<p></p><p>Azobenzene-based
bent-core liquid crystals demonstrate a variety of mesomorphic behaviors and photochromic
properties which are desirable for optical switching. In this study, a novel compound
was synthesized by adding azo functional groups and chlorine substituent to the
central bent-cores to form a 4-chloro-1,3-dizaophenylene bent-core. This
compound was characterized by fourier-transform infrared spectroscopy (FTIR), <sup>1</sup>H
and <sup>13</sup>C nuclear magnetic resonance (NMR), mass spectrometry (MS), differential
scanning calorimetry (DSC), polarized optical microscopy (POM), ultraviolet–visible
spectroscopy (UV-Vis) to evaluate its structure, mesogenic properties, and photosensitivity.
The experimental results show that compound <b>4c</b> exhibits a broad temperature
window of 63.8 °C for nematic phase, rapid photoisomerization in seconds, and
high <i>cis</i> fraction 0.81. At room temperature, compound <b>4c </b>dissolved
in ethyl acetate solution can reach photostationary state in 10 seconds. At 95
°C,
compound <b>4c</b> in nematic phase became isotropic liquid under
UV-irradiation in 3 seconds due to the forward <i>trans – cis</i>
photoisomerization and can be restored to be nematic under natural visible
light in 5 seconds because of the backward <i>cis – trans</i> photoisomerization.
Density functional theory calculations confirm that the diazo as the central
linkages instead of esters can effectively reduce the molecular dipole moment, which
promotes these favorable characteristics. This study provides valuable insights
to improve future design of azobenzene bent-core liquid crystals for practical
applications especially in photonic applications.</p><p></p>