a (C1-C16)-alkylene or arylene radical optionally substituted with hydroxyl-, carboxyl- or amino-groups; R4, R5 and R6 independently of one another are hydrogen or (C1-C4)-alkyl or substituted (C1-C4)-alkyl R7 is hydrogen, methyl or ethyl; M is a cation and n is 0 or 1. which are suitable for printing natural and synthetic fiber materials for recording liquids, especially for the inkjet process, and for pulp-dyeing paper.

    Abstract translation: 本发明提供式(1)的水溶性酸性染料,其中R1是AX-COOM,AX-SO3M,OR4或NR5R6,A是NR7或S,X是(C1-C16) - 亚烷基或亚芳基任选的 被羟基,羧基或氨基取代; R 4,R 5和R 6彼此独立地是氢或(C 1 -C 4) - 烷基或取代的(C 1 -C 4) - 烷基R 7是氢,甲基或乙基; M是 并且是0或1,其适用于印刷用于记录液体的天然和合成纤维材料,特别是用于喷墨工艺和纸浆染色纸。

    Basic monoazo compounds
    26.
    发明授权
    Basic monoazo compounds 失效
    基本单偶氮化合物

    公开(公告)号:US5929215A

    公开(公告)日:1999-07-27

    申请号:US111311

    申请日:1998-07-07

    CPC classification number: C09B29/30 C09B29/0003 Y10S8/919

    Abstract: Compounds of Formula I ##STR1## wherein the substituents are as defined in the description, a process of manufacture thereof and a process of dyeing employing said compounds.

    Abstract translation: 式I的化合物,其中取代基如说明书中所定义,其制备方法和使用所述化合物的染色方法。

    "> Sulfo group-containing monoazo compounds having an unsubstituted or
substituted 4-(benzothiazol-2'-yl)phenyl or
4-(6'-benzothiazol-2

    公开(公告)号:US4877412A

    公开(公告)日:1989-10-31

    申请号:US183566

    申请日:1988-03-31

    Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar. group of the molecule or of an external nonchromophoric anion, (v) when, simultaneously (1) at least one of Q.sub.1 and Q.sub.2 is --SO.sub.3 M.sub.1, and R.sub.2 is other than --COOM, and (2) K is a group of Formula (b) wherein Y is O or S, then at least one M.sub.1 is a quaternary ammonium cation, (vi) when, simultaneously (1) Q.sub.1 is 7-SO.sub.3 M.sub.1, Q.sub.2 is hydrogen, each R.sub.1 is hydrogen, R.sub.2 is methyl, and n is 0, and (2) K is a group of Formula (b) wherein each of R.sub.20 and R.sub.21 is hydrogen, and Y is .dbd.NH, then M.sub.1 is other than hydrogen and sodium, and (vii) when, simultaneously (1) Q.sub.1 is 7-SO.sub.3 M.sub.1, Q.sub.2 is hydrogen, each R.sub.1 is hydrogen, R.sub.2 is methyl, and n is 0, and (2) K is a group of Formula (b) wherein each of R.sub.20 and R.sub.21 is hydrogen, X is O, Y is .dbd.N--CN or .dbd.N--CONH.sub.2, and Z is --OH, then M.sub.1 is a quaternary ammonium cation, are dyes for hydroxy group- and nitrogen-containing organic substrates, for example, textiles consisting of or comprising a cellulosic material, leather and paper. They are employed as such or in the form of solid or, preferably aqueous liquid dye compositions.

    Monoazo compounds containing a 2-sulfophenyl diazo component radical and
a 1-hydroxy-naphthalene-sulfonic or disulfonic acid coupling component
radical and two substituted 1,3,5-triazine rings
    28.
    发明授权
    Monoazo compounds containing a 2-sulfophenyl diazo component radical and a 1-hydroxy-naphthalene-sulfonic or disulfonic acid coupling component radical and two substituted 1,3,5-triazine rings 失效
    含有2-磺基苯基重氮组分基团和1-羟基 - 萘磺酸或二磺酸偶合组分基团和两个取代的1,3,5-三嗪环的单偶氮化合物

    公开(公告)号:US4875903A

    公开(公告)日:1989-10-24

    申请号:US58434

    申请日:1987-06-05

    CPC classification number: C09B44/02 C09B43/16

    Abstract: Compounds of the formula ##STR1## wherein each R.sub.1 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, halo, cyano or C.sub.1-4 alkoxy,each of X.sub.1 and X.sub.3 is independently halo, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, phenyl, phenoxy, amino or an aliphatic, cycloaliphatic, aromatic or heterocyclic amino group,each of X.sub.2 and X.sub.4 is independently an aliphatic, cycloaliphatic, aromatic or heterocyclic amino group containing at least one protonatable nitrogen atom or quaternary ammonium group,m is 0 or 1, andeach of n.sub.1 and n.sub.2 is independently 0 or 1, with the proviso that n.sub.1 +n.sub.2 is 1 or 2,wherein each halo is independently fluoro, chloro or bromo, with the provisos that (1) the total number of basic and cationic groups present as X.sub.1 -X.sub.4 equals or exceeds the number of sulfo groups, (2) the hydroxy or alkoxy group of each hydroxy- or alkoxy-substituted alkyl group or alkylene radical attached to a nitrogen atom is bound to a carbon atom other than the C.sub.1 -atom, and (3) the hydroxy groups of each alkylene radical substituted by two hydroxy groups are attached to different carbon atoms, mixtures of such compounds and salts and mixtures with one or more copper phthalocyanine dyes containing basic and/or cationic groups, are suitable for dyeing or printing hydroxy group- or nitrogen- containing organic substrates as such or in form of solid or liquid aqueous dye preparations. They are also suitable for dyeing glass and products thereof and the preparation of inks.

