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2016 | 54 | 1-13
Article title

Molecular Structure Dependance of Mesomorphism in Chloro Substituted Azoester Series

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Azoester novel homologous series RO-CH:CH-COO-C10H6-N:N-C6H4-Cl (ortho) from trans cinnamic acid and α-napthol using ortho chloro aniline has been synthesized and studied with a view to understand and establish the relations between thermotropic liquid crystalline (LC) behaviours of homologues and their molecular structure as a consequence of molecular rigidity and flexibility with changing number of methylene unit present in left n-alkoxy group (-OR) of a molecule. Novel azoester series consists of thirteen (C1 to C18) homologues. C6 to C18 homologues are enantiotropically nematogenic with absence of smectic property. C1 to C5 members are nonliquid crystal. Textures of nematic phase and transition temperatures were determined by an optical polarising microscopy (POM) equipped with a heating stage. Textures of nematic phase are threaded or schilieren. Phase transition curves Cr-N/I and N-I behaved in normal manner in a phase diagram. Analytical and spectral data confirmed molecular structures of homologues. Nematic thermal stability is 145.12 and the degree of mesomorphism vary from 26.0 °C to 46.0 °C at the C14 and C7 homologues respectively. The LC properties of present azoester series are compared with structurally analogous series. Thus, novel series is enantiotropically nematogenic whose mesogenic range is good enough and of middle ordered melting type.
Physical description
  • Chemistry Department, K.K.Shah Jarodwala Maninagar Science College, Gujarat University, Ahmedabad - 380008, Gujarat, India
  • Chemistry Department, K.K.Shah Jarodwala Maninagar Science College, Gujarat University, Ahmedabad - 380008, Gujarat, India
  • [1] Hertz, E., Lavorel, B., and Faucher, O., Optical imagine by molecular gas, Nature photon; 5 (2011) 783.
  • [2] Narmura, S., Advance LCD technologies, Displays 22(1) (2001) 1.
  • [3] Kim, W. S., Elston, S. J., and Raynes, F. P., Displays 29 (2008) 458-463.
  • [4] Hasegawa, H., Masuda, T., Matsunaga, Y., Seo S., and Yasuhara, K., (1989). Bull. Chem. Soc. Jpn., 62, 2875.
  • [5] Collings, P. J., and Hird, M., (1997). Introduction of Liquid crystals chemistry and physics, Taylor and Francis Ltd. U. K. 1998.
  • [6] Young, W. R., Mol. Cryst. Liq. Cryst. Vol. 10, 237 (1970) and DIETRICH. H. J. and STEKER, E. L., Mol. Cryst. Liq. Cryst. 16 (1972) 263.
  • [7] Imrie, C. T., Liq. Crystal dimers. Struct. Bond 95 (1999) 149-192.
  • [8] Gray, G. W., (1974) In; Gray, G. W. and Winsor P. A. (eds) liquid crystals and plastic crystals, Chapter 4, Volume 1, 103-153.
  • [9] Gray, G. W., Molecular Structures and Properties of liquid crystals, Academic press, London, 1962.
  • [10] Gray, G. W. and Winsor P. A. (eds) liquid crystals and plastic crystals, Chapter - 6.2, The role of liquid crystal in life processes by Stewart, G. T., Vol-1, PP. 308-326.
  • [11] Park, Y.S., Lee, K. H., Lee, J. W., and Jin, J. I., Liq. Cryst, 30 (2003) 173-179.
  • [12] Hird, M., Toyne, K. J., and Gray, G. W., Day, S. E., and Mc. Donell, D. G., (1993). Liq. Cryst. 15, 123.
  • [13] Marcos, M., Omenat, A., Serrano, J. L., Ezcurra, A., (1992). Adv. Matter, 4, 285.
  • [14] Hird, M., Toyne, K. J., and Gray, G. W., Day, S. E., (1993). Liq. Cryst. 14, 741.
  • [15] Imrie, C. T., and Luckhrust, G. R., “Liquid Dimers and oligomers in handbook of Liquid Crystal, Law Molecular liquid crystals; Vol. 2 B, Demus, D., Goodby, J. W., Gray, G. W., Spiess, H. and Vill, V. (eds) Willey-VCH Weinhe 1998. PP. 801-833.
