Effect of terminal metamers and homologous with imine and ester groups on mesomorphism and their DFT study

References

• Gray GW. Advances in synthesis and the role of molecular geometry. Mol Cryst Liq Cryst. 1969;7(1):127–151.
   Web of Science ®Google Scholar
• Gray GW. Advances in liquid crystals. Vol. 2. Brown GH, ed. San Francisco (UK): Academic Press; 1976. p. 1.
   Google Scholar
• Gray GW, Harrison KJ. The liquid crystalline properties of alkyl, aryl and arylalkyl 4-p-substitutedbenzylideneamino-cinnamates and α-methylcinnamates. Mol Cryst Liq Cryst. 1971;13(1):37–60.
   Web of Science ®Google Scholar
• Dave JS, Vora RA. Mesomorphic behaviour of biphenyl esters I: biphenyl-4-trans-p-n-alkoxycinnamates. Mol Cryst Liq Cryst. 1974;28(3–4):269–273.
   Web of Science ®Google Scholar
• Dave JS, Lohar JM. Synthesis and study of new Mesogens II: p-(p′-n-Alkoxycinnamoyloxy)-benzylidene p″ -anisidines (1) and p-(p′-n-Alkoxycinnamoyloxy)- benzylidene anilines (2). Mol Cryst Liq Cryst. 1981;70(1):279–287.
   Web of Science ®Google Scholar
• Lohar JM, Patel GH. In liquid crystals. Chandrasekhar S, ed. Heyden: Verlag; 1981. p. 579.
   Google Scholar
• Lohar JM, Patel GH. Mesomorphic characteristics of thermotropic Mesogens p-p’-disubstituted Phenyl cinnamates 1: p-(p’ -n- Alkoxycinnamoyloxy)-acetophenones. Mol Cryst Liq Cryst. 1981;74(1):19–24.
   Web of Science ®Google Scholar
• Subramanya Raj Urs M, Sadashiva BK. New compounds with re-entrant nematic phases. Mol Cryst Liq Cryst. 1982;72(7–8):227–231.
   Web of Science ®Google Scholar
• Agrawal YK, Rajput SJ. Synthesis and studies of mesomorphic properties of a new homologous series: n-Butyl p-(p’-n’-Alkoxycinnamoyloxy) benzoate. J Indian Chem Soc. 1990;67(5):369–370.
   Web of Science ®Google Scholar
• Agrawal YK, Rajput SJ. Study of mesomorphic behaviour of p-n-alkyl(p’-n-Alkoxycinnamoyloxy) benzoates. J Indian Chem Soc. 1997;74(10):689–691.
   Google Scholar
• Sadashiva BK. Mesomorphic properties of some α-methyl cinnamic acids and their esters. Mol Cryst Liq Cryst. 1976;35(1–2):205.
   Web of Science ®Google Scholar
• Goodby JW. Nano-objects-sculpting and shape in molecular material design (The Pierre Gilles de Gennes ILCS prize lecture). Liq Cryst. 2019;46:1901–1924.
   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
• Jankowiak A, Ringstrand B, Januszko A, et al. Liquid crystals with negative dielectric anisotropy: the effect of unsaturation in the terminal chain on thermal and electro-optical properties. Liq Cryst. 2013;40(5):605–615.
   Web of Science ®Google Scholar
• Vill V. Liquid crystal 2.0, Database of liquid crystalline compounds for personal computers. Fijitsu Kyushu system (FQS) Ltd Fukuoka LCI Hamburg; 1996.
   Google Scholar
• Demus D, Goodby JW, Gray GW, et al. In handbook of liquid crystals. Vol. 1. New York: Wiley-VCH Verlag; 1998.
   Google Scholar
• Demus D. One hundred years of liquid-crystal chemistry: thermotropic liquid crystals with conventional and unconventional molecular structure. Liq Cryst. 1989;5(1):75–110.
   Web of Science ®Google Scholar
• Pal SK, Kumar S. Liquid crystal dimers. Cambridge (UK): Cambridge university press; 2017.
   Google Scholar
• Kohout M, Bubnov A, Šturala J, et al. Effect of alkyl chain length in the terminal ester group on mesomorphic properties of new chiral lactic acid derivatives. Liq Cryst. 2016;43(10):1472–1485.
