Azobenzene-containing bent-core liquid crystals: an overview

References

• Niori T, Sekine T, Watanabe J, et al. Distinct ferroelectric smectic liquid crystals consisting of banana shaped achiral molecules. J Mater Chem. 1996;6:1231–1233. doi:10.1039/jm9960601231.
   Web of Science ®Google Scholar
• Link DR, Natale G, Shao R, et al. Spontaneous formation of macroscopic chiral domains in a fluid smectic phase of achiral molecules. Science. 1997;278:1924–1927. doi:10.1126/science.278.5345.1924.
   PubMed Web of Science ®Google Scholar
• Pelzl G, Diele S, Weissflog W. Banana-shaped compounds – a new field of liquid crystals. Adv Mater. 1999;11:707–724. doi:10.1002/(ISSN)1521-4095.
   Web of Science ®Google Scholar
• Reddy R, Tschierske C. Bent-core liquid crystals: polar order, superstructural chirality and spontaneous desymmetrisation in soft matter systems. J Mater Chem. 2006;16:907–961. doi:10.1039/B504400F.
   Web of Science ®Google Scholar
• Takezoe H, Takanishi Y. Bent-core liquid crystals: their mysterious and attractive world. Jpn J Appl Phys. 2006;45:597–625. doi:10.1143/JJAP.45.597.
   Web of Science ®Google Scholar
• Tschierske C, Dantlgraber G. From antiferroelectricity to ferroelectricity in smectic mesophases formed by bent-core molecules. Pramana. 2003;61:455–481. doi:10.1007/BF02708325.
   Web of Science ®Google Scholar
• Ros B, Serrano J, Fuente R, et al. Banana-shaped liquid crystals: a new field to explore. J Mater Chem. 2005;15:5093–5098. doi:10.1039/b504384k.
   Web of Science ®Google Scholar
• Etxebarria J, Ros M. Bent-core liquid crystals in the route to functional materials. J Mater Chem. 2008;18:2919–2926. doi:10.1039/b803507e.
   Web of Science ®Google Scholar
• Eremin A, Jákli A. Polar bent-shape liquid crystals – from molecular bend to layer splay and chirality. Soft Matter. 2013;9:615–637. doi:10.1039/C2SM26780B.
   Web of Science ®Google Scholar
• Tschierske C, Photinos DJ. Biaxial nematic phases. J Mater Chem. 2010;20:4263–4294. doi:10.1039/b924810b.
   Web of Science ®Google Scholar
• Gleeson HF, Kaur S, Görtz V, et al. The nematic phases of bent-core liquid crystals. ChemPhysChem. 2014;15:1251–1260. doi:10.1002/cphc.201400014.
   PubMed Web of Science ®Google Scholar
• Jákli A. Liquid crystals of the twenty-first century–nematic phase of bent-core molecules. Liq Cryst Rev. 2013;1:65–82. doi:10.1080/21680396.2013.803701.
   Web of Science ®Google Scholar
• Görtz V. Chiral resolution in bent-core nematic liquid crystals. Liq Cryst Today. 2010;19:37–48. doi:10.1080/1358314X.2010.527670.
   Google Scholar
• Kumar S, Gowda AN. The chemistry of bent-core molecules forming nematic liquid crystals. Liq Cryst Rev. 2015;3:99–145. doi:10.1080/21680396.2015.1061958.
   Web of Science ®Google Scholar
• Tschierske C. Development of structural complexity by liquid crystal self-assembly. Angew Chem Int Ed. 2013;52:8828–8878. doi:10.1002/anie.201300872.
   PubMed Web of Science ®Google Scholar
• Bogojawlenski A, Winogradov N. Über das Verhalten von Schmelz-und Klärungs kurven flüssiger Kristalle und ihrer Mischungen. Z Phys Chemie. 1908;64:229–242.
   Google Scholar
• Natansohn A, Rochon P. Photoinduced motions in azo-containing polymers. Chem Rev. 2002;102:4139–4175. doi:10.1021/cr970155y.
   PubMed Web of Science ®Google Scholar
• Manickasundaram S, Kannan P, Hassan QMA, et al. Azo dye based poly(alkyloxymethacrylate)s and their spacer effect on optical data storage. J Mater Sci Mater Electron. 2008;19:1045–1053. doi:10.1007/s10854-007-9450-y.