  • [16] Demus, D., 100 years of liquid crystal chemistry, Mol. Cryst. Liq. Cryst. 165 (1988) 45-84.
  • [17] Patel R.B., Patel V.R., Doshi A.V., (2012). Mol. Cryst. Liq. Cryst., 552, 3-9.
  • [18] R.B. Solanki, Vinay S. Sharma and R.B. Patel., Mol. Cryst. Liq. Cryst., 631 (2016) 107- 115.
  • [19] Demus, D., Plenary lectures 100 years of liquid crystals chemistry, Thermotropic liquid rystal with conventional and unconventional molecular structures, Liq. Cryst, 5 (1988) 75-110.
  • [20] Dave, J. S., Upasani, C. B., and Patel, P. D., (2010). Mol. Cryst. Liq. Cryst., 533, 73.
  • [21] Kasipar, M., Hamplova, V., Pakhomov, S. A., Stibor, I., Sverenyaak, H., Bubnov, A. M., Glogarovaa, M., and Vaneik, P., (1997). Liquid Crystals, 22(5), 557.
  • [22] Doshi, A. V., Makwana, N. G., (2011). Synthesis and study of new mesogenic Homologous Series: 4-(4’-n-alkoxy benzoyloxy)-3,5-dichloro phenyl azo-4” methyl benzenes., Der Pharma Chemica, 3(2): 433-439.
  • [23] Chauhan, B. C., Doshi, A. V., and Shah, R. R., (2011). Mesomorphic Properties of a new Homologous Series: 4-(4’-n-alkoxy benzoyloxy) -3-methoxy phenyl azo -4’-Chlorobenzenes, Der Pharma Chemica, 3(2): 110-117.
  • [24] Chauhan, B. C., Doshi, A. V.,(2011). Synthesis and study of Thermotropic Mesogenic Homologous Series: p-(p’-n-alkoxy benzoyloxy)-m-Chlorophenyl azo-p”- Chlorobenzenes, Der Pharma Chemica, 3(1): 172-180.
  • [25] Doshi, A. V., Patel, V. R., (2010). Study of Azo ester mesogens: 4-(4’-n-alkoxy benzoyloxy)-3-methoxyphenyl azo-4”-Nitrobenzene. Der Pharma Chemica, 2(6): 429-436.
  • [26] Doshi, A. V., Makwana, N. G., (2011). Synthesis and Characterization of Azoester Mesogens and study of Lateral substituent on their Mesomorphic properties. Der Pharma Chemica, 3(1): 580-587.
  • [27] Doshi, A.V., Makwana, N.G., Mol.Cryst.Liq.Cryst., 548(1) (2011) 220-227.
  • [28] Dave, J. S., and Vora, R. A., (1970). In: Johnson, J. F. and Porter, R. S., (eds) (Liquid Crystal and Ordered Fluids, Plenum Press: New York, p. 477.
  • [29] Furniss, B.S., Hannford, A. J., Smith, P. W. G., and Tatchell, A. R., (Revisiors) (1989). Vogel’s Textbook of Practical Organic Chemistry (4th edn.), Longmann Singapore Publishers Pvt. Ltd.: Singapore, pp. 563-649.
  • [30] Uhood J.A., International Journal of Molecular Science, 12 (2011) 3182-3190.
  • [31] Lohar, J. M., and Doshi, A. V., ”Studies on mixed mesomorphism: Determination of latent transition temperature (LTT) by extrapolation”, proceeding of Indian Acad. Of Science- Bangalore, Vol-105, No-3, June 1993, pp. 209-214.
  • [32] Bhoya U.C.., Doshi A.V., Patel R.B., Der Pharma Chemica 3(3) (2011) 115-123.
  • [33] Ganatra, K. J., and Doshi, A. V., “Study of Binary systems inducing mesophase and Determination of Latent Transition Temperature”, Journal of Indian Chem. Soc., Vol. 77, July-2000, 322-325.
  • [34] Doshi, A.V., Chauhan B.C., Mol. Cryst. Liq. Cryst., 552 (2012) 16-23.
  • [35] Doshi, A.V., Chauhan B.C., Acta Ciencia Indica, 21 (2003) 107.
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