Synthesis and mesocrystalline properties of liquid crystal compounds with tetrathiafulvalene and two cyanobiphenyl units

References

• Kato T. Self-assembly of phase-segregated liquid crystal structures. Science. 2002;295:2414–2418. doi: 10.1126/science.1070967
   PubMed Web of Science ®Google Scholar
• Sergeyev S, Pisula W, Geerts YH. Discotic liquid crystals: a new generation of organic semiconductors. Chem Soc Rev. 2007;36:1902–1929. doi: 10.1039/b417320c
   PubMed Web of Science ®Google Scholar
• Dong Y-B, Wang L, Ma J-P, et al. A novel cascade supramolecular complex with a reversible nanosized 18-component H-bonded {(C6H6) 6 (SbF6) 12} 12-cage unit templated by a chiral metal− organic complex. Inorg Chem. 2006;45:9157–9159. doi: 10.1021/ic061005l
   PubMed Web of Science ®Google Scholar
• Martin N, Sanchez L, Herranz MA, et al. Electronic communication in tetrathiafulvalene (TTF)/C60 systems: toward molecular solar energy conversion materials. Acc Chem Res. 2007;40:1015–1024. doi: 10.1021/ar700026t
   PubMed Web of Science ®Google Scholar
• Mas-Torrent M, Rovira C. Tetrathiafulvalene derivatives for organic field effect transistors. J Mater Chem. 2006;16:433–436. doi: 10.1039/B510121B
   Web of Science ®Google Scholar
• Wang L, Zhang B, Zhang J. Preparation and crystal structure of dual-functional precursor complex bis (acetylacetonato) nickel (II) with 4-pyridyltetrathiafulvalene. Inorg Chem. 2006;45:6860–6863. doi: 10.1021/ic060095r
   PubMed Web of Science ®Google Scholar
• Gao X, Wang Y, Yang X, et al. Dibenzotetrathiafulvalene bisimides: new building blocks for organic electronic materials. Adv Mater. 2007;19:3037–3042. doi: 10.1002/adma.200700007
   Web of Science ®Google Scholar
• Alévêque O, Frère P, Leriche P, et al. Effects of aromatic spacers on the properties of organic field effect transistors based on π-extended tetrathiafulvalene derivatives. J Mater Chem. 2009;19:3648–3651. doi: 10.1039/b822159f
   Web of Science ®Google Scholar
• Katsuhara M, Aoyagi I, Nakajima H, et al. Organic field-effect transistors based on new TTF-based liquid crystalline materials. Synth Met. 2005;149:219–223. doi: 10.1016/j.synthmet.2005.01.005
   Web of Science ®Google Scholar
• Andreu R, Barberá J, Garín J, et al. Synthesis and liquid crystal behaviour of tetrathiafulvalenes containing cyanobiphenylyloxy groups. J Mater Chem. 1998;8:881–887. doi: 10.1039/a708416a
   Web of Science ®Google Scholar
• Andreu R, Garín J, Orduna J, et al. The first discotic liquid crystal with a tetrathiafulvalene central core. Tetrahedron. 1998;54:3895–3912. doi: 10.1016/S0040-4020(98)00116-1
   Web of Science ®Google Scholar
• Bissell R, Bushby R, Fishwick CG. Novel synthesis of calamitic and discotic liquid crystalline derivatives of tetrathiafulvalene (TTF). Chem Commun. 1998;35:113–114. doi: 10.1039/a706797f
   Google Scholar
• González A, Segura JL, Martı´n N. New planar and soluble tris-tetrathiafulvalene derivatives with threefold-symmetry. Tetrahedron Lett. 2000;41:3083–3086. doi: 10.1016/S0040-4039(00)00344-0
   Web of Science ®Google Scholar
• Gao X, Wu W, Liu Y, et al. Linear benzene-fused bis (tetrathiafulvalene) compounds for solution processed organic field-effect transistors. J Mater Chem. 2007;17:736–743. doi: 10.1039/B613093C
   Web of Science ®Google Scholar
• Pintre IC, Serrano JL, Ros MB, et al. TTF-based bent-core liquid crystals. Chem Commun. 2008;44:2523–2525. doi: 10.1039/b801196f
   Google Scholar
• Miyajima D, Araoka F, Takezoe H, et al. Electric-field-responsive handle for large-area orientation of discotic liquid-crystalline molecules in millimeter-thick films. Angew Chem Int Ed. 2011;50:7865–7869. doi: 10.1002/anie.201102472
   PubMed Web of Science ®Google Scholar
• Wang L, Cho H, Lee SH, et al. Liquid crystalline mesophases based on symmetric tetrathiafulvalene derivatives. J Mater Chem. 2011;21:60–64. doi: 10.1039/C0JM02357D
   Web of Science ®Google Scholar
• Wang L, Jeong KU, Lee MH. Room-temperature columnar liquid crystal based on tetrathiafulvalene. J Mater Chem. 2008;18:2657–2659. doi: 10.1039/b805023f
   Web of Science ®Google Scholar
• Yelamaggad CV, Shashikala IS, Li Q. Liquid crystal trimers composed of banana-shaped and rodlike anisometric segments: Synthe sis and Characterization. Chem Mater. 2007;19:6561–6568. doi: 10.1021/cm702698e
   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
• Wang Y, Yoon HG, Bisoyi HK, et al. Hybrid rod-like and bent-core liquid crystal dimers exhibiting biaxial smectic A and nematic phases. J Mater Chem. 2012;22:20363–20367. doi: 10.1039/c2jm34315k
   Web of Science ®Google Scholar
• Frisch MJ, Trucks GW, Schlegel HB, et al. Gaussian 09. Wallingford (CT): Gaussian Inc; 2009.
   Google Scholar
• Wei FZ, Feng W, Xia Y, et al. Synthesis and studies of their mesocrystalline properties of glassy liquid crystal compounds based on tetrathiofuvalene and cyanobenzene. Chem J Chinese U. 2018;39:1549–1553.
   Google Scholar