   Web of Science ®Google Scholar
• Saravanan C, Senthil S, Kannan P. Click chemistry-assisted triazole-substituted azobenzene and fulgimide units in the pendant-based copoly(decyloxymethacrylate)s for dual-mode optical switches. J Polym Sci A. 2008;46:7843–7860. doi:10.1002/pola.23090.
   Web of Science ®Google Scholar
• Rochon P, Batalla E, Natansohn A. Optically induced surface gratings on azoaromatic polymer films. Appl Phys Lett. 1995;66:136–138. doi:10.1063/1.113541.
   Web of Science ®Google Scholar
• Wu S, Yao S, She W, et al. All-optical switching properties of poly(methyl methyacrylate) azobenzene composites. J Mater Sci. 2003;38:401–405. doi:10.1023/A:1021878710507.
   Web of Science ®Google Scholar
• Yuquan S, Ling Q, Zao L, et al. The second-order nonlinear optical properties of a series of polyesters containing push-pull azobenzene chromophore in their side chain. J Mater Sci. 1999;34:1513–1517. doi:10.1023/A:1004556011600.
   Web of Science ®Google Scholar
• Qiu L, Shen Y, Hao J, et al. Study on novel second-order NLO azo-based chromophores containing strong electron-withdrawing groups and different conjugated bridges. J Mater Sci. 2004;39:2335–2340. doi:10.1023/B:JMSC.0000019994.38191.fe.
   Web of Science ®Google Scholar
• Prasad V, Rao DSS, Prasad SK. A novel class of banana-shaped azo compounds exhibiting antiferroelectric switching behaviour. Liq Cryst. 2001;28:643–646. doi:10.1080/02678290010020887.
   Web of Science ®Google Scholar
• Prasad V. Liquid crystalline compounds with V-shaped molecular structures: synthesis and characterization of new azo compounds. Liq Cryst. 2001;28:145–150. doi:10.1080/026782901462481.
   Web of Science ®Google Scholar
• Prasad V. Bent-shaped achiral azo compounds exhibiting banana mesophases. Mol Cryst Liq Cryst Sci Technol Sect A. 2001;363:167–179. doi:10.1080/10587250108025267.
   Web of Science ®Google Scholar
• Vorländer D, Fuchs K, Katscher EE. Ber Dtsch Chem Ges. 1929;62:2381–2386. doi:10.1002/cber.19290620875.
   Google Scholar
• Vorländer D, Apel A. Ber Dtsch Chem Ges. 1932;65:1101–1109. doi:10.1002/cber.19320650710.
   Google Scholar
• Pelzl G, Wirth I, Weissflog W. The first ‘banana phase’ found in an original Vorländer substance. Liq Cryst. 2001;28:969–972. doi:10.1080/02678290110039480.
   Web of Science ®Google Scholar
• Nagaveni NG, Roy A, Prasad V. Achiral bent-core azo compounds: effect of different types of linkage groups and their direction of linking on liquid crystalline properties. J Mater Chem. 2012;22:8948–8959. doi:10.1039/c2jm30709j.
   Web of Science ®Google Scholar
• Nagaveni NG, Raghuvanshi P, Roy A, et al. Azo-functionalised achiral bent-core liquid crystalline materials: effect of presence of –N=N– linkage at different locations in the molecular architecture. Liq Cryst. 2013;40:1238–1254. doi:10.1080/02678292.2013.805831.
   Web of Science ®Google Scholar
• Srinivasan MV, Kannan P, Roy A. Investigations on photo and electrically switchable asymmetric bent-core liquid crystals. J Mater Sci. 2013;48:2433–2446. doi:10.1007/s10853-012-7030-x.
   Web of Science ®Google Scholar
• Rahman L, Kumar S, Tschierske C, et al. Synthesis and photoswitching properties of bent-shaped liquid crystals containing azobenzene Monomers. Liq Cryst. 2009;36:397–407. doi:10.1080/02678290902923428.
   Web of Science ®Google Scholar
• Vijaysrinivasan M, Kannan P, Roy A. Dual switchable six-ring bent-core liquid crystals with azo linkages exhibiting B1 and B2 mesophases. Liq Cryst. 2012;39:1465–1475. doi:10.1080/02678292.2012.721904.
