324
Views
13
CrossRef citations to date
0
Altmetric
Research Article

Investigation on thermal behaviour and optical properties of non-symmetric cholesterol-based twin liquid crystals with thioester linkages

&
Pages 1086-1099 | Received 28 Aug 2019, Accepted 14 Dec 2019, Published online: 03 Jan 2020

References

  • Jampani VSR, Volpe RH, de Sousa KR, et al. Liquid crystal elastomer shell actuators with negative order parameter. Sci Adv. 2019;5(4):8.
  • Wu C. Synthesis and characterization of a series of cholesterol-based liquid crystalline dimers with a chiral (-)- menthyl terminal group. Mol Cryst Liq Cryst. 2015;609(1):31–39.
  • Liu JH, Hsieh FM. Synthesis and characterization of novel liquid crystalline polymers containing cholesteryl pendant groups. Mater Chem Phys. 2009;118(2–3):506–512.
  • Zeng W, Zhang WH, Jia YG. Synthesis of novel (-)-menthol-based azobenzene chiral liquid crystals and effect of terminal alkyl chains on mesomorphic behaviour. Liq Cryst. 2019;46(12):1889–1898.
  • Selivanova NM, Gubaidullin AT, Haase W, et al. Novel lanthanidomesogens based on poly(ethylene glycol) cholesterol ether: liquid crystal phase behavior and luminescence properties. J Mol Liq. 2019;275:402–408.
  • Donaldson T, Staesche H, Lu ZB, et al. Symmetric and non-symmetric chiral liquid crystal dimers. Liq Cryst. 2010;37(8):1097–1110.
  • Singh DP, Varia MC, Gupta SK, et al. High-temperature chiral nematic phase in naphthalene and cholesterol derivative liquid crystal: characterisation and dielectric relaxation study. Phys Chem Liq. 2013;51(5):663–676.
  • Majumdar KC, Ghosh T, Chakravorty S, et al. Cholesterol-based unsymmetrical Schiff’s base dimer terminated with 4-alkoxy-5-phenylthiophene unit: synthesis and characterisation. Liq Cryst. 2010;37(12):1539–1547.
  • Do ED, Kim KN, Kwon YW, et al. Dimesogenic liquid crystal consisting of cholesterol and Schiff base moieties: dependence of LC properties on the spacer length and fluorination of the alkoxy tails. Liq Cryst. 2006;33(5):511–519.
  • Liu J-H, Hung H-J, Yang P-C, et al. Thermal recordable novel cholesteric liquid crystalline polyacrylates containing various chiral moieties. J Polym Sci Part A: Polym Chem. 2008;46(18):6214–6228.
  • Donaldson T, Henderson PA, Achard MF, et al. Chiral liquid crystal tetramers. J Mater Chem. 2011;21(29):10935.
  • Fornasieri G, Guittard F, Geribaldi S. Influence of the structure of the mesogenic core on the thermotropic properties of ω-unsaturated fluorinated liquid crystals. Liq Cryst. 2003;30(2):251–257.
  • Wu CC. Synthesis and characterization of a novel series of unsymmetric dimesogenic compounds containing cholesteryl ester and nitroazobenzene moieties. Mater Lett. 2007;61(6):1380–1383.
  • Yeap G-Y, Osman F, Imrie CT. Non-symmetric dimers: effects of varying the mesogenic linking unit and terminal substituent. Liq Cryst. 2015;42(4):543–554.
  • Henderson PA, Imrie CT. Methylene-linked liquid crystal dimers and the twist-bend nematic phase. Liq Cryst. 2011;38(11–12):1407–1414.
  • Henderson PA, Seddon JM, Imrie CT. Methylene- and ether-linked liquid crystal dimers II. Effects of mesogenic linking unit and terminal chain length. Liq Cryst. 2005;32(11–12):1499–1513.
  • Arakawa Y, Inui S, Tsuji H. Novel diphenylacetylene-based room-temperature liquid crystalline molecules with alkylthio groups, and investigation of the role for terminal alkyl chains in mesogenic incidence and tendency. Liq Cryst. 2018;45(6):811–820.
  • Ahmed HA, Hagar M, Saad GR. Impact of the proportionation of dialkoxy chain length on the mesophase behaviour of Schiff base/ester liquid crystals; experimental and theoretical study. Liq Cryst. 2019;46(11):1611–1620.
  • Zheng MY, Wei YS, Gu YZ, et al. Multirings aromatic aldehyde liquid crystal with Azo linkage and their photosensitivity in mesophase. Mol Cryst Liq Cryst. 2014;593(1):151–164.
  • Niezgoda I, Jaworska J, Pociecha D, et al. The kinetics of the E-Z-E isomerisation and liquid-crystalline properties of selected azobenzene derivatives investigated by the prism of the ester group inversion. Liq Cryst. 2015;42(8):1148–1158.
