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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Letter Article

Two Novel π -Conjugated Fluorophores for Dye-Doped LC On-Off Photoluminescence Switching

Author(s): Rosita Diana, Barbara Panunzi* and Ugo Caruso*

Volume 17, Issue 5, 2020

Page: [340 - 344] Pages: 5

DOI: 10.2174/1570178616666191104094527

Price: $65

Abstract

Among various classes of Photoluminescent (PL) compounds, soft-matter based materials in which chromophores are embedded in a Liquid-Crystal (LC) host polymer prove to be very attractive in the production of flexible panels and on-off temperature switches. Actually, the obtainment of low cost, easily synthesizable, and stable organic molecules soluble in the LC matrix is a challenge for both scholars and technologists. Here we describe the synthesis of two new emissive dyes based on a dicyanophenylenevinylene and on a bis-azobenzene core whose PL properties were investigated as neat solids, in solution, and in particular in a dye-doped LC nematic polymer often employed in PDLC applications. 1H NMR and 13C NMR spectroscopy allow the characterization of all compounds Their thermotropic liquid- crystalline (LC) properties were examined by differential scanning calorimetry and polarizing optical microscopy. Photoluminescence properties were characterized by fluorescence spectra.

Keywords: Photoluminescent compounds, liquid-crystals, photoluminescence quantum yields, chromophores, polymer, fluorescence spectra.

