New liquid crystals derived from thiophene connected to the 1,2,3-triazole heterocycle

References

• Nam S, Shin M, Park S, et al. All-polymer solar cells with bulk heterojunction nanolayers of chemically doped electron-donating and electron-accepting polymers. Phys Chem Chem Phys. 2012;14:15046–15053. DOI:10.1039/c2cp43002a.
   PubMed Web of Science ®Google Scholar
• Yohsuke B, Urayama K, Takigawa T, et al. Biaxial strain testing of extremely soft polymer gels. Soft Matter. 2011;7:2632–2638. DOI:10.1039/c0sm00955e.
   Web of Science ®Google Scholar
• Kawabata K, Takeguchi M, Goto H. Optical activity of heteroaromatic conjugated polymer films prepared by asymmetric electrochemical polymerization in cholesteric liquid crystals: structural function for chiral induction. Macromolecules. 2013;46:2078–2091. DOI:10.1021/ma400302j.
   Web of Science ®Google Scholar
• Jia X-X, Li Z-W, Sun Z-Y, et al. Hierarchical self-assembly of soft disklike particles under shear flow. J Phys Chem B. 2011;115:13441–13448. DOI:10.1021/jp205683x.
   PubMed Web of Science ®Google Scholar
• Tabor RF, Zaveer MI, Dagastine RR, et al. Phase behavior, small-angle neutron scattering and rheology of ternary nonionic surfactant-oil-water systems: a comparison of oils. Langmuir. 2013;29:3575–3582. DOI:10.1021/la400100n.
   PubMed Web of Science ®Google Scholar
• Li F, Chen W, Chen Y. Mesogen induced self-assembly for hybrid bulk heterojunction solar cells based on a liquid crystal D-A copolymer and ZnO nanocrystals. J Mater Chem. 2012;22:6259–6266. DOI:10.1039/c2jm16853g.
   Web of Science ®Google Scholar
• Sen A, Kupcho KA, Grinwald BA, et al. Liquid crystal-based sensors for selective and quantitative detection of nitrogen dioxide. Sens Actuators B. 2013;178:222–227. DOI:10.1016/j.snb.2012.12.036.
   PubMed Web of Science ®Google Scholar
• Hara M, Nagano S, Seki T. π–π interaction-induced vertical alignment of silica mesochannels templated by a discotic lyotropic liquid crystal. J Am Chem Soc. 2010;132:13654–13656. DOI:10.1021/ja106220j.
   PubMed Web of Science ®Google Scholar
• Wang L, He W, Wang M, et al. Effects of symmetrically 2,5-disubstituted 1,3,4-oxadiazoles on the temperature range of liquid crystalline blue phases: a systematic study. Liq Cryst. 2013;40:354–367. DOI:10.1080/02678292.2012.749306.
   Web of Science ®Google Scholar
• Bisoyi HK, Kumar S. Liquid-crystal nanoscience: an emerging avenue of soft self-assembly. Chem Soc Rev. 2011;40:306–319. DOI:10.1039/B901793N.
   PubMed Web of Science ®Google Scholar
• Shanavas A, Sathiyaraj S, Chandramohan A, et al. Isophthalic acid based mesogenic dimers: synthesis and structural effects on mesophase properties. J Mol Struct. 2013;1038:126–133. DOI:10.1016/j.molstruc.2013.01.047.
   Web of Science ®Google Scholar
• McKenzie I, Cammidge AN, Gopee H, et al. Muoniated spin probes in the discotic liquid crystal HHTT: rapid electron spin relaxation in the hexagonal columnar and isotropic phases. Phys Rev E. 2013;87:012504/1-012504/8. DOI:10.1103/PhysRevE.87.012504.
   PubMed Web of Science ®Google Scholar
• Cristiano R, Santos DMPDO, Conte G, et al. 1,4-diaryl and Schiff’s base [1,2,3]-triazole derivative liquid crystalline compounds. Liq Cryst. 2006;33:997–1003. DOI:10.1080/02678290600916138.
   Web of Science ®Google Scholar
• Vasconcelos UB, Merlo AA. Synthesis and mesomorphic behavior of new n-heterotolane liquid crystals containing a naphthyl-pyridyl framework. Synthesis. 2006;7:1141–1147.
   Google Scholar
• Merlo AA, Braun JE, Vasconcelos U, et al. Chiral liquid crystalline m-nitrotolans and tolans: synthesis and mesomorphic properties. Liq Cryst. 2000;27:657–663. DOI:10.1080/026782900202516.
   Web of Science ®Google Scholar
• Hashim Z, Howes P, Green M. Luminescent quantum-dot-sized conjugated polymer nanoparticles: nanoparticle formation in a miniemulsion system. J Mater Chem. 2011;21:1797–1803. DOI:10.1039/C0JM02935A.