   Web of Science ®Google Scholar
• Srinivasan MV, Kannan P, Roy A. Photo and electrically switchable behavior of azobenzene containing pendant bent-core liquid crystalline polymers. J Poly Sci Part A: Poly Chem. 2013;51:936–946. doi:10.1002/pola.26455.
   Web of Science ®Google Scholar
• Keith C, Lehmann A, Baumeister U, et al. Nematic phases of bent-core mesogens. Soft Matter. 2010;6:1704–1721. doi:10.1039/b923262a.
   Web of Science ®Google Scholar
• Eremin A, Floegel M, Kornek U, et al. Transitions between paraelectric and ferroelectric phases of bent-core smectic liquid crystals in the bulk and in thin freely suspended films. Phys Rev E. 2012;86:051701–1-10. doi:10.1103/PhysRevE.86.051701.
   Web of Science ®Google Scholar
• Alaasar M, Prehm M, Poppe M, et al. Development of polar order and tilt in lamellar liquid crystalline phases of a bent-core mesogen. Soft Matter. 2014;10:5003–5016. doi:10.1039/C4SM00593G.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Prehm M, Tschierske C. Influence of halogen substituent on the mesomorphic properties of five-ring banana shaped molecules with azobenzene wings. Liq Cryst. 2013;40:656–668. doi:10.1080/02678292.2013.767949.
   Web of Science ®Google Scholar
• Alaasar M, Prehm M, Nagaraj M, et al. A liquid crystalline phase with uniform tilt, local polar order and capability of symmetry breaking. Adv Mater. 2013;25:2186–2191. doi:10.1002/adma.201205180.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Prehm M, May K, et al. 4-Cyanoresorcinol based bent-core mesogens with azobenzene wings – emergence of sterically stabilised polar order in liquid crystalline phases. Adv Funct Mater. 2014;24:1703–1717. doi:10.1002/adfm.201302295.
   Web of Science ®Google Scholar
• Alaasar M, Prehm M, Tschierske C. A new room temperature dark conglomerate mesophase formed by bent-core molecules combining 4-iodoresorcinol with azobenzene units. Chem Commun. 2013;49:11062–11064. doi:10.1039/c3cc45938a.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Prehm M, Brautzsch M, et al. Dark conglomerate phases of azobenzene derived bent-core mesogens–relationships between the molecular structure and mirror symmetry breaking in soft matter. Soft Matter. 2014;10:7285–7296. doi:10.1039/C4SM01255K.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Prehm M, Brautzsch M, et al. 4-Methylresorcinol based bent-core liquid crystals with azobenzene wings – a new class of compounds with dark conglomerate phases. J Mater Chem C. 2014;2:5487–5501. doi:10.1039/C4TC00533C.
   Web of Science ®Google Scholar
• Alaasar M, Prehm M, Tschierske C. New azobenzene containing bent-core liquid crystals based on disubstituted resorcinol. Liq Cryst. 2014;41:126–136. doi:10.1080/02678292.2013.840393.
   Web of Science ®Google Scholar
• Alaasar M, Prehm M, Tschierske C. Helical nano-crystallite (HNC) phases – chirality synchronization of achiral bent-core mesogens in a new type of dark conglomerates. Chem Eur J. 2016. doi:10.1002/chem.201505016.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Prehm M, Tamba M-G, et al. Development of polar order in the liquid crystal phases of a 4-cyanoresorcinol-based bent-core mesogen with fluorinated azobenzene wings. ChemPhysChem. 2016;17:278–287. doi:10.1002/cphc.201500891.
   PubMed Web of Science ®Google Scholar
• Tschierske C, Ungar G. Mirror symmetry breaking by chirality synchronisation in liquids and liquid crystals of achiral molecules. ChemPhysChem. 2016;17:9–26. doi:10.1002/cphc.v17.1.
   PubMed Web of Science ®Google Scholar
• Dressel C, Liu F, Prehm M, et al. Dynamic mirror-symmetry breaking in bicontinuous cubic phases. Angew Chem Int Ed. 2014;53:13115–13120. doi:10.1002/anie.201406907.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Prehm M, Cao Y, et al. Spontaneous mirror-symmetry breaking in isotropic liquid phases of photoisomerizable achiral molecules. Angew Chem Int Ed. 2016;55:312–312. doi:10.1002/anie.201508097.
