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Article

Synthesis, characterisation, and effects of molecular structure on phase behaviour of 4-chloro-1,3-diazobenzene bent-core liquid crystals with high photosensitivity

, , , ORCID Icon, & ORCID Icon
Pages 442-455 | Received 22 Jun 2021, Accepted 30 Aug 2021, Published online: 26 Oct 2021
 

ABSTRACT

A series of new compounds were synthesised by adding azo functional groups and chlorine substituent to the central bent-cores to form a 4-chloro-1,3-dizaophenylene bent-core. The structure, mesogenic properties, and photosensitivity of these compounds were characterised. The results show these synthesised compounds exhibit a broad temperature window up to 63.8°C for nematic phase and the rapid rate of trans – cis photoisomerisation. For instance, at 95°C, compound 4c in nematic phase became an isotropic liquid under UV-irradiation in 3 s and could be restored to nematic under natural visible light in 5 s. Quantum mechanics calculation confirms that using azos instead of esters as the central linkages can effectively reduce the molecular dipole moment, which appears to promote favourable mesogenic and photonic characteristics. Moreover, varying the carbon number in the terminal alkyl chains can alter molecular dipole moment and polarisability anisotropy, which are strongly correlated with the phase transition temperature and temperature range of the nematic phase. These findings suggest that 1) changing azo group position can effectively alter the intermolecular interactions by varying molecular polarity and polarisability; 2) reducing long-range electrostatic interactions can promote favourable mesogenic and possibly photonic properties of azobenzene bent-core liquid crystal.

Graphical abstract

Acknowledgements

This study was supported by National Natural Science Foundation of China under Grants 11074054 and 11374067. DFT calculations in this work used the Extreme Science and Engineering Discovery Environment (XSEDE), which is supported by National Science Foundation grant number ACI-1548562. Specifically, it used the Bridges system, which is supported by NSF award number ACI-1445606, at the Pittsburgh Supercomputing Center (PSC). The computation jobs were submitted through a web-based interface maintained by the Perri Group at Sonoma State University, USA.

Disclosure statement

No potential conflict of interest was reported by the author(s).

Supplementary material

Supplemental data for this article can be accessed here.

Additional information

Funding

This work was supported by the NSF [ACI-1445606,ACI-1548562]; National Natural Science Foundation of China [11074054,11374067].

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