Hostname: page-component-78c5997874-j824f Total loading time: 0 Render date: 2024-11-05T05:43:35.681Z Has data issue: false hasContentIssue false
  • English
  • Français

Highly efficient and stable solid-state luminescent nanohybrids: Precise architecture and enhancement mechanism

Published online by Cambridge University Press:  08 April 2013

Ya Kun Zhu ,
Shan Yi Guang ,
Xin Yan Su ,
Hong Yao Xu  and
Xiang Yang Liu
Ya Kun Zhu
Affiliation:
State Key Laboratory for Modification of Chemical Fibers and Polymer Materials & College of Material Science and Engineering, Donghua University, Shanghai 201620, China
Shan Yi Guang
Affiliation:
College of Chemistry and Chemical Engineering & Bioengineering, Donghua University, Shanghai 201620, China
Xin Yan Su
Affiliation:
State Key Laboratory for Modification of Chemical Fibers and Polymer Materials & College of Material Science and Engineering, Donghua University, Shanghai 201620, China; and College of Materials Science and Engineering, Shanghai University, Shanghai 201800, People’s Republic of China
Hong Yao Xu*
Affiliation:
State Key Laboratory for Modification of Chemical Fibers and Polymer Materials & College of Material Science and Engineering, Donghua University, Shanghai 201620, China; and College of Materials Science and Engineering, Shanghai University, Shanghai 201800, People’s Republic of China
Xiang Yang Liu
Affiliation:
The Department of Physics, National University of Singapore, Singapore 1175542
*
a)Address all correspondence to this author. e-mail: [email protected]
Get access

Abstract

The organic light-emitting (OLE) materials have attracted great interest due to their potential applications in sensors, biodetectors and OLE devices. However, highly efficient emission from organic solids is still a great challenge because of the aggregation-caused quenching effect. In this article, a three-dimensional (3D) organic-inorganic hybrid nanoparticle, based on polyhedral oligomeric silsesquioxane (POSS), was precisely fabricated via click chemistry with high yield, and its structure was characterized by Fourier transform infrared spectroscopy, 1H, and 29Si nuclear magnetic resonance spectroscopies, and Matrix-Assisted Laser Desorption Ionization Time-of-Flight Mass Spectrometry, respectively. The resultant 3D organic-inorganic nanohybrid showed significantly enhanced emission in solid film (Φfilm 80%) with a slight red-shift as compared with its organic counterpart, (Φfilm 14%), which exhibits a large red-shift in solid film, due to the deaggregation effect of POSS. Simultaneously, the resultant nanohybrid also exhibited good film formability, excellent spectrum and thermal stability (>250 °C) due to the introduction of POSS.

Keywords

luminescencenanoscaleoptical properties
Type
Articles
Information
Journal of Materials Research , Volume 28 , Issue 8 , 28 April 2013 , pp. 1061 - 1069
Copyright
Copyright © Materials Research Society 2013

