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Original Articles

Liquid crystalline behaviour of hydrazide derivatives containing alkoxyazobenzene

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Pages 214-221 | Received 14 Aug 2013, Accepted 19 Sep 2013, Published online: 23 Oct 2013

References

  • Kato T. Hydrogen-bonded liquid crystals: molecular self-assembly for dynamically functional materials. Struct Bonding. 2000;96:95–146.
  • Cho CM, Wang X, Li JJ, He C, Xu J. Synthesis and self-assembly of halogen-bond donor-spacer-hydrogen-bond donor molecules: polymeric liquid crystals induced by combination of intermolecular halogen- and hydrogen-bonding interactions. Liq Cryst. 2013;40:185–196.
  • Martinez-Felipe A, Lu Z, Henderson PA, Picken SJ, Norder B, Imrie CT, Ribes-Greus A. Synthesis and characterisation of side chain liquid crystal copolymers containing sulfonic acid groups. Polymer. 2012;53:2604–2612.
  • Martínez-Felipe A, Imrie CT, Ribes-Greus A. Study of structure formation in side-chain liquid crystal copolymers by variable temperature fourier transform infrared spectroscopy. Ind Eng Chem Res. 2013;52:8714–8721.
  • Paleos CM, Tsiourvas D. Supramolecular hydrogen-bonded liquid crystals. Liq Cryst. 2001;28:1127–1161.
  • Sander F, Tussetschläger S, Sauer S, Kaller M, Wedge-shaped LS. 1,2-diamidobenzenes forming columnar mesophases via hydrogen bonding. Liq Cryst. 2012;39:303–312.
  • Lee JH, Jang I, Hwang SH, Lee SJ, Yoo SH, Jho JY. Self-assembled discotic nematic liquid crystals formed by simple hydrogen bonding between phenol and pyridine moieties. Liq Cryst. 2012;39:973–981.
  • Cook AG, Wardell JL, Imrie CT. Carbohydrate liquid crystals: synthesis and characterisation of the methyl-6-O-(n-acyl)-alpha-D-glucopyranosides. Chem Phys Lip. 2011;164:118–124.
  • Beginn U. Thermotropic columnar mesophases from N–H O, and N H–O hydrogen bond supramolecular mesogenes. Prog Polym Sci. 2003;28:1049–1105.
  • Cook AG, Wardell JL, Brooks NJ, Seddon JM, Martínez-Felipe A, Imrie CT. Non-symmetric liquid crystal dimer containing a carbohydrate-based moiety. Carbohydrate Res. 2012;360:78–83.
  • Roohnikan M, Ebrahimi M, Ghaffarian SR, Tamaoki N. Supramolecular self-assembly of a novel hydrogen-bonded cholesteric liquid crystal exhibiting macromolecular behavior. Liq Cryst. 2013;40:314–320.
  • Bai BL, Wang HT, Xin H, Long BH, Li M. Liquid crystalline behaviour of benzoic acid derivatives containing alkoxyazobenzene. Liq Cryst. 2007;34:659–665.
  • Subhapriya P, Vijayanand PS, Mohan MLNM. Synthesis and characterization of supramolecular hydrogen-bonded liquid crystals comprising of p-n-alkyloxy benzoic acids with suberic acid and pimelic acid. Mol Cryst Liq Cryst. 2013;571:40–56.
  • Grunert M, Howie RA, Kaeding A, Imrie CT. Supramolecular chiral liquid crystals. The liquid crystalline behavior of mixtures of 4,4′-bipyridyl and 4-[(S)-(-)-2-methylbutoxy]benzoic acid. J Mater Chem. 1997;7:211–214.
  • Kato T, Fréchet JMJ. New approach to mesophase stabilization through hydrogen-bonding molecular-interactions in binary-mixtures. J Am Chem Soc. 1989;111:8533–8534.
  • Bai BL, Pang DM, Li M. Phase behavior of supramolecules containing methoxy-azobenzene mesogenic liquid crystal groups. Chem J Chinese U. 2005;26:1957–1959.
  • Kato T, Fujishima A, Fréchet JMJ. Self-assembly of a twin liquid crystalline complex through intermolecular hydrogen bondings. Chem Lett. 1990;19:919–922.
  • Kato T, Uryu T, Kaneuchi F, Jin C, Fréchet JMJ. Hydrogen-bonded liquid crystals built from hydrogen-bonding donors and acceptors. Infrared study on the stability of the hydrogen bond between carboxylic acid and pyridyl moieties. Liq Cryst. 1993;14:1311–1317.
  • Kato T, Fréchet JMJ, Wilson PG, Saito T, Uryu T, Fujishima A, Jin C, Kaneuchi F. Hydrogen-bonded liquid crystals. Novel mesogens incorporating nonmesogenic bipyridyl compounds through complexation between hydrogen-bond donor and acceptor moieties. Chem Mater. 1993;5:1094–1100.
  • Janssen EL, Salazar IE, Friday SR, Wiegel KN. Supramolecular main-chain liquid crystalline polymers and networks with competitive hydrogen bonding: flexible bis-cinnamic acids as hydrogen bond donors in thermo-reversible networks and polymers. Liq Cryst. 2012;39:857–863.
