Spreading behavior of optically active macrocycloamides consisting of helical chiral units at the air-water interface and the formation of Langmuir-Blodgett films

The spreading behavior of a new type of chiral compound, namely a series of optically active macrocycloamides ((P)-(-)-1, (P,P)-(+)-2, (P,P,P)-(+)-3, and (P,P,P,P)-(+)-4) consisting of the helical chiral unit 1,12- dimethylbenzo[c]phenanthrene-5,8-dicarboxylate, and dianiline derivatives, on the water surface was investigated by measuring surface pressure (π)-area (A) isotherms, with the aim of producing a new type of chiral Langmuir- Blodgett film. Among the four compounds investigated, (P)-(-)-1 and (P,P)- (+)-2 formed condensed monolayers. Moreover, the monolayer of (P)-(-)-1 could be successively transferred onto solid supports by both downward and upward strokes, yielding Y-type LB films. An optically active LB film based on helical chirality was produced for the first time. The properties of the chiral LB film are discussed.