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    Water-soluble disazo dyestuffs and process for coloring synthetic polyamide fibres with them
    2.
    发明授权
    Water-soluble disazo dyestuffs and process for coloring synthetic polyamide fibres with them 失效
    水溶性双偶氮染料和合成聚酰胺纤维染色的方法

    公开(公告)号：US4194883A

    公开(公告)日：1980-03-25

    申请号：US936184

    申请日：1978-08-23

    申请人： Hermann Fuchs ,  Klaus Filzinger

    发明人： Hermann Fuchs ,  Klaus Filzinger

    IPC分类号： C09B31/04 ,  C09B43/132 ,  D06P1/06 ,  C09B27/00 ,  D06P1/02

    CPC分类号： D06P1/06 ,  C09B31/041 ,  C09B43/132 ,  Y10S8/924

    摘要： Water-soluble disazodyestuffs of the formula ##STR1## in which R.sub.1 and R.sub.2 are identical or different and each is hydrogen, methyl, ethyl or methoxy, and R.sub.3 is hydrogen, chlorine, nitro or alkyl of 1 to 4 carbon atoms, and their salts have been found which possess very good dyeing characteristics and are very well suitable for dyeing of synthetic polyamides and yield dyeings on these fibers with good to very good wet fastnesses and fastnesses to processing and to use. In accordance with this, an improved process had been found for coloring synthetic polyamide fibres by applying the above dyestuffs of the invention on said fibres in usual dyeing and printing methods and fixing them on the fibre by methods as usual in the art.

    摘要翻译： 其中R 1和R 2相同或不同，并且各自为氢，甲基，乙基或甲氧基，R 3为氢，氯，硝基或1至4个碳原子的烷基，其盐的水溶性抗菌药物及其盐 已经发现其具有非常好的染色特性，并且非常适合于合成聚酰胺的染色和在这些纤维上产生染色，具有良好至非常好的耐湿牢度和对加工和使用的牢度。 据此，已经发现通过在通常的染色和印刷方法中将上述本发明的染料施用在所述纤维上并通过本领域常规方法将它们固定在纤维上而已经改进了合成聚酰胺纤维着色的方法。

    Water-soluble disazo compounds and new bis-(aminophenoxy)-ethane compounds having fiber-reactive groups as the tetrazo components, and use of the disazo compounds as dyestuffs
    3.
    发明授权
    Water-soluble disazo compounds and new bis-(aminophenoxy)-ethane compounds having fiber-reactive groups as the tetrazo components, and use of the disazo compounds as dyestuffs 失效
    具有纤维反应性基团作为双偶氮组分的水溶性双偶氮化合物和新的双 - （氨基苯氧基） - 乙烷化合物，以及使用双偶氮化合物作为染料

    公开(公告)号：US4534908A

    公开(公告)日：1985-08-13

    申请号：US535431

    申请日：1983-09-26

    申请人： Hermann Fuchs ,  Klaus Filzinger

    发明人： Hermann Fuchs ,  Klaus Filzinger

    IPC分类号： C09B62/01 ,  C09B62/44 ,  C09B62/513 ,  D06P3/10 ,  D06P3/66 ,  C07C141/16 ,  C07C93/14

    CPC分类号： C09B62/4401 ,  C09B62/513

    摘要： Water-soluble disazo compounds of the formula (1) ##STR1## and diamino compounds serving as starting compounds (tetrazo components), of the formula (4) ##STR2## in which the formulae moieties occurring twice, namely Z, K and X, in each case have a meaning identical to one another and the groups Z are bonded to the two benzene nuclei in each case in the ortho- or in each case in the para-position relative to the ethylenedioxy substituent, and the azo groups or amino groups and the groups Z in the benzene nuclei are in each case bonded in the meta-position relative to one another and K is the radical of a coupling component containing a sulfato, carboxy or sulfo group, X denotes a hydrogen atom or a fiber-reactive group and Z is a group of the formula --SO.sub.2 --CH.dbd.CH.sub.2 or --SO.sub.2 --CH.sub.2 --CH.sub.2 --Y in which Y denotes a radical which can be eliminated in aqueous medium under alkaline or acidic conditions or the hydroxy group.Disazo compounds of the formula (1) can be used as dyestuffs having fiber-reactive properties for dyeing, for example, cellulose fiber material and wool and be prepared by tetrazotizing diamines of the formula (4) and coupling with coupling components evident from the formula (1).Diamino compounds of the formula (4) are obtained by acetylating a 1,2-di-(o- or p-aminophenoxy)-ethane, chlorosulfonating this bis-acetylamino compound and reducing the sulfonyl chloride groups to sulfinic acid groups, which are then oxyethylated to give .beta.-hydroxyethylsulfonyl groups, which, after deacetylation of acetylamino groups, can be converted in a manner which is in itself known into one of the abovementioned groups Z, for example into the .beta.-sulfatoethylsulfonyl group by means of a sulfating agent.

