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    • 1. 发明授权
    • Sulfo group-free disazo and polyazo compounds containing at least two
basic or cationic group and which are in metal-free or 2:1 metal
complex form
    • US4468347A
    • 1984-08-28
    • US361183
    • 1982-03-24
    • Paul DoswaldEmil MoriconiHelmut MoserHorst Schmid
    • Paul DoswaldEmil MoriconiHelmut MoserHorst Schmid
    • C09B44/06C09B62/08C09B62/09C09B44/04C09B44/08C09B45/24C09B45/28
    • C09B44/06C09B62/08C09B62/09
    • Disazo and polyazo compounds of the formula ##STR1## wherein each A is independently ##STR2## andeach R.sub.1 and the ##STR3## radical to which it is attached, taken together, independently, are ##STR4## wherein ring B may be substituted by one substituent selected from halogen, C.sub.1-4 alkyl and C.sub.1-4 alkoxy, and each R.sub.3 is independently C.sub.1-4 alkyl, orwherein the ** denotes the carbon atom attached to X, or each A, R.sub.3 and the ##STR5## radical to which they are attached, taken together, independently, are each R.sub.1 and the ##STR6## radical to which it is attached, taken together, independently, are the radical of an aromatic carbocyclic or heterocyclic coupling component, ##STR7## wherein each R.sub.21 is independently halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,p is 0, 1 or 2,the * denotes the carbon atom attached to the --N.dbd.N-- radical, andthe ** denotes the carbon atom attached to X,eachA.sub.1 and A.sub.2 taken together are --O--Me--O--, wherein Me is copper, cobalt, iron, nickel, manganese or zinc, oreachA.sub.1 is hydroxy, andeachA.sub.2 is independently hydrogen, hydroxy or C.sub.1-4 alkoxy,X is a direct bond or a bridging radical,eachY is independently a direct bond, C.sub.1-4 alkylene, --CO--NH--(CH.sub.2).sub.m -***, --NH--CO--(CH.sub.2).sub.m *** or --SO.sub.2 --NR.sub.4 --(CH.sub.2).sub.m -***, wherein R.sub.4 is hydrogen or C.sub.1-4 alkyl,m is 1, 2, 3 or 4, and the *** denotes the carbon atom attached to the Z group, each Z is independently ##STR8## wherein A.sup..crclbar. is a non-chromophoric anion,m is 1, 2, 3 or 4, andp is 0, 1 or 2, andn is at least 2,with the provisos that (i) the compound is free of sulfo groups, and (ii) when the compound is in metal-free form, each A, R.sub.3 and the ##STR9## radical to which they are attached form a group of formula (b) and each R.sub.1 and the ##STR10## radical to which it is attached together form a 1-phenylpyrazole group the phenyl ring of which is substituted by one --Y--Z group, which compounds are useful for dyeing and printing paper, leather, textile materials comprising natural or regenerated cellulose (for example, cotton, mercerized cotton, alkali treated cotton, hemp, sisal, jute and flax) and fibers, yarns and textile materials comprising polyamide or polyester modified to contain acid groups.