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

References

REFERENCES

Pu, K.Y. and Liu, B.: Conjugated polyelectrolytes as light-up macromolecular probes for heparin sensing. Adv. Funct. Mater. 19, 277 (2009).Google Scholar
Lott, J., Ryan, C., Valle, B., Johnson, J.R. III, Schiraldi, D.A., Shan, J., Singer, K.D., and Weder, C.: Two-photon 3D optical data storage via aggregate switching of excimer-forming dyes. Adv. Mater. 23, 2425 (2011).Google Scholar
Dou, L.T., You, J.B., Yang, J., Chen, C.C., He, Y.J., Murase, S., Moriarty, T., Emery, K., Li, G., and Yang, Y.: Tandem polymer solar cells featuring a spectrally matched low-bandgap polymer. Nat. Photonics 6, 180 (2012).Google Scholar
Feast, W.J. and Kilbinger, A.F.M.: Solution processable alternating oligothiophene-PEO-block-co-polymers: Synthesis and evidence for solvent dependent aggregation. J. Mater. Chem. 10, 1777 (2000).Google Scholar
Sun, X.B., Xu, X.J., Qiu, W.F., Yu, G., Zhang, H.J., Gao, X.K., Chen, S.Y., Song, Y.L., and Liu, Y.Q.: A non-planar pentaphenylbenzene functionalized benzo [2,1,3] thiadiazole derivative as a novel red molecular emitter for non-doped organic light-emitting diodes. J. Mater. Chem. 18, 2709 (2008).Google Scholar
Lukyanov, A., Malafeev, A., Ivanov, V., Chen, H.L., Kremer, K., and Andrienko, D.: Solvated poly-(phenylene vinylene) derivatives: Conformational structure and aggregation behavior. J. Mater. Chem. 20, 10475 (2010).CrossRefGoogle Scholar
Wang, H.T., Bai, F.Q., Liu, H.M., Bai, B.L., Ran, X., Qu, S.N., Shi, J.H., Xie, D.J., Li, H.Y., Li, M., and Zhang, H.X.: Experimental and theoretical study on molecular aggregation and its effect on the photo-physical properties of the mesogenic bi-1,3,4-thiadiazole derivative. Phys. Chem. Chem. Phys. 13, 9697 (2011).Google Scholar
Romero-Nieto, C., Merino, S., Rodriguez-Lopez, J., and Baumgartner, T.: Dendrimeric oligo(phenylenevinylene)-extended dithieno[3,2-b:2′,3′-d]phospholes: Synthesis, self-organization, and optical properties. Chem. Eur. J. 15, 4135 (2009).Google Scholar
You, J., Li, G.Y., Wang, R.J., Nie, Q.P., Wang, Z.G., and Li, J.Y.: Pyrene-cored dendrimer with carbazole derivatives as dendrons: Synthesis, properties and application in white light-emitting diode. Phys. Chem. Chem. Phys. 13, 17825 (2011).CrossRefGoogle ScholarPubMed
Lekha, P.K. and Prasad, E.: Tunable emission of static excimer in a pyrene-modified polyamidoamine dendrimer aggregate through positive solvatochromism. Chem. Eur. J. 17, 8609 (2011).Google Scholar
Ma, J.F., Zhang, L.P., Yang, J., Liu, Y.Y., and Wei, G.H.: 1D, 2D, and 3D metal-organic frameworks based on bis(imidazole) ligands and polycarboxylates: Syntheses, structures, and photoluminescent properties. Cryst. Growth Des. 9, 4660 (2009).Google Scholar
Trastoy, B., Perez-Ojeda, M.E., Sastre, R., and Chiara, J.L.: Octakis(3-azidopropyl)octasilsesquioxane: A versatile nanobuilding block for the efficient preparation of highly functionalized cube-octameric polyhedral oligosilsesquioxane frameworks through click assembly. Chem. Eur. J. 16, 3833 (2010).CrossRefGoogle ScholarPubMed
You, H.P., Liu, K., Zheng, Y.H., Jia, G., Song, Y.H., Huang, Y.J., Yang, M., Jia, J.J., Guo, N., and Zhang, H.J.: Facile and rapid fabrication of metal-organic framework nanobelts and color-tunable photoluminescence properties. J. Mater. Chem. 20, 3272 (2010).Google Scholar
Mintzer, M.A. and Grinstaff, M.W.: Biomedical applications of dendrimers: A tutorial. Chem. Soc. Rev. 40, 173 (2011).Google Scholar
Yang, X.H., Froehlich, J.D., Chae, H.S., Li, S., Mochizuki, A., and Jabbour, G.E.: Novel orange-red light-emitting polymers with cyclometaled iridium complex grafted in alkyl chain. Adv. Funct. Mater. 19, 2623 (2009).Google Scholar
Tanaka, K. and Chujo, Y.: Advanced functional materials based on polyhedral oligomeric silsesquioxane (POSS). J. Mater. Chem. 22, 1733 (2012).Google Scholar
Wang, F.K., Lu, X.H., and He, C.B.: Some recent developments of polyhedral oligomeric silsesquioxane (POSS)- based polymeric materials. J. Mater. Chem. 21, 2775 (2011).Google Scholar
Yan, Z.Q., Xu, H.Y., Guang, S.Y., Zhao, X., Fan, W., and Liu, X.Y.: A convenient organic–inorganic hybrid approach toward highly stable squaraine dyes with reduced H-aggregation. Adv. Funct. Mater. 22, 345 (2012).Google Scholar
Wang, X., Guang, S.Y., Xu, H.Y., Su, X.Y., Yang, J.Y., Song, Y.L., Lin, N.B., and Liu, X.Y.: Thermally stable oxadiazole-containing polyacetylenes: Relationship between molecular structure and nonlinear optical properties. J. Mater. Chem. 18, 4204 (2008).Google Scholar
Chu, Y.L., Cheng, C.C., Chen, Y.P., Yen, Y.C., and Chang, F.C.: A new supramolecular POSS electroluminescent material. J. Mater. Chem. 22, 9285 (2012).CrossRefGoogle Scholar
Wu, Y.C. and Kuo, S.W.: Self-assembly supramolecular structure through complementary multiple hydrogen bonding of heteronucleobase-multifunctionalized polyhedral oligomeric silsesquioxane (POSS) complexes. J. Mater. Chem. 22, 2982 (2012).Google Scholar
