Syntheses of s-Triazine Derivatives Containing Anthraquinonylamino Group

Abstract

s-Triazine derivatives (5) containing anthraquinonylamino, arylamino. and 2-hyd-roxyethylamino groups were synthesized from cyanuric chloride.
_??_O-_??_=ONH-_??_RH-C=N-C=N-C=N-C-NHCH₂CH₂OH (5) -NH-_??_-R'R : H, NHCH₃, OCH₃, NH-H or OH
R' : H, COOK COOC₂H₅
Thus, it is recommended to condense cyanuric chloride firstly with p-substituted aniline, secondly with monoethanolamine, and lastly with 1-amino-4-R-anthraquinone to obtain the dyes (5).
The visible absorption peaks of (5) (R=H, OCH₃, or OH) shifted to shorter wavelengths from the ones of the corresponding 1-amino-4-R-anthraquinones. (5) (R=OH) showed only one peak as in the case of benzoylated 1-amino-4-anthraquinones. However, the absorption peaks of (5) (R=NHCH₃ or NH-H) essentially duplicate the ones of the corresponding 1-amino-4-R-anthraquinones.
Dyeing affinity of (5) for Nylon and Vinylon was moderate, and for other fibers. poor.