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| Synthesis and Nonlinear Optical Properties of Phenothiazine-functionalized α, β-unsaturated Ketone Derivatives |
CHEN Songhua1,2, ZHU Xiangzhao3, HU Hongdan3, XUE Kai3, SONG Yinglin4, XIN Dandan1, LU Yaqi2, LIN Shuidong2, YUAN Yaofeng3( ) |
1.Department of Pharmacy and Food, Tongliao Vocational College, Tongliao 028000, China
2.College of Chemistry and Material, Longyan University, Longyan 364012, China
3.College of Chemistry, Fuzhou University, Fuzhou 350108, China
4.School of Physical Science and Technology, Soochow University, Suzhou 215006, China |
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Cite this article:
CHEN Songhua, ZHU Xiangzhao, HU Hongdan, XUE Kai, SONG Yinglin, XIN Dandan, LU Yaqi, LIN Shuidong, YUAN Yaofeng. Synthesis and Nonlinear Optical Properties of Phenothiazine-functionalized α, β-unsaturated Ketone Derivatives. Chinese Journal of Materials Research, 2026, 40(4): 305-312.
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Abstract In this study, two symmetric organic molecules with α,β-unsaturated ketone configuration, i.e., COP and CNP, were designed and synthesized with phenothiazine as an electron donor, and their photophysical and third-order nonlinear optical properties were investigated. Due to the introduction of the electron-withdrawing dicyanoethene group in the CNP molecule, its maximum absorption peak red-shifted by approximately 60 nm, in comparison to that of the COP. Furthermore, under the irradiation of a 532 nm laser, both CNP and COP exhibited reverse-saturable two-photon absorption characteristics. However, CNP showed a significantly higher absorption coefficient (COP: 1.2 × 10-11 m/W and CNP: 4.0 × 10-11 m/W), indicating a stronger nonlinear optical response. To determine the origin of this performance discrepancy, the nonlinear absorption of CNP molecules was first identified to primarily arise from the charge transfer process in the excited state through transient absorption spectroscopy. Subsequently, theoretical calculations were employed to analyze the charge and hole distribution of CNP molecules in the excited state. The results revealed that the introduction of a stronger electron-withdrawing receptor group led to a smaller energy gap in the frontier molecular orbitals, a longer charge transfer distance, and enhanced electron delocalization ability in CNP molecules. These findings provide a meaningful reference for designing organic molecular materials with superior nonlinear optical properties.
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Received: 29 May 2025
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| Fund: National Natural Science Foundation of China(22071025);National Natural Science Foundation of China(22373019);Collaborative Innovation Platform Project of Fu-Xia-Quan National Independent Innovation Demonstration Zone(2022-P-021);Natural Science Fund of Fujian Province(2025J01384);Natural Science Fund of Fujian Province(2023J01982);Young and Middle-aged Teacher in Science Research of Fujian Province(JAT231118) |
Corresponding Authors:
YUAN Yaofeng, Tel: 13655089601, E-mail: yaofeng_yuan@fzu.edu.cn
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