Mesophase behaviour of 1:1 mixtures of 4-n-alkoxyphenylazo benzoic acids bearing terminal alkoxy groups of different chain lengths

References

• Alaasar M, Tschierske C, Prehm M. Hydrogen-bonded supramolecular complexes formed between isophthalic acid and pyridine-based derivatives. Liq Cryst. 2011;38:925–934. doi:10.1080/02678292.2011.587130.
   Web of Science ®Google Scholar
• Lehn JM. Supramolecular chemistry-scope and prespectives, molecules, supermolecules and molecular devices. Angew Chem Int Ed Engl. 1988;27:89–112. doi:10.1002/anie.198800891.
   Web of Science ®Google Scholar
• Constantinos MP, Dimitris T. Supramolecular hydrogen-bonded liquid crystals. Liq Cryst. 2001;28:1127–1161. doi:10.1080/02678290110039516.
   Web of Science ®Google Scholar
• Martinez-Felipe A, Lu Z, Henderson PA, et al. Synthesis and characterisation of side chain liquid crystal copolymers containing sulfonic acid groups. Polymer. 2012;53(13):2604–2612. doi:10.1016/j.polymer.2012.02.029.
   Web of Science ®Google Scholar
• Martinez-Felipe A, Imrie CT, Ribes-Greus A. Study of structure formation in side-chain liquid crystal copolymers by variable temperature fourier transform infrared spectroscopy. Ind Eng Chem Res. 2013;52(26):8714–8721. doi:10.1021/ie303130e.
   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(5–6):593–622.
   Web of Science ®Google Scholar
• Okumuş M, Özgan Ş. Thermal and mesomorphic properties of ternary mixtures of some hydrogen-bonded liquid crystals. Liq Cryst. 2014;41(9):1293–1302. doi:10.1080/02678292.2014.919669.
   Web of Science ®Google Scholar
• Kumar AVNA, Sridevi B, Srinivasulu M, et al. Inductive effect for the phase stability in hydrogen bonded liquid crystals, x-(p/m)BA:9OBAs. Liq Cryst. 2014;41(2):184–196. doi:10.1080/02678292.2013.846425.
   Web of Science ®Google Scholar
• Wolf JR, Zhao T, Landorf C, et al. Synthesis and characterisation of laterally substituted noncentrosymmetric main chain hydrogen-bonded polymers. Liq Cryst. 2014;41(5):721–730. doi:10.1080/02678292.2013.878962.
   Web of Science ®Google Scholar
• Sastry SS, Sarada KL, Mallika K, et al. Eigen value analysis studies on hydrogen-bonded mesogens. Liq Cryst. 2014;41(10):1483–1494. doi:10.1080/02678292.2014.927539.
   Web of Science ®Google Scholar
• Miranda MD, Chávez FV, Maria TMR, et al. Self-assembled liquid crystals by hydrogen bonding between bipyridyl and alkylbenzoic acids: solvent-free synthesis by mechanochemistry. Liq Cryst. 2014;41(12):1743–1751. doi:10.1080/02678292.2014.950048.
   Web of Science ®Google Scholar
• Paterson DA, Martinez-Felipe A, Jansze SM, et al. New insights into the liquid crystal behaviour of hydrogen-bonded mixtures provided by temperature-dependent FTIR spectroscopy. Liq Cryst. 2015;42(5–6):928–939.
   Web of Science ®Google Scholar
• Jansze SM, Martinez-Felipe A, Storey JMD, et al. Phase Driven by Hydrogen Bonding. Angew Chem Int Ed. 2015;54(2):643–646.
   PubMed Web of Science ®Google Scholar
• Kato T, Fréchet JMJA. new approach to mesophase stabilization through hydrogen bonding molecular interactions in binary mixtures. J Am Chem Soc. 1989;111:8533–8534. doi:10.1021/ja00204a044.
   Web of Science ®Google Scholar
• Kato T, Fréchet JMJ. Stabilization of a liquid-crystalline phase through noncovalent interaction with a polymer side chain. Macromolecules. 1989;22:3818–3819. doi:10.1021/ma00199a060.
