Influence of terminal substituent on non-linear S-shaped oligomers consisting of azobenzene moieties at the peripheral arm: Synthesis, characterisation and phase transition behaviour

References

• Imrie CT, Luckhurst GR. Liquid crystal dimers and oligomers. In: Demus D, Goodby J, Gray GW, Spies HW, Vill V, editors. Handbook of liquid crystals. Vol. 2B. Weinheim: Wiley-VCH; 1998. p. 801–833. DOI:10.1002/9783527620623.ch7.
   Google Scholar
• Imrie CT. Liquid crystal dimers. Struct Bond. 1999;95:149–192.
   Google Scholar
• Imrie CT, Henderson PA. Liquid crystal dimers and oligomers. Curr Opin Colloid Interface Sci. 2002;7:298–311. DOI:10.1016/S1359-0294(02)00092-4.
   Web of Science ®Google Scholar
• Imrie CT, Henderson PA. Liquid crystal dimers and higher oligomers: between monomers and polymers. Chem Soc Rev. 2007;36:2096–2124. DOI:10.1039/b714102e.
   PubMed Web of Science ®Google Scholar
• Marcos M, Omenat A, Serrano JL, et al. A ferroelectric liquid crystal dimer: synthesis and properties. Adv Mater. 1992;4:285–287. DOI:10.1002/(ISSN)1521-4095.
   Web of Science ®Google Scholar
• Senthil S, Rameshbabu K, Wu SL. Odd even effect on SmC* formation in chiral liquid crystal dimers. J Mol Struct. 2006;783:215–220. DOI:10.1016/j.molstruc.2005.08.030.
   Web of Science ®Google Scholar
• Osman F, Yeap GY, Takeuchi D. Synthesis and mesomorphic behaviour of new disulphide bridge 4-n-alkoxybenzylidine-4ʹ-bromoaniline. Liq Cryst. 2013;41:106–112. DOI:10.1080/02678292.2013.839833.
   Web of Science ®Google Scholar
• Lee HC, Lu Z, Henderson PA, et al. Cholesteryl-based liquid crystal dimers containing a sulfur-sulfur link in the flexible spacer. Liq Cryst. 2012;39:259–268. DOI:10.1080/02678292.2011.641753.
   Web of Science ®Google Scholar
• Luckhurst GR. Liquid crystals: A chemical physicist’s view. Liq Cryst. 2005;32:1335–1364. DOI:10.1080/02678290500423128.
   Web of Science ®Google Scholar
• Attard GS, Date RW, Imrie CT, et al. Non-symmetric dimeric liquid-crystals – the preparation and properties of the a-(4-cyanobiphenyl-4ʹ-yloxy)-ω-(4-nalkylanilinebenzylidene-4ʹ-oxy)alkanes. Liq Cryst. 1994;16:529–581. DOI:10.1080/02678299408036531.
   Web of Science ®Google Scholar
• Yeap GY, Osman F, Imrie CT. Non-symmetric chiral liquid crystal dimers. Preparation and characterisation of the (S)-(benzylidene-4′-substitutedaniline)-2″-methylbutyl-4‴-(4″″-phenyloxy)-benzoateoxy)hexanoates. J Mol Struct. 2016;1111:118–125. DOI:10.1016/j.molstruc.2016.01.007.
   Web of Science ®Google Scholar
• Donaldson T, Staesche H, Lu ZB, et al. Symmetric and non-symmetric chiral liquid crystal dimers. Liq Cryst. 2010;37:1097–1110. DOI:10.1080/02678292.2010.494412.
   Web of Science ®Google Scholar
• Yeap GY, Balamurugan S, Rakesh S. Synthesis and mesomorphic properties of chiral liquid crystal dimers derived from azobenzene and substituted naphthol. Liq Cryst. 2013;40:555–563. DOI:10.1080/02678292.2013.765608.
   Web of Science ®Google Scholar
• Henderson PA, Cook AG, Imrie CT. Oligomeric liquid crystals: from monomers to trimers. Liq Cryst. 2004;31:1427–1434. DOI:10.1080/02678290412331298067.
   Web of Science ®Google Scholar
• Henderson PA, Imrie CT. Liquid crystal tetramers: influence of molecular shape on liquid crystal behaviour. Liq Cryst. 2005;32:1531–1541. DOI:10.1080/02678290500410620.
   Web of Science ®Google Scholar
• Yelamaggad CV, Achalkumar AS, Rao DSS, et al. Monodispersive linear supermolecules stabilizing unusual fluid layered phases. Org Lett. 2007;9:2641–2644. DOI:10.1021/ol070808p.
