公开(公告)号：US4173565A

公开(公告)日：1979-11-06

申请号：US864034

申请日：1977-12-23

申请人： Hans A. Stingl

发明人： Hans A. Stingl

IPC分类号： C09B31/04 ,  D06P1/06 ,  C09B31/06 ,  C09B31/08

CPC分类号： C09B31/041 ,  D06P1/06

摘要： Dyes of the formula ##STR1## wherein B and D are each independently 1,4-phenylene or 1,4-naphthylene; M is hydrogen, lithium, sodium, potassium or ammonium;A.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano, or hydroxy;B.sub.1 and B.sub.2 are each hydrogen, C.sub.1-3 alkoxy, C.sub.1-3 alkyl, chloro or bromo;D.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, or chloro;D.sub.2 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, chloro, bromo, fluoro, or acylamino, acyl being C.sub.1-5 alkanoyl, C.sub.1-5 alkylsulfonyl, benzoyl or benzenesulfonyl, each acyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.1-2 alkoxy, chloro, bromo, cyano, or hydroxy; andR.sub.1 and R.sub.2 are each C.sub.1-6 alkyl, C.sub.1-6 chloro or bromoalkyl, C.sub.2-6 hydroxy- or dihydroxyalkyl, C.sub.2-6 alkoxyalkyl, C.sub.1-6 cyanoalkyl, or phenyl-C.sub.1-2 alkyl (phenyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.1-2 alkoxy, chloro, bromo, cyano or hydroxy)are useful in dyeing natural and synthetic polyamide fibers in deep and level shades of red to blue.

摘要翻译： 其中B和D各自独立地为1,4-亚苯基或1,4-亚萘基的式“IMAGE”的染料; M是氢，锂，钠，钾或铵; A1是氢，C1-4烷氧基，C1-4烷基，三氟甲基，硝基，氯，溴，氰基或羟基; B1和B2各自为氢，C1-3烷氧基，C1-3烷基，氯或溴; D1是氢，C1-4烷氧基，C1-4烷基或氯; D 2是氢，C 1-4烷氧基，C 1-4烷基，氯，溴，氟或酰基氨基，酰基是C 1-5烷酰基，C 1-5烷基磺酰基，苯甲酰基或苯磺酰基，每个酰基未被取代或被1至3个C1 -2烷基，C 1-2烷氧基，氯，溴，氰基或羟基; 并且R 1和R 2各自为C 1-6烷基，C 1-6氯或溴代烷基，C 2-6羟基或二羟基烷基，C 2-6烷氧基烷基，C 1-6氰基烷基或苯基-C 1-2烷基（未取代或被1 至1的C 1-2烷基，C 1-2烷氧基，氯，溴，氰基或羟基）可用于染色天然和合成的聚酰胺纤维，其深度和水平呈红色至蓝色。

公开(公告)号：US4217102A

公开(公告)日：1980-08-12

申请号：US23972

申请日：1979-03-26

申请人： Hans A. Stingl

发明人： Hans A. Stingl

IPC分类号： C09B31/04 ,  D06P1/06 ,  D06P3/24

CPC分类号： D06P1/06 ,  C09B31/041

摘要： Dyes of the formula ##STR1## wherein B and D are each independently 1,4-phenylene or 1,4-naphthylene; M is hydrogen, lithium, sodium, potassium or ammonium;A.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, trifluoromethyl, nitro, chloro, bromo, cyano, or hydroxy;B.sub.1 and B.sub.2 are each hydrogen, C.sub.1-3 alkoxy, C.sub.1-3 alkyl, chloro or bromo;D.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, or chloro;D.sub.2 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, chloro, bromo, fluoro, or acylamino, acyl being C.sub.1-5 alkanoyl, C.sub.1-5 alkylsulfonyl, benzoyl or benzenesulfonyl, each acyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.1-2 alkoxy, chloro, bromo, cyano, or hydroxy; andR.sub.1 and R.sub.2 are each C.sub.1-6 alkyl, C.sub.1-6 chloro or bromoalkyl, C.sub.2-6 hydroxy- or dihydroxyalkyl, C.sub.2-6 alkoxyalkyl, C.sub.1-6 cyanoalkyl, or phenyl-C.sub.1-2 alkyl (phenyl unsubstituted or substituted with 1 to 3 of C.sub.1-2 alkyl, C.sub.1-2 alkoxy, chloro, bromo, cyano or hydroxy)are useful in dyeing natural and synthetic polyamide fibers in deep and level shades of red to blue.