    Abstract translation: 其中每个R 1独立地为氢,C 1-4烷基或被羟基,卤素,氰基或C 1-4烷氧基单取代的C 1-4烷基,X 1和X 3各自独立地为卤素,羟基,C 1 4-烷基,C 1-4烷氧基,苯基,苯氧基,氨基或脂族,脂环族,芳族或杂环氨基,X 2和X 4各自独立地为含有至少一个可质子化的氮原子或四价基团的脂族,脂环族,芳族或杂环氨基 铵基,m为0或1,n1和n2各自独立地为0或1,条件是n1 + n2为1或2,其中每个卤素独立地为氟,氯或溴,条件是(1 )作为X1-X4存在的碱性和阳离子基团的总数等于或超过磺基数,(2)每个羟基或烷氧基取代的烷基或与氮原子连接的亚烷基的羟基或烷氧基为 与碳原子以外的碳原子结合,(3) 由两个羟基取代的每个亚烷基的羟基被连接到不同的碳原子上,这些化合物和盐的混合物以及与一种或多种含有碱和/或阳离子基团的铜酞菁染料的混合物适用于染色或印刷羟基 - 或含氮有机底物,或固体或液体含水染料制剂的形式。 它们也适用于对玻璃及其制品进行染色和油墨的制备。

    Metal-free monoazo and disazo compounds having a 1-hydroxy-5,6-, 7- or
8- substituted 1,3,5-triazinylamino-3- or 4 sulfonic acid coupling
component radical and 1:1 copper complexes
    30.
    发明授权
    Metal-free monoazo and disazo compounds having a 1-hydroxy-5,6-, 7- or 8- substituted 1,3,5-triazinylamino-3- or 4 sulfonic acid coupling component radical and 1:1 copper complexes 失效
    具有1-羟基-5,6-,7-或8-取代的1,3,5-三嗪基氨基-3-或4-磺酸偶联组分基团和1:1铜络合物的无金属单偶氮和双偶氮化合物

    公开(公告)号:US4764175A

    公开(公告)日:1988-08-16

    申请号:US897445

    申请日:1986-08-15

    CPC classification number: C09B44/08 C09B43/16 D06P1/41 Y10S8/918 Y10S8/919

    Abstract: Metal-free compounds of the formula, ##STR1## and 1:1 copper complexes of metallizable metal-free compounds of said formula and internal and external salts of metal-free compounds of said formula and of 1:1 copper complexes of metallizable metal-free compounds of said formula, whereineach Q is independently linear or branched C.sub.2-6 alkylene; linear or branched C.sub.2-6 alkylene interrupted by --O--, --S-- or --NR.sub.4 --; linear or branched C.sub.3-6 alkylene monosubstituted or disubstituted by hydroxy or --*NHCO--CH.sub.2 --, wherein the * denotes the atom attached to the --NR.sub.4 -- radical,each R.sub.1 is independently hydrogen, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino, --SO.sub.2 NR.sub.3 R.sub.4, --CONR.sub.4 --C.sub.6 H.sub.5 or benzamido,R.sub.2 is hydrogen, hydroxy, halo, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NHCONR.sub.3 R.sub.4,X is --NR.sub.5 R.sub.6 or --N.sup..sym. R.sub.7 R.sub.8 R.sub.9 An.sup..crclbar., wherein R.sub.5 -R.sub.9 and An.sup..crclbar. are as defined in the specification, andn is 0 or 1whereineach R.sub.3 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, halo, cyano or C.sub.1-4 alkoxy, andeach R.sub.4 is independently hydrogen or C.sub.1-4 alkyl, are useful, as such and in the form of solid and liquid aqueous dye preparations as direct dyes for dyeing or printing hydroxy-group or nitrogen-containing organic substrates, such as textiles consisting of or containing cellulose, leather and especially paper; they are also suitable for dyeing glass and products thereof and in inks.

    Abstract translation: 所述式的金属化合物,所述式的金属化无金属化合物和所述式的金属化合物的内部和外部盐与1:1铜的金属化合物, + TR&lt; IMAGE&gt;和1: 所述式的可镀金属的无金属化合物的络合物,其中每个Q独立地为直链或支链的C 2-6亚烷基; 由-O - , - S-或-NR4-间隔的直链或支链C 2-6亚烷基; 被羟基或 - * NHCO-CH2-单取代或二取代的直链或支链C 3-6亚烷基,其中*表示与-NR 4 - 基团连接的原子,每个R 1独立地为氢,卤素,硝基,C 1-4烷基,C 1-4烷氧基 ,(C 1-4烷基)羰基氨基,-SO 2 NR 3 R 4,-CONR 4 -C 6 H 5或苯甲酰氨基,R 2是氢,羟基,卤素,硝基,C 1-4烷基,C 1-4烷氧基,(C 1-4烷基)羰基氨基或-NHCONR 3 R 4,X是-NR 5 R 6 或-N(+)R 7 R 8 R 9 An( - ),其中R 5 -R 9和An( - )如说明书中所定义,并且n为0或1,其中每个R 3独立地为氢,C 1-4烷基或被单个取代的C 1-4烷基 羟基,卤素,氰基或C 1-4烷氧基,并且每个R 4独立地是氢或C 1-4烷基,可以这样使用,并且是固体和液体水性染料制剂的形式,作为用于染色或印刷羟基或氮 - 包含有机基材,如由纤维素,皮革和特别是纸组成的纤维素或纺织品; 它们也适用于对玻璃及其产品和油墨进行染色。

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