   PubMed Web of Science ®Google Scholar
• Niezgoda I, Pociecha D, Galewski Z. Monotropic or enantiotropic mesophases? Liquid-crystalline and solid state polymorphism 4-Chloro-1,3-phenylene bis-[4-(4-alkyloxyphenylazo)benzoates. Thermochim Acta. 2014;587:59–66. doi:10.1016/j.tca.2014.04.024.
   Web of Science ®Google Scholar
• Martínez-Perdiguero J, Alonso I, Cl F, et al. Local structure of the B4 phase studied by second harmonic generation and X-ray diffraction measurements. J Mater Chem. 2009;19:5161–5166. doi:10.1039/b900832b.
   Web of Science ®Google Scholar
• Strey R, Jahn W, Porte G, et al. Lyotropic sponge phases of amphiophilic molecules. Langmuir. 1990;6:1635–1639. doi:10.1021/la00101a003.
   Web of Science ®Google Scholar
• Vera F, Tejedor RM, Romero P, et al. Light-driven supramolecular chirality in propeller-like hydrogen bonded complexes that show columnar mesomorphism. Angew Chem Int Ed. 2007;46:1873–1877. doi:10.1002/(ISSN)1521-3773.
   PubMed Web of Science ®Google Scholar
• Vera F, Barber J, Romero P, et al. Orthogonal action of noncovalent interactions for photoresponsive chiral columnar assemblies. Angew Chem Int Edit. 2010;49:4910–4914. doi:10.1002/anie.201000580.
   PubMed Web of Science ®Google Scholar
• Srinivasan MV, Kannan P. Photo-switching and nonlinear optical behaviors of center linked bent-core azobenzene liquid crystalline polymers. J Mater Sci. 2011;46:5029–5043. doi:10.1007/s10853-011-5423-x.
   Web of Science ®Google Scholar
• Lutfor MR, Hegde G, Kumar S, et al. Synthesis and characterization of bent-shaped azobenzene monomers: guest–host effects in liquid crystals with azo dyes for optical image storage devices. Optic Mater. 2009;32:176–183. doi:10.1016/j.optmat.2009.07.006.
   Web of Science ®Google Scholar
• Nagaveni NG, Prasad V, Roy A. Azo functionalised achiral bent-core liquid crystals: observation of photo-induced effects in B7 and B2 mesophases. Liq Cryst. 2013;40:1405–1416. doi:10.1080/02678292.2013.809487.
   Web of Science ®Google Scholar
• Srinivasan MV, Kannan P, Roy A. Photo and electrically switchable B7 mesophase exhibiting asymmetric bent-core liquid crystals. New J Chem. 2013;37:1584–1590. doi:10.1039/c3nj41030g.
   Web of Science ®Google Scholar
• Prasad V, Kang S-W, Qi X, et al. Photo-responsive and electrically switchable mesophases in a novel class of achiral bent-core azo compounds. J Mater Chem. 2004;14:1495–1502. doi:10.1039/b314482h.
   Web of Science ®Google Scholar
• Trišović N, Salamonczyk M, Antanasijević J, et al. Azo-containing asymmetric bent-core liquid crystals with modulated smectic phases. RSC Adv. 2015;5:64886–64891. doi:10.1039/C5RA09764A.
   Web of Science ®Google Scholar
• Prasad V, Kang S-W, Kumar S. Novel examples of achiral bent-core azo compounds exhibiting B1 and anticlinic–antiferroelectric B2 mesophases. J Mater Chem. 2003;13:1259–1264. doi:10.1039/B302018E.
   Web of Science ®Google Scholar
• Prasad V, Jákli A. Achiral bent-core azo compounds: observation of photoinduced effects in an antiferroelectric tilted smectic mesophase. Liq Cryst. 2004;31:473–479. doi:10.1080/02678290410001660002.
   Web of Science ®Google Scholar
• Jákli A, Prasad V, Rao DSS, et al. Light-induced changes of optical and electrical properties in bent-core azo compounds. Pyhs Rev E. 2005;71:021709-1–021709-6. doi:10.1103/PhysRevE.71.021709.
   Web of Science ®Google Scholar
• Prasad V, Kang SW, Suresh KA, et al. Thermotropic uniaxial and biaxial nematic and smectic phases in bent-core mesogens. J Am Chem Soc. 2005;127:17224–17227. doi:10.1021/ja052769n.