    摘要翻译： 式（1）的水溶性双偶氮化合物（1）和作为起始化合物的二氨基化合物（双偶氮组分），式（4）的化合物（4）其中式部分发生两次，即 Z，K和X各自具有彼此相同的含义，并且基团Z在每种情况下在邻 - 或每种情况下都相对于亚乙二氧基取代基的对位键合到两个苯核上，并且 苯核中的偶氮基或氨基和基团Z各自以相对于彼此的间位键合，K是含有硫酸基，羧基或磺基的偶合成分的基团，X表示氢 原子或纤维反应性基团，Z是式-SO 2 -CH = CH 2或-SO 2 -CH 2 -CH 2 -Y的基团，其中Y表示可在碱性或酸性条件下在水性介质中除去的基团，或 羟基。 式（1）的双偶氮化合物可用作具有染色的纤维反应性的染料，例如纤维素纤维材料和羊毛，并且可通过将式（4）的二胺四唑化合并与式 （1）。 式（4）的二氨基化合物通过乙酰化1,2-二 - （邻 - 或对氨基苯氧基） - 乙烷，氯磺化该双乙酰氨基化合物并将磺酰氯基团还原为亚磺酸基团而获得，然后将其 乙氧基化得到β-羟基乙基磺酰基，其在乙酰氨基脱乙酰后可以以本身已知为上述基团Z之一的方式转化，例如通过硫酸化转化成β-磺基乙基磺酰基 代理商

    Water-soluble 1:2-cobalt complex dyestuffs of an azomethine and of an azo compound
    4.
    发明授权
    Water-soluble 1:2-cobalt complex dyestuffs of an azomethine and of an azo compound 失效
    水溶性1：2-钴络合物和AZO化合物的复合试剂

    公开(公告)号：US4145339A

    公开(公告)日：1979-03-20

    申请号：US860108

    申请日：1977-12-13

    申请人： Hermann Fuchs ,  Klaus Filzinger

    发明人： Hermann Fuchs ,  Klaus Filzinger

    IPC分类号： C09B45/10 ,  C09B55/00 ,  C09B45/20 ,  C09B45/30 ,  C09B62/74 ,  D06P3/24

    CPC分类号： C09B55/001 ,  C09B45/10

    摘要： Novel, valuable unsymmetrical 1:2-cobalt complex dyestuffs of an azo compound and an azomethine compound have been found which are well suited for the dyeing of natural and synthetic polyamide fibres, yielding even dyeings of high fastnesses to wet processing and use as well as to light. The novel dyestuffs can be prepared either by cobalting the equimolar mixture of the metalfree azo and azomethine dyestuffs with a cobalt-yielding compound at a pH of 5 to 10 at 60 .degree. to 150.degree. C., or by first cobalting the azomethine compound and then reacting it with the equimolar amount of the metalfree azo compound. The compounds are 1:2-cobalt complex compounds of the compounds ##STR1## in which R.sub.1 is chlorine, lower alkyl or nitro, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, R.sub.3 is hydrogen, chlorine, nitro or lower alkyl, Z is ##STR2## in which R.sub.4 is hydrogen, lower alkyl or lowr alkoxy, R.sub.5 is hydrogen, lower alkyl or lower alkoxy, X is hydroxy, sulfoalkyl of from 1 to 4 carbon atoms, or ##STR3## R.sub.9 is hydrogen or lower alkyl, and R.sub.6 and R.sub.7 are different from each other and each is nitro or sulfo.