   Web of Science ®Google Scholar
• Jia YG, Luo CC, Zhu ZX, et al. Synthesis and properties of new (−)-menthol derived chiral liquid crystal compounds with alkyl or alkoxy terminal groups. Liq Cryst. 2017;44(3):526–537.
   Web of Science ®Google Scholar
• Luo CC, Jia YG, Song KM, et al. The effect of terminal alkoxy chain on mesophase behaviour, optical property and structure of chiral liquid crystal compounds derived from (−)-menthol. Liq Cryst. 2017;44(14–15):2366–2378.
   Web of Science ®Google Scholar
• Zeng W, Zhang WH, Jia YG. Synthesis of novel (-)-menthol-based azobenzene chiral liquid crystals and effect of terminal alkyl chains on mesomorphic behavior. Liq Cryst. 2019;46(12):1889–1898.
   Web of Science ®Google Scholar
• Imrie CT, Henderson PA. Liquid crystal dimers and higher oligomers: between monomers and polymers. Chem Soc Rev. 2007;36:2096–2124.
   PubMed Web of Science ®Google Scholar
• Imrie CT, Henderson PA, Yeap GY. Liquid crystal oligomers: going beyond dimers. Liq Cryst. 2009;36:755–777.
   Web of Science ®Google Scholar
• Vora RA, Prajapati AK. Low melting smectogenic esters. J Mys Univ Sec B. 1994;33A:61–68.
   Google Scholar
• Vora RA, Prajapati AK. New mesogenic homologous series of α-methylcinnamates. Proc Indian Acad Sci Chem Sci. 2001;113(2):95–102.
   Google Scholar
• Prajapati AK, Pandya HM. Azomesogens containing an ethoxyethyl terminal chain: synthesis and characterization. Liq Cryst. 2004;31(6):889–894.
   Web of Science ®Google Scholar
• Prajapati AK, Pandya HM. Azomesogens with methoxyethyl tail: synthesis and characterization. J Chem Sci. 2005;117(3):255–261.
   Web of Science ®Google Scholar
• Prajapati AK, Bonde NL. Mesogenic Schiff’s base esters with a Methoxyethyl tail. Mol Cryst Liq Cryst. 2007;461:15–28.
   Web of Science ®Google Scholar
• Prajapati AK, Sharma HC, Chudgar NK. Synthesis of new mesogenic homologous series with broken alkoxy chain. Mol Cryst Liq Cryst. 2001;364:815–823.
   Web of Science ®Google Scholar
• Kabak M, Elmali A, Elerman Y, et al. Conformational study and structure of bis-N,N′-p-bromo-salicylideneamine-1,2-diaminobenzene. J Mol Struct. 2000;553(1–3):187–192.
   Web of Science ®Google Scholar
• Hadjoudis E, Dziembowska T, Rozwadowski Z. Photoactivation of the thermochromic solid di-anil of 2-hydroxy-5-methyl-isophthalaldehyde in β-cyclodextrin. J Photochem Photobiol A. 1999;128(1–3):97–99.
   Web of Science ®Google Scholar
• 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.
   Web of Science ®Google Scholar
• 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.
   Web of Science ®Google Scholar
• Prajapati AK, Bonde NL, Patel HN. Mesogenic Schiff’s base ester with chloroethyl tail. Liq Cryst. 2005;78(6):507–513.
   Google Scholar
• Prajapati AK, Patel HN. Mesogenic cinnamate with ethoxyethyl tail. Myscience. 2006;1(6):105–114.
   Google Scholar
• Koshti R, Vyas A, Patel HN, et al. Mesogenic homologous series with a ` terminal chain. Liq Cryst. 2021;48:1859–1872.
   Web of Science ®Google Scholar
• 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.
   PubMed Web of Science ®Google Scholar
• Ahmed HA, El-Atawy MA. Synthesis, mesomorphic and geometrical approaches of new non-symmetrical system based on central naphthalene moiety. Liq Cryst. 2021;48:1940–1952.
   Web of Science ®Google Scholar
• Abberley JP, Jansze SM, Walker R, et al. Structure–property relationships in twist-bend nematogens: the influence of terminal groups. Liq Cryst. 2017;44(1):68–83.
   Web of Science ®Google Scholar
• Abberley JP, Walker R, Storey JMD, et al. Molecular structure and the twist-bend nematic phase: the role of terminal chains. Liq Cryst. 2020;47(8):1232–1245.