   PubMed Web of Science ®Google Scholar
• Dong RY, Kumar S, Prasad V, et al. High nematic ordering in a bent-core smectogen showing a biaxial nematic phase: A 13C NMR study. Chem Phys Lett. 2007;448:54–60. doi:10.1016/j.cplett.2007.09.070.
   Web of Science ®Google Scholar
• Sathyanarayana P, Mathew M, Li Q, et al. Splay bend elasticity of a bent-core nematic liquid crystal. Pyh Rev E. 2010;81:010702-1–010702-4. doi:10.1103/PhysRevE.81.010702.
   Web of Science ®Google Scholar
• Aluculesei A, Chávez FV, Cruz C, et al. Proton NMR relaxation study on the nematic-nematic phase transition in A131 liquid crystal. J Phys Chem B. 2012;116:9556–9563. doi:10.1021/jp305064x.
   PubMed Web of Science ®Google Scholar
• Ostapenko T, Zhang C, Sprunt SN, et al. Magneto-optical technique for detecting the biaxial nematic phase. Phys Rev E. 2011;84:021705-1-5.
   Web of Science ®Google Scholar
• Senyuk B, Wonderly H, Mathews M, et al. Surface alignment, anchoring transitions, optical properties, and topological defects in the nematic phase of thermotropic bent-core liquid crystal A131. Phys Rev E. 2010;82:041711-1–041711-13. doi:10.1103/PhysRevE.82.041711.
   Web of Science ®Google Scholar
• Le KV, Mathews M, Chambers M, et al. Electro-optic technique to study biaxiality of liquid crystals with positive dielectric anisotropy: the case of a bent-core material. Phys Rev E. 2009;79:030701-1–030701-4. doi:10.1103/PhysRevE.79.030701.
   Web of Science ®Google Scholar
• Yoon H-G, Kang S-W, Dong RY, et al. Nematic biaxiality in a bent-core material. Phys Rev E. 2010;81:051706-1–051706-7. doi:10.1103/PhysRevE.81.051706.
   Web of Science ®Google Scholar
• Park MS, Yoon B-J, Park JO, et al. Raman scattering study of phase biaxiality in a thermotropic bent-core nematic liquid crystal. Phys Rev Lett. 2010;105:027801-1–027801-4. doi:10.1103/PhysRevLett.105.027801.
   Web of Science ®Google Scholar
• Greco C, Marini A, Frezza E, et al. From the molecular structure to spectroscopic and material properties: computational investigation of a bent-core nematic liquid crystal. ChemPhysChem. 2014;15:1336–1344. doi:10.1002/cphc.201301030.
   PubMed Web of Science ®Google Scholar
• Mathews M, Zola RS, Yang D-K, et al. Thermally, photochemically and electrically switchable reflection colors from self-organized chiral bent-core liquid crystals. J Mater Chem. 2011;21:2098–2103. doi:10.1039/C0JM03479G.
   Web of Science ®Google Scholar
• Mathews M, Kang S, Kumar S, et al. Designing bent-core nematogens towards biaxial nematic liquid crystals. Liq Cryst. 2011;38:31–40. doi:10.1080/02678292.2010.524716.
   Web of Science ®Google Scholar
• Pintre IC, Serrano JL, Ros MB, et al. Bent-core liquid crystals in a route to efficient organic nonlinear optical materials. J Mater Chem. 2010;20:2965–2971. doi:10.1039/b923616c.
   Web of Science ®Google Scholar
• Folcia CL, Alonso I, Ortega J, et al. Achiral bent-core liquid crystals with azo and azoxy linkages: structural and nonlinear optical properties and photoisomerization. Chem Mater. 2006;18:4617–4626. doi:10.1021/cm060256p.
   Web of Science ®Google Scholar
• Pintre IC, Gimeno N, Serrano JL, et al. Liquid crystalline and nonlinear optical properties of bent-shaped compounds derived from 3,4ʹ-biphenylene. J Mater Chem. 2007;17:2219–2227. doi:10.1039/B700636E.
   Web of Science ®Google Scholar
• Morales-Saavedra OG, Jákli A, Heppke G, et al. Polar micro structures of the B2- and B4-phases of bent-shaped LC-molecules resolved by nonlinear optical microscopy. J Nonlinear Opt Phys Mater. 2006;15:287–302. doi:10.1142/S0218863506003293.