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[1]
Chattopadhyay, S.; Nath, T.K. Curr. Appl. Phys., 2011, 11(5), 1153-1158.
[http://dx.doi.org/10.1016/j.cap.2011.02.009]
[2]
Song, W.S.; Kim, Y.S.; Yang, H. J. Lumin., 2012, 132(5), 1278-1284.
[http://dx.doi.org/10.1016/j.jlumin.2012.01.015]
[3]
Nakanishi, Y.; Yamashita, H.; Shimaoka, G. Jpn. J. Appl. Phys., 1981, 20(11), 2261-2262.
[http://dx.doi.org/10.1143/JJAP.20.2261]
[4]
Choi, S.; Tae, S-W.; Seo, J-H.; Jung, H-K. J. Solid State Chem., 2011, 184(6), 1540-1544.
[http://dx.doi.org/10.1016/j.jssc.2011.04.032]
[5]
Ronda, C.R. J. Alloys Compd., 1995, 225(1-2), 534-538.
[http://dx.doi.org/10.1016/0925-8388(94)07065-2]
[6]
Doane, J.W.; Vaz, N.A.; Wu, B.G.; Žumer, S. Appl. Phys. Lett., 1986, 48(4), 269-271.
[http://dx.doi.org/10.1063/1.96577]
[7]
Bai, Y.; Ye, L.; Wang, L.; Shi, X.; Wang, P.; Bai, W.; Wong, P.K. Appl. Catal. B, 2016, 194, 98-104.
[http://dx.doi.org/10.1016/j.apcatb.2016.04.052]
[8]
Bai, Y.; Chen, T.; Wang, P.; Wang, L.; Ye, L. Chem. Eng. J., 2016, 304, 454-460.
[http://dx.doi.org/10.1016/j.cej.2016.06.100]
[9]
Honma, M.; Horiuchi, T.; Nose, T. J. Appl. Phys., 2009, 106(1)014507
[http://dx.doi.org/10.1063/1.3159649]
[10]
Lee, H.J.; Lee, B.R.; Park, J.S.; Kim, S.O.; Kim, J.Y.; Song, M.H. Appl. Phys. Lett., 2011, 98(25)253309
[http://dx.doi.org/10.1063/1.3602923]
[11]
Morvillo, P.; Ricciardi, R.; Nenna, G.; Bobeico, E.; Diana, R.; Minarini, C. Sol. Energy Mater. Sol. Cells, 2016, 152, 51-58.
[http://dx.doi.org/10.1016/j.solmat.2016.03.027]
[12]
Pei, Q.; Yu, G.; Zhang, C.; Yang, Y.; Heeger, A.J. Science, 1995, 269(5227), 1086-1088.
[http://dx.doi.org/10.1126/science.269.5227.1086] [PMID: 17755530]
[13]
Schaper, H. J. Electrochem. Soc., 1982, 129(6), 1289.
[http://dx.doi.org/10.1149/1.2124120]
[14]
Yang, K-J.; Yoon, D-Y. J. Ind. Eng. Chem., 2011, 17(3), 543-548.
[http://dx.doi.org/10.1016/j.jiec.2010.12.018]
[15]
Mucha, M. Prog. Polym. Sci., 2003, 28(5), 837-873.
[http://dx.doi.org/10.1016/S0079-6700(02)00117-X]
[16]
Amundson, K. Phys. Rev. E Stat. Phys. Plasmas Fluids Relat. Interdiscip. Topics, 1996, 53(3), 2412-2422.
[http://dx.doi.org/10.1103/PhysRevE.53.2412] [PMID: 9964526]
[17]
de Gennes, P.G.; Alben, R. Phys. Today, 1975, 28(6), 54-55.
[http://dx.doi.org/10.1063/1.3069010]
[18]
Esposito, R.; Calvanese, L.; Cucciolito, M.E.; D’Auria, G.; Falcigno, L.; Fiorini, V.; Pezzella, P.; Roviello, G.; Stagni, S.; Talarico, G.; Ruffo, F. Organometallics, 2017, 36(2), 384-390.
[http://dx.doi.org/10.1021/acs.organomet.6b00798]
[19]
Li, D.; Yang, X.; Yan, D. ACS Appl. Mater. Interfaces, 2018, 10(40), 34377-34384.
[http://dx.doi.org/10.1021/acsami.8b11039] [PMID: 30209936]
[20]
Diana, R.; Panunzi, B.; Tuzi, A.; Piotto, S.; Concilio, S.; Caruso, U. Molecules, 2019, 24(21), 3833.
[http://dx.doi.org/10.3390/molecules24213833]
[21]
Borbone, F.; Caruso, U.; Concilio, S.; Nabha, S.; Panunzi, B.; Piotto, S.; Shikler, R.; Tuzi, A. Eur. J. Inorg. Chem., 2016, 2016(6), 818-825.
[http://dx.doi.org/10.1002/ejic.201501132]
[22]
Argeri, M.; Borbone, F.; Caruso, U.; Causà, M.; Fusco, S.; Panunzi, B.; Roviello, A.; Shikler, R.; Tuzi, A. Eur. J. Inorg. Chem., 2014, 2014(34), 5916-5924.
[http://dx.doi.org/10.1002/ejic.201402717]
[23]
Roviello, A.; Borbone, F.; Carella, A.; Diana, R.; Roviello, G.; Panunzi, B.; Ambrosio, A.; Maddalena, P. J Polym Sci Part A, 2009, 47(10), 2677-2689.
[http://dx.doi.org/10.1002/pola.23353]
[24]
Borbone, F.; Caruso, U.; Palma, S.D.; Fusco, S.; Nabha, S.; Panunzi, B.; Shikler, R. Macromol. Chem. Phys., 2015, 216(14), 1516-1522.
[http://dx.doi.org/10.1002/macp.201500120]
[25]
Piotto, S.; Concilio, S.; Sessa, L.; Diana, R.; Torrens, G.; Juan, C.; Caruso, U.; Iannelli, P. Molecules, 2017, 22(8)E1372
[http://dx.doi.org/10.3390/molecules22081372] [PMID: 28825625]
[26]
Concilio, S.; Sessa, L.; Petrone, A.M.; Porta, A.; Diana, R.; Iannelli, P.; Piotto, S. Molecules, 2017, 22(6)E875
[http://dx.doi.org/10.3390/molecules22060875] [PMID: 28587076]
[27]
Chevalier, A.; Renard, P.Y.; Romieu, A. Chem. Asian J., 2017, 12(16), 2008-2028.
[http://dx.doi.org/10.1002/asia.201700682] [PMID: 28594477]
[28]
Panunzi, B.; Borbone, F.; Capobianco, A.; Concilio, S.; Diana, R.; Peluso, A.; Piotto, S.; Tuzi, A.; Velardo, A.; Caruso, U. Inorg. Chem. Commun., 2017, 84, 103-108.
[http://dx.doi.org/10.1016/j.inoche.2017.08.001]
[29]
Borbone, F.; Carella, A.; Caruso, U.; Roviello, G.; Tuzi, A.; Dardano, P.; Lettieri, S.; Maddalena, P.; Barsella, A. Eur. J. Inorg. Chem., 2008, 11, 1846-1853.
[http://dx.doi.org/10.1002/ejic.200701171]
[30]
Wu, B.; Wang, W.; Wang, J.; Li, S.; He, Y. Dyes Pigments, 2018, 157, 290-297.
[http://dx.doi.org/10.1016/j.dyepig.2018.04.066]
[31]
Bandara, H.M.; Burdette, S.C. Chem. Soc. Rev., 2012, 41(5), 1809-1825.
[http://dx.doi.org/10.1039/C1CS15179G] [PMID: 22008710]
[32]
de Mello, J.C.; Wittmann, H.F.; Friend, R.H. Adv. Mater., 1997, 9(3), 230-232.
[http://dx.doi.org/10.1002/adma.19970090308]
[33]
Panunzi, B.; Diana, R.; Concilio, S.; Sessa, L.; Shikler, R.; Nabha, S.; Tuzi, A.; Caruso, U.; Piotto, S. Molecules, 2018, 23(7), 1505.
[http://dx.doi.org/10.3390/molecules23071505] [PMID: 29933626]
[34]
Choi, D.H.; Kim, H.M.; Wijekoon, W.M.K.P.; Prasad, P.N. Chem. Mater., 1992, 4(6), 1253-1256.
[http://dx.doi.org/10.1021/cm00024a026]
[35]
Cheng, S.W.; Han, T.; Huang, T.Y.; Tang, B.Z.; Liou, G.S. Polym. Chem., 2018, 9(33), 4364-4373.
[http://dx.doi.org/10.1039/C8PY00809D]
[36]
Lu, H.; Wu, S.; Hu, J.; Qiu, L.; Wang, X.; Zhang, G.; Hu, J.; Lv, G.; Yang, J. Dyes Pigments, 2015, 121, 147-151.
[http://dx.doi.org/10.1016/j.dyepig.2015.05.011]
[37]
Lu, H.; Xu, C.; Li, Z.; Xia, G.; Jing, S.; Bai, X.; Yang, J.; Qiu, L.; Ding, Y. Liq. Cryst., 2018, 45(1), 32-39.
[http://dx.doi.org/10.1080/02678292.2017.1292007]
[38]
Roviello, A.; Borbone, F.; Carella, A.; Diana, R.; Roviello, G.; Panunzi, B.; Ambrosio, A.; Maddalena, P. J. Polym. Sci. A Polym. Chem., 2009, 47(10), 2677-2689.
[http://dx.doi.org/10.1002/pola.23353]
[39]
Caruso, U.; Panunzi, B.; Diana, R.; Concilio, S.; Sessa, L.; Shikler, R.; Nabha, S.; Tuzi, A.; Piotto, S. Molecules, 2018, 23(8), 1947.
[http://dx.doi.org/10.3390/molecules23081947] [PMID: 30081544]

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