   Web of Science ®Google Scholar
• Thote AJ, Gupta RB. Hydrogen-Bonding Effects in Liquid Crystals for Application to LCDs. Ind Eng Chem Res. 2003;42:1129–1136.
   Web of Science ®Google Scholar
• Brienne MJ, Gabard J, Lehn JM, et al. Macroscopic expression of molecular recognition. Supramolecular liquid crystalline phases induced by association of complementary heterocyclic components. Chem Soc Chem Common. 1989;24:1868–1870.
   Google Scholar
• Bradfield AE, Jones BJ. Two apparent cases of liquid crystal formation. J Chem Soc. 1929;2660–2661. doi:10.1039/JR9290002660.
   Google Scholar
• Bennett GM, Jones B. Mesomorphism and polymorphism of some p-alkoxybenzoic andp-alkoxycinnamic acids. J Chem Soc. 1939;420:425.
   Google Scholar
• Nessim RI, Nessim MI. Effect of intermolecular hydrogen-bonding and terminal substituents on the mesophase behavior of binary mixtures of dissimilarly-substituted benzoic acids. Thermochem Acta. 2010;511:27–31. doi:10.1016/j.tca.2010.07.020.
   Web of Science ®Google Scholar
• Paleos CM, Tsiourvas D. Thermotropic liquid crystals formed by intermolecular hydrogen bonding interactions. Angew Chem int Ed Engl. 1995;34:1696–1711. doi:10.1002/(ISSN)1521-3773.
   Web of Science ®Google Scholar
• Paleos CM, Tsiourvas D. Supramolecular hydrogenbonded liquid crystals. Liq Cryst. 2001;28:1127–1161. doi:10.1080/02678290110039516.
   Web of Science ®Google Scholar
• Prade H, Miethchen R, Vill V. Thermotrop flüssigkristalline Kohlenhydrat-Amphiphile. J Prakt Chem. 1995;337:427–440. doi:10.1002/prac.19953370195.
   Google Scholar
• Alaasar M, Prehm M, Tschierske C. New azobenzene containing bent-core liquid crystals based on disubstituted resorcinol. Liq Cryst. 2014;41(1):126–136. doi:10.1080/02678292.2013.840393.
   Web of Science ®Google Scholar
• Podruczna M, Hofmańska A, Niezgoda I, et al. Influence of terminal groups on liquid-crystalline polymorphism of selected azobenzene derivatives. Liq Cryst. 2014;41(1):113–125. doi:10.1080/02678292.2013.839834.
   Web of Science ®Google Scholar
• Naoum MM, Fahmi AA, Abaza AH, et al. Effect of exchange of terminal substituents on the mesophase behaviour of some azo/ester compounds. Liq Cryst. 2014;41(11):1559–1568. doi:10.1080/02678292.2014.934308.
   Web of Science ®Google Scholar
• Ahmed HA. Mesophase stability in binary mixtures of monotropic nematogens. Liq Cryst. 2015;42(1):70–80. doi:10.1080/02678292.2014.963181.
   Web of Science ®Google Scholar
• 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. doi:10.1080/02678292.2015.1031198.
   Web of Science ®Google Scholar
• Alshargabi A, Yeap G-Y, Mahmood WAK, et al. Non-symmetrical liquid crystal dimers armed with azobenzene and 1,2,3-triazole-cholesterol. Liq Cryst. 2015;42(9):1337–1349. doi:10.1080/02678292.2015.1052998.
   Web of Science ®Google Scholar
• Naoum MM, Fahmi AA, Ahmed NHS, et al. The effect of inversion of the ester group on the mesophase behaviour of some azo/ester compounds. Liq Cryst. 2015;42(9):1298–1308. doi:10.1080/02678292.2015.1048754.
   Web of Science ®Google Scholar
• Martinez-Felipe A, Imrie CT. The role of hydrogen bonding in the phase behaviour of supramolecular liquid crystal dimers. J Mol Struct. 2015;1100:429–437. doi:10.1016/j.molstruc.2015.07.062.
   Web of Science ®Google Scholar
• Martinez-Felipe A, Cook AG, Wallage MJ, et al. Hydrogen bonding and liquid crystallinity of low molar mass and polymeric mesogens containing benzoic acids: a variable temperature Fourier transform infrared spectroscopic study. Phase Transitions. 2014;87(12):1191–1210. doi:10.1080/01411594.2014.900556.