摘要翻译： 其中B和D各自独立地为1,4-亚苯基或1,4-亚萘基的式“IMAGE”的染料; M是氢，锂，钠，钾或铵; A1是氢，C1-4烷氧基，C1-4烷基，三氟甲基，硝基，氯，溴，氰基或羟基; B1和B2各自为氢，C1-3烷氧基，C1-3烷基，氯或溴; D1是氢，C1-4烷氧基，C1-4烷基或氯; D 2是氢，C 1-4烷氧基，C 1-4烷基，氯，溴，氟或酰基氨基，酰基是C 1-5烷酰基，C 1-5烷基磺酰基，苯甲酰基或苯磺酰基，每个酰基未被取代或被1至3个C1 -2烷基，C 1-2烷氧基，氯，溴，氰基或羟基; 并且R 1和R 2各自为C 1-6烷基，C 1-6氯或溴代烷基，C 2-6羟基或二羟基烷基，C 2-6烷氧基烷基，C 1-6氰基烷基或苯基-C 1-2烷基（未取代或被1 至1的C 1-2烷基，C 1-2烷氧基，氯，溴，氰基或羟基）可用于染色天然和合成的聚酰胺纤维，其深度和水平呈红色至蓝色。

公开(公告)号：US4143035A

公开(公告)日：1979-03-06

申请号：US693593

申请日：1976-06-07

申请人： Hans A. Stingl

发明人： Hans A. Stingl

IPC分类号： C09B31/02 ,  C09B31/04 ,  C09B31/06 ,  C09B31/08

CPC分类号： C09B31/025

摘要： Compounds of the formula ##STR1## in which A.sub.1 and A.sub.2 may be hydrogen, alkyl, alkoxy, hydroxy, halo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, alkoxyalkyl, sulfamoyl, N-alkylsulfamoyl, carboxylic acyl or carboxylic acylamino, B.sub.1 and B.sub.2 are each hydrogen, lower alkoxy, lower alkyl, chloro, bromo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, or alkoxyalkyl, wherein at least one of A.sub.1, A.sub.2, B.sub.1, or B.sub.2 is alkoxy, and D represents a hydroxy or amino naphthyl or a benzylamino substituted phenyl group, are valuable dyestuffs for natural and synthetic polyamide fibers giving substantially complete exhaustion from neutral or acid aqueous dyebaths without further addition of chemical agents.

公开(公告)号：US4377519A

公开(公告)日：1983-03-22

申请号：US186040

申请日：1980-09-11

申请人： Hans A. Stingl

发明人： Hans A. Stingl

IPC分类号： C09B31/057 ,  D06P1/39 ,  D06P3/24

CPC分类号： C09B31/057

摘要： Water-soluble dyes of the structure ##STR1## wherein D is a benzene group or a naphthylene group,A is H, Cl, Br, lower alkyl, or lower alkoxyB is H, lower alkyl, or lower alkoxy,B.sub.1 is lower alkyl or lower alkoxy,R is H, Cl, Br, lower alkyl, or lower alkoxy, andM and M.sub.1 are H, Na, K, NH.sub.4, or Li.The dyes have good affinity for natural and synthetic polyamide fibers, including wool, silk and nylon, which they dye from neutral or weakly acid dye baths in strong navy blue shades with good fastness properties. These dyes are also valuable in combination with certain orange dyes to produce black shades on polyamide fibers that possess good fastness properties.