    • 3. 发明授权
    • Sulfo group-free disazo and polyazo compounds containing two
1-phenylpyrazol-5-one coupling component radicals and at least two
basic or cationic groups
    • US4483796A
    • 1984-11-20
    • US409164
    • 1982-08-18
    • Paul DoswaldEmil MoriconiHelmut MoserHorst Schmid
    • Paul DoswaldEmil MoriconiHelmut MoserHorst Schmid
    • C09B44/06C09B62/08C09B62/09C09B35/18C09B35/22C09B35/227C09B35/26
    • C09B44/06C09B62/08C09B62/09
    • Disazo and polyazo compounds of the formula ##STR1## wherein each A is independently ##STR2## and each R.sub.3 is independently C.sub.1-4 alkyl, oreach A, R.sub.3 and the ##STR3## radical to which they are attached, taken together, independently, are ##STR4## wherein each R.sub.21 is independently halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,p is 0, 1 or 2,the * denotes the carbon atom attached to the --N.dbd.N-- radical, andthe ** denotes the carbon atom attached to X,each R.sub.1 and the ##STR5## radical to which it is attached taken together, independently, are the radical of an aromatic or heterocyclic coupling component,each A.sub.1 and A.sub.2 taken together are --O--Me--O--, wherein Me is copper, cobalt, iron, nickel, manganese or zinc, oreach A.sub.1 is hydroxy, andeach A.sub.2 is independently hydrogen, hydroxy or C.sub.1-4 alkoxy,X is a direct bond or a bridging radical,each Y is independently a direct bond, C.sub.1-4 alkylene, --CO--NH--(CH.sub.2).sub.m --, --NH--CO--(CH.sub.2).sub.m -- or --SO.sub.2 --NR.sub.4 --(CH.sub.2).sub.m --,whereinR.sub.4 is hydrogen or C.sub.1-4 alkyl,m is 1, 2, 3 or 4, andthe *** denotes the carbon atom attached to the Z group,each Z is independently ##STR6## wherein A.sup..crclbar. is a non-chromophoric anion,m is 1, 2, 3 or 4, andp is 0, 1, or 2, andn is at least 2,with the provisos that (i) the compound is free of sulfo groups, and (ii) when the compound is in metal-free form, each A, R.sub.3 and the ##STR7## radical to which they are attached form a group of formula (b) and each R.sub.1 and the ##STR8## radical to which it is attached together form a 1-phenylpyrazole group the phenyl ring of which is substituted by one --Y--Z group, which compounds are useful for dyeing and printing paper, leather, textile materials comprising natural or regenerated cellulose (for example, cotton, mercerized cotton, alkali treated cotton, hemp, sisal, jute and flax) and fibers, yarns and textile materials comprising polyamide or polyester modified to contain acid groups.
    • 5. 发明授权
    • Substituted 5-�5'-�(5
    • 取代的5- [5' - [(5“ - 氯-2”,4“ - 二氟嘧啶-6” - 基氨基)苯基羰基氨基] -2'-磺苯基 - 偶氮] -6-羟基-4-甲基 - 3-磺甲基吡啶-2-酮
    • US5693765A
    • 1997-12-02
    • US471814
    • 1995-06-06
    • Paul Doswald
    • Paul Doswald
    • C09B62/245C09B62/44C09B62/24D06P1/382
    • C09B62/245C09B62/4424
    • Compounds of the formula ##STR1## and salts thereof, wherein each R.sub.1 is independently hydrogen or C.sub.1-4 alkyl, and R.sub.2 is hydrogen; C.sub.1-6 alkyl; C.sub.2-4 alkenyl; C.sub.2-4 alkynyl; cyclohexyl; phenyl; phenyl substituted by 1 to 3 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, --SO.sub.3 H and --COOH; phenyl (C.sub.1-4 alkyl); phenyl(C.sub.1-4 alkyl) the phenyl ring of which is substituted by 1 to 3 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, --SO.sub.3 H and --COOH; or --W--Y, wherein W is linear or branched C.sub.1-6 alkylene, and Y is --COOH, --COOC.sub.1-4 alkyl, --SO.sub.3 H, --OSO.sub.3 H, hydroxy, cyano, C.sub.1-4 alkoxy, --NH.sub.2, a protonatable aliphatic, cycloaliphatic, aromatic or heterocyclic amino group or a quaternary ammonium group, or a mixture of such compounds or salts, useful for dyeing or printing hydroxy group- or nitrogen-containing organic substrates, for example leather and fibre material comprising natural or synthetic polyamides or natural or regenerated cellulose, especially textile materials comprising cotton. The obtained dyeings and prints show good general fastness properties such as good light fastness, wet fastnesses and resistance to oxidative influences.
