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Article

New Schiff’s base cinnamates/benzoates liquid crystals with lateral methyl substitutes: characterisation, mesomorphic behaviour and DFT calculation

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Pages 248-263 | Received 29 Apr 2021, Accepted 14 Jul 2021, Published online: 03 Aug 2021

References

  • Wei P, Wang YP, Xia YM, et al. Synthesis and properties of novel photocrosslinkable aromatic-aliphatic liquid crystal copolyesters based on poly(ethylene glycol) and cinnamic acid. Liq Cryst. 2019;46(2):176–184.
  • Dmochowska E, Bombalska A, Kula P. Synthesis and mesomorphic properties of four ring, rod-like fluorene derivatives – the influence of the lateral substitution on mesomorphic properties of 2,7-bis(4-alkylphenyl)-fluorenes. Liq Cryst. 2020;47(1):17–27.
  • Zhu G, Wang F, Liu WJ, et al. Synthesis of photosensitive polyimide for liquid crystal alignment under non-polarised UV ageing lamp irradiation and a study on the possible mechanism of alignment. Liq Cryst. 2020;47(4):489–499.
  • Yu HL, Zhu G, Wang YH. Preparation of polyimide alignment films with high photosensitivity and low solid content. Liq Cryst. 2021;48(4):598–606.
  • Dave JS, Bhatt HS. Synthesis of liquid crystals with lateral methyl group and study of their mesomorphic properties. Molecular Crystals and Liquid Crystals. 2012;562(1):1–9.
  • Quan -Y-Y, Wang D, He -Q-Q, et al. V-shaped Schiff’s base liquid crystals based on resorcinol: synthesis and characterisation. Liq Cryst. 2020;47(5):737–749.
  • Kelker H, Scheurle B. A Liquid-crystalline(Nematic) Phase with a Particularly Low Solidification Point. Angew Chem Int Ed. 1969;8(11):884–885.
  • 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. Liquid Crystals. 1992;12(2):203–238.
  • Prajapati AK, Thakkar V, Bonde N. New mesogenic homologous series of schiff base cinnamates comprising naphthalene moiety. . Molecular Crystals and Liquid Crystals. 2003;393(1):41–48.
  • Ahmed HA, Saad G. Mesophase behaviour of laterally di-fluoro-substituted four-ring compounds. Liq Cryst. 2015;42(12):1765–1772.
  • Durgapal SD, Soni R, Soman SS, et al. Synthesis and mesomorphic properties of coumarin derivatives with chalcone and imine linkages. J Mol Liq. 2019. DOI:https://doi.org/10.1016/j.molliq.2019.111920
  • Ahmed HA, Hagar M, El-Sayed HE, et al. Schiff’s base/ester liquid crystals with different lateral substituents: mesophase behaviour and DFT calculations Liq. Cryst. 2019;46(7):1–11.
  • Hagar M, Ahmed HA, Saad GR. Mesophase stability of new Schiff base ester liquid crystals with different polar substituents. . Liquid Crystals. 2018;45(9):1324–1332.
  • Naoum MM, Mohammady SZ, Ahmed HA. Lateral protrusion and mesophase behaviour in pure and mixed states of model compounds of the type 4-(4′-substituted phenylazo)-2-(or 3-)methyl phenyl-4’-alkoxy benzoates. Liq Cryst. 2010;37(10):1245–1257.
  • Al-Hamdani UJ, Abbo HS, Al-Jaber AA, et al. New azo-benzothiazole based liquid crystals: synthesis and study of the effect of lateral substituents on their liquid crystalline behaviour. . Liquid Crystals. 2020;47(14–15):2257–2267.
  • Hagar M, Ahmed HA, Aouad MR. Mesomorphic and DFT diversity of Schiff base derivatives bearing protruded methoxy groups. . Liquid Crystals. 2020;47(14–15):2222–2233.