   Web of Science ®Google Scholar
• Maggini L, Bonifazi D. Hierarchised luminescent organic architectures: design, synthesis, self-assembly, self-organisation and functions. Chem Soc Rev. 2012;41:211–241. DOI:10.1039/C1CS15031F.
   PubMed Web of Science ®Google Scholar
• Wang H, Xu Y, Tsuboi T, et al. Energy transfer in polyfluorene copolymer used for white-light organic light emitting device. Org Electron. 2013;14:827–838. DOI:10.1016/j.orgel.2012.12.039.
   Web of Science ®Google Scholar
• Behramand B, Molin F, Gallardo H. 2,1,3-Benzoxadiazole and 2,1,3-benzothiadiazole-based fluorescent compounds: synthesis, characterization and photophysical/electrochemical properties. Dyes Pigm. 2012;95:600–605. DOI:10.1016/j.dyepig.2012.06.001.
   Web of Science ®Google Scholar
• Prabhu DD, Kumar NSS, Sivadas AP, et al. Trigonal 1,3,4-oxadiazole-based blue emitting liquid crystals and gels. J Phys Chem B. 2012;116:13071–13080. DOI:10.1021/jp305349h.
   PubMed Web of Science ®Google Scholar
• Yuan K, Li F, Chen L, et al. Liquid crystal helps ZnO nanoparticles self-assemble for performance improvement of hybrid solar cells. J Phys Chem C. 2012;116:6332–6339. DOI:10.1021/jp3004079.
   Web of Science ®Google Scholar
• Fujisaki Y, Nakajima Y, Takei T, et al. Flexible active-matrix organic light-emitting diode display using air-stable organic semiconductor of dinaphtho[2, 3-b: 2ʹ, 3ʹ-f]thieno[3, 2-b]-thiophene. IEEE Trans Electron Devices. 2012;59:3442–3449. DOI:10.1109/TED.2012.2220968.
   Web of Science ®Google Scholar
• Vieira AA, Gallardo H, Barberá J, et al. Luminescent columnar liquid crystals generated by self-assembly of 1,3,4-oxadiazole derivatives. J Mater Chem. 2011;21:5916–5922. DOI:10.1039/c0jm04570e.
   Web of Science ®Google Scholar
• Chen X, Li X, Yuan J, et al. Simple, efficient one-pot method for synthesis of novel N-attached 1,2,3-triazole containing bisphosphonates. Tetrahedron. 2013;69:4047–4052. DOI:10.1016/j.tet.2013.03.078.
   Web of Science ®Google Scholar
• Glowacka IE, Balzarini J, Wroblewski AE. Synthesis and biological evaluation of novel 1,2,3-triazolonucleotides. Arch Pharm. 2013;346:278–291. DOI:10.1002/ardp.201200421.
   PubMedGoogle Scholar
• Gallardo H, Bortoluzzi AJ, Santos DMPDO. Synthesis, crystalline structure and mesomorphic properties of new liquid crystalline 1,2,3-triazole derivatives. Liq Cryst. 2008;35:719–725. DOI:10.1080/02678290802120307.
   Web of Science ®Google Scholar
• Bergthaller P. A new method for the synthesis of two-equivalent couplers in colour photography. Sulfur Rep. 1996;18:337–356. DOI:10.1080/01961779608047899.
   Google Scholar
• Benbayer C, Kheddam N, Saidi-Besbes S, et al. Synthesis and mesomorphic properties of novel [1,2,3]-triazole mesogenic based compounds. J Mol Struct. 2013;1034:22–28. DOI:10.1016/j.molstruc.2012.09.020.
   Web of Science ®Google Scholar
• Balamurugan S, Yeap G-Y, Mahmood WAK. Calamitic liquid crystals of 1,2,3-triazole connected to azobenzene: synthesis, characterisation and anisotropic properties. Liq Cryst. 2014;41:776–783. DOI:10.1080/02678292.2014.889231.
   Web of Science ®Google Scholar
• Westphal E, Bechtold IH, Gallardo H. Synthesis and optical/thermal behavior of new azo photoisomerizable discotic liquid crystals. Macromolecules. 2010;43:1319–1328. DOI:10.1021/ma902460c.
   Web of Science ®Google Scholar
• Heng B-T, Yeap G-Y, Mahmood WAK, et al. New heterocyclic metallomesogens: synthesis, mesomorphic and thermal behaviours of Cu(II) complexes with 1,2,3-triazole-based Schiff bases ligands. Liq Cryst. 2015;42:204–215. DOI:10.1080/02678292.2014.975291.
