Novel biphenyl-substituted 1,2,4-oxadiazole ferroelectric liquid crystals: synthesis and characterization

Subrao, Mahabaleshwara and Potukuchi, D M and Ramachandra, Girish S and Bhagavath, Poornima and Bhat, Sangeetha G and Srinivasulu, M (2015) Novel biphenyl-substituted 1,2,4-oxadiazole ferroelectric liquid crystals: synthesis and characterization. Beilstein Journal of Organic Chemistry, 11 (2). pp. 233-241. ISSN 1860-5397

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Two novel series of unsymmetrically substituted 1,2,4-oxadiazole viz., R.Ox.C*Cn compounds are synthesized and characterized. An optically active, (S)-(+)-methyl 3-hydroxy-2-methylpropionate is used to introduce a chiral center in the molecule. A biphenyl moiety prepared by Suzuki coupling reaction is directly attached to the oxadiazole core at C-5 position. Investigations for the phase behavior revealed that the series with a benzyl group on one end of the oxadiazole core exhibits an 1D orthogonal smectic-A phase while the second series with dodecyl flexible end chain shows orthogonal smectic-A and tilted chiral smectic-C (SmC*) phases over a wide range of temperatures. The smectic-C phase exhibits ferroelectric (FE) polarization switching. The mesomorphic thermal stabilities of these compounds are discussed in the domain of the symmetry and the flexibility of the alkyloxy end chain length attached to the chiral center.

Item Type: Article
Uncontrolled Keywords: 3,5-disubstituted 1,2,4-oxadiazoles, ferroelectric switching, mesomorphism, optical textures, SmC*
Subjects: Engineering > MIT Manipal > Chemistry
Depositing User: MIT Library
Date Deposited: 25 Feb 2016 08:59
Last Modified: 28 Mar 2016 16:31

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