Citation: Wen-Jie Wu, Hong-Xiang Huang, Meng Chen, Dong-Jin Qian. Synthesis and luminescent properties of a silylated-terpyridine derivative and its metalated complexes in solutions and self-assembled monolayers[J]. Chinese Chemical Letters, ;2015, 26(3): 343-347. doi: 10.1016/j.cclet.2014.11.025 shu

Synthesis and luminescent properties of a silylated-terpyridine derivative and its metalated complexes in solutions and self-assembled monolayers

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a Department of Chemistry, Fudan University, Shanghai 200433, China;
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b State Key Laboratory of Molecular Engineering of Polymers, Fudan University, Shanghai 200433, China

Corresponding author: Dong-Jin Qian,
Received Date: 13 August 2014
Available Online: 13 November 2014
Fund Project: This work was supported by National Natural Science Foundation of China (No. 21373058) (No. 21373058)

A silylated-terpyridine (SiTPy) derivative was newly synthesized and reacted with various transition metal ions in the solutions and self-assembled monolayers (SAMs). Composition and morphology of the SAMs were characterized by using absorption spectra, X-ray photoelectron spectra and atomic force microscope. The silylated-TPy compound gave off a luminescent emission at about 456 nm, which slightly shifted to 452 nm in the Zn²⁺-SiTPy and Fe²⁺-SiTPy metalated complexes. The absorbed energy can be further transferred to lanthanide ions (Tb³⁺ and Eu³⁺) to give off the typical emissions of the lanthanide complexes together with an emission of the silylated-TPy at about 363 nm.
- Silylated-terpyridine,
- Metal complexes,
- Self-assembled monolayer,
- Fluorescence
1. [1]
  [1] A. Wild, A. Winter, F. Schlütter, U.S. Schubert, Advances in the field of π-conjugated 2,2':6',2"-terpyridines, Chem. Soc. Rev. 40 (2011) 1459-1511.
2. [2]
  [2] S.C. Yuan, H.B. Chen, H.C. Wang, Assembly and metal complex properties of terpyridine ligands, Prog. Chem. 21 (2009) 2132-2152.
3. [3]
  [3] N. Tuccitto, I. Delfanti, V. Torrisi, et al., Supramolecular self-assembled multilayers of terpyridine-functionalized perylene bisimide metal complexes, Phys. Chem. Chem. Phys. 11 (2009) 4033-4038.
4. [4]
  [4] C. Mugeman, J.F. Gohy, C.A. Fustin, Functionalized nanoporous thin films from metallo-supramolecular diblock copolymers, Langmuir 28 (2012) 3018-3023.
5. [5]
  [5] C. Haensch, M. Chiper, C. Ulbricht, et al., Reversible supramolecular functionalization of surfaces: terpyridine ligands as versatile building blocks for noncovalent architectures, Langmuir 24 (2008) 12981-12985.
6. [6]
  [6] C.F. Zhang, H.X. Huang, B. Liu, M. Chen, D.J. Qian, Spectroscopic study on the 4'-(4-pyridyl)-2,2':6',2"-terpyridine and its metal complexes, J. Lumin. 128 (2008) 469-475.
7. [7]
  [7] A.P. Duarte, M. Gressier, M.J. Menu, et al., Structural and luminescence properties of silica-based hybrids containing new silylated-diketonato europium(III) complex, J. Phys. Chem. C 116 (2012) 505-515.
8. [8]
  [8] Q.F. Jin, G.X. Liao, S.J. Yu, X.G. Jian, Characterization and tribological investigation of self-assembled trimethoxysilyl-functionalized poly (phthalazinone ether ketone) thin films on glass substrates, Chin. Chem. Lett. 21 (2010) 973-975.
9. [9]
  [9] J.H. Wang, G.S. Hanan, A facile route sterically hindered and non-hindered 4'-aryl-2,2':6',2"-terpyridines, Synlett 8 (2005) 1251-1254.
10. [10]
  [10] L. Hou, D. Li, W.J. Shi, Y.G. Yin, S.W. Ng, Ligand-controlled mixed-valence copper rectangular grid-type coordination polymers based on pyridylterpyridine, Inorg. Chem. 44 (2005) 7825-7832.
11. [11]
  [11] Z. Naseri, A.N. Kharat, A. Banavand, A. Bakhoda, S. Foroutannejad, First now transition metal complexes of thienyl substituted terpyridine: structural, photophysical and biological studies, Polyhedron 33 (2012) 396-403.
12. [12]
  [12] P.F. Shi, Q. Jiang, H.C. Duan, D.Q. Wang, Synthesis, characterization and cytotoxicity of fluorescent organotin complexes of terpyridine derivatives, Chin. Chem. Lett. 25 (2014) 586-588.
13. [13]
  [13] X.M. Xiang, D.J. Qian, H.G. Liu, H.T. Chen, X.S. Feng, Fabrication of europium complexes with 4'-(4-methylphenyl)-2,2':6',2"-terpyridine and 4,40-dinonyl-2,2'-dipyridyl at the air-water interface and their emission properties in Langmuir-Blodgett films, Colloids Surf. A: Physicochem. Eng. Asp. 273 (2006) 29-34.
14. [14]
  [14] T. Ala-Kleme, M. Latva, K. Haapakka, Study on the radiative ⁵D₄→⁷F_j relaxation dynamics of Tb(III) in electrochemically excited self-assembled dimeric heterodinuclear Tb(III)-Ln(III) chelates, Anal. Chim. Acta 403 (2000) 161-171.
15. [15]
  [15] H.G. Liu, X.S. Feng, L.J. Zhang, et al., Influences of hydrophilic and hydrophobic substituents on the organization of supramolecular assemblies of porphyrin derivatives formed at the air/water interface, Mater. Sci. Eng. C 23 (2003) 585-592.
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沈阳化工大学材料科学与工程学院沈阳 110142