   Web of Science ®Google Scholar
• Zhang Y, Etxebarria J. Ferroelectric liquid crystals for nonlinear optical applications. In: Li Q, editor. Liquid crystals beyond displays. Hoboken (NJ): Wiley; 2012. p. 111–156.
   Google Scholar
• Gimeno N, Pintre I, Martínez-Abadía M, et al. Bent-core liquid crystal phases promoted by azo-containing molecules: from monomers to side chain polymers. RSC Adv. 2014;4:19694–19702. doi:10.1039/c4ra02079k.
   Web of Science ®Google Scholar
• Rahman ML, Asik J, Kumar S, et al. Liquid crystalline banana-shaped monomers derived from 2,7-naphthalene: synthesis and properties. Liq Cryst. 2008;35:1263–1270. doi:10.1080/02678290802513808.
   Web of Science ®Google Scholar
• Zygadlo K, Dardas D, Nowicka K, et al. Liquid-crystalline polymorphism of symmetrical azobananas: bis(4-(4-alkylphenyl)azophenyl) 2-nitroisophtalates. Mol Cryst Liq Cryst. 2009;509:283–291. doi:10.1080/15421400903065754.
   Web of Science ®Google Scholar
• Bobrovsky A, Shibaev V, Hamplová V, et al. Photochromic and fluorescent LC gels based on a bent-shaped azobenzene-containing gelator. RSC Adv. 2015;5:56891–56895. doi:10.1039/C5RA07234D.
   Web of Science ®Google Scholar
• Bobrovsky A, Shibaev V, Hamplová V, et al. Photo-optical properties of amorphous and crystalline films of azobenzene-containing photochromes with bent-shaped molecular structure. J Photochem Photobiol A: Chem. 2016;316:75–87. doi:10.1016/j.jphotochem.2015.10.021.
   Web of Science ®Google Scholar
• Ciobanu C, Carlescu I, Lisa G, et al. Synthesis and mesomorphic properties of some bent-core schiff bases containing azo linkage. Rev Chim (Bucharest). 2013;64:249–253.
   Web of Science ®Google Scholar
• Rao NVS, Paul MK, Miyake I, et al. A novel smectic liquid crystalline phase exhibited by W-shaped molecules. J Mater Chem. 2003;13:2880–2884. doi:10.1039/b304964g.
   Web of Science ®Google Scholar
• Miyake I, Takanishi Y, Rao NVS, et al. Novel chiral filament in an achiral W-shaped liquid crystalline compound. J Mater Chem. 2005;15:4688–4694. doi:10.1039/b509213b.
   Web of Science ®Google Scholar
• Rahman ML, Hegde G, Malek MNFA, et al. New pyrimidine-based photo-switchable bent-core liquid crystals. New J Chem. 2013;37:2460–2467. doi:10.1039/c3nj00359k.
   Web of Science ®Google Scholar
• Jasiński M, Pociecha D, Monobe H, et al. Tetragonal phase of 6-oxoverdazyl bent-core derivatives with photoinduced ambipolar charge transport and electrooptical effects. J Am Chem Soc. 2014;136:14658–14661. doi:10.1021/ja507594h.
   PubMed Web of Science ®Google Scholar
• Matsuzaki H, Matsunaga Y. New mesogenic compounds with unconventional molecular structures 1,2-phenylene and 2,3-naphthylene bis[4-(4-alkoxyphenyliminomethyl)benzoates] and related compounds. Liq Cryst. 1993;14:105–120. doi:10.1080/02678299308027306.
   Web of Science ®Google Scholar
• Kuboshita M, Matsunaga Y, Matsuzaki H. Mesomorphic behavior of 1,2-phenylene bis[4-(4-alkoxybenzylideneamino) benzoates]. Mol Cryst Liq Cryst. 1991;199:319–326. doi:10.1080/00268949108030943.
   Web of Science ®Google Scholar
• Rahman ML, Sarkar SM, Yusoff MM, et al. Synthesis of new U-shaped azobenzene liquid crystals for photoswitching properties. RSC Adv. 2015;5:87019–87029. doi:10.1039/C5RA12705J.