    • 其中每个R 1独立地是氢或C 1-4烷基,R 2是氢;式 C 1-6烷基; C2-4烯基; C 2-4炔基; 环己基 苯基; 被1至3个选自卤素,C 1-4烷基,C 1-4烷氧基,-SO 3 H和-COOH的取代基取代的苯基; 苯基(C 1-4烷基); 苯基(C 1-4烷基),其苯环被1至3个选自卤素,C 1-4烷基,C 1-4烷氧基,-SO 3 H和-COOH的取代基取代; 或-WY,其中W是直链或支链C 1-6亚烷基,Y是-COOH,-COOC 1-4烷基,-SO 3 H,-OSO 3 H,羟基,氰基,C 1-4烷氧基,-NH 2,可质子化的脂族,脂环族,芳族或 杂环氨基或季铵基团,或这些化合物或盐的混合物,可用于染色或印刷含羟基或含氮有机基材,例如包含天然或合成聚酰胺或天然或再生纤维素的皮革和纤维材料, 特别是包含棉花的纺织材料。 获得的染色和印花显示出良好的耐光牢度,如耐光牢度,耐湿牢度和耐氧化影响。
    • 6. 发明授权
    • Copper complexes of disazo compounds having di- or tri- sulfonaphthol
and 6-[2,4-di-(amino or substituted
amino)-1,3,5-triazia-6-ylamino-]-1-hydroxy-3-sulfonaphthalene coupling
component radicals
    • US4843152A
    • 1989-06-27
    • US36601
    • 1987-04-10
    • Paul DoswaldHans-Rudolf von Tobel
    • Paul DoswaldHans-Rudolf von Tobel
    • C09B62/095C09B45/28D06P3/66
    • C09B45/28
    • Complexes of the formula ##STR1## and salts thereof, whereineach of X.sub.1 and X.sub.2 is independently --NR.sub.1 R.sub.2, whereinR.sub.1 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkyl monosubstituted by hydroxy or C.sub.1-4 -alkoxy, andR.sub.2 is hydrogen; C.sub.1-10 alkyl; C.sub.2-8 hydroxyalkyl; C.sub.2-8 dihydroxyalkyl the hydroxy groups of which are attached to different carbon atoms; C.sub.1-6 alkyl monosubstituted by halo, cyano, --OR.sub.3, (C.sub.1-4 alkyl)carbonyl, (C.sub.1-4 -alkoxy)carbonyl, sulfo or sulfato; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido and --SO.sub.2 --R.sub.4 ; phenyl(C.sub.1-4 alkyl); phenyl(C.sub.1-4 alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, acetamido and --SO.sub.2 --R.sub.4 ; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups, whereinR.sub.3 is C.sub.1-4 alkyl, C.sub.2-4 -hydroxyalkyl or (C.sub.1-4 -alkyl)carbonyl, andR.sub.4 is hydroxy, amino, C.sub.1-4 -alkyl or phenyl, or--NR.sub.1 R.sub.2 is an unsubstituted 5- or 6-membered saturated heterocyclic ring containing 1 or 2 further hetero atoms selected from nitrogen, oxygen and sulfur or a 5- or 6-membered saturated heterocyclic ring containing 1 or 2 further hetero atoms selected from nitrogen, oxygen and sulfur which is substituted by 1 to 3 C.sub.1-4 alkyl groups,m is 1 or 2, andn is 0 or 1,with the proviso that m+n is 2 or 3,with the proviso that one of the asterisked bonds is in the 1-position of the naphthalene ring and the other asterisked bond is in the 2-position, and mixtures thereof are useful for dyeing or printing hydroxy group- or nitrogen-containing organic substrates. e.g., textile material consisting of or containing cellulose fibers, which may be aftertreated with a polymeric polybasic amino compound.
