Abstract
Ground state geometries and electronic properties of four experimentally reported spirosilabifluorene derivatives are calculated by HF(DFT)/6-31G* method. Their first excited state geometries are investigated using CIS/6-31G* method. The absorption and emission spectra are evaluated by TD-B3LYP/6-31G* and show an excellent agreement with the experimental data. The “CH”/N substituted spirosilabifluorene derivatives are also investigated. Compared to the pristine molecule, no significant change of the emission wavelengths are found for the “CH”/N substituted derivatives. Furthermore, we find that the performance and the optical properties of these derivatives can be improved through oligomerization or addition of a phenyl group.
Keywords
References
Tang, C.W., Van Slyke, S.A.: Organic electroluminescent diodes. Appl. Phys. Lett. 51, 913–915 (1987)
Kulkarni, A.P., Tonzola, C.J., Babel, A., Jenekhe, S.A.: Electron Transport Materials for Organic Light-Emitting Diodes. Chem. Mater. 16, 4556–4573 (2004)
Tu, G., Zhou, Q., Cheng, Y., Wang, L.X.: White electroluminescence from polyfluorene Chemically doped with 1,8-napthalimide moieties. Appl. Phys. Lett. 85, 2172–2174 (2004)
Lee, S.H., Jang, B.B., Kafafi, H.Z.: Highly Fluorescent Soil-State Asymmetric Spirosilabifluorene Derivatives. J. Am. Chem. Soc. 127, 9071–9078 (2005)
Ohshita, J., Lee, K.H., Hamamoto, D., Kunugi, Y., Ikadai, J., Kwak, Y.W.: Synthesis of Novel Spiro-condensed Dithienosiloles and the Application to Organic FET. Chem. Lett. 33, 892–893 (2004)
Schneider, D., Rade, T., Riedl, T., Dobbertin, T., Werner, O.: Deep blue widely tunable organic solid-state laser based on a spirobifluorene derivative. Appl. Phys. Lett. 84, 4693–4695 (2004)
Yin, S.W., Yi, Y.P., Li, Q.X., Yu, G., Liu, Y.Q., Shuai, Z.G.: Balanced Carrier Transports of Electrons and Holes in Silole-Based Compounds-A Theoretical Study. J. Phys. Chem. A. 110, 7138–7143 (2006)
Lukeš, V., Pálszegir, T., Milota, F., Sperling, J., Kauffmann, H.F.: Density Matrix Analysis, Simulation, and Measurements of Electronic Absorption and Fluorescence Spectra of Spirobifluorenes. J. Phys. Chem. A. 110, 1775–1782 (2006)
Gahungu, G., Zhang, J.P.: “CH”/N substituted mer-Gaq3 and mer-Alq3 derivatives; an effective approach for the tuning of emitting color. J. Phys. Chem. B. 109, 17762–17767 (2005)
Van Slyke, S.A., Bryan, P.S., Lovencchio, F.V.: US Patent 1990, 5, 150, 006
McWeeny, R., Dierksen, G.: Self-Consistent Perturbation Theroy. II. Exctension to Open Shells. J. Chem. Phys. 49, 4852–4856 (1968)
Becke, A.B.: Density-functional thermochemistry. III. The role of exact Exchange. J. Chem. Phys. 98, 5648–5652 (1993)
Binkley, J.S., Pople, J.A., Hehre, W.J.: Self-Consistent Molecular Orbital Theory for Excited States. J. Am. Chem. Soc. 102, 939–947 (1980)
Foresman, J.B., Head-Gordon, M., Pople, J.A., Frisch, M.J.: Toward a Systematic Molecular Orbital Theory for Excited States. J. Phys. Chem. 96, 135–149 (1992)
Stratman, R.E., Scuseria, G.E., Frisch, M.J.: An efficient implementation of time-dependent density-functional theory for the calculation of excitation energies of large molecules. J. Chem. Phys. 109, 8218–8224 (1998)
Frisch, M.J., et al.: Gaussian 03, Revision B.03. Gaussian, Inc., Pittsburgh PA (2003)
Yang, G.C., Su, Z.M., Qin, C.S.: Theoretical Study on the Second-Order Nonlinear Optical Properties of Asymmetric Spirosilabifluorene Derivatives. J. Phys. Chem. A 110, 4817–4821 (2006)
Yang, L., Feng, J.K., Ren, A.M.: Theoretical Study on Electronic Structure and Optical Properties of Phenothiazine-Containing Conjugated Oligomers and Polymers. J. Org. Chem. 70, 5987–5996 (2005)
Author information
Authors and Affiliations
Editor information
Rights and permissions
Copyright information
© 2007 Springer Berlin Heidelberg
About this paper
Cite this paper
Sun, M., Niu, B., Zhang, J. (2007). The Design of Blue Emitting Materials Based on Spirosilabifluorene Derivatives. In: Shi, Y., van Albada, G.D., Dongarra, J., Sloot, P.M.A. (eds) Computational Science – ICCS 2007. ICCS 2007. Lecture Notes in Computer Science, vol 4488. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-540-72586-2_45
Download citation
DOI: https://doi.org/10.1007/978-3-540-72586-2_45
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-540-72585-5
Online ISBN: 978-3-540-72586-2
eBook Packages: Computer ScienceComputer Science (R0)