We modified poly(epichlorohydrin) (PECH) with biphenyl carboxylic and naphthalene carboxylic acid derivatives which contains propargyloxy moieties. The linear polymers were characterized by NMR and IR spectroscopy, elemental analysis, DSC and TGA. We obtained only one side chain liquid crystalline. A smectic A mesophase of this biphenyl derivative was identified by DSC, light polarized optical microscopy and X-ray diffraction. Thermal crosslinking of the aryl propargyl ether group via sigmatropic rearrangement took place while the material was in the isotropic phase. Partially curing this reactive liquid crystalline polymer resulted in the formation of an anisotropic elastomer when the curing was radically initiated in the range of mesophase stability.