    • 7. 发明授权
    • Dyes containing 5-cyano-2,4 or 4,6-dichloropyrimidyl fiber-reactive
groups
    • 染料含有5-氰基-2,4或4,6-二氯嘧啶基纤维反应性基团
    • US5527886A
    • 1996-06-18
    • US899570
    • 1992-06-16
    • Gunther AuerbachMarkus DorrPaul DoswaldMarkus GislerWerner KochHelmut A. MoserRoland Wald
    • Gunther AuerbachMarkus DorrPaul DoswaldMarkus GislerWerner KochHelmut A. MoserRoland Wald
    • C09B62/44C09B62/08C07F3/10C07F9/02
    • C09B62/4422
    • Fiber-reactive compounds of the formulaX-O.sub.2 S-W.sub.1 [F.sub.c ]W.sub.2 -NR-Z,and water-soluble salts thereof each cation of which is independently a non-chromophoric cation, and mixtures of such compounds or water-soluble salts,whereinFc is a chromophore-containing radical of a monoazo, disazo, polyazo, formazan, anthraquinone, dioxazine, phenazine or azomethine dye, which is in metal-free or metal complex form,each of W.sub.1 and W.sub.2 is independently a direct bond or a bridging group which is attached to a carbon atom of an aromatic carbocyclic ring or to a carbon or nitrogen atom of an aromatic heterocyclic ring present in F.sub.c,X is --CH.dbd.CH.sub.2 or --C.sub.2-4 alkylene--Y, wherein Y is hydroxy or a group which can be split off under alkaline conditions,R is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by hydroxy, halo, cyano, --SO.sub.3 H, --OSO.sub.3 H or --COOH, andZ is ##STR1## with the provisos as set forth herein.
    • 式X-O 2 S-W1 [Fc] W2-NR-Z的纤维反应性化合物及其各自阳离子独立地是非发色阳离子的水溶性盐,以及这些化合物或水溶性盐的混合物, 其中Fc是含有金属或金属络合物形式的单偶氮,二偶氮,多偶氮,甲an,蒽醌,二恶嗪,吩嗪或偶氮甲碱染料的含发色团的基团,W1和W2各自独立地为直接键或 连接于芳香族碳环的碳原子或存在于Fc中的芳香族杂环的碳原子或氮原子上的桥连基团,X为-CH = CH 2或-C 2-4亚烷基-Y,其中Y为羟基或 基团可以在碱性条件下分离,R是氢,C 1-4烷基或被羟基,卤素,氰基,-SO 3 H,-OSO 3 H或-COOH单取代的C 1-4烷基,Z是,条件是如上所述 这里。
    • 8. 发明授权
    • Monoazo and disazo compounds having 5-cyano-2,4-and
4,6-dichloropyrimidyl groups
    • 具有5-氰基-2,4-和4,6-二氯嘧啶基的单偶氮和双偶氮化合物
    • US5386015A
    • 1995-01-31
    • US90227
    • 1993-07-09
    • Paul DoswaldWerner Koch
    • Paul DoswaldWerner Koch
    • C09B62/245C09B62/24C09B62/25C09B62/255D06P1/382
    • C09B62/24Y10S534/01
    • Compounds of the formula ##STR1## and salts thereof, and mixtures of such compounds and salts, wherein F.sub.c is ##STR2## wherein D.sub.1 is an unsubstituted or substituted phenyl or naphthyl diazo component radical,each of Q.sub.1, Q.sub.2 and Q.sub.3 is independently hydrogen or a substituent,each R.sub.5 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,each R.sub.6 is independently hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NH--CO--NH.sub.2,R.sub.16 is hydrogen or --SO.sub.3 H,r is 1 or 2, andt is 2 or 3, andb is 1 or 2,whereineach R.sub.1 is independently hydrogen or C.sub.1-4 alkyl,each R.sub.7 is independently hydroxy, C.sub.1-4 alkoxy or --NH.sub.2,each Z is independently ##STR3## and each m is independently 0 or 1.
