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Platinum-Functionalized Chiral Molecular Squares as Light-Emitting Materials

Published online by Cambridge University Press:  01 February 2011

Lin Zhang ,
Yu-Hua Niu ,
Alex K.-Y. Jen  and
Wenbin Lin
Lin Zhang
Affiliation:
Department of Chemistry, CB#3290, University of North Carolina, Chapel Hill, NC 27599, U.S.A.
Yu-Hua Niu
Affiliation:
Department of Materials Science and Engineering, Box 352120, University of Washington, Seattle, WA 98195, U.S.A.
Alex K.-Y. Jen
Affiliation:
Department of Materials Science and Engineering, Box 352120, University of Washington, Seattle, WA 98195, U.S.A.
Wenbin Lin
Affiliation:
Department of Chemistry, CB#3290, University of North Carolina, Chapel Hill, NC 27599, U.S.A.
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Abstract

A family of new chiral metallocycles based on Pt(II) diimine metallocornors and bis(acetylene) bridging ligands have been synthesized, and characterized by a variety of techniques including 1H and 13C NMR, UV-visible, luminescence, infrared, and circular dichroism (CD) spectroscopies, and mass spectrometry. All metallocycles exhibit very strong phosphorescence with quantum yields of 8.3 to 15.7%. Chiral Pt(II)-based molecular squares were used as the light-emitting layer in multiplayer devices, and a maximum brightness of 5470 cd/m2 with a maximum luminous efficiency of 0.93 cd/A was achieved.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 846: Symposium DD – Organic and Nanocomposite Optical Materials , 2004 , DD3.6
Copyright
Copyright © Materials Research Society 2005

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References

REFERENCES

1. (a) Stang, P.J., Olenyuk, B., Acc. Chem. Res. 1997, 30, 502.Google Scholar
(b) Fujita, M., Chem. Soc. Rev. 1998, 27, 417–425.Google Scholar
(c) Holliday, B.J., Mirkin, C.A., Angew. Chem. Int. Ed. 2001, 40, 2022–2043. (d)Google Scholar
2. (a) Yoshizawa, M., Kusukawa, T., Fujita, M., Sakamoto, S., Yamaguchi, K., J. Am. Chem. Soc. 2001, 123, 10454–10459.Google Scholar
(b) Yoshizawa, M., Takeyama, Y., Kusukawa, T., Fujita, M., Angew. Chem. Int. Ed. 2002, 41, 1347–1349.Google Scholar
3. Dinolfo, P.H., Hupp, J.T., Chem. Mater. 2001, 13, 3113.Google Scholar
4. (a) Jiang, H., Hu, A., Lin, W., Chem. Commun. 2003, 96.Google Scholar
(b) Jiang, H., Lin, W., Org. Lett. 2004, 6, 861–864.Google Scholar
5. Jiang, H., Lin, W., J. Am. Chem. Soc. 2004, 126, 7426–7427.Google Scholar
6. (a) Chen, F.-C., Yang, Y., Thompson, M.E., Kido, J., J. Appl. Phys. Lett. 2002, 80, 2308–2310.Google Scholar
(b) Lamansky, S., Djurovich, P., Murphy, D., Abdel-Razzaq, F., Lee, H.-E., Adachi, C., Burrows, P.E., Forrest, S.R., Thompson, M.E., J. Am. Chem. Soc.; 2001, 123, 4304–4312.Google Scholar
(c) Rudmann, H., Shimada, S., Rubner, M.F., J. Am. Chem. Soc. 2002, 124, 4918–4921.Google Scholar
(d) Ostrowski, J.C., Robinson, M.R., Heeger, A.J., Bazan, G.C., Chem. Commun. 2002, 784–785.Google Scholar
(e) Carlson, B., Phelan, G.D., Kaminsky, W., Dalton, L., Jiang, X., Liu, S., Jen, A. K.-Y., J. Am. Chem. Soc. 2002, 124, 14162–14172.Google Scholar
7. Chan, C.W., Cheng, L.K., Che, C.M., Coord. Chem. Rev. 1994, 132, 87–97.Google Scholar
8. (a) McGarrah, J.E., Eisenberg, R., Inorg. Chem. 2003, 42, 4355–4365.Google Scholar
(b) Whittle, C.E., Weinstein, J.A., George, M.W., Schanze, K.S., Inorg. Chem. 2001, 40, 4053–4062.Google Scholar
(c) Pomestchenko, I.E., Luman, C.R., Hissler, M., Ziessel, R., Castellano, F.N., Inorg. Chem. 2003, 42, 1394–1396.Google Scholar
(d) Adams, C.J., James, S.L., Liu, X., Raithby, P.R., Yellowlees, L.J., J. Chem. Soc., Dalton Trans. 2000, 63–67.Google Scholar
(e) Yam, V. W.-W., Acc. Chem. Res. 2002, 35, 555–563.Google Scholar
9. Bis(acetylide)Pt(II) complexes have recently been used as emissive materials in LED devices. See: S.-C. Chan, M.C.W. Chan, Y. Wang, C.-M. Che, K.-K. Cheung, N. Zhu, Chem. Eur. J. 2001, 7, 4180–4190.Google Scholar
10. 3a and 3b were synthesized by treating and Pt(5, 5’-dtbPy)(Cl)2 and Lm-H2 in 1:4 molar ratio in 46% and 62% yield, respectively.Google Scholar
11. The ratio of diffusion coefficients for 1a and 2a has been determined to be 1.09 by pulsed gradient NMR spectroscopy, consistent with their trimeric and tetrameric structure.Google Scholar
12. Lee, S.J., Hu, A., Lin, W., J. Am. Chem. Soc. 2002, 124, 12948–12949.Google Scholar
13. The dihedral angle between the naphthyl groups is governed by the R groups (see Scheme 1) in the 2, 2'-positions.Google Scholar
14. Lee, S.J., Luman, C.R., Castellano, F.N., Lin, W., Chem. Commun. 2003, 2124–2125.Google Scholar