Yang, B.H., Xu, H.Y., Yang, Z.Z., and Zhang, C.: Controllable preparation of ultra-low-dielectric nanoporous silica via inorganic-organic hybrid templates. J. Mater. Chem. 20, 2469 (2010).Google Scholar
Su, X.Y., Guang, S.Y., Li, C.W., Xu, H.Y., Liu, X.Y., Wang, X., and Song, Y.L.: Molecular hybrid optical limiting materials from polyhedral oligomer silsesquioxane: Preparation and relationship between molecular structure and properties. Macromolecules 43, 2840 (2010).Google Scholar
Zhang, C., Guang, S.Y., Zhu, X.B., Xu, H.Y., Liu, X.Y., and Jiang, M.H.: Mechanism of dielectric constant variation of POSS-based organic-inorganic molecular hybrids. J. Phys. Chem. C 114, 22455 (2010).Google Scholar
Yang, B.H., Xu, H.Y., Yang, Z.Z., and Liu, X.Y.: Design and architecture of low-dielectric-constant organic-inorganic hybrids from octahydridosilsesquioxanes. J. Mater. Chem. 19, 9038 (2009).Google Scholar
Su, X.Y., Guang, S.Y., Xu, H.Y., Liu, X.Y., Li, S., Wang, X., Deng, Y., and Wang, P.: Controllable preparation and optical limiting properties of POSS-based functional hybrid nanocomposites with different molecular architectures. Macromolecules 42, 8969 (2009).Google Scholar
Zhu, Y.K., Guang, S.Y., and Xu, H.Y.: A versatile nanobuilding precursor for the effective architecture of well-defined organic/inorganic hybrid via click chemistry. Chin. Chem. Lett. 73, 1095 (2012).CrossRefGoogle Scholar
Gujadhur, R., Venkataraman, D., and Kintigh, J.T.: Formation of aryl–nitrogen bonds using a soluble copper(I) catalyst. Tetrahedron Lett. 42, 4791 (2001).Google Scholar
Scaiano, J.C.: Handbook of Organic Photochemistry (CRC Press, Boca Raton, FL, 1989).Google Scholar
Pleux, L.L., Pellegrin, Y., Blart, E., Odobel, F., and Harriman, A.: Long-lived, charge-shift states in heterometallic, porphyrin-based dendrimers formed via click chemistry. J. Phys. Chem. A 115, 5069 (2011).Google Scholar
Luo, L. and Frisbie, C.D.: Length-dependent conductance of conjugated molecular wires synthesized by stepwise "click" chemistry. J. Am. Chem. Soc. 132, 8854 (2010).Google Scholar
Wild, A., Friebe, C., Winter, A., Hager, M.D., Grummt, U.W., and Schubert, U.S.: π-conjugated 2,2′:6′,2′′-bis(terpyridines): Systematical tuning of the optical properties by variation of the linkage between the terpyridines and the π-conjugated system. Eur. J. Org. Chem. 2010, 1859 (2010).Google Scholar
Saravanan, C., Senthil, S., and Kannan, P.: Click chemistry-assisted triazole-substituted azobenzene and fulgimide units in the pendant-based copoly(decylozymethacrylate)s for dual-mode optical switches. J. Polym. Sci., Part A: Polym. Chem. 46, 7843 (2008).Google Scholar
Lin, T.T., He, C., and Xiao, Y.: Theoretical studies of monosubstituted and higher phenyl-substituted octahydrosilsesquioxanes. J. Phys. Chem. B 107, 13788 (2003).Google Scholar
Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Montgomery, J.A.J., Vreven, T., Kudin, K.N., Burant, J.C., Millam, J.M., Iyengar, S.S., Tomasi, J., Barone, V., Mennucci, B., Cossi, M., Scalmani, G., Rega, N., Petersson, G.A., Nakatsuji, H., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Klene, M., Li, X., Knox, J.E., Hratchian, H.P., Cross, J.B., Bakken, V., Adamo, C., Jaramillo, J., Gomperts, R., Stratmann, R.E., Yazyev, O., Austin, A.J., Cammi, R., Pomelli, C., Ochterski, J.W., Ayala, P.Y., Morokuma, K., Voth, G.A., Salvador, P., Dannenberg, J.J., Zakrzewski, V.G., Dapprich, S., Daniels, A.D., Strain, M.C., Farkas, O., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Ortiz, J.V., Cui, Q., Baboul, A.G., Clifford, S., Cioslowski, J., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nanayakkara, A., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Gonzalez, C., Pople, J.A., Gaussian 03, Revision A.1 (Gaussian, Inc. , Pittsburgh, PA, 2004).Google Scholar
Grisorio, R., Suranna, G.P., Mastrorilli, P., and Nobile, C.F.: Insight into the role of oxidation in the thermally induced green band in fluorene-based systems. Adv. Funct. Mater. 17, 538 (2007).Google Scholar
Yin, S.C., Xu, H.Y., Su, X.Y., Li, G., Song, Y.L., Lam, J., and Tang, B.Z.: Optical-limiting and nonlinear optical polyacetylenes: Synthesis of azobenzene-containing poly(1-alkyne)s with different spacer and tail lengths. J. Polym. Sci., Part A: Polym. Chem. 44, 2346 (2006).Google Scholar
Xue, L., Wan, L.Q., Hu, Y.H., Shen, X.N., Huang, F.H., and Du, L.: Thermal stability of a novel polytriazole resin. Thermochim. Acta 448, 147 (2006).CrossRefGoogle Scholar
Sulaiman, S., Bhaskar, A., Zhang, J., Guda, R., Goodson, T., and Laine, R.M.: Molecules with perfect cubic symmetry as nanobuilding blocks for 3-D assemblies. Elaboration of octavinylsilsesquioxane. Unusual luminescence shifts may indicate extended conjugation involving the silsesquioxane core. Chem. Mater. 20, 5563 (2008).Google Scholar