    1-Amino-2-sulfo-(4'-pyrazolonyl-phenyl)-aminoanthraquinone compounds and a process for their preparation
    5.
    发明授权
    1-Amino-2-sulfo-(4'-pyrazolonyl-phenyl)-aminoanthraquinone compounds and a process for their preparation 失效
    1-氨基-2-磺基 - （4'-吡唑啉基 - 苯基） - 氨基蒽醌化合物及其制备方法

    公开(公告)号：US4394310A

    公开(公告)日：1983-07-19

    申请号：US202779

    申请日：1980-10-31

    申请人： Hermann Fuchs ,  Klaus Filzinger

    发明人： Hermann Fuchs ,  Klaus Filzinger

    IPC分类号： C09B29/50 ,  C09B62/006 ,  C09B62/45 ,  C09B62/503 ,  C09B62/505 ,  D06P1/384

    CPC分类号： C09B62/0068

    摘要： New water-soluble anthraquinone-azo compounds of the general formula ##STR1## and their salts; in this formula the R.sub.1 s both are sulfo groups, or one of the two is a hydrogen atom and the other is a sulfo group, R is hydrogen or lower alkyl and D, as the radical of a diazo component, is the benzene or naphthalene nucleus, which is monosubstituted or disubstituted by a fiber-reactive group Z, corresponding to the index n being 1 or 2, and which furthermore can be substituted by 1 to 3 substituents selected from lower alkyl, lower alkoxy, halogen, nitro and sulfo. The new azo compounds are very suitable as dyestuffs for dyeing fiber materials containing hydroxy groups or carbonamide groups, such as natural or synthetic polyamide fibers or polyurethane fibers and cellulose fibers, yielding deep dyeing and prints with very good fastness properties to wet processing and very good fastness properties to light.The new compounds of the above formula are obtained by diazotizing a 1-amino-2-sulfo-4-(4'-aminophenyl)-aminoanthraquinone compound, which is substituted by sulfo in the 2'- and/or 5'-position, by means of an equivalent amount of sodium nitrite in the presence of a mineral acid, coupling this diazonium salt with an acetylsuccinic acid ester of a lower alkanol, cyclizing this radical of the coupling component to the pyrazolone ring and coupling the pyrazolono-phenylamino-anthraquinone compound, thus obtained, with a diazonium compound of an amine of the formulaH.sub.2 N--D--Z.sub.nD, Z and n being defined as above. Up to the stage of the coupling reaction with the diazonium compound of the aforementioned amine, these reactions can be carried out as a "one-pot" reaction without intermediate isolation of intermediate products.

    摘要翻译： 新的具有通式“IMAGE”的水溶性蒽醌 - 偶氮化合物及其盐; 在该式中，R 1都是磺基，或两者之一是氢原子，另一个是磺基，R是氢或低级烷基，D作为重氮组分的基团是苯或萘核 ，其被纤维反应性基团Z单取代或二取代，对应于索引n为1或2，并且还可以被1至3个选自低级烷基，低级烷氧基，卤素，硝基和磺基的取代基取代。 新的偶氮化合物非常适合用作染色含有羟基或碳酰胺基团的纤维材料的染料，例如天然或合成聚酰胺纤维或聚氨酯纤维和纤维素纤维，产生深度染色和印刷，具有非常好的耐湿性能，并且非常好 耐光性能。 上式的新化合物是通过在2'-和/或5'-位上被磺基取代的1-氨基-2-磺基-4-（4'-氨基苯基） - 氨基蒽醌化合物重氮化得到的， 在无机酸存在下，通过等量的亚硝酸钠，将该重氮盐与低级链烷醇的乙酰琥珀酸酯偶合，将该偶联组分的该基团环化成吡唑啉酮环，并将吡唑啉 - 苯基氨基 - 蒽醌 化合物，由此得到式H2N-D-ZnD的胺的重氮化合物，Z和n如上定义。 直到与上述胺的重氮化合物的偶联反应的阶段，这些反应可以作为“一锅”反应进行，而不中间体分离中间产物。

    1:2 Cobalt complex phenol-acetoacetanilide benzene disazo dyestuffs
    6.
    发明授权
    1:2 Cobalt complex phenol-acetoacetanilide benzene disazo dyestuffs 失效
    1：2钴复合苯酚 - 乙酰乙酰苯胺苯二偶氮染料

