首页> 外国专利> Dyestuffs having an azo, anthraquinone, nitro, or phthalocyanine chromophoric radical and a triazine ring having a 5-to 6-memberedheterocyclic-ring thio substituent

Dyestuffs having an azo, anthraquinone, nitro, or phthalocyanine chromophoric radical and a triazine ring having a 5-to 6-memberedheterocyclic-ring thio substituent

机译:具有偶氮,蒽醌,硝基或酞菁发色基团和具有5至6元杂环硫基取代基的三嗪环的染料

摘要

The invention comprises dyestuffs which contain, attached to a carbon atom, at least one group of the formula FORM:0885547/IV (c)/1 where R is hydrogen or a substituted or unsubstituted alkyl or cycloalkyl radical, T is a 1 : 3 : 5-triazine or pyrimidine ring which is attached to the nitrogen atom through a carbon atom of said ring and carries at least one group of the formula FORM:0885547/IV (c)/2 each of which is attached to a carbon atom of the 1 : 3 : 5-triazine or pyrimidine ring, and wherein Z is the group of non-metallic atoms required to form a 5- or 6-membered heterocyclic ring, which may carry further substituents and may form part of a condensed ring system. The dyestuffs may be of the mono-, dis- or poly-azo, nitro, anthraquinone or phthalocyanine series and may contain co-ordinatively bound metal. Heterocyclic rings specified for the group of formula II are those derived from furane, pyran, thiophene, pyrrole, pyrrolidine, pyrazole, pyridine, pyridazine, pyrimidine, thiazole, selenazole, oxazole, benzoxazole, benzthiazole, benzselenazole, benziminazole, naphthothiazole, perinaphthoxazole, quinoline and quinoxaline. Besides the group of formula II the 1 : 3 : 5-triazine or pyrimidine ring may contain, attached to a carbon atom or atoms, hydrogen or halogen atoms or nitro, cyano, thiocyano, sulphonic acid, alkyl, aryl or dialkyldithiocarbamyl groups or substituted or unsubstituted mercapto, hydroxy or amino groups. The dyestuffs are made by reacting a dyestuff containing attached to a carbon atom at least one group of the formula FORM:0885547/IV (c)/3 where R is as above and T1 is a 1 : 3 : 5-triazine or pyrimidine ring carrying at least one halogen atom attached to carbon, with a compound of the formula FORM:0885547/IV (c)/4 where W is hydrogen or a metal atom, or by reacting a dyestuff containing at least one -NHR group with a 1 : 3 : 5-triazine or pyrimidine having attached to carbon at least one halogen atom and at least one group of the formula II above. Certain of the dyestuffs which contain other groups attached to the carbon atoms of the 1 : 3 : 5-triazine or pyrimidine ring in addition to groups of formula II may be made by reacting those dyestuffs containing halogen and a group of formula II attached to the 1 : 3 : 5-triazine or pyrimidine ring with a compound of the formula WQ, where W is hydrogen or a metal atom and Q is hydroxy, alkoxy, aryloxy, mercapto, alkyl- or aryl-substituted mercapto, substituted or unsubstituted amino or sulphonic acid. Azo dyestuffs containing at least one group of formula I are made by diazotising a primary amine or the corresponding sulphamic acid and coupling it with a coupling component, the amine and/or the coupling component containing at least one group of formula I. A very large number of examples is given. The dyestuffs dye and print, in a wide variety of shades, cotton, regenerated cellulose, wool, silk, cellulose