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Computational study of the electronic structures, UV-Vis spectra and static second-order nonlinear optical susceptibilities of macrocyclic thiophene derivatives

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Abstract

Using thiophene (which has a moderate resonance energy) as a spacer rather than benzene permits better π-electron delocalization and leads to a large nonlinear optical response. Thus, the nonlinear optical coefficients of a series of macrocyclic thiophene derivatives (C[3T_DA] n with C n symmetry) were studied, and their electronic structures, UV-Vis spectra and static second-order nonlinear optical susceptibilities (β 0) were computed. The calculated results showed that ΔE H-L increased and the UV-Vis spectrum redshifted as the number of C[3T_DA] units increased (one C[3T_DA] unit consists of trithiophene and diacetylene). The value of β 0 calculated by either the ZINDO-SOS or the FF method showed the same trend: the absolute value of β 0 increased as the number of units increased. The value of β 0 predicted by ZINDO-SOS was an order of magnitude larger than that predicted by the FF method. However, the results suggest that macrocyclic thiophene compounds potentially exhibit large static second-order nonlinear optical susceptibilities.

A series of macrocyclic thiophene derivatives were studied in theory. And they show great nonlinear optical susceptibilities through analyzing by ZINDO-SOS and FF methods.

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Acknowledgments

This work was supported by the Natural Science Foundation of China (nos. 20973078 and 20673045), by special funding given to basic scientific research projects for Central Colleges, by the Open Project of the State Key Laboratory for Supramolecular Structure and Material of Jilin University (SKLSSM200716), and by the Graduate Innovation Fund of Jilin University (no. 20111031).

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Authors and Affiliations

  1. State Key Laboratory of Theoretical and Computational Chemistry, Institute of Theoretical Chemistry, Jilin University, Changchun, 130023, People’s Republic of China

    Shuang Huang, Ai-Min Ren, Lu-Yi Zou, Yang Zhao & Ji-Kang Feng

  2. School of Physics, Northeast Normal University, Changchun, 130021, People’s Republic of China

    Jing-Fu Guo

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  1. Shuang Huang
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  2. Ai-Min Ren
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  3. Lu-Yi Zou
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  4. Yang Zhao
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Correspondence to Ai-Min Ren or Jing-Fu Guo.

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Huang, S., Ren, AM., Zou, LY. et al. Computational study of the electronic structures, UV-Vis spectra and static second-order nonlinear optical susceptibilities of macrocyclic thiophene derivatives. J Mol Model 18, 393–404 (2012). https://doi.org/10.1007/s00894-011-1082-8

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  • DOI: https://doi.org/10.1007/s00894-011-1082-8

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