    公开(公告)号：US4118381A

    公开(公告)日：1978-10-03

    申请号：US765003

    申请日：1977-02-02

    申请人： Hermann Fuchs ,  Klaus Filzinger

    发明人： Hermann Fuchs ,  Klaus Filzinger

    IPC分类号： C09B62/095 ,  C09B45/30 ,  C09B62/513 ,  C09B62/515 ,  D06P3/24 ,  C09B45/20

    CPC分类号： C09B62/515 ,  C09B45/30 ,  D06P3/245

    摘要： Valuable 1:2-cobalt complex dyestuffs of the disazo compound of formula (1) ##STR1## had been found, in which R.sub.1 is hydrogen, halogen, nitro, lower alkyl or lower alkoxy, R.sub.2 is hydrogen, lower alkyl or lower alkoxy, R.sub.3 is hydrogen, lower alkyl or lower alkoxy, X is hydroxy or .beta.-sulfoethyl or a group of the formula ##STR2## wherein R.sub.4 is hydrogen or lower alkyl. The novel dyestuffs are well suitable for the dyeing of natural and synthetic polyamide fibres, especially in admixture with hydrophobic fibres, and also especially advantageously with other 1:2-chromium or 1:2 cobalt complex dyestuffs containing one or two sulfonic acid groups per dyestuff molecule, and yield even, strong dyeings of high fastness to wet processing and to use as well as to light. The novel cobalt complex dyestuff can be prepared by cobalting the above disazo compound (1) by means of a cobalt yielding agent.

    摘要翻译： 已经发现了式（1）的双偶氮化合物的有价值的1：2-钴络合物染料，其中R1是氢，卤素，硝基，低级烷基或低级烷氧基，R2是氢，低级烷基或 低级烷氧基，R 3为氢，低级烷基或低级烷氧基，X为羟基或β-磺基乙基或式为其中R 4为氢或低级烷基的基团。 新型染料非常适合天然和合成聚酰胺纤维的染色，特别是与疏水性纤维的混合，特别是有利地与每种染料含有一个或两个磺酸基团的其它1：2-铬或1：2钴络合物染料 分子，产量均匀，染色牢度高，耐湿处理和使用光亮。 新型钴络合物染料可以通过钴衍生剂将上述双偶氮化合物（1）进行平衡来制备。

    1:2-Cobalt-complex azo dyestuffs having an acetoacetylamino diphenylamino coupler
    7.
    发明授权
    1:2-Cobalt-complex azo dyestuffs having an acetoacetylamino diphenylamino coupler 失效
    具有乙酰乙酰基氨基二苯基氨基偶联剂的1：2-钴复合偶氮染料

    公开(公告)号：US4113719A

    公开(公告)日：1978-09-12

    申请号：US765004

    申请日：1977-02-02

    申请人： Hermann Fuchs ,  Klaus Filzinger

    发明人： Hermann Fuchs ,  Klaus Filzinger

    IPC分类号： C09B45/20 ,  D06P1/10

    CPC分类号： D06P1/10 ,  C09B45/20

    摘要： Novel, valuable 1:2-cobalt-complex dyestuffs of the monoazo compound of formula ##STR1## had been found, in which R.sub.1 is halogen, nitro, lower alkyl, a sulfonamide radical or a carbonamide radical, and R.sub.2 and R.sub.3 are alternatively a nitro and sulfo group. These novel dyestuffs are well suitable for the dyeing of natural and synthetic polyamide fibers, especially in admixture with hydrophobic fibers, and also especially advantageously with other 1:2-chromium or 1:2-cobalt-complex dyestuffs containing one or two sulfonic acid groups per dyestuff molecule, yielding even, strong dyeings of high fastnesses to wet processing and to use as well as to light. -- The novel cobalt complex dyestuffs can be prepared by cobalting the above monoazo compound (1) by means of a cobalt yielding agent.

