Abstract: | The synthesis and polymerization of 4′-4-ethynyl-1-(11-methacryloylundecan-1-yloxy) benzene] benzo-15-crown-5 ( 8 ), 4′-4-ethynyl-4′-(11-methacryloylundecan-1-yloxy) biphenyl] benzo-15-crown-5 ( 15 ), 4′-2-ethynyl-6-(11-methacryloylundecan-1-yloxy) naphthalene] benzo-15-crown-5 ( 24 ), and 4′-2-ethynyl-6-(11-methacryloylundecan-1-yloxy)naphthalene]-5′-ethylbenzo-15-crown-5 ( 35 ) is described. The synthesis and characterization of 4′-4-(4-ethynyl-1-(2-ethynyl-6-(6-hydroxyhexan-1-yloxy)naphthathalene)benzene]) benzo-15-crown-5 ( 29 ) is also presented. Both monomers and polymers were characterized for their mesomorphic behavior. 8 , poly( 8 ), and 15 are crystalline. Due to the insolubility of 15 , poly( 15 ) could not be synthesized. 24 is crystalline, while poly( 24 ) displays a monotropic nematic mesophase. 29 exhibits also a monotropic nematic mesophase. 35 is crystalline, while poly( 35 ) displays an enantiotropic nematic mesophase which is kinetically controlled due to its close proximity to the glass transition temperature. |