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Article

Synthesis and characterisation of ionic liquid crystals based on substituted pyridinium cations

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Pages 1809-1821 | Received 11 Mar 2022, Accepted 23 Apr 2022, Published online: 10 May 2022

References

  • Mohanty S. Liquid crystals- the “fourth” phase of matter. Resonance. 2003;8:52–70.
  • Binnemans K. Ionic liquid crystals. Chem Rev. 2005;105:4148–4204.
  • Dunmur D, Luckhurst G. Liquid crystals. Springer Handb Electron Photonic Mater. 2007;917–952.
  • Andrienko D. Introduction to liquid crystals. J Mol Liq. 2018;267:520–541.
  • Goossens K, Lava K, Bielawski CW, et al. Ionic liquid crystals: versatile materials. Chem Rev. 2016;116:4643–4807.
  • de Gennes P-G, Prost J. The physics of liquid crystals (International series of monographs on physics). Oxford Sci Publ; 1995.
  • Collings PJ, Fisch MR, Mooney MA. Liquid crystals: nature’s delicate phase of matter. Am J Phys. 1992;60:958.
  • Inoue M. Review of various measurement methodologies of migration ion influence on LCD image quality and new measurement proposal beyond LCD materials. J Soc Inf Disp. 2020;28:92–110.
  • Mitov M. Cholesteric liquid crystals with a broad light reflection band. Adv Mater. 2012;24:6260–6276.
  • DiLisi GA, DeLuca JJ. An introduction to liquid crystals. Bristol, United Kingdom: Morgan Claypool Publishers. 2019.
  • Ohm C, Brehmer M, Zentel R. Liquid crystalline elastomers as actuators and sensors. Adv Mater. 2010;22:3366–3387.
  • Luan C, Luan H, Luo D. Application and technique of liquid crystal-based biosensors. Micromach. 2020;11:176.
  • Lin C-T, Hsu W-T, Hwang S-J. Real-Time liquid crystal-based creatinine sensor using a micro-patterned flexible substrate. Liq Cryst. 2021;48:1660–1670.
  • Li Y, Liu YJ, Dai HT, et al. Flexible cholesteric films with super-reflectivity and high stability based on a multi-layer helical structure. J Mater Chem C. 2017;5:10828–10833.
  • Deng X, Zhao Y, Gao H, et al. Studies on electro-optical properties of polymer dispersed liquid crystals doped with reticular nanofiber films prepared by electrospinning. Liq Cryst. 2021;48:1850–1858.
  • Wardosanidze ZV, Chanishvili A, Petriashvili G, et al. Cholesteric liquid crystal holographic laser. Opt Lett. 2014;39:1008–1010.
  • Zhuo GY, Huang SW, Lin SH. Wide-Angle lasing from photonic crystal nanostructures of a liquid-crystalline blue phase. J Mater Chem C. 2019;7:6433–6439.
  • Meneses-Franco A, Fierro-Armijo AE, Romero-Hasler P, et al. Smectogenic liquid crystals and nanoparticles: an approach for potential application in photovoltaics. J Mater Chem C. 2015;3:8566–8573.
  • Gan KP, Yoshio M, Kato T. Columnar liquid-crystalline assemblies of X-shaped pyrene-oligothiophene conjugates: photoconductivities and mechanochromic functions. J Mater Chem C. 2016;4:5073–5080.
  • Gardiner DJ, Morris SM, Coles HJ. High-Efficiency multistable switchable glazing using smectic a liquid crystals. Sol Energy Mater Sol Cells. 2009;93:301–306.
  • Baetens R, Jelle BP, Gustavsen A. Properties, requirements and possibilities of smart windows for dynamic daylight and solar energy control in buildings: a state-of-the-art review. Sol Energy Mater Sol Cells. 2010;94:87–105.
  • Iwai H, Fukasawa J, Suzuki T. A liquid crystal application in skin care cosmetics. Int J Cosmet Sci. 1998;20:87–102.
