Improved nematic mesophase stability of benzoxazole-liquid crystals via modification of inter-ring twist angle of biphenyl unit

ABSTRACT

A series of nematic heterocyclic liquid crystals, 2-(2ʹ-fluoro-4ʹ-alkoxy-1,1ʹ-biphenyl-4-yl)-benzoxazole derivatives (coded as nPF(2)PBx) bearing hydrogen (nPF(2)PBH), methyl (nPF(2)PBM) and nitro (nPF(2)PBN) terminal groups, respectively, are developped and investigated. The results show that the nematic mesophase stability is obviously improved via a slightly increase in the inter-ring twist angle between the planes of two phenyl rings in the biphenyl unit, where modification of the twist angle can be achieved by adjusting the position of the lateral monofluorine substituent from the outer to the inter ring of the biphenyl mesogenic core unit. Meanwhile, the inter-ring lateral fluorine substituent results in a decrease in both melting and clearing points but only a nematic mesophase with an acceptably wide mesophase range for nPF(2)PBx, and thus a potential application in liquid crystal display mixtures is expected, especially for the compounds nPF(2)PBM and nPF(2)PBN. The reduced π–π interaction/conjugation caused by the increased twist angle is considered as one of the possible reasons for the formation of a nematic mesophase.

GRAPHICAL ABSTRACT

KEYWORDS:

• Inter-ring twist angle
• nematic mesophase
• fluorine substituent
• benzoxazole-liquid crystals

Acknowledgements

The authors are grateful for financial support by the Key Technologies R&D Program of Shaanxi Province (2014K10-06), National Science Foundation Committee of China (51373092, 21543012), Specialized Research Fund for the Doctoral Program of Higher Education (20130202120010), Program for Key Science & Technology Innovation Team of Shaanxi Province (2015KCT-13), Program for Changjiang Scholars and Innovative Research Team in University (IRT_14R33) and the Fundamental Research Funds for the Central Universities (GK201603058, GK201503038, GK201501007, GK201501002). We are grateful to Professor Wenliang Wang at Shaanxi Normal University for theoretical calculations.

Disclosure statement

No potential conflict of interest was reported by the authors.

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Funding

This work was supported by the Key Technologies R&D Program of Shaanxi Province [2014K10-06], National Science Foundation Committee of China [51373092, 21543012], Specialized Research Fund for the Doctoral Program of Higher Education [20130202120010], Program for Key Science & Technology Innovation Team of Shaanxi Province [2015KCT-13], Program for Changjiang Scholars and Innovative Research Team in University [IRT_14R33] and the Fundamental Research Funds for the Central Universities [GK201603058, GK201503038, GK201501007, GK201501002].