   Web of Science ®Google Scholar
• Lehmann OZ. Uber fliessende krystalle. Phys Chem. 1889;4:462–467.
   Google Scholar
• Collings PJ, Hird M. Introduction to Liquid Crystals. Chemistry and phsics. London. UK: Taylor and Francis; 1997. p. 147.
   Google Scholar
• Ahmed HA, Naoum MM. Mesophase behavior of binary and ternary mixtures of benzoic acids bearing terminal substituents of different polarity and chain-lengths. Thermochimica Acta. 2014;575:122–128. doi:10.1016/j.tca.2013.10.027.
   Web of Science ®Google Scholar
• Reinitzer F. Beitrage zur kenntnis des cholesterins. Monatsch Chem. 1888;9:421–441. doi:10.1007/BF01516710.
   Google Scholar
• Van Romburgh P. Triformin (Glyceryl Triformate). Proc K Nederl Akad Wetensch appen. 1906;9:109–111.
   Google Scholar
• Lutfor MR, Hedge G, Kumar S, et al. Synthesis and characterization of bent-shaped azobenzene monomers. Gest-host effects in liquid crystals with azo dyes for optical image storage devices. Opt Mater. 2009;32:176–183. doi:10.1016/j.optmat.2009.07.006.
   Web of Science ®Google Scholar
• Lutfor MR, Asik J, Kumar S, et al. Liquid crystalline banana-shaped monomers derived from 2,7-naphthaline: Synthesis and properties. Liq Cryst. 2008;35:1263–1270. doi:10.1080/02678290802513808.
   Web of Science ®Google Scholar
• Danietz D, Bauer M. Chromophoric poly(vinyl alcohol derivative)s, 1. Synthesis and spectroscopical characterization of some poly(vinyl alcohol)s with alkoxyazobenzenecarbonyl substituents. Makromol Chem. 1991;192:2635–2640. doi:10.1002/macp.1991.021921109.
   Web of Science ®Google Scholar
• Lizu M, Lutfor MR, Surugau NL, et al. Synthesis and characterization of ethyl cellulose–based liquid crystals containing azobenzene chromophores. Mol Cryst Liq Cryst. 2010;528:64–73. doi:10.1080/15421406.2010.504516.
   Web of Science ®Google Scholar
• Gray GW. Molecular structure and the properties of liquid crystals. London: Academic Press; 1962. p. 239–298.
   Google Scholar
• Shah NH, Vora RA, Jadav ND. Azomesogens: (I) 4-(4′-n-alkoxy-2′-methyl phenyl azo): (II) ethyl 4-(4′-alkoxy phenyl azo)-benzoates. Mol Cryst Liq Cryst. 1991;209:291–296. doi:10.1080/00268949108036204.
   Web of Science ®Google Scholar
• Kang SK, Samuliski ET. Liquid crystals comprising hydrogen-bonded organic acids. Mixtures of non-mesogenic acids. Liq Cryst. 2000;27:371–376.
   Web of Science ®Google Scholar
• Naoum MM, Fahmi AA, Alaasar MA. Supramolecular hydrogen-bonded liquid crystals formed from 4-(4ʹ-pyridylazophenyl)-4ʹʹ-substituted benzoates and 4-alkoxybenzoic acids. Mol Cryst Liq Cryst. 2008;482:57–70. doi:10.1080/15421400801914996.
   Web of Science ®Google Scholar
• Subhapria P, Vijayanand PS, Madhu Mohan MLN. Synthesis and Characterization of Supramolecular Hydrogen-Bonded Liquid Crystals Comprising of p-n-Alkyloxy Benzoic Acids with Suberic Acid and Pimelic Acid. Mol Cryst Liq Cryst. 2013;571:40–56. doi:10.1080/15421406.2012.741338.
   Web of Science ®Google Scholar
• Ahmed HA, Naoum MM. Mesophase behaviour of azobenzene-based angular supramolecular hydrogen-bonded liquid crystals. Liq Cryst. 2015. doi:10.1080/02678292.2015.1096970.
   Web of Science ®Google Scholar