  • Ahmed HA, Hagar M, Alhaddad OA. Mesomorphic and geometrical orientation study of the relative position of fluorine atom in some thermotropic liquid crystal systems. Liq Cryst. 2020;47(3):404–413.
  • Patil VN, Sahoo R, Veerabhadraswamy BN, et al. Polarization of three-ring Schiff base ferroelectric liquid crystals. Liq Cryst. 2020. DOI:https://doi.org/10.1080/02678292.2020.1851415.
  • Prajapati AK, Bonde NL, Patel HN. Mesogenic Schiff’s base ester with chloroethyl tail. Liq Cryst. 2005;78(6):507–513.
  • Prajapati AK, Bonde NL. Mesogenic Schiff’s Base Esters with a Methoxyethyl Tail. Molecular Crystals and Liquid Crystals. 2006;461(1):15–28.
  • Prajapati AK, Patel HN. Mesogenic cinnamate with ethoxyethyl tail. myscience. 2006;1(6):105–114.
  • Chakraborty S, Das MK, Bubnov A, et al. Induced frustrated twist grain boundary liquid crystalline phases in binary mixtures of achiral hockey stick-shaped and chiral rod-like materials. Journal of Materials Chemistry C. 2019;7(34):10530–10543.
  • Koshti R, Vyas A, Patel HN, et al. Mesogenic homologous series with a butoxyethyl terminal chain. Liquid Crystals. 2021;1–14. DOI:https://doi.org/10.1080/02678292.2021.1902580
  • Prajapati AK, Patel HN. Mesogenic cinnamates with a substituted ethyl terminal chain. Liq Cryst. 2007;34(8):903–910.
  • Patel HN, Prajapati AK. Mesogenic naphthyl derivatives. Molecular Crystals and Liquid Crystals. 2017;643(1):106–115.
  • Patel HN, Prajapati AK. Mesogenic Terminal Naphthyl Derivatives with Azomethine/Azo and Ester Central Linkages. General Chemistry. 2018;4(2):180010.
  • Cui L, Xie P, Zhang R, et al. Photo-driven liquid crystal cell with high sensitivity. Liq Cryst. 1999;26(10):1541–1546.
  • Kabak M, Elmali A, Elerman Y, et al. Conformational study and structure of Bis- N, N ′- p -bromo-salicylideneamine-1,2-diaminobenzene. Journal of Molecular Structure. 2000;553(1):187–192.
  • Hadjoudis E, Dziembowska T, Rozwadowski Z. Photoactivation of the thermochromic solid di-anil of 2-hydroxy-5-methyl-isophthalaldehyde in β-cyclodextrin. Journal of Photochemistry and Photobiology A: Chemistry. 1999;128(1–3):97–99.
  • Bubnov A, Cigl M, Sedlackova N, et al. Self-assembling behaviour of new functional photosensitive cinnamoyl-based reactive mesogens. Liq Cryst. 2020;47(14–45):2276–2291.
  • Hung YH, Liu CY, Chen WC, et al. Thermal and optical properties of amphitropic liquid crystals derived from cholesterol and cinnamic acid. Liq Cryst. 2021;48(4):542–554.
  • Mohammad AT, Al-mohammedi MH, Ghdhayeb MZ, et al. Coumarin dimers of benzidine and phenylenediamine cores: synthesis, characterisation and mesomorphic properties. Liq Cryst. 2020;47(3):414–422.
  • Murthy AVSNK, Srinivasulu M, Kumar AVNA, et al. Influence of meta-extended rigid-core, complementary hydrogen bonding and flexible chain on polymorphism in Schiff-base liquid crystals: (4)MeOBD(3)AmBA:nOBAs. Liq Cryst. 2019;47(4):582–603.
  • Fritsch L, Lavayen V, Merlo AA. Photochemical behaviour of Schiff base liquid crystals based on isoxazole and isoxazoline ring. A kinetic approach. Liq Cryst. 2018;45(12):1802–1812.
  • Qing QH, Lan Y, Quan YY, et al. The influence of the structure of terminal groups and cores on the properties of schiff base starshaped liquid crystals. Liq Crys. 2020. DOI:https://doi.org/10.1080/02678292.2020.1861346.
  • Abid KK, Sadeem M, Barody-al. Synthesis, characterisation and liquid crystalline behaviour of some lanthanide’s complexes containing two azobenzene Schiff base. Liq Crys. 2014;41:1303–1314. DOI:https://doi.org/10.1080/02678292.2014.919670
