Disteroidal tetracyano- p-quinodimethane (TCNQ) with two ester groups ( 1) (2,2′-[2,5-bis(5α-cholestan-3-yl-oxycarbonylethyl)-2,5- cyclohexadiene-1,4-diyliden]bis-propanedinitrile) was newly synthesized in order both to improve the monolayer stability on a water surface and to decline its TCNQ plane for interlayer electron transfer compared with the monosteroidal-TCNQ ( 3) (5β-cholan-24-yl-TCNQ) reported previously (K. Naito, A. Miura and M. Azuma, Langmuir, 7 (1991) 627). Compound 1 yielded a stable and condensed monomolecular film on a pure water surface with a large occupied area, with a low surface viscosity and with a high collapse pressure, resulting in a good Y-type deposition property. Monosteroidal-TCNQ-propionic acid ( 2) (2,2′-carboxyethyl-5-(5α-cholestan-3-yl-oxycarbonylethyl)-2,5- cyclohexadine-1,4-diyliden]bis-propanedinitrile) was also obtained. Compound 2 yielded a stable monomolecular film. However, its surface viscosity was high, resulting in a poorer deposition property. The molecular orientation of 1 in a Langmuir-Blodgett film was determined by X-ray diffraction and polarized UV-visible and Fourier transform IR spectroscopy.
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