   PubMed Web of Science ®Google Scholar
• Blumstein RB, Stickles EM. Synthesis of model compounds of the nematic polyesters poly(2,2ʹ-dimethyl-4,4ʹ-dioxyazoxy-benzenedodecanedioyl). Mol Cryst Liq Cryst Lett. 1982;82:151–159. DOI:10.1080/01406568208070136.
   Web of Science ®Google Scholar
• Tschierske C. Liquid crystalline materials with complex mesophase morphologies. Curr Opin Colloid Interface Sci. 2002;7:69–80. DOI:10.1016/S1359-0294(02)00014-6.
   Web of Science ®Google Scholar
• Saez IM, Goodby JW. Supermolecular liquid crystals. J Mater Chem. 2005;15:26–40. DOI:10.1039/b413416h.
   Web of Science ®Google Scholar
• Kumar S. Triphenylene-based discotic liquid crystal dimers, oligomers and polymers. Liq Cryst. 2005;32:1089–1113. DOI:10.1080/02678290500117415.
   Web of Science ®Google Scholar
• Imrie CT, Lu ZB, Picken SJ, et al. Oligomeric rod-disc nematic liquid crystals. Chem Commun. 2007;12:1245–1247. DOI:10.1039/B614922G.
   PubMed Web of Science ®Google Scholar
• Pal SK, Kumar S, Seth J. Synthesis and characterisation of novel rod-disc oligomers. Liq Cryst. 2008;35:521–525. DOI:10.1080/02678290802051072.
   Web of Science ®Google Scholar
• Attard SG, Douglass GA. U-shaped dimeric liquid crystals derived from phthalic acid Liq. Cryst. 1997;22:349–358.
   Web of Science ®Google Scholar
• Yamaguchi A, Watanabe M, Yoshizawa A. Odd-even effects in the phase transition behaviour of novel U-shaped liquid crystals. Liq Cryst. 2007;34:633–639. DOI:10.1080/02678290701292355.
   Web of Science ®Google Scholar
• Kihara H, Tamaoki N. In situ photochemical conversion from cinnamoyl-functionalized liquid-crystalline monomers to liquid-crystalline dimers. Liq Cryst. 2007;34:1337–1347. DOI:10.1080/02678290701697454.
   Web of Science ®Google Scholar
• Rahman ML, Biswas TK, Sarkar SM, et al. New U-shaped liquid crystals azobenzene derived from catechol for photoswitching properties. J Mol Liq. 2015;202:125–133. DOI:10.1016/j.molliq.2014.12.022.
   Web of Science ®Google Scholar
• Yoshizawa A, Nakata M, Yamaguchi A. Phase transition behaviour of novel Y-shaped liquid crystal oligomers. Liq Cryst. 2006;33:605–609. DOI:10.1080/02678290600617462.
   Web of Science ®Google Scholar
• Yoshizawa A, Chiba S, Ogasawara F. Synthesis and physical properties of novel liquid crystal oligomers possessing polar terminal groups. Liq Cryst. 2007;34:373–379. DOI:10.1080/02678290601111440.
   Web of Science ®Google Scholar
• Yoshizawa A, Kasai H, Ogasawara F, et al. Synthesis and physical properties of novel S-shaped liquid crystal oligomers. Liq Cryst. 2007;34:547–553. DOI:10.1080/13682820701261991.
   Web of Science ®Google Scholar
• Ogasawara F, Kasai H, Nagashima Y, et al. Structure-property correlations of novel S-shaped liquid crystal oligomers. Ferroelectrics. 2008;365:48–57. DOI:10.1080/00150190802062908.
   Web of Science ®Google Scholar
• Nagashima Y, Ogasawara F, Yamamoto J, et al. Molecular organization of preorganized S-shaped oligomers in the liquid crystalline phases. Mol Cryst Liq Cryst. 2009;509:233–244. DOI:10.1080/15421400903054527.
   Web of Science ®Google Scholar
• Osman F, Yeap GY, Nagashima A, et al. Structure property and mesomorphic behaviour of S-shaped liquid crystal oligomers possessing two azobenzene moieties. Liq Cryst. 2016; 43:1283–1292.
   Web of Science ®Google Scholar
• Al-Hamdani UJ, Gassim TE, Radhy HH. Synthesis and characterization of Azo compounds and study of the effect of substituents on their liquid crystalline behavior. Molecules. 2010;15:5620–5628. DOI:10.3390/molecules15085620.
   PubMed Web of Science ®Google Scholar
• Ooi YH, Yeap GY, Han CC, et al. Non-conventional three-armed star-shaped mesogens based on 1,3,5-trisubstituted benzene with azobenzene moieties at the periphery: synthesis, and mesomorphic behaviour. Liq Cryst. 2014;41:1017–1033. DOI:10.1080/02678292.2014.898341.