  • Oliveira LBA, de Oliveira RP, Oliveira C, et al. Cosmetic potential of a liotropic liquid crystal emulsion containing resveratrol. Cosmetics. 2017;4:54.
  • Engels T, Von Rybinski W. Liquid crystalline surfactant phases in chemical applications. J Mater Chem. 1998;8:1313–1320.
  • Kim Y-K, Noh J, Nayani K, et al. Soft matter from liquid crystals. Soft Matter. 2019;15:6913–6929.
  • Kato T, Gupta M, Yamaguchi D, et al. Supramolecular association and nanostructure formation of liquid crystals and polymers for new functional materials. Bull Chem Soc Jpn. 2021;94:357–376.
  • Fennell Evans D, Chen S-H, Schriver GW, et al. Thermodynamics of solution of nonpolar gases in a fused salt. “Hydrophobic bonding” behavior in a nonaqueous system. J Am Chem Soc. 1981;103:481–482.
  • MacFarlane DR, Seddon KR. Ionic liquids- progress on the fundamental issues. Aust J Chem. 2007;60:3–5.
  • Ferraz R, Branco LC, Prudêncio C, et al. Ionic liquids as active pharmaceutical ingredients. ChemMedchem. 2011;6:975–985.
  • Frizzo CP, Gindri IM, Tier AZ, et al. Pharmaceutical salts: solids to liquids by using ionic liquid design. Ion Liq. 2013;557–579.
  • Lei Z, Chen B, Koo Y-M, et al. Introduction: ionic liquids. Chem Rev. 2017;117:6633–6635.
  • Jordão N, Ferreira P, Cruz H, et al. Photochromic room temperature ionic liquids based on anionic diarylethene derivatives. ChemPhotochem. 2019;3:525–528.
  • Seddon KR. Ionic liquids for clean technology. J Chem Technol Biotechnol. 1997;68:351–356.
  • Holbrey JD, Seddon KR. Ionic liquids. Clean Prod Process. 1999;1:223–236.
  • Rogers RD, Seddon KR. Ionic liquids - solvents of the future? Science. 2003;302:792–793.
  • Earle MJ, Esperança JMSS, Gilea MA, et al. The distillation and volatility of ionic liquids. Nature. 2006;439:831–834.
  • Sowmiah S, Srinivasadesikan V, Tseng M-C, et al. On the chemical stabilities of ionic liquids. Molecules. 2009;14:3780–3813.
  • Brennecke JF, Maginn EJ. Ionic liquids: innovative fluids for chemical processing. AIChE J. 2001;47:2384–2389.
  • Plechkova NV, Seddon KR. Applications of ionic liquids in the chemical industry. Chem Soc Rev. 2008;37:123–150.
  • Amiril SAS, Rahim EA, Syahrullail S. A review on ionic liquids as sustainable lubricants in manufacturing and engineering: recent research, performance, and applications. J Clean Prod. 2017;168:1571–1589.
  • Böhm M, Tietze AA, Heimer P, et al. Ionic liquids as reaction media for oxidative folding and native chemical ligation of cysteine-containing peptides. J Mol Liq. 2014;192:67–70.
  • Pereiro AB, Araújo JMM, Esperança JMSS, et al. Ionic liquids in separations of azeotropic systems - a review. J Chem Thermodyn. 2012;46:2–28.
  • Ventura SPM, E Silva FA, Quental MV, et al. Ionic-Liquid-Mediated extraction and separation processes for bioactive compounds: past, present, and future trends. Chem Rev. 2017;117:6984–7052.
  • Hagiwara R, Lee JS. Ionic liquids for electrochemical devices. Electrochemistry. 2007;75:23–24.
  • Tiago GAO, Matias IAS, Ribeiro APC, et al. Application of ionic liquids in electrochemistry—recent advances. Molecules. 2020;25:5812.
  • Roosen C, Müller P, Greiner L. Ionic liquids in biotechnology: applications and perspectives for biotransformations. Appl Microbiol Biotechnol. 2008;81:607–614.
  • Amaral M, Pereiro AB, Gaspar MM, et al. Recent advances in ionic liquids and nanotechnology for drug delivery. Nanomedicine. 2021;16:63–80.
  • Marrucho IM, Branco LC, Rebelo LPN. Ionic liquids in pharmaceutical applications. Annu Rev Chem Biomol Eng. 2014;5:527–546.