    • 下式化合物及其盐,以及这些化合物和盐的混合物,其中Fc是未取代或取代的苯基或萘基 重氮组分基团,Q1,Q2和Q3各自独立地为氢或取代基,每个R 5独立地为氢,C 1-4烷基或C 1-4烷氧基,每个R 6独立地为氢,卤素,C 1-4烷基,C 1-4烷氧基, -4-烷基)羰基氨基或-NH-CO-NH 2,R 16是氢或-SO 3 H,r是1或2,t是2或3,b是1或2,其中每个R 1独立地是氢或C 1-4烷基, 每个R 7独立地是羟基,C 1-4烷氧基或-NH 2,每个Z独立地是< IMAGE>每个m独立地是0或1。
    • 9. 发明授权
    • 2-(3,6,8-trisulfonaphth-2-ylazo)-5-[2-chloro-4-[2-(5-chlo
ro-2,4-difluoropyrimid-6-ylamino)-2-methyl-ethyl]amino-1,3,5-triazin-6-yl
amino]phenyl urea salts thereof
    • 2-(3,6,8-三磺基萘-2-基偶氮)-5- [2-氯-4- [2-(5-氯-2,4-二氟嘧啶-6-基氨基)-2-甲基 - 乙基] 氨基-1,3,5-三嗪-6-基氨基]苯基脲盐
    • US5227476A
    • 1993-07-13
    • US570941
    • 1990-08-21
    • Paul DoswaldWerner Koch
    • Paul DoswaldWerner Koch
    • C09B62/028D06P1/382
    • C09B62/028D06P1/382Y10S534/01
    • Compounds of the formula ##STR1## and salts thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,R.sub.2 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NHCONH.sub.2, andW is -NR.sub.3 -B.sub.1 -NR.sub.3 -, ##STR2## wherein B.sub.1 is linear or branched C.sub.2-6 alkylene, linear or branched C.sub.2-6 alkylene interrupted by --O-- or --NR.sub.3 -- or linear or branched C.sub.3-6 alkylene monosubstituted or disubstituted by hydroxy, with the proviso that the hydroxy groups of any linear or branched C.sub.3-6 alkylene disubstituted by hydroxy are bound to different carbon atoms, andR.sub.4 is linear or branched C.sub.2-4 alkylene,whereineach R.sub.3 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkyl substituted by hydroxy, halo, cyano, sulfo, sulfato or carboxy,with the provisos that the --N.dbd.N-- radical is attached to the 1- or 2-position of the naphthalene ring and the floating sulfo group is attached to the 3- or 4-position of the naphthalene ring, and mixtures thereof, are useful for dyeing and printing hydroxy group- or nitrogen-containing organic substrates, for example leather and fiber materials containing or consisting of natural or synthetic polyamides or natural or regenerated cellulose, especially textile material containing or consisting of cotton.
    • 其中R 1是氢,C 1-4烷基或C 1-4烷氧基,R 2是氢,卤素,C 1-4烷基,C 1-4烷氧基,(C 1-4烷基)羰基氨基或 -NHCONH 2,W是-NR 3 -B 1 -NR 3 - ,其中B 1是直链或支链C 2-6亚烷基,被-O-或-NR 3 - 或直链或支链C 3间隔的直链或支链C 2-6亚烷基 6-亚烷基被羟基单取代或二取代,条件是羟基二取代的任何直链或支链C 3-6亚烷基的羟基与不同的碳原子结合,而R4是直链或支链C 2-4亚烷基,其中每个R 3独立地是氢, C 1-4烷基或被羟基,卤素,氰基,磺基,硫酸根或羧基取代的C 1-4烷基,条件是-N = N-基连接到萘环的1-位或2-位,而漂浮的磺基 基团连接到萘环的3-或4-位,并且其混合物可用于染色和印刷羟基 - 或含氮有机基材,例如含有或由天然或合成聚酰胺或天然或再生纤维素组成的皮革和纤维材料,特别是含有或由棉花组成的纺织材料。