  • Guo J, Shi Y, Han X, Jin O, Wei J, Yang H. Stabilizing blue phases of a simple cyanobiphenyl compound by addition of achiral mesogen monomer with a branched end group and chiral hydrogen-bonded assemblies. J Mater Chem C. 2013;1:947–957.
  • Kajitani T, Kohmoto S, Yamamoto M, Kishikawa K. Generation of stable calamitic liquid-crystal phases with lateral intermolecular hydrogen bonding. Chem Mater. 2004;16:2329–2331.
  • Tsiourvas D, Arkas M. Columnar and smectic self-assembly deriving from non ionic amphiphilic hyperbranched polyethylene imine polymers and induced by hydrogen bonding and segregation into polar and non polar parts. Polymer. 2013;54:1114–1122.
  • Kajitani T, Kohmoto S, Yamamoto M, Kishikawa K. Liquid crystalline amides: linear arrangement of rod-like molecules by lateral intermolecular hydrogen bonding and molecular shape effect. J Mater Chem. 2004;14:3449–3456.
  • Moyano S, Baeberá J, Diosdado BE, Serrano JL, Elduque A, Giménez R. Self-assembly of 4-aryl-1H-pyrazoles as a novel platform for luminescent supramolecular columnar liquid crystals. J Mater Chem C. 2013;1:3119–3128.
  • Mori A, Katahira K, Kida K, Takeshita H. Preferential exhibition of smectic A phase through intramolecular hydrogen bonding in 2-amino-5-phenyltropone liquid crystals. Chem Lett. 1992;21:1767–1770.
  • Mori A, Nimura R, Isobe M, Takeshita H. Crucial role of the tropone C=O group in preferential exhibition of smectic C phase through intermolecular hydrogen bonding. Chem Lett. 1992;21: 859–862.
  • Mori A, Nimura R, Takeshita H. Assistance of the intermolecular hydrogen bonding on the appearance of the smectic C phase in 2-(4-alkoxybenzoyloxy)-5-alkylaminotropone liquid crystals. Chem Lett. 1991;20:77–80.
  • Bai B, Zhang C, Wei J, Ma J, Lin X, Wang H, Li M. Control of self-assembly of twin-tapered dihydrazide derivative: mesophase and fluorescence-enhanced organogels. RSC Adv. 2013;3:12109–12116.
  • Choudhury PK, editor. New developments in liquid crystals and applications. In: Bai B. Thermotropic liquid crystals based on C=O … HN-intermolecular hydrogen bonding. New York: Nova Science Publishers; 2013; p. 41–82.
  • Pang DM, Wang HT, Li M. Smectic A liquid crystals from dihydrazide derivatives with lateral intermolecular hydrogen bonding. Tetrahedron. 2005;61:6108–6114.
  • Wang HT, Bai BL, Pang DM, Zou ZF, Xuan L, Li F, Zhang P, Liu LH, Long BH, Li M. Synthesis and liquid crystalline properties of hydrazide derivatives: hydrogen bonding, molecular dipole, and smectic structures. Liq Cryst. 2008;35:333–338.
  • Parra M, Hidalgo P, Barberá J, Carrasco E, Saavedra C. Novel mesogenic asymmetric diacylhydrazines: synthesis, mesomorphic behaviour and X-ray study. Liq Cryst. 2006;33:391–397.
  • Ran X, Wang HT, Zhang P, Bai BL, Zhao CX, Zhang QX, Liu HY, Yu ZX, Li M. Anticlinic smectic phase formed by calamitic hydrazide derivatives with terminal hydroxyl group. Liq Cryst. 2011;38:1227–1237.
  • Xin H, Zhou XM, Zhao CX, Wang HT, Li M. Low molecular weight organogel from the cubic mesogens containing dihydrazide group. J Mol Liq. 2011;160:17–21.
  • Gray GW, Goodby JW. Smectic liquid crystals, textures and structures. Leonard Hill: Philadelphia; 1984.
  • Liu JH, Chiu YH. Behaviors of self-assembled diblock copolymer with pendant photosensitive azobenzene segments. J Polym Sci Part A Polym Chem. 2010;48:1142–1148.
  • Hamuro Y, Geib SJ, Hamilton AD. Oligoanthranilamides. Non-peptide subunits that show formation of specific secondary structure. J Am Chem Soc. 1996;118:7529–7541.
  • Park SJ, Hwang SH, Kim N, Kuo SW, Kim HY, Park SK, Kim YJ, Nah C, Lee JH, Jeong KU. Columnar structures from asymmetrically tapered biphenylamide. J Phys Chem B. 2009;113:13499–13508.
  • Hashimoto M, Ujiie S, Liquid M,A. Crystals with a 5-Cyanotropone Skeleton: 2-(4-Alkoxybenzoyloxy)-5-cyanotropones and 2-(4-Alkoxybenzoylamino)-5-cyanotropones. Chem Lett. 2000;29:758–759.
  • Demus D, Goodby J, Gray GW, Spiess HW, Vill V, editors. Handbook of liquid crystals: low molecular weight liquid crystals I, Volume 2 A. In: Goodby JW. Phase structures of calamitic liquid crystals. Weinheim: Wiley-VCH; 1998; p. 3–21.

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