申请人:Produits Chimiques Ugine Kuhlmann
公开号:US04165297A1
公开(公告)日:1979-08-21
A process for preparing a cyano-azo dyestuff which is insoluble in water and has the formula: (CN).sub.n --A--N.dbd.N--B (I) starting with a halogen-azo compound of formula: (Hal).sub.n --A--N.dbd.N--B (II) in which A denotes a benzenoid group containing a nitrile or halogen substituent(s) in ortho position with respect to the azo group; Hal represents an atom of halogen, and preferably bromine or chlorine; B denotes the radical of a coupling compound; and preferably a substituted para-aminoarylene radical; A and B are devoid of groups which confer solubility in water and may contain other substituents such as halogen, alkyl, alkoxy, aryl, aralkyl, nitro, cyano, trifluoroalkyl, sulfonyl, acylamino, acyl, secondary or tertiary amino, or an ester of a carboxylic acid; and N is 1 or 2, wherein a compound of formula (II) is reacted with an alkali cyanide, preferably sodium cyanide, in the presence of water, and further in the presence of a solvent formed by a sulfide of formula: NC--R--S--(R').sub.m --CN (III) where R and R', which may be the same or different, denote an alkylene radical having from 1 to 6 carbon atoms and having a straight or branched chain which may contain --O-- or --S-- bridge; m is 0 or 1; and in the presence of a catalyst constituted by a molecular combination between the sulfide of formula (III) and a cuprous salt.
一种制备不溶于水的氰基-偶氮染料的方法,其化学式为:(CN).sub.n --A--N.dbd.N--B (I),起始物为式为:(Hal).sub.n --A--N.dbd.N--B (II)的卤代偶氮化合物,其中A表示带有氰基或卤素取代基的苯环基团,与偶氮基相对应的位置为邻位;Hal代表卤素原子,优选溴或氯;B表示偶联化合物的基团,优选取代的对氨基芳烃基团;A和B不含使其溶于水的基团,可含有其他取代基,如卤素、烷基、烷氧基、芳基、芳基烷基、硝基、氰基、三氟甲基、磺酰基、酰胺基、酰基、次级或三级氨基或羧酸酯;N为1或2。在水的存在下,将式为(II)的化合物与碱性氰化物反应,优选为氰化钠,在式为NC--R--S--(R').sub.m --CN (III)的硫化物溶剂存在下进行反应,其中R和R'可以相同也可以不同,表示具有1至6个碳原子的烷基,直链或支链,可以含有--O--或--S--桥;m为0或1;在硫化物(III)和铜盐分子复合体的催化剂存在下进行反应。