   Web of Science ®Google Scholar
• Heng B-T, Yeap G-Y, Mahmood WAK, et al. Alkyl chain self-ordering, induction and suppression of mesophase by Cu(II) containing [1,2,3]-triazole-based bidentate salicylaldimine ligands: synthesis, characterisation and X-ray diffraction studies. Liq Cryst. 2014;41:1897–1910. DOI:10.1080/02678292.2014.960488.
   Web of Science ®Google Scholar
• Benbayer C, Saidi-Besbes S, Grelet E, et al. Structure-property study of new [1,2,3]-triazole liquid crystalline derivatives. Liq Cryst. 2013;40:1520–1528. DOI:10.1080/02678292.2013.822111.
   Web of Science ®Google Scholar
• Umesh CP, Gangarapu S, Marcelis ATM, et al. Discotic liquid crystalline tris(hexahexyloxytriphenylene)triazines with separate columns of triphenylene and triazine cores. Liq Cryst. 2014;41:1862–1872. DOI:10.1080/02678292.2014.956353.
   Web of Science ®Google Scholar
• Gallardo H, Conte G, Tuzimoto PA, et al. New luminescent liquid crystals based on 2,1,3-benzothiadiazole and bent five-membered N-heterocyclic cores. Liq Cryst. 2012;39:1099–1111. DOI:10.1080/02678292.2012.698313.
   Web of Science ®Google Scholar
• Girotto E, Eccher J, Vieira AA, et al. Luminescent columnar liquid crystals based on 1,3,4-oxadiazole. Tetrahedron. 2014;70:3355–3360. DOI:10.1016/j.tet.2013.09.079.
   Web of Science ®Google Scholar
• Laurent N, Lafont D, Dumoulin F, et al. Synthesis of amphiphilic phenylazophenyl glycosides and a study of their liquid crystal properties. J Am Chem Soc. 2003;125:15499–15506. DOI:10.1021/ja037347x.
   PubMed Web of Science ®Google Scholar
• Seidler A, Svoboda J, Dekoj V, et al. The synthesis of π-electron molecular rods with a thiophene or thieno[3,2-b]thiophene core unit and sulfur alligator clips. Tetrahedron Lett. 2013;54(22):2795–2798. DOI:10.1016/j.tetlet.2013.03.084.
   Web of Science ®Google Scholar
• Gallardo H, Ely F, Bortoluzzi A, et al. Applying click chemistry to synthesis of chiral [1,2,3]-triazole liquid crystals. Liq Cryst. 2005;32:667–671. DOI:10.1080/02678290500139732.
   Web of Science ®Google Scholar
• Zhang ZL, Zhang LY, Shen ZH, et al. Synthesis and properties of mesogen-jacketed liquid crystalline polymers containing bistolane mesogen. J Polym Sci Part A: Polym Chem. 2010;48:4627–4639. DOI:10.1002/pola.v48:21.
   Web of Science ®Google Scholar
• Han J. 1,3,4-oxadiazole based liquid crystals. J Mater Chem C. 2013;1:7779–7797. DOI:10.1039/c3tc31458h.
   Web of Science ®Google Scholar
• Goodby JW, Mandle RJ, Davis EJ, et al. What makes a liquid crystal? The effect of free volume on soft matter. Liq Cryst. 2015;42:593–622.
   Web of Science ®Google Scholar
• Kishikawa K, Aikyo S, Akiyama S, et al. Realization of a lateral directional order in nematic and smectic A phases of rodlike molecules by using perfluoroarene–arene interactions. Soft Matter. 2011;7:5176–5187. DOI:10.1039/c0sm01459a.
   Web of Science ®Google Scholar
• Majumdar KC, Mondal S, Sinha RK. Synthesis and characterization of novel cholesterol based mesogenic compounds using ‘click’ chemistry. New J Chem. 2010;34:1255–1260. DOI:10.1039/b9nj00744j.
   Web of Science ®Google Scholar
• Rao DSS, Kumar MV, Prasad SK, et al. Novel columnar-calamitic phase sequences in a binary system of bent-core and rod-like mesogens. J Mater Chem C. 2013;1:7488–7497. DOI:10.1039/c3tc31724b.
   Web of Science ®Google Scholar
• Qu S, Chen X, Shao X, et al. Self-assembly of highly luminescent bi-1,3,4-oxadiazole derivatives through electron donor-acceptor interactions in three-dimensional crystals, two-dimensional layers and mesophases. J Mater Chem. 2008;18:3954–3964. DOI:10.1039/b804189j.
   Web of Science ®Google Scholar
• Tang J, Huang R, Gao H, et al. Columnar mesophases of luminescent polycatenar liquid crystals incorporating a 1,3-substituted benzene ring interconnecting two 1,3,4-oxadiazoles. RSC Adv. 2012;2:2842–2847. DOI:10.1039/c2ra01362b.
   Web of Science ®Google Scholar