Abstract
By the reaction of p-acetaminobenzene- and 4-acetamino-1-naphthalenesulfonylethylenimide with secondary amines (diethylamine, diethanolamine, pipe ridine, and morpholine), corresponding sulfonyl-β-dialkylaminoethylamide, and by their hydrolysis (1) and (2) were obtained.(1) H2N SO2NHCH2CH2NRR and (2), H2N -SO2NHCH2CH2NRR Using (1) and (2) (quarternary base in the case of (2)), as diazo component, a series of azo dye were obtained by combination with some of aromatic tertiary amines (such as dimethylaniline, bis(β-hydroxyethyl)-aniline), and 3-methyl-1-phenylpyrazolone-5 etc. These dyes thus obtained were then converted into their quarternary salts by use of methyl sulfate. These dyes dyed Orlon type polyacrylonitrile fiber well to yellow- orange- red. The effect of R on the absorbability was not great and the dyes obtained by using those secondary amines, such as piperidine and morpholine, gave better absorbability than those of using diethylamine and diethanolamine. The absorbability of (1) type dyes were in the order of neutral > acidic >alkaline, and similar results were obtained in the case of (2) type compounds. The fastness against the light were not satisfactory and all remained to be 3-4th. grades, and the fastness against washing were about 4th. grade.