摘要翻译： 结构的水溶性染料其中D是苯基或亚萘基，A是H，Cl，Br，低级烷基或低级烷氧基B是H，低级烷基或低级烷氧基，B1是低级烷基 或低级烷氧基，R为H，Cl，Br，低级烷基或低级烷氧基，M和M1为H，Na，K，NH4或Li。 这些染料对天然和合成的聚酰胺纤维（包括羊毛，丝绸和尼龙）具有良好的亲和力，它们以强烈的深蓝色色调从中性或弱酸性染料浴染色，具有良好的牢度性能。 这些染料与某些橙色染料组合也是有价值的，以产生具有良好牢度性能的聚酰胺纤维上的黑色。

公开(公告)号：US4199318A

公开(公告)日：1980-04-22

申请号：US962424

申请日：1978-11-20

申请人： Hans A. Stingl

发明人： Hans A. Stingl

IPC分类号： C09B31/02 ,  C09B31/04 ,  C09B31/06 ,  C09B31/08

CPC分类号： C09B31/025 ,  Y10S8/924

摘要： Compounds of the formula ##STR1## in which A.sub.1 and A.sub.2 may be hydrogen, alkyl, alkoxy, hydroxy, halo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, alkoxyalkyl, sulfamoyl, N-alkylsulfamoyl, carboxylic acyl or carboxylic acylamino, B.sub.1 and B.sub.2 are each hydrogen, lower alkoxy, lower alkyl, chloro, bromo, trifluoromethyl, alkoxyalkoxy, hydroxyalkyl, hydroxyalkoxy, or alkoxyalkyl, wherein at least one of A.sub.1, A.sub.2, B.sub.1, or B.sub.2 is alkoxy, and D represents a hydroxy or amino naphthyl or a benzylamino substituted phenyl group, are valuable dyestuffs for natural and synthetic polyamide fibers giving substantially complete exhaustion from neutral or acid aqueous dyebaths without further addition of chemical agents.

摘要翻译： 其中A 1和A 2可以是氢，烷基，烷氧基，羟基，卤素，三氟甲基，烷氧基烷氧基，羟基烷基，羟基烷氧基，烷氧基烷基，氨磺酰基，N-烷基氨磺酰基，羧酰基或羧基酰氨基，B1和B2 每个氢，低级烷氧基，低级烷基，氯，溴，三氟甲基，烷氧基烷氧基，羟基烷基，羟基烷氧基或烷氧基烷基，其中A1，A2，B1或B2中的至少一个是烷氧基，D表示羟基或氨基萘基或 苄基氨基取代的苯基是天然和合成聚酰胺纤维的有价值的染料，从中性或酸性水性染浴中基本上完全排出，而无需进一步添加化学试剂。

公开(公告)号：US4125368A

公开(公告)日：1978-11-14

申请号：US832129

申请日：1977-09-12

申请人： Hans A. Stingl ,  John Elliott

发明人： Hans A. Stingl ,  John Elliott

IPC分类号： C09B45/18 ,  C09B45/00

CPC分类号： C09B45/18 ,  Y10S8/924 ,  Y10S8/929

摘要： Metallized azo dyes of the formula ##STR1## wherein A is a sulfonyl, sulfonamido or carboxamido group, D is the residue of a phenol or naphthol, E is the residue of acetoacetanilide, a phenyl or naphthyl pyrazolone or the residue of a naphthol and M is a cation. The dyes are suitable for dyeing natural and synthetic polyamides, demonstrating good all-around fastness properties.

摘要翻译： 其中A是磺酰基，亚磺酰氨基或甲酰胺基的金属化偶氮染料，D是苯酚或萘酚的残基，E是乙酰乙酰苯胺的残基，苯基或萘基吡唑啉酮或萘酚和M的残基 是阳离子。 该染料适用于天然和合成聚酰胺的染色，表现出良好的全能坚牢度性能。