Synthesis of new mesomorphic terphenyl derivatives: the influence of terphenylene and functional fragments on the mesomorphic properties and ligand exchange on quantum dots

ABSTRACT

We describe the synthesis and physical-chemical properties of new anisotropic derivatives of terphenyl. They have been prepared by the modification of corresponding 3,6-disubstituted cyclohex-2-enone and the interaction with ethyl ester of 6-bromohexanoic acid. The synthesised compounds: 4ʹʹ-((1s, 4r)-4-butylcyclohexyl)-2ʹ-chloro-[1,1ʹʹ:4ʹ,1ʹʹ-terphenyl]-4-ol (TERPh-OH), 6-((4ʹʹ-((1s, 4r)-4-butylcyclohexyl)-2ʹ-chloro-[1,1ʹ:4ʹ,1ʹʹ-terphenyl]-4-yl)oxy)hexanoic acid (TERPh-COOH) and 8-((4ʹʹ-((1s, 4r)-4-butylcyclohexyl)-2ʹ-chloro-[1,1ʹ:4ʹ,1ʹʹ-terphenyl]-4-yl)oxy)oct-1-en-3-one (TERPh-VK) were used for the preparation of liquid crystals and their properties were studied. TERPh-COOH is capable of interacting with inorganic nanoparticles providing thus a tool for the creation new nanocomposite materials. TERPh-VK demonstrates the ability to polymerise with the formation of a LC polymer.

Graphical Abstract

KEYWORDS:

• Liquid crystals
• nanocomposites
• physical-chemical and optical properties
• inorganic nanoparticles

Acknowledgments

Many thanks to Dr. G. N. Bondarenko at TIPS RAN and to our Moscow State University colleague Dr. B. N. Tarasevich for measuring and analysis of FTIR spectra, diffraction, as well as to D. A. Boiko at N. D. Zelinsky Institute of Organic Chemistry for some of mass spectra.

Disclosure statement

No potential conflict of interest has been reported by the authors.

Supplementary material

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Funding

This work was supported by the Russian Foundation for Basic Research grant no. 20-53-0035;Российский Фонд Фундаментальных Исследований (РФФИ) [grant 20-53-0035];