  • Das N, Borah D, Acharya H, et al. Grafting a mesomorphic Schiff base onto gold nanoparticle via ester link photoluminescence, mesomorphism, electrical conductivity and antioxidant activity. Liq Crys. 2014;(46):609–617. DOI:https://doi.org/10.1080/02678292.2018.1515372
  • Gruzdev MS, Korolev VV, Ramazanova AG, et al. Magnetocaloric properties of dendrimer complexes of Fe (III) with substituted Schiff base. Liq Crys. 2018;45:907–911. DOI:https://doi.org/10.1080/02678292.2017.1397783
  • Das N, Acharya H, Prasad SK, et al. Mesomorphic Schiff base amine tethered giant gold nanoparticles. Liq Crys. 2017;(44):2259–2266. DOI:https://doi.org/10.1080/02678292.2017.1370144
  • Khushaim MS, Alalawy HH, Naoum MM, et al. Experimental and computational simulations of nematogenic liquid crystals based on cinnamic acid in pure and mixed state. Liq Cryst. 2021. DOI:https://doi.org/10.1080/02678292.2021.1881832
  • El-Atawy MA, Naoum MM, Al-Zahrani SA, et al. New Nitro-Laterally Substituted Azomethine Derivatives; Synthesis, Mesomorphic and Computational Characterizations. Molecules. 2021;26(7):1927.
  • Ahmed HA, A. El-Atawy M. Synthesis, mesomorphic and geometrical approaches of new non-symmetrical system based on central naphthalene moiety. Liq Cryst. 2021. DOI:https://doi.org/10.1080/02678292.2021.1909764
  • Vogel AI. Vogel’s Textbook of practical organic chemistry, 5th rev Furniss BS, Hannaford AJ, Smith PWG, et al. London: Longman Scientific & Technical. 2006. 919.
  • Vyas GN, Shah NM. Org Syn Coll. 1963;(4) (Revised-edition of annual volume 30-39, John Wiley and Sons Inc., New York; p. 836).
  • Gray GW, Jones JB. Mesomorphism and chemical constitution. Part II. The trans-p-n-alkoxycinnamic acids. J Chem Soc. 1954;1467–1470. DOI:https://doi.org/10.1039/JR9540001467
  • Dave JS, Vora RA. Mesomorphic behaviour of the cholesteryl esters-i: p-n-alkoxybenzoates of cholesterol. In: Johnson JL, eds. Liquid Crystals and Ordered Fluids. New York (NY): Plenum Press; 1970. p. 477–487.
  • Hassner A, Alexanian V. Direct room temperature esterification of carboxylic acid. Tetra Lett. New York (NY): Pergamon Press Ltd. 1978;(46):1475–1478. .
  • Dave JS, Patel PR. Influence of Molecular Structure on Liquid Crystalline Properties and Phase Transitions in These Structures, Part II. Mol Cryst Liq Cryst. 1966;2(1–2):115–123.
  • Imrie C, Taylor L. The preparation and properties of low molar mass liquid crystals possessing lateral alkyl chains. Liq Cryst. 1989;6(1):1–10.
  • Gray GW. Molecular structure and the properties of liquid crystals. London, UK: Academic press; 1962.
  • Imrie CT. Laterally substituted dimeric liquid-crystals. Liq Cryst. 1989;6(4):391–396.
  • Yeap G-Y, Chan T-N, Yam W-S, et al. Non-symmetric chiral isoflavone dimers: synthesis, characterization and mesomorphic behaviour. Liq Cryst. 2012;39:1041–1047.
  • Gray GW. The chemistry of liquid crystals. philosophical transactions of the royal society of London. Series A, Math Phys Sci. 1983;309(1507):77–92.
  • Attard GS, Date RW, Imrie CT, et al. Nonsymmetrical dimeric liquid-crystals - the preparation and properties of the alpha-(4-cyanobiphenyl-4ʹ-yloxy)-omega-(4-n-alkylanilinebenzylidene-4ʹ-oxy)alkanes. Liq Cryst. 1994;16(4):529–581.

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