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Synthesis and Characterization of 8-hydroxyquinoline Complexes of Tin(IV) and Their Application in Organic Light Emitting Diode

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Abstract

A series of 8-hydroxyquinoline complexes of tin, Q2SnCl2 (Q = 2-methyl-8-hydroxyquinoline, 8-hydroxyquinoline, 5,7-dibromo-8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5,7-dichloro-8-hydroxyquinoline and 5-nitro-8-hydroxyquinoline) were prepared by reacting stannous dichloride with 8-hydroxyquinoline and its derivatives. All complexes were characterized by elemental analysis, mass spectrometry and infrared, UV–vis and 1H NMR spectroscopes. Furthermore, the molecular structure of a representative complex, dichlorido-bis(5-nitro-quinolin-8-olato-2N,O)tin(IV), was determined by single-crystal X-ray diffraction. The photoluminescence (PL) properties of all prepared compounds and electroluminescence (EL) property of a selected complex (Q = 5-chloro-8-hydroxyquinoline) were investigated. The results showed that the emission wavelength can be tuned by electron donating or withdrawing group substituent on 8-hydroxyquinoline. Application of prepared complexes in fabrication of an OLED has been demonstrated.

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Acknowledgment

The authors thank the Vice-President’s Office for Research Affairs of the Shahid Beheshti University for supporting this work.

Supporting information

CCDC 86936 contains the supplementary crystallographic data for 6. These data can be obtained free of charge via http://www.ccdc.cam.ac. uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44) 1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk.

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Authors and Affiliations

  1. Department of Chemistry, Shahid Beheshti University G.C., Tehran, 1983963113, Iran

    Yousef Fazaeli, Mostafa M. Amini & Ezzatollah Najafi

  2. Laser Research Institute, Shahid Beheshti University G.C., Tehran, 1983963113, Iran

    Ezeddin Mohajerani & Mohammad Janghouri

  3. Radiopharmaceutical Research and Development Lab, NSTRI, P.O. Box 14395-836, Tehran, Iran

    Amirreza Jalilian

  4. Department of Chemistry, University of Malaya, 50603, Kuala Lumpur, Malaysia

    Seik Weng Ng

Authors
  1. Yousef Fazaeli
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  2. Mostafa M. Amini
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  3. Ezzatollah Najafi
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  4. Ezeddin Mohajerani
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  5. Mohammad Janghouri
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  6. Amirreza Jalilian
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  7. Seik Weng Ng
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Corresponding author

Correspondence to Mostafa M. Amini.

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Supporting information

CCDC 86936 contains the supplementary crystallographic data for 6. These data can be obtained free of charge via http://www.ccdc.cam.ac. uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; fax: (+44) 1223-336-033; or e-mail: deposit@ccdc.cam.ac.uk. (CIF 17 kb)

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Fazaeli, Y., Amini, M.M., Najafi, E. et al. Synthesis and Characterization of 8-hydroxyquinoline Complexes of Tin(IV) and Their Application in Organic Light Emitting Diode. J Fluoresc 22, 1263–1270 (2012). https://doi.org/10.1007/s10895-012-1068-7

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  • DOI: https://doi.org/10.1007/s10895-012-1068-7

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