    摘要翻译： 已经发现了新型的具有式“IMAGE”的单偶氮化合物的有价值的1：2-钴络合物染料，其中R1是卤素，硝基，低级烷基，磺酰胺基或碳酰胺基，R2和R3可以是 硝基和磺基。 这些新型染料非常适合天然和合成聚酰胺纤维的染色，特别是与疏水性纤维的混合，特别是有利地与含有一个或两个磺酸基团的其它1：2-铬或1：2-钴络合物染料 每种染料分子，产生均匀的强耐染色性，耐湿加工性和耐光性。 - 新型钴络合物染料可以通过钴衍生剂将上述单偶氮化合物（1）进行平衡来制备。

    Water-soluble monoazo compounds containing a N-(sulfoalkyl)-aniline coupling component and a fiber-reactive group of the vinylsulfonyl series in the phenyl or benzothiazole diazo component, suitable as fiber-reactive dyestuffs
    10.
    发明授权
    Water-soluble monoazo compounds containing a N-(sulfoalkyl)-aniline coupling component and a fiber-reactive group of the vinylsulfonyl series in the phenyl or benzothiazole diazo component, suitable as fiber-reactive dyestuffs 失效

    公开(公告)号：US4652634A

    公开(公告)日：1987-03-24

    申请号：US819988

    申请日：1986-01-15

    申请人： Peter Mischke ,  Hermann Fuchs

    发明人： Peter Mischke ,  Hermann Fuchs

    IPC分类号： C09B62/45 ,  C09B62/453 ,  C09B62/51 ,  C09B62/513 ,  C09B62/527 ,  C09B62/53 ,  D06P1/384 ,  D06P3/60

    CPC分类号： C09B62/513 ,  C09B62/45 ,  C09B62/453 ,  C09B62/51

    摘要： A water-soluble azo compund of formula ##STR1## in which Y is vinyl or --CH.sub.2 --CH.sub.2 --Z in which Z is chlorine, bromine, fluorine, lower alkanoyloxy, benzoyloxy, sulfobenzoyloxy, benzenesulfonyloxy, toluenesulfonyloxy, lower alkylsulfonylamino, arylsulfonylamino, phenoxy, dialkylamino, each alkyl being of from 1 to 4 carbon atoms, thiosulfato, phosphato or sulfato;n is the number zero or 1;D is phenylene unsubstituted or substituted by one or two substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, lower alkanoylamino, chlorine, bromine, fluorine and carboxy; by one nitro substituent; by one sulfo substituent; by one substituent of the formula Y--SO.sub.2 --(CH.sub.2).sub.n -- in which n is 1; by a plurality of substituents selected from the group consisting of said one or two substituents, said one nitro substituent, said one sulfo substituent and said one substituent of the formula Y--SO.sub.2 --(CH.sub.2).sub.n --; ornaphthylene substituted or mono- or disubstituted by sulfo; orthe benzothiazol-2-yl radical in which the group Y--SO.sub.2 --(CH.sub.2).sub.n -- is bonded to its carbocyclic ring, or said radical in which the benzene ring is additionally substituted by lower alkyl, lower alkoxy, hydroxy, lower alkanoylamino, nitro, chlorine, bromine or sulfo; R.sup.1 is hydrogen, lower alkyl, lower alkenyl, lower alkyl substituted by phenyl or hydroxy or by both, lower alkyl substituted by phenyl which is substituted by substituents selected from the group consisting of methyl, methoxy and chlorine, or by said substituted phenyl and hydroxy, or is alkyl of from 2 to 4 carbon atoms substituted by acetoxy, propionyloxy or phenylsulfonyloxy or by cyano, or is alkyl of from 1 to 4 carbon atoms substituted by carboxy or carbonamido or carbalkoxy of from 1 to 4 carbon atoms in the alkyl moiety, or is halogenoalkyl of 2 or 3 carbon atoms or is lower halogenoalkenyl, or is a group of the formula --A--SO.sub.3 M;A is ethylene, or propylene of the formula ##STR2## in which X is hydroxy, acetoxy, propionyloxy or phenylsulfonyloxy or is a halogen;R.sup.2 is hydrogen, lower alkyl, lower akloxy unsubstituted or substituted by hydroxy, acetoxy, carboxy, carbamoyl, cyano or halogen, or is halogen or trifluormethyl;R.sup.3 is hydrogen, lower alkyl, lower alkoxy unsubstituted or substituted by hydroxy, acetoxy, carboxy, carbamoyl, cyano or halogen, or is halogen;M is hydrogen or an alkali metal.The new azo compounds are suitable as dyestuffs, in particular for dyeing or printing fibers which contain hydroxy groups or carbonamide groups, or leathers.