   Web of Science ®Google Scholar
• Rahman ML, Biswasa 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
• Paleos CM, Tsiourvas D. Supramolecular hydrogen-bonded liquid crystals. Liq Cryst. 2001;28:1127–1161. doi:10.1080/02678290110039516.
   Web of Science ®Google Scholar
• Naoum MM, Fahmi AA, Alaasar MA. Supramolecular hydrogen-bonded liquid crystals formed from 4-(4ʹ-Pyridylazo phenyl)-4”-substituted benzoates and 4-alkoxybenzoic acids. Mol Cryst Liq Cryst. 2008;482:57–70. doi:10.1080/15421400801914996.
   Web of Science ®Google Scholar
• Naoum MM, Fahmi AA, Refaie AA, et al. Novel hydrogen-bonded angular supramolecular liquid crystals. Liq Cryst. 2012;39:47–61. doi:10.1080/02678292.2011.611262.
   Web of Science ®Google Scholar
• Gimeno N, Ros MB, Serrano JL, et al. Hydrogen-bonded banana liquid crystals. Angew Chem Int Ed. 2004;43:5235–5238. doi:10.1002/anie.200460549.
   PubMed Web of Science ®Google Scholar
• Gimeno N, Ros MB, Serrano JL. Noncovalent interactions as a tool to design new bent-core liquid-crystal materials. Chem Mater. 2008;20:1262–1271. doi:10.1021/cm701930b.
   Web of Science ®Google Scholar
• Pérez A, Gimeno N, Vera F, et al. New H-bonded complexes and their supramolecular liquid-crystalline organizations. Eur J Org Chem. 2008;2008:826–833. doi:10.1002/ejoc.200700725.
   Web of Science ®Google Scholar
• Barberá J, Gimeno N, Pintre I, et al. Self-assembled bent-core side-chain liquid crystalline polymers. Chem Commun. 2006;1212–1214. doi:10.1039/b516718c.
   PubMed Web of Science ®Google Scholar
• Alaasar M, Tschierske C, Prehm M. Hydrogen-bonded supramolecular complexes formed between isophthalic acid and pyridine-based derivatives. Liq Cryst. 2011;38:925–934. doi:10.1080/02678292.2011.587130.
   Web of Science ®Google Scholar
• Wang J, Shi Y, Yang K, et al. Stabilization and optical switching of liquid crystal blue phase doped with azobenzene-based bent shaped hydrogen-bonded assemblies. RSC Adv. 2015;5:67357–67364. doi:10.1039/C5RA12256B.
   Web of Science ®Google Scholar
• Paul MK, Paul P, Saha SK, et al. Bent shaped H-bonded mesogens derived from 1,5-bis(4-hydroxyphenyl) penta-1,4-dien-3-one: synthesis, photophysical, mesomorphism and computational studies. J Mol Liq. 2014;197:226–235. doi:10.1016/j.molliq.2014.05.007.
   Web of Science ®Google Scholar
• Dingemans TJ, Murthy NS, Samulski ET. Javelin-, hockey stick-, and boomerang-shaped liquid crystals. structural variations on p-quinquephenyl. J Phys Chem B. 2001;105:8845–8860. doi:10.1021/jp010869j.
   Web of Science ®Google Scholar
• Sarkar DD, Deb R, Chakraborty N, et al. Synthesis of achiral four-ring unsymmetrically substituted toluene derived liquid crystals with a polar end group. Liq Cryst. 2012;39:1003–1010. doi:10.1080/02678292.2012.689866.
   Web of Science ®Google Scholar
• Avci N, Borshch V, Sarkar DD, et al. Viscoelasticity, dielectric anisotropy, and birefringence in the nematic phase of three four-ring bent-core liquid crystals with an L-shaped molecular frame. Soft Matter. 2013;9:1066–1075. doi:10.1039/C2SM26448J.
   Web of Science ®Google Scholar
• Begum N, Turlapati S, Debnath S, et al. Achiral unsymmetrical four-ring bent-core liquid crystals with a polar fluoro or chloro end substituent: synthesis and characterization. Liq Cryst. 2013;40:1105–1115. doi:10.1080/02678292.2013.795625.
   Web of Science ®Google Scholar
• Debnath S, Mohiuddin G, Turlapati S, et al. Nematic phases in achiral unsymmetrical four-ring bent-core azo compounds possessing strongly polar cyano and nitro moieties as end substituents: synthesis and characterization. Dyes Pigments. 2013;99:447–455. doi:10.1016/j.dyepig.2013.05.029.