  • Sidat Z, Marimuthu T, Kumar P, et al. Ionic liquids as potential and synergistic permeation enhancers for transdermal drug delivery. Pharmaceutics. 2019;11:96.
  • Pedro SN, Freire CSR, Silvestre AJD, et al. The role of ionic liquids in the pharmaceutical field: an overview of relevant applications. Int J Mol Sci. 2020;21:8298.
  • Bowlas CJ, Bruceb DW, Seddon KR. Liquid-Crystalline ionic liquids. Chem Commun. 1996;1625–1626. doi:10.1039/cc9960001625
  • Knight GA, Shaw BD. Long-Chain alkylpyridnes and their derivatives. New examples of liquid crystals. J Chem Soc. 1938;682–683. doi:10.1039/jr9380000682
  • Ichikawa T, Kato T, Ohno H. Dimension control of ionic liquids. Chem Commun. 2019;55:8205–8214.
  • Salikolimi K, Sudhakar AA, Ishida Y. Functional ionic liquid crystals. Langmuir. 2020;36:11702–11731.
  • Kapernaum N, Lange A, Ebert M, et al. Current topics in ionic liquid crystals. ChemPluschem. 2022;87:1–38.
  • Filippi NG, Mezalira DZ, Ovalle S, et al. Study of the mesomorphic behaviour through the structure modification of azo and acetylene pyridinium and imidazolium-based ionic liquid crystals. Liq Cryst. 2016;43:2163–2190.
  • Pană A, Panait AL, Cîrcu V. Simple and double pyridinium salts with cyanobiphenyl groups as ionic liquids and ionic liquid crystals: synthesis and investigation of thermal behavior. Res Chem Intermed. 2018;44:2025–2038.
  • Wang X, Bai L, Kong S, et al. Star-Shaped supramolecular ionic liquid crystals based on pyridinium salts. Liq Cryst. 2019;46:512–522.
  • Ferreira AJ, Cruz C, Godinho MH, et al. Shear-Induced lamellar ionic liquid-crystal foam. Liq Cryst. 2010;37:377–382.
  • Arkas M, Paleos CM, Skoulios A. Crystal and liquid crystal behaviour of N- cyanoalkyl-N-alkyl-N,N -dimethylammonium bromides: role of the dipole interactions of the cyano groups. Liq Cryst. 1997;22:735–742.
  • Ji Y, Shi R, Wang Y, et al. Effect of the chain length on the structure of ionic liquids: from spatial heterogeneity to ionic liquid crystals. J Phys Chem B. 2013;117:1104–1109.
  • Alvarez Fernandez A, Kouwer PHJ. Key developments in ionic liquid crystals. Int J Mol Sci. 2016;17:731.
  • Sharma VS, Vekariya RH, Sharma AS, et al. Mesomorphic properties of liquid crystalline compounds with chalconyl central linkage in two phenyl rings. Liq Cryst Today. 2017;26:46–54.
  • Quevillon MJ, Whitmer JK. Charge transport and phase behavior of imidazolium-based ionic liquid crystals from fully atomistic simulations. Materials. 2018;11:64.
  • Chen X, Xie Y, Ling Y, et al. Ionic liquid crystal induced morphological control of solid composite polymer electrolyte for lithium-ion batteries. Mater Des. 2020;192:108760.
  • Gane PAC, Leadbetter AJ, Benattar JJ, et al. Structural correlations in smectic-F and smectic-I phases. Phys Rev a. 1981;24:2694–2700.
  • Debenedetti PG. Metastable liquids: concepts and principles. Princeton University Press; 1996.
  • Lapuk SE, Mukhametzyanov TA, Schick C, et al. Crystallization kinetics and glass-forming ability of rapidly crystallizing drugs studied by Fast Scanning Calorimetry. Int J Pharm. 2021;599:120427.
  • Cao W, Senthilkumar B, Causin V, et al. Influence of the ion size on the stability of the smectic phase of ionic liquid crystals. Soft Matter. 2020;16:411–420.
  • Canongia Lopes JNA, Pádua AAH. Nanostructural organization in ionic liquids. J Phys Chem B. 2006;110:3330–3335.

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