   Web of Science ®Google Scholar
• Paterson DA, Crawford CA, Pociecha D, et al. The role of a terminal chain in promoting the twist-bend nematic phase: the synthesis and characterisation of the 1-(4-cyanobiphenyl-4′-yl)-6-(4 alkyloxyanilinebenzylidene-4′-oxy)hexanes. Liq Cryst. 2018;45(13–15):2341–2351.
   Web of Science ®Google Scholar
• Novotná V, Stulov S, Hamplová V, et al. New smectogens with (S)-2-methylbutyl lactate group in the terminal chain and chlorine substituted molecular core. Liq Cryst. 2019;46(7):1035–1045.
   Web of Science ®Google Scholar
• Zhu S, Zhu Y, Chigan J, et al. The effect of terminal epoxy modification on the mesomorphic and thermal stability of biphenyl ester liquid crystals. Liq Cryst. 2019;46(15):2149–2158.
   Web of Science ®Google Scholar
• Vyas GN, Shah NM. Org. Syn. Coll. Vol. 4, Annual volume 39; 1963.
   Google Scholar
• 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.
   Web of Science ®Google Scholar
• Vogel AI, Furniss BS. Vogel’s textbook of practical organic chemistry. 5th ed. London: Longman Scientific & Technical; 1989.
   Google Scholar
• Hassner A, Alexanian V. Direct room temperature esterification of carboxylic acid. Tetra Lett. 1978;19(46):1475–1478.
   Google Scholar
• Walker R, Pociecha D, Storey JMD, et al. Remarkable smectic phase behaviour in odd-membered liquid crystal dimers: the CT6O.m series. J Mater Chem C. 2021;9:5167–5173.
   Web of Science ®Google Scholar
• Hatakeyama T, Zhenhai LJ. Hand book of thermal analysis. Chichester (WS): Wiley and Sons Ltd.; 1998.
   Google Scholar
• Marzotko D, Demus D, Chandrasekhar S. Proceedings of The International Liquid Crystals Conference. Pramana Suppl. 1975;1:189–213.
   Google Scholar
• Gray GW. The chemistry of liquid crystals. Philos Trans R Soc London Series A Math Phys Sci. 1983;309(1507):77–92.
   Web of Science ®Google Scholar
• 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-4′-yl)-6-(4-alkylanilinebenzylidene-4′-oxy)hexanes (CB6O.m). Soft Matter. 2019;15:3188–3197.
   PubMed Web of Science ®Google Scholar
• Date RW, Imrie CT, Luckhurst GR, et al. Smectogenic dimeric liquid-crystals - the preparation and properties of the alpha,omega-bis(4-normal-alkylanilinebenzylidine-4’-oxy)alkanes. Liq Cryst. 1992;12:203–238.
   Web of Science ®Google Scholar
• Paterson DA, Gao M, Kim Y-K, et al. Understanding the twist-Bend nematic phase: the characterisation of 1-(4-cyanobiphenyl-4 ‘-yloxy)-6-(4-cyanobiphenyl-4 ‘-yl)hexane (CB6OCB) and comparison with CB7CB. Soft Matter. 2016;12:6827–6840.
   PubMed Web of Science ®Google Scholar
• Paterson DA, Abberly, JP, Harrison, WTA et al. Cyanobiphenyl-based liquid crystal dimers and the twist-Bend nematic phase. Liq Cryst. 2017;44:127–146.
   Web of Science ®Google Scholar
• Cruickshank E, Salamończyk M, Pociecha D, et al. Sulfur-linked cyanobiphenyl-based liquid crystal dimers and the twist-Bend nematic phase. Liq Cryst. 2019;46:1595–1609.
   Web of Science ®Google Scholar
• Koshti RR, Vyas A, Patel HN, et al. New Schiff’s base cinnamates/benzoates liquid crystals with lateral methyl substitutes: characterization, mesomorphic behaviour and DFT calculation. Liq Cryst. 2021:1–16. DOI:10.1080/02678292.2021.1957163
   Web of Science ®Google Scholar
• Vyas A, Koshti RR, Patel HN, et al. Mesomorphic behaviour, optical and quantum computational study: effect of electron density on newly synthesized liquid crystalline positional isomers. J Mol Liq. 2021:118142. DOI:10.1016/j.molliq.2021.118142
   Web of Science ®Google Scholar
• Gray GW. Molecular structure and the properties of liquid crystals. London (UK): Academic press; 1962.
   Google Scholar
• 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.
   Web of Science ®Google Scholar