Reactive Dyes Containing SO2NHCH2CH2Cl Group, I

Abstract

N-Sulfonylethylenimide (1) and N-(β-chloroethyl)sulfonamide (2) are easily convertible to each other by the action of hydrochloric acid and alkali as follows:(2) Also, (1) gives β-alkoxyethylsulfonamide (3) in the presence of alcohol and alkali;(3) Therefore, the dye having (2) in the molecule can be converted into (1) by the action of alkali and this is expectable to have chemical binding with cellulose fibers. As the diazo component of (2) type azo dyes, N1-Q-chloroethyl-sulfanilamide (4), 4-methoxy-3-aminobenzenesulfonyl-β-chloroethylamide (5), 4-methyl-3-aminobenzenesulfonyl-β-chloroethylamide (6), 6-methyl-3-aminoben-zenesulfonyl-p-chloroethylamide (7), and 6-ethoxy-3-aminobenzenesulfonyl-β-chloroethylamide (8), respectively, were syntnesized as given in the following order:(A=H, CH3, OCH3, OC2H5) Then, a series of dye were synthesized, using (4) as a diazo component, and G acid, R acid, H acid, J acid, and r acid as azo component. The dyes thus obtained combined with cellulose fibers in the presence of alkali (sodium hydroxide, sodium carbonate and sodium bicarbonate) with heating and confirmed that the (2) is useful as a functional group of the reactive dye.