公开(公告)号：US5347038A

公开(公告)日：1994-09-13

申请号：US64116

申请日：1993-05-20

Applicant: Otto Arndt ,  Hermann Fuchs ,  Walter Gilb

Inventor： Otto Arndt ,  Hermann Fuchs ,  Walter Gilb

IPC: C07C227/08 ,  C07C229/62 ,  C07C229/00

CPC classification number: C07C227/08

Abstract: An ecologically and economically improved process for the preparation of 2,5-di-phenylamino-terephthalic acid and its di-alkyl esters of the formula (1) ##STR1## in which R is a hydrogen atom or a methyl group and R' is a hydrogen atom or a methyl or ethyl group.

Abstract translation: 一种生态和经济上改进的制备2,5-二苯基氨基 - 对苯二甲酸及其式（1）的二烷基酯的方法，其中R是氢原子或甲基，和 R'是氢原子或甲基或乙基。

公开(公告)号：US4576755A

公开(公告)日：1986-03-18

申请号：US660266

申请日：1984-10-15

Applicant: Peter Mischke ,  Hermann Fuchs

Inventor： Peter Mischke ,  Hermann Fuchs

IPC: C09B67/12 ,  C09B47/04 ,  C09B62/517 ,  C09B47/28 ,  C09B47/30

CPC classification number: C09B62/517

Abstract: Water-soluble fiber-reactive phthalocyanine compounds of the general formula (1) ##STR1## in which Pc denotes the radical of metal-free or metal-containing phthalocyanine, with the sulfonic acid or sulfonamide groups being bonded in the 3-positions of the aromatic rings of the phthalocyanine, R.sub.1 and R.sub.2 each denote a hydrogen atom or an alkyl group of 1-6 carbon atoms and which can be substituted by methoxy, ethoxy, propoxy, C.sub.2 H.sub.5 --O--C.sub.2 H.sub.4 --O--, cyano, acetylamino, carboxyl, HO.sub.3 S--, H.sub.2 O.sub.3 P--, phenyl, methylphenyl, methoxyphenyl, dimethylamino, diethylamino, .beta.-hydroxyethylamino, .beta.-hydroxyethoxy, N-phenylureido, N-alkyl.sub.C.sbsb.1.sub.-C.sbsb.4 ureido or N-cycloalkylureido groups or an allyl, 2-methallyl, crotyl or cycloalkyl group, and R.sub.1 and R.sub.2, together with the nitrogen atom, can represent the radical of a heterocyclic saturated or unsaturated ring, or R.sub.1 and R.sub.2 represent a phenyl radical which can be substituted by methyl, ethyl, methoxy, ethoxy, carboxyl or sulfonic acid groups, R.sub.3 denotes a hydrogen atom or an alkyl group of 1 to 4 carbon atoms and which can be substituted by hydroxyl or carboxyl groups, X represents a hydrogen atom or an alkyl or alkoxy group of 1 to 4 carbon atoms, Y represents the vinyl group or the grouping of the formula --CH.sub.2 --CH.sub.2 --Z in which Z denotes an inorganic or organic radical which can be eliminated under alkaline conditions, a represents a number between 0 and 2, b represents a number between 0 and 2 and c represents a number between 1.7 and 2.6, with the proviso that the sum of a, b and c is at most 4, a process for their preparation, and their use for dyeing wool, silk, polyamide fibers, leather or materials containing hydroxyl groups.

Abstract translation: 通式（1）的水溶性纤维反应性酞菁化合物（1）其中Pc表示无金属或含金属酞菁的基团，磺酸或磺酰胺基团键合在3- 酞菁的芳环的位置R1和R2各自表示氢原子或1-6个碳原子的烷基，可以被甲氧基，乙氧基，丙氧基，C2H5-O-C2H4-O-，氰基， 乙酰氨基，羧基，HO3S-，H2O3P-，苯基，甲基苯基，甲氧基苯基，二甲基氨基，二乙基氨基，β-羟乙基氨基，β-羟基乙氧基，N-苯基脲基，N-烷基C1-C4脲基或N-环烷基脲基或烯丙基2-甲代烯丙基， 巴豆基或环烷基，R 1和R 2与氮原子一起可以表示杂环饱和或不饱和环的基团，或R 1和R 2表示可被甲基，乙基，甲氧基，乙氧基，羧基取代的苯基 或磺酸基，R 3表示氢 原子或1〜4个碳原子的烷基，可以被羟基或羧基取代，X表示氢原子或1〜4个碳原子的烷基或烷氧基，Y表示乙烯基或 式-CH2-CH2-Z，其中Z表示在碱性条件下可以除去的无机或有机基团，a表示0和2之间的数字，b表示0和2之间的数字，c表示1.7和2.6之间的数字 ，条件是a，b和c的总和最多为4，其制备方法及其用于染色羊毛，丝绸，聚酰胺纤维，皮革或含有羟基的材料的使用。

