The synthesis of four-armed materials based on a pentaerythritol core, which is connected by spacers with different lengths to the coumarin moieties as mesogenic groups, is reported. The chemical structure of compounds is confirmed by FT-IR, 1H, 13C NMR, and mass spectrometery (MS). UV-Vis spectroscopy measurements exhibited a red shift in peaks of coumarin ring from 318 to 366 nm compared with free coumarin molecules, which is attributed to the developed π–π interactions by possible formation of liquid crystal structures. These materials are interesting regarding their potential application in LCDs.
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References
Z. Wen, K. Yang, and J. M. Raquez, Molecules, 25, 1241 (2020).
M. Castillo-Valles, A. Martinez-Bueno, R. Gimenez, T. Sierra, and M. B. Ros, J. Mater. Chem. C., 7, 14454 (2019).
D. J. R. Cristaldi, S. Pennisi, and F. Pulvirenti, Liquid Crystal Display Drivers, Techniques and Circuits, First Edition, Springer Science + Business Media B.V., 2009.
K. Mehta, A. R. Peeketi, L. Liu, D. Broer, P. Onck, and R. K. Annabattula, Appl. Phys. Rev., 7, 041306 (2020).
P. Bhagavath, R. Shetty, and D. Sunil, Crit. Rev. Solid State Mater. Sci., 45, 378 (2020).
S. K. Sharma and H. Demir, Green Chemistry in Scientific Literature: A Bibliometric Study and Research Trends, Taylor & Francis Group, NY, 2020.
R. Najjar, E. Bigdeli, K. Asadpour-Zeynali, and M.-S. Zaker-Hamidi, J. Electr. Mater., 47, 7143 (2018).
M. Molnar, M. Loncaric, and M. Kovac, Curr. Org. Chem., 24, 4 (2020).
H. Mostafavi, R. Najjar, and E. Maskani, Chem. Nat. Compd., 49, 423 (2013).
M. Mohammadi Zeydi, S. J. Kalantarian, and Z. Kazeminejad, J. Iran. Chem. Soc., 17, 3031 (2020).
R. Najjar and E. Bigdeli, Eur. Polym. J., 104, 136 (2018).
D. Sh. Yao, B. Y. Zhang, Y. H. Li, and W. Q. Xiao, Tetrahedron Lett., 45, 8953 (2004).
J. Qu, X. Luo, and Z. Wang, J. Polym. Sci., Part A: Polym. Chem., 54, 1969 (2016).
X. Zhang, J. Xia, and K. Matyjaszewski, Macromolecules, 33, 2340 (2000).
J. P. Kennedy and S. Jacob, Acc. Chem. Res., 31, 341 (1998).
K. Ohno, B. Wong, and D. M. Haddleton, J. Polym. Sci., Part A: Polym. Chem., 39, 2206 (2001).
X. Wang, H. Zhang, G. Zhong, and X. Wang, Polym., 45, 3637 (2004).
T. Xin-De, Z. Qi-Zhen, L. Ai-Xian, F. Xing-He, C. Xiao-Fan, and Z. Qi-Feng, Chin. J. Chem., 22, 1034 (2004).
J. Ahmed, J. Wu, S. Mushtaq, and Y. Zhang, Today Commun., 23, 100840 (2020).
C. P. Chen, D. S. Kim, and C. G. Jhun, Crystals, 9, 364 (2019).
J. Guo, J. Zhang, Q. Zhang, N. Jiang, and J. Wei, RSC Adv., 3, 21620 (2013).
R. Najjar, M. Akbari, A. Mirmohseni, and M. G. Hosseini, J. Taiwan Inst. Chem. Eng., 93, 1–10 (2018).
R. Najjar, S. A. Katourani, and M. G. Hosseini, Prog. Org. Coat., 124, 110 (2018).
M. Hoshiyama, K. Kubo, T. Igarashi, and T. Sakurai, J. Photochem. Photobiol., A., 138, 227 (2001).
S. Patil and M. R. Bagewadi, IOSR J. Appl. Chem., 12, 80 (2019).
Y. Pana, P. Cai, M. F. Farahani, Y. Li, X. Houb, and H. Xiao, Appl. Surf. Sci., 385, 333 (2016).
B. Sarkanj, M. Molnar, M. Cacic, and L. Gille, Food Chem., 139, 488 (2013).
S. Zhang, D. Fu, H. Sun, X. Yue, Y. Liu, Y. Zhang, and H. Liu, Chem. Heterocycl. Compd., 52, 374 (2016).
M. Ikawa and K. Link, J. Am. Chem. Soc., 72, 4373 (1950).
T. Yasuda, F. Shimizu Liu, G. Ungar, and T. Kato, J. Am. Chem. Soc., 133, 13437 (2011).
S. Ozgan and M. Okumus, Braz. J. Phys., 41, 118 (2011).
G. Pathak, S. Pandey, R. Katiyar, A. Srivastava, R. Dabrowski, K. Garbat, and R. Manohar, J. Lumin., 192, 33 (2017).
A. Concellon, T. Liang, A. Schenning, J. L. Serrano, P. Romero, and M. Marcos, J. Mater. Chem. C., 6, 1000 (2017).
W. L. F. Armarego, Purification of Laboratory Chemicals, 8th Ed., Elsevier Inc., 2017.
K. Mohammed Khan, Z. S. Saify, S. Begum, F. Noor, M. Z. Khan, S. Hayat, M. I. Choudhary, S. Perveen, A. U. Rahman, and Z. Ullah, Nat. Prod. Res., 17, 115 (2010).
Z. Khademi, K. Nikoofar, and F. Shahriyari, Curr. Org. Synth., 16, 38 (2019).
A. D. Singh, S. Kumar, S. Saini, and H. Prabha, Asian Pac. J. Health Sci., 4, 184 (2017).
L. Pan, D. Lei, L. Jin, Y. He, and Q. V. Yang, Molecules, 23, 3002 (2018).
L. Pan, X.-Z. Li, D.-A. Sun, H. Jin, H.-R. Guo, and B. Qin, Chin. Chem. Lett., 27, 375 (2016).
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The authors acknowledge the financial support of the Postgraduate Studies Office of the University of Tabriz.
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Published in Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2023, pp. 26–30.
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Afshanmehr, A., Najjar, R. Synthesis and Characterization of Four-Armed Pentaerythritol- and Coumarin-Based Materials as Potential Liquid Crystals. Chem Nat Compd 59, 26–31 (2023). https://doi.org/10.1007/s10600-023-03910-2
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DOI: https://doi.org/10.1007/s10600-023-03910-2