ABSTRACT
A new homologous series 4-(4’-n-alkoxy cinnamoyloxy) azo benzenes 4”acetyl benzen is synthesized with a view to understand and establish the relation between mesogenic properties and structure of molecules. Ethyl to hexadecyl all twelve homologues are enantiotropically nematogenic. None of the homologues exhibit a smectogenic mesophase. An odd–even effect is observed in the transition curve. The average thermal stability is 136.83 °C and the nematogenic mesophase ranges from 25.0 °C to 120.0 °C. Thus, the series is of a middle ordered melting type with moderate nematogenic range. Analytical data confirm the structure of the compounds, and the mesomorphism was identified by optical microscopy. The mesogenic properties are compared with structurally similar compounds.
References
- Pandya, Vandit, Paresh Solanki, and Mukesh L. Chauhan. A synthesis and mesophase behaviour of homologous series: 4-(4’-n-alkoxy cinnamoyloxy) azo benzenes 4” ethyl carboxylate with terminal ester group as a ethyl carboxylate. World Scientific News 181 (2023) 164-175
- Rathod, Suryajit L., et al. Lower rim functionalized bowl-shaped resorcin [4] arene with alkyl arms: A simplified approach to build supramolecular liquid crystals. Journal of Molecular Structure 1275 (2023): 134571.
- Kim, W. S., Steve J. Elston, and E. P. Raynes. Hybrid method for modelling light leakage by a spherical object in a liquid crystal layer. Displays 5 (2008) 458-463
- Rathod, Suryajit L., et al. Columnar liquid crystals based on the lower rim functionalization on resorcin [4] arene core. World Scientific News 169 (2022) 43-54
- Dabhi, Ranjitsinh C., et al. Coumarin functionalized dimeric mesogens for promising anticoagulant activity: Tuning of liquid crystalline property. Journal of Molecular Structure 1283 (2023) 135336
- Kuang, Gui-Chao, et al. Organogels and liquid crystalline properties of amino acid-based dendrons: a systematic study on structure–property relationship. Chemistry of Materials 1 (2012) 71-80
- Murphy, Amanda R., and Jean MJ Frechet. Organic semiconducting oligomers for use in thin film transistors. Chemical Reviews4 (2007) 1066-1096
- Rathod, Suryajit L., et al. Blue light-emitting Quinoline armed Thiacalix [4] arene 3D-scaffold: A systematic platform to construct fluorescent liquid crystals with bio-imaging applications. Journal of Molecular Structure 1270 (2022) 133830
- Sharma, Vinay S., and R. B. Patel. Mesomorphic study of novel chalconyl-ester-based nonisomeric series: Synthesis and characterization. Molecular Crystals and Liquid Crystals1 (2017) 13-27
- Adam, D., et al. Transient photoconductivity in a discotic liquid crystal. Physical Review Letters4 (1993) 457
- Patel, R. B., M. L. Chauhan, and A. V. Doshi. Synthesis and study of new homologous series of mesogens: n-butyl-p-(p’-n-alkoxy cinnamoyloxy) cinnamates. Der Pharma Chemica6 (2010) 157-164
- Dewar, Michael JS, and Ronald S. Goldberg. Role of p-phenylene groups in nematic liquid crystals. Journal of the American Chemical Society6 (1970) 1582-1586
- Vogel, Arthur I. Practical organic chemistry. Long Man Group Lted, London (1974).
- Thaker, B. T., and J. B. Kanojiya. Mesomorphic properties of liquid crystalline compounds with biphenyl moiety containing azo-ester, azo-cinnamate central linkages and different terminal group. Liquid Crystals8 (2011) 1035-1055
- Marinescu, Liliana, et al. Optimized synthesis approaches of metal nanoparticles with antimicrobial applications. Journal of Nanomaterials 2020 (2020) 1-14
- Patel, R. B., M. L. Chauhan, and A. V. Doshi. Synthesis and study of new homologous series of mesogens: n-butyl-p-(p’-n-alkoxy cinnamoyloxy) cinnamates. Der Pharma Chemica 6 (2010) 157-164
- Alamro, Fowzia S., et al. Induced Nematic Phase of New Synthesized Laterally Fluorinated Azo/Ester Derivatives. Molecules 15 (2021): 4546..
- Thaker, B. T., J. B. Kanojiya, and R. S. Tandel. Effects of different terminal substituents on the mesomorphic behavior of some azo-schiff base and azo-ester-based liquid crystals. Molecular Crystals and Liquid Crystals1 (2010) 120-137
- Dabhi, R., et al. Process optimization for acid-amine coupling: a catalytic approach. Current Chemistry Letters1 (2023) 133-140
- Sharma, Vinay S., et al. Mesomorphic properties of liquid crystalline compounds with chalconyl central linkage in two phenyl rings. Liquid Crystals Today3 (2017) 46-54
- Mundt, Otto, et al. “Element‐Element‐Bindungen. XI Kettenbildung bei kristallinen Dimethyldichalkogenanen. Zeitschrift für Anorganische und Allgemeine Chemie10‐11 (2006) 1687-1709
- Carbons, Hydro. Organizations Involved in MOU with The Maharaja Sayajirao University of Baroda. Diss. Faculty of Tech. &Engg. Sardar Patel Renewable Energy Research 2016 4 Faculty of Management Studies, The Maharaja Sayajirao University of Baroda, 2016.
- Kurian, G. Ph.D. Thesis Submitted to the Maharaja SayajiraoUni. Vadodara.(1977).
- Young, William R. Nitrones: A Novel Class of Liquid Crystals. Molecular Crystals and Liquid Crystals1-2 (1970) 237-241
- Yen, Fu-Sen, Lieh-Li Lin, and Jin-Long Hong. Hydrogen-bond interactions between urethane− urethane and urethane− ester linkages in a liquid crystalline poly (ester− urethane). Macromolecules9 (1999) 3068-3079
- Sharma, Vinay S., et al. Fluorescein-appended calixarene-functionalized supramolecular AIE-active liquid crystalline materials for self-assembly and bio-imaging applications. New Journal of Chemistry 47 (2023) 1444-1459
- Gür, Mahmut, Hasan Kocaokutgen, and Murat Taş. Synthesis, spectral, and thermal characterisations of some azo-ester derivatives containing a 4-acryloyloxy group. Dyes and Pigments1 (2007) 101-108
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