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.
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Percec et al. (1991) studied this question.
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