公开(公告)号：US4430259A

公开(公告)日：1984-02-07

申请号：US318112

申请日：1981-11-04

Applicant: Peter Mischke ,  Hermann Fuchs ,  Fritz Meininger

Inventor： Peter Mischke ,  Hermann Fuchs ,  Fritz Meininger

IPC: C09B62/453 ,  C09B62/513 ,  C09B62/533 ,  D06P1/38 ,  D06P3/10

CPC classification number: C09B62/453 ,  C09B62/513

Abstract: Water-soluble disazo compounds, which can be used as fiber reactive dyestuffs and correspond to the general formula ##STR1## in which Y is vinyl or --CH.sub.2 --CH.sub.2 --Z, Z being sulfato, phosphato, halogen or hydroxy;D is phenylene or phenylene substituted by 1 or 2 radicals selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, chlorine, bromine, fluorine, carboxy, nitro and sulfo, orD is naphthylene or naphthylene substituted by 1 or 2 radicals selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, chlorine, bromine, fluorine, carboxy and sulfo;E is 1,4-phenylene or 1,4-naphthylene, or 1,4-phenylene or 1,4-naphthylene substituted by 1 or 2 radicals selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, ureido, lower alkanoylamino, chlorine, bromine, carboxy and sulfo;A is ethylene of the formula --CH.sub.2 --CH.sub.2--, or ethyleneoxy of the formula--CH.sub.2 --CH.sub.2 --O--, or propylene of the formula --CH.sub.2 --CH.sub.2 --CH.sub.2 --, or is of the formula ##STR2## wherein X is hydroxy, lower alkanoylamino, halogen, sulfato or phosphato, or is ##STR3## M is hydrogen, a metal or the equivalent of a metal; R.sup.1 is hydrogen, lower alkyl, lower alkenyl or lower alkyl substituted by hydroxy or phenyl or by both, or is alkyl of from 2 to 4 carbon atoms substituted by acetoxy, propionyloxy or phenylsulfonyloxy, or is cyanoalkyl of from 2 to 4 carbon atoms in the alkyl, or is carboxyalkylene, carbonamidoalkylene or carbalkoxyalkylene, the alkyl or aklylene moiety being in each case of from 1 to 4 carbon atoms, or is halogenoethyl or a group of the formula --A--SO.sub.3 M, A and M being as defined above;R.sup.2 is hydrogen, lower alkyl, lower alkoxy, halogen, lower alkanoylamino, ureido or trifluoromethyl; andR.sup.3 is hydrogen, lower alkyl, lower alkoxy or halogen.These disazo compounds can be prepared in a manner which is in itself known by reacting the diazo and coupling components which are evident from the formula (1). They serve as dyestuffs for dyeing and printing fibers which contain hydroxyl and/or cabonamide groups, such as cellulose fibers, wool or synthetic polyamide fibers, or leathers.

公开(公告)号：US4394310A

公开(公告)日：1983-07-19

申请号：US202779

申请日：1980-10-31

Applicant: Hermann Fuchs ,  Klaus Filzinger

Inventor： Hermann Fuchs ,  Klaus Filzinger

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

CPC classification number: C09B62/0068

Abstract: 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.

Abstract translation: 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。

公开(公告)号：US4118381A

公开(公告)日：1978-10-03

申请号：US765003

申请日：1977-02-02

Applicant: Hermann Fuchs ,  Klaus Filzinger

Inventor： Hermann Fuchs ,  Klaus Filzinger

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

CPC classification number: C09B62/515 ,  C09B45/30 ,  D06P3/245

Abstract: 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.

Abstract translation: 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。

公开(公告)号：US4113719A

公开(公告)日：1978-09-12

申请号：US765004

申请日：1977-02-02

Applicant: Hermann Fuchs ,  Klaus Filzinger

Inventor： Hermann Fuchs ,  Klaus Filzinger

IPC: C09B45/20 ,  D06P1/10

CPC classification number: D06P1/10 ,  C09B45/20

Abstract: 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.

Abstract translation: 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。