  • Hagar M, Ahmed HA, Alhaddad OA. Experimental and theoretical approaches of molecular geometry and mesophase behaviour relationship of laterally substituted azopyridines. Liq Cryst. 2019;46(9):1440–1451.
  • Paterson DA, Xiang J, Singh G, et al. Reversible isothermal twist-bend nematic-nematic phase transition driven by the photoisomerization of an azobenzene-based nonsymmetric liquid crystal dinner. J Am Chem Soc. 2016;138(16):5283–5289.
  • Arakawa Y, Sasaki Y, Igawa K, et al. Hydrogen bonding liquid crystalline benzoic acids with alkylthio groups: phase transition behavior and insights into the cybotactic nematic phase. New J Chem. 2017;41(14):6514–6522.
  • Arakawa Y, Kang S, Tsuji H, et al. Development of novel bistolane-based liquid crystalline molecules with an alkylsulfanyl group for highly birefringent materials. RSC Adv. 2016;6(20):16568–16574.
  • Petrov VF. Sulphur as a structural element in calamitic liquid crystals: terminal, linking and lateral substitutions. Mol Cryst Liq Cryst. 2005;442(1):63–92.
  • Senthil S, Kamalraj VR, Wu SL. Synthesis and characterization of ferroelectric liquid crystal dimers containing thioester and carboxylate linking groups in the inner side of the molecule. J Mol Struct. 2008;886(1–3):175–182.
  • Nassif L, Jakli A, Seed AJ. Synthesis and physical properties of thioester liquid crystals that exhibit an anti-ferro-anti phase sequencing. Mol Cryst Liq Cryst. 2006;365(1):171–179.
  • Jarek-Mikulska U, Galewski Z. Influence of substituting thioester for ester group and alkyloxy for alkyl chain on liquid-crystalline polymorphism of certain azobenzene derivatives. Liq Cryst. 2009;36(2):187–195.
  • Wu SL, Senthil S. A study on the effect of carboxylate ester and thioester linking groups in ferroelectric liquid crystal dimers. Liq Cryst. 2004;31(12):1573–1579.
  • Basu R, Rosenblatt C, Lemieux RP. Chiral induction in thioester and oxoester liquid crystals by dispersed carbon nanotubes. Liq Cryst. 2012;39(2):199–204.
  • De Givenchy ET, Guittard F, Bracon F, et al. Synthesis and mesomorphic properties of perfluorinated rod-like liquid crystals with sulphur-containing spacers. Liq Cryst. 1999;26(9):1371–1377.
  • Lee KM, Ware TH, Tondiglia VP, et al. Initiatorless photopolymerization of liquid crystal monomers. ACS Appl Mater Inter. 2016;8(41):28040–28046.
  • Zhan XB, Jing XP, Wu CC. Synthesis and mesomorphic properties of a novel series of cholesterol-based liquid crystalline tetramers. Liq Cryst. 2009;36(12):1349–1354.
  • Twieg RJ, Betterton K, Hinsberg W, et al. Synthesis and ferroelectric properties of liquid crystals derived from 4 mercaptobenzoic acid. Ferroelectrics. 1991;114(1–4):295–308.
  • Yeap G-Y, Alshargabi A, Mahmood WAK, et al. Synthesis, characterization and molecular organization for induced smectic phase of triazole ring in non-symmetric liquid crystalline dimer. Tetrahedron. 2015;71(23):3939–3945.
  • Yelamaggad CV, Bonde NL, Achalkumar AS, et al. Frustrated liquid crystals: synthesis and mesomorphic behavior of unsymmetrical dimers possessing chiral and fluorescent entities. Chem Mater. 2007;19(10):2463–2472.
  • Yeap G-Y, Osman F, Maeta N, et al. Unveiling the influence of inner spacer length of the non-linear S-shaped chiral oligomers on liquid crystalline phase. J Mol Liq. 2017;236:1–8.
  • Henderson PA, Cook AG, Imrie CT. Oligomeric liquid crystals: from monomers to trimers. Liq Cryst. 2004;31(11):1427–1434.
  • Osman F, Yeap GY, Takeuchi D. Synthesis and mesomorphic behaviour of new disulphide bridge 4-n-alkoxybenzylidine-4ʹ-bromoaniline. Liq Cryst. 2014;41(1):106–112.
  • Walker R, Pociecha D, Strachan GJ, et al. Molecular curvature, specific intermolecular interactions and the twist-bend nematic phase: the synthesis and characterisation of the 1-(4-cyanobiphenyl-4ʹ-yl)-6-(4-alkylanilinebenzylidene-4ʹ-oxy)hexanes (CB6O.m). Soft Matter. 2019;15(15):3188–3197.
  • Cruickshank E, Salamonczyk M, Pociecha D, et al. Sulfur-linked cyanobiphenyl-based liquid crystal dimers and the twist-bend nematic phase. Liq Cryst. 2019;46(10):1595–1609.