   Web of Science ®Google Scholar
• Dierking I. Texture of liquid crystal. Weinheim: Wiley-VCH; 2003.
   Google Scholar
• Henderson PA, Inkster RT, Seddon JM, et al. Highly non-linear liquid crystal tetramers. J Mater Chem. 2001;11:2722–2731. DOI:10.1039/b104490g.
   Web of Science ®Google Scholar
• Henderson PA, Imrie CT. Semiflexible liquid crystalline tetramers as models of structurally analogous copolymers. Macromolecules. 2005;38:3307–3311. DOI:10.1021/ma0502304.
   Web of Science ®Google Scholar
• Yeap GY, Hng TC, Yeap SY, et al. Why do non-symmetric dimers intercalate? The synthesis and characterization of the α-(4-benzylidine-substituted-aniline-4′-oxy)-ω-(2-methylbutyl-4′-(4′′-phenyl)benzoateoxy)alkanes. Liq Cryst. 2009;36:1431–1441. DOI:10.1080/02678290903271504.
   Web of Science ®Google Scholar
• Donaldson T, Henderson PA, Achard MF, et al. Non-symmetric chiral liquid crystal trimers. Liq Cryst. 2011;38:1331–1339. DOI:10.1080/02678292.2011.613265.
   Web of Science ®Google Scholar
• Yeap GY, Osman F, Imrie CT. Non-symmetric dimers: effects of varying the mesogenic linking unit and terminal substituent. Liq Cryst. 2015;42:543–554. DOI:10.1080/02678292.2015.1004843.
   Web of Science ®Google Scholar
• Henderson PA, Niemeyer O, Imrie CT. Methylene-linked liquid crystal dimers. Liq Cryst. 2001;28:463–472. DOI:10.1080/02678290010007558.
   Web of Science ®Google Scholar
• Prajapati AK, Varia MC, Sahoo SP. Azoester-based H-shaped symmetrical mesogenic dimers containing -CH3/-OCH3 terminal substituent. Phase Trans. 2011;84:325–342. DOI:10.1080/01411594.2010.537210.
   Web of Science ®Google Scholar
• Collings PJ. Liquid Crystal. Nature’s delicate phase of matter. England: IOP Publishing; 1990.
   Google Scholar
• \Yeap GY, Ooi YH, Kenji K, et al. Synthesis and mesomorphic properties of novel three-armed star-shaped mesogens of phloroglucinol (1,3,5-trihydroxybenzene) containing Schiff base moiety. Phase Trans. 2013;86:365–379. DOI:10.1080/01411594.2012.683870.
   Web of Science ®Google Scholar
• Yeap GY, Lee HC, Mahmood WAK, et al. Synthesis, thermal and optical behaviour of non-symmetric liquid crystal dimers α-(4-benzylidine-substituted-aniline-4′-oxy)-ω-[pentyl-4-(4′-phenyl)benzoateoxy]hexane. Phase Trans. 2011;84:29–37. DOI:10.1080/01411594.2010.513613.
   Web of Science ®Google Scholar
• Yelamaggad CV, Shashikala IS, Hiremath US, et al. Liquid crystal dimers possessing chiral rod-like anisometric segments: synthesis, characterization and electro-optic behaviour. Liq Cryst. 2007;34:153–167. DOI:10.1080/02678290601137585.
   Web of Science ®Google Scholar
• Yeap GY, Alshargabi A, Mahmood WAK, et al. Synthesis, characterization and molecular organization for induced smectic phase of triazole ring in non-symmetric liquid crystalline dimer. Tetrahedron. 2015;71:3939–3945. DOI:10.1016/j.tet.2015.04.036.
   Web of Science ®Google Scholar
• Obadović D, Stojanović M, Bubnov A, et al. Structural studies on different types of ferroelectric liquid crystalline substances. J Res Phys. 2011;35:3–13. DOI:10.2478/v10242-012-0001-3.
   Google Scholar
• Juszyńska E, Jasiurkowska M, Massalska-Arodź M, et al. Phase transition and structure studies of a liquid crystalline Schiff-base compound (4O.8). Mol Cryst Liq Cryst. 2011;540:127–134. DOI:10.1080/15421406.2011.568361.
   Web of Science ®Google Scholar
• Yeap GY, Chan TN, Yam WS, et al. Non-symmetric chiral isoflavone dimers: synthesis, characterisation and mesomorphic behaviour. Liq Cryst. 2012;39:1041–1047. DOI:10.1080/02678292.2012.693628.
   Web of Science ®Google Scholar