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Electronic structure and second-order nonlinear optical property of chiral peropyrenes

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Abstract

Discovery of novel materials with excellent second-order nonlinear optical (NLO) properties is a very attractive topic in chemistry and materials science. Recently, much more attention has been paid to chiral compounds due to their inherent asymmetric structure and intramolecular charge transfer. Currently, the density functional theory (DFT) has become a powerful methodology to rationalize experimental observations and to design new materials with desirable properties. In this work, on the basis of the reported chiral peropyrene, we designed another five compounds consisting of donor or acceptor moieties and the donor/acceptor combinations. We systematically studied their geometrical/electronic structures and electronic transition/second-order NLO properties. The measured UV–Vis/CD spectra of compound 1 are almost reproduced by our calculations, enabling us to assign its electronic transition property and absolute configuration. For these compounds, the different substituents have great effect on their photophysical properties (i.e., band gap, absorption wavelength, and NLO response). The charge transfer synergy provides some useful information for further performance improvement. Interestingly, compound 6 shows a remarkably large first hyperpolarizability value of 18.14 × 10−30 esu. Our research enables an opportunity for understanding the structure–property relationship of chiral peropyrenes.

The nonlinear optical properties of the studied compounds were studied with the aid of the DFT calculations

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Acknowledgments

This work is supported by the Natural Science Foundation of China under Nos. 21573037, 21873017, 11704062, 11534003, and 51732003, the Postdoctoral Science Foundation of China under grant 2013 M541283, the Natural Science Foundation of Jilin Province (20150101042JC and 20190201231JC), and the Education Department of Jilin Province, China, under Grant number 2016511.

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  1. Lijing Gong and Chunyu Liu contributed equally to this work.

Authors and Affiliations

  1. Centre for Advanced Optoelectronic Functional Materials Research and Key Laboratory for UV Light-Emitting Materials and Technology of Ministry of Education, Northeast Normal University, Changchun, 130024, China

    Lijing Gong, Chunyu Liu, Xin Du, Cong Wang & Guochun Yang

  2. Aviation University of Air Force, Changchun, 130022, China

    Lijing Gong

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  1. Lijing Gong
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  2. Chunyu Liu
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  5. Guochun Yang
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Correspondence to Guochun Yang.

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Gong, L., Liu, C., Du, X. et al. Electronic structure and second-order nonlinear optical property of chiral peropyrenes. J Mol Model 25, 220 (2019). https://doi.org/10.1007/s00894-019-4106-4

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