
Molecular Crystals and Liquid Crystals (1969-1991) p. 87 - 99,90,98 (1975)
Update date:2022-08-05
Topics:
Verbit
Lorenzo
The urethan (carbamate) linkage ( - NHCOO - ) has been investigated as a central group in liquid crystal systems. Cholesteryl N-para-substituted-phenylcarbamates exhibit cholesteric mesophases with mesophase stability roughly parallel to increasing molecular polarizability. A smectic, in addition to a cholesteric mesophase was found in the case of cholesteryl N-n-hexadecylcarbamate. The n-octyl analog has a monotropic cholesteric mesophase, while the n-butyl analog is not mesogenic. The N-para-methoxyphenylcarbamates of cholesterol, cholestanol, stigmasterol, alpha -sitosterol, campesterol, and 5-androstene-3 beta -ol-17-one, with the exception of the latter which was not mesogenic, exhibit enantiotropic mesophases. Twenty-five other nonsteroidal urethans having a wide variety of structures, as well as several urea derivatives, were prepared but none was mesogenic.
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Doi:10.1021/ja00438a055
(1976)Doi:10.1039/P19750001185
(1975)Doi:10.1016/S0020-1693(02)01445-7
(2003)Doi:10.1021/acs.joc.5b00956
(2015)Doi:10.1002/ejoc.202100042
(2021)Doi:10.1002/mrc.1260280116
(1990)