  • Donaldson T, Henderson PA, Achard MF and Imrie CT. Non-symmetric chiral liquid crystal trimers. Liq Cryst. 2011;38(10):1331–1339
  • Marcelis ATM, Koudijs A, Sudhölter EJR. Odd-even effects in the thermotropic and optical properties of three series of chiral twin liquid crystals. Liq Cryst. 1995;18(6):843–850.
  • Osman F, Yeap G-Y, Maeta N, et al. Liquid crystalline non-linear S-shaped oligomers consisting of azobenzene and biphenylene units: synthesis, characterisation and influence of central spacer. Liq Cryst. 2017;44(14–15):2355–2365.
  • Date RW, Imrie CT, Luckhurst GR, et al. Smectogenic dimeric liquid crystals. The preparation and properties of the α,ω-bis(4-n-alkylanilinebenzylidine-4′-oxy)alkanes. Liq Cryst. 1992;12(2):203–238.
  • Imrie CT, Henderson PA. Liquid crystal dimers and higher oligomers: between monomers and polymers. Chem Soc Rev. 2007;36(12):2096–2124.
  • Foo K-L, Ha S-T, Lin C-M, et al. Synthesis, characterization and mesomorphic properties of new symmetrical dimer liquid crystals derived from benzothiazole. Karbala Int J Mod Sci. 2015;1(3):152–158.
  • Yeap G-Y, Osman F, Imrie CT. Non-symmetric chiral liquid crystal dimers. Preparation and characterisation of the (S)-(benzylidene-4ʹ-substitutedaniline)-2ʹʹ-methylbutyl-4ʹʹʹ-(4ʹʹʹʹ-phenyloxy)-benzoateoxy)hexanoates. J Mol Struct. 2016;1111:118–125.
  • Champagne PL, Ester D, Aldosari S, et al. Synthesis and comparison of mesomorphic behaviour of a cholesterol-based liquid crystal dimer and analogous monomers. Liq Cryst. 2018;45(8):1164–1176.
  • Neubert ME, Cline RE, Zawaski MJ, et al. The effect on mesomorphic properties of substituting a sulfur for the ether oxygen atom in the ester linkage of 4-alkylphenyl-4′-alkyl or alkoxybenzoates. Mol Cryst Liq Cryst. 2011;76(1–2):43–77.
  • Petrov VF, Vinokurov VA, Belyaev VV. Sulfur as a structural element in calamitic liquid crystals. 2 terminal, linking, axial and lateral substitutions. 3 sulfur-containing rings. Mol Cryst Liq Cryst. 2010;518(1):40–59.
  • Nguyen HT, Destrade C, Twieg RJ, et al. Reentrant phenomenon in cyanoaryl alkylthioxybenzoates and cyanobenzoyloxyphenyl alkylthiobenzoates. Liq Cryst. 1990;8(3):419–427.
  • Seed AJ, Toyne KJ, Hird M, et al. Synthesis and mesomorphic behaviour of high polarisability materials for non-linear optical applications. Liq Cryst. 2012;39(4):403–414.
  • Reynolds RM, Maze C, Oppenheim E. The synthesis and properties of P-, P′- disubstituted phenyl thiolbenzoates. Mol Cryst Liq Cryst. 2007;36(1–2):41–50.
  • Lackner AM, Wong SM, Lim KC, et al. Properties of new ferroelectric materials. Liq Cryst. 1989;5(4):1259–1267.
  • Dewar MJS, Riddle RM. Factors influencing the stabilities of nematic liquid crystals. J Am Chem Soc. 1975;97(23):6658–6662.
  • Hu J-S, Zhang B-Y, Yao D-S, et al. Cholesteric liquid crystalline thermosets: synthesis, structure and properties of ChLCTs/precursor polymers. Liq Cryst. 2004;31(3):393–400.
  • Lee KM, Tondiglia VP, McConney ME, et al. Color-tunable mirrors based on electrically regulated bandwidth broadening in polymer-stabilized cholesteric liquid crystals. Acs Photonics. 2014;1(10):1033–1041.
  • Xiang J, Li YN, Li Q, et al. Electrically tunable selective reflection of light from ultraviolet to visible and infrared by heliconical cholesterics. Adv Mater. 2015;27(19):3014–3018.
  • Mallia VA, Tamaoki N. Photoresponsive vitrifiable chiral dimesogens: photo-thermal modulation of microscopic disordering in helical superstructure and glass-forming properties. J Mater Chem. 2003;13(2):219–224.
  • Zhang B-Y, Meng F-B, Tian M, et al. Side-chain liquid-crystalline polysiloxanes containing ionic mesogens and cholesterol ester groups. React Funct Polym. 2006;66(5):551–558.
  • Zong XN, Fang ZM, Wu CC. Synthesis and mesomorphic properties of a series of dimers derived from thioether-terminated and cholesteryl. Liq Cryst. 2018;45(12):1844–1853.
  • Coates D. Development and applications of cholesteric liquid crystals. Liq Cryst. 2015;42(5–6):653–665.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.