   Web of Science ®Google Scholar
• Paul MK, Kalita G, Laskar AR, et al. Synthesis and mesomorphic behaviour of achiral four-ring unsymmetrical bent-core liquid crystals: nematic phases. J Mol Struct. 2013;1049:78–89. doi:10.1016/j.molstruc.2013.06.044.
   Web of Science ®Google Scholar
• Horčic M, Kozmík V, Svoboda J, et al. Transformation from a rod-like to a hockey-stick-like and bent-shaped molecule in 3,4ʹ-disubstituted azobenzene-based mesogens. J Mater Chem C. 2013;1:7560–7567. doi:10.1039/c3tc31593b.
   Web of Science ®Google Scholar
• Monika M, Prasad V, Nagaveni NG. Hockey stick-shaped azo compounds: effect of linkage groups and their direction of linking on mesomorphic properties. Liq Cryst. 2015;42:1490–1505. doi:10.1080/02678292.2015.1066889.
   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
• Imrie CT, Henderson PA, Yeap G-Y. Liquid crystal oligomers: going beyond dimers. Liq Cryst. 2009;36:755–777. doi:10.1080/02678290903157455.
   Web of Science ®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
• Yelamaggad CV, Shanker G, Hiremath US, et al. Cholesterol-based nonsymmetric liquid crystal dimers: an overview. J Mater Chem. 2008;18:2927–2949. doi:10.1039/b804579h.
   Web of Science ®Google Scholar
• Niori T, Adachi S, Watanabe J. Smectic mesophase properties of dimeric compounds. 1. Dimeric compounds based on the mesogenic azobenzene unit. Liq Cryst. 1995;19:139–148. doi:10.1080/02678299508036731.
   Web of Science ®Google Scholar
• Choi S-W, Kawauchi S, Tanaka S, et al. Vibrational circular dichroism spectroscopic study on circularly polarized light-induced chiral domains in the B4 phase of a bent mesogen. Chem Lett. 2007;36:1018–1019. doi:10.1246/cl.2007.1018.
   Web of Science ®Google Scholar
• Hoshino Y, Choi S-W, Izumi T, et al. Chirality induced by circularly polarized light in liquid crystalline twin dimers with azo linkages. Mol Cryst Liq Cryst. 2007;465:153–163. doi:10.1080/15421400701205735.
   Web of Science ®Google Scholar
• Choi S-W, Izumi T, Hoshino Y, et al. Circular-polarization-induced enantiomeric excess in liquid crystals of an achiral, bent-shaped mesogen. Angew Chem Inter Edit. 2006;45:1382–1385. doi:10.1002/anie.200503767.
   PubMed Web of Science ®Google Scholar
• Lee G, Carlton RJ, Araoka F, et al. Amplification of the stereochemistry of biomolecular adsorbates by deracemization of chiral domains in bent-core liquid crystals. Adv Mater. 2013;25:245–249. doi:10.1002/adma.201203302.
   PubMed Web of Science ®Google Scholar
• Ueda T, Masuko S, Araoka F, et al. A general method for the enantioselective formation of helical nanofilaments. Angew Chem Inter Edit. 2013;52:6863–6866. doi:10.1002/anie.201300658.
   PubMed Web of Science ®Google Scholar
• Zep A, Sitkowska K, Pociecha D, et al. Photoresponsive helical nanofilaments of B4 phase. J Mater Chem C. 2014;2:2323–2327. doi:10.1039/c3tc32325k.
   Web of Science ®Google Scholar
• Tamba M-G, Bobrovsky A, Shibaev V, et al. Photochromic azobenzene functionalised banana–calamitic dimers and trimers: mesophase behaviour and photo-orientational phenomena. Liq Cryst. 2011;38:1531–1550. doi:10.1080/02678292.2011.626084.
   Web of Science ®Google Scholar
• Nagaveni NG, Prasad V, Roy A. Azo-functionalised liquid crystalline dimers composed of bent-core and rod-like moieties: synthesis and mesomorphic properties. Liq Cryst. 2013;40:1001–1015. doi:10.1080/02678292.2013.804128.
   Web of Science ®Google Scholar