New disc-shaped triarylamino-1,3,5-triazines were prepared by reaction
of cyanuric chloride with two-fold alkoxy substituted anilines. Each
of the triarylmelamines exhibits an enantiotropic mesophase. X-ray inv
estigations reveal the formation of columnar liquid crystalline struct
ures with either a hexagonal or a rectangular lattice. The lattice par
ameters, as well as the intracolumnar ordering, depend on the length o
f the flexible lateral side chains. The new melamines form Langmuir mo
nolayers at the air/water interface due to their amphiphilic nature. T
he monolayer organization is characterized by a side-on arrangement of
the molecules. The polar central molecular parts lie flat on the wate
r, whereas the lateral alkyl chains are oriented perpendicular to the
water surface.