acetate, polyamides, polyacrylonitrile, modified polyacrylonitrile and aromatic polyester fibres from aqueous solution or dispersion, and may be applied to cellulose materials from aqueous solution in conjunction with a treatment with an acid-binding agent. The dyestuffs may also be applied to cellulose textile materials in conjunction with an acid catalyst and a resin-forming composition known to render textiles crease-resistant, and the textiles may then be subjected to a heat treatment, as illustrated in Examples 243 and 244. The second Provisional Specification also describes dyestuffs of formula I above where R is hydrogen or a substituted or unsubstituted alkyl radical, T is a pyrimidine ring which is attached through a carbon atom and carries at least one group of the formula -S.Z where Z is a FORM:0885547/IV (c)/5 -CSOY, -CSSY or -CH2COOH group, where R3 is alkyl, aralkyl or aryl, R1 is hydrogen or a substituted or unsubstituted hydrocarbon or heterocyclic radical, R2 is a substituted or unsubstituted hydrocarbon or heterocyclic radical, or R1 and R2 form with the nitrogen atom a 5- or 6-membered heterocyclic ring, and Y is an alkali-metal atom, alkyl, aryl or aralkyl. The dyestuffs may be made by methods similar to those described above. In an Example (3) an azo dyestuff is described in which group -S.Z is diethyldithiocarbamyl. Specifications 209,723, 298,494, 467,815, 503,609, 772,030, 774,925, 775,308, 780,591, 781,930, 784,221, 785,120, 785,222, 802,935, 803,473, 805,562, 822,047, 822,948, 825,120, 825,377, 826,405, 828,353, 829,042, 832,400, 833,396, 834,304, 836,248, 836,647, 837,035, 837,124, 837,953, 837,985, 837,990, 838,311, 838,335, 847,635, 849,772, 851,537, 852,911, 863,754, 864,227, 869,279 and 870,985 are referred to.
机译:本发明包括染料,该染料含有连接至碳原子的至少一个式的基团,其中R为氢或取代或未取代的烷基或环烷基,T为1 :3:5-三嗪或嘧啶环,其通过所述环的碳原子连接至氮原子并带有至少一个式的基团1:3:5-三嗪或嘧啶环的碳原子,并且其中Z是形成5元或6元杂环所需的非金属原子的基团,该基团可以带有其他取代基并可以形成一部分稠环系统。染料可以是单,双或多偶氮,硝基,蒽醌或酞菁系列的,并且可以包含配位结合的金属。对于式II的基团所指定的杂环是呋喃,吡喃,噻吩,吡咯,吡咯烷,吡唑,吡啶,哒嗪,嘧啶,噻唑,硒代唑,恶唑,苯并恶唑,苯并噻唑,苯并硒唑,苯并咪唑,萘并噻唑,萘并噻唑和喹喔啉。除了式II的基团外,1:3:5-三嗪或嘧啶环可含有连接至一个或多个碳原子上的氢或卤素原子或硝基,氰基,硫氰基,磺酸,烷基,芳基或二烷基二硫代氨基甲酰基或取代的环。或未取代的巯基,羟基或氨基。通过使包含连接至碳原子的染料与至少一个式的基团进行反应来制备染料,其中R如上,T1为1:3:5-三嗪或带有至少一个与碳原子相连的卤素原子的嘧啶环,具有式的化合物,其中W为氢或金属原子,或使包含至少一个-NHR的染料反应具有1:3:5-三嗪或嘧啶的基团,其具有至少一个卤素原子和至少一个以上式II的基团连接至碳。除式II的基团外,某些染料还包含与1:3:5-三嗪或嘧啶环的碳原子相连的其他基团,可以通过使这些含卤素的染料与连接至该基团的式II的基团反应来制备1:3:5-三嗪或嘧啶环,具有式WQ的化合物,其中W为氢或金属原子,Q为羟基,烷氧基,芳氧基,巯基,烷基或芳基取代的巯基,取代或未取代的氨基或磺酸。含有至少一个式I基团的偶氮染料是通过将伯胺或相应的氨基磺酸重氮化并将其与偶联剂偶联而制得的,该胺和/或偶联剂含有至少一个式I基团。给出了一些例子。染料可以从水溶液或分散液中以各种色调染色和印花棉,再生纤维素,羊毛,丝绸,醋酸纤维素,聚酰胺,聚丙烯腈,改性聚丙烯腈和芳族聚酯纤维,并且可以从水溶液中应用于纤维素材料溶液结合酸结合剂处理。还可将染料与酸催化剂和已知可赋予纺织品抗皱性的树脂形成组合物一起施用于纤维素纺织品材料上,然后对纺织品进行热处理,如实施例243和244所示。第二临时说明书也描述了上述式I的染料,其中R是氢或取代或未取代的烷基,T是通过碳原子连接并带有至少一个式-SZ的基团的嘧啶环,其中Z是A。 -CSOY,-CSSY或-CH2COOH基团,其中R3为烷基,芳烷基或芳基,R1为氢或取代或未取代的烃或杂环基,R2为取代或未取代烃或杂环基,或R 1和R 2与氮原子形成5或6元杂环,且Y为碱金属原子,烷基,芳基或芳烷基。可以通过与上述类似的方法来制备染料。在实施例(3)中,描述了一种偶氮染料,其中-S.Z基团是二乙基二硫代氨基甲酰基。规格209,723,298,494,467,815,503,609,772,030,774,925,775,308,780,591,781,930,784,221,785,120,785,222,802,935,803,473,805,562,822,047,822,948,825,120,825,825,377,829,825,897,825,897,829,825,897,829,825,377参见836,248,836,647,837,035,837,124,837,953,837,985,837,990,838,311,838,335,847,635,849,772,851,537,